Refine Search
Map
Sort by
$450,000
3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 01 SubDv. ⋅ 32792 Zip Code
Value is in the land/lot with potential for a renovation/remodel. Excellent opportunity to own a block home in Winter Park with a preexisting pool and some valuable upgrades including tankless water heater, newer washer/dryer, and newer HVAC.

443 S Lakemont Avenue, Winter Park
$1,500,000
7 Beds ⋅ 4 Baths ⋅ Lakeside Estates SubDv. ⋅ 32792 Zip Code
Waterfront dream home in the exclusive, gated community of Lakeside Estates on beautiful Garden Lake. This exquisite 7-bedroom plus office, 4-bath “Del Rio” model offers over 5,000 sq. ft. and has been COMPLETELY RENOVATED in 2025 with high-end finishes, designer lighting, and modern upgrades throughout. Situated in a gated, quiet cul-de-sac community, this property features the largest yard (.5 ACRE) in the neighborhood and direct lakefront access, perfect for adding a dock, pool, or basketball court. Accordion doors lead to an expansive brick paver patio with a covered lanai, yard with fruit trees and breathtaking sunsets over Garden Lake High ceilings, all interiors painted, new porcelain tile, custom lighting, 7-inch baseboards, dual HVAC units and a stunning new glass-and-wood staircase. The gourmet kitchen showcases a new technological refrigerator, new upper cabinetry, granite countertops, stainless steel appliances, butler’s pantry, and custom shelving. Entertain in style with two custom wet bars, fireplace, and a new home theater complete with 7 recliners, surround sound, projector, and subwoofers. Two luxurious primary suites-one on each level offer spa-like bathrooms, custom vanities, and lake views. Additional highlights include Nest thermostats, four high-end automatic bidet toilets, custom closets, and a new laundry room with ceiling-height cabinetry, sink, and mudroom built-ins. The three-car tandem garage provides extra storage and convenience in addition to the extra space brick paved driveway. Enjoy the private lakefront lifestyle with stunning sunsets, community pier, playground, and dock for kayaks and paddleboards. Conveniently located near Winter Park, Oviedo, UCF, and top-rated Seminole County schools. Trinity Prep, Geneva School, Circle Christian and more plus shopping very close by. This home combines modern luxury, comfort, and waterfront living in one unforgettable property. FURNISHED PRICES and more details available upon request.

1460 Via Sangro Place, Winter Park
$110,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code
For Sale Purpose Only

106 Scottsdale Square Unit 106, Winter Park
$425,000
3 Beds ⋅ 2 Baths ⋅ Wrenwood Unit 3 3rd Add SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Beautifully Renovated 3-Bed, 2-Bath Home in Winter Park!!! Experience modern living at its finest in this fully renovated 3-bedroom, 2-bathroom home located in the heart of Winter Park. Recently updated with a new roof (installed within the last six months), HVAC systembupdated within the last few years, and upgraded plumbing, this residence offers both peace of mind and contemporary style. The interior features a luxurious open-concept design with premium finishes, designer fixtures, and a fully remodeled kitchen complete with custom cabinetry and stainless steel appliances. The spacious primary suite includes a beautifully updated ensuite bathroom. Perfectly situated near A-rated schools, premier shopping, dining, and entertainment, this move-in-ready home delivers the ideal blend of elegance, comfort, and convenience in one of Central Florida’s most desirable locations.

5201 Ardmore Drive, Winter Park
$528,000
4 Beds ⋅ 2 Baths ⋅ Wrenwood Heights SubDv. ⋅ 32792 Zip Code
Experience the perfect blend of modern luxury and timeless charm in this newly renovated 4-bedroom, 2-bath Winter Park retreat. Thoughtfully designed with an open-concept layout, this home features sun-filled living spaces, a beautifully appointed kitchen with premium finishes, and a generous great room ideal for entertaining. A versatile spacious sunroom bridges indoor and outdoor living, offering the perfect spot for a home office, gym, or relaxation lounge as it opens to the backyard oasis. Outside, lush landscaping frames a large inground pool and expansive patio—an idyllic setting for gatherings or peaceful retreat. Just minutes from Park Avenue, top-rated schools, and Winter Park’s vibrant dining and shopping, this home captures the essence of Central Florida living at its finest. New roof installed 09/2025, Pool resurfaced 09/2025.

4991 Tangerine Avenue, Winter Park
$435,500
3 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 1 SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to this stunning Winter Park pool home, offering 3 bedrooms and 2 bathrooms across 1,668 square feet of thoughtfully designed living space. Upon entering, you are greeted by a spacious, open living area where the living and dining rooms flow seamlessly together, creating a perfect space for entertaining or relaxing with family. The kitchen features stainless steel appliances, abundant cabinetry, and generous counter space, complemented by a breakfast nook that opens to the family room. A sliding glass door leads from the family room to the enclosed Florida room, providing a bright, versatile space to enjoy year-round. The split bedroom floorplan ensures privacy, with the primary suite boasting an en suite bathroom complete with a walk-in shower. Step outside to a beautifully landscaped backyard with an in-ground pool and a pergola, ideal for outdoor gatherings or quiet afternoons. The enclosed Florida room with A/C overlooks the yard, making it perfect for indoor-outdoor living. Sitting on over a quarter acre, this home offers ample space for relaxation and recreation. Recent upgrades include fresh paint, new carpet, a brand-new hot water heater, and a new kitchen sink and faucet. Conveniently located near grocery stores, restaurants, and with easy access to highways, UCF, downtown Orlando, and all the city has to offer, this home combines comfort, style, and location in one exceptional package. Don’t miss the opportunity to make this Winter Park gem your new home. Mortgage savings may be available for buyers of this listing.

1630 Gladiolas Drive, Winter Park
$143,000
1 Beds ⋅ 1 Baths ⋅ Parkview Village SubDv. ⋅ 32792 Zip Code
For Sale – Beautifully Remodeled 1 Bedroom / 1 Bath Condo – Parkview Village, Winter Park Beautifully remodeled 1-bedroom, 1-bath condo featuring elegant wood floors and fresh paint throughout. Spacious living and dining areas open to a lovely screened patio — perfect for relaxing. Located in Parkview Village, a quiet and convenient community in front of to Full Sail University, and just minutes from UCF, Rollins College, and Valencia College. Enjoy community amenities including a pool, sauna, and clubhouse.

2905 Antique Oaks Circle Unit 6, Winter Park
$300,000
3 Beds ⋅ 2 Baths ⋅ Slovak Village SubDv. ⋅ 32792 Zip Code
A MUST SEE! Beautifully remodeled 3 bedroom 2 bath home. Third bedroom has its own separate entrance as well. Large foyer and living room. Kitchen has beautiful 40 inch cabinets and granite counter tops. Septic system was just replaced in September. Close to everything.

121 Stefanik Road, Winter Park
$85,000
2 Beds ⋅ 2 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code
Entry for Sale Data Only

346 Scottsdale Square Unit 346, Winter Park
$295,000
3 Beds ⋅ 3 Baths ⋅ Winter Green SubDv. ⋅ 32792 Zip Code
Updated 3-Bedroom, 3-Bath Townhouse in Winter Green Community – Move-In Ready! Welcome to this beautifully updated 3-bedroom, 3-bath townhouse located in the desirable Winter Park community in Florida. This spacious and well-maintained home features modern upgrades throughout, including granite countertops, neutral interior colors, and an inviting open layout that's perfect for both everyday living and entertaining. Enjoy the convenience of a move-in ready home with access to fantastic community amenities, including a sparkling pool and clubhouse. Ideally situated near shopping, dining, and just minutes from UCF, this location offers both comfort and connectivity. Co-List Agent related to Seller

1509 Winter Green Boulevard, Winter Park
$278,250
3 Beds ⋅ 2 Baths ⋅ Amberwood Unit 2 SubDv. ⋅ 32792 Zip Code
Auction Property. Situated in one of Winter Park’s most sought-after neighborhoods, this property offers a rare opportunity to create your dream home in an established community surrounded by mature trees and beautiful homes. The spacious lot provides plenty of room for your ideal layout, outdoor living space, and more. Conveniently located near schools, shopping, dining, and major roadways, this property combines peaceful neighborhood living with easy access to everything Central Florida has to offer. Whether you’re an investor or a homeowner ready to build something special, this location offers endless potential in a prime Winter Park setting.

1509 Sugarwood Circle, Winter Park
$357,500
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 8 SubDv. ⋅ 32792 Zip Code
LOCATION LOCATION LOCATION!! This 3 bedroom 2 bath home features an open floor plan with loads of natural light. Generous sized Kitchen and Living Areas. Large fenced backyard. New paint inside and out, along with new ceiling fans and light fixtures. Roof is 2018, Replumbed 2016 and HVAC 2019. This home is a must see!!!

2065 Cocos Lane, Winter Park
$458,000
4 Beds ⋅ 3 Baths ⋅ Bel-Aire Pines, Unit Two SubDv. ⋅ 32792 Zip Code
Virtually Staged. Stunning Two-Floor Home in Coveted Winter Park School District Immaculately maintained and truly move-in ready, this unique two-story residence features distinct living quarters with private entrances to both levels. The main floor offers a spacious split-bedroom layout with three bedrooms and two full baths, including a primary suite with an en-suite bathroom and generous walk-in closet. The fully equipped kitchen boasts newer appliances and opens to a bright living area. The expansive 800 sq. ft. upper level functions as a self-contained living unit, ideal for multi-generational arrangements, home offices, or rental income potential. This versatile space includes one bedroom, a full bathroom, a private balcony, and a full open-concept living and dining area complete with a full-size refrigerator and stove. Located in the highly rated Winter Park School District, this home offers the perfect blend of top-tier education and Central Florida lifestyle. Residents enjoy easy access to world-class entertainment, situated just 26 miles (approx. 35 minutes) from Walt Disney World. Additional features include a large two-car garage with washer/dryer hookups, ample driveway parking, fresh interior paint, and a brand-new roof with a transferrable warranty. All major systems are well-maintained and in excellent working condition.

3312 Heartwood Avenue, Winter Park
$365,000
4 Beds ⋅ 2 Baths ⋅ Eastbrook Sub SubDv. ⋅ 32792 Zip Code
Welcome Home to Eastbrook in Winter Park! This beautifully maintained 4-bedroom, 2-bath home offers the perfect blend of comfort, charm, and modern updates — all nestled on an OVERSIZED CORNER LOT in the desirable Eastbrook community with NO HOA and NO CDD. Step inside to find 1,530 sq ft of thoughtfully designed living space, freshly painted in 2025 to give every room a bright, inviting feel. The renovated primary bathroom shower (2025) adds a touch of luxury, while the repiped plumbing (2024) comes with a transferable 30-year warranty for peace of mind. Enjoy outdoor living at its best with a brand-new fence and paved driveway (2023). Major updates have already been taken care of, including a new HVAC (2021), new water heater (2023), and a 9-year-old roof, ensuring this home is move-in ready and worry-free. You’ll love the convenient location — just 10 minutes to Downtown Winter Park and 15 minutes to Baldwin Park, putting shopping, dining, and local charm right at your fingertips. Located in the heart of Winter Park, Eastbrook is known for its welcoming vibe, tree-lined streets, and proximity to top-rated schools, parks, and more. Whether you're a first-time buyer or simply ready for your next chapter, this home has everything you’ve been looking for — style, updates, and location all in one!

1083 Eastbrook Boulevard, Winter Park
$699,450
4 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code
**Multiple offers received*** Please submit highest and best by 10/20/2025 at 4:00 pm This beautifully maintained golf course home offers effortless living in an established Winter Park neighborhood. As you drive along the charming tree-lined streets, the home greets you with impeccable landscaping and timeless curb appeal. Step inside the foyer and discover a bright, open floor plan that seamlessly connects the dining area, kitchen, and living room. Soft natural finishes create a breezy, relaxed feel, while the cozy fireplace anchors the living space, which is perfect for gathering with loved ones. The kitchen is both stylish and functional, featuring stainless steel appliances, stone countertops, a farmhouse sink, and refinished cabinetry. The stylish island provides casual dine-in seating, and the custom pantry and laundry room offer exceptional storage, plus a convenient folding counter and hanging space. Your private primary suite is tucked away to the left of the kitchen, offering serene views and sliding doors that open to the screened lanai overlooking lush, mature landscaping. The walk-in closet provides generous storage, and the updated ensuite bath includes a walk-in shower with both handheld and fixed showerheads. A split floor plan offers three additional bedrooms and an updated guest bath with a tub and glass enclosure perfect for guests. Relax on the screened lanai and enjoy peaceful golf course views and privacy. The brand-new roof provides peace of mind, and the widened paver driveway offers both style and convenience. The garage is equipped with a workbench and built-in shelving for all your storage needs, plus an additional shed and fenced side yard create more outdoor space to enjoy. Located within the Winter Park school district, this home offers the perfect blend of privacy and convenience — just 8 minutes from Lake Baldwin Park, 10 minutes to Corrine Drive’s shopping and dining, 12 minutes to Park Avenue, and 20 minutes to Downtown Orlando.

1346 Golfside Drive, Winter Park
$517,000
3 Beds ⋅ 3 Baths ⋅ Country Lane SubDv. ⋅ 32792 Zip Code
A RARE FIND!! Original Owner, DIRECT LAKE VIEW of LAKE FLORENCE in desirable WINTER PARK!! Gently lived-in 3 bedroom, 2.5 bath home with LAKE VIEWS from most rooms!! Kitchen UPDATED with new cabinets, GRANITE countertops, STAINLESS undermount sink & faucet!! XL LARGE Primary bedroom could be an upstairs OFFICE or TV den!! 2021 NEW AC, 2020 NEW ROOF, 2018 NEW PLUMBING!!! All bathrooms have been UPDATED! Primary bath with GARDEN TUB! Enjoy the LAKE from the kitchen, screened porch, or the back patio!! Bring your BBQ, morning coffee, evening wine, paddleboard, kayak, fishing rod!! THIS is LAKE SIDE living!!! And soooo conveniently located! 4 minutes to 436, 8 minutes to the 417, 9 minutes to 17-92, 12 minutes to Rollins/Park Ave, 15 minutes to UCF, or 15 minutes to I-4...

1628 Lawndale Circle, Winter Park
$470,000
3 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 2 SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. **2025 ROOF** Pride of ownership shines throughout this well maintained 3 Bedroom + OFFICE home, ideally situated on a spacious corner lot in a quiet, neighborhood with NO HOA. With 2,031 square feet of living area including the enclosed porch, this property offers exceptional flexibility and room to grow. Step inside and immediately feel at home in the bright, open layout featuring soaring vaulted ceilings, neutral tones, and wood look luxury vinyl plank flooring that flows seamlessly throughout the home. The living room welcomes you with abundant natural light and a sense of openness, leading into a dedicated formal dining area that overlooks both the pool and main living areas, perfect for family gatherings or entertaining friends. The updated kitchen has been tastefully renovated with custom cabinetry, quartz countertops, and stainless steel appliances, creating a functional space that opens directly to the family room. Whether you’re preparing meals, watching a movie, or keeping an eye on the pool, this layout ensures you’re always part of the action. From the family room, sliding glass doors open to the expansive enclosed porch, a versatile bonus area surrounded by windows on two sides that let in plenty of light and gentle Florida breezes. This space offers countless possibilities — use it as a game room, second living room, home gym, or entertaining space overlooking the pool. Outside, enjoy year round relaxation in your screened pool and patio area, perfect for cooling off on warm afternoons or hosting weekend barbecues. The vinyl fence adds privacy and a clean, low maintenance look to the backyard. The split bedroom floor plan ensures comfort and privacy for all. The primary suite features a newly renovated bathroom with stylish finishes, while the secondary bedrooms are generous in size and share a well appointed guest bath. The dedicated office provides a quiet retreat for working from home, studying, or hobbies. Additional highlights include an oversized side-entry garage with built-in storage shelving and a workbench, ideal for projects or extra storage space. Major updates have already been taken care of for peace of mind — including a new roof (2025) and new pool screens (2025). This is a truly special home that combines modern updates, flexible living spaces, and a private outdoor retreat all in a desirable location close to shopping, dining, and top-rated schools. Schedule your private tour today!

1931 Aster Drive, Winter Park
$627,000
4 Beds ⋅ 3 Baths ⋅ Kenilworth Shores Sec 03 SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Income-Producing Opportunity! Welcome to this versatile Winter Park POOL HOME! At present, this property is split into two separate living quarters with the main house offering 3 bedrooms & 2 bathrooms and the adjoining guest suite offering 1 bedroom & 1 bathroom. Each living quarter has its own kitchen, laundry, climate control & outdoor living space. Rent out the guest suite, share an address with an independent someone, or use the adjoining door to make one fluid space. There are tile floors throughout all areas and a 2-car carport with long driveway in front of both front doors. The heated, chlorine pool is nestled inside a fenced backyard and can be accessed by both living quarters; however, there is an outdoor retractable privacy divider to separate the outdoor spaces if so wished. The property holds 2 sheds; the larger, cottage-style shed is fully powered and insulated, and has a shelving unit on a swing hinge to create a bar at the shed’s double doors for outdoor entertaining. The propane firepit stays and is ready for your housewarming party! Notable updates include 2019 ROOF, 2022 main house A/C, 2024 pool pump & filter, 2025 pool heater. This home has been repiped, rewired, and has updated windows. A breaker box expansion was completed to provide power to the pool heater & cottage shed. The guest suite has a built-in mini split a/c, dehumidifier, water filtration under the kitchen sink & a murphy bed plus armoire storage which will stay. This corner lot property proudly stands a quarter mile to Ward Park and slightly over a mile to Lake Baldwin Park for a sample of the city’s plentiful recreation opportunities. Come explore this opportunity before it’s gone!

428 Selkirk Drive, Winter Park
$427,500
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 15 SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Price ENHANCEMENT! The best value in the area. Do not miss out on the opportunity to be the next owner of Conifer Avenue! This POOL home is amazing in every way and is truly a must see! Original Owner with incredible pride of ownership. Brand NEW Roof, Brand NEW Water Heater 2025, HVAC 2020, entire replumb and newer windows throughout. Nestled in the highly coveted community of Eastbrook in Winter Park. A perfect location just minutes to everything. This residence boasts an array of desirable features. As you stroll down the beautiful walkway into the stunning foyer with striking chandelier, you are mesmerized by the beauty and flow of home. Separate formal dining room and expansive formal living area creating a stylish, classic feel. Three bedrooms and two full baths with oversized primary bedroom inviting French Doors leading you to garden and pool deck. Large kitchen-family combo. Kitchen centered between airy family room and spacious formal dining room. Striking stainless steel appliances. Gorgeous tile flooring throughout combining durability and elegance. Beautiful French Doors leading out to lanai porch and open swimming pool with large deck. Close to a quarter acre of land completely fenced for your fury family. Very large, screened in lanai with fabulous swimming pool. Oversized 2 car garage with an abundant of storage options both inside and out. Comes with washer and dryer. This is the ideal entertainment home. What more could you ask for…I-4 and 417 minutes away for Disney or a day at the Beach. Offering supermarket, restaurants, shopping and so much more. Close to Historical Downtown Winter Park and desired Park Avenue with weekly Farmer’s Market. Then you have the convenient SunRail taking you around Central Florida. Excellent A-Rated Seminole County Schools. Location, Location, Location. Welcome Home!!!

2152 Conifer Avenue, Winter Park
$235,000
32792 Zip Code
This land is located in a PRIME area for development. Drive down the street (and Wilde Ave) and check out all the amazing new homes being build in this neighborhood. No HOA. There was once a home on the property, had water and septic. Due diligence up to buyer. You won't find another opportunity like this in Winter Park. .73 acres in a quiet area to build your perfect dream home! **ALL PREVIOUS LISTINGS WERE FRADULENT* Agent is related to owners of property. Someone was impersonating actual seller and contacting unsuspecting realtors in attempt to scam buyers.

7449 Restful Street, Winter Park
$500,000
3 Beds ⋅ 2 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code
This is a stunning, fully renovated 3-bedroom, 2-bathroom home situated in the heart of Winter Park, offering a move-in ready experience with major system updates for peace of mind, including a New Roof (End of 2023), a Tankless Water Heater (2024), and a new A/C System (2020). The interior features an expertly redesigned, open-concept floor plan perfect for entertaining, with the dining room overlooking the living room, a chef's kitchen boasting updated cabinetry, countertops, and a breakfast nook, and a private Master Suite with a walk-in closet and a master bath with double sinks and a walk-in shower. The unbeatable location places you just minutes from Park Avenue, Baldwin Park, AdventHealth's state-of-the-art hospital, and the Winter Park Wellness Center, and is zoned for top-rated schools, while offering an active lifestyle with a short stroll to the Cady Way Trail, Cady Way Pool & Pickleball Courts, and Showalter Fields. Seize a rare opportunity to invest or build in one of Winter Park's most rapidly appreciating neighborhoods. The true value of this offering is in the land, perfectly positioned for a high-end renovation or a brand-new luxury custom home, as this street is undergoing a dramatic transformation, with recent new construction and luxury renovations selling consistently well over the million-dollar mark—this is your chance to secure a stake in this proven growth area! Schedule a private showing today to experience this unparalleled Winter Park opportunity!

382 Perth Lane, Winter Park
$70,000
1 Beds ⋅ 1 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code
First floor, Move in ready unit! Tile floors throughout. Perfect for a first time buyer or an investor. Close to great schools, restaurants, major highways and more! Call or text to schedule a showing!

107 Scottsdale Square Unit 107, Winter Park
$455,500
3 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code
This property is currently under contract.

1317 Medinah Court, Winter Park
$445,000
3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully designed, move-in-ready townhome— the largest end-unit in one of Winter Park’s most sought-after gated communities! This spacious townhome is conveniently located in the gated community of Hawks Crest, offering 2,312 sq ft of low-maintenance living. With 3 bedrooms, 2.5 bathrooms, a 2-car garage, filled with natural light thanks to abundant windows and soaring ceilings. The paved driveway and lush landscaping welcome you home. Step inside to find a flex space ideal for a home office, den, or second living area. The open-concept main level boasts 9-foot ceilings and seamlessly connects the expansive living room, dining area, and chef-style kitchen complete with quartz countertops, shaker cabinetry, stainless steel appliances, and a large center island perfect for entertaining. Glass sliders lead to the covered patio perfect for your morning coffee or relaxing evenings outdoors. Upstairs, a spacious loft provides a versatile bonus area—great for a media room, playroom, or home gym. The oversized primary suite impresses with tray ceilings, a spa-like en-suite bathroom featuring dual vanities, a walk-in shower, private water closet, and a generous walk-in closet. Two additional bedrooms also offer walk-in closets and share a stylish full bathroom. A conveniently located upstairs laundry room (washer and dryer included) completes the upper level. Residents of Hawks Crest enjoy access to a suite of resort-style amenities including a community pool, playgrounds, parks, picnic areas, and more. Ideally located just steps from Park Maitland Preschool and neighborhood favorites like Foxtail Coffee, Kelly’s Homemade Ice Cream, and Donut King, with quick access to Downtown Winter Park and major highways. Don’t miss your chance to own this exceptional home in one of Winter Park’s most desirable communities!

2420 Firstlight Way, Winter Park
$660,000
4 Beds ⋅ 2 Baths ⋅ Williamsburg SubDv. ⋅ 32792 Zip Code
Welcome to this well-maintained Winter Park home, proudly cared for by its original owner. With a BRAND NEW ROOF and BRAND NEW AC system, this property combines peace of mind with long-term value. Set on a spacious quarter-acre lot with NO HOA, it offers flexibility, privacy, and convenience in one of Central Florida’s most desirable locations. This home features a durable roof with a 10-year transferable warranty, engineered to withstand winds of up to 130 mph for lasting protection and peace of mind. Step inside through the front entry into a light-filled formal living room, where large windows set a warm and welcoming tone. Just to the right, the formal dining room provides the perfect space for family gatherings or entertaining. Flowing naturally into the main family room, you’ll find a cozy fireplace that anchors the space and creates an inviting setting for everyday living. The kitchen is designed for function with all appliances included, ample counter space, and a thoughtful connection to the laundry room, which features generous storage and everyday convenience. Off the family room, the Florida room is bright and versatile—ideal for a home office, reading nook, or playroom. One of the standout features is the expansive 483 sq. ft. bonus room, offering endless possibilities as a game room, studio, or additional living space to suit your lifestyle. Outdoors, a screened-in porch overlooks the fenced backyard, providing a comfortable spot to relax, garden, or host gatherings. An included shed adds extra storage for tools and equipment. Each bedroom is well-sized, offering comfort and practicality, with bathrooms that have been cared for and maintained with attention to detail. The thoughtful layout balances privacy and community spaces, making it both functional and inviting. Location is key, and this home delivers. Just a few minutes’ walk takes you to the scenic Cady Way Trail, Winter Park Pines Golf Course, and Winter Park High School. Nearby parks, shopping, dining, and top-rated schools add to the convenience, while downtown Winter Park, Orlando attractions, and major highways are only a short drive away. Perfect for buyers seeking a primary residence, an Orlando relocation home, or a smart Central Florida real estate investment, this property is a rare find. With only one owner since construction and NEW major systems in place, this Winter Park gem is ready for its next chapter. Contact us today for a private tour or more details on this exceptional opportunity.

2421 Summerfield Road, Winter Park
$335,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 09 SubDv. ⋅ 32792 Zip Code
Are you looking for a great house set on an incredible piece of land? Well look no further because this house sits in the subdivision Eastbrook. This split floorplan has a large open kitchen with a large area for eating breakfast and a separate dining room. The master boasts of a walk in closet and an remodeled master bath. While this house still has a lot of it's original charm, it has been loving maintained and you would make home owner number 3! The main bathroom has an a completely remodeled shower and easily accessible for any age! The size of the lot of yard has endless potential whether you want to add a pool, playground or even an additional room it is up to you! Oh and the AC unit is from 2020 and the hot water heater is new too! This property is as is/where is.

3525 Baxter Drive, Winter Park
$684,000
3 Beds ⋅ 4 Baths ⋅ Kawilla Crest SubDv. ⋅ 32792 Zip Code
BEAUTIFULLY RENOVATED CUSTOM HOME IN WINTER PARK. THIS STUNNING 3 BEDROOM 3.5 BATH CUSTOM HOME BLENDS STYLE, COMFORT, AND CONVENIENCE IN ONE OF WINTER PARK'S MOST DESIRABLE NEIGHBORHOODS. ENJOY A NEW ROOF, RECENTLY RENOVATED KITCHEN AND MAIN LIVING AREA, CATHEDRAL CEILINGS THAT FILL THE HOME WITH NATURAL LIGHT. THE OPEN FLOOR PLAN IS PERFECT FOR FAMILY LIVING AND ENTERTAINMENT, WITH SEAMLESS FLOW TO RECENTLY UPDATED POOL WITH OUTDOOR FULL POOL BATH. BEAUTIFULLY LANDSCAPED FULLY FENCED BACKYARD. WITH SPACIOUS BEDROOMS AND LUXURIOUS PRIMARY BEDROOM SUITE WITH SITTING ROOM AND POSSIBLE OFFICE, AND LARGE BATHROOM WITH WALK IN CLOSET. THIS HOME HAS PLENTY OF ROOM FOR EVERYONE TO UNWIND. LOCATED NEAR TOP WINTER PARK SCHOOLS, SHOPPING AND DINING. THIS HOME COMBINES MODERN UPDATES WITH TIMELESS APPEAL. PERFECT FOR FAMILIES LOOKING TO ENJOY THE BEST OF WINTER PARK LIVING.

1909 Cyril Court, Winter Park
$345,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
Welcome to your slice of Winter Park paradise! Nestled in the sought-after neighborhood of Winter Park Estates, this 3-bedroom, 2-bath home sits on a quarter-acre lot surrounded by mature landscaping and Florida sunshine. Inside, natural light pours through the windows, highlighting spacious living areas and an inviting Florida room that overlooks the sparkling pool—perfect for relaxing or entertaining. The two-car garage includes a workbench area, ideal for projects or extra storage. Whether you’re dreaming of updating, expanding, or simply enjoying the Florida lifestyle as-is, this home offers a blank canvas for whatever your heart desires. Zoned for top-rated schools and located just minutes from the best of Winter Park dining, shopping, and parks—this is an opportunity you won’t want to miss.

731 Bongart Road, Winter Park
$205,000
2 Beds ⋅ 2 Baths ⋅ Wrenwood Condominium SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully updated condo (that lives like a townhouse) in Winter Park! **One or more photos have been virtually staged** Move-in ready and designed for comfort and convenience, this home offers a functional two-story layout with modern upgrades throughout. Recent improvements include new Luxury Vinyl Plank flooring, fresh interior and exterior paint, a 2022 roof, and a 2019 HVAC system, ensuring peace of mind for years to come. Plus the HOA takes care of ALL major repairs & improvements including the roof, exterior maintenance, pest control and all common areas... and water/sewer/trash is also covered in the monthly dues! The main level features an inviting open-concept living and dining area, perfect for entertaining or relaxing. The updated kitchen boasts stylish finishes, and a closet pantry. A spacious half bath with linen closet completes the downstairs. Upstairs, you’ll find two generous bedrooms and a full shared bath. The primary suite offers a dressing/vanity area and a walk-in closet, providing a comfortable retreat and great storage! This well-maintained community offers a variety of amenities, including a community pool, tennis and pickleball courts, pet stations, and an on-site laundry facility. Enjoy easy access to shopping, dining, and entertainment, with close proximity to Full Sail University, Advent Health Orlando International Airport, All Major Attractions, and of course excellent shopping and dining options! Conveniently located near major roadways such as SR 436, 417, and University Blvd... making commuting to downtown Orlando or UCF a breeze. Whether you’re a first-time buyer, downsizing, or searching for an investment opportunity, this property offers the perfect blend of location, lifestyle, and low-maintenance living.

4928 Tangerine Ave, Winter Park
$899,000
4 Beds ⋅ 3 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code
Discover elevated living in this stunning 4 bedroom, 2.5 bathroom pool home, perfectly situated overlooking a tranquil pond and Winter Park 18 hole golf course. Surrounded by a lush tropical backyard oasis, this residence blends modern sophistication with effortless comfort, creating a serene retreat that’s ideal for that perfect start to the morning with a cup of coffee or a relaxing wind down at sunset with a glass of wine. Inside, vaulted wood-trimmed ceilings and a wood-burning fireplace set a warm, inviting tone across 2,455 sq. ft. of thoughtfully designed space. The kitchen features contemporary cabinetry paired with quartz and butcher block wood countertops and a designer tile backsplash. Stainless steel appliances, including a beverage refrigerator, add a professional touch, while a built-in banquette provides seating for six—perfect for entertaining and everyday living. The primary suite offers wood floors, a walk-in closet, and a spa-like bath with dual floating vanity, soaking tub, and seamless glass shower. Enjoy outdoor living at its finest with pergola-covered sitting areas, outdoor shower, fire pit, and sparkling pool. Situated on a private tree-lined cul-de-sac, this home is located in a prime location just minutes from Cady Way Trail, Cady Way pool & courts, Winter Park Pines Golf Course, Crosby Center for Health and Wellbeing, Ward Park, Showalter Athletic Complex, Advent Health Winter Park Hospital and less than 10 minutes to Historic Park Avenue fine dining and shopping. Don’t miss your chance to own this rare Winter Park gem—schedule your showing today! ROOF - 2016 HVAC - 2023(2) PLUMBING - 2020 ELECTRICAL - 2021 WATER HEATER - 2020

1648 Cypress Point Lane, Winter Park