Winter Park FL Single Family Real Estate, Homes for Sale

4 Beds ⋅ 2 Baths ⋅ Carolyn Estates SubDv. ⋅ 32792 Zip Code

Single story home seeks new owners! This property features a welcoming great room with a cozy wood-burning fireplace, formal dining room, and a bright kitchen with plenty of counterspace and cabinetry. Generous sized bedrooms provide ample space for family and guests. Primary bedroom has two closets, double vanity sinks, and a walk-in tiled shower. Secondary bath offers a vanity with double sinks, tub/shower combo, and a door leading to the back porch. Enjoy the screened lanai overlooking your spacious backyard, ideal for gardening or weekend barbecues (plenty of space for a pool too). Conveniently located near shopping, dining, and top-rated schools. This home is part of an estate sale and can use some updating and TLC. Schedule your showing today and get moving tomorrow.

1748 W Cheryl Drive, Winter Park

$579,900

3 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 02 SubDv. ⋅ 32792 Zip Code

GORGEOUS totally remodeled the block single story situated in a prime location just minutes from Park's Park Avenue! This Luxury & Elegant 3 bedrooms and 2 baths plus extra space has a split layout and Upgraded better than new! New High-end Windows and Sliding Doors that are Florida approved and Exceed 130 MPH Wind Ratings and Energy Star with Manufacture Lifetime Warranties! New pavers for the driveway, sidewalk, front porch and patio! New A/C, Waterheater, Washer & Dryer. New High Quality Engineered HardWood Flooring! New insulation! New ceilings and walls Texture! Pinewood trims and baseboards around! No MDF! New ceiling fans, light textures. New interior doors all over. New new painting outside and inside including ceilings! Upon entering, you will be greeted by an open area with natural lights, followed by a massive space offered by the integrated living room, dining room and kitchen! The kitchen offers a fully equipped New Kitchenaid appliance package, Custom cabinetry, Quartz countertops and Oversized Island! Master bedroom has plenty of space along with a luxury bath. There's extra space that next to the laundry could be a pantry. Laundry is inside! Enjoy your spacious patio with new screens and pavers that is in a fully Fenced big backyard! No HOA. It is close to downtown Winter Park, shopping, entertainment and award-winning restaurants, etc.

1968 King Arthurs Court, Winter Park

$450,000

4 Beds ⋅ 2 Baths ⋅ Laurel Spgs SubDv. ⋅ 32792 Zip Code

**This property qualifies for a closing cost credit up to $3,300 through the Seller’s preferred lender.** Welcome home to this updated 4-bedroom, 2-bathroom home located in the Laurel Springs community of Winter Park! Zoned for top-rated schools, this POOL corner lot home is the next best move for your family. The open concept layout invites you in with the recently updated kitchen at the heart of the home. This space features quartz countertops, stainless steel appliances including a farmhouse sink, floor to ceiling cabinetry, and breakfast bar seating. Make your way around to the family room with the fireplace as the focal point of the room and French doors leading to the outdoor space. The split floorplan features the primary bedroom off the kitchen. This great space features a beautifully updated ensuite with separate vanities and a glass front shower. Off the family room you’ll find the 3 additional great sized bedrooms with the guest bathroom tucked up to the side. Make your way out back to the showstopper of the home! This like new salt chlorinated pool (built 5 years ago) is the perfect space to entertain friends and family year-round with the spacious covered patio extending out to the private pool. Sitting on just under ¼ of an acre this fully fenced lot provides plenty of green space out back and allows space for your RV, boat, or trailer (parking area with 220 power) with no HOA! Recent upgrades include a new pool pump and pool heater with a new compressor. Location is everything with this home being minutes away from Downtown Winter Park, shopping, dining areas, University of Central Florida, and HWY 417. Schedule your private showing today!

3099 Riverbrook Drive, Winter Park

$375,000

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 05 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Charming 3 Bedroom / 2 Bathroom BLOCK HOME on an large CORNER LOT (.23 ACRES) with NEWER WINDOWS and an UPDATED ELECTRICAL PANEL, 2016 ROOF, BAMBOO WOOD FLOORS and MODERN BATHROOMS! The spacious living area flows naturally into the dining area and kitchen with French door access to the patio and FULLY FENCED BACKYARD. The family chef will appreciate a comfortable kitchen offering solid wood cabinetry for ample storage, STAINLESS STEEL APPLIANCES and a window over the sink that lets the light pour in. The bamboo floors continue into the bedrooms including a generous PRIMARY SUITE complete with a RENOVATED EN-SUITE BATH. Bedrooms two and three share a second full bath, also updated! The beautiful mature trees that surround this home create a park-like setting and add privacy for you to enjoy the outdoor space. There is a firepit, garden bed and shed for additional storage. No HOA and zoned for TOP RATED SCHOOLS, the friendly community of Eastbrook is located near SR 436, University Blvd and 417 and is less than 30 minutes to Downtown Orlando. Enjoy the amazing beauty and attractions that Winter Park offers from the Orlando Science Center to the Orlando Museum of Art, Leu Gardens, several lakes, parks, local restaurants, boutiques and so much more! Live, work & play in close proximity to everything you need - call today to schedule a tour!

1880 Viburnum Lane, Winter Park

$675,000

3 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code

Situated between tree lined Golfside Drive and the Winter Park Pines Hole 3 fairway, this updated 3-bedroom, 2-bath residence has been completely renovated. Stepping through the front door, you will find an open-concept layout that draws you into the heart of the home. Serving both form and function the engineered hardwood flooring spans the entire home. Built for entertaining, the kitchen is the focal point for all living spaces. The finely finished kitchen has sleek quartz countertops, Whirlpool appliances and a breakfast bar perfect for entertaining or casual dining. The family room is a bright space, complimented by wide double pane windows overlooking the third hole fairway and a wood-burning fireplace. Head outside and be sure to catch the breeze blowing as you relax on the the screened-in patio overlooking the recently planted pine trees along the fairway. Back inside, the Primary bedroom suite has french doors leading outside, a granite topped dual sink vanity and walk in closet. This home has been tastefully updated with notable updates including the entire kitchen, plantation shutters, flooring and neutral paint throughout. The home is zoned for Winter Park schools including Brookshire Elementary, Glenridge Middle and Winter Park High School. You won't want to miss this charming house or the chance to live in this beautiful, established neighborhood. ROOF - 2021.

1336 Golfside Drive, Winter Park

$745,000

5 Beds ⋅ 4 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code

Welcome to this stunning 3,400+ square foot home, nestled in the prestigious gated community of Enclave At Aloma. Offering a perfect blend of luxury and comfort, this spacious 5-bedroom, 4-full bathroom residence is designed for both entertaining and everyday living. Downstairs, a dedicated home office provides the perfect setting for remote work or quiet study. The generous floor plan allows for a large dining table with seating for 10+ people, with plenty of room to move around comfortably, making it ideal for family and friends. Whether it’s a holiday feast or a casual dinner party, this dining room offers the perfect blend of style and functionality for any occasion. The chef’s kitchen is a culinary dream, featuring stainless steel appliances, granite countertops, a large island, generous storage space, The Kitchen seamlessly flows into the expansive living room designed with an open-concept layout, it provides ample space for relaxation and entertaining. Large windows flood the room with natural light, creating a warm and welcoming atmosphere. The primary suite, located on the second floor, is a private retreat with two large walk-in closet's and an en-suite bathroom complete with a soaking tub, walk-in shower, and dual vanities. Four additional generously sized bedrooms provide plenty of space for family and guests, Step outside to your own private oasis surrounded by beautiful, meticulously maintained landscaping. The screened-in salt water pool offer's a peaceful retreat where you can relax while enjoying the Florida sunshine in complete privacy. The outdoor space also includes a lanai, ideal for unwinding after a long day. Located in a highly sought-after gated community, while being just minutes away from top-rated schools, shopping, dining, and recreational amenities. Don’t miss the opportunity to make this dream home yours!

7945 Pleasant Pine Circle, Winter Park

$5,695,000

5 Beds ⋅ 5.5 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

Welcome home to one of the most exceptional properties on the market! This gorgeous, new-construction FG Schaub custom home is the epitome of stunning contemporary design by architect, Michael Weinrich. As you enter this sprawling residence, with views of both Lake Sue and Lake Chelton you'll be greeted by exquisite tile work with brass inlays, wood floors, drop down ceiling, crown molding, wainscoting and natural light that pulls the outside living in. The first floor was meticulously designed with your Owner’s suite, an additional en suite bedroom with walk in closet, large laundry room with full size washer and dryer and an abundance of cabinet and counter space, an eye catching drop zone, elevator, storage room, kitchen and great room. The kitchen truly is a chef’s dream with Quartz countertops, spacious island, custom cabinetry with a satin brass inlay, and modern appliances including Tru refrigerator, freezer, a dual zone 150 bottle wine fridge, 60" Wolfe range with a custom range hood. The custom cabinetry continues into hidden butlers pantry complete with ice maker, microwave drawer, additional sink and Bosch dishwasher. The great room will be your hot spot for entertaining! Located off the kitchen, offering plenty of space for friends and family to gather with easy access to the pool area. Floor to ceiling Anderson windows, bar and an electric fireplace for that added touch of ambiance. Continuing into the Owner's suite you will find more expansive Anderson windows, private access to the outdoor living area, luxurious en-suite bathroom and custom closet. Feast your eyes on the 3x10 large format porcelain tile flooring, dual undermount glass sinks, 24K plated brushed gold fixtures, towel warmer, free standing soaking tub, large walk in shower and private water closet with smart toilet in your Owner’s bathroom. And the closet is a feature in itself with lighted LED rods, custom built ins, full length door mirrors and island. Access the second floor via the private elevator or staircase with a glass railing that leads to 3 additional bedrooms, all en-suite with custom tile work and walk in closets with built ins. You'll also find an additional laundry room with a stackable washer and dryer, linen closet, mechanical room and the activity space complete with wet bar and wrap around balcony with a custom glass railing offering sunsets over Lake Sue. Step outside to your own private oasis featuring a sparkling pool with 3 built in stools, sunshelf and spa, fire pit, and cabana with a full summer kitchen, roll away screens, half bathroom and an outdoor shower - ideal for weekend gatherings or relaxing evening meals poolside. Attention to detail carries out to the oversized 3-car garage which features epoxy flooring and a custom LED light design on the ceiling. While a hand crafted iron gate to the front courtyard gives a nod to Winter Parks favorite resident peacocks. A standing seam metal roof and lush landscaping adds the final aesthetic touch on this FG Schaub masterpiece.

210 Chelton Circle, Winter Park

$7,000,000

7 Beds ⋅ 5.5 Baths ⋅ N/A SubDv. ⋅ 32792 Zip Code

South Carolina "Low Country" style manor home situated on 10.52 luxurious lake front acres just 10 minutes from the heart of downtown Winter Park! From the moment you enter the private gated entrance, and cruise down the newly paved drive, you will be in awe of this impressive estate! Passing by the newly fenced green pastures, and the state of the art 10-stall center aisle barn, you will notice a quaint guest cottage, and its perfect location on these premises, tucked toward the edge of the sprawling acreage and out of the line of sight of the breathtaking beauty that is the main house. Beyond the main home you will find the serenity of a forgotten “old Florida” with stately cypress trees surrounding a lagoon with fountain and beyond, the awe-inspiring panoramic view of 400-acre Lake Howell! The Main home boasts a prestigious 3-story design featuring wrap-around balcony style porches, a third-floor balcony and a newly added ground level back porch with retractable screens overlooking a gorgeous salt-water po

1245 Howell Point, Winter Park

$409,999

2 Beds ⋅ 1 Baths ⋅ Golfview SubDv. ⋅ 32789 Zip Code

Welcome to this charming beautiful well maintained single family home located in Winter Park, FL. This home has it all! This property features a breezeway entrance / Mudroom that leads you to the front door of the home or to the door to enter the backyard. Presenting 2 bedrooms, 1 bathroom, 1 car garage shared with laundry room space, moving along to the living-room & open eat in kitchen combo. Your large backyard is fenced in to give you privacy while entertaining. It also boasts a covered patio that allows you to enjoy watching the rainfall or sip some lemonade during the sunshiny days. The owner has recently painted the entire exterior and revamped the curb appeal. This home is perfectly situated near downtown Orlando and just minutes from Dubsdread Golf Course and amazing local restaurants. Less than 30 minutes away from your funnest attractions such as Disney, Universal Studios and some great colleges !! Property is currently tenant occupied. Rest assured it’s very easy to show. Here’s your opportunity to own property in Winter Park so schedule your showing today because this won’t last! HVAC: Replaced in 2014 and outdoor unit is rebuilt in 2023 (new compressor) PLUMBING Completely re plumbed in 2009 ROOF- Replaced in 2019 ELECTRICAL replaced in 2009/ Main panel upgraded in 2017 Back Porch built in 2019/ Front Windows replaced in 2018 Exterior Completely repainted: Sept. 2024

1225 Formosa Avenue, Winter Park

$412,000

4 Beds ⋅ 2 Baths ⋅ Ridge High Sub SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Welcome to this beautifully remodeled 4-bedroom, 2-bath home, nestled in a quiet neighborhood that perfectly balances comfort and convenience. As you approach, you’ll notice the fresh exterior paint and NEW ROOF, welcoming you inside where you’ll find a bright and inviting open living space, featuring brand new luxury vinyl plank flooring that flows seamlessly throughout the home. The thoughtfully designed floor plan creates a natural flow between the living, dining, and kitchen areas, making it ideal for both relaxing and entertaining. The heart of the home is a completely renovated kitchen boasting sleek quartz countertops, stainless steel appliances, and custom cabinetry. Adjacent to the kitchen is a cozy dinette area that leads into a versatile flex space, ideal for a home office, playroom, or fitness area, offering endless possibilities to suit your lifestyle needs. The split-bedroom layout ensures maximum privacy for the spacious primary suite, which is tucked away on its own side of the home just off the flex space. This retreat includes a generous walk-in closet and a stylishly renovated ensuite bathroom. On the opposite side of the home, three additional bedrooms share a beautifully updated bathroom, providing ample space for family or guests. The huge backyard offers plenty of room for outdoor activities or even adding a pool. Recent upgrades include a new roof, updated electrical, new sod, and fresh interior and exterior paint, ensuring peace of mind for the next homeowner. Located in a highly sought-after area, this home is zoned for top-rated Tuskawilla Middle School and Lake Howell High School. With easy access to Highway 436, a variety of shopping and dining options are just moments away, simplifying your daily routine. Don’t miss out on the chance to own this fully renovated gem that’s move-in ready and waiting for you to make it your own!

2140 Ridge Drive, Winter Park

$560,000

4 Beds ⋅ 2 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code

4 bedroom, 2 bath home set on a perfectly manicured 1/4 acre corner lot, located in the new Winter Park gated community Enclave at Aloma. Open floor plan is enhanced by the Hardwood Floors throughout living areas, volume ceilings, light and bright kitchen, family room with lots of windows, and slider that opens onto the spacious lanai. Energy efficient double pane insulated windows and high rated insulation through out the home. Perfect family home and community, excellent Seminole County Schools, minutes from 417, downtown Winter Park and Orlando. Security Video/Audio Devices Operating on Premises

Winter Park

$644,000

4 Beds ⋅ 3 Baths ⋅ Winter Woods Unit 04 SubDv. ⋅ 32792 Zip Code

Welcome Home to Winter Woods! This beautifully upgraded move in ready home at 1981 Japonica Road offers modern living with a wonderful feeling of home sweet home. Every inch of this property has been thoughtfully updated, starting with a new roof, new electrical and new windows to ensure energy efficiency and peace of mind. At first glance you will see this spectacular gourmet kitchen featuring new high-end appliances such as a LG refrigerator and stunning LG double wall oven, perfect for culinary enthusiasts. As you step inside to admire the new floors that flow throughout, creating a warm and inviting atmosphere. Outdoors, the expansive space truly shines with newly installed interlocking pavers covering 4,485 sqft, offering ample room to park up to 14 cars! Enjoy the convenience of a Level 2 EV charger and the ambiance of solar lights adorning the fence, setting the stage for evening gatherings. Whether you're hosting a large gathering or enjoying a quiet evening, this home features a new outdoor grill perfect for BBQs and entertaining. This home combines style, functionality, and luxury, making it a must-see in the desirable Winter Woods community. Truly, one-of-a-kind home, a show stopper and ready to start making memories. No HOA & Everything renovated in 2022! Don’t miss out on this exceptional property!

1981 Japonica Road, Winter Park

$509,900

3 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 1 SubDv. ⋅ 32792 Zip Code

Renovated Winter Park home offering 3 bedrooms 2 baths with 1646 sq feet. Nice size lot .24 acre, fenced with a large open pool featuring brand new pool equipment & newly screened patio. 2024 Updates include: Roof, Luxury vinyl flooring, 5 1/4 in. baseboards, popcorn ceilings removed & retextured, Full Kitchen renovation with SS appliances, Soft close cabinets & Quartz counter tops. Fresh paint, New interior doors. Electric updates with new Decora switches, & LED light fixtures. New Ceiling Fans with remote controls in every room. The Living room is anchored with a stone wood burning Fireplace with Custom Built-ins which flows to the dining room. Both bathrooms updated with Porcelain tile, new vanities & fixtures. Water Heater 2021, AC 2016 completely serviced. Gorgeous natural light throughout. New Garage Door opener with Keypad. The Shed in the backyard offers additional storage. No HOA! Highly desirable area with easy access to shopping & main roads.

1710 Aster Drive, Winter Park

$1,275,000

3 Beds ⋅ 2 Baths ⋅ Tuscany Place SubDv. ⋅ 32789 Zip Code

Located in the Tuscany Place neighborhood in the heart of Winter Park, this home offers endless potential for those looking to create their dream residence. With its classic ranch architecture and original features, this property is a blank canvas awaiting your personal touch, or provides a great opportunity to build new on its 0.39-acre corner lot. The home includes 3 bedrooms and 2 bathrooms, a formal living room, separate dining room, family room, sunporch, and kitchen with a breakfast nook. It also has a two-car rear entry garage. The spacious backyard provides room for outdoor gatherings and gardening, with mature landscaping. The location is excellent, within walking distance to Winter Park Racquet Club, and just moments from Winter Park and Maitland's vibrant dining, shopping, and cultural scene. Zoned for Dommerich Elementary, Maitland Middle School, and Winter Park High School. This home is perfect for investors or homeowners seeking a project in a sought-after neighborhood. Being sold AS IS, please see Realtor Remarks for comments.

1001 Tuscany Place, Winter Park

$425,000

3 Beds ⋅ 2 Baths ⋅ Tanglewood Sec 2 SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Seller may consider buyer concessions if made in an offer ~ Mid century modern charm and a renovated 3BD/2BA HOME with a NEW ROOF (2021), UPDATED ELECTRICAL (2021), WATER HEATER (2021), WOOD DECK/GAZEBO w/ SOLAR LIGHTS (2022), NEW WOOD LOOKS TILE FLOORS (2022), SOLAR PANELS to keep energy costs low and a BRAND NEW FRONT DOOR (2024)! Just blocks from the YMCA and Phelps Park your Winter Park oasis sits on a spacious .27 ACRE LOT where mature trees and landscaping create a park like setting. The OPEN CONCEPT is highlighted by the many large windows for fantastic NATURAL LIGHT with a comfortable flow from the living and dining areas into the modern kitchen and cozy Florida room. The home chef will appreciate the character added by the gold hardware, stylish flooring and subway tile backsplash paired perfectly with modern STAINLESS STEEL APPLIANCES. The three bedrooms include a PRIMARY SUITE complete with another picture window, ceiling fan and private en-suite bath while the other two bedrooms share a second full bath off the hall, also updated! Host family cookouts or gather with friends in the expansive backyard, there is a newer deck and gazebo outfitted with solar lighting, a large shed for storage and you can sit around the fire pit and roast marshmallows under the stars. There is NO HOA and you are zoned for TOP-RATED SEMINOLE COUNTY SCHOOLS including LAKE HOWELL HIGH. Just minutes from Howell Branch Road, 436 and I-4, shopping, dining and so much more! This prime location has access to everything Winter Park has to offer and you even have a view of the Interlachen fireworks. Call today!

5061 Lake Howell Road, Winter Park

$749,000

3 Beds ⋅ 1 Baths ⋅ Kenilworth Shores Sec 01 SubDv. ⋅ 32789 Zip Code

Discover a charming, single story home in the heart of Kenilworth Shores! This inviting three-bedroom residence offers a range of possibilities—live comfortably, expand, or build your dream home on a spacious 89 x 115 lot. As you step inside, you'll be greeted by beautiful original oak wood floors and a remodeled kitchen and bathroom featuring stunning, one-of-a-kind granite countertops designed by a top designer. Natural light pours into the kitchen through newer windows, enhanced by top-of-the-line window treatments, including $5,000 worth of plantation shutters. The spacious eat-in kitchen seamlessly connects to a separate dining room, making it perfect for both casual meals and entertaining. Enjoy the large screened-in back porch—ideal for birthday parties and barbecues—where you can relax and listen to the sounds of the WPHS marching band on fall nights. The expansive, fenced backyard is ready for pets and play, complete with mature landscaping and a newer irrigation system in the front to keep it looking its best. Well water for irrigation keeps utility bill $250-300 per month. Roof replaced in 2012. AC replaced in 2017. Tree work 2017. Professional inspection 2020. Professionally cleaned front and back porches, this home is truly move-in ready. Washer and dryer 2023 may be included with the sale of the home. Nestled on a quiet street wonderful with neighbors, you’ll find a welcoming community here, enhanced by an annual run organized by Track Shack. Located just minutes from Park Avenue, this home offers convenient access to some of the area’s best restaurants and is zoned for Brookshire, Glenridge, and WPHS. With increasing demand for larger homes in the neighborhood, this property also presents an excellent income-producing investment opportunity. Don’t miss your chance to own this lovely starter home in Kenilworth Shores—where charm meets potential! <div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=fNzponPT6ou&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

432 Worthington Drive, Winter Park

$470,000

4 Beds ⋅ 3 Baths ⋅ Kings Cove SubDv. ⋅ 32792 Zip Code

LOCATION!!!This amazing single family home features 4-bed, open-concept home with a private pool located in the desirable Kings Cove neighborhood. Furniture is available for sale! Nestled on an expansive (1/3 acre) cul-de-sac lot, you’ll enjoy a host of appealing exterior updates and upgrades including NEWER ROOF (2021), new covered lanai over pool-scape and privacy-fenced backyard greenspace. Covered terrace offers an ideal spot for outdoor seating, dining and entertaining poolside; adjoining cabana bath offers added convenience. Interior design details include vaulted ceilings, wood-look tile flooring (NO CARPET throughout), and updated fixtures and finishes. Open kitchen features a serving bar, granite countertops, Shaker-style cabinetry, and stainless steel appliances. Gorgeous owner’s retreat features cathedral ceilings, direct terrace access, walk-in closet, and updated en suite bath with double-sink granite vanity, custom tiled tub and step-in shower. Exceptional location close to highly rated schools, shopping, dining, recreation and major thoroughfares. A few minutes drive to Trinity Preparatory School, the best private middle and high school in Orlando area. This home is beautiful and ready for you and your family! Schedule your Showing today or click Virtual Tour link to view a video tour.

4444 Steed Terrace, Winter Park

$1,695,000

4 Beds ⋅ 4.5 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

Located in the heart of Winter Park, one of Orlando’s desirable metro regions. This stunning, year-old modern home offers both style and convenience. This house sits proudly on a spacious corner lot, featuring a large front lawn and striking architectural pillars that create a grand entrance. The property boasts a durable and sleek metal roof, adding both aesthetic appeal and long-term durability. The detached garage offers privacy and quiet, while still allowing for easy access to the main house. Inside, you’ll find an open, airy layout with sleek modern finishes. The kitchen is a true chef’s dream, equipped with high-end GE Café line appliances, bright white cabinetry accented with brass and gold finishes, and a stunning backsplash that ties the entire space together. The home features scratch-resistant flooring throughout, ensuring a blend of beauty and practicality. Perfect for entertaining, the spacious kitchen island overlooks the open living and dining areas, creating a seamless flow. Step outside to enjoy a courtyard-style outdoor space, ideal for al fresco dining or relaxing after a long day. The primary bedroom, conveniently located on the main floor, offers the ultimate in privacy and tranquility. The bedroom features a large window with electronic blackout shades and a beautifully designed en-suite bathroom. The primary bath includes a luxurious soaking tub, modern non-slip tiles, and marble countertops, providing a spa-like retreat. Upstairs, the home features a common loft area, offering additional living space perfect for a cozy lounge, home office, or media room. Each upstairs bedroom is complete with its own en-suite bathroom and walk-in closet with floor-to-ceiling cabinetry, providing both luxury and ample storage. The guest bathroom is conveniently located under the staircase near the entrance, offering easy access for visitors. Located in the Winter Park neighborhood, this home combines modern elegance with a prime location close to shopping, dining, parks, and top-rated schools. With its thoughtful design, premium features, and unbeatable location, this home is a rare gem in today’s market. Don’t miss your chance to own this extraordinary property!

2435 Chantilly Avenue, Winter Park

$459,900

3 Beds ⋅ 2 Baths ⋅ Georgetown Estates SubDv. ⋅ 32792 Zip Code

Crown molding throughout; chair rail in all rooms except living room; plantation shutters; gutters on roof; 4 windows replaced w/Anderson windows; vinyl & tile floorings; carpeting in bedrooms. Refrigerator in garage & all appliances remain. Newer AC with regular maintenance check twice a year; new flooring/laminate in living areas; large back yard in quiet neighborhood; close to everything. A school district; pool. Sold As-Is.

3241 Raiders Run, Winter Park

$625,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 07 SubDv. ⋅ 32792 Zip Code

Location! Location! Education! Sounds like a worn out expression in Real Estate but that is Exactly what the lucky buyer gets with this Winter Park Pool home and there are probably few better with this combination in Central Florida. To start the New owners will have Private access to Lake Berry about 2 blocks away which features a Boat ramp and Fishing dock. Skiing OK. From your New home head South about 5 miuntes to popular Baldwin Park which offers many choices in restaurants, shops and recreational areas such as baseball fields, soccer fields and open areas to walk and jog.Very nice Dog park. About 6 to 8 blocks to the North is well respected Advent Health hospital. Travel about 5 minutes to Aloma and about 5 more minutes West on Aloma and you are in Downtown Winter Park. East on Aloma there are also many choices to shop and dine. Winter Park high is about 4 blocks from home. Once home for the weekend invite the family and friends to enjoy this open floor plan as they relax in the 34 x 17 Pool or perhaps mingle in the 40 x 12 screen porch as you cook at the 26 x 07 Outdoor kitchen. Do not overlook the 18 x 10 wood shed as it has electric and surround sound and certainly can be developed into office, getaway or playroom for kids with an A/C unit and some paint. A few other features include a inside Laundry room and built in pullout drawers in pantry and kitchen. Built in Hutch. Primary bedroom has sliding doors with direct access to pool. Home has been and should be about your Family gatherings as it will accommodate them Perfectly !!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!

1926 Natalen Road, Winter Park

$860,000

2 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Welcome to this enchanting 1935-built home nestled in the heart of Orwin Manor, a neighborhood known for its historic charm and serene ambiance and conveniently located off Orange Avenue with easy access to Park Avenue, Downtown Orlando, College Park, and Thorton Park. This charming residence features 2 spacious bedrooms and 2 bathrooms, perfect for modern living while retaining its historic allure. The original hardwood floors add warmth and character, flowing seamlessly throughout the home. The charming kitchen offers a cozy and inviting space for culinary adventures, complete with updated appliances. Gather around the wood-burning fireplace in the living room, creating the perfect setting for cozy evenings. The expansive yard provides ample space for outdoor activities and gardening. Additionally, the home boasts versatile flex spaces, ideal for a home office, a formal den, or even a nursery, ensuring it suits your lifestyle needs. This home is a true gem.

1423 Westchester Avenue, Winter Park

$380,000

3 Beds ⋅ 2 Baths ⋅ Bridgewater Ph 2 SubDv. ⋅ 32792 Zip Code

Discover the charm of 5422 S Bracken Ct, a serene 3-bedroom, 2-bathroom home nestled on a peaceful cul-de-sac in the sought-after Winter Park area. This delightful residence boasts a bright and inviting kitchen with granite counters, perfect for culinary adventures and gatherings. Step outside to the screened pool area, complete with an attached spa and covered patio, offering a private oasis and ample room for outdoor activities and relaxation year-round. Located in a prime school district and close to shopping areas, outdoor recreation activities, restaurants, and highway access, this pool home is a gem just waiting for your personal touches.

5422 S Bracken Court, Winter Park

$815,000

3 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code

Discover your dream oasis in this exquisite 3-bedroom, 2-bathroom POOL home nestled on a coveted street in Winter Park on the 3rd hole on the GOLF COURSE. With designer-inspired upgrades and custom features throughout, this home offers a truly unique and luxurious living experience. As you approach the home, you'll be immediately impressed by the charming tile work adorning the walkway and accentuating the home's exterior. Step inside to be greeted by charming features such as crown moldings, gorgeous wood-look porcelain flooring, energy efficient LED lights and designer style lighting features throughout. Immediately to the right is a nice sized office/flex space with the potential for a 4th bedroom, featuring gorgeous built ins and natural light! The heart of the home is the oversized kitchen, a chef's masterpiece featuring custom soft-close cabinets with pull-out shelves, stainless steel appliances, and an ENORMOUS ACCENTED ISLAND with storage, perfect for entertaining. The adjacent family room is equally impressive, boasting custom built-ins, a wood-burning FIREPLACE, and surround sound. Both areas flow into an oversized canyon-like patio and sparkling pool with waterfall, protected by golf ball resistant screens and windows! French doors create a seamless indoor -outdoor flow perfect for gatherings with family and friends! The primary bedroom is a spacious haven with extra seating area and a large WALK IN CLOSET (the original 4th bedroom-converted). Bathroom with gorgeous warm tone tile work and cabinetry with a large walk-in shower and designer fixtures. Second and third bedrooms provide ample space with closets and new carpeting with a 25 year warranty! For added security, cameras are installed around the exterior of the property, and the home has been freshly painted with an EXPANDED concrete driveway. Roof replaced in 2013, and the AC system was updated in 2017. The home also boasts a new STATE OF THE ART water heater. Conveniently located across the road from Cady Way Trail and near the GOLF COUNTRY CLUB, this home offers easy access to downtown Winter Park and Baldwin Park, where you'll find a vibrant array of restaurants, entertainment, and attractions. Don't miss this opportunity to own a truly exceptional property. Schedule your private tour today!

1312 Golfside Drive, Winter Park

$1,499,000

4 Beds ⋅ 3.5 Baths ⋅ Lakemont Heights SubDv. ⋅ 32792 Zip Code

Welcome to this newly completed 4-bedroom, 3.5-bathroom home, located in the Lakemont Heights neighborhood of Winter Park. Spanning 2,843 square feet and built by the renowned Barefoot Brothers Construction, this home exemplifies the warm minimalistic style, blending modern elegance with a serene ambiance. With 10-foot ceilings throughout, spacious insulated casement windows, and wide plank engineered French oak flooring, the home offers a bright and open atmosphere bathed in natural light. The inviting covered front entry leads into an expansive interior, where the kitchen is a true showpiece. Custom millwork, floor-to-ceiling inset cabinets, and a premium Thermador appliance suite set the stage for both everyday meals and gourmet entertaining. The integrated butler’s pantry, complete with a wine cooler, microwave, and built-in shelving, adds even more luxury to the space. The open floor plan seamlessly connects the kitchen to the dining and living areas, which overlook the lush backyard oasis. Step outside to the large covered lanai, featuring a built-in summer kitchen and ample space for outdoor dining. A custom pool with a water feature is surrounded by tropical landscaping and an automated sprinkler system, creating a tranquil retreat perfect for both relaxation and entertainment. The first-floor primary suite is a luxurious escape, featuring sliding glass doors that open to the backyard and a spa-inspired bathroom with a zero-entry walk-in shower, double sinks, a makeup station with an LED mirror, and a custom walk-in closet. Upstairs, you’ll find a second master suite with its own ensuite bathroom, boasting double vanities and a standing shower. Two additional upstairs bedrooms share a Jack-and-Jill bathroom, with one offering a walk-in closet and an oversized fourth bedroom/flex space complete with a large walk-in storage room. This home is designed with both style and function in mind, offering built-in shelving in the upstairs hallway, a dedicated laundry room on the main floor, and smart home wiring with integrated in-ceiling speakers and stair lights. Two AC systems—one for each floor—keep the home comfortable year-round, while the tankless water heater, gas range, spray foam insulation, and an Aerobic treatment septic system add energy efficiency and environmental sustainability. Additional highlights include a spacious two-car garage with an epoxy floor finish, a feature wall with acoustic slat wood paneling, and a tropical landscape that provides privacy and tranquility. The property backs up to a protected, non-buildable area, offering a green sanctuary that enhances your sense of peace and seclusion. Located just a short walk from Phelps Park, the YMCA, and Lakemont Elementary, and only a quick drive from Winter Park’s top shops and restaurants, this Barefoot Brothers masterpiece presents a rare opportunity to own a thoughtfully designed, luxurious home in a prime location.

1830 Pineview Circle, Winter Park

$1,495,000

4 Beds ⋅ 2.5 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

Completely renovated to perfection in 2022, this home combines sleek, modern design with an inviting, cozy atmosphere. This is where cutting-edge style meets everyday livability, making it a home that’s as striking as it is welcoming. The heart of the home showcases stunning modern finishes: polished floors, sleek countertops with waterfall edge island, state-of-the-art appliances, and custom cabinetry that offer ample storage and blend seamlessly into the open, airy layout. The expansive living room features a sophisticated wet bar, perfect for entertaining. A wall of sliding glass doors (hurricane-rated) invites abundant natural light, seamlessly blending the indoor and outdoor spaces while bathing the room in sunlight, and is the ideal backdrop for both social gatherings and quiet moments of relaxation. The primary suite offers plush textures, soft lighting, and neutral tones that evoke a sense of serenity. Two separate walk-in closets, a dual sink floating vanity, and a large walk-in rain-head shower make it the ultimate primary suite retreat. The secondary bedrooms are spacious and the renovated secondary full and half bathrooms offer clean lines and a sophisticated look. The indoor laundry room offers a separate, tub, a front-loading washer and dryer, and a state-of-the-art steam closet. Motorized remote control blinds on windows and sliders. In addition to a covered 2-car carport with a Tesla charging station, the home boasts a 2-car garage that has been temporally transformed into a versatile home gym and flex space that is fully under air (this space is NOT included in the SF listed and garage door is still functional) The home offers a whole house Generac Generator, a tankless water heater with a softener, and a filtration system. Both currently use propane gas, but natural gas lines are in the process of being connected in the area and sellers have already paid for the connection fee. Plumbing and electric updated in 2022, AC systems replaced in 2022, roof replaced in 2021, and all windows and sliders replaced in 2022 and are Hurricane Rated. With every detail thoughtfully curated, this property is more than just a home—it's a lifestyle.

1371 Lyndale Boulevard, Winter Park

$4,100,000

5 Beds ⋅ 6 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code

WINDSONG - WINTER PARK – A Maroon Fine Homes masterpiece and COMPLETELY renovated in 2022. This property combines luxury, functionality, and location, making it a perfect choice for those looking to enjoy the best of Winter Park living! Five bedrooms, six baths with the amazing primary suite located on first floor and shell stone flooring though out entire home except theater room. Master suite features a luxurious bath with double vanities, separate shower and tub plus washer and dryer in large walk-in closet to save a trip to the laundry room on the other side of this 6,215 sq. ft. home. From the living room with fireplace, you enter the informal dining area, large open kitchen, and a grand family room. A gourmet kitchen offers a hidden walk-in pantry, wonderful center island with nice long counter for seating open to the family room. Kitchen includes Dacor appliances with unmatched design, American made and the preferred choice for culinary enthusiasts. An office is on the first floor off from the foyer, which leads to a butler’s pantry (with another large walk-in pantry), which is adjacent to the large laundry room with another set of washer/dryer, and a custom dog bathing area! Across from the living room is a bedroom with ensuite bathroom perfect for guests or mother-in-law needs (pocket door separates this area from living room). Additionally downstairs is a theatre room with comfy chairs for family fun nights! Just outside the theatre room is a hall bar area with subzero tall wine fridge w/2 refrigerated beverage drawers/ 2 more subzero ones, another refrigerator and freezer w/ice maker and a pool full bath just down the hall. Upstairs is an open space perfect for a library, play area, another living room, etc. and is positioned between three more bedrooms with ensuite bathrooms. To enjoy morning coffee or evening wine there are 4 porches and 2 balconies. 3 garage spaces.....2 car garage and separate 3rd garage. The lay out of this luxury home is unique as it wraps around (U shape) the pool, lanai, and outdoor kitchen. Three a/c units replaced in 2014. Large, private backyard with NO rear neighbors. Located in one of Winter Park’s most sought-after neighborhoods, Windsong offers its residents Chain of Lake Access, community pools, splash park, pontoon boat, paddleboards. Top rated schools and minutes to Park Avenue shopping and dining.

465 Genius Drive, Winter Park

$409,990

3 Beds ⋅ 2 Baths ⋅ Tanglewood Sec 3 Rep SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Welcome to 1851 Maywood Road, a beautiful 3 bedroom, 2 bathroom home located in the highly sought after city of Winter Park! With just under 1,500 SqFt of living area and almost a 1/3rd acre of land, this home features an additional LARGE PRIVATE OFFICE AREA, a NEWER HVAC SYSTEM (2023), and tons of renovations including a completely REMODELED KITCHEN (2022), NEW LUXURY VINYL PLANK FLOORING (2022), and RENOVATED BATHROOM! Let's walk through the home: as you walk through the front door, you'll notice the renovated kitchen with all modern updates, stainless steel appliances, and separate dining room space. The office space is split from the other three bedrooms and could continue to be used as an office, a den/bonus room, or even potentially converted to a FOURTH BEDROOM. After the passing the spacious living room, you'll reach the beautifully updated full bathroom with upgraded vanity, tile flooring, tiled shower, and barn door style linen closet. The three bedrooms further down the hall offer a generous amount of private living areas, with the primary bedroom additionally having its own full bathroom. As mentioned before, the yard is oversized - containing almost 1/3rd acre of land, huge backyard with mature landscaping, and 2 storage sheds (one of which with electricity). The location is amazingly convenient! You'll be in very close proximity to Historic Downtown Winter Park & Baldwin Park which offers some of Orlando's best restaurants, shopping, parks, dog parks, nature trails, museums! Fast access to highways / major roads to get around to other areas of Orlando as well. This home will not last long on the market! Call now to schedule your private showing today!

1851 Maywood Road, Winter Park

$1,579,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Nestled in the heart of Winter Park's prestigious "Tree Streets" neighborhood, this exquisite residence stands as a testament to refined living and architectural splendor. This four-bedroom, four-bathroom haven seamlessly blends sophistication with comfort. As you approach the property, you're greeted by manicured landscaping that hints at the paradise awaiting within. The paved driveway leads you to a home that has been thoughtfully updated, both inside and out, with recent paint refreshing its already striking appearance. Step inside, and you'll be captivated by the wide-plank, hand-carved engineered wood flooring that flows throughout, creating a sense of warmth and continuity. The interior is a symphony of elegant design, with extensive millwork adding character and depth to every room. The heart of this home is undoubtedly the kitchen—a culinary enthusiast's dream. Boasting a large island that opens to the living room, it's an entertainer's paradise. Quartz countertops gleam under carefully placed lighting, while the gas-fueled cooktop with a vent hood stands ready for gourmet creations. A wet bar between the kitchen and dining room adds a touch of sophistication, perfect for mixing cocktails or serving hors d'oeuvres. The living room is a space of tranquility and luxury, featuring an electric fireplace and offering breathtaking views of the backyard oasis. For the oenophiles, a built-in wine closet under the stairs provides the perfect storage for your prized vintages. This home's unique layout offers the convenience of two main-level suites and two second-level suites, ensuring privacy and comfort for all. Each bedroom is a retreat unto itself, with the primary bedroom offering a particularly sumptuous escape. Step outside, and you'll find yourself in a veritable Eden. The backyard is a masterpiece of landscape design, with mature plantings providing privacy and creating a lush, secluded atmosphere. The centerpiece is undoubtedly the pool, surrounded by paving that's as practical as it is beautiful. Whether you're hosting a soirée or enjoying a quiet morning coffee, this outdoor space is your personal slice of paradise. Located in the highly desirable Winter Park area, this home offers not just luxury within its walls, but a lifestyle to match. You're just a stone's throw from the Interlachen Country Club, perfect for golf enthusiasts, and a short drive from the Winter Park Station, offering convenient transportation options. Nature lovers will appreciate the proximity to Phelps Park, while everyday conveniences are easily accessible with a nearby Publix Super Market. This isn't just a house; it's a home that whispers of lazy Sunday mornings, of laughter-filled dinner parties, and of memories waiting to be made. It's more than a listing—it's an invitation to elevate your lifestyle in one of Winter Park's most coveted neighborhoods.

1521 Magnolia Avenue, Winter Park

$999,999

3 Beds ⋅ 2 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

*MORE PICTURES TO COME* Welcome to your dream opportunity in Winter Park! This charming 3-bedroom, 2-bathroom home is nestled on a spacious, buildable lot, perfect for those looking to expand or create their ideal living space. The current residence features an inviting floor plan, filled with natural light and offering a cozy living area, a well-equipped kitchen, and comfortable bedrooms. The highlight of this property is the large lot, providing ample room for outdoor activities, gardening, or even the possibility of future development. The seller includes plans from a reputable local custom builder, allowing you to seamlessly design your dream home or add value with a new construction project. Situated in a treelined neighborhood, you'll enjoy easy access to Winter Park’s charming shops, restaurants, and outdoor recreation. Don’t miss this rare chance to invest in a property with both immediate comfort and exciting potential for the future!

150 Dana Way, Winter Park

$2,790,000

5 Beds ⋅ 4.5 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Welcome to this renovated traditional home, ideally situated on a corner lot in one of the most desirable neighborhoods in all of Central Florida. This charming, white-washed brick exterior Winter Park home offers everything a family could need. This two-story, 3 car garage, residence showcases the finest upgrades and provides an unparalleled living experience. As you enter the front door, the first floor welcomes you with a formal dining room that provides the perfect setting for entertaining guests with a custom-built wine display at arm's reach. Conversely, you also have an office that doubles as a sitting room with an exterior door leading to a charming cigar porch. As you continue down the hall, you enter an elegant living room featuring a gas fireplace, custom built-ins, and accordion stacking doors that open to a picturesque outdoor living area. The large chef's kitchen is equipped with a gas cooktop, farm sink, stainless appliances, quartz countertops, a butler's pantry, lots of cabinet storage, and a breakfast nook overlooking the pool. Opposite the kitchen, you have the first-floor primary bedroom with custom built-in closets and a large bathroom. Venture upstairs through one of the two staircases to an additional four bedrooms, three full bathrooms, and a bonus/theatre room, including two oversized storage closets that can be multifunctional. This is an excellent house for entertaining and enjoying the Florida sunshine with the expansive backyard, where you'll find a large pool, a covered sitting area, and a fully equipped summer kitchen with a grill, Green Egg, sink, and fridge. Located in the premier neighborhood of Winter Park, this home is minutes from Park Avenue, with numerous top restaurants, shops, and yearly events to enjoy. You can also easily access major roadways, top golf clubs, and tennis facilities such as the Winter Park Racquet Club and Interlachen Golf and Country Club. This home is zoned for highly rated Winter Park schools, including Dommerich Elementary, Maitland Middle, and Winter Park High School. This exquisite residence epitomizes elegant living in a prime location. Don't miss the opportunity to make this stunning home your own.

1421 Place Picardy, Winter Park

$699,000

4 Beds ⋅ 3 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

FULLY REHABBED property with Mother-in-law suite, no HOA, community pool/park/trail, and golf course. Located adjacent to Cady Way Trail, the property features an open floor plan with Luxury Vinyl Plank throughout home, Quartz countertops, Stainless Steel Appliances, Coffee bar with wine refrigerator, LED lighting throughout, LED Fireplace, Solar security and decorative outdoor LED lighting, covered front porch (with dusk light), screened rear porch, open patio, large driveway and backyard, and tankless water heater. House was reroofed on 7/17/0023, replumbed and rewired (with updated panel), and a new Carrier HVAC and AC. The house also has updated double pane windows throughout. Within 3 miles, you have access to the VA hospital, Advent Health Hospital, Interlachen Country Club, YMCA, Rollins College, Full Sail University, Costco, Restaurants, Pharmacies, Banks, Gas Stations, Shops, and trendy Park Ave.

266 N Ranger Boulevard, Winter Park

$595,000

4 Beds ⋅ 3 Baths ⋅ Lake Waunatta Woods SubDv. ⋅ 32792 Zip Code

Come see this "diamond in the rough" located in the sought-after city of Winter Park! This home boasts a dining area, a separate family/lounge room, a spacious living room, which includes a fireplace as well as French doors that provides access to a covered patio and screened pool. Also it has 4 bedrooms, in which 2 are primary bedrooms, each with its own en-suite. There is also a bonus room that can be used as an office. With a little TLC, this home will be great for entertaining. Also, you have the benefit of accessing nearby amenities. REQUEST AN APPOINTMENT TODAY!

4013 Quenita Drive, Winter Park

$599,000

3 Beds ⋅ 2 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Charming 3-bedroom, 2-bathroom bungalow nestled in the heart of Winter Park! Whether you're looking to build your dream home on this generous 50x130 lot or move right in, this property offers endless possibilities. Located just a short stroll from the vibrant Park Avenue, you'll enjoy easy access to the YMCA, shopping, restaurants, and all the local amenities that make this area so desirable. With its unbeatable location and quaint neighborhood feel, this home is the perfect opportunity to start your next chapter in one of Central Florida's most sought-after communities!

1580 Chestnut Avenue, Winter Park

$999,900

5 Beds ⋅ 3 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. LOVE IT OR LIST IT! Don’t miss this rare chance to design your dream home in the desirable Timberlane Shores community! Take it AS-IS for $999K, or customize it to create your perfect space with a CONSTRUCTION LOAN APPROVED at $1.2M! Choose your own finishes and have everything ready before closing! Situated on a CORNER LOT, it features 5 bedrooms, 2 spacious bathrooms, and an oversized 2-car garage. It’s zoned for the highly rated Audubon Park K-8 and Winter Park High School. You’ll be just minutes from Park Avenue, Baldwin Park, and the Audubon Park Garden District, plus a short walk to Blue Jacket Park—a 75-acre green space with biking and walking trails, playgrounds, and beautiful fountains. This home is a must-see, schedule a showing today!

1981 Blue Ridge Road, Winter Park

$1,479,000

4 Beds ⋅ 2 Baths ⋅ Tuscany Place First Add SubDv. ⋅ 32789 Zip Code

This rare opportunity to own a ONE STORY LAKEFRONT home on A HALF ACRE lot located in the highly desirable Via’s of Winter Park. Tuscany Place is nestled on a quiet cul-de-sac and zoned for top A-rated schools. This beautifully maintained 4 bedrooms/2 full baths offers stunning views of Lake Temple from almost every room. The spacious interior provides the perfect canvas for you to create your dream home and the oversized lot provides so much space to build your dream home if you desired. Featuring a split bedroom floor plan that includes a separate living room, dining room and family room, it truly is the perfect plan for any family. The kitchen features solid wood cabinets, granite countertops and overlooks the family room that boasts beautiful bookcases and a wood burning fireplace with granite surrounding it. This open layout with hardwood floors throughout makes it easy to entertain and has tons of natural light flooding into all rooms. The master suite with lake views features a walk-in closet, dual sinks and a separate shower plus direct access to the rear porch. The 3 additional guest bedrooms on the other side of the home offer nice privacy. Spacious inside laundry room leads to the 2 car garage with side entry. Screened in rear patio provides even more space to entertain while relaxing by the pool and spa and enjoying the peaceful lake views. Close to Park Ave and the Winter Park Racquet Club, This one-of-a-kind ½ acre LAKEFRONT lot in the Winter Park Via’s is unique and rare find. Don’t miss this amazing opportunity to live and/or build in the Vias!

1049 Tuscany Place, Winter Park

$449,900

4 Beds ⋅ 2.5 Baths ⋅ Eastbrook Sub SubDv. ⋅ 32792 Zip Code

Welcome to Your Dream Home in Winter Park! This stunning residence is a rare find in one of Winter Park's most sought-after neighborhoods, and it won’t last long! With exceptional schools nearby and a vibrant community at your doorstep, this home perfectly blends comfort and convenience. Step inside to discover a beautifully updated interior, freshly painted in 2022, featuring luxury waterproof vinyl plank flooring that flows seamlessly throughout the entire space. Natural light pours in through plantation shutters in the living room, creating an inviting atmosphere perfect for gatherings. The heart of the home—a gourmet kitchen—has been completely transformed with sleek cabinetry, a stylish subway tile backsplash, stainless steel appliances, and elegant granite countertops. Whether you’re a culinary enthusiast or prefer casual dining, this kitchen is designed for both function and flair. Retreat to the two fully remodeled bathrooms, where floor-to-ceiling updates showcase modern finishes and thoughtful design, elevating your daily routine to a spa-like experience. Outside, the charm continues with a large half-circle paver driveway and a versatile paved courtyard, ideal for hosting al fresco dinners or creating your own garden oasis. The spacious, fenced-in backyard offers privacy and includes a relatively new shed for all your storage needs. But that’s not all! This property boasts a BONUS MOTHER-IN-LAW SUITE with its own entrance—perfect for guests or as a potential rental space to help offset your mortgage costs. Imagine the possibilities! Located just moments away from the legendary Park Avenue, you’ll have access to an array of shopping, dining, and entertainment options. Plus, with NO HOA restrictions, you’ll have the freedom to enjoy your home as you wish. This gem is a perfect blend of modern living in a prime location—schedule your visit today and make this dream home yours before it's gone!

3458 Arbutus Lane, Winter Park

$824,999

3 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge Annex SubDv. ⋅ 32789 Zip Code

This stunning property offers contemporary design and timeless charm, plus exclusive backyard access to a private ski lake - perfect for kayaking, paddle boarding or enjoying peaceful waterfront views. Electricity and water available at shore to build dock! With three bedrooms, two bathrooms, a decked-out backyard with a hard wood Gazebo sitting on 1.41 acres, this home is an entertainers dream. Located just minutes from Park Avenue is dining and shopping, top rated schools, and beautiful parks, this Winter Park gem is the ultimate blend of luxury and convenience. Don’t miss your chance to own this Lakeside retreat.

2201 Kindel Avenue, Winter Park

$725,000

4 Beds ⋅ 3 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Welcome to this spacious and charming home located in the sought-after Winter Park Pines neighborhood! As you approach the property, a covered porch invites you to relax before stepping inside. The entryway greets you with a functional hallway featuring hanging hooks, perfect for backpacks and coats. To the right, you'll find a cozy family room, complete with a wood-burning fireplace and built-in shelving. The open flow leads to the dining room, adjacent to a massive kitchen boasting granite countertops, two dishwashers, a double oven, and even a built-in office nook—perfect for today’s modern lifestyle. The split floor plan ensures privacy, with the primary retreat nestled off the family room. This retreat features a walk-in closet, and an en suite bath with a walk-in shower. On the opposite side of the house, three additional bedrooms await. Two of these bedrooms share a Jack-and-Jill bathroom, beautifully updated with quartz countertops, dual sinks, and a walk-in shower. The third bedroom is conveniently located next to a full bathroom with granite countertops and a shower-tub combo. One of the home’s highlights is the large Florida room, providing additional living space with endless possibilities. Outside, the backyard is a true oasis, featuring a large pool with a child safety fence, lush grass, and a fully fenced yard—ideal for both relaxation and play. This home is perfectly situated near Winter Park Pines Golf Course, highly rated schools, shopping, and dining options, offering the best of Winter Park living.

417 Gilbert Road, Winter Park

$1,650,000

5 Beds ⋅ 4 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Lakefront living in Winter Park! Enjoy serene views from this single-story ranch charmer, featuring 5 beds, 4 baths and 3,446 sq ft nestled behind a front block wall on the shores of Lake Sylvan. With 150 ft of frontage on a sprawling oversize lot, this lakefront estate provides a tranquil oasis within walking distance to downtown Winter Park. Perfect for multi-generational families, with an attached spacious mother in-law suite addition done in 2016. Seamlessly blending charm and newer construction, this house is light and bright with many living and entertaining options. The original house, with wood flooring throughout, consists of a 3-bedroom split plan and 2 baths (jack n jill and en suite) with a formal living room, dining room and sunroom. The galley kitchen has granite counters and stainless appliances and plenty of storage. A 9 x 7 bonus space connects to the mother-in law wing which consists of 1,300 sq ft including a family room/kitchen combo, primary bed and bath, guest room, guest bath, office, and laundry room with a private side entrance for easy accessibility. Other improvements include roof in 2020, whole house generator and windows on the east side replaced in 2018, AC and windows on the west side in 2016. Enjoy captivating panoramic views of the grounds, lake, and saltwater lap pool from the expansive covered, and screened, back patio. Private dock facilitates canoeing, paddleboarding or fishing. Zoned for top-rated Winter Park schools. Conveniently located to shopping and restaurants of Park Ave, Winter Park Advent Health, Winter Park YMCA, and Rollins College. Welcome home!

1458 Aloma Avenue, Winter Park

$465,000

3 Beds ⋅ 2 Baths ⋅ Howell Estates 1st Add SubDv. ⋅ 32792 Zip Code

Rare opportunity to own a spacious home in one of Winter Park's most sought-after areas! Located on an oversized 0.42-acre corner lot in Winter Park, this home offers modern updates and plenty of room to enjoy. The quiet, established neighborhood provides a desirable setting, and the home itself is fully updated with stainless steel appliances and a bright, open floor plan. The large, fully fenced backyard offers privacy and space and is ideal for entertaining, pets, and family gatherings. Ample storage throughout the home adds practicality to its appeal. Reach out for a showing!

1052 Manchester Circle, Winter Park

$475,000

4 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 16 SubDv. ⋅ 32792 Zip Code

Welcome to one of the larger homes in the community, where comfort and versatility meet. This spacious 4-bedroom, 2-bath residence offers multiple areas for both entertaining and relaxation. From the foyer, to your left is the formal living room, currently utilized as office space. Adjacent to it is the elegant formal dining room, perfect for hosting dinner parties. The family room, conveniently located off the kitchen, provides a cozy gathering spot for everyday moments. For those who enjoy entertaining on a grand scale, the expansive Florida room, also known as the great room, boasts a charming wood-burning fireplace and a built-in bar, making it ideal for socializing. The split bedroom plan offers privacy for everyone. The primary bedroom offers a retro en-suite bathroom with a walk-in shower that features a built-in tile bench. The other three bedrooms share a bathroom that boasts a state of the art SafeStep walk in tub and shower(Oct.2022). The special features of this upgrade are heated seat. color changing lights, jets and bluetooth for playing music. What a way to relax after a hard day. The kitchen appliances have been updated to stainless steel(2022), with the exception of the fridge. Also, the counters are granite. Outside, you’ll find an open pool surrounded by a generous deck space, offering plenty of room for lounging and enjoying the outdoors. There is a shed to house all of your pool and lawn equipment. This home also features a list of upgrades that enhance its appeal and functionality—details of which you’ll want to review to appreciate the full value of this exceptional property. Roof-2014, A/C - 2018, Whole house water softener - 2021, pump for irrigation system on well water-2022 Come see for yourself how this home can be the perfect backdrop for your lifestyle!

3455 Athena Drive, Winter Park

$6,975,000

5 Beds ⋅ 7.5 Baths ⋅ Morse & Pennsylvania Twnhms SubDv. ⋅ 32789 Zip Code

Distinctive. Inspirational. Timeless. Casa K is the ultimate in luxury and location. Designed by internationally respected architect, Kamal Rizk and constructed in 2022, it is a sanctuary in the heart of our city. The unique fusion of innovative design, superior craftsmanship & luxury finishes shaped this almost 9,000 SF, 5 bedroom, 7.5 bathroom residence w/ guest suite into the contemporary estate that it is today. Upon entry, the retreat-like elegance of the great room is remarkable. This commodious space incorporates the foyer, formal living, dining, bar & family rooms. It seamlessly opens to the outside via a Pella made “wall of sliding glass.” Italian wood flooring & elaborate millwork are appreciated features, as well as modern lighting, custom window treatments & sound operated w/ ease via Lutron. Beyond the family room is the kitchen & hidden scullery where livable luxury resides. Poliform cabinetry, Cambria countertops & top of the line appliances complete these exceptionally versatile spaces. The showcase glass enclosed floor to ceiling wine refrigeration anchors the kitchen & artfully displays up to 975 bottles. The outdoor living is a natural extension of the interior spaces & features a courtyard style pool complete w/ a hand carved, granite rear wall & 16’ linear in-pool fire feature. The kitchen terrace offers a DCS grill, motorized screens, cooling misters & more. A private office, lounge & 1.5 bathrooms complete the downstairs. Bathrooms on both levels showcase elevated selections from Boffi, Zucchetti, Poliform, Inbani, Paffoni & other iconic brands that enforce the refined, contemporary style & quality throughout. Notable lighting in the office, lounge & throughout include artistic fixtures by FLOS, Moooi, Serge Mouille & more. Access to the 2nd floor is provided via the elevator or stairwell. The upper floor is composed of the primary suite, 2 alternate bedroom suites, a 2nd office/flex room w/ en-suite bath, laundry room, gym & flex use guest apartment. The dreamy primary bedroom was designed with a soft entry, private terrace & hidden closets. The closets are part luxury boutique, part meticulously organized space w/ Poliform customization, motion activated light & windows w/ motorized shades made w/ UV protection to shield the interior spaces. The elegant approach to the primary bathroom includes floating vanities secured to stone covered walls, glass enclosed shower, standalone tub, custom-made dressing table & private water closets. Set apart from the primary, the alternate suites & living areas are finished w/ consistent quality & design. With flawless connection, the guest apartment may be used as an extension of the main home or it can be securely separated at a point just beyond the gym. The current owners use one of the bedroom suites as a craft room, which opens to the guest apartment’s main living spaces; the family room, a full kitchen w/ island seating, laundry & a final bedroom suite. Above is a magical roof top terrace with fireplace & bar. The owner’s entry is at the rear of the property, via a concealed driveway that leads to the 4-car garage, from which a hidden door opens directly into the kitchen. Guest parking is available. In this haven of opulent serenity, you may live the life you want, where you want.

654 W Morse Boulevard, Winter Park

$489,000

3 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 04 SubDv. ⋅ 32792 Zip Code

Stylish fully renovated 3 bedroom 2 bath home, with an oversized lot in a cul de sac, in-ground pool, Amazing WINTER PARK SCHOOLS WITH NO HOA....what more could you ask for? Welcome to your new sanctuary in the heart of Winter Park! The extensive renovation includes new shaker kitchen cabinets with quartz countertops, luxury vinyl flooring, a contemporary master and guest bathroom, and a newer roof with SOLAR panels that have been paid off!! The AC is only 3 years old, the house has all new light fixtures, and fresh paint in and out. Don’t miss out this amazing opportunity to live in one of the most desirable neighborhoods in Winter Park, at the end of a quiet street, in a ready-to-move-in fully remodeled house with no electric bills!!!

5211 Woodcrest Court, Winter Park

$1,990,000

5 Beds ⋅ 4 Baths ⋅ Na SubDv. ⋅ 32789 Zip Code

Pre-Construction. To be built. Both the lot and the home are included in this price. Here is the build you have been waiting for! This stunning one-story, 4-bedroom + office, 4-bathroom residence in Winter Park offers 3,174 sq ft of canal-front luxury. Maybe you have a different vision for your home? Set on an expansive 0.5-acre (Approximately) lot, you have the opportunity to create a custom masterpiece up to 6,000 sq ft. Our team of experts are ready to collaborate with you on designing both the interior and exterior to bring your vision to life. Imagine a resort-style retreat overlooking a serene canal, with direct access to private Lake Killarney for surfing, boating, and dining at Hillstone. This exceptional property blends urban convenience with the peacefulness of a private lake. Contact us today to schedule your appointment!

2139 Blossom Lane, Winter Park

$570,000

4 Beds ⋅ 3 Baths ⋅ Albert Lee Ridge SubDv. ⋅ 32789 Zip Code

This beautifully updated home underwent a complete renovation in 2011, right down to the studs, featuring ALL-NEW fixtures, drywall, flooring, electrical, plumbing, kitchen cabinets, appliances, bathrooms, solid surface counters, roof, and a redesigned front entryway/porch. Enhanced curb appeal comes with a PAVER driveway, walkway, and porch. Recent updates include a septic tank and drain field, water heater, dishwasher, HVAC system, and luxury VINYL flooring. With 4 bedrooms and 3 full bathrooms, the home offers a 3-way split bedroom plan, providing plenty of open space perfect for entertaining. The fenced backyard features a large lanai, ideal for outdoor gatherings. Located in the desirable Winter Park area, you'll enjoy convenient access to Winter Park Village, Advent Health, Downtown Orlando, and major highways.

1008 Dupont Avenue, Winter Park

$499,700

4 Beds ⋅ 3 Baths ⋅ Eastbrook Sub Unit 8 SubDv. ⋅ 32792 Zip Code

Stunning 4 bedroom 3 full bath 2 car garage home in highly desirable Winter Park with separate office space and no rear neighbors. This exceptionally refinished home includes recently installed roof and dual pane insulated glass double hung windows ensuring peace of mind and energy efficiency. New interior and exterior doors, new luxury vinyl flooring, new lighting fixtures, all new electrical outlets and switches, new interior and exterior paint, all new bathrooms including tile, vanities, plumbing fixtures and connections, new driveway, and the elegant spacious modern kitchen with quartz counters, new stainless appliances, kitchenette and Island. Come and make this move in ready home your own. Prime location just minutes from UCF, Full Sail University and downtown Winter Park and all major amenities. Don’t miss this exclusive opportunity to own a piece of paradise.

3364 Balsam Drive, Winter Park

$825,000

4 Beds ⋅ 2.5 Baths ⋅ Kenilworth Shores Sec 04 SubDv. ⋅ 32792 Zip Code

Price Improvement! Come discover this stunning Winter Park home! Beautifully updated with a brand-new kitchen featuring new, LG STUDIO Series appliances in modern white, a convenient breakfast bar, sleek quartz countertops with matching slab backsplashes. This home boasts 4 bedrooms, 2.5 baths, and 2046 sq ft of refined living spaces. A large, sunken family room flows into an open, centrally located, Living/ Dining areas featuring a bright Garden Window, a Slider and easy access to the Kitchen and Back Yard. The all-new bathrooms showcase all new porcelain/ ceramic tiles and high-end finishes while the rest of the home has all new, light oak finish, LPV flooring and large windows throughout for an abundance of natural light. Additional highlights include a new AC system, an oversized 2-car garage with storage cabinets, a breezeway, fresh sod, and a convenient in-house laundry area. Don’t miss your chance to own this beautiful home located in a quiet neighborhood of Winter Park surrounded by well-maintained homes and is only minutes to Downtown Orlando, Shopping, Dining and Entertainment!

607 Dunblane Drive, Winter Park

$819,900

4 Beds ⋅ 3 Baths ⋅ Sherbrooke SubDv. ⋅ 32792 Zip Code

Welcome to 2350 Sherbrooke Road, Winter Park – Where Style, Comfort, and Location Meet Located on a beautiful corner lot in the highly desirable Winter Park area, this 4-bedroom, 3-bathroom home features modern updates and stylish living in a prime location. Situated just minutes from Full Sail University, Lake Baldwin, and Winter Pines Golf Course, and a short drive from downtown Orlando and the Disney Parks, convenience is at your doorstep. As you enter, you’ll be welcomed by a modern open floor plan featuring luxury waterproof vinyl flooring, recessed lighting, and sleek ceiling fans throughout. The property has been thoughtfully upgraded with a new roof (2021), HVAC system (2024), water heater (2024), and windows (2024), ensuring a worry-free living experience. The fully remodeled kitchen is the heart of the home, boasting quartz countertops, stylish cabinetry, and stainless-steel appliances. A custom coffee and wine station adds an extra touch of luxury, while the electric fireplace in the dining area creates a cozy atmosphere for gatherings. The updated bathrooms provide a spa-like experience, designed with style and comfort in mind. The primary en-suite bathroom features his-and-her vanities, a soaker shower, and modern tiling throughout. The custom walk-in closet with built-in shelving offers generous storage space. Each bathroom has been tastefully remodeled with modern vanities, lighting, and fixtures. The standout feature of this home is the charming heart-shaped pool, a rare and delightful addition to the backyard. Recently resurfaced with pavers in 2024, it provides the perfect setting for relaxing or entertaining. The spacious backyard also includes an outdoor shower, a privacy fence, and plenty of room to add your dream summer kitchen, with plumbing and electrical rough-ins already in place. This property comes with a home warranty, providing extra peace of mind. Additionally, inspection reports are available, making the home-buying process even easier. With the best price in the area, this home provides everything you need: comfort, convenience, and style. Located in a sought-after neighborhood with no HOA, it is the perfect blend of luxury and flexibility. Come see all that this unique property has to provide!

2350 Sherbrooke Road, Winter Park

$449,999

3 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code

This beautifully remodeled home is move-in ready and packed with upgrades. Step inside to discover brand new flooring throughout, giving the home a fresh and modern feel. The kitchen has been completely updated with new countertops, cabinets and stainless steel appliances, making it a chef's dream. Fresh paint inside and out brings a bright and inviting atmosphere to every room. Both bathrooms have also been remodeled, featuring modern fixtures and stylish finishes. Additionally, you'll have peace of mind knowing the roof was put on in 2022 and most major mechanical elements have been updated. Located in the heart of Winter Park, this home is just minutes from top-rated schools, parks, shopping, and dining. Enjoy the convenience of being near major roadways, while still being tucked away in a peaceful neighborhood. Don't miss this opportunity to own a stunning, remodeled home in beautiful Winter Park!

5210 Poinsetta Avenue, Winter Park

$750,000

4 Beds ⋅ 3.5 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Discover this stunning POOL home, located in the exclusive gated community of Enclave at Aloma, in the heart of Winter Park. This meticulously maintained property is equipped with 4 bedrooms, 3 full bathrooms, a half bathroom, flex room, and a loft. With over 3,200 sq. ft of living space, this home seamlessly blends modern luxury with natural serenity, offering breathtaking conservation views that will always captivate. As you enter the home through the covered front porch, you're greeted by an inviting open floor plan bathed in natural light. The heart of the home is the spacious and modern kitchen, fitted with granite countertops, 42" cabinetry, and a large breakfast bar, ideal for casual dining or entertaining. Stainless steel appliances, including a built-in oven and microwave, offer both style and functionality for any home chef. The kitchen flows seamlessly into the expansive living and dining areas, ensuring effortless interaction and easy hosting for gatherings. The downstairs office, perfectly situated for those working from home, can also double as a study or flex space. Adjacent to the office is the elegant guest bathroom, providing convenience and privacy for visitors. Upstairs, a spacious loft area offers additional living space, perfect for use as a media room, play area, or secondary office. The generously sized primary suite provides breathtaking views of the surrounding conservation area, creating a peaceful retreat. The luxurious en-suite bathroom features dual vanities, a deep soaking tub, and a stand-up shower, delivering a spa-like experience in the comfort of your home. The additional three guest bedrooms are thoughtfully designed, with two sharing a stylish and convenient Jack and Jill bathroom, offering comfort and privacy for family or guests. Step outside into your private backyard oasis, where a sparkling saltwater pool and hot tub await—perfect for cooling off during warm Florida days or relaxing in the soothing jets of the hot tub after a long day. Whether enjoying a refreshing swim or unwinding in the warmth of the spa-like hot tub, this outdoor space caters to your every need. The covered patio offers a shaded retreat, ideal for outdoor dining or entertaining while taking in the tranquility of the serene conservation. Enjoy proximity to Trinity Prep, Oviedo on the Park, Red Bug Lake Park, Rollins College, downtown Winter Park, and UCF. Residents also benefit from easy access to SR 417, making commutes to downtown Orlando, two International Airports, and Theme Parks much more convenient. Don’t miss the opportunity to make this stunning Winter Park home yours today!

8057 Pleasant Pine Circle, Winter Park

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