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$1,325,000
6 Beds 4 Baths Waters Edge At Hawks Crest SubDv. 32792 Zip Code
Welcome to an exceptional opportunity in Waters Edge at Hawks Crest, one of Winter Park's premier gated, resort-style communities. Positioned on a desirable premium lot with beautiful water views, this impressive Kerrville II by Meritage Homes combines sophisticated design, generous living spaces, and an incredible outdoor lifestyle. Offering 6 bedrooms, 4.5 bathrooms, and a 3-car garage, this thoughtfully designed residence provides the flexibility today's buyers are looking for. The light-filled interior features an open and inviting layout with upgraded finishes throughout, creating the perfect setting for both everyday living and entertaining. At the center of the home, the gourmet kitchen is designed to impress with premium cabinetry, quartz countertops, a large center island, and high-end appliances. The kitchen opens seamlessly to the main living and dining spaces, making it easy to gather with family and friends. The outdoor living area truly sets this home apart. Step through to the extended lanai and enjoy your own private Florida retreat featuring a heated saltwater, self-cleaning pool and spa, outdoor kitchen, and an impressive screened enclosure enhanced with color-changing lighting for a dramatic evening atmosphere. Solar panels add an additional energy-efficient benefit to the home. The first floor offers exceptional versatility with formal living and dining spaces along with a private guest suite featuring its own en-suite bathroom and convenient access toward the pool area—ideal for guests, extended family, or multi-generational living. Upstairs, the owner's retreat provides a peaceful escape with views overlooking the pool and water. The spa-inspired primary bathroom, upscale finishes, and generous walk-in closets complete the space. Additional bedrooms and flexible living areas offer endless possibilities for a media room, home office, fitness space, playroom, or additional guest accommodations. The 3-car garage includes convenient overhead storage shelving, providing even more functionality and organization. Residents of Hawks Crest enjoy access to outstanding amenities, including a resort-style community pool, clubhouse, fitness center, playground, putting green, and a private dock on Lake Howell. Spend your weekends kayaking, canoeing, paddleboarding, fishing, or simply enjoying the lakefront setting. Ideally located in Winter Park with convenient access to Park Avenue, shopping, dining, entertainment, and cultural attractions, this home offers the perfect combination of luxury, lifestyle, location, and flexibility. Schedule your private showing today and experience everything this exceptional Hawks Crest residence has to offer.

1117 Wading Waters Circle, Winter Park

$1,829,000
4 Beds 4 Baths Lake Knowles Terrace 2nd Add SubDv. 32789 Zip Code
Under Construction. LUXURY NEW CONSTRUCTION IN WINTER PARK'S HIGHLY SOUGHT-AFTER TREE STREETS! Welcome to 1550 Palm Avenue, a thoughtfully designed new residence by LUIH Luxury Homes offering 4 bedrooms, 3.5 bathrooms, 2,706 square feet of living space, a 2-car garage and private pool, all set along a charming BRICK STREET in one of Winter Park's most desirable neighborhoods. Contemporary architecture, refined finishes and an intelligently planned layout come together to create a home that feels as functional as it is beautiful. A standout feature of the design is the unique placement of the DOWNSTAIRS PRIMARY SUITE, thoughtfully positioned so it does not interrupt the impressive rear living space. This allows the FAMILY ROOM, DINING AREA AND KITCHEN to extend across the back of the home in one expansive, open-concept setting, creating exceptional sightlines and a seamless connection to the pool and backyard. Large windows and doors bring natural light into the living areas while enhancing the indoor-outdoor relationship that makes this true Luxury Florida living. The main-level primary suite provides a peaceful retreat apart from the home's central gathering spaces, while three additional bedrooms provide flexibility for a variety of uses, including guest accommodations or a home office. Throughout the residence, clean architectural lines, thoughtfully designed spaces and contemporary finishes create an elegant yet comfortable atmosphere ideal for everyday living and entertaining. Outside, the PRIVATE POOL and backyard become a natural extension of the home's living space, easily enjoyed from the expansive rear entertaining areas. The 7,561-square-foot homesite provides an exceptional setting for a brand-new residence while maintaining the character and established surroundings that make the Tree Streets so special. And the location is difficult to beat. Enjoy the charm of living on a brick street while remaining convenient to Downtown Winter Park, Park Avenue, shopping, dining, recreation and major roadways. NEW CONSTRUCTION opportunities in this established Winter Park neighborhood are limited, making 1550 Palm Avenue an exceptional opportunity to enjoy modern design and amenities in a location known for its character and enduring appeal. Renderings are artistic interpretations. Features and finishes may vary from final construction.

1550 Palm Avenue, Winter Park

$3,600,000
4 Beds 5 Baths Detmar Terrace Winter Park SubDv. 32789 Zip Code
Tucked away in the heart of Winter Park, this custom-built residence seamlessly blends modern luxury with the comfort of everyday living. Thoughtfully designed with exceptional attention to detail, the home offers clean, contemporary interiors balanced by beautiful architectural elements, and abundant natural light. The main level offers two bedrooms and three full bathrooms, including a primary suite with a versatile bonus room behind French doors—perfect for a private office, gym, or additional bedroom. The ensuite features two walk-in closets, a double sink vanity, a large rainfall shower, and a soaking tub. The open-concept floorplan features a beautifully appointed kitchen with high-end appliances and custom cabinetry, flowing seamlessly with the dining area and the spacious living room, where a gas fireplace creates a welcoming gathering space. Architectural light wood ceiling beams, plantation shutters, and expansive glass sliders frame beautiful views of the outdoor living area. Upstairs, two additional bedrooms each feature private ensuite baths and balconies, complemented by a kitchenette and additional living space. This flexible layout is ideal for multigenerational living, guests, live-in staff, or simply creating a private retreat within the home. Designed for effortless indoor-outdoor living, the entire downstairs opens to a private backyard oasis featuring a sparkling saltwater pool, lush bamboo backdrop, summer kitchen, gas fireplace, and outdoor shower. The covered lanai is equipped with automatic screens, creating an inviting and comfortable space to enjoy the outdoors year-round. Beyond its sophisticated design, the home offers exceptional functionality, including an oversized two-car garage pre-wired for EV charging, whole-home surround sound, hurricane-impact windows, a whole-house Generac generator, indoor built-in sprinkler system, dual laundry rooms, and enhanced insulation for exceptional peace and quiet. The entire first floor is completely wheelchair accessible. Tastefully furnished and offered with all furnishings, this exceptional residence presents a rare combination of refined design, thoughtful functionality, and classic Winter Park charm. Ideally located just one mile from Park Avenue and minutes from Winter Park’s renowned restaurants, shops, hospitals, schools, and scenic Lake Osceola, this is a home designed for both elevated living and everyday comfort.

276 Detmar Drive, Winter Park

$450,000
5 Beds 3 Baths Ridge High 1st Add SubDv. 32792 Zip Code
Welcome to 2181 Linden Road, where modern updates meet the everyday convenience of Winter Park living. Thoughtfully renovated and designed with flexibility in mind, this home offers a versatile layout, contemporary finishes, and a private separate-entry suite that adds valuable space for guests, a home office, or additional living arrangements. With no HOA, the property offers added flexibility rarely found in this sought-after area. The location is a standout. Enjoy easy access to Winter Park’s renowned Park Avenue, with its boutiques, restaurants, cafés, galleries, and local events, while nearby Winter Park Village adds even more shopping, dining, entertainment, and everyday conveniences. Outdoor enthusiasts will appreciate close access to the Cross Seminole Trail, Lake Baldwin Park, the Winter Park Chain of Lakes, scenic parks, and recreational opportunities. Downtown Orlando, major employment centers, Advent Health Winter Park, Rollins College, Full Sail University, SR-436, SR-426, and I-4 are also conveniently accessible. Winter Park continues to invest in its future, with ongoing improvements to Park Avenue, expanded infrastructure and streetscape enhancements, and a citywide Parks & Recreation Master Plan focused on improving parks, trails, open spaces, recreation, and community facilities for years to come. This is more than a renovated home it is an opportunity to enjoy the lifestyle, connectivity, character, and continued growth that make Winter Park one of Central Florida’s most desirable places to call home.

2181 Linden Road, Winter Park

$4,299,000
Justamere Camp Rep SubDv. 32789 Zip Code
Fly In. Unwind. Build Your Dream on Lake Killarney. Bring your seaplane and envision the lakefront estate of your dreams on one of Winter Park’s rarest offerings. Tucked away on a private peninsula surrounded by multi-million-dollar homes, this extraordinary property spans approximately 432 feet of shoreline along the spring-fed, crystal-clear waters of Lake Killarney. With 1.514 buildable acres across two combined lots (2401 & 2403 Euston Ave), you'll have the space—and the freedom—to design an architectural masterpiece or a serene retreat that blends seamlessly with the natural beauty of this exclusive setting. Lake Killarney is a hidden 234-acre gem, beloved for its tranquility, paddleboarding and watersports, abundant wildlife, and lakeside dining. Locals savor moments like scenic seaplane lunches at Hillstone and cozy evenings around fire pits under starlit skies. With no public access, the lake offers unmatched privacy, and its pristine waters are maintained year-round by a thoughtful system of two drainage wells. Just minutes away, enjoy the vibrant lifestyle Winter Park is known for—Rollins College, Park Avenue, Winter Park Village, Whole Foods, the Farmers Market, and a rich cultural scene are all at your fingertips. Whether you’re dreaming of a peaceful sanctuary or a showstopping entertainer’s paradise, this property offers the ultimate trifecta: land, luxury, and lifestyle.

2403 Euston Road, Winter Park

$1,449,000
3 Beds 3 Baths Charmont SubDv. 32789 Zip Code
A wonderful opportunity to build your dream home on one of Winter Park’s most idyllic streets. Situated on a quaint, one-way brick street with a charming park at its center, this exceptional 12,581-square-foot deep lot offers a rare combination of space, character, and location. Currently featuring a 3-bedroom, 2.5-baths, plus office home with 2,080 square feet, the property offers the flexibility to live in or rent the existing home while you finalize your plans and prepare to build. Ideally located within the highly sought-after “A” school district of Audubon K-8 and Winter Park High School, this property places you just minutes from downtown Orlando, Orlando Health, AdventHealth, and the Dr. Phillips Center for the Performing Arts. Enjoy easy access to the vibrant restaurants and shops along Corrine Drive, as well as the boutiques, dining, and charm of Park Avenue. A rare opportunity to create your ideal Winter Park residence in an extraordinary setting surrounded by convenience, character, and everything this coveted area has to offer.

150 E Reading Way, Winter Park

$475,000
2 Beds 2 Baths Winter Park Pines Rep SubDv. 32792 Zip Code
Welcome to this charming 2 bedroom, 2 bath home, with light and bright open floor plan, spacious rooms and many updates and upgrades. Roof was replaced (2019), new A/C (8/26), fully renovated kitchen with quartz counters, cabinetry, and stainless appliances. Pella double pane windows (2020), new French doors and interior doors, and new soffits and gutters in 2025. Enjoy outdoor living in the lanai overlooking a large fenced backyard with native landscaping. This highly desired neighborhood offers excellent schools, quiet streets, community pool, hiking and biking trails, and nearby public golf course. Live minutes from Advent Hospital, city conveniences, downtown Park Avenue shops and restaurants. Also easy access to neighboring towns, Orlando and airports. This is a perfect starter home or downsize home for those want all the comforts and privacy of a home, neighborhood and community in smaller space and are not ready for an apartment and high HOA fees.

2824 Prince John Road, Winter Park

$660,000
Winter Park Village SubDv. 32789 Zip Code
An opportunity to build new in an established Winter Park neighborhood. The existing home remains on the property and is offered for its land value only, allowing a buyer to design from the ground up on a street where redevelopment is already underway. Within a half mile, seven custom single-family homes are in their final phase of construction, most starting near $1.5 million. Border Drive itself is a mix of longtime homes and newer builds, shaded by mature trees and free of through traffic. Once the site is prepared, the parcel supports a custom plan with room to work in a pool, covered lanai and summer kitchen. Bring your own builder, or ask for an introduction to builders already working in the area. Park Avenue shops and restaurants, Rollins College, the Farmers Market and the chain of lakes are all a short drive away. Property sold as is. The buyer is to verify setbacks, utilities, impact fees, demolition requirements and permitted building dimensions with the City of Winter Park.

1416 Border Drive, Winter Park

$660,000
3 Beds 1 Baths Winter Park Village SubDv. 32789 Zip Code
An opportunity to build new in an established Winter Park neighborhood. The existing home remains on the property and is offered for its land value only, allowing a buyer to design from the ground up on a street where redevelopment is already underway. Within a half mile, seven custom single-family homes are in their final phase of construction, most starting near $1.5 million. Border Drive itself is a mix of longtime homes and newer builds, shaded by mature trees and free of through traffic. Once the site is prepared, the parcel supports a custom plan with room to work in a pool, covered lanai and summer kitchen. Bring your own builder, or ask for an introduction to builders already working in the area. Park Avenue shops and restaurants, Rollins College, the Farmers Market and the chain of lakes are all a short drive away. Property sold as is. The buyer is to verify setbacks, utilities, impact fees, demolition requirements and permitted building dimensions with the City of Winter Park.

1416 Border Drive, Winter Park

$340,000
2 Beds 1 Baths Olympia Heights SubDv. 32789 Zip Code
Welcome home to this charming 2-bedroom, 1-bathroom gem nestled in the heart of Winter Park AND College Park. This charming single-story concrete-block home blends timeless character with everyday convenience. It has a dimensional-shingle roof, and a full-length driveway leading to a covered carport deliver lasting value and practical, protected parking with an attached laundry & storage room. Located just minutes away from Downtown Orlando, Disney, Universal and Advent Health, this sought-after location offers convenience and comfort. This home boasts not only a prime location but also a cozy ambiance that will make you feel right at home. With its Terrazzo floors adding warmth and character, and the spacious fenced-in backyard providing privacy and room for outdoor activities, this property is ideal for those seeking the perks of Winter Park and College Park living as well as the fun outgoing, Orlando attractions.

1941 Oglesby Avenue, Winter Park

$359,000
3 Beds 3 Baths Aloma Trails SubDv. 32792 Zip Code
Virtually Staged! Amazing Townhome! GATED Community of Aloma Trails Townhomes in a great Winter Park location, 3 bedroom, 2.5 bathroom with features of spacious living and comfortability. This stunning Townhome has Ceramic Tile flooring throughout the first floor leads to a kitchen with all the upgrades including SS appliances. 42” Cabinets, upgraded granite countertops and backsplash, and an island with plenty of seating along with a carpet in the second floor and all bedrooms. The master suite is outfitted with large Walk-In closet, glass-enclosed shower with dual sinks, and oversized cabinets. The two additional bedrooms share a second full bath and there is a half bath on the main floor convenient for guests. Separated interior laundry closet provides convenience and comfort. A nice big Car Garage and driveway, which will easily suit for multiple vehicles as necessary. This community comes with hassle-free lawn care, and well-maintained common areas and a BEAUTIFUL location. The fitness enthusiast will enjoy the Crunch Fitness facility just across the community and, the CADY WAY trail and the CROSS SEMINOLE trail- all just steps away from your front door. Walmart, Costco and Publix are almost 3 min driving distance. Close to Park Ave in Winter Park, SR 417, UCF, Fulsail University, and just 40 minutes to the Beach! Add in top notch Seminole County Schools. You don't need to look any further for your Dream Home! Schedule your viewing today! Note: Some of the pictures are showing the virtual staging of the unit and the furnitures/decorative items are not included to the listing.

7605 Aloma Pines Court, Winter Park

$689,000
3 Beds 3 Baths Magnolia Gardens Sub SubDv. 32789 Zip Code
Completely Remodeled 2026 | Single-Story | Prime Location | Dual Suites | The redesigned kitchen features 42" shaker cabinetry, Calcutta quartz countertops, and new stainless steel appliances. Bathrooms have been completely remodeled with updated finishes. Luxury vinyl flooring extends through all common areas, complemented by LED recessed lighting and updated fixtures throughout. The open layout provides clear sight-lines between the kitchen and family room, creating a connected main living area. The pavers meet manicured lawns and fresh landscaping for a clean, contemporary finish that is 100% move-in ready. Additional features include an interior laundry closet and a fully fenced backyard. Enjoy being just 4 minutes from both Orlando Avenue and Park Avenue where you'll find farmers markets, local dining, and boutique shopping. This prime location also puts you just minutes from Lake Lily, and Maitland City Centre. With easy access to I-4, 417, and the Maitland Exchange, you're well connected to everything Central Florida has to offer.

900 Carver Street, Winter Park

$229,999
1 Beds 1 Baths Lake Killarney Condo SubDv. 32789 Zip Code
HUGE price adjustment, ready for fast sale. Location, location, location! Bring your boat, enjoy lake views and the best of Winter Park from this beautifully updated, move in ready 1 bedroom, 1 bathroom condo in the desirable Lake Killarney community. This top floor beauty features two private entrances and an enclosed patio overlooking Lake Killarney, perfect for morning coffee or relaxing at the end of the day. Inside, you’ll find new flooring, a brand new kitchen, and a beautifully updated bathroom. Lake Killarney Condominiums offers fantastic lakeside amenities including a waterfront pool, private community boat dock and ramp, fitness room, clubhouse, laundry facilities, shuffleboard, picnic areas, and grills. Bring your boat, water ski, jet ski, paddle board, wake board or go fishing on this beautiful lake. The monthly HOA also includes water, sewer, trash, pest control, and exterior and grounds maintenance for easy, low maintenance living. One of the best parts is the incredible walkability! Stroll to Trader Joe’s, Hillstone, and the newly revitalized Winter Park Village with shopping, dining, cafes, and a luxury movie theaters. Park Avenue, the Winter Park Farmers’ Market, and the SunRail station are just minutes away, with convenient access to I 4, downtown Orlando, and Maitland. Whether you are looking for a primary residence, Winter Park getaway, or investment property, this is a rare opportunity to enjoy lake views, fantastic amenities, and an unbeatable location in the heart of Winter Park.

151 N Orlando Avenue Unit 261, Winter Park

$1,574,900
5 Beds 5 Baths Lawndale SubDv. 32789 Zip Code
New Construction! New photos coming soon! First photo is a rendering of the new home and the following photos are interiors of a similar model by the builder. Discover Modern Luxury in Winter Park's Latest Neighborhood, Winter Park Grove! Step into a world of refined living with this breathtaking new construction pool home, located in the vibrant heart of Winter Park. Just moments away from the eclectic energy of Park Avenue, this modern masterpiece seamlessly blends sophistication, style, and convenience — all within a short distance of premier restaurants, cafés, boutique shops, and entertainment venues. Designed for both daily comfort and elevated entertaining, the open-concept floor plan boasts thoughtful design and high-end finishes throughout. Luxury details abound, including engineered wood floors, smooth finish Level 4 drywall, and designer-selected light fixtures, Delta plumbing finishes and a bright open great room accentuated by LED mood lighting in the coffered ceiling. Designed for culinary excellence, the gourmet kitchen features sleek custom cabinetry and top-tier Bosch appliances, including a 36” gas cooktop, wall oven, built-in microwave, French door refrigerator, and a dedicated wine fridge, all enhanced by contemporary accents. The residence hosts four spacious bedroom suites, highlighting a main-level primary retreat alongside a flexible second suite on the ground floor that works well as a guest space or home office. On the upper level, two additional suites frame a versatile bonus room suited for a fifth bedroom, second living room, fitness space, or private office. Step outside to your private outdoor oasis, featuring a covered lanai with a fully-equipped summer kitchen (complete with grill, sink, and refrigerator drawers), and a sparkling pool — perfect for year-round Florida entertaining. Don’t miss your opportunity to own this exquisitely crafted home in one of Orlando’s most sought-after neighborhoods. Schedule your private showing today and experience the pinnacle of luxury living in Winter Park!

1526 Miller Avenue, Winter Park

$147,000
1 Beds 1 Baths Stratford A Winter Park Condo SubDv. 32792 Zip Code
Virtually Staged. LOCATION, CONVENIENCE, AND EASY LIVING IN WINTER PARK! This move-in-ready first-floor, 1-bedroom, 1-bath condo features an open living and dining area, wood flooring throughout the main living areas, tile flooring in the primary bedroom, a private screened-in balcony, a fully equipped kitchen, and a stackable washer and dryer. Conveniently located near UCF, Rollins College, Valencia College, Park Avenue, and Downtown Orlando, with easy access to shopping, dining, and major highways. Community amenities include two pools, a tennis court, fitness center, and clubhouse. HOA includes water, trash, internet, pest control, exterior maintenance, and grounds care. A great opportunity to enjoy a low-maintenance lifestyle in a highly convenient Winter Park location.

285 Lewfield Circle Unit 285, Winter Park

$600,000
4 Beds 2 Baths Arrowhead Cove SubDv. 32792 Zip Code
Welcome to this fully renovated four-bedroom, two-bathroom pool home offering close to 2,000 square feet of beautifully updated living space on an expansive .36-acre pie-shaped lot in the established Arrowhead Cove neighborhood. Thoughtfully renovated throughout, this move-in-ready residence combines modern finishes, an ideal split floor plan and exceptional outdoor living with a location zoned for top-rated Winter Park schools. Inside, brand-new windows and sliders, installed in 2026, fill the home with natural light while wood laminate flooring, fresh interior paint, and recessed lighting create a polished, comfortable atmosphere. The renovated 2025 kitchen features crisp white shaker-style cabinetry, quartz countertops, brand-new stainless steel appliances and a spacious stainless sink, creating a stylish and functional centerpiece for everyday living and entertaining. The private primary suite is thoughtfully separated from the secondary bedrooms and offers dual built-in closets and an updated ensuite bathroom with a double quartz vanity, beautifully tiled shower and separate water closet. Three additional bedrooms share a renovated hall bathroom featuring a double quartz vanity, tiled tub/shower and convenient direct access to the pool area. Step outside to your own private backyard retreat, where a spacious screened lanai overlooks the sparkling in-ground pool. Resurfaced in 2025, the chlorine-generated pool also features a new pump, light, steps and filter. A separate gazebo provides another inviting space for outdoor dining or relaxing, while the fully fenced .36-acre pie-shaped lot offers plenty of room to enjoy the outdoors. A two-car garage adds everyday convenience and storage. Ideally located just five minutes from Full Sail University and SR 417, approximately 15 minutes to UCF and 20 minutes to Orlando International Airport, this exceptional home also offers easy access to Target, Costco, grocery stores and abundant retail. With extensive 2025-2026 renovations, a private pool and an oversized lot in a highly desirable Winter Park school zone, this is a rare opportunity to enjoy turnkey living in a prime Central Florida location. ROOF - 2023 HVAC - 2018 PLUMBING - 2025 WATER HEATER - 2017

7525 Lodge Pole Trail, Winter Park

$664,900
4 Beds 2 Baths Glencoe Sub SubDv. 32789 Zip Code
Welcome to 2333 Westminster Court, a stunningly reimagined residence that perfectly captures the effortless elegance of Winter Park living. A thoughtful and meticulous renovation in 2020 offers piece of mind showcasing a new roof, HVAC, plumbing, and a new septic tank. Step inside to find a bright, cohesive interior featuring modern flooring and a chef-inspired kitchen outfitted with sleek appliances and contemporary finishes. The open layout flows seamlessly to the outdoors, where your own private oasis awaits. The backyard was elevated in 2025 with a brand-new travertine paver deck surrounding a tropical-style pool, creating a resort-like atmosphere perfect for weekend lounging or evening gatherings under the stars. Situated in one of the most sought-after pockets of the area, you are just moments away from the scenic beauty of Lake Killarney and the vibrant energy of Park Avenue. Whether you’re looking for high-end shopping, acclaimed dining in Winter Park and Maitland, or a quick coffee at a local bistro, everything that makes this community so special is right at your fingertips. This is more than just a house; it’s a turn-key lifestyle in the heart of it all. Schedule your private viewing today.

2333 Westminster Court, Winter Park

$199,900
2 Beds 2 Baths Winter Park Villas Condo SubDv. 32792 Zip Code
Welcome to this Desirable Winter Park Villas Condo 2 Bedroom, 2 Bath, 1037 square feet, featuring Brand New Air Conditioning System and Brand New Carpet freshly installed! Excellent Location walking or bike riding distance to Full Sail University and easy access to UCF! Ideally located on first floor in rear of community with ample open parking. Your spacious Kitchen features ample counter space and abundant cabinetry, kitchen sink window with view of front door entry and parking area. Kitchen has a closet pantry and there is an opening to Dining Room with Bar Seating area. Dining Room has views to backyard and a Wet Bar with unique Sink Closet feature. Family Room has a fireplace and views of outside greenery. In hallway off entry is your Washer/Dryer closet and they are both included in the sale. The Primary Bedroom is large with walk in closet, full bathroom with tub shower combo and two vanities. The Secondary Bedroom features back yard views and built in closet and easy access to hallway full second bath. Outside you'll love the covered patio and lawn area for lounging outside. Off the patio is a storage closet for the Water Heater. Winter Park Villas amenities include community pool, fitness center and tennis courts. Seller is offering a One Year Assurant Home Warranty covering all the appliances included. Located in Winter Park School District and easy access to Orlando International Airport! Call for to see it today, priced under $200,000 location can't be beat! Property may be under audio/visual surveillance.

623 Grenadine Court Unit 623, Winter Park

$429,998
3 Beds 2 Baths Eastbrook Sub Unit 8 SubDv. 32792 Zip Code
Welcome home to 2112 Eastbrook Blvd, a fully remodeled gem tucked into the sought-after Eastbrook neighborhood of Winter Park! This 3-bedroom, 2-bathroom home has been fully remodeled and made to entertain. From the kitchen to the patio, it's perfect for your family gatherings. It also sits on a spacious .23 acre lot, one of the biggest perks of this property and a huge opportunity for buyers who want room to garden, entertain, play, or simply spread out in their own backyard oasis. Step inside and you'll find durable, low-maintenance porcelain tile flooring throughout the main living areas, with waterproof laminate flooring in all the bedrooms. It's a stylish, practical combination that's as easy to love as it is to live with. The kitchen is truly the heart of this home. Crisp white cabinetry offers plenty of storage, black stainless steel appliances add a modern touch, and the oversized island (finished with its own contrasting gray cabinetry) creates the perfect gathering spot for cooking, casual dining, or entertaining guests. It flows right out to the patio for effortless indoor to outdoor entertaining. The primary suite features a beautifully updated en-suite bathroom with a sleek walk-in shower, offering a clean, spa-like feel. This home isn't just cosmetically updated. The big-ticket items are done too: the electric panel was replaced in January 2025 and the home has new AC units, giving buyers real peace of mind on top of the style. You'll also find a 2-car garage and an oversized driveway with plenty of extra parking, all wrapped around a completely remodeled interior from top to bottom. This home is truly move-in ready. With no HOA, a prime Winter Park location, and a lot size that's hard to find at this price point, 2112 Eastbrook Blvd is a rare opportunity for buyers looking for space, style, and flexibility. Homes like this, fully renovated with an oversized lot and no HOA, don't come around often in this area. Schedule your showing today!

2112 Eastbrook Boulevard, Winter Park

$899,000
3 Beds 3 Baths Lake Knowles Terrace SubDv. 32789 Zip Code
Welcome to 1621 Chestnut Avenue, ideally situated in the heart of Winter Park's coveted "Tree Streets" neighborhood. Offered at $899,000, this single-story block home sits on a generous 50x150' lot and offers 2,022 square feet of living space with 3 bedrooms and 2.5 baths. Whether you envision a thoughtful remodel or a ground-up new build, this property presents outstanding potential in one of Winter Park's most desirable pockets, where similar transformations are already reshaping the streetscape. Inside, tile flooring flows through the main living areas, complementing a versatile layout that includes a formal living room, a combined kitchen and dining area, and a separate den with pocket doors perfect for a home office or media room. The oversized bedrooms offer generous space throughout, including a primary suite with a private en suite bath. Two additional guest bedrooms share a convenient Jack-and-Jill bathroom, ideal for family or guests. At the rear of the home, an enclosed sunroom provides a peaceful retreat overlooking the well-manicured backyard, a tranquil spot to relax and unwind. With its prime location, solid bones, and abundant possibilities, 1621 Chestnut Avenue is ready for its next owner to make it their own.

1621 Chestnut Avenue, Winter Park

$689,900
4 Beds 3 Baths Golfside Sec 03 SubDv. 32792 Zip Code
Welcome to this beautifully maintained four-bedroom, three-bathroom home offering over 2,000 square feet of thoughtfully designed living space in desirable Winter Park community. Overlooking the 9th fairway of Winter Park Pines Golf Course, this home offers a picturesque golf course setting and a peaceful backdrop for everyday living. The split-bedroom floor plan provides both privacy and versatility, while the formal living and dining rooms create inviting spaces for entertaining. Light-toned wood and tile flooring flow throughout, complemented by crown molding, recessed lighting, and a wood-burning fireplace that adds warmth and character. The contemporary kitchen features honey-oak cabinetry, granite countertops, stainless steel appliances, a breakfast nook, and a center island with seating for two. The spacious primary suite is privately positioned from the secondary bedrooms and offers a generous walk-in closet and an impressive ensuite bathroom featuring floor-to-ceiling slate tile, an espresso-colored contemporary double vanity with glass vessel sinks, and a walk-in slate tile shower. Ideal for family or guests, a convenient Jack and Jill bathroom serves two bedrooms while the hall bathroom is directly adjacent to the fourth bedroom. A dedicated laundry room/mud room with built in shelving includes the washer and dryer. French doors open to the spacious screened lanai, where the scenic 9th fairway views take center stage. New screening was installed in 2021, creating an ideal setting for morning coffee, al fresco dining, or relaxing while enjoying the beautifully maintained golf course landscape. The quarter-acre lot also features lemon and Japanese blueberry trees, while the two-car garage offers built-in shelving and an updated garage door and mechanicals. Beyond the property, enjoy convenient access to the Cady Way Trail, Cady Way pool, playground, and tennis/pickleball courts, as well as nearby UCF, Rollins College, Full Sail University, AdventHealth Winter Park, and Crosby Wellness Center. Orlando International Airport is approximately 20 minutes away. Zoned for top-rated Brookshire Elementary, Glenridge Middle School, and Winter Park High School, this exceptional home combines comfortable living, desirable amenities, and spectacular golf course views in a sought-after Winter Park location. ROOF - 2024 HVAC - 2024 ELECTRICAL - 2015

943 Fairway Drive, Winter Park

$1,350,000
3 Beds 4 Baths Villa View Park SubDv. 32789 Zip Code
Welcome to 720 Pansy Ave, a distinctive three-story Winter Park home thoughtfully designed for both everyday living and flexible use. Fully remodeled in 2017, the residence offers a clean, contemporary interior with LVP and tile flooring, recessed lighting, crisp finishes, and an open flow through the main living spaces. The first floor includes a spacious living room, dining area, and a separate office/study/den, providing plenty of room to work, gather, and unwind. At the heart of the home, the modern kitchen features sleek white cabinetry, stainless steel appliances, generous storage, and a wide pass-through that keeps the kitchen connected to the dining and living areas. The first-floor primary suite offers the convenience of main-level living, complete with a walk-in closet and a beautifully finished primary bath featuring a steam shower. Large windows bring natural light into the home, while the neutral finishes create an easy backdrop for a variety of styles. Upstairs, two additional bedrooms are joined by flexible spaces that add to the home’s functionality, including a dedicated storage room on the second floor. Continue to the third level to find an expansive bonus space that can easily serve as a media room, game room, creative studio, home gym, or additional lounge. Practical features include a durable metal roof and a whole-house generator designed to keep the home powered during storms and unexpected outages, providing added comfort and peace of mind. Outside, the private backyard extends the living space with decking, a hot tub, landscaped green space, mature trees, and a gazebo for relaxing or entertaining. The location completes the package, placing you in the heart of the Winter Park lifestyle with convenient access to Park Avenue, known for its boutiques, restaurants, cultural attractions, and community events, as well as nearby Rollins College. Enjoy the character and charm of an established Winter Park neighborhood while remaining close to the shopping, dining, arts, and everyday conveniences that make this area such a desirable place to call home.

720 Pansy Avenue, Winter Park

$144,500
1 Beds 1 Baths Parkview Village SubDv. 32792 Zip Code
Beautifully renovated first-floor 1-bedroom, 1-bath condominium in the highly desirable Parkview Village community, conveniently located directly across from Full Sail University on Semoran Blvd. This move-in-ready home features a spacious open-concept layout, an oversized bedroom with a walk-in closet, a dedicated laundry closet with a washer and dryer, and a private screened-in patio overlooking a beautiful mature tree for added privacy and relaxation. The home has been extensively updated with a newer A/C system, a fully renovated kitchen and bathroom, and a complete suite of stainless steel appliances-including the refrigerator, range, microwave, dishwasher, washer, and dryer-all replaced in 2022. Modern features include a preinstalled Nest Wi-fi thermostat, Eufy doorbell/lock, and wall-mounted TV brackets in both the living room and bedroom. Residents enjoy resort-style amenities including a community pool, hot tub, picnic and BBQ area, and a newly built fenced dog park. The location has easy access to Lake Baldwin, Downtown Winter Park, the University of Central Florida, Downtown Orlando, and Orlando International Airport. Major roadways including SR 436, SR 408, and East Colonial Drive are just minutes away, making commuting throughout Central Florida quick and convenient. Whether you're looking for a comfortable primary residence or an investment property, this exceptional condominium is the perfect combination of location, modern updates, and everyday convenience.

3019 Antique Oaks Circle Unit 127, Winter Park

$2,100,000
32792 Zip Code
A rare opportunity to own nearly 7 acres on the pristine shores of Private Lake Howell! This exceptional lakefront property offers the perfect setting to build your custom dream home while enjoying the privacy and tranquility of one of Central Florida's premier waterfront locations. Spanning nearly 400 acres, Lake Howell is a skiable lake ideal for boating, water skiing, fishing, kayaking, canoeing, paddleboarding, and endless outdoor recreation. With expansive acreage, breathtaking water views, and ample space to create your own private estate, the possibilities are endless. The value is in the land, making this an incredible opportunity for those seeking a premier homesite in a highly desirable location. Don't miss your chance to own one of the area's rare large-acreage lakefront parcels.

1133 Bella Lago Cove, Winter Park

$519,900
3 Beds 2 Baths Garden Lake Estates Unit 1 SubDv. 32792 Zip Code
Updated Winter Park home with 2,047 sq ft of heated/cooled living space, a huge backyard, and NO HOA. This is an owner-updated home—not a flip—with quality improvements completed over the past several years and professionally completed permitted work. Major improvements include a 2021 roof, 2021 whole-house repipe, 2021 exterior stucco and paint, 2020 HVAC, 2023 kitchen remodel, 2023 permitted 400 sq ft heated/cooled sunroom addition, 2024 permitted 20’ x 10’ storage building, and 2025 hurricane-impact windows. The expanded kitchen features granite countertops and backsplash, newer appliances, and a massive storage expansion. The bright 400 sq ft sunroom features wall-to-wall windows, a four-panel sliding glass door, and permanent AC and heat. A separate 200 sq ft tiled screened room provides additional outdoor living space. The property also offers a large backyard with plenty of room to enjoy, entertain, or expand. Located in a desirable Winter Park area with great schools and convenient access to shopping, dining, parks, and major roads. Extensive owner-quality improvements, major systems already updated, permitted additions, and no HOA. Buyer to independently verify all measurements, square footage, permits, schools, and other property information.

1660 Gladiolas Drive, Winter Park

$450,000
4 Beds 2 Baths Howell Estates Rep SubDv. 32792 Zip Code
The one you’ve been waiting for! This beautifully redesigned home offers 4 bedrooms, 2 bathrooms, and nearly 1,700 square feet of thoughtfully curated living space. Manchester offers both style and peace of mind with major upgrades including a 2026 A/C, 2024 roof, 2026 windows, Brand new privacy fence, 2026 garage door, and 2026 electrical panel. At the heart of the home is a stunning designer kitchen featuring custom wood cabinetry, Taj Mahal countertops, a dedicated coffee bar, and an open layout designed for both entertaining and everyday living. Every space has been intentionally designed to be as functional as it is beautiful, with a split floor plan, custom bathrooms, and ample storage throughout. The private primary suite is thoughtfully positioned on its own side of the home and features a walk-in closet and en-suite bathroom. Situated on an oversized lot, the spacious backyard offers plenty of room for entertaining, playing, and making memories. With beautiful finishes, extensive upgrades, and zoning for A-rated schools, Manchester is one you won’t want to miss. Come see it before it’s gone!

1011 Manchester Circle, Winter Park

$409,900
3 Beds 3 Baths Grayson Square SubDv. 32792 Zip Code
Almost brand new and move in ready CORNER townhome in Winter Park! This beautiful 3 bedroom 2.5 bathroom home with just under 1,800 sq. ft. offers a large 2 car garage, light and bright living spaces, clean and modern designer features, and comes equipped with a full kitchen appliance package and washer/dryer. The first floor offers expansive living spaces with enough room for a dining area and family room. All of which flow seamlessly into the open kitchen. With white cabinets and Quartz counter tops, the kitchen is a show stopper! The entire first level is adorned with tile and offers a half bathroom and access to the covered back porch. Just up the stairs, you will find all of your bedrooms and full bathrooms. The primary bedroom and en suite bathroom are ample in size and also offer a large walk in closet. Both secondary bedrooms are down the hall and share a large full bathroom. The small gated community of townhomes offers a community pool and serene pond. HOA includes cable! Make sure to put this on your must see list!

2857 Clever Lane, Winter Park

$799,000
3 Beds 3 Baths Casa Jardin Condo SubDv. 32789 Zip Code
In the heart of Winter Park’s coveted Virginia Heights neighborhood, just moments from the boutiques, dining, and charm of Park Avenue and the green spaces of Seven Oaks Park, this exceptional Mediterranean-inspired end-unit condominium offers an unparalleled blend of elegance, comfort and accessible convenience. Encompassing nearly 2,000 square feet, the residence features three bedrooms, two-and-a-half baths and a thoughtfully designed floor plan that lives like a private home. Bathed in natural light, the interiors are framed by expansive window walls and floor-to-ceiling glass doors that create a bright, airy ambiance throughout. Architectural details including graceful arched passageways, column-lined hallways, and a custom wrought-iron spiral staircase add timeless character and sophistication. Beautifully updated and meticulously maintained, every room reflects a sense of warmth and refinement. The spacious primary retreat is a sanctuary, featuring soaring cathedral ceilings, dual walk-in closets and a spa-inspired bath designed for relaxation. Two additional bedrooms offer versatility for guests, family or a home office. The open-concept living and dining areas are enhanced by travertine and luxury vinyl plank flooring, coffered ceilings, designer lighting, and a beautifully appointed chef’s kitchen complete with solid wood cabinetry, granite countertops, a center island and generous walk-in pantry. French doors open to a freshly painted screened courtyard, creating a private outdoor escape ideal for entertaining or quiet evenings at home. Above, the freshly painted rooftop terrace provides a spectacular setting for alfresco dining, sunset gatherings or simply enjoying Florida’s year-round sunshine. Additional features include a powder bath, plantation shutters, ceiling fans throughout, an oversized two-car garage, and a third-floor walk-in attic offering abundant storage and exciting future expansion possibilities. Residents of Casa Jardin enjoy a beautifully refreshed community, recently enhanced with a new roof, exterior paint and professional landscaping. Ownership also includes exclusive access to Lake Virginia and renowned Winter Park Chain of Lakes through College Point, featuring a private lakefront gathering area along with kayak and paddleboard storage. Ideally near Azalea Lane Recreation Center, the Winter Park Tennis Center, Orange Avenue’s popular restaurants and shops, and top-rated schools, this remarkable residence offers a rare opportunity to enjoy one of Central Florida’s desirable lifestyles.

1278 S Pennsylvania Avenue Unit 13, Winter Park