Winter Park FL Real Estate & Homes for Sale

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Beds:
3
Baths:
2.00
Sq.Ft.:
1,117
Status:
NEW LISTING
MLS#:
O6369034
Type:
Townhouse
Subdivision:
Hidden Oaks Condo Ph 10
Lot size:
2.13 Acres
Year built:
1984
A broker reciprocity listing Courtesy: SPRINGHILL PROPERTIES LLC 646-236-0299
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ADDITIONAL INFORMATION

Excellent opportunity to acquire a 3-bedroom, 2-bath first-floor end-unit condo offering approximately 1,117 sq ft in a well-established community. The unit features a functional layout and a highly desirable location near UCF, Full Sail University, Valencia College, and major shopping and dining. Priced to sell, this property is ideal for investors seeking a light-to-moderate rehab with strong rental or resale potential, or for a first-time buyer looking to add value. Schedule a showing today and capitalize on this opportunity.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,548
Status:
NEW LISTING
MLS#:
R11149335
Type:
Townhouse
Subdivision:
Winter Green
Lot size:
0.04 Acres
Year built:
1987
Courtesy: Compass Florida LLC 561-270-5384
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ADDITIONAL INFORMATION

The perfect hideaway home, nestled in the oaks, in coveted and charming Winter Park. Get the ''small-town'' feel, close to all the dynamic, high-energy Orlando has to offer. Your key gateway and home base to picturesque Central Florida. This versatile 2-story end-unit townhouse in a park-like setting lives like a single-family home. Privacy galore. It will appeal not just to 'Orlandoans' but also to snowbirds seeking Florida residency, investors, and South Floridians seeking a weekend retreat. Yes, the high-speed Brightline rail runs between Orlando and Miami. The 3rd bedroom features a loft/home-office design with custom cabinetry and a Murphy bed. Low-maintenance and pet-friendly lifestyle. You're home! Park, and enter your front door. Come and go at leisure without seeing a doorman.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,085
Status:
NEW LISTING
MLS#:
S5140472
Type:
Condo
Subdivision:
Winter Park Woods Condo
Lot size:
0.07 Acres
Year built:
1974
A broker reciprocity listing Courtesy: LPT REALTY, LLC 877-366-2213
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ADDITIONAL INFORMATION

Excellent opportunity to own this second-floor, 2-bedroom, 1/1-bath condo in a Conveniently location close to healthy centers, excellent schools, restaurants and shopping with easy access to Costco, Walmart, and various dining options. Only 4 miles from Winter Park SunRail Train Station and 20 minutes from Orlando International Airport. This unit offers a cozy living/dining area with sliding doors leading to a private balcony that includes extra storage.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,738
Status:
NEW LISTING
MLS#:
O6368324
Type:
Single Family
Subdivision:
Winter Park Forest
Lot size:
0.23 Acres
Year built:
1970
A broker reciprocity listing Courtesy: COMPASS FLORIDA LLC 407-203-9441
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ADDITIONAL INFORMATION

Welcome to 824 Garrett Court, a beautifully updated 4-bedroom, 2-bath home located on a quiet cul-de-sac in the highly desirable Winter Park Forest community. This bright and spacious residence is one of the only homes listed in this sought-after neighborhood in 2025. The interior features luxury vinyl flooring throughout, 4inch baseboards, an updated kitchen with stainless steel appliances (including a gas range and gas water heater) quartz countertops and fresh lighting throughout. Additional upgrades include newer windows and doors, a roof replaced in 2019, AC replaced in 2018, and ductwork encapsulated in 2024 for enhanced efficiency and air quality. The exterior is equally impressive, situated on a 0.23-acre lot with zoysia grass (extensive sprinkler system) and fruit trees throughout the entire yard. Enjoy peace of mind with a new fence installed in 2019, as well as gutters and fresh exterior paint. The screened-in back porch provides the perfect space for year-round outdoor living. Winter Park Forest is known for its close-knit community, tree-lined streets, and prime location. It sits just 5 minutes from Publix, Sprouts, Aldi and Costco and less than ten minutes from Park Ave and downtown Winter Park. The home is zoned for top-rated Lakemont Elementary, Maitland Middle, and Winter Park High School. Don’t miss this rare opportunity to own in one of Winter Park’s most coveted neighborhoods.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,592
Status:
NEW LISTING
MLS#:
O6368029
Type:
Single Family
Subdivision:
Country Lane
Lot size:
0.16 Acres
Year built:
1985
A broker reciprocity listing Courtesy: MARK SPAIN REAL ESTATE 855-299-7653
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Welcome Home! Incredible opportunity to live in the desirable Country Lane community in Winter Park! This charming 3-bedroom, 2-bath POOL home features an extra-large backyard, ideal for entertaining, play, or future outdoor projects. Inside, you’ll love the beautiful engineered hardwood floors throughout—NO carpet! Major updates include New A/C (2022), Re-pipe (2022), and Roof (2015) for added peace of mind. The community of Country Lane offers outstanding amenities including a playground, tennis courts, multiple green spaces, and access to Lake Florence. Residents enjoy limited lake access perfect for kayaking, paddleboarding, canoeing, peaceful evening sunsets, and relaxing morning fishing. This home offers comfort, convenience, and an unmatched lifestyle—schedule your showing today!

Beds:
3
Baths:
4.00
Sq.Ft.:
1,499
Status:
NEW LISTING
MLS#:
O6367738
Type:
Townhouse
Subdivision:
Fernbrook Trails
Lot size:
0.09 Acres
Year built:
1984
A broker reciprocity listing Courtesy: KELLER WILLIAMS ADVANTAGE REALTY 407-977-7600
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Welcome home to this beautifully updated 3-bedroom, 3.5-bath townhome tucked away on a quiet cul-de-sac in a desirable Winter Park community. Designed with comfort and functionality in mind, each bedroom features its own private bathroom, including a convenient first-floor bedroom with a fully updated, handicap-accessible bath showcasing a spacious tiled shower. The light-filled interior offers an open-concept great room that seamlessly blends the living, dining, and kitchen spaces—perfect for both everyday living and entertaining. The updated kitchen is complemented by abundant natural light, while neutral paint and modern flooring flow throughout the home with no carpet anywhere. Upstairs, both bedrooms feature generous walk-in closets and private baths, offering excellent storage and privacy. An interior laundry closet adds everyday convenience. Step outside to a large backyard retreat complete with a hot tub—ideal for relaxing or hosting guests. Additional highlights include a private two-car driveway and a peaceful setting just minutes from Winter Park’s endless shopping, dining, and entertainment options. This move-in-ready townhome combines thoughtful updates, flexible living spaces, and an unbeatable location—don’t miss the opportunity to make it yours.

Open House:

Sunday, 12/28 2:00-4:00PM

More Open House Info >

Beds:
4
Baths:
2.00
Sq.Ft.:
1,854
Status:
Active
MLS#:
O6367536
Type:
Single Family
Subdivision:
Brookshire Heights
Lot size:
0.22 Acres
Year built:
1962
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES 407-644-1234
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ADDITIONAL INFORMATION

Welcome to 2350 Cady Way! Ideally located within walking distance to Brookshire Elementary and directly across from Showalter Field, this home offers easy access to the Cady Way Trail, Baldwin Park’s downtown area and dog park, Winter Park AdventHealth Hospital, and the Crosby Wellness Center, and is just a 5 to 10 minute drive to Park Avenue’s shopping, dining, and entertainment. Step inside to a bright and inviting living room with sliding doors to the backyard and a shared fireplace with the adjacent family room. The family room offers built-in shelving, cabinet storage, and sliding doors leading to a screened-in porch. The kitchen connects to a spacious laundry room with built-in cabinetry and floating shelves, with direct access to an oversized two-car garage featuring built-in shelving and storage cabinets. On the opposite side of the laundry room is a functional mudroom with an additional door to the backyard. The primary bedroom features a walk-in closet with excellent natural light. The primary bathroom includes a walk-in shower, granite countertops, and built-in storage. The secondary bathroom also offers granite countertops, built-in storage, and a bathtub. Throughout the home you will find abundant storage, exceptional natural light, and new remote-controlled ceiling fans. Major updates include a new HVAC system, full plumbing re-pipe, updated electrical panel, exterior flood lighting, new flooring, new fence, new dishwasher, and chimney repairs completed in 2021. Additional improvements include new garage doors and openers in 2024, and in 2025 a new refrigerator, new roof with a 10-year warranty, fresh interior paint, a landscape refresh, and brand new windows.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,446
Status:
Active
MLS#:
O6368141
Type:
Single Family
Subdivision:
Country Lane
Lot size:
0.12 Acres
Year built:
1984
A broker reciprocity listing Courtesy: KELLER WILLIAMS WINTER PARK 407-545-6430
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ADDITIONAL INFORMATION

Make it your very own in 2026! Great opportunity to add your personal touches to this super 3 bed / 2 bath home in desirable Country Lane neighborhood. Vaulted ceiling bring tons of natural light into this great room style floorplan. Bonus room off dining area for office or crafts with door to fenced back yard - perfect for pets and play! Sunny kitchen at the heart of the home, with ample cabinet space. 3 good sized bedrooms, with great closets. Primary bedroom has access to private courtyard for morning coffee, exercise or meditations! Large 2 car garage with utility area. Mature landscape and rear gate to greenbelt area with short stroll to tennis and playground and lake access. Great schools and close to all Winter Park, Maitland has to offer!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,284
Status:
Active
MLS#:
O6368303
Type:
Single Family
Subdivision:
Windward Square Sec 2
Lot size:
0.07 Acres
Year built:
1977
A broker reciprocity listing Courtesy: LUXE HUNTER REAL ESTATE 407-984-4888
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ADDITIONAL INFORMATION

Welcome to 2634 Exuma Way, a well-maintained 3-bedroom, 2-bathroom home located in the heart of Winter Park, where comfort meets convenience. This property stands out as the only home in the area featuring a wrought iron privacy fence, offering a unique sense of character and added seclusion. Enjoy morning coffee or evening gatherings on the oversized front patio, while the backyard space provides room to relax, garden, or entertain. Inside, the kitchen features granite countertops and flows seamlessly into the living areas, creating a warm and functional layout. Additional highlights include: Oversized front patio Granite countertops Private backyard space Carport included Ring doorbell included Two separate storage closets for added convenience Located just minutes from Park Avenue, dining, boutique shopping, parks, cultural attractions, and top-rated schools, this home offers the best of Winter Park living—a charming neighborhood feel with easy access to everything Central Florida has to show you. Community is also amenity rich featuring a pool, clubhouse, tennis courts and a small golf area. Perfect for those seeking privacy, functionality, and a prime location. Schedule your showing today and experience the lifestyle this Winter Park gem provides.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,885
Status:
Active
MLS#:
O6366793
Type:
Single Family
Subdivision:
Casa Aloma
Lot size:
0.24 Acres
Year built:
1969
A broker reciprocity listing Courtesy: KELLY PRICE & COMPANY LLC 407-645-4321
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ADDITIONAL INFORMATION

Welcome to 2665 Tierra Circle, a captivating Mediterranean-inspired residence nestled in the desirable Casa Aloma neighborhood of Winter Park. This thoughtfully maintained 4-bedroom, 2-bath home spans 1,885 square feet and has been lovingly cared for by a single owner for the past 23 years, evident in every detail throughout. Step inside to discover a flowing floor plan featuring distinct living, dining, and family rooms, all bathed in abundant natural light, particularly during the afternoon hours. The home's signature feature is its numerous French doors that seamlessly connect the interior spaces to enchanting garden islander styled courtyard areas, creating an indoor-outdoor living experience reminiscent of classic Mediterranean architecture. Elegant tile flooring flows throughout the home, complemented by crown molding that adds a refined touch to each room. The primary bedroom serves as a private retreat with its en suite bathroom featuring a walk-in shower, while three additional guest bedrooms share a well-appointed hall bath. Notably, the dividing wall between the third and fourth bedrooms has been removed to create a generous suite, offering flexibility to reinstate a fourth private bedroom with simple drywall installation if desired. The true showpiece of this property is the mature landscaping and garden spaces that surround the home, offering multiple courtyard areas perfect for entertaining or peaceful relaxation. The private pool provides a refreshing escape, while block walls throughout ensure complete privacy on the spacious 0.24-acre corner lot. Practical updates include a 2021 HVAC system and 2019 roof, natural gas utilities, and a large laundry and storage room. The two-car garage completes this exceptional offering, presenting a rare opportunity to own a meticulously maintained retreat in one of Winter Park's most sought-after neighborhoods.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,415
Status:
Active
MLS#:
O6368012
Type:
Single Family
Subdivision:
Country Lane
Lot size:
0.12 Acres
Year built:
1984
A broker reciprocity listing Courtesy: RE/MAX TOWN & COUNTRY REALTY 407-695-2066
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ADDITIONAL INFORMATION

Prepare to fall in love with this comfy, cozy retreat tucked along a charming tree-lined street. From the inviting front elevation to the welcoming sitting porch and long driveway, this home instantly feels like “the one.” Inside, soaring vaulted ceilings and beautiful wood flooring create a warm, open atmosphere, while the eat-in kitchen shines with stainless appliances and extended counter space—perfect for baking, entertaining, or simply spreading out and enjoying your morning coffee. It’s a kitchen designed for gathering and making memories. The split-bedroom floor plan offers privacy for the primary suite, complete with its own bath and peaceful views of the private, fenced backyard. Step out to the spacious back patio—an ideal spot for early morning coffee or evening grilling. Enjoy peace of mind and energy efficiency with solar panels installed in 2023, helping keep utility costs low while adding modern value to this already wonderful home. Just a short stroll brings you to the community’s private lake access and tennis courts, adding a touch of lifestyle and recreation right outside your door. Conveniently located minutes from downtown Winter Park, major roadways, shopping, and dining, this home truly puts everything you need within easy reach. Charming, energy-efficient, and full of heart—this is a place where every day feels a little more enjoyable.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,602
Status:
Active
MLS#:
R11147259
Type:
Single Family
Subdivision:
VILLAGE GREEN
Lot size:
0.29 Acres
Year built:
1972
Courtesy: Compass Florida, LLC 954-477-7332
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ADDITIONAL INFORMATION

Welcome to this inviting single-family home at 7641 Village Green Dr in desirable Winter Park, FL. This well-maintained residence features 3 bedrooms and 3 full bathrooms across approximately 1,958 square feet of living space -- perfect for comfortable daily living and entertaining. Set on a generous lot of nearly 0.30 acres, the property includes a private fenced-in backyard with an in-ground pool, offering your own tranquil oasis for relaxing, play, and summer gatherings. Inside, the home offers a naturally welcoming layout with a neutral palette throughout and flexible living spaces that allow for personalization. The primary suite boasts a walk-in closet. Located close to a variety of shops, dining, and everyday conveniences.

Beds:
2
Baths:
2.00
Sq.Ft.:
840
Status:
Active
MLS#:
O6366866
Type:
Condo
Subdivision:
Lancelot/winter Park
Lot size:
0.22 Acres
Year built:
1990
A broker reciprocity listing Courtesy: CFRP REALTY LLC 407-682-8686
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ADDITIONAL INFORMATION

Perfect for Investor or Owner Occupied. Why pay rent when you can own. This 2nd floor end unit boasts of an open floor plan with the kitchen being open to the living room/dining area and features a breakfast bar. Stainless Appliances, including Refrigerator, Microwave, Flat top Range/oven, Dishwasher, full size front load washer and Dryer in Laundry Closet. Community features a pool/clubhouse. Excellent school zone which includes desirable Winter Park School High School, Glenridge Middle School, Aloma Elementary School. An ideal location that makes a Great Rental Investment property or owner occupied. Location, Location, Location... with only a few minutes to downtown Orlando, UCF, Valencia, Full Sail, Rollins College, theme parks, beaches, airport, highways 417 & 408, entertainment, dining & shopping. Call now for your private showing, will not last.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,782
Status:
Active
MLS#:
O6367023
Type:
Townhouse
Subdivision:
Grayson Square
Lot size:
0.05 Acres
Year built:
2023
A broker reciprocity listing Courtesy: LPT REALTY, LLC 877-366-2213
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ADDITIONAL INFORMATION

Discover comfortable Winter Park living in this bright and stylish 3-bedroom, 2.5-bathroom corner-unit townhome located in the gated Grayson Square community. Abundant natural light fills the open-concept living area, which flows seamlessly to a covered lanai that’s perfect for relaxing mornings or quiet evenings. The modern kitchen includes stainless steel appliances, quartz countertops, and generous storage, offering both convenience and contemporary appeal. The owner’s suite features a spacious walk-in closet and an elegant ensuite bathroom with a glass-door shower and dual quartz vanities. Additional highlights include a two-car garage with epoxy flooring, and a washer and dryer for added ease. The community offers a peaceful pool with a cabana, along with 1GB high-speed fiber optic internet and 75 streaming cable and music channels. Ideally located just minutes from downtown Winter Park, the home provides easy access to major highways (436, 434, 417), as well as nearby conveniences such as Starbucks, Publix, and Walmart. Top-rated Seminole County Schools and the shopping and dining of Park Avenue are also close by. This thoughtfully designed home blends natural light, modern finishes, and a fantastic location to create a welcoming and refined place to call your own. ¡Hablo español!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,227
Status:
Active
MLS#:
O6364069
Type:
Single Family
Subdivision:
Garden Lake Estates Unit 3
Lot size:
0.43 Acres
Year built:
1983
A broker reciprocity listing Courtesy: KELLER WILLIAMS ADVANTAGE REALTY 407-977-7600
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ADDITIONAL INFORMATION

Tucked peacefully at the top of a cul-de-sac in the sought-after Garden Lake Estates community, this lakefront residence offers a rare blend of serenity, timeless character, and effortless Florida living. From the first approach, the home feels warm and welcoming, mature landscaping frames the paver drive, and a charming front porch sets the tone for the relaxed, inviting style carried throughout. Inside, the home’s thoughtful split-bedroom layout and multiple gathering spaces create a natural flow for both everyday comfort and entertaining. The formal living and dining areas lead seamlessly into the heart of the home, where a cozy wood-burning fireplace anchors the family room. The kitchen lives warm and inviting, with rich wood cabinetry, granite countertops, stainless steel appliances, and thoughtfully designed glass-front display cabinets. A convenient pass-through connects the kitchen to the sunroom, keeping the cook part of the conversation and offering glimpses of the lake. Combined with the adjacent dining areas, this space supports both casual meals and memorable gatherings with ease. Just beyond, a light-filled sunroom becomes a true showcase space, expanded with tongue-and-groove ceilings, skylights, and panoramic views that draw the outdoors in. This room lives beautifully as a lounge, reading retreat, or entertaining extension, opening directly to the home’s outdoor living areas. Designed for connection to nature, the rear of the home opens to a large screened lanai and an extended lakeside deck, capturing wide sparkling views of Garden Lake. Morning sunrises, evening reflections, and gentle breezes set the backdrop for daily living. Step down to the flagstone patio or the beautifully landscaped yard for even closer access to the shoreline, perfect for launching a kayak or savoring the peaceful setting. Every detail has been tastefully appointed, from updated baths to well-maintained finishes that reflect pride of ownership. The primary suite enjoys privacy and garden views, while two additional bedrooms create versatility for guests, office space, or multigenerational living. This neighborhood is a quiet, established enclave offering a uniquely calm, tucked-away feel while remaining close to everything. A short drive brings you to Winter Park’s signature lifestyle, shopping on Park Avenue, an exceptional dining scene, medical centers including AdventHealth Winter Park, and convenient access to major roadways for commuting or travel. Nearby higher education anchors such as Rollins College and Full Sail University, along with major regional employers, add to the area’s vitality. Schedule your private tour today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,085
Status:
Active
MLS#:
A11924851
Type:
Townhouse
Subdivision:
Four Seasons Condo
Year built:
1974
Courtesy: Kleros Realty, LLC. 305-244-9963
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ADDITIONAL INFORMATION

Experience the best value in Winter Park. Beautifully maintained corner-unit townhome in the desirable Four Seasons community, offering a perfect blend of comfort, privacy and style. This bright and inviting residence features modern laminated floors, new carpet in the bedroom areas, granite kitchen countertops, updated lighting, and recently painted interiors. Enjoy the convenience of a private front entrance and a second entrance from the spacious patio- ideal for added flexibility and seamless indoor=outdoor living. Abundant natural light enhances the the open layout and inviting living areas. Four Seasons community delivers top tear amenities: 3 swimming pools, tennis courts, a fitness center, clubhouse, laundry facilities and beautifully maintained green spaces . Ideally located near Full Sail University , shopping, dining, and major roadways. A turnkey home you won't want to miss.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,300
Status:
Active
MLS#:
O6366446
Type:
Single Family
Subdivision:
Country Lane
Lot size:
0.2 Acres
Year built:
1986
A broker reciprocity listing Courtesy: TOP VALUE PROPERTIES LLC 407-927-2098
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ADDITIONAL INFORMATION

Natural light in EVERY Room!! This beautiful 3 bedroom/2 bath home features an updated kitchen finished in WALNUT-stained cabinets and GRANITE counter tops, black appliances, and a mosaic glass backsplash to catch the sunshine. Harmonious wood- look tile is both beautiful and durable. Elevated bathrooms with GRANITE countertops and updated vanities. Primary bath has dual sinks and a glass block shower!! Multiple indoor/outdoor spaces including side screened in patio extension accessed through kitchen, and enclosed spa courtyard accessed by primary bed and bath. Large side yard and pet-friendly fenced backyard. 2024 NEW AC! 2018 NEW ROOF! Short walk to Lake Florence. Enjoy the exclusive lake side park with fishing pier, grass area perfect for picnics with family and friends, and paddleboard/kayak/canoe ready fun!! Beware you might get a visit from the local friendly sandhill cranes and ducks while you're at it!!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,308
Status:
Active
MLS#:
O6364889
Type:
Townhouse
Subdivision:
Enclave At Hawks Crest
Lot size:
0.06 Acres
Year built:
2021
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY AT THE PARKS 407-629-4420
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ADDITIONAL INFORMATION

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Nestled in the heart of Winter Park, 2224 Shadowland Loop offers a beautiful blend of comfort, style, and low-maintenance living in this spacious 3-bedroom, 3-bathroom townhouse. The interior features an inviting open layout with high ceilings, modern finishes, and tile and carpet flooring all throughout. The well-appointed kitchen flows effortlessly into the main living and dining areas, creating a seamless environment for entertaining or everyday living. All three bedrooms include generous walk-in closets, while the primary suite offers a peaceful retreat with its own private bathroom and serene ambiance. A versatile loft on the second floor adds valuable flex space that is ideal for a home office, media area, or playroom. Outside, the home offers a cozy enclosed rear patio perfect for relaxing, dining outdoors, or enjoying your morning coffee in privacy. A spacious two-car garage provides convenience and additional storage. The community surrounding Shadowland Loop is quiet, welcoming, and beautifully maintained, with tree-lined streets and easy access to the best of Winter Park. Residents enjoy proximity to top-rated schools, charming parks, boutique shopping, vibrant dining spots, and the area’s beloved lakes and recreation. With its thoughtful design, modern amenities, and exceptional location, this townhouse delivers the ideal Winter Park lifestyle.

Beds:
2
Baths:
2.00
Sq.Ft.:
987
Status:
Active
MLS#:
O6366067
Type:
Condo
Subdivision:
Oaks Condo
Lot size:
0.64 Acres
Year built:
1973
A broker reciprocity listing Courtesy: FUTURE HOME REALTY INC 800-921-1330
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ADDITIONAL INFORMATION

Winter Park gem! This tastefully updated 2-bedroom, 2-bath corner unit with a spacious patio offers a rare opportunity in a boutique community of only 11 residences, surrounded by million-dollar homes. The unit was repiped in October 2025 and features high-quality enhancements including plantation shutters, built-in closets, a hurricane-rated sliding glass door, smart recessed lighting throughout, a smart fan with light kit in the primary bedroom, and a Nest thermostat. The airy kitchen boasts granite counters with backsplash, soft-close cabinetry, and stainless steel appliances. An open floor plan connects the living and dining areas—ideal for entertaining. The owner’s suite includes a large walk-in closet, custom built-in storage, and a spa-like bathroom. Enjoy a large private balcony overlooking the community pool—perfect for morning coffee or hosting friends. Centrally located, this home is within walking distance to Glenridge Middle School and minutes from grocery stores, AdventHealth, Baldwin Park’s shops and scenic trails, and the dining and boutiques of Park Avenue. Just 15 minutes to Downtown Orlando and under 30 minutes to Orlando International Airport. Zoned for the highly regarded Winter Park school district. HOA fee includes water, pest control, and exterior insurance, and the community is pet-friendly. Excellent option for first-time buyers, downsizers, investors, or students attending Rollins or Full Sail. Call for your private tour today!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,787
Status:
Active
MLS#:
O6365647
Type:
Townhouse
Subdivision:
Aloma Trails
Lot size:
0.06 Acres
Year built:
2017
A broker reciprocity listing Courtesy: HOMEVEST REALTY 407-897-5400
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ADDITIONAL INFORMATION

Aloma Trails is a gated townhome community, built by Ryan Homes, located in Winter Park. Conveniently you'll find it's location between UCF and Rollins College. Seminole County is known for its highly rated public schools. Only minutes from Park Avenue shopping and restaurants. This END UNIT townhome features 3 bedrooms, 2 1/2 bathrooms, and a TWO car garage. Granite countertops, 42” upper cabinets, GE appliance package including the microwave, oven, dishwasher, and smooth stop range. The living room is very large and wide open to the kitchen and dining. Collapsible 3 panel sliding glass doors allow easy access to back patio. The primary bedroom features 2 walk-in closets, raised dual vanity sinks in the bathroom with Silestone quartz countertops, and walk-in shower.

Beds:
1
Baths:
1.00
Sq.Ft.:
678
Status:
Active
MLS#:
O6365536
Type:
Condo
Subdivision:
Stratford A Winter Park Condo
Year built:
1973
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY AT THE PARKS 407-629-4420
View additional info

ADDITIONAL INFORMATION

Enjoy Winter Park lifestyle in this great, first floor, 1 bedroom 1 bath condo. Built in 1973 with a well-planned 678 sq.ft. floor plan. Featuring Laminate flooring, this condo offers a functional and inviting home. The kitchen comes equipped with a range, refrigerator, dishwasher and microwave. The oversized bedroom comes with stackable washer an dryer and two closets. New bedroom window, new sliding glass door, new bathroom vanity. Updated wiring and electrical panel. Enjoy all your community amenities including a two pools, tennis courts, clubhouse and 24/7 fitness center. The HOA covers water, trash removal, Internet, common area pest control, grounds maintenance, and exterior maintenance while the pool is maintained for your enjoyment. A convenient on-site laundry room features two washers and two dryers free of charge, and the clubhouse is available for rental for gatherings or events. Situated in a prime Winter Park location, this condo is close to grocery stores, shopping centers, and major routes like the 408, Semoran Blvd and St. Rd. 50 for quick access across the area. This condo is just 20 minutes from UCF, 10 minutes from Full Sail, Rollins College, and the vibrant Park Avenue in Winter Park. Quick access to major highways (417 and I-4), everything you need is within reach. Welcome Home!

Beds:
3
Baths:
4.00
Sq.Ft.:
2,160
Status:
Active
MLS#:
O6364557
Type:
Townhouse
Subdivision:
Lake Spier Xing
Lot size:
0.04 Acres
Year built:
2023
A broker reciprocity listing Courtesy: COMPASS FLORIDA LLC 407-203-9441
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ADDITIONAL INFORMATION

This modern Winter Park townhome sits in a quiet pocket between Lake Spier and Lake Compton, offering a rare mix of style, comfort, and convenience. This home feels tucked away while still keeping you close to everything you love about Winter and Baldwin Park. Inside, the layout is open and easy to live in. The kitchen features stone countertops, stainless steel appliances, and a large island that flows into the main living space, perfect for everyday living or hosting friends. Hardwood floors run throughout, including a built in work space, plus a large mud room off the two-car garage for added convenience. Residents here also enjoy access to a private community dock, ideal for paddleboarding, kayaking, fishing, or simply relaxing by the water. The location is a major perk. You're just minutes from Downtown Baldwin Park, the Cady Way Trail, Lake Baldwin Dog Park, and about a 10-minute bike ride to Park Avenue. The Baldwin Park VA Clinic, AdventHealth Winter Park, and popular golf options including the Winter Park 18 and Interlachen Country Club, are all close by. A great blend of modern design, low-maintenance living, and a hard-to-beat location, this is a special opportunity in Lake Spier Crossing.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,727
Status:
Active
MLS#:
O6365516
Type:
Single Family
Subdivision:
Eastbrook Sub Unit 13
Lot size:
0.34 Acres
Year built:
1968
A broker reciprocity listing Courtesy: COMPASS FLORIDA LLC 407-203-9441
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ADDITIONAL INFORMATION

Get ready to fall in love with this stunning Winter Park home! Tucked away in a peaceful cul-de-sac, this fully renovated 3-bedroom, 2-bath beauty blends modern style with everyday comfort. Step into the family room and instantly feel the openness of the bright, airy layout. The open floor plan creates a seamless flow from the living area to the brand-new kitchen, making the entire space feel spacious and inviting. Luxury vinyl flooring runs throughout the home, while quartz countertops sit elegantly atop all-new cabinetry. The grand center island pairs perfectly with the custom-built dry bar, complete with open shelving and extra cabinet storage, an entertainer’s dream! All brand-new stainless steel appliances are included. Just off the kitchen sits the light-filled Florida room, wrapped in oversized windows and sliding glass doors that flood the home with natural sunshine year-round. Both bathrooms have been tastefully updated with new tile, flooring, gold finishes, and beautiful new vanities. With a 2022 roof, two-car garage, fresh interior and exterior paint, and thoughtful upgrades throughout, this home delivers the peace of mind and elevated living you’ve been looking for. Don’t miss out, your Winter Park retreat is waiting! Schedule your showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,827
Status:
Active
MLS#:
O6365557
Type:
Single Family
Subdivision:
Kenilworth Shores Sec 04
Lot size:
0.21 Acres
Year built:
1962
A broker reciprocity listing Courtesy: BALDWIN PARK REALTY LLC 407-986-9800
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ADDITIONAL INFORMATION

This meticulously maintained POOL HOME located in the highly desirable Kenilworth Shores community could be YOURS! 3 Beds 2 Baths Bonus Room This classic ranch-style residence offers a spacious and functional layout with three well-appointed bedrooms, two full bathrooms, a formal living room, dining area, and a bright breakfast nook. An additional bonus room provides flexible use — ideal as a home office, creative studio, workout space or playroom — all with tranquil views of the pool and backyard. The property features a beautifully landscaped, fully fenced yard and a private pool area, perfect for entertaining, relaxing, or enjoying the Florida lifestyle. Originally updated in 2012, the home benefits from a well-balanced and comfortable floorplan, complemented by key mechanical upgrades including a newer HVAC system and roof, and a brand-new water heater installed in 2024. With these major updates already completed, the property is truly move-in ready — offering peace of mind and lasting value. Don’t miss your opportunity to own a beautifully maintained home in a location that continues to deliver on both lifestyle and convenience. Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High, the location also offers close proximity to top institutions and amenities, including Rollins College (2.3 miles), Full Sail University (2.4 miles), AdventHealth Winter Park (0.9 miles), and the VA Medical Center (1.3 miles). Outdoor enthusiasts will appreciate the nearby Cady Way Trail, Blue Jacket Park, and Lake Baldwin, all within a short drive, offering walking paths, open green space, and recreational opportunities. ASSUMABLE VA LOAN at 2.25% Interest Incredible opportunity to assume the seller’s VA mortgage at just 2.25% interest. Just minutes from the vibrant centers of Baldwin Park and Park Avenue, this property provides convenient access to an array of restaurants, boutique shops, cafés, and year-round events. 676 Dunblane Drive is a rare opportunity to own a well-located, move-in-ready home in one of Winter Park’s most established and sought-after neighborhoods. Book your private showing TODAY!

Beds:
2
Baths:
2.00
Sq.Ft.:
987
Status:
Active
MLS#:
O6360351
Type:
Condo
Subdivision:
Four Seasons Condo
Lot size:
19.03 Acres
Year built:
1970
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES 407-644-1234
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ADDITIONAL INFORMATION

A Wonderful Opportunity Awaits!! Discover the ease of low-maintenance living in this well-maintained GROUND-FLOOR unit in the always-popular Four Seasons community. Currently leased for $1,800/month to an excellent tenant who would love to stay (month-to-month with 60-day notice), this condo offers built-in stability for investors or a smooth transition for future owner-occupants. Inside, enjoy luxury vinyl flooring throughout, an in-unit washer & dryer, an updated electrical panel, A/C replaced in 2016, and an updated primary bath. The primary bedroom features a spacious walk-in closet, adding great storage and functionality. Four Seasons residents enjoy a host of amenities, including an onsite manager, two pools, tennis court, shuffleboard, clubhouse, and an exercise room. The location is unbeatable—zoned for top-rated schools and walking distance to Brookshire Elementary, Ward Park & Playground, and the Center for Health & Wellbeing, with shopping and dining just minutes away. This is a fantastic opportunity to experience Winter Park living at an affordable price. Whether you’re a first-time buyer, downsizing, or seeking a low-maintenance second home, this property checks all the boxes. Call today for your private showing—this one won’t last!

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Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of {{last updated}}. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Copyright 2025, My Florida Regional MLS DBA Stellar MLS.

Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2025 BeachesMLS, Inc.


Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited. © 2025 MIAMI Association of REALTORS®, all rights reserved.




Winter Park 32792 Real Estate

Winter Park is located in Florida. Winter Park, Florida 32792has a population of 29,672. Winter Park 32792 is less family-centric than the surrounding county with 26.31% of the households containing married families with children. The county average for households married with children is 31.51%.

The median household income in Winter Park, Florida 32792 is $88,688. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Winter Park 32792 is 45.3 years.

Winter Park Weather

The average high temperature in July is 92 degrees, with an average low temperature in January of 49.4 degrees. The average rainfall is approximately 51.9 inches per year, with 0 inches of snow per year.

Winter Park Map

Winter Park Real Estate Market Conditions

  • Median sales price

    $421,500
    25.3%
    change since last quarter
  • # Active listings

    144
    30-day change

Winter Park Schools and Demographics

Education near Winter Park, FL

City County
High School Graduates 96.78 89.47
College Degree - 2 year 9.01 11.45
College Degree - 4 year 62.48 35.7
Graduate Degree 17.77 9.12
Expenditures per Student 12,701 12,701
Students per Teacher 17.3 17.3

Elementary Schools near Winter Park, FL

Grades Students P/T Ratio ZIP
Aloma Elementary School PK - 05 528 15.5 32792
Arbor Ridge K-8 PK - 08 764 13.6 32817
Audubon Park Elementary School PK - 05 1,182 14.8 32814
Brookshire Elementary School PK - 05 632 12.9 32792
Casselberry Elementary School PK - 05 724 13.2 32707
Eastbrook Elementary School PK - 05 809 14.2 32792
Killarney Elementary School KG - 05 444 14.8 32789
Lakemont Elementary School KG - 05 656 14.6 32792
Orange County Preparatory Academy Charter KG - 08 325 13.5 32817
Red Bug Elementary School PK - 05 827 14.3 32707
Riverdale Elementary School PK - 05 674 15 32817
Sterling Park Elementary School PK - 05 817 14.6 32707

Middle Schools near Winter Park, FL

Grades Students P/T Ratio ZIP
Einstein Montessori Academy Charter 03 - 08 40 10 32817
Glenridge Middle School 06 - 08 1,415 18.4 32814
South Seminole Middle School 06 - 08 1,228 15.5 32707
Union Park Middle School 06 - 08 873 16.8 32817

High Schools near Winter Park, FL

Grades Students P/T Ratio ZIP
Lake Howell High School 09 - 12 2,229 19.1 32792
University High School 09 - 12 3,111 22.1 32817
Winter Park High School 09 - 12 3,069 18.7 32792

Ungraded Schools near Winter Park, FL

Grades Students P/T Ratio ZIP
* Aloma High Charter School 09 - 12 510 42.5 32792
* Winter Park Education Center 11 - 12 0 32789
Winter Park Tech AE - AE 0 32789

Demographics near Winter Park, FL 32792

Zip Code City
Neighborhood Type Suburban
Population 29,672 1,409,949
Population Density 3,393 1,562
Median Age 45.3 35.7
People per Household 2.3 2.9
Median Household Income 88,688 65,784
Average Income per Capita 67,032 33,498

Real estate near Winter Park