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Browse All Winter Park FL Properties for Sale

$760,000
3 Beds 2 Baths Shores Lake Killarney Sec 02 SubDv. 32789 Zip Code
Experience the epitome of luxury living in this stunning 3-bedroom, 2-bathroom home nestled in the prestigious Shores of Lake Killarney neighborhood in Winter Park. Boasting a prime corner lot with manicured hedges and landscaping, this upgraded ranch-style home is move-in ready and offers a plethora of desirable features. Step inside to discover a spacious 2270 square feet of living space flooded with natural light. The kitchen is a chef's dream, complete with hickory wood cabinetry, quartz countertops, and stainless steel appliances. The primary suite is a true retreat, featuring a cozy wood-burning fireplace, a sitting area, and a massive walk-in closet. The primary bath is equally impressive, with a walk-in shower and a luxurious garden tub with jets. Entertain guests effortlessly in the screened-in pool area or on the patio overlooking the pool. For added privacy, the property is surrounded by a tall block wall. Additionally, enjoy deeded lake access to Lake Killarney, perfect for boating, skiing, paddleboarding, or docking at Winter Park's finest restaurants. Conveniently located just minutes from I-4, Park Ave, Rollins College, and Winter Park Village, this home offers easy access to first-class shopping, restaurants, and world-class museums. With no HOA restrictions, this is a rare opportunity to own a piece of paradise in one of Winter Park's most sought-after neighborhoods. Don't miss out on this exceptional property!

260 Rippling Lane, Winter Park

$7,250,000
4 Beds 4.5 Baths Winter Park SubDv. 32789 Zip Code
**500 N. INTERLACHEN AVENUE, WINTER PARK, FL 32789** INCREDIBLE OPPORTUNITY – HISTORIC LAKEFRONT ESTATE ON THE SHORES OF LAKE OSCEOLA – ONE BLOCK FROM PARK AVENUE! Absolutely stunning and timeless, this historically designated home sits on an oversized 0.74 acre lot and features a private boathouse with approximately 50’ of waterfrontage. Originally built in 1934 the 4 bedroom, 4.5 bath home embraces Spanish-revival style through its elegant use of sun-kissed terracotta floors, arched entries, ironwork details, dark wood accents, and imported chandeliers. Formal living spaces are complimented by hand-painted ceilings, custom moldings, marble fireplaces, and handcrafted built-ins. The gourmet kitchen features professional grade appliances, custom cabinetry, emerald green granite countertops, and a large island. Laid out extremely well, the interior floorplan offers a first-floor primary bedroom with walkouts to the terrace and an en suite bath with dressing room. Upstairs are three guest rooms, each with a private bath, and generously sized closets. Unlike many homes in the area, this residence offers a lower level, or finished basement, that showcases a several hundred bottle wine room and additional storage area. Inspired by its Spanish-Mediterranean roots the home relies on several outdoor courtyards, patios, terraces, and balconies to extend living space outdoors, creating the ideal setting for large gatherings with friends and family. With it’s resort-like setting, this home provides year-round opportunity to enjoy the Florida weather along with a private salt-water pool and expansive rolling green space down to the shores of Lake Osceola. Located in charming Winter Park, FL, this magnificent estate is just a short walk to award-winning dining and boutique shops as well as the Alfond Inn, Rollins College, and many other nearby historic sites and attractions.

500 N Interlachen Avenue, Winter Park

$299,900
2 Beds 2 Baths Winter Park Pines Patio Homes SubDv. 32792 Zip Code
MOVE RIGHT IN! This well maintained 1233sf, 2 BEDROOM/2 BATH VILLA on a CORNER LOT in the beautiful WINTER PARK PINES neighborhood is ready for a new owner! Centrally located, this GOLF COURSE COMMUNITY boasts gorgeous OAK LINED STREETS and is just minutes to UCF, downtown Orlando, the Airport, Cady Way Park, Baldwin Park and the VA Hospital, Full Sail University and so much more…definitely a COMMUTER’S DELIGHT! The KITCHEN has a CLOSET PANTRY, SOLID MAPLE CABINETRY, a PASS THRU TO THE GREAT ROOM, sliders to an OUTDOOR COURTYARD and includes ALL APPLIANCES, even the WASHER & DRYER. A CATHEDRAL CEILING with WOOD BEAMS and a rustic BRICK and WOOD FIREPLACE with a hearth enhance the spacious GREAT ROOM. Oversized sliders in the Great Room lead to a 30x12 PATIO enclosed with a WOOD FENCE which is the perfect spot for private relaxation with your favorite beverage at the end of the day. DOUBLE DOORS lead to the16x12 MASTER SUITE which has a CATHEDRAL CEILING and a WALK-IN CLOSET. The EN SUITE MASTER BATH has SOLID WOOD CABINETRY and a SOLID SURFACE VANITY area which is separate from the shower and toilet area. Additional INTERIOR FEATURES of this home include a NEW HVAC SYSTEM (currently in the permitting stage and will be installed during MAY 2024), TILE and LAMINATE FLOORING throughout, WOOD FAUX BLINDS in the bedrooms, CEILING FANS in all above grade rooms and an abundance of NATURAL LIGHT. EXTERIOR FEATURES include a TILE ROOF, GUTTERS and DOWNSPOUTS, a SINGLE CAR GARAGE with PULL DOWN ATTIC ACCESS, BUILT IN SHELVING and a WORKSHOP AREA. The HOA FEE is LOW and INCLUDES FRONT & REAR LAWN MAINTENANCE (mowing and edging) and IRRIGATION. Don’t miss your opportunity to own this lovely home…Call us today for a private showing!!

603 Warrenton Road, Winter Park

$2,795,000
5 Beds 6.5 Baths Winter Park Village SubDv. 32789 Zip Code
Welcome to the sophistication and contemporary masterpiece by Parkland Homes. This exceptional residence features five spacious bedrooms, six and a half bathrooms, and 4,500 square feet of meticulously designed living space. Nestled within the exclusive enclave of Winter Park, this new construction opportunity redefines opulent living. The architectural marvel boasts a unique contemporary design, seamlessly integrating form and function. From the moment you arrive, the striking facade captivates with sleek lines and 10 foot ceilings on both levels of the home. Inside, natural light floods the open-concept living spaces, creating an inviting atmosphere that is both luxurious and welcoming. Entertain with ease in the gourmet kitchen, equipped with top-of-the-line appliances, Sub Zero, Wolf and Miele, custom cabinetry, a spacious island, and a wine cooler. The adjacent living and dining areas provide the perfect backdrop for gatherings, both large and small. The lavish primary suite, located on the first level, offers a private sanctuary of comfort and style. Indulge in the spa-like en-suite bath, featuring a soaking tub, oversized shower with dual shower rain shower heads , and dual vanities, creating the ultimate haven for relaxation. Escape to your outdoor oasis directly from the primary suite. An additional bedroom on the first level adds convenience, featuring a walk in closet and ensuite bathroom and currently staged as the home office. Retreat to the upper level to find a spacious loft that features a wrap around balcony, this space is ideal for relaxation and entertainment. Adjacent to the loft are three generously sized bedrooms, each offering a unique blend of comfort and style. Whether for family members, guests, or a home office, these bedrooms provide versatile spaces that adapt to your lifestyle needs. Outside, discover your personal paradise that sits on the largest lot on the street, featuring a sparkling pool, expansive patio, and outdoor kitchen, perfect for alfresco dining and year-round entertaining thanks to the retractable screens enclosing the lanai when needed. Additional features include a three-car garage with an EV car connection, leading to a mudroom and laundry area with ample storage, ensuring every aspect of this residence exceeds the expectations of the most discerning homeowner. Nestled in a highly sought-after location, this residence enjoys an enviable address surrounded by top-rated schools and is moments from renowned attractions such as Park Avenue, that promises unique shopping and upscale dining. Experience the pinnacle of luxury living with this exceptional new construction home.

2412 Chantilly Avenue, Winter Park

$850,000
4 Beds 3 Baths Kenilworth Shores Sec 03 SubDv. 32792 Zip Code
Welcome to this beautifully cared for family home, 4 bedrooms, 3 full baths, plus an office. Located in the highly desirable Kenilworth Shores neighborhood in the heart of Winter Park. The inviting entry with a cozy front porch and a brick paver walkway and driveway are bordered by colorful garden beds containing a lovely variety of shapes, colors, and textures of foliage and flowers. A seamlessly open floor plan connects the living room, dining room and kitchen area, surrounded by large windows and French doors offering natural light and scenery. The fabulous expansive kitchen has an abundance of cabinets, drawers, and counter space, a floor to ceiling cabinet pantry with pull out shelves, 2 separate sinks, pretty granite countertop, stainless steel appliances and a breakfast bar that seats 8. Huge master bedroom has plenty of room for a sitting area, vaulted ceiling and 2 walk-in closets. The master bath offers a dual sink vanity and a spacious walk-in shower with dual shower heads. The master suite has its own 2024 HVAC. Additional features – re-pipe 2024, roof 2012, updated windows, beautiful engineered wood floors, newer carpet, recessed lighting, and no shortage of closets - plenty of storage, jack and jill bath between bedrooms 2 & 3, a new water heater, added hurricane straps, and a freshly painted exterior. Mature towering trees shade the backyard and the 17 x 13 open brick paver patio from summer heat. Pathways wind through an array of native plants and flowers in this wildly naturalistic style garden. Walking distance to the Phillips Crosby Wellness Center and Ward Park – one of the most diverse parks in the city, from the athletic facilities to the playground to the walking and biking trails. A short drive or bike ride to Rollins College and to shops and restaurants on Park Ave. Don’t miss out on this gem, book your showing appointment today.

2013 Kimbrace Place, Winter Park

$2,150,000
3 Beds 3.5 Baths Virginia & Morse Brownstones SubDv. 32789 Zip Code
Welcome to Luxury Townhome Living in Winter Park. Indulge in sophisticated urban living with this meticulously designed 3-bedroom, 3.5-bathroom townhome by renowned architect Phil Kean. Spanning over 3,000 square feet, this residence seamlessly blends privacy, convenience, and luxury. Every detail has been thoughtfully curated, from the custom wood cabinetry to the exquisite Carrara marble primary bath. Upon entering, you'll find a spacious office and a bedroom with an en-suite bath on the ground floor. The private elevator provides effortless access to all three stories, as well as the rooftop terrace. The second floor unveils an open-concept living area, perfect for entertaining, featuring a gourmet kitchen equipped with top-of-the-line Wolf and Sub-Zero appliances, a 36" gas range, quartz countertops, and a dry bar with wine refrigerator. The third-floor primary suite is a sanctuary with two walk-in closets, a private balcony, and a spa-like bathroom featuring a soaking tub within a large glass and marble shower. An additional bedroom on this level also includes a private balcony and an en-suite bath, along with a walk-in closet. Outdoor living reaches new heights on the rooftop terrace, complete with an outdoor television, ideal for gatherings and enjoying breathtaking Florida sunsets. The home is adorned with custom built-ins, designer fixtures, California closets, and a Control 4 security system for peace of mind. Enjoy the ease of the lock-and-leave lifestyle and explore all Winter Park has to offer, just steps from fine dining, boutique shops on Park Avenue, Hannibal Square, and the Winter Park Farmers' Market. This residence is the epitome of sophisticated living, where every detail embodies elegance and comfort.

419 W Morse Boulevard, Winter Park

$1,895,000
5 Beds 3.5 Baths Lake Knowles Terrace Add 02 SubDv. 32789 Zip Code
Stunning SINGLE STORY, four-way split plan masterpiece. Inspired by California's award-winning "House of Windsor" (architect Windsor Smith) design and purchased by Gwyneth Paltrow. Home is located in one of Winter Park's most cherished neighborhoods. Completed in November 2014, this property stands out with five bedrooms plus an office, all nestled on a spacious 1/3 acre lot along a picturesque brick street. Upon entering, you're greeted by an inviting open floor plan adorned with striking marble foyer and white oak engineered flooring. The family room serves as the centerpiece, boasting a modern fireplace, while the adjacent dining area features a tray ceiling and grasscloth wallpaper. The kitchen is a culinary haven, showcasing Quartzite waterfall countertops, white cabinetry, complemented by high-end appliances including a Verona 36-inch Dual Fuel gas range, Bosch dishwasher, and a GE French Door refrigerator. Whether entertaining guests or preparing family meals, this kitchen is sure to impress. Retreat to the private large primary suite, where luxury abounds with Carrera marble counters, a marble-tiled shower, and a claw foot tub in the primary bathroom. Primary closet caters to the most extensive wardrobes. Ample storage and organizational features. The four additional bedrooms offer comfort and privacy, with one serving as a quiet guest suite, ideal for accommodating visitors. Step outside to discover a resort-like oasis, featuring a saltwater pool surrounded by travertine paving and a beautiful screened porch, providing the perfect setting for outdoor relaxation and entertaining. Recent improvements include two enlarged bedrooms, one with built-in custom bunk beds, built-out closets, completely renovated bathroom, custom locker built-ins in laundry room. Home updated with "smart" technology Lutron lighting system to control and schedule lights, dimmers added throughout controlled by mobile device, Alexa or Google Home. Security System with touch screen keypad and points on all windows and doors. Black metal gate entrance, remote controlled for cars and detached 2 car garage. Side entry for grocery and package drop off. Gravel driveway sets the tone as you arrive. Ideally situated in one of Winter Park's most coveted neighborhoods, this home offers easy access to Park Avenue, Phelps Park, and Rollins College. Excellent Schools- Lakemont Elementary, Maitland Middle School and Winter Park High School. Experience this Winter Park masterpiece, where every detail has been thoughtfully considered. Original Windsor Home-http://www.nicolegibbonsstyle.com/2012/07/magnificent-house-windsor-gwyneth-paltrow.html <div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=um1jfojVRWw&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

1540 Palm Avenue, Winter Park

$650,000
3 Beds 3 Baths Golfside Sec 03 SubDv. 32792 Zip Code
Welcome to the Golfside Community with its stunning canopy of trees which line the streets and spectacular golf course views! This home features breathtaking views of the 9th hole on the adjacent Winter Park Pines 18 hole Golf Club. This spacious 3-bedroom, 3-bathroom abode offers an unparalleled living experience with access to top-tier schools and amazing neighborhood amenities. As you step into this meticulously designed home, you're greeted by an expansive living space, bathed in natural light streaming through large windows that frame the verdant greens of the golf course. The open floor plan seamlessly connects the living, dining, and kitchen areas, providing an ideal setting for both intimate gatherings and lively entertaining. A double-sided fireplace connects the 21’ x 20’ living room to the sunken family room that is off of the kitchen. The heart of this home is undoubtedly its updated kitchen, boasting sleek granite countertops, modern stainless appliances, and ample cabinet space. Whether you're a culinary enthusiast or simply enjoy preparing meals for loved ones, you can prepare meals while gazing across the green. Retreat to the spacious master suite, where tranquility awaits after a long day. Complete with a luxurious ensuite bathroom and generous closet space, this private oasis offers the perfect retreat. Two additional bedrooms each have their own ensuite baths providing privacy for guests and ensuring everyone has their own space to unwind and recharge. Step outside to discover your own slice of paradise in the backyard oasis. With direct access to the golf course, you can enjoy leisurely strolls or simply soak in the panoramic views from the comfort of your own patio. Whether you're savoring your morning coffee or hosting al fresco dinners under the stars, this outdoor haven is destined to be your favorite retreat. Located in highly sought-after Winter Park proper and zoned for A rated schools in the area including Winter Park High School and Brookshire Elementary, this home offers not just a place to live, but a lifestyle to be cherished. Quick access to the Cady Way Trail provides a beautiful pedestrian path on which to exercise or walk the pets. Additional neighborhood amenities include the nearby Cady Way Pool, tennis and pickle ball courts, playground, Ward Park sports fields and MORE! The Wellness Center and Advent Health sit just outside of this community along with a plethora of grocery stores, restaurants, and shopping. Area colleges including Full Sail, Valencia, Rollins and UCF are all just minutes away. Don't miss your chance to make this exquisite property your forever home. Schedule a showing today and prepare to be captivated by all that this stunning residence has to offer! ROOF - 2023, HVAC - 2018, ELECTRIC - 2011.

1037 Fairway Drive, Winter Park

$639,000
4 Beds 3 Baths Lawndale SubDv. 32789 Zip Code
Welcome to this immaculately remodeled 4-bedroom, 3-bathroom home, ideally situated just minutes from Downtown Winter Park, showcasing exquisite attention to detail and a blend of elegant, luxurious, and modern architectural elements. Upon arrival, you're greeted by an extended paver driveway, ensuring effortless parking. Step through the double door entryway onto gleaming wood flooring that flows seamlessly throughout the home. To your left, discover a sophisticated formal dining room adorned with a captivating chandelier. The heart of the home is the stunning kitchen, boasting quartz countertops, a spacious center island, a farmhouse sink, stainless steel appliances including a 5-burner stove, and ample cabinet and counter space. The kitchen seamlessly transitions into the family room, creating an ideal space for entertaining and everyday living. Adjacent to the family room is a versatile flex room, perfect for a theater room, office, home gym, or any other desired use. The property features two ensuite bedrooms, one on the main floor and a sprawling one on the second floor with a charming balcony, expansive walk-in closet, and abundant space for relaxation and privacy. Outdoors, the entire property is fenced, providing a sense of security and seclusion. Recent updates include a new roof, AC system, tankless water heater, septic tank, drainage, plumbing, and electrical—all completed in 2022-2023, ensuring modern comfort and peace of mind for years to come. Nestled in one of Winter Park's most coveted neighborhoods, this home is conveniently situated near Dubsdread Golf Course, the vibrant Mills/50 district, Fairbanks Ave, and College Park. Enjoy a plethora of walkable dining and shopping options, with easy access to Orlando's premier regions and restaurants and the charming Park Ave. Additionally, its proximity to I-4 and other major roads ensures convenient connectivity to the greater Orlando area. Don't miss this opportunity to own a sophisticated and impeccably updated home in a prime Winter Park location, offering both luxury and convenience at your doorstep. Schedule your showing today!

1546 Minnesota Avenue, Winter Park

$5,500,000
3 Beds 2.5 Baths Robert Dhu Macdonald Park SubDv. 32789 Zip Code
Indulge in lakeside luxury at this captivating residence in the heart of Winter Park. Discover the epitome of elegance with this stunning lakefront home boasting unparalleled views of Lake Maitland, part of the illustrious Winter Park Chain-of-Lakes. Step into a world of refined living as you're greeted by a beautiful courtyard entrance, setting the tone for the grandeur that lies within. This meticulously designed home offers an impressive layout featuring three bedrooms, three full baths, two half baths, and a spacious study/den, providing ample space for relaxation and productivity. Entertain in style in the formal living room, where panoramic windows frame picturesque vistas of the glistening lake. The chef's kitchen is a culinary haven, equipped with top-of-the-line appliances and adorned with stylish finishes. Unwind in the tranquility of the outdoors as you step onto the patio and take in the breathtaking lake view, surrounded by lush landscaping and the soothing sounds of nature. Whether it's a quiet evening under the stars or a lively gathering with friends and family, this outdoor oasis offers the backdrop for every occasion. Embrace the desired lifestyle of lakefront living, with the added convenience of being within walking distance to Park Avenue. Explore the charming boutiques, exquisite dining options and cultural attractions that await just moments from your doorstep. Don't miss this rare opportunity to experience the ultimate blend of luxury, convenience and natural beauty.

75 Palmer Avenue, Winter Park

$399,995
3 Beds 2 Baths Winter Park Estates SubDv. 32792 Zip Code
Welcome to your dream home! This charming 3-bedroom, 2-bathroom sanctuary is nestled in a prime location close to the area's finest schools, making it ideal for buyers seeking comfort and convenience. As you step inside, prepare to be captivated by the spaciousness and elegance offered by the vaulted ceilings, creating an airy and inviting atmosphere that sets the tone for relaxation and enjoyment. Recently renovated to perfection, every corner of this home exudes modern sophistication and timeless appeal. The open-concept living area seamlessly blends style and functionality, providing the perfect setting for both intimate gatherings and lively entertaining. Cozy up on chilly evenings beside the electric fireplace, adding warmth and ambiance to your evenings spent indoors. The heart of the home, the kitchen, is a culinary enthusiast's delight, boasting sleek countertops, stainless steel appliances, and ample storage space to inspire your culinary creations. Adjacent to the kitchen, the dining area offers a delightful spot for every meal, bathed in natural light streaming through large windows. The master suite is a private oasis, offering a serene retreat where you can unwind after a long day. Pamper yourself in the luxurious ensuite bathroom, featuring modern fixtures and a spacious shower. Two additional bedrooms provide versatile space for guests, or a home office, ensuring everyone has their own sanctuary to enjoy. Outside, the charm continues with a freshly paved driveway, providing ample parking space for your vehicles. The lush backyard offers endless possibilities for outdoor enjoyment, whether you're hosting summer barbecues, cultivating a garden, or simply relaxing in the sunshine. With its desirable location, impeccable renovations, and thoughtful features throughout, this home is ready and waiting for its new owner to make cherished memories for years to come. Don't miss your chance to make this dream a reality - schedule your showing today!

719 Densmore Drive, Winter Park

$425,000
4 Beds 2 Baths Cedar Ridge Unit 1 SubDv. 32792 Zip Code
Welcome to your slice of paradise in Winter Park! This gorgeous residence boasts 3 bedrooms with a flex room converted into a 4th bedroom, 2 bathrooms, and is nestled on a spacious lot, offering ample space and comfort for the whole family. As you step inside, you'll be greeted by a welcoming foyer, setting the stage for the charm and elegance that awaits within. The formal living and dining area provide the perfect setting for intimate dinners or entertaining esteemed clients and special guests, exuding sophistication and refinement. Sunshine pours into every corner of this home, illuminating the interior through 4 sliders that lead to the expansive fenced backyard. Here, you'll discover your own private oasis, where you can bask in the Florida sun, play on the lush green grass, or unwind on the covered screened patio, enjoying the serene outdoor ambiance. The heart of the home is the spacious family room, offering an inviting space for relaxation and gathering. Adjacent to the family room is the well-appointed kitchen, featuring stainless steel appliances and ample counter space, perfect for preparing delicious meals and entertaining with ease. Located in a top-rated school district and conveniently close to shopping, dining, and area attractions, this home offers the ideal combination of comfort, convenience, and luxury living. Don't miss your chance to make this Winter Park gem your own – schedule a showing today and experience the epitome of Florida living!

1908 Heathwood Drive, Winter Park

$730,000
4 Beds 2.5 Baths Eden Point SubDv. 32792 Zip Code
Expect to be impressed with this beautifully appointed 4BR home in the desirable Eden Point, a secure gated community. It starts with great curb appeal – nicely landscaped (updated in 2023) front lawn and paver driver greet you upon arrival. Step inside to an entry hall and walk back to the common living space. Here you will find an open great room with distinct spaces for relaxing, dining and cooking. Take time to notice some of the exceptional design features – crown molding, arched room transitions, tile flooring in wood panel style, estate shutters and tall doors throughout, and stylish lighting fixtures (new in 2023). The living room makes a great gathering space and provides access to your lanai. The formal dining area is big enough to seat a crowd. And the gourmet kitchen has WOW factor – granite counters, island w/breakfast bar, attractive tile backsplash, abundant 42"shaker style cabinetry in trendy white tone, extra-spacious walk-in pantry, and a sizable eat-in nook. Stainless appliances included (including gas range). Split bedroom plan with the primary suite off the living area – ideal for privacy. You will be thrilled with the size of the bedroom – large enough for a seating area and private desk, and the tray ceiling elevates the overall look. Your retreat space includes an ensuite bath with dual sink granite topped vanity, soaker tub and separate shower. There’s also an oversized walk-in closet that you will appreciate. Secondary bedrooms are tucked off the hall just off the front entry. Each bedroom is roomy enough for a desk – perfect for those who need to study or work from home. Additional updates: new interior/exterior paint and new carpet in bedrooms (all in 2022). Out back, you will be delighted with the oversized screened lanai for relaxing/entertaining and a fenced backyard that also has a “wall” of bamboo to provide the perfect amount of privacy. Another reason to love this home is the extra deep, tandem garage – plenty of room for storage and up to 4 vehicles! Great location – Eden Point is quiet community of about 40 meticulously maintained homes, less than 2 miles to your Publix, 3 miles to SR 417 and only about 15 minutes to downtown Winter Park. Good school district, too - and less than 5 minutes to the esteemed Trinity Prep school. You’ll love living here. Come see all that makes this home so special.

1364 Heavenly Cove, Winter Park

$315,000
2 Beds 1 Baths Village Condos SubDv. 32789 Zip Code
Step into comfort and convenience with this delightful upstairs residence in the highly sought-after Village Condominiums. Positioned perfectly in a neighborly setting, this gem is only a short, pleasant walk from Park Avenue and the lively Winter Park Village, ensuring you're never far from boutique shopping, dining, and entertainment. Unit G offers a tranquil, inviting atmosphere with its exclusive upper-level location and limited sharing of space, promoting a private and serene living environment. You'll appreciate the ease of access to major routes such as I-4 and 17/92, which make commuting straightforward and stress-free. Inside, each room is bathed in natural light through charming plantation shutters. Warm laminate flooring and elegant crown molding enhance the welcoming ambiance. Everyday conveniences are covered with an in-unit washer and dryer and a kitchen equipped with stainless steel appliances, granite countertops, and a practical breakfast bar. A closet pantry keeps essentials organized and within easy reach. The two bedrooms are crafted with individual character, the main bedroom features a spacious walk-in closet, while the second bedroom offers direct access to the communal patios—a collection of cozy spots perfect for socializing, enjoying the outdoors, or unwinding in the quaint courtyard seating areas. Living in Village Condominiums means embracing an effortless lifestyle where everything you need is just a stroll away. Whether it's exploring Hannibal Square, picking up groceries at Whole Foods, playing a round at Winter Park Golf Course, or enjoying a leisurely day of shopping and dining, this location truly has it all. Discover your urban sanctuary at Village Condominiums, where comfort meets convenience in a friendly community setting. Welcome to your new home, where every day feels like a walk in the park.

500 N Pennsylvania Avenue Unit G, Winter Park

$1,350,000
4 Beds 3 Baths Temple Estates SubDv. 32789 Zip Code
Welcome to this rare, single-story residence nestled in the heart of Winter Park! This remarkable 4-bedroom, 3-bathroom home sits on a spacious CORNER lot, boasting a highly sought-after 3-car garage. Upon entry through the foyer, you'll be delighted by the timeless layout, featuring elegant formal living and dining areas. Sunlight pours through the expansive bay windows, casting a warm and welcoming glow throughout. The kitchen is appointed with wood cabinets, a convenient pantry, and counter-height bar seating. Adjacent to the kitchen, a delightful dinette area overlooks the expansive living room, adorned with custom built-ins. Accessible through sliding doors, a fully covered rear porch offers an ideal spot for gatherings and everyday relaxation. The primary suite features vaulted ceilings and an ensuite bathroom, complete with a luxurious soaking tub, dual sinks, a large walk-in shower, and a generously sized cedar-planked walk-in closet. The intelligently designed split floor plan situates two additional guest rooms with ample closet space, sharing a well-appointed full bathroom. Meanwhile, a fourth guest room boasts an ensuite bathroom and direct access to the rear porch. Enjoy the convenience of a BRAND NEW ROOF (2024) ensuring peace of mind and protection for years to come. The home's exterior has also received a complete repaint (2024), with the addition of new exterior lighting. Conveniently located just minutes away from Winter Park's upscale retail and dining options, don’t miss your opportunity to make this home yours today!

1503 Palmer Avenue, Winter Park

$1,089,000
3 Beds 3 Baths Comstock Park SubDv. 32789 Zip Code
Welcome to this stunning contemporary home located in Comstock Park, in the heart of Winter Park. This modern residence offers 3 bedrooms, 3 bathrooms, and an oversized, detached 4 car garage. Once you step inside, you'll be greeted by a sleek and airy ambiance, with 24” porcelain tiles and floating wood staircase with cable railings leading to the second floor. The chef’s kitchen boasts granite counters, an oversized island, and ample space for culinary creations. Bright and open, the living spaces flow seamlessly, providing the perfect setting for both relaxing and entertaining. Upstairs is a true retreat. Featuring vaulted ceilings, the primary bedroom is complete with a spa-like en suite bathroom, equipped with a large walk-in shower and jetted tub. Enjoy your attached private balcony, providing a serene spot for relaxation. With exquisite natural cedar tongue and groove detailing throughout the second floor, this home is sure to captivate any buyer in search of modern, yet warm, aesthetic. This home also features a remarkable epoxy finished, 4 car garage, boasting nearly an additional 1000sq/ft. Currently being used as a gym featuring a rock-climbing wall, this offers a unique and versatile space for both fitness and car enthusiasts. The space is plumbed for drainage, so the possibilities are truly endless. With its contemporary design and unbeatable location, this Winter Park gem offers a one-of-a-kind opportunity to call it your own. Schedule a showing today and experience the allure 1621 Lasbury Avenue has to offer.

1621 Lasbury Avenue, Winter Park

$5,200,000
5 Beds 4.5 Baths Virginia Heights SubDv. 32789 Zip Code
Amazing opportunity to own a lakefront home on Lake Virginia footsteps from Rollins College, nestled in walking distance to downtown Park Avenue shops and restaurants, and located on the coveted Chain-of-Lakes! A magnificent five-bedroom, four-and-a-half-bath home offers breathtaking lake views, capturing the essence of Florida living at its finest. This sprawling 5,600-plus square foot residence sits on an expansive .84-acre lot with a huge backyard, gracing a charming brick street, and includes an additional parcel across the street, featuring a covered boat dock/lift, ensuring endless days of waterfront lifestyle enjoyment. Step inside to discover an impressive layout designed for both grand entertaining and comfortable living. Generously sized rooms include formal living and dining areas, a cozy den/library, and a sprawling 18-by-27-foot family room seamlessly connected to the centrally located kitchen. Enjoy the sun-filled 40-by-16-foot Florida room, featuring two sets of sliding glass doors that open to the pool and lush backyard. The second floor features the primary suite with beautiful lake views, a spacious ensuite bath and two large walk-in closets. Three additional bedrooms grace this level, one with a private bath and two sharing a Jack and Jill bath, providing ample space for family and guests. A convenient fifth-bedroom suite on the first floor offers versatility, ideal for guests, a nanny, or an in-law retreat. Step outside to your private paradise, complete with a putting green, gazebo, expansive lawn, and a tropical pool perfect for refreshing dips on warm summer days. With a spacious driveway and a three-car attached garage, there's plenty of room for parking and storage. Location is key, and this home delivers. Again, enjoy the convenience of being steps away from Rollins College and within walking distance to the charming boutiques and eateries of Park Avenue. Don't miss your chance to own this exceptional lakefront estate property, where every day feels like a vacation. Schedule your private tour today!

1135 Lakeview Drive, Winter Park

$439,990
4 Beds 2 Baths Woodcrest Unit 5 SubDv. 32792 Zip Code
Charming Newly Remodeled Home with Modern Touches and Ample Outdoor Space Discover the perfect blend of comfort and style in this beautifully remodeled home, offering an array of modern amenities and inviting living spaces. Situated in a friendly neighborhood without HOA , this property features a spacious open concept design, perfect for both relaxing and entertaining. Here's what makes this home a standout choice: Interior Features: Open Space Concept: The heart of the home is its open floor plan that seamlessly connects the living room, dining area, and kitchen, creating an expansive and welcoming space. Natural light floods through large windows, highlighting the fresh, neutral color palette and contemporary finishes. Modern Kitchen: Cook and entertain in style in the completely renovated kitchen equipped with brand-new stainless steel appliances, sleek new cabinetry with soft-close features, and stunning quartz countertops. The kitchen not only boasts aesthetic appeal but also functionality, ideal for both everyday living and hosting gatherings. Luxurious Bathrooms: Both bathrooms have been transformed into modern sanctuaries, featuring the latest in design trends. Expect high-end finishes, elegant fixtures, and a soothing, spa-like atmosphere that makes every day feel like a retreat. Comfort and Convenience: Enjoy the comfort of a new air conditioning system ensuring your home stays cool during warmer months. The interior also includes freshly laid flooring and a palette that complements any décor style. Exterior and Utilities: Recent Updates: The roof, installed in 2018, ensures years of durability and protection from the elements. With a new AC unit also installed, this home promises low maintenance and peace of mind. Outdoor Living: Step outside to a generously sized backyard offering ample space for outdoor activities, gardening, or simply soaking up the sun. The area is a blank canvas ready to be transformed into your personal oasis. Parking and Storage: The attached 2-car garage provides not only room for vehicles but also additional storage space, helping to keep your home clutter-free and organized. Location and Nearby Amenities: Nestled in a desirable community, this property is ideally located to enjoy both tranquility and convenience. Enjoy easy access to local shopping, dining, and entertainment options, along with parks and recreational facilities, ensuring you're never far from everything you need. This home is a rare gem, perfectly marrying modern updates with timeless comfort. Whether you're a first-time buyer or looking to upgrade, this property promises to be a place where memories are made. Schedule your visit today and come see why this should be your next home.

7427 Grand Avenue, Winter Park

$1,895,000
3 Beds 3 Baths Cloister Grove Sub SubDv. 32789 Zip Code
Welcome to the sought after Winter Park “Vias”! Renovate or build your dream home on this incredible lot situated on a beautiful brick street within walking distance to the Winter Park Racquet Club and downtown Park Avenue with all its boutique shops, restaurants, charming train station and Central Park featuring art festivals, concerts, and movies. If building is your preference, the lot size is 13,128sq. ft, 80 x 165. The home itself would make a great renovation as it is a one-story, with a great open floor plan. The living room has cathedral ceilings and large windows for incredible natural light. The living room opens to the sunken family room featuring a beautiful brick wood-burning fireplace and tall ceilings. The spacious dining room is perfect for hosting dinner parties. The kitchen had a nice renovation several years ago and showcases a 6- burner gas cooktop, SS appliances, granite countertops, spacious island with breakfast bar and solid wood cabinets. The kitchen is spacious and open, with great views of the beautiful backyard and pool area. The original part of the home features 2 bedrooms, 2 bathrooms, plus office. An addition of a primary suite was made many years ago and features cathedral ceilings, a spacious bathroom with a soaking tub, separate shower, dual sinks, and a walk-in closet. The beautiful backyard is Florida living at its best with the generous pool and patio, a great place for entertaining family and friends. You can build approximately 5,000sq.ft. on the lot. Do not miss the opportunity to live in one of Winter Park’s most sought after neighborhoods.

1181 Via Capri, Winter Park

$1,895,000
4 Beds 3.5 Baths Comstock Park SubDv. 32789 Zip Code
Under contract-accepting backup offers. Welcome to 1651 Oakhurst Avenue, a stunningly renovated Key West style home on a charming bricked street. This meticulously maintained property offers a spacious and open floor plan, perfect for modern living. With 4 bedrooms and 3.5 bathrooms, this home provides ample space for comfortable family living. The downstairs primary bedroom offers convenience and privacy. The updated baths add a touch of luxury to this already impressive home. Situated on an oversized lot measuring 100 x 157, this property boasts a huge pool, ideal for outdoor entertaining and relaxation. The expansive backyard provides plenty of space for outdoor activities and gatherings. The new kitchen is a chef's dream, featuring top-of-the-line appliances and stylish finishes. The open layout seamlessly connects the kitchen to the living and dining areas, creating a perfect space for entertaining guests. Spanning approximately 3,059 square feet, this home offers generous living spaces and abundant natural light throughout. The tasteful renovations and meticulous attention to detail make this property truly stand out. Located in Winter Park, this home is surrounded by a vibrant community and offers easy access to a variety of amenities, including shopping, dining, and entertainment options. The area is known for its excellent schools and proximity to beautiful parks and lakes. Don't miss the opportunity to own this exceptional property. Contact us today to schedule a private viewing and make this your dream home.

1651 Oakhurst Avenue, Winter Park

$3,125,000
4 Beds 4.5 Baths Valencia Terrace SubDv. 32789 Zip Code
Quintessential Downtown Winter Park home with all of the character and amenities that make this lifestyle so sought -after. Well designed floor plan combines expansive open kitchen/gathering room as well as a large formal dining room and separate living room. Three way split bedroom plan offers two bedrooms downstairs and two bedrooms plus an additional office or media room upstairs. Each of the bedrooms has a private bath. Well-appointed kitchen with Wolf gas range, unique onyx mosaic backsplash, loads of storage and island seating. Ideal for entertaining with French doors leading to large covered terrace overlooking we an incredible waterfall pool. The backyard feels like a private resort- in addition to the heated pool and spa, enjoy a gas firepit with built-in seating and an outdoor kitchen- all surrounded by lush tropical landscaping. Relaxing upstairs terrace with views of WP golf course. Other notable features include three year old HVAC systems, newly painted interior, charming front porch. Ten foot ceilings and walls of windows throughout afford abundant natural light. There is a charming second entry designed with built-ins for an ideal mudroom/drop zone. Architectural details include crown moldings, custom designed wrought iron, stone columns and a beautifully lit tray ceiling in primary bedroom. Real (not paver) brick driveway, porches and pool deck. Mature landscaping with tropical palms, magnolias and signature oaks. This home has been impeccably maintained and exudes quality throughout. Of course, the location is one of the most outstanding features of this home- Walk to Farmers market, Park Avenue shoppes and restaurants and of course the Winter park 9 just one house away.

1108 N New York Avenue, Winter Park

$1,499,900
4 Beds 3 Baths Charmont SubDv. 32789 Zip Code
Luxurious custom pool home in highly desired Winter Park on a beautiful brick street with mature trees! From the moment you walk into the grand entry, you will see that every detail was impeccably thought through from the custom carpentry, including extensive crown molding, to the 10’ ceilings to the ¼” hardwood oak flooring to the built-in living room and office bookshelves and cabinets to the spacious kitchen to multiple storage closets to the electronic lift for storing items in the attic in the garage. This four-bedroom, three-bathroom home has it all. The kitchen is equipped with stainless steel appliances, soft close Busby cabinets, gas cook top, double convection ovens, warming drawer, a custom-built Busby pantry, and a large island for food preparation and/or entertaining. Whether it is casual dining in the breakfast nook with pool views through the bay windows surrounded by beautiful wainscoting and bench seating with storage or entertaining in your formal dining room with an elegant tray ceiling, you, your family, and guests will feel at home. The Butler’s Pantry, located between the kitchen and formal dining room, is equipped with a wine fridge and is the perfect place to stage food when entertaining or for use as a bar or coffee station. The first-floor bedroom can be used as a bedroom, library or office. It is equipped with a walk-in closet and has an ensuite bathroom with a curbless walk-in shower. A beautiful hardwood staircase leads you to the second floor where you will find the remaining bedrooms and laundry room, which includes a laundry tub, built-in storage, built-in ironing board and attic storage with plywood decking. The front of the home has a beautiful porch for relaxing and waving to the neighbors, while the back porch offers privacy and a summer kitchen with a beverage cooler and a DCS multipurpose grill that includes rotisserie and smoker options. The pool will invite you in on hot summer days and the hot tub will take all your worries away. The Plantation Shutters throughout the home let the natural light in or provide privacy. The grill, stove and fireplace are fueled by propane. The fireplace can be wood burning as well. There is a vinyl gate that can be closed across the driveway for additional privacy. The detached garage is oversized and will store two cars. There is lots of attic storage with plywood decking and is accessed by wood stairs and the electronic lift for ease of putting items in the attic! Pool/spa heater (2024). Water Heater (2020). Roof (2020). Two HVACs (2016 and 2019). Your stunning new Winter Park home is conveniently located between Park Avenue and Baldwin Park offering a wide array of restaurants and shopping options. This home is covered by a 2-10 Home Buyers Warranty during the listing period only. Buyer has opportunity to continue coverage at closing. Please ask your real estate agent for more details. See links for WALKTHROUGH VIDEO and MATTERPORT TOUR.

1741 Laurel Road, Winter Park

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