Winter Park FL Historical Real Estate, Homes for Sale

3 Beds ⋅ 3.5 Baths ⋅ Palmer Ave Lakeside Prop SubDv. ⋅ 32789 Zip Code

Historically elegant SINGLE-STORY home home with 3 OVERSIZED bedrooms, 3 Full bathrooms, and 2 half bathrooms, located on one of the most SOUGHT AFTER streets in the Heart of Winter Park. Located on a expansive fully FENCED CORNER LOT (0.39 acres) featuring lush landscaping. Conveniently located near PARK AVENUE, the Interlachen GOLF & COUNTRY CLUB, and A-RATE SCHOOLS. Well preserved HARDWOOD floors grace the living spaces (original under carpet in bedrooms too) and create flow through the BRIGHT and AIRY layout. Relax by the glow of the WOOD BURNING FIREPLACE and stock your favorite books in the ELEGANT BUILT-IN'S. Not only is the primary bedroom spacious (with double sinks, jetted tub, walk-in shower ensuite bathroom), but all bedrooms are oversized and offer plenty of CLOSET SPACE. Bonus 1/2 bath connected to one of the bedrooms for an in-law or GUEST ENSUITE. Additional features that will also catch your eye are the sliding FRENCH DOORS, large windows for lots of natural light, charming brick patio, GARDEN area, circular driveway for easy in and out access, full 2 CAR GARAGE with workshop, storage built-ins, and half bath, as well as architectural details indicative of the time period it was built. There are plenty of modern UPDATES too, with a NEW ROOF in 2021, NEW AC in 2020, New fence in 2021, and updated unground utilities. Live the quintessential Winter Park lifestyle and request a tour of your future home.

1166 Palmer Avenue, Winter Park

$300,000

2 Beds ⋅ 1 Baths ⋅ Temple Terrace Annex SubDv. ⋅ 32792 Zip Code

Welcome to 1901 Magnolia Ave, a charming 2-bedroom, 1-bathroom, single-family home nestled on a double lot in the heart of Winter Park. Built in 1954, this home has been lovingly maintained and features modern updates including a newer roof (2023), new electric panels (2024), tile floors, and stainless-steel appliances, which create a cozy and inviting atmosphere ready for your personal touches. The spacious double lot provides ample room to create your outdoor oasis, or you can rent the additional space as the current owner does to generate extra income. Located in Temple Terrace, this home is just a short drive from Winter Park’s vibrant downtown area, known for its boutique shops, fine dining, and cultural attractions. With easy access to major highways, visiting Downtown Orlando or any of the amazing activities across Central Florida is a breeze.

1901 Magnolia Avenue, Winter Park

$1,500,000

4 Beds ⋅ 4 Baths ⋅ Kenilworth Shores Sec 07 SubDv. ⋅ 32792 Zip Code

Featured on the American Dream Network! Discover unparalleled luxury and modern living, a completely renovated custom home situated in the heart of Winter Park. This exquisite 4-bedroom, 4-bathroom residence sits on a generous 10,769 square foot lot, offering the perfect blend of comfort, style, and high-end finishes throughout. As you enter through the welcoming front porch, you’re greeted by porcelain floors and a spacious, open-concept design. The light-filled living and dining areas provide breathtaking views of the resort-style pool and oversized lanai, creating the ideal setting for entertaining or relaxation. The chef’s kitchen is the heart of the home, boasting an oversized island with quartz countertops, custom cabinetry, and Bosch appliances, making it a culinary dream come true. Beyond the main living spaces, this home offers a dedicated office and a generously-sized playroom with a pool table, perfect for families or hosting. The luxurious primary suite, with direct access to the pool and backyard, features a spa-like ensuite bathroom, complete with floating vanities, luxury Delta fixtures, and an oversized shower. Step outside and find yourself in a private outdoor oasis, designed for year-round enjoyment. The fully equipped outdoor kitchen features a 36’ gas grill, wet bar, mini refrigerator and seating in the outdoor dining area, all overlooking the 14’x28’ pool. With smart lighting, a prewired outdoor sound system, and garden lights, this backyard is ready for evening entertaining or peaceful poolside afternoons. This home is loaded with modern upgrades, including LED lights with dimmers, a Nest smart thermostat, a 5-ton A/C unit, a smart water heater, and 24”x48” porcelain tiles throughout. Your peace of mind is ensured with a smart home security system featuring three alarm keypads and pre-installed outdoor cameras. Located just minutes from the vibrant Downtown Baldwin Park, Rollins College, and a wealth of shopping and dining options, this home is perfectly situated to for convenience and luxury. Whether you’re looking to settle in a serene neighborhood or seeking a high-end investment opportunity, this nationally recognized home offers it all. Don’t miss your chance to own a piece of the American Dream—schedule your private tour today.

2015 Summerfield Road, Winter Park

$1,650,000

4 Beds ⋅ 4 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Discover the perfect blend of elegance and functionality in this meticulously renovated single-story gem in one of the most sought-after neighborhoods in Winter Park. This chic transitional home, spanning 3,237 heated square feet, offers a seamless combination of contemporary design with a BRAND NEW ROOF, September ‘24. Inside, you'll find an open, airy layout with high-end finishes and smart touches throughout. The home features four spacious bedrooms, including two luxurious primary suites. The main suite boasts a spa-like bathroom with double vanities, striking granite countertop, an oversized frameless shower with dual shower heads, and a free-standing soaking tub. The second primary suite has a private entrance, washed brick accent wall, along with dual vanities and upgraded Kohler fixtures. At the heart of the home is a gourmet kitchen that’s truly a chef’s dream. It features a sleek granite island, European-style soft-close cabinetry, Jenn-Air appliances, including stainless steel gas cooktop with Zephyr hood and articulating pot filler, French door refrigerator, combo wall oven/microwave, and reverse osmosis system for purified water. Adjacent is the generous walk-in pantry with chrome shelving providing more than ample storage for all your culinary needs. Relax in the bright great room, where a soaring ceiling and stylish whitewashed brick wood burning fireplace creates a warm and welcoming ambiance. Sliding doors with electric shades seamlessly connect to an outdoor oasis featuring a paver patio, summer kitchen complete with a bar sink, built-in gas grill, hood, and refrigerator — perfect for al fresco dining and entertaining. Additional highlights include energy-efficient Vinyl Low E glass windows and doors, a Rennai tankless gas water heating system, programmable 15 SEER Carrier heat pump system, and security system. The indoor laundry room’s thoughtful design includes matching cabinetry, a Maytag washer, and matching gas dryer. The outdoor space features a wood-fenced yard for added privacy, and plenty of room for a pool. With no HOA and zoned for top-rated schools, this home is located within walking distance of Winter Park’s finest schools, Blue Jacket Park, East End Market, and more. Don’t wait to elevate your lifestyle with this stunning Winter Park property!

660 Arjay Way, Winter Park

$1,995,000

Karolina On Killarney SubDv. ⋅ 32789 Zip Code

Hard to find frontage on Fairbanks Avenue in desirable Winter Park. This lot and business offer a prime location being on a corner lot just one mile from Park Avenue and Rollins College. 34,000 plus vehicles pass by this location daily! Building features concrete block construction and stucco exteiror. It has 2 service bays with energy efficient doors and automatic openers. The roof was replaced in 2017 with energy efficient 6-inch roof laminate. Interior is fully air conditioned by 2 units. There is a large storage room in the rear, separate from the office. Property has a top of the line video surveillance system inside and out. Property is fenced with a 4 foot metal fence and 2 rolling gates.

1931 W Fairbanks Avenue, Winter Park

$979,000

3 Beds ⋅ 2 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Timeless Elegance in the Heart of Winter Park! Discover the perfect blend of charm and modern luxury in this stunning 3-bedroom, 2-bathroom POOL home, located in the highly sought-after “Tree Streets” neighborhood of Winter Park. From the moment you step inside, you'll be welcomed by an open-concept kitchen, dining, and living area designed for both style and functionality. The beautifully updated kitchen features TOP-Of-THE-LINE GE Café stainless steel appliances, including an induction cooktop, double oven, and a Bosch ultra-quiet dishwasher, all installed in 2023. Complemented by professionally painted cabinetry with pull-out shelving, a spacious island extension, quartzite countertops and backsplash, and premium Kohler fixtures, this space is a chef’s dream. The primary bedroom exudes tranquility with its serene ambiance and custom-designed walk-in closet. Adjacent to this private retreat, an office overlooks the sparkling pool, offering a peaceful workspace. Both bathrooms have been meticulously remodeled to deliver a luxurious, spa-inspired experience. The EXPANSIVE FAMILY ROOM is ideal for entertaining or unwinding, featuring new French doors that open to the pool area. The entire interior has been professionally painted. Outdoors, you'll find a sprawling deck perfect for lounging or hosting, alongside the shimmering SALTWATER POOL, newly added in 2022. Lush tropical landscaping surrounds the space, providing privacy and a resort-like atmosphere. This home is packed with upgrades, including designer light fixtures, dimmable recessed lighting, and a state-of-the-art HVAC system with a 22 SEER variable speed unit and humidity control (installed in 2023). The back living room also boasts a 20.5 SEER mini-split system, both covered by a 10-year warranty. Owned solar panels and Roof (both new in 2019) provide energy savings. Double-paned windows with plantation shutters, a full-home re-pipe and rewire have been completed in recent years ensuring value and efficiency. Additional outdoor improvements include a new sprinkler system, fresh sod, landscaped garden beds, a paver pathway, a retaining wall, and new gutters. Nestled on a quiet, tree-lined street, this neighborhood offers easy walkability to Phelps Park (with tennis and pickleball courts) and the serene Kraft Azalea Garden. Downtown Winter Park and the Winter Park Village are both less than two miles away. Take moment to visualize yourself in this beautiful property and then make an appointment to see it in person, you won't be disappointed!

1762 Chestnut Avenue, Winter Park

$300,000

1 Beds ⋅ 1 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Gorgeous move-in ready one bed one bath unit in stunning Winter Park Gardens. Entirely gutted and remodeled down to the studs. New ceiling, flooring, drywall, wiring, plumbing, new kitchen, new appliances, tankless water heater, recess lighting, new AC, air ducts cleaned, new ceiling fans, and windows resealed among other updates. Open updated kitchen highlights wood cabinets, white granite counter tops, bar seating, and pendant lights. Beautiful laminate wood floors flow throughout living and bedroom areas as well as a bright clean updated bathroom. Enjoy breathtaking floor to ceiling pool and garden views in your tropical sunroom. Winter Park Gardens is a vibrant 55+ community (with room for younger owners) situated on over eight acres of mature trees, lush gardens, pond, pool, and lighted walkways centrally located walking distance to everything Downtown Winter Park has to offer.

700 Melrose Ave, H 1 Unit H 1, Winter Park

$400,000

3 Beds ⋅ 1 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code

Charming Remodeled Winter Park Home! Welcome to 2720 Ambergate Road, a super cute and recently remodeled 3-bedroom, 1-bathroom home located in the heart of Winter Park! This gem features all-new flooring, a beautifully updated kitchen, and lush, manicured landscaping. Situated on a large lot, the fully fenced backyard offers the perfect space for family fun or your furry friend's outdoor adventures. You'll love the new windows installed throughout, providing both energy efficiency and natural light, while the mini-split AC units work alongside the Central HVAC to keep you extra cool during those hot Florida summers. No HOA means more flexibility, and the location is unbeatable! Just minutes from the iconic Park Avenue, you'll have easy access to top-rated schools, Publix, Starbucks, YMCA, and Winter Park Hospital. Don't miss this opportunity to own a piece of one of Central Florida's most desirable neighborhoods! Schedule your tour today!

2720 Ambergate Road, Winter Park

$224,900

3 Beds ⋅ 2 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Second floor,corner unit with updated hardwood floors in Olde Winter Park! Situated in a well-landscaped community of five two-story condominium buildings with amenities including a pool,clubhouse,gazebo,and playground. Located back enough from the road for peace and quiet,yet still in walking distance to restaurants,gym,Whole Foods and shopping. Jumbo living room is 20'6" x 14' with lighted ceiling fan,hardwood floors,and sliding glass door that opens to a covered balcony kept private by the shade of a large maple tree. Kitchen with ceramic tile,pantry,and bar top opens to living room and a view of the balcony. Dining room is 12' x 12' with a lighted ceiling fan and hardwood floors. Separate laundry room within unit is 5'6" x 5'6" with a full size washer and dryer included. Two full baths both have ceramic tile,tub and shower. Carpeted primary bedroom is 13'7" x 12' plus en suite measuring 5' x 8' plus walk-in closet measuring 7'6" x 4'1" with light,rods and shelving. Bedroom #2 is 12' x 11',bright with neutral carpet,two windows,and large 5'4" x 2'2" closet. Bedroom #3 is 13'3" x 10'3" with large window,carpet and large 5'2" x 2'2" closet. Condo fee includes internet,cable TV,pest control,valet trash. One reserved parking spot and ample add'l parking including spaces for RV,boat or trailer. Pets are welcomed and property includes a fenced pet walk. Unit is on top floor so no neighbors walking overhead! Located under 1 mile from Winter Park Village and movie theater,2 miles from Park Avenue shopping and restaurants,2 1/2 miles from Rollins College,and 6 miles to Downtown Orlando. All appliances convey including washer,dryer and built-in microwave. Property is vacant,clean,and turnkey. Community allows rentals,and unit has successful rental history.

1695 Lee Road Unit D215, Winter Park

$395,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Beautifully updated 2-bedroom, 2-bath condo in the highly sought-after Winter Park Gardens community. This unit boasts numerous upgrades, including brand-new plumbing, a tankless water heater, resealed windows, recessed lighting, and ceiling fans. The entire condo features stylish wood-look TILE flooring, and the open, modern kitchen showcases solid wood cabinets with pull-out shelving, glass display cabinets, and granite countertops. Both bathrooms have been tastefully updated, and ample storage is provided by spacious closets with built-in organizers. The secondary bedroom includes a built-in queen-size Murphy bed for optimal space and functionality. Winter Park Gardens is a vibrant 55+ community that welcomes younger owners and is within walking distance of Winter Park's top attractions like Mead Gardens, Rollins College, and Park Avenue. The serene, park-like grounds feature a pool and pond, making this property a must-see to truly appreciate its charm and amenities.

700 Melrose Ave J 1 Avenue Unit J1, Winter Park

$569,999

3 Beds ⋅ 1 Baths ⋅ Orangewood Park SubDv. ⋅ 32789 Zip Code

Wonderful Winter Park location with NO HOA. This beautiful 3 bedroom/1 bath home is an amazing find that will not last long. This property sits on a large lot with 2 patio areas outside for enjoying Florida's weather. The backyard is fully fenced in with mature landscaping that provides plenty of shade. This property has fresh paint inside and was replumbed in August of 2024. Stroll through the neighborhood and land at East End Market, Kelly’s Homemade Ice Cream, along with all the shops and restaurants on Corrine Drive. Venture North just 2.5 miles to the cultural delights of Park Avenue in downtown Winter Park. Some photos have been virtually staged. If you are looking to land just a few minutes from Downtown Orlando and easy Access to I-4…this is the location for you. Embrace the convenience of urban amenities in this fabulous neighborhood. This home will not last long.

2821 Eastern Parkway, Winter Park

$579,000

2 Beds ⋅ 1 Baths ⋅ Selwyn Heights SubDv. ⋅ 32789 Zip Code

Discover the potential of 1411 Ridgewood Avenue, a charming 1949 bungalow located in the heart of Winter Park, walking distance to Park Avenue. This 2-bed, 1-bath home is set on a massive lot, offering a unique opportunity to either enjoy the vintage charm or create your dream home from the ground up. With plenty of space for expansion or a complete rebuild, this property is perfect for those looking to invest in one of Winter Park’s most desirable neighborhoods. Just minutes from top schools, shopping, and dining, this location offers both convenience and the chance to design your perfect oasis.

1411 Ridgewood Avenue, Winter Park

$420,000

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

Under contract-accepting backup offers. Discover the charm and convenience of this beautiful one-story home in the heart of Winter Park. It offers 4 bedrooms with 2.5 baths, and 1,477 square feet of living space. This stunningly renovated property offers brand new features throughout and a convenient location. Winter Park's proximity to local shops, breweries, restaurants and an excellent school system make it a desirable area where many families look to settle. The home itself blends classic charm with modern luxury, offering a fresh and stylish living experience. Don’t miss the opportunity to own this move-in-ready home where every detail has been carefully considered. Schedule your private tour today!

1847 Azalea Avenue, Winter Park

$1,395,000

3 Beds ⋅ 2.5 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Experience the charm and convenience of Winter Park living in this beautifully updated one-story pool home, perfectly located just minutes from the vibrant Park Avenue. Nestled on the desirable Palmer Avenue, between the two Alabama Drives, this 3-bedroom, 2.5- bath residence offers 2,550 SF of thoughtfully designed living space. The home underwent a remarkable renovation in 2012, which included an expansive Primary Suite. Recent upgrades only enhance its appeal, with a NEW ROOF and new gutter downspouts installed in August 2024. Additional improvements include a new beverage refrigerator (August 2024), a newer full-size refrigerator (2021), and a newer hot water heater (2020). This property is a true reflection of pride in ownership and modern comfort. The front exterior features an oversized brick paver driveway with ample guest parking and a 2-car garage. Inside, enjoy timeless hardwood floors throughout the bedrooms, and living and dining rooms. The fabulous sunroom is flooded with abundant natural light, showcasing views of the expansive pool area and fully-fenced backyard, including a paver deck that offers space for lounging and entertaining, an aluminum pergola, and an air-conditioned detached, workshop/storage building. Off the foyer, a hallway leads to two bedrooms with custom built-in closets, and a full bathroom with convenient access to the pool and backyard. At the end of the hallway, you'll find the Primary Suite, where 2 bedrooms and a bath were combined to create a large and impressive retreat. The expansive bedroom features a cozy sitting area by the bay windows. The primary bathroom includes a generous soaking tub beneath a sunlit window, a separate glass-enclosed shower, a linen closet, plus a custom walk-in closet that stretches an impressive 12 feet deep. Storage space is abundant with multiple linen and hall closets along with built-in shelves and storage cabinets in the garage. The laundry room is located behind the Kitchen, wrapped in cabinets and countertops, includes a NEW washer and dryer, and a NEW beverage refrigerator. The powder bath is conveniently located off the Kitchen for your guests. This home is in a prime location just minutes from a variety of shops, restaurants, and grocery stores. Within a 1.5-mile radius of 1011 Palmer Ave., you'll find Park Ave, Winter Park Village, Whole Foods, Sprouts, Publix, the YMCA, Phelps Park, Walgreens, and Advent Health—all offering unparalleled convenience. This location truly has it all! * Please ask for a floor plan, list of improvements, and click on the Matterport link for a virtual tour!

1011 Palmer Avenue, Winter Park

$1,350,000

2 Beds ⋅ 2 Baths ⋅ Phillips Circle Rep SubDv. ⋅ 32789 Zip Code

Walk to Park Avenue or take your boat on a sunset cruise through the canals! Experience upscale living in this fabulous condo with a DEEDED boat slip on the famous Winter Park Chain of Lakes. Located on the fifth floor, you will enjoy breathtaking tree-top lake views from this beautifully updated, one story unit covering almost 2100 square feet. The open layout features expansive living and dining areas that seamlessly transition to an outdoor screened-in porch. The stylish kitchen is well equipped with custom wood cabinets, granite countertops, stainless steel appliances and a center island with breakfast bar. The condo features a spacious guest suite with double closets, and a dramatic guest bath, complete with a custom designer vanity and a large walk-in shower. The generous owners suite offers a lounging area with radiant natural lighting. The spa-like bathroom includes custom vanities, soaking tub and a large walk in closet with built-ins. Additionally, features include automated blinds in the living room and an indoor laundry closet. The well maintained complex located on the shores of Lake Osceola offers underground parking, storage closet, and amenities such as pool and community laundry room. The property includes a deeded boat slip. Situated just steps away from vibrant Park Ave, residents will enjoy many fantastic restaurants, cafes, Museums, and Boat Tours, in addition to the convenience of the Sunrail/Amtrak station. The condo fee includes electricity, sewer, water, gas, maintenance, on-site manager, community pool, ground maintenance, roof, insurance, exterior and more.

311 E Morse Boulevard Unit 6-18, Winter Park

$699,999

4 Beds ⋅ 2.5 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. ACCEPTING BACK UP OFFERS! Introducing an exquisite residence in the heart of Winter Park, where sophistication meets comfort. This meticulously renovated 4-bedroom, 2.5-bathroom home offers a refined living experience, with every detail thoughtfully designed for the discerning buyer. Upon entry, you’ll be greeted by a spacious layout that seamlessly blends elegance with functionality. The primary suite boasts a luxuriously updated bathroom, while the gourmet kitchen is equipped with state-of-the-art appliances—dishwasher, microwave, range, and refrigerator—catering to your every culinary need. Modern enhancements, including new vinyl flooring, custom cabinetry, and a fully remodeled upstairs bathroom with updated plumbing, elevate the home’s appeal. The wood-burning fireplace provides a cozy focal point, perfect for intimate gatherings. The outdoor space is a private retreat, featuring a newly replastered pool with a state-of-the-art heater and salt system. Entertain in style with the newly added summer kitchen or relax on the freshly repaved patio. A newly paved driveway adds to the home’s curb appeal. This turnkey property is offered fully furnished and tastefully decorated (excluding select personal items), allowing you to move in effortlessly and immediately enjoy the lifestyle it offers. Don’t miss the opportunity to own this stunning Winter Park gem. Schedule your private showing today and step into a world of elegance and modern luxury.

355 Cambridge Boulevard, Winter Park

$525,000

3 Beds ⋅ 2 Baths ⋅ Fairbanks Shores 4th Add SubDv. ⋅ 32789 Zip Code

Remodeled 3/2 pool home in Winter Park on a quiet street with a detached ADU for a home office/gym/studio adds to the appeal. An open bright custom kitchen is perfect for entertaining. The satisfactory 4pt inspection will help in lowering insurance costs. Being nestled between College Park and Downtown Winter Park with easy access to I4 and excellent schools, makes this a standout turnkey home a fantastic location. No HOA and priced below appraisal!

2877 Euston Road, Winter Park

$379,000

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 8 SubDv. ⋅ 32792 Zip Code

Welcome to this charming home in the desirable Eastbrook Neighborhood of Winter Park! This residence offers 3 bedrooms and 2 bathrooms, providing ample space for comfortable living. With two large living areas, there’s plenty of room for relaxation and entertaining. The eat-in kitchen is perfect for casual dining and meal preparation, featuring a functional layout and modern amenities. Step outside to the spacious, fully fenced backyard—an ideal spot for outdoor gatherings, play, and gardening. The two-car garage adds convenience and additional storage. With 1,516 square feet of well-designed living space, this home combines practicality with cozy charm. Situated in a fantastic location in Winter Park, you'll enjoy easy access to local amenities, parks, and schools. Don’t miss this opportunity to own a home in one of Winter Park’s sought-after neighborhoods. Schedule your showing today and discover all the opportunity this wonderful property has!

3425 Balsam Drive, Winter Park

$509,500

3 Beds ⋅ 2 Baths ⋅ Lakemont Heights SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Discover comfort and convenience in this charming 3 bedroom, 2 bath 1,734 single-story ranch, perfectly situated in central Winter Park. With 1,734 square feet of beautifully updated living space, this well-maintained home boasts a 2024 flat roof, new slider door, fresh interior paint, and a fully renovated hall bath. The modern amenities include a smart home system that lets you control the irrigation, thermostat, camera, and garage from your phone, plus an electric charging outlet in the 1-car garage. Other amenities include an interior laundry, plantation shutters, upgraded electric, and new shed for additional storage. The brick side screen porch off the master bedroom, paver driveway, and detached workshop with electric, water, and AC add to its appeal. Located just minutes from Park Avenue's vibrant shopping and dining scene, and within an excellent school district, this home offers the best of Winter Park living amidst mature landscaping and serene fountains. Quiet street with no thru traffic. Ideal property for an investor, first-time buyer, or a downsizing buyer. Walk to Lakemont Elementary or the Winter Park YMCA. Minutes from the shops and restaurants of downtown Winter Park. Don't miss out on this cozy haven!

1816 Palmer Avenue, Winter Park

$835,000

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

Discover the perfect canvas for your dream home at 674 Randy Lane in Timberlane, where your aspirations meet reality. This prime 0.41-acre lot, zoned for the coveted Audubon K-8 School, offers an ideal location at the corner of Randy Lane and Fosgate Drive. With 200 feet across the back and 35 feet on General Rees, there’s ample space to build your multi-car garage or workshop. The lot is ready to go with underground utilities and sewer connected. The existing 1950's home and oversized garage/workshop have been part of Timberlane's charm for decades. This property is in the heartbeat of everything.... Across from Blue Jacket Park, near downtown Baldwin Park. Stroll through the neighborhood and land at East End market, Kelly’s Homemade Ice Cream, along with all the shops and restaurants on Corrine Drive. Venture North just 2.5 miles to the cultural delights of Park Avenue in downtown Winter Park. If you are looking to land just a few minutes from Downtown Orlando and easy Access to I-4…this is the location for you. Embrace the convenience of urban amenities in this fabulous neighborhood, enriched by top-rated schools!

674 Randy Lane, Winter Park

$379,900

4 Beds ⋅ 2 Baths ⋅ Temple Terrace Annex SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. You cannot beat this location!! Ready for a new generation to love. This spacious 4 bedroom/2 bath home boasts almost 1900 sq ft in a prime location. The large primary bedroom has a walk-in closet and attached bath. Walk out the french doors to your private patio and enjoy your beautifully landscaped lot. The 3 additional bedrooms are good sized, and any could be used as an office, workout room, or den. This large .25-acre corner lot with beautiful shade trees offers endless possibilities for the outdoor enthusiast. Sitting quietly in the heart of Winter Park (with NO HOA!!) you are just minutes from the Winter Park Village, Rollins College, the Sun Rail Station, Park Avenue, Advent Health Hospital, and endless options for shopping and dining. Unbelievable value for a home of this size in a premium location!

1902 Magnolia Ave, Winter Park

$359,000

3 Beds ⋅ 2 Baths ⋅ Temple Terrace Annex SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. HIDDEN GEM ALERT! A rare opportunity to own a move-in ready 3 bedroom 2 bathroom home located in the heart of Seminole County Winter Park with a huge backyard and no HOA at an affordable price! WOW!! Located on a large lot on a dead-end street, this "Old Florida" block construction ranch is a perfect starter home for any family or a great addition to an investment portfolio. The exterior is highlighted with great curb appeal with an extra wide paver driveway, mature landscaping, and paver front walkway and patio area. The interior consists of a bright and OPEN CONCEPT dining/kitchen/living space with ample room to relax or entertain. The kitchen boasts granite counters, solid wood cabinets, stainless steel appliances, eat-in island, and a closet style pantry. The master suite has a total of THREE CLOSETS and a spacious bathroom with updated vanity and tile shower. The opposite side of the SPLIT LAYOUT home contains two additional bedrooms and a recently updated full size bathroom. Outside is a massive fully fenced backyard with paver patio and shed for additional storage. Other features include: a spacious indoor laundry room, irrigation system for front lawn, 2014 roof, and 2018 HVAC. Zoned for great schools and centrally located only 15 minutes from downtown Orlando and 30 min from MCO airport this home is perfectly situated to meet YOUR needs! Opportunities at this price simply do not come on the market often! Book your private showing today!!

1935 Azalea Avenue, Winter Park

$394,400

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 8 SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. HOME SWEET HOME! Charming home on a serene cul-de-sac! Move right into this freshly painted, immaculate beauty. Great curb appeal and extra large .35 acre lot will definitely impress! Upon entering the double door entry to brick floored foyer, this light & bright home with terrazzo floors throughout will capture your attention. TWO cheerful living areas include formal living room & family room/dining room combination. The updated kitchen with beautiful wood cabinets, granite countertops & newer appliances opens to dining room and overlooks spacious 22x16 screened patio & oversized fenced backyard... plenty of room to roam, garden & play PLUS a large storage shed. Primary bedroom boasts a large closet, linen closet & ensuite bathroom with updated vanity. Two guest bedrooms share guest bath with updated vanity also. Extra features include: 2 car garage with NEW 2022 garage door, NEW 2021 energy efficient double pane windows throughout, NEW 2021 roof, 2016 AC, 2003 updated plumbing (plus 2022 replacement/ lining of underground sewer pipes $17,000+), Eastbrook Elementary, Tuscawilla Middle, Lake Howell High. NO HOA & oversized lot provide the perfect opportunity to call 2042 Cocos Court HOME!

2042 Cocos Court, Winter Park

$515,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Unit 05 SubDv. ⋅ 32792 Zip Code

Welcome to this spacious three-bedroom, two-bath home in the highly sought after tree-lined community of Winter Park Pines! You will find ample space in the garage with multiple areas of storage. Upon entering you are greeted into the main living area with beautiful parquet floors and unique floor to ceiling rectangular windows boasting tons of natural light. The separate formal dining room features a unique Spanish tile which spills into the open-concept kitchen. Down the hall, you will find three generous size rooms with expansive closets. The large second bathroom features ample counter space with a shower tub combination. Enjoy the privacy of the sizable master bedroom located in the rear of the home with en-suite bath. The massive backyard is fully fenced in with no rear neighbors for year-round entertaining. This home features a 2021 A/C and handler, 2021 roof, 2017 tankless water heater system, and replumbed with PVC to city line in 2023. Convenient to the 417, fantastic shopping, dining, top rated Orange County schools and steps away from the Cady Way Trail.

2758 Cady Way, Winter Park

$649,000

2 Beds ⋅ 2 Baths ⋅ Tangerine Court SubDv. ⋅ 32789 Zip Code

Prime Winter Park lot and/or home for sale - 2 bedrooms / 2 bathrooms 1,162 heated Sq. Ft. with single car garage 1,754 gross square feet Remodeled kitchen and large backyard Winter Park High School A grade school - Elementary and Middle Schools grade B

1848 Mizell Avenue, Winter Park

$439,900

3 Beds ⋅ 1.5 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code

Location! Location! Location! Here is your perfect chance to buy a ready move-in home in Winter Park! As well as being in Winter Park, this home backs up to a city easement which further backs up to the wooded area of the private Interlachen Country Club Golf course. NO REAR NEIGHBORS and NO HOA! This beautiful 3 bedroom, 1.5 bath approximately 1350 sq ft home sitting on a generous 0.2-acre lot with mature landscaping, is just the retreat you've been looking for! Winter Park offers serene parks, picturesque walking trails, and lush greenery at your doorstep. You'll feel a world away while still being just moments away from all the amenities and attractions the area offers. Downtown Park Ave is just minutes away, as well as access to the highways. Whether you're enjoying a stroll through the neighborhood or unwinding in your private backyard oasis, you'll love coming home to this peaceful paradise.

633 Balfour Drive, Winter Park

$799,000

5 Beds ⋅ 3 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

Fabulous opportunity to own a 5 bedroom 3 bath home on a large .32 acres (13,814 square feet) in one of Winter Park’s most sought-after neighborhoods. Enjoy relaxing in your large pool plus screened enclosure. The split floorpan allows for idea family living with 2 of the bedrooms including ensuite bathrooms. All of Winter Park's exclusive dining and shopping nearby. This neighborhood is truly a gem zoned for Audubon K-8 and Winter Park High school in an area undergoing rapid transition due to the location and the quality of schools.

2258 Howard Drive, Winter Park

$375,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Fully remodeled ground floor 2/2 unit at the gorgeous Winter Park Gardens. Hickory finish floors through out. Bright sunroom is opened up creating a seamless living/dining expanse. Bright widened kitchen features white soft-close cabinets, white granite solid-surface counter tops, and stainless steel appliances. Both remodeled bathrooms are are clean and light with safety bars and easy entry standing showers. Stunning floor to ceiling views of pool and lush tranquil gardens douse the space with natural light. No step ground floor convenience and very close proximity to the user-friendly laundry room make it the best possible situation. Walking distance to Rollins, Orange Ave District, Mead Gardens, Park Avenue and everything that makes Winter Park so special.

700 Melrose Avenue Unit H 3, Winter Park

$650,000

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

Welcome to your fully renovated home located in the highly sought-after Winter Park Pines Golf Course Community. This beautiful open floor plan residence offers a fresh and modern living experience, perfect for both relaxation and entertaining. Inside you'll find brand-new flooring throughout, along with fully upgraded bathrooms that include stylish new vanities and custom tile work. The kitchen has been completely transformed with new appliances, sleek cabinetry featuring gold brushed finishes, and updated countertops, creating a space that is both stylish and functional. Everything in this home has been refreshed, including a new roof, AC, water heater, and windows providing peace of mind for years to come. Outside you'll find your own private retreat, featuring a screened-in pool, expansive deck, and covered patio. The fully fenced backyard offers ample space for outdoor activities, providing privacy for family gatherings and quiet relaxation. This stunning home is located less than 1 mile from the Cady Way community pool and park which features softball courts, pickleball courts, a playground, tennis courts, and picnic tables. It's also just a mile ride to the Winter Pines Golf Course. Slightly further up the road you'll find bustling restaurants and shops located at the infamous Park Ave stretch. With so many activities close by, you'll never fall short of options to keep you and your family busy. Don’t miss the chance to make this your new home – schedule a tour today!

274 N Ranger Boulevard, Winter Park

$829,000

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

Welcome to this stunning, completely renovated 3-bedroom, 2.5-bathroom home in the coveted Winter Park area. Perfect for families and entertaining, the spacious open floor plan seamlessly combines the state-of-the-art kitchen with brand new appliances, large island, and quartz countertops that will surely impress your guests. The family room and kitchen combination area features large windows and French doors overlooking a beautiful private backyard, a newly tiled, screened-in covered patio and lanai, lush landscaping, and a built-in buffet cabinet for extra storage. The entire house has been meticulously updated with modern finishes, including lighting and laminate flooring, adding to the contemporary appeal of this exquisite home. The master bedroom ensuite is truly grand, boasting a magnificent master bath with Italian Porcelain 24" x 48" sheets and a glassed-in shower with gorgeous tile accents, in addition to a spacious walk-in closet. A Jack and Jill full bath is located between the other two bedrooms, along with a new half bath. Not to forget the convenience of an indoor laundry area with brand new stackable washer and dryer. This prime location offers easy access to schools, shopping, and more. With a new roof, new HVAC 4-ton heat pump, updated electrical, replumbed home, all new doors and windows, and newly painted inside and out, this is the epitome of modern luxury living. Transferable Sentracon system.Easy show and a must see! PRICED below appraised value!

648 Brechin Drive, Winter Park

$3,295,000

5 Beds ⋅ 5.5 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Under Construction. Welcome to this exquisite 5-bedroom, 5.5-bathroom home built by Lundev, perfectly situated in the highly sought-after Timberlane Shores neighborhood of Winter Park. Spanning 4,080 square feet, this property offers the ultimate blend of luxury and comfort. Thoughtfully designed for both entertaining and everyday living, this home features high-end finishes and top-quality craftsmanship throughout. Upon entering, you're greeted by a charming front porch with a cozy fireplace, setting the tone for the warmth and elegance that continues inside. This inviting outdoor space is perfect for relaxing with a morning coffee or enjoying cool evenings with friends and family. Step inside to find a spacious great room, ideal for gathering and entertaining, boasting ample natural light and a seamless flow to the rest of the home’s main living areas. The gourmet kitchen is a chef’s dream, boasting high-quality appliances, a wine cooler, refrigerator drawers, and a casual café area for everyday dining. The adjacent formal dining room offers a sophisticated space for hosting elegant dinner parties and holiday gatherings. These thoughtfully designed spaces ensure that every meal and event is special. The luxurious primary suite is conveniently located on the first floor, providing a tranquil retreat with easy access. It features a spa-like bathroom with double sinks, a soaking tub, a shower, a linen closet, and a large walk-in wardrobe for ample storage. Additionally, on the main floor you will also find a detached bedroom or office with an en-suite bathroom, built-in closet, and private entrance offering flexibility and making it ideal for guests or as a private workspace. Upstairs, you’ll find three aditional bedrooms, each featuring its own en-suite bathroom and walk-in closet, providing comfort and privacy for all occupants. A versatile loft/den area on the second floor adds extra living space, perfect for a home office, playroom, or relaxation area, catering to various lifestyle needs. The outdoor area is an entertainer's paradise, complete with a private pool & spa, a cabana with a pleasant fireplace, and a summer kitchen for alfresco dining and entertaining. Whether hosting a barbecue or enjoying a quiet afternoon by the pool, this space is designed for relaxation and enjoyment. With its great location, this home offers excellent proximity to Blue Jacket Park, Baldwin Park, and the vibrant Park Avenue, known for its entertainment options, shops, and restaurants. Experience luxury living in one of Winter Park's most coveted areas. Schedule your private tour today to see this stunning property in person!

1730 Winchester Drive, Winter Park

$349,900

3 Beds ⋅ 1 Baths ⋅ N/A SubDv. ⋅ 32792 Zip Code

Step into a piece of Winter Park history with this delightful residence at 7102 Easter St. Built in 1956, this home exudes timeless vintage charm, seamlessly blending classic character with modern potential. Boasting 3 spacious bedrooms, the property offers a cozy and inviting atmosphere that immediately feels like home. One of the standout features of this property is its impressive lot size. The generous outdoor space provides a rare opportunity in Winter Park, ideal for a myriad of activities and personal retreats. Imagine spending weekends hosting vibrant gatherings with family and friends in your expansive backyard, or enjoying serene moments of relaxation in your private outdoor oasis. There’s ample room for a flourishing garden, a play area, or even a peaceful sanctuary where you can unwind and reconnect with nature. The home itself showcases unique vintage details that add to its charm, offering a nostalgic touch while providing a solid foundation for contemporary updates. Whether you’re drawn to its historical appeal or the potential for creating your dream space, this property caters to both. Location is another key highlight of this property. Situated less than a mile from Full Sail University, it’s a perfect choice for those who value proximity to the campus. Additionally, the home is just 3 miles from the renowned Park Avenue in Winter Park, known for its vibrant dining, shopping, and cultural experiences. For those commuting to the University of Central Florida (UCF), the property is conveniently located just 5 miles away, making daily travel a breeze. With Winter Park’s renowned amenities, parks, and dining all within easy reach, this home offers the perfect blend of nostalgic appeal, modern convenience, and exceptional location. Don’t miss this unique opportunity to own a home that combines classic elegance with spacious living in one of Central Florida’s most desirable neighborhoods. Embrace the charm of yesteryear while enjoying the lifestyle of today at 7102 Easter St.

7102 Easter Street, Winter Park

$589,000

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

***LOCATION, LOCATION, LOCATION!! Welcome to your newly updated 3 bed, 2 bath home in the heart of Winter Park! This charming home offers modern upgrades and classic Florida living. The home features a spacious floor plan with fresh updates, including a new kitchen with new countertops and stainless steel appliances, stylishly renovated bathrooms, and new flooring throughout! Located in the highly desirable Winter Park area, this home is just minutes from top-rated schools, beautiful parks, and a variety of dining and shopping options. You'll love being close to the scenic Winter Park Chain of Lakes, perfect for outdoor activities, and just a short drive to the renowned Park Avenue, known for its upscale shops and restaurants. The convenient access to major highways like I-4 and 417 makes travel to downtown Orlando, the airport, and other central Florida attractions a breeze. This is a fantastic opportunity to own a beautifully updated home in one of Winter Park's most sought-after neighborhoods. Don't miss out—schedule your showing today!

1941 Summerfield Road, Winter Park

$1,039,000

3 Beds ⋅ 2 Baths ⋅ South Lakemont Shores SubDv. ⋅ 32789 Zip Code

Enjoy Lake front living with all the fabulous Baldwin Park amenities! This charming 3 bedroom 2 bath home features an Open Plan with a Large Living & Dining Room along with with stunning views of Lake Spier. This move-in ready remodeled home boasts new flooring, fixtures and paint throughout. A 500sqft screened-in, tiled patio also makes this home for entertaining guests while enjoying water skiing, great bass fishing and other freshwater sports on this scenic, private, spring fed lake in the highly desired Winter Park School Zone. Roof will be replaced prior to closing, with buyer choosing color of shingles!

1875 Lake Spier Drive, Winter Park

$599,000

Aloma SubDv. ⋅ 32792 Zip Code

PRIME MEDICAL OFFICE LOCATION, OFFERING OWNER FINANCING! Redevelopement opportunity! Single family residential or convert to office, located in a prime Winter Park locatioin. Desirable midcentury modern 3-bedroom open plan with dining area and Florida room, located in the medical arts district of Winter Park. 1st position Owner Financing, subject to acceptable terms. Property has been historically residential use, Zoning is O-2 allowing for continued residential, medical office or your small business use, possible other uses, land is highly desirable in this Winter Park location. The immediate area has a brand-new state of the art wellness center and updated Advent Health Hospital Winter Park, both only around the corner. Would be exceptional for your medical specialty practice with similar uses nearby. Property features hardwood floors a full kitchen with all appliances including washer dryer. Property covered by tranferable termite bond. Buyer will need to confirm requirements with the city of Witner Park for their intended use, if other than residential. Don’t miss your opportunity to see it today. Buyer will be responsible for confirming room measurements.

1955 Dundee Drive, Winter Park

$319,000

32792 Zip Code

Prime Free-Standing Restaurant – 5,398 sq. ft. at WinterPark An incredible opportunity awaits with this recently renovated 5,398 sq. ft. free-standing restaurant business, now available for sale. This property has been meticulously updated inside and out, making it a turnkey operation ready for your vision. Key Features: Spacious 5,398 sq. ft. layout offering ample room for dining, kitchen, and storage. Fully renovated from top to bottom, featuring modern finishes and fixtures. Versatile design easily adaptable to any restaurant concept or business model. All equipment included – start operations immediately with high-quality, well-maintained appliances and furnishings. Cost-effective acquisition – acquire it for less than the buildout. Rare opportunity in a high-demand location with excellent visibility and foot traffic. This is more than just a restaurant – it’s a rare investment opportunity. Whether you're an established restaurateur or an entrepreneur with a fresh concept, this space provides the flexibility and readiness you need to bring your vision to life. Don’t miss out! Opportunities like this are few and far between. Contact us today to schedule a tour and explore the potential of this exceptional one.(real estate not included in the sale)

3096 Aloma Avenue, Winter Park

$619,000

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

Under contract-accepting backup offers. Located in the highly sought-after neighborhood of Orwin Manor, where Winter Park meets Orlando, this inviting 2-bedroom, 2-bathroom home with a versatile den offers comfort, style, and an unbeatable location. From the moment you arrive, the bright exterior and welcoming pathway set the stage for what’s inside. Sitting on a spacious 0.20-acre corner lot, this home offers both curb appeal and plenty of outdoor space to enjoy. Step inside the living room, where a cozy wood-burning fireplace and a charming built-in cabinet add warmth and character. The living room flows seamlessly into the dining room, a bright space filled with natural light—perfect for everyday meals or hosting guests. Just off the dining room, you’ll find the kitchen, featuring stone countertops and white cabinets. The primary bedroom is a standout, with high ceilings, barn doors, and direct access to a covered patio with a brick floor. The ensuite bathroom is roomy, with double sinks, a soaking tub, a large shower, and a walk-in closet. The second bedroom is also generously sized, making it comfortable for guests or family. The Florida room, with its French doors and natural light, offers flexibility—whether you need a family room, office, or playroom. Outside, the oversized backyard is a great space for entertaining or just relaxing, with both a covered patio off the primary bedroom and an open patio with pavers. Just minutes from Downtown Winter Park, College Park, and Orlando, and with quick access to I-4, getting around town couldn’t be easier. You’ll love the convenience of this location, close to shopping, dining, AdventHealth, and the Orlando Science Center. This home is ready for you to make it your own—schedule a tour today and see all it has to offer!

1600 Berkshire Avenue, Winter Park

$749,900

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

Perfectly situated on a tree-lined street in sought-after Winter Park, this charming, mid-century home has been fully updated with modern amenities. Natural light pours through stylish windows of the main house, illuminating a spacious living area that includes three bedrooms and two full baths. A large, open kitchen features white, soft-close cabinetry, granite countertops, and stainless-steel appliances. A wonderful breakfast bar opens to the spacious great room, perfect for entertaining, with the bright and airy dining room located off the kitchen. The spacious primary bedroom suite features a stunning, newly renovated bathroom with large shower, stand-alone soaking tub, dual sinks, a walk-in closet,and French doors that fill the room with natural light.The home is complete with two additional bedrooms and an updated secondary bathroom showcasing classic subway tile. A detached guest suite with a full bath and large walk-in closet offers a blank canvas for customization. The home features new landscaping and two open patios, making it perfect for outdoor gatherings. Whether you enjoy hosting guests or simply relaxing in your own oasis, this home provides you with a comfortable and stylish lifestyle in one of Winter Park's most desirable neighborhoods.

1321 Magnolia Avenue, Winter Park

$489,000

2 Beds ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code

ATTENTION INVESTORS!! THIS IS THE MOST FANTASTIC OPORTUNITY TO BUY A DIAMOND LOCATION DUPLEX TWO FLOORS WITH 1 BED 1 BATH EACH ONE IN THE HEART OF WINTER PARK JUST FEW MINUTES FROM PARK AVENUE, ROLLING COLLEGE AND TONE OF RESTAURANTS!! THE DUPLEX HAS TWO APARMENTS. ONE IS ON TOP OF THE OTHER. EACH ONE APARMENT HAS DINING ROOM, KITCHEN, 1 BEDROOM AND 1 BATH. THE DISTRIBUTION IS SO COMFORTABLE. YOU WILL FEEL LIKE YOUR HOME. THE FRONT YARD HAS ONE CAR SPACE FOR EACH ONE UNIT. THE BACK YARD IS HUGE!! PERFECT FOR INVESTORS WHO WANTS TO REBUILD AND OR DOING AN ADDITION. INCREDIBLE INCOME POTENTIAL. NO HOA. THE HIGHLIGHT HERE IS THE LOCATION AND THE POTENTIAL INCOME!! ALL WANTS TO LIVE IN THIS DISERABLE AND CONVINIENT AREA!! YOU CAN WALK AND ENJOY WITH A LOT PLACES FOR GATHERING!! BEAUTIFUL AREA FOR RENT LIVING!!! GOOD DEALS FOR THOSE WHO WANTS TO BUY IN GOOD PRICE AND GET A HIGH INCOME!! CALL NOW!! IT WILL FLY!!

441 Clay Street, Winter Park

$484,990

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 06 SubDv. ⋅ 32792 Zip Code

Back on the market and the owner says Beautiful large 3/2-bedroom home. Recently renovated and ready for you to move right in! New Roof 2022, Large Island kitchen with Stainless Steel Appliances. Granite Counters and Shaker style, Soft Close Cabinets, New LVF throughout! New Paint, Newly Upgraded Bathrooms, New Hot Water Tank 2023, Large family room and game room as a bonus! Plenty of extra space for storage, large enclosed patio, Great for Entertaining! Lots more extras!

3431 Australian Circle, Winter Park

$825,000

5 Beds ⋅ 2.5 Baths ⋅ Hills SubDv. ⋅ 32789 Zip Code

Discover the charm and convenience of this beautiful one-story home in the desirable Winter Park Hills. It offers four bedrooms with 2.5 baths, and the fifth room can be used as an office or an additional bedroom, and 2,441 square feet. This residence offers a spacious and comfortable living environment for families and guests. The heart of the home is the inviting family room, featuring a cozy wood burning fireplace with built-in shelving that adds warmth and character. The open floor plan ensures easy flow between the living areas, making it ideal for everyday living and entertaining. The kitchen offers wood cabinets and stainless appliances. The living room area is wonderfully renovated with built-in cabinetry, wood floors and French doors out to the pool area. The beautiful renovated primary suite has travertine floors, French doors, an en-suite bath with dual sinks, oversized double shower head shower, Jacuzzi tub and custom walk-in closet with custom shelving, along with a separate makeup area. Step outside to your private haven on a generous .28-acre lot. The covered lanai provides a spot for alfresco dining or relaxing, while the paver pool area is ideal for enjoying sunny Florida days and hosting gatherings. The home boasts several recent updates for added peace of mind including a new roof in 2022, air conditioner compressor replaced in 2018, re-plumbed, tankless water heater, propane tank and more. These modern upgrades complement the home’s classic appeal. In a neighborhood known for its top-rated schools such as Dommerich, Maitland Middle and Winter Park High School! Don’t miss your chance to own this exceptional Winter Park Hills home where comfort, style and practicality come together in harmony.

2632 Mandan Trail, Winter Park

$359,900

3 Beds ⋅ 1 Baths ⋅ Fairbanks Shores 2nd Add SubDv. ⋅ 32789 Zip Code

Updated home in West Winter Park neighborhood is minutes to the downtowns of Winter Park and Orlando, College Park, Advent Health campus and I-4. Good-size kitchen offers stainless steel appliances, granite counters, and breakfast bar and is open to dining and family room areas. It has a large deck and fenced backyard with shed that conveys with sale. Septic system and plumbing: 7 years old. HVAC: 4 years. Roof: 5 years. This home is a great value!

2886 Roxbury Road, Winter Park

$635,000

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

Under contract-accepting backup offers. Charming Bungalow in Winter Park now Available. While originally built in 1932, this house has been completely renovated to today's standards. Upgrades/Improvements include New Roof (2024), New Windows (2024), New A/C and Ductwork (2024), New Flooring throughout (2024 - commercial grade LVP), New Appliances (2024), Completely Remodeled Kitchen and Bathrooms (2024), Whole House Repipe (2022), Upgraded from Septic to Sewer with New Sewer Line (2022), Exterior Paint (2024), and more. This property offers some very unique features. There is a Detached 280 sf Studio with a Full Kitchen and Bathroom. This unit is on a Separate Electrical Meter. There was also a Waterproofing System with Sump Pumps added around the foundation of this studio. This lot is just under 1/4 acre and zoned R-2, which offers a whole yard. The entire street is undergoing a major revitalization, the house next door (to the east), is currently scheduled to be torn down and replaced with 2 new luxury townhomes and priced at just under $1m a piece. This property offers the opportunity to live in the main house and AirBnb the studio, or rent both and hold indefinitely in an area that will only continue to appreciate. Don't miss your opportunity to own your piece of Winter Park. Schedule your private showing today.

1419 Miller Avenue, Winter Park

$950,000

2 Beds ⋅ 1 Baths ⋅ Fairbanks Park SubDv. ⋅ 32789 Zip Code

SPECTACULAR WINTER PARK OPPORTUNITY! This oversized corner lot in Fairbanks Park overlooking Lake Midget and Lake Midget Park is a rare opportunity to build your dream home in Winter Park. The 2-bedroom/1-bath home, original owners since 1941, is available for renovation or new construction. Serene views of Lake Midget from the front porch, that can’t be beat. New restaurant and retail space is being developed across the street on Fairbanks Ave. Close proximity to Rollins baseball field, and less than a mile from Park Avenue, Rollins College, restaurants, shopping, and so much more. Don’t miss this diamond in the rough – call today for your showing!!!

731 Midget Drive, Winter Park

$595,000

4 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 01 SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Amazing Winter Park Home! Baldwin Park Adjacent. Tastefully updated 4 bedroom, 2 bath home ( fourth bedroom would make a great home office!). Dream kitchen with a huge island with seating. Perfect for entertaining! Custom cabinetry, farm sink, spacious walk-in pantry with barn door and accent lighting. So many little details. Fantastic, open floor plan, the living room and dining room have a great flow and a separate sitting area. The master bedroom has an ensuite bathroom, with custom tile and walk-in shower. Enjoy the oversized fully fenced, private, backyard with a cozy back deck! Home also has a washer/dryer, two car garage, plenty of storage and off-street parking. Conveniently located in the Winter Park school district, minutes to Park Avenue, Baldwin Park, Lake Eola, Downtown Orlando, ORMC, Advent Health, Winter Park Hospital, Winnie Palmer, Dr. Phillips Arts Center, Just 25 minutes to the Orlando attractions, Orlando International Airport, UCF! 3D Tour: http://listing.trevisuality.com/relaautologin/L0h6VTdOV2NIOXlycHZSVTRZWE...

433 S Lakemont Avenue, Winter Park

$417,000

2 Beds ⋅ 1 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Gem Opportunity! Consumers choice! Own this charming 2 bedroom 1 bathroom property OR BUILD your dream home with this SPACIOUS LOT over a Quarter of an acre tucked in the serene Non HOA community just a stroll away to LAKE KILLARNEY. This property has close proximity to top-rated schools, vibrant dining, shopping, and cultural experiences. With its ideal location and abundant potential, 2420 Euston Rd is the perfect canvas for your next project. Don’t miss out on this rare chance to create something truly special in Winter Park. Lake Killarney is one of Winter Park's hidden gems, offering a peaceful retreat from the hustle and bustle of city life. Covering approximately 234 acres, this spring-fed lake is known for its clear waters and serene environment, making it a favorite spot for both residents and visitors. Whether you're into kayaking, paddleboarding, or simply enjoying a quiet afternoon by the water, Lake Killarney provides a variety of outdoor activities that cater to nature lovers and water enthusiasts alike. Lots in Winter Park are extremely hard to come by, but behold the opportunity you have been waiting for! A charming primary, profitable Rental Home, or start from scratch and BUILD. Come check out this Rare Opportunity before it's gone!

2420 Euston Road, Winter Park

$1,795,000

4 Beds ⋅ 3 Baths ⋅ Shores Lake Killarney Sec 02 SubDv. ⋅ 32789 Zip Code

Discover serene lakefront living at its finest in this exquisite 4-bedroom 3 bath home at 279 Rippling Lane. Set against a picturesque backdrop, this property offers breathtaking views and direct lake access, complete with a covered boat dock for your aquatic adventures. The residence seamlessly blends modern luxury with timeless elegance, featuring spacious living areas, high-end finishes, and large windows that invite natural light and lake views indoors. Custom kitchen with quartz and wood counter tops, six burner pro style range. New roof in 2023 and upgraded electric panel 2018 and Air conditioner in 2020. A split floor plan with 3 bedrooms and 2 baths up front and a spacious primary bedroom and bath have vaulted ceilings and a large walk-in closet and overlooking the lake. Enjoy the tranquil ambiance of your private retreat while being just moments away from Winter Park’s vibrant dining, shopping, and cultural attractions. Don’t miss this rare opportunity to own a slice of paradise in one of Winter Park’s most sought-after locations.

279 Rippling Lane, Winter Park

$499,000

3 Beds ⋅ 2 Baths ⋅ Killarney Circle SubDv. ⋅ 32789 Zip Code

***SELLER IS WILLING TO ASSIST BUYER WITH CLOSING COSTS OR INTEREST RATE BUY-DOWN!*** Masterful design and modern luxury are uniquely embodied in this beautiful Winter Park home. As you drive up the expansive driveway you're met with mature landscaping and a 2-car carport (2021). All of the big expenses have been completed (NEW ROOF 2024), (NEW AC 2024), and (NEW DISHWASHER AND RANGE 2024)! The grand entryway draws you into a layout that was built for entertaining. The home boasts a highly practical floor plan with wall-to-wall French doors showcasing views of the backyard oasis where you will experience undisturbed privacy. The gourmet kitchen is updated with premium finishes and fixtures including custom cabinets, granite counter-tops, dry bar, island, and stainless steel appliances. The kitchen features beautiful exposed beams and vaulted ceilings, making it feel very open and elegant. The formal dining room and living room are just off the kitchen and feature a wood burning fireplace and views of the lovely landscaped backyard. No need to worry about carpet in this home, as high-end travertine and wood-look tile have been installed throughout. The beautiful windows in each of the spacious rooms provide plenty of natural light. Every detail was meticulously selected and quality crafted in the primary bedroom. As you open your new modern barn door entrance (2021), the primary bathroom presents a walk-in shower, spacious vanity and walk-in closet. Attention to detail was not spared in this home. The screened in patio (2017) and completely fenced-in backyard features a great entertaining area with ample room for many guests. As the sun sets, enjoy walks around the neighborhood and take in the great views of Lake Killarney. Ideally located in one of the most convenient locations in Winter Park, it’s just a short commute to world-class beaches, Downtown Orlando, and less than 30 minutes to all of the theme parks and the Orlando Int’l Airport. The area has exclusive shopping and dining. It's also an easy bike ride to Winter Park Village, Rollins College, Park Ave Shopping District, Farmers Market, Whole Foods and much more. Bring your boats and other toys because there is plenty of room on this ¼ acre lot with no HOA fees. View the virtual walk-through tour and call to schedule your showing today. This is it!

2530 Franklin Avenue, Winter Park

$579,000

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

Welcome to this mid-century gem in Winter Park, perfectly located just a five-minute drive from Park Ave and within reach of top shopping, restaurants, and excellent schools. This 4-bedroom, 3-bath pool home sits on just over 0.3 acres and boasts over 2,200 square feet of living space. Enjoy suburban living with a huge backyard, a front yard with a fenced-in garden area, and charming architectural details throughout the home. Inside, you'll find tiled flooring and gorgeous hardwood floors in three of the bedrooms, exposed beams, and modern updates that include a newer roof and newer A/C The kitchen and bathrooms have been tastefully updated, blending classic charm with contemporary conveniences like remote lighting. The master suite features a private entrance leading out to a newly replaced wood deck (2023), offering tranquil views of the backyard. Your home should be your oasis, and the previous owners had this in mind when designing the outdoor space. The vast backyard features a newly surfaced and tiled pool (2024) with a brand-new resort-style deck and patio (2024), perfect for relaxation or entertaining. The pool pump was also replaced in 2022. NOT TO BE MISSED is the oversized detached garage, which includes a versatile air-conditioned space below for storage, a home gym, or other needs. Above, you'll find an additional 600 sqft flex space with its own full bath, ideal for a man-cave, teen hangout, homeschooling, mother-in-law suite, rental property, art or music studio, home office, or whatever you can imagine. This home has been lovingly updated and maintained with the highest quality and care, making it a rare find in this sought-after area. Close to top-rated schools, parks, shopping, dining options, and major highways, making it an ideal location for families and professionals alike. Don’t miss out on this incredible opportunity – schedule your private showing today, as this home won’t be on the market for long!

5111 Lake Howell Road, Winter Park

$929,000

5 Beds ⋅ 2 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Just hitting the market, property for sale at 1981 Blue Ridge Road, Winter Park, FL, USA. This home is a perfect location in the city of Winter Park's sought after Timberlane Shores neighborhood. It is a short distance to Park Ave, Baldwin Park, and the Audubon Park Garden District in Orlando. The public schools are the best in Orange County: Audubon Park K-8th and Winter Park High School. The home is move in ready or waiting for any updates you may want to make this your own special dream home. The home boasts 5 bedrooms with 2 large bathrooms, a living room dining room combination, a kitchen with a breakfast nook, a large family room with fireplace, a Florida room or office, and an oversized 2 car garage. The footprint can be expanded if you need more square footage, since it sits on a large third of an acre corner lot. Green space views abound for your enjoyment and exercise as there is an open space park in front of the property, and the home is just a short stroll to Blue Jacket Park

1981 Blue Ridge Road, Winter Park

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