Winter Park FL Real Estate & Homes for Sale

138 Properties Found

Sort Results:
26–50 of 138 properties displayed
Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 of 6    Prev | Next
Beds:
2
Baths:
3.00
Sq.Ft.:
1,550
Status:
Active
MLS#:
S5144547
Type:
Single Family
Subdivision:
Vistas At Lake Howell
Lot size:
0.04 Acres
Year built:
2004
A broker reciprocity listing Courtesy: ALLEGIANT MANAGEMENT GROUP INC 407-557-3164
View additional info

ADDITIONAL INFORMATION

Welcome to Winter Park two-story townhome located in the private, gated community of Vistas at Lake Howell. This 2 bedroom, 2.5 bathroom home offers approximately 1,550 sq ft of living space. The kitchen features stainless steel appliances, including dishwasher, range, refrigerator, and microwave. The living and dining room combination provides an open and functional layout. All bedrooms are located upstairs, along with a conveniently located laundry room (washer and dryer included). The primary bedroom features a custom-designed closet and an en-suite bathroom. Ceiling fans are installed in multiple rooms. Additional highlights include a half bathroom downstairs, a screened-in private back patio/porch, and an attached one-car garage. Ideally situated near SR-436 and I-4, offering easy access to shopping, dining, and major highways. ****Home square footage, taxes, lot sizes, and schools are to be independently verified.***

Beds:
1
Baths:
1.00
Sq.Ft.:
753
Status:
Active
MLS#:
S5144503
Type:
Condo
Subdivision:
Wrenwood Condo
Lot size:
0.28 Acres
Year built:
1973
A broker reciprocity listing Courtesy: PROPERTY OUTLET INTERNATIONAL 407-723-7000
View additional info

ADDITIONAL INFORMATION

Stunning renovated 1-bedroom in Winter Park! Enjoy all-new flooring, fresh paint, knockdown ceilings, and a sleek bath and kitchen with new cabinets and stainless appliances. Fully furnished—just bring your toothbrush. Community was freshly painted and roads repaved in 2025. Prime location near top dining, shopping, and parks. Move-in ready perfection!

Open House:

Friday, 3/13 12:00-3:00PM

More Open House Info >

Beds:
4
Baths:
4.00
Sq.Ft.:
2,509
Status:
Active
MLS#:
O6384924
Type:
Single Family
Subdivision:
Brookshire Heights 1st Add
Lot size:
0.2 Acres
Year built:
2023
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 407-647-1211
View additional info

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Would you move TOMORROW! Welcome to this aesthetic custom luxury home in an unbeatable Winter Park location.From the moment you arrive, the custom landscaping and automated lighting make a statement, day or night.At the center of the home, the chef's kitchen is both a showpiece and a performance space. A commanding 48-inch Z-Line gas range with 8 Italian-made brass burners anchors the room, complemented by Café luxury appliances, a stainless steel refrigerator, quartz countertops, and custom cabinetry. The walk-in pantry with floating shelves and under-shelf lighting adds both beauty and function. An indoor wine bar with built-in cabinetry and wine refrigerator enhances the entertaining experience, while an upstairs beverage station keeps every level equally equipped.The primary suite is a full spa experience. The glass enclosed shower features a rain head, body jets, and handheld fixtures. A soaking tub, dual vanities with quartz counters, and a generously proportioned walk-in closet complete the retreat. Imported aged brass designer light fixtures are included in the sale. Philips Hue smart lighting synchronizes every indoor and outdoor light in one app, and a smart security camera system with fingerprint keypad entry completes the tech package. The outdoor living experience rivals the interior. A covered lanai with a fully equipped summer kitchen, including a built-in grill, dedicated refrigerator, and generous prep space, flows into a landscaped courtyard designed with an Italian villa, Mediterranean feel. As evening falls, intentional landscape lighting transforms the grounds into an intimate setting perfect for al fresco dinners, fireside gatherings, or projecting the big game under the stars. Walk to pickleball courts, athletic fields, and a premier wellness facility. Park Avenue's celebrated boutiques and dining are just minutes away. New construction of this caliber is increasingly rare in Winter Park. Schedule your private showing today. The furniture and décor, curated by a professional design team, are negotiable, making it possible to move in with the full look already in place.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,291
Status:
Active
MLS#:
O6378028
Type:
Townhouse
Subdivision:
Villas Of Casselberry Ph 2
Lot size:
0.1 Acres
Year built:
1984
A broker reciprocity listing Courtesy: ERA GRIZZARD REAL ESTATE 352-267-0672
View additional info

ADDITIONAL INFORMATION

Welcome to this enchanting 3-Bedroom, 2-Bathroom townhouse in Winter Park! Walk into an open floor plan giving you comfort and that homey feeling with a modern touch. A gorgeous kitchen area with a granite countertop, that flows with the home and is perfect for hosting. Tile flooring throughout, this home is move in ready!! Coming with a one car garage that was converted into a bonus space that can be used as an extra bedroom or office. A large front and back porch perfect for enjoying that Florida weather or hosting family and friends! Walk just steps away to the Community pool. Close to Full Sail, UCF, local Winter Park shops, and all the attractions of Central Florida! Whether you’re a first-time home buyer, downsizing, snowbird, or an investor, this is a fantastic opportunity to own this property with everlasting potential!! Don’t wait!! Schedule your private showing today!!

Beds:
1
Baths:
1.00
Sq.Ft.:
735
Status:
Active
MLS#:
S5144243
Type:
Condo
Subdivision:
Golfside Villas Condo
Lot size:
0.02 Acres
Year built:
1969
A broker reciprocity listing Courtesy: LPT REALTY, LLC 877-366-2213
View additional info

ADDITIONAL INFORMATION

Prime location meets exceptional value in the highly sought-after Winter Park area! This first-floor condo offers unbeatable convenience and strong investment potential in one of Central Florida’s most desirable communities. Ideally positioned just steps from the community pool and on-site laundry facilities, it provides easy, everyday access to key amenities. Whether you’re a first-time homebuyer ready to enter the market or an investor looking for a property with solid rental appeal in a high-demand location, this condo delivers both lifestyle and long-term opportunity. Don’t miss your chance to secure a well-located property at an attractive price point.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,105
Status:
Active
MLS#:
S5144196
Type:
Condo
Subdivision:
Parkview Village
Lot size:
0.1 Acres
Year built:
1984
A broker reciprocity listing Courtesy: CENTURY 21 EDGE 321-351-2121
View additional info

ADDITIONAL INFORMATION

Discover a charming 2nd-story condo nestled in the desirable Parkview Village community of Winter Park. This spacious home features two bedrooms and two bathrooms across 1,105 square feet of thoughtfully designed living space. The interior boasts large rooms, providing ample space for comfort and versatility. Admire the vaulted ceilings that enhance the open and airy atmosphere, while the abundance of closet space ensures ample storage solutions. Enjoy the convenience of an inside utility room equipped with a recently purchased washer and dryer, making laundry tasks a breeze. Step outside onto the screened-in porch, perfect for relaxing and unwinding in privacy. As part of the homeowners' association, residents have access to top-notch amenities including a refreshing pool, rejuvenating hot tub, and welcoming clubhouse—ideal for social gatherings and leisure activities. Embrace the opportunity to make this well-appointed condo your home in the vibrant community of Parkview Village in Winter Park. This home offers an enviable location with a wealth of nearby attractions. Enjoy the boutique shopping and dining of Park Avenue in downtown Winter Park. For outdoor enthusiasts, the picturesque Winter Park Chain of Lakes and Mead Botanical Garden provide endless opportunities for adventure. The area boasts proximity to major employers, including AdventHealth, Lockheed Martin, and Orlando Health, offering lucrative career prospects. Shoppers will delight in the Altamonte Mall and The Mall at Millenia, while families can indulge in nearby entertainment options such as Walt Disney World, Universal Studios, and SeaWorld, all conveniently accessible. With the Orlando International Airport just a drive away, traveling is seamless. This central location combines convenience with charm, making it an ideal spot for professionals, families, and students alike, anchored amidst top educational institutions like Rollins College, Full Sale University and the University of Central Florida.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,059
Status:
Active
MLS#:
O6383320
Type:
Condo
Subdivision:
Wrenwood Condo
Lot size:
0.32 Acres
Year built:
1973
A broker reciprocity listing Courtesy: RE/MAX TOWN & COUNTRY REALTY 407-695-2066
View additional info

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Rare one-story corner unit offering affordable Winter Park living with updated interiors and a low-maintenance lifestyle. Finding affordable Winter Park living is not always easy, especially in a hard-to-find one-story corner unit. This move-in ready condo offers updated finishes, a comfortable split-bedroom layout, and the low-maintenance lifestyle many buyers are looking for today. Beautifully maintained, the home features modern laminate flooring, ceramic tile, and knockdown ceilings throughout. The renovated kitchen includes slide-out drawers in all lower cabinets, newer appliances, and thoughtful storage designed for everyday functionality. The private primary suite offers a comfortable retreat with a spacious walk-in closet, while both bathrooms have been tastefully updated with new vanities, fixtures, and toilets. Enjoy Florida’s indoor-outdoor lifestyle from the screened patio with additional exterior storage, perfect for morning coffee or relaxing in the evening. Major system updates include HVAC replaced in 2022, electrical panel installed in 2015, and updated plumbing in 2005, providing added peace of mind. The exceptionally well-maintained community recently completed new roofs in 2021 and exterior repainting in November 2025 and offers a convenient Winter Park location close to shopping, dining, and major roadways. A great opportunity for first-time buyers, downsizers, or anyone seeking easy, low-maintenance living in Winter Park.

Beds:
1
Baths:
1.00
Sq.Ft.:
678
Status:
Active
MLS#:
O6382547
Type:
Condo
Subdivision:
Stratford Winter Park
Lot size:
0.02 Acres
Year built:
1973
A broker reciprocity listing Courtesy: WATSON REALTY CORP 407-332-6000
View additional info

ADDITIONAL INFORMATION

Enjoy easy living in this cozy, open-concept first-floor condo located in a desirable Winter Park community. Step out onto your newly screened-in patio and take in the peaceful, park-like setting — a relaxing extension of your living space and the perfect spot for morning coffee or evening unwinding. Recent 2025 improvements include a new A/C system, water heater, freshly painted interior, new screened porch, and new toilet — giving you move-in-ready comfort and peace of mind. The kitchen comes fully equipped with range, dishwasher, refrigerator, and microwave. A stackable washer and dryer are conveniently located in the bedroom, and an additional community laundry room with two washers and dryers is available free of charge. Stratford residents enjoy an amenity-rich lifestyle including: • Two sparkling pools • Tennis courts • 24/7 fitness center • Clubhouse available for private gatherings • Pet station *Planned social events for residents. The HOA adds tremendous value by covering water, trash removal, internet, pest control, exterior maintenance, grounds care, and common areas — simplifying ownership and monthly budgeting. Located in a prime Winter Park area with easy access to 408, Semoran Blvd., 417, I-4, and State Road 50. Just minutes from shopping, dining, grocery stores, and within 20 minutes of UCF, Full Sail University, Rollins College, and Park Avenue. With its thoughtful updates, first-floor convenience, and exceptional community amenities, this condo offers more than just a home — it delivers an above-average lifestyle in one of Central Florida’s most desirable locations.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,058
Status:
Active
MLS#:
O6380539
Type:
Condo
Subdivision:
Wrenwood Condo
Lot size:
0.32 Acres
Year built:
1973
A broker reciprocity listing Courtesy: SUNSHINE BROKERAGE, LLC 407-509-7961
View additional info

ADDITIONAL INFORMATION

Move right into this beautifully two-bedroom, two-bath condominium located in desirable East Winter Park. The thoughtfully designed floor plan offers two spacious bedrooms, and bathrooms—one featuring a tub and the other a shower—providing comfort and privacy. The light-filled great room showcases attractive laminate wood flooring and sliding glass doors that open to a private, screened-in porch overlooking a sunny, landscaped courtyard—perfect for relaxing. Recent upgrades include a new AC system (May 2021), a new roof (2022), exterior paint 2025, updated bathrooms, upgraded laminate wood flooring throughout. The primary bathroom has been enhanced with a luxurious walk-in shower featuring upgraded stone and tile finishes. This unit is quietly situated in a private location within the well-maintained Wrenwood Condominiums community, offering assigned parking directly in front of the unit and access to a sparkling community swimming pool. Ideally located in East Winter Park, this community offers easy access to Park Avenue shopping and dining, Winter Park Village, Full Sail University, and nearby parks and lakes. Enjoy a vibrant lifestyle with museums, farmers markets, scenic walking areas, and the renowned Winter Park Chain of Lakes just minutes away, all while remaining close to major roadways and downtown Orlando. Schedule your private showing today.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,627
Status:
Active
MLS#:
O6379719
Type:
Single Family
Subdivision:
Casa Aloma
Lot size:
0.2 Acres
Year built:
1968
A broker reciprocity listing Courtesy: WATSON REALTY CORP., REALTORS 352-243-7374
View additional info

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Welcome to 2809 Casa Aloma — a beautifully updated 3-bedroom, 2-bath charming home located on a quiet cul-de-sac in desirable Winter Park. Originally one of the subdivision’s model homes "Monaco", this property blends French Provincial design with extensive modern upgrades. Major improvements include a 2021 Architectural roof, 2019 A/C system, 2021 Series 4000 double hung double pane hurricane impact windows with designed tinting, upgraded gas meter for generator, Culligan high efficiency water softener, 2022 gas water heater, 2021 vinyl fencing, Comfort 834 jacuzzi hot tub, Ring security devices transferrable, 3 TV's and wall mounts, washer/dryer, and a Generac 24000 standby natural gas whole-house generator 2022 — providing efficiency and peace of mind. The renovated interior features a bright, functional layout and a natural gas range in the updated kitchen, Bathrooms with Moen All in One Spa w/Bluetooth. Enjoy Florida living year-round from the large covered back porch overlooking a fully fenced backyard with low-maintenance artificial turf, Jacuzzi, and storage shed. The oversized two-car garage adds convenience and additional storage. Ideally located just minutes from the shopping and dining of Park Avenue, outdoor recreation at Kraft Azalea Garden, and cultural attractions including the Charles Hosmer Morse Museum of American Art. Convenient access to Advent Health Winter Park and nearby commuter routes make this location as practical as it is desirable. Experience the comfort of a move-in ready home in one of Central Florida’s most established and sought-after communities. Existing well capped, possible to reuse. Ring security system is active on the exterior and has audio/visual capabilities.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,670
Status:
Active
MLS#:
TB8475829
Type:
Single Family
Subdivision:
Autumn Glen Ph 3
Lot size:
0.18 Acres
Year built:
1991
A broker reciprocity listing Courtesy: HOMECOIN.COM 888-400-2513
View additional info

ADDITIONAL INFORMATION

Nestled in sought-after Seminole County, this charming 3-bedroom, 2-bath home offers the perfect blend of comfort and relaxation. Step inside to spacious living areas, and unwind in your private pool and spa oasis out back. This home is ready to be your retreat.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,031
Status:
Active
MLS#:
O6382548
Type:
Townhouse
Subdivision:
Hidden Oaks Condo Ph 08
Lot size:
0.01 Acres
Year built:
1984
A broker reciprocity listing Courtesy: FLORIDA PRESTIGIOUS HOMES INC 754-246-2070
View additional info

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Modern Charm in Prime Winter Park Location! Step into this beautiful 2-bedroom, 2.5-bath townhome located in the desirable Hidden Oaks community of Winter Park. Freshly painted with brand-new carpeting throughout, this stylish 1,031 sq. ft. home offers both comfort and flair. Enjoy peace of mind with a new roof installed in 2023. The exterior is thoughtfully landscaped, enhancing the home’s inviting curb appeal. Conveniently located just: 10 minutes to Downtown Orlando, 15 minutes to Orlando International Airport, 10 minutes to shopping and dining, 15 minutes to Valencia College, 25 minutes to UCF, 30 minutes to Disney World. Top schools such as Aloma Elementary, Glenridge Middle School, and Winter Park High School. Whether you're looking for a place to call home or a savvy investment, this gem combines timeless design, modern updates, and unbeatable location. Don’t miss this opportunity!

Beds:
1
Baths:
1.00
Sq.Ft.:
793
Status:
Active
MLS#:
V4947283
Type:
Condo
Subdivision:
Four Seasons Condo
Lot size:
19.06 Acres
Year built:
1970
A broker reciprocity listing Courtesy: RE/MAX ADVANTAGE 386-846-1515
View additional info

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Experience elevated living in this beautifully appointed 1-bedroom, 1-bath residence located on the second floor in the heart of Winter Park, Florida. The home showcases elegant wood-look tile flooring throughout, creating a seamless, upscale aesthetic with both style and durability. The primary bedroom is enhanced with classic plantation shutters, offering timeless sophistication, privacy, and beautiful natural light control. Step onto your private balcony overlooking the resort-style pool, providing a serene backdrop for morning coffee or evening relaxation. Designed for modern convenience, the residence includes a private in-unit washer and dryer, elevating everyday comfort. Perfectly positioned just minutes from Park Avenue, enjoy immediate access to Winter Park’s renowned cafés, fine dining, boutique shopping, and cultural attractions, as well as close proximity to Rollins College. This refined condo seamlessly blends luxury, lifestyle, and location, making it an exceptional opportunity in one of Central Florida’s most desirable neighborhoods.

Beds:
1
Baths:
1.00
Sq.Ft.:
678
Status:
Active
MLS#:
O6382436
Type:
Condo
Subdivision:
Bldg 6 Unit 189 The Stratford A Winter Park Condom
Lot size:
0.02 Acres
Year built:
1973
A broker reciprocity listing Courtesy: RE/MAX 200 REALTY 407-629-6330
View additional info

ADDITIONAL INFORMATION

Experience the best of the Winter Park lifestyle in this beautifully updated first-floor condo that blends comfort, convenience, and value in one irresistible package. Step inside to a bright, welcoming living space filled with natural light from oversized sliding glass doors that lead to your private, covered, and screened-in porch — complete with its own storage closet. It’s the perfect spot for morning coffee or unwinding after a long day. The kitchen is fully equipped with Stainless steel range, refrigerator, dishwasher, and microwave, making everyday living effortless. The oversized bedroom offers two closets, a stackable washer and dryer for added convenience, and a brand-new closet doors for enhanced efficiency and comfort. Additional almost brand new Air Condition — giving you move-in-ready peace of mind. Enjoy resort-style amenities including two sparkling pools, tennis courts, a clubhouse, and a 24/7 fitness center. The HOA covers water, trash, internet, exterior maintenance, grounds care, and pest control — simplifying your lifestyle and protecting your investment. There’re even a free on-site laundry facility and a rentable clubhouse for hosting gatherings. Location is everything — and this one delivers. Just minutes from Downtown Winter Park, grocery stores, shopping, and dining, with quick access to 408, 417, I-4, Semoran Blvd, and State Road 50. Only 10 minutes to Full Sail, 20 minutes to UCF, and close to Rollins College. Whether you’re a first-time buyer or someone seeking low-maintenance living in a prime location, this is an exceptional opportunity you don’t want to miss. Schedule your private tour today — and come see why this one feels like home the moment you walk in.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,151
Status:
Active
MLS#:
O6381596
Type:
Condo
Subdivision:
Hidden Oaks Condo Ph 03
Lot size:
0.01 Acres
Year built:
1983
A broker reciprocity listing Courtesy: ROBERT SLACK LLC 352-229-1187
View additional info

ADDITIONAL INFORMATION

Great location, perfect for first time buyers in the Hidden Oaks community. The unit offers three bedrooms (all upstairs), two full bathrooms (upstairs) and one half bathroom (downstairs), two reserved parking spots. Close proximity to Full Sail University, the University of Central Florida and Valencia College as well as many major Central Florida employers. More pictures coming soon.....

Beds:
4
Baths:
2.00
Sq.Ft.:
1,988
Status:
Active
MLS#:
O6378218
Type:
Single Family
Subdivision:
Eastbrook Sub Unit 14
Lot size:
0.2 Acres
Year built:
1968
A broker reciprocity listing Courtesy: MAINSTAY BROKERAGE LLC 800-583-2914
View additional info

ADDITIONAL INFORMATION

Situated in an established Winter Park neighborhood, this single-family residence offers a functional layout with generous living space designed for everyday comfort. The home features multiple living areas that provide flexibility for daily living, entertaining, or work-from-home needs. Conveniently located near major roadways, public transit, shopping, dining, and surrounding Central Florida destinations, this property offers a balanced blend of accessibility and neighborhood appeal within Seminole County.

Beds:
5
Baths:
5.00
Sq.Ft.:
3,800
Status:
Active
MLS#:
O6381093
Type:
Single Family
Subdivision:
Kenilworth Shores Sec 03
Lot size:
0.22 Acres
Year built:
2026
A broker reciprocity listing Courtesy: LPT REALTY, LLC 877-366-2213
View additional info

ADDITIONAL INFORMATION

Under Construction. Under Construction. Welcome to a brand-new luxury residence coming to one of Winter Park’s most desirable locations. This thoughtfully designed home blends modern elegance with functional living, offering a refined layout, quality craftsmanship, and a lifestyle tailored for comfort and entertaining. Planned features include an open-concept floor plan with spacious living and dining areas, a designer kitchen with custom cabinetry, premium appliances, and stone countertops, along with carefully curated finishes throughout. The primary suite is designed as a private retreat with a well-appointed bathroom and generous closet space, while additional bedrooms provide flexibility for guests, office space, or multi-generational living. Expansive windows and sliding glass doors are intended to create a seamless connection between indoor and outdoor living areas, ideal for enjoying Florida’s year-round lifestyle. Outdoor plans may include a covered lanai, pool, and landscaped grounds designed for both relaxation and entertaining. A garage and ample storage further enhance everyday functionality. This home is currently under construction. All renderings, floor plans, features, and specifications are subject to change without notice. Builder reserves the right to modify plans, materials, and finishes. Qualified buyers may have the opportunity to customize certain design selections and finishes depending on construction stage and builder approval. Conveniently located near Park Avenue, local dining, shopping, parks, and top-rated schools, this property offers the opportunity to own a new construction home in the heart of Winter Park. Buyers are encouraged to verify all information, including dimensions, features, school zoning, and completion timelines.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,056
Status:
Active
MLS#:
O6380637
Type:
Other
Subdivision:
Coronation Add
Lot size:
0.18 Acres
Year built:
1983
A broker reciprocity listing Courtesy: WATSON REALTY CORP. 407-589-1600
View additional info

ADDITIONAL INFORMATION

Discover this beautifully renovated 2-bedroom, 1.5 -bathroom villa in the heart of Winter Park! Nestled on a private cul-de-sac lot with no HOA, this home has been completely upgraded to offer modern comfort and style. Step inside to luxury vinyl flooring throughout, an open-concept living space, and a sleek kitchen with stainless steel appliances. The high-end bathroom remodel adds a spa-like touch, while the spacious bedrooms provide a cozy retreat. The highlight? A brand-new private pool, perfect for unwinding or entertaining in your own backyard oasis! Located just minutes from downtown Winter Park’s shopping, dining, and entertainment, with easy access to the airport, UCF, and major attractions. Whether you're looking for a starter home, investment property, or vacation retreat, this home is a rare find. Furnishings are negotiable. Schedule your showing today!

Open House:

Sunday, 3/15 12:00-3:00PM

More Open House Info >

Beds:
4
Baths:
4.00
Sq.Ft.:
3,020
Status:
Active
MLS#:
O6379772
Type:
Single Family
Subdivision:
Meadows At Hawks Crest
Lot size:
0.16 Acres
Year built:
2020
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 407-696-8000
View additional info

ADDITIONAL INFORMATION

Welcome to this beautifully maintained 4BR, 3.5BA, 3,020 sq.ft. home in the highly desirable Meadows neighborhood of Hawk’s Crest, offering a rare combination of Dual Primary Suites, a first-floor Office, Loft, and an oversized Game/Media Room. Set on a quiet non-thru street with no neighbor to the east, this residence enjoys exceptional privacy on an oversized fenced homesite. The first floor features an inviting open-concept layout that blends the gourmet kitchen, dining area, and family room into one bright and connected living space—ideal for entertaining or everyday comfort. The kitchen is appointed with quartz countertops, designer cabinetry, a built-in oven and microwave, and a walk-in pantry. A serene first-floor primary suite includes a walk-in shower, split vanities, and a spacious closet, while a dedicated office provides convenience for work or study. Upstairs, the second full primary suite offers dual walk-in closets, a double-sink vanity, and a walk-in shower, creating a flexible option for multigenerational living or extended-stay guests. This level also includes two additional bedrooms, a full bath, a generous loft, and a large game/media room, creating a complete second living zone. Storage is abundant throughout, with multiple hall and linen closets, walk-in closets, and additional space rarely found in newer homes—including garage ceiling storage racks and pull-down attic access. Outside, the private yard provides space for a future pool or custom outdoor oasis. The widened paver driveway allows for easier parking and added convenience. Located within The Meadows, lawn care is included, and residents enjoy access to resort-style amenities: a community pool, splash pad, fitness clubhouse, and virtual-guard gated entry. Conveniently positioned near shopping, dining, major roadways, and Winter Park attractions, this home also offers quick access to Lake Howell Branch Park, the Cross Seminole Trail, and the Cady Way Trail—perfect for biking, jogging, or weekend outings. A remarkable blend of privacy, space, and elevated living in one of Winter Park’s most sought-after gated communities.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,199
Status:
Active
MLS#:
O6380907
Type:
Townhouse
Subdivision:
Windward Square Sec 1
Lot size:
0.11 Acres
Year built:
1976
A broker reciprocity listing Courtesy: WEMERT GROUP REALTY LLC 407-743-8356
View additional info

ADDITIONAL INFORMATION

Well-maintained 2-bedroom, 2-bath home with 1,199 sq ft in a desirable Winter Park 32792 location offering a fenced backyard, low HOA, and a flexible bonus space ideal for a home office, study, or hobby area. The functional split-bedroom layout provides privacy, while the open living and dining areas create a comfortable space for everyday living or entertaining. The kitchen offers ample cabinetry and counter space, flowing seamlessly to the main living area plus upgraded appliances. The primary suite includes a private bath and generous closet space, while the secondary bedroom and full bath provide flexibility for guests, office use, or additional living needs. Enjoy outdoor living in the fully fenced yard—ideal for relaxing, gardening, or pets. Additional highlights include driveway parking, interior laundry, and low-maintenance living. -- NEW ROOF IN PROCESS -- Prime location with convenient access to major corridors and top destinations: ˜ 3 mi to Full Sail University, ˜ 5 mi to UCF, ˜ 4 mi to AdventHealth Winter Park, and ˜ 6 mi to Park Avenue and Downtown Winter Park. Nearby shopping, dining, and grocery options are within minutes, with quick connectivity to SR-436, University Blvd, and SR-417 for commuting throughout Central Florida. An excellent opportunity to own in Winter Park with space, privacy, and strong location value.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,250
Status:
Active
MLS#:
O6379884
Type:
Single Family
Lot size:
0.67 Acres
Year built:
1983
A broker reciprocity listing Courtesy: RE/MAX INNOVATION 407-281-1053
View additional info

ADDITIONAL INFORMATION

Rare opportunity to own an established daycare operating from two structures on the same parcel, offered together with the real estate. The business currently provides immediate income for a hands-on owner or family-run operation. One structure is currently utilized for daycare operations, while the second structure is a single-family home that offers excellent potential for future daycare expansion (subject to licensing and approvals)—a unique value-add opportunity for growing operators. The property is already configured for childcare use with existing operations in place, making this an ideal turn-key opportunity for families looking to step into business ownership or operators seeking to expand their footprint. Sale includes real estate. Business goodwill, licensing, and operations may be included or negotiated separately. Convenient location with strong demand for childcare services. Please do not disturb staff or business operations. Showings by appointment only.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,881
Status:
Active
MLS#:
O6380333
Type:
Single Family
Subdivision:
Suburban Homes First Add
Lot size:
0.31 Acres
Year built:
1960
A broker reciprocity listing Courtesy: ALFA REAL ESTATE LLC 407-545-9562
View additional info

ADDITIONAL INFORMATION

3 bedroom 3 bathroom pool home. Enjoy the large backyard. Schedule your showing today!

Beds:
1
Baths:
1.00
Sq.Ft.:
678
Status:
Active
MLS#:
O6380160
Type:
Condo
Subdivision:
Stratford A Winter Park Condo
Lot size:
0.02 Acres
Year built:
1973
A broker reciprocity listing Courtesy: REGENCY REAL ESTATE LLC 407-469-5021
View additional info

ADDITIONAL INFORMATION

Perfectly positioned in the heart of Winter Park, this inviting one-bedroom, one-bath residence offers effortless living in one of Central Florida’s most desirable locations. The thoughtfully designed interior opens to a second-story private balcony, creating a quiet space to unwind or enjoy morning coffee. Natural light fills the home, while the layout provides comfort, functionality, and easy everyday living. Residents enjoy access to a community pool and clubhouse, ideal for relaxation and gathering, all within a well-maintained setting. Just moments from Park Avenue, Rollins College, shopping, dining, and scenic parks, this condo places the best of Winter Park right outside your door. An exceptional opportunity for those seeking location, lifestyle, and simplicity in a prime Winter Park community.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,072
Status:
Active
MLS#:
O6379459
Type:
Condo
Subdivision:
Golfside Villas Condo
Lot size:
6.04 Acres
Year built:
1969
A broker reciprocity listing Courtesy: REALSOURCE PROPERTY MANGNT LLC 407-298-9777
View additional info

ADDITIONAL INFORMATION

Priced to sell! This 2 bedroom 2 bathroom condo located in the highly sought after Winter Park area is the perfect opportunity for an investor or a first time buyer. This unit has new luxury vinyl plank flooring throughout, recently upgraded kitchen cabinets, huge living room area and very spacious bedrooms. Located on the 2nd floor, and within steps of the community pool and laundry facility. Call or text to schedule a showing!

Open House:

Thursday, 3/12 9:00-7:00PM

More Open House Info >

Beds:
4
Baths:
2.00
Sq.Ft.:
2,264
Status:
Active
MLS#:
O6379323
Type:
Single Family
Subdivision:
Eastbrook Sub Unit 15
Lot size:
0.21 Acres
Year built:
1969
A broker reciprocity listing Courtesy: OPENDOOR BROKERAGE LLC 480-462-5392
View additional info

ADDITIONAL INFORMATION

Welcome to 2052 Leanne Ct, a home that exudes warmth and elegance. The living room is graced with a cozy fireplace, perfect for those chilly evenings. The kitchen is a chef's dream, boasting all stainless steel appliances for a sleek, modern look. The primary bedroom is a haven of comfort with double closets for ample storage. The primary bathroom is a sanctuary with double sinks, providing ample space for your morning routine. The fenced-in backyard provides a private outdoor space for relaxation and entertainment. The home has been recently updated with fresh interior and exterior paint, giving it a clean, refreshed look. New flooring throughout the home adds a touch of sophistication and durability. The new appliances ensure efficiency and convenience. Included 100-Day Home Warranty with buyer activation

Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 of 6    Prev | Next
26–50 of 138 properties displayed
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 2026, My Florida Regional MLS DBA Stellar MLS.



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

    $389,500
    25.3%
    change since last quarter
  • # Active listings

    148
    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