Location: Winter Park , 32792
Do Not Show Listings
3243 FOREST OAKS COURT #117, WINTER PARK, FL 32792
$175,00035 Days on yellowkey MLS ID: O6406448
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 990 Built: 1983 Tax: $2,723 (2025)Community: Hidden Oaks Condo Ph 7Spa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,723
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this beautifully maintained 2-bedroom, 1.5-bathroom townhouse-style condominium located in the desirable Hidden Oaks Condominium community. This charming unit features a spacious living and dining area with tile flooring throughout the first floor, along with a well-appointed kitchen, breakfast nook, and convenient indoor laundry room. The home has been freshly updated with new interior paint and new blinds throughout, and all appliances are included for added convenience. Step through the sliding glass doors off the kitchen to enjoy a private fenced patio, complete with an additional exterior storage room — perfect for extra storage space or outdoor essentials. Upstairs, you’ll find comfortable carpet flooring throughout, including a generously sized primary bedroom with a large closet, as well as a spacious guest bedroom with ample closet space. Residents of Hidden Oaks Condominium enjoy access to excellent community amenities, including a sparkling community pool and a fenced playground area. The monthly HOA fee includes water and trash services. Ideally located near Full Sail University, University of Central Florida, and Valencia College, with convenient access to shopping, dining, Downtown Orlando, Downtown Winter Park, FL-408, and FL-417. This move-in ready home offers comfort, convenience, and an excellent location. Schedule your private showing today — this opportunity won’t last long!
Listing is courtesy of: SOGO REAL ESTATE SERVICES LLC (407-730-3100)
Listing Agent: Jessie Lin, Llc (631-672-9511)
2215 WOODCREST DR, WINTER PARK, FL 32792
$719,00030 Days on yellowkey MLS ID: O6407540
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1688 Built: 1960 Tax: $4,090 (2025)Community: Kenilworth Estates 1St AddSpa: NoSingle Family
Taxes:$4,090
Remarks: One or more photo(s) has been virtually staged. This move-in-ready classic ranch-style pool home offers a relaxed 60’s retro vibe with vaulted ceilings, 4 bedrooms, 2 full bathrooms, and light-filled living spaces. Newer manufactured wood flooring flows throughout the main living spaces, complementing the spacious layout that includes a formal living room, dining area, breakfast nook, and a large free-flowing kitchen designed for both everyday living and entertaining. The kitchen features an open space concept, island, solid wood cabinets, granite countertops, over-range hood, and stainless-steel appliances. All four bedrooms are positioned just off the main hallway, creating a practical and functional layout. The 4th bedroom features French doors and offers exceptional flexibility for use as a home office, creative studio, workout space, or playroom, with a view of the pool and backyard. The primary bedroom includes an ensuite with a tiled shower. Additional features include an indoor laundry area, two-car carport with 2 storage rooms, and a large lot that adds to the home’s overall sense of space and privacy. Situated on a quiet street with limited through traffic, this home offers a peaceful setting while remaining close to everything Winter Park has to offer. The private, fully fenced backyard is a standout feature, offering a beautifully landscaped setting with a sparkling pool, Tiki Bar and plenty of space for outdoor entertaining or relaxing. Whether enjoying a quiet morning coffee, relaxing with a good book, or unwinding with a glass of wine in the gazebo, this outdoor space is designed to embrace the Florida lifestyle. Bonus features include a well-water irrigation system and newly sodded yard. Recent updates provide added peace of mind, including a roof installed in 2015, along with a new HVAC heat pump system installed 2026 with (10-year Warranty) and water heater installed in 2026. The home has been well maintained both inside and out, offering true move-in-ready convenience. Located in the sought-after Brookshire Elementary, Glenridge Middle, and Winter Park High School zones, the home is also close to Rollins College, Full Sail University, AdventHealth Winter Park, and the Orlando VA Medical Center. Outdoor enthusiasts will appreciate nearby Cady Way Trail, Blue Jacket Park, and Lake Baldwin, along with close proximity to Lake Berry and the neighborhood boat ramp and fishing dock. Buyer should verify any access rights or neighborhood use details.
Listing is courtesy of: ADAIR REALTY INC (407-476-1453)
Listing Agent: Michael Rains, Pa (407-325-8414)
4798 TANGERINE AVE #4798, WINTER PARK, FL 32792
$185,0009 Days on yellowkey MLS ID: S5150136
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 1973 Tax: $368 (2025)Community: Wrenwood CondoSpa: NoCondo
Taxes:$368
Remarks: Welcome to this charming and well-maintained condominium located in the desirable Winter Park area, offering the perfect blend of comfort, convenience, and low-maintenance living. This inviting residence features a spacious and functional layout filled with natural light, creating a warm and welcoming atmosphere ideal for everyday living or entertaining. Enjoy an open living and dining area that flows seamlessly to a private screened porch with additional storage space, perfect for relaxing and enjoying the peaceful surroundings. The home offers generous room sizes, ample storage throughout, and a comfortable living environment within a quiet and established community. Residents enjoy access to community amenities including a sparkling swimming pool, fitness center, clubhouse/conference room, beautifully maintained grounds, and ample parking. HOA benefits may include exterior maintenance, landscaping, water, trash service, and roof maintenance, providing added convenience and value. Ideally situated in East Winter Park, this property offers exceptional access to everything Central Florida has to offer. Conveniently located just minutes from Full Sail University, the University of Central Florida (UCF), Rollins College, Downtown Winter Park, Baldwin Park, and Downtown Orlando. Enjoy nearby shopping, dining, entertainment, golf courses, parks, grocery stores, and everyday conveniences all within close proximity. Commuters will appreciate the easy access to major highways including SR-417 and SR-408, while Orlando International Airport is only a short drive away. Whether you are a first-time homebuyer, downsizing, investing, or searching for a centrally located primary residence, this home presents an outstanding opportunity to enjoy the Winter Park lifestyle in a peaceful and well-connected community.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Vincenza Di Cesare De Vieira, Pa (407-680-8118)
7444 WOODBURN CT #29, WINTER PARK, FL 32792
$165,000307 Days on yellowkey MLS ID: S5131940
0 Days Off yellowkey (back on 4/10/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1031 Built: 1983 Tax: $2,549 (2024)Community: Hidden Oaks Condo Ph 02Townhouse
Taxes:$2,549
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Sought after Winter Park Location! 2-bedroom, 2.5-bath townhome located in the desirable Hidden Oaks community. 1,031 sq. ft. newer 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 smart investment, this gem combines timeless design, modern updates, and unbeatable location. Don’t miss this opportunity!
Listing Agent: Abranette Lopez (773-858-1141)
1761 GLADIOLAS DR, WINTER PARK, FL 32792
$375,00015 Days on yellowkey MLS ID: O6411912
1 Days Off yellowkey (back on 6/6/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1656 Built: 1979 Tax: $1,453 (2025)Community: Garden Lake Estates Unit 1Single Family
Taxes:$1,453
Remarks: Under contract-accepting backup offers. INVESTOR SPECIAL! Priced to sell and loaded with potential, this 4-bedroom, 2.5-bath home in Winter Park offers an excellent opportunity for investors, renovators, or buyers looking to add their personal touch. Situated on a spacious corner lot in the established Garden Lake Estates community, the property features 1,656 square feet of living space, a two-car garage, and a covered patio. The home is being sold AS-IS and is ready for updates, making it an ideal fix-and-flip, rental investment, or value-add opportunity. Conveniently located near shopping, dining, major roadways, and Seminole County schools. Priced below market. Don't miss this chance to unlock the potential of a well-located property in one of Central Florida's most desirable areas.
Listing Agent: Mauricio Gomez (407-272-7277)
5340 N LAKE BURKETT LN, WINTER PARK, FL 32792
$495,0008 Days on yellowkey MLS ID: O6413717
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1746 Built: 1994Monthly Fee: $76 Tax: $1,591 (2025)Community: Trinity Bay Ph 2Spa: NoSingle Family
Taxes:$1,591
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: Private Lake Access & Exceptional Florida Living! Welcome to Trinity Bay, a charming community offering deeded access to Lake Burkett, a private 75-acre spring-fed ski lake featuring navigable access to Lake Martha. Reserved primarily for neighborhood residents and their guests, this unique amenity provides an incredible opportunity to enjoy biking, boating, waterskiing, and lakeside recreation just moments from home. This meticulously maintained residence stands out with fresh exterior paint, updated landscaping, and inviting curb appeal. Inside, soaring vaulted ceilings and abundant natural light create an open, airy atmosphere, enhanced by fresh interior paint throughout. The thoughtfully designed split-bedroom floor plan makes excellent use of every square foot, offering comfortable living with no wasted space. An indoor laundry room, spacious 2-car garage, and desirable semi cul-de-sac location add to the home's appeal. Beyond the lake, residents enjoy a community pool, playground, boat launch, and dock along with being located directly across the street from the Cross-Seminole Bike Trail, creating a true lifestyle community. Conveniently located with easy access to SR 417, shopping, dining, and everyday essentials, this home offers the perfect blend of recreation, convenience, and value. Experience the rare opportunity to enjoy private lake-access living in one of the area's most desirable neighborhoods.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Tanya Mcdonnell (407-625-2719)
2829 ALOMA, WINTER PARK, FL 32792
$579,00043 Days on yellowkey MLS ID: O6404107
2 Days Off yellowkey (back on 6/5/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1821 Built: 1963 Tax: $4,277 (2025)Community: Winter Park EstatesSingle Family
Taxes:$4,277
Remarks: Under contract-accepting backup offers. Under contract but accepting back up offers – 2829 Aloma Avenue, Winter Park This is the one you’ve been waiting for. A completely remodeled home with a private pool in one of the most desirable areas of Central Florida—all for under $600,000. Enjoy the perfect blend of modern upgrades and unbeatable location, just minutes from top-rated restaurants, shopping, excellent schools, and everything that makes Winter Park so special. 4 Bedrooms + Den 2 Bathroom 1,821 Sq Ft Private Pool (Resurfaced) + New Pump Fully Renovated Homes like this don’t come around often—whether you’re looking for your primary residence or a smart investment, this property checks every box. If you want a home that delivers both lifestyle and location, this is your opportunity. ?? Message me today for more details or to schedule your private showing before it’s gone!
Listing Agent: Roberto Silva (407-493-3683)
2400 DOMINICA RUN, WINTER PARK, FL 32792
$220,00078 Days on yellowkey MLS ID: O6394406
0 Days Off yellowkey (back on 5/14/2026)
REDUCED by $5,000 (2.2%) on 05/06/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 854 Built: 1979Monthly Fee: $99 Tax: $433 (2025)Community: Windward Square Sec 3Townhouse
Taxes:$433
Remarks: Under contract-accepting backup offers. CHARMING 2/1 MOVE IN READY TOWNHOME in highly sought-after Windward Square community of Winter Park! NEWER Roof 2025! Spacious floor plan with soaring ceilings! Inviting entertainment space with dining/living combo off kitchen. Ample natural light fills this home with double glass sliders and multiple skylights all in living area! Relaxing views of back park like green space! Convenient location near major highways, the Orlando International Airport, shopping, dining, universities and only 30 min to attractions! Property has 2 parking spaces directly in front for easy access! Community boast various amenities include a pool, tennis courts, clubhouse, and playground! DON"t MISS out on this RARE OPPORTUNITY! A VALUE FOR THIS MARKET INDEED! TRULY A MUST SEE!
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Laura Toppin (407-489-0415)
508 DUNRAVEN DR, WINTER PARK, FL 32792
$595,00011 Days on yellowkey MLS ID: O6412363
0 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1370 Built: 1958 Tax: $2,281 (2025)Community: Kenilworth Shores Sec 03Single Family
Taxes:$2,281
Elementary School: Brookshire Elem
High School: Winter Park High
Middle School: Glenridge Middle
Remarks: Welcome to this stylishly renovated ranch-style pool home in Kenilworth Shores, a special Winter Park neighborhood known for its connected community, central location, and easy access to everything people love about Winter Park. This beautifully renovated 3-bedroom, 2-bath home sits on nearly a quarter-acre lot and offers the perfect blend of style, comfort, and outdoor living. Step inside and you'll immediately feel the warmth of the home. The renovated kitchen is truly the heart of the space, beautifully designed with stylish tile backsplash, stainless steel appliances, mission style cabinetry, bar seating, and an additional coffee or wine bar area that makes the space feel both functional and elevated. Open to the living room, the kitchen creates an easy flow for everyday living and entertaining. The home has been thoughtfully updated throughout with new flooring, plantation shutters, renovated bathrooms, and designer touches that give the home a fresh, modern feel while still keeping all the charm of a classic Winter Park ranch. A dining room along the back of the home offers views of the yard and access to the covered lanai and custom pergola overlooking the pool. This is truly a backyard retreat! The sparkling pool is surrounded by pavers, lush landscaping, bamboo for privacy, and a fully fenced yard. The covered lanai and custom pergola create the perfect setting for morning coffee, quiet evenings, or hosting friends by the pool. This is the kind of backyard that makes Florida living feel easy. A large storage area and laundry room provide extra space for bikes and yard tools just off the carport. The bedrooms are tucked together along the hall, with the primary bedroom positioned on the back of the home for privacy, with an additional bathroom featuring an updated vanity and shower and a door to the pool area. The additional bedrooms share the hall bathroom with stylish modern updates including all new tile, a frameless glass shower, vanity, and fixtures. The thoughtfully designed spaces feel modern while also remaining timeless and classic. Other notable additions over the years include a metal roof, irrigation on well, lush landscaping, and a refinished pool with tile surround. The 2-car carport provides plenty of covered parking for rainy days! Located in the City of Winter Park, this home offers incredible access to Park Avenue shopping and dining, Audubon Park with Michelin-star restaurants and local favorites, Sprouts Market, Lake Baldwin Dog Park, nearby parks, coffee shops, boutiques, and more. Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High. Cady Way Park is nearby with a community pool, baseball fields, a playground, pickleball courts, and miles of recreational and bike trails. Style, location, privacy, sparkling pool! This Winter Park home checks all the boxes. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Kathryn Stelljes (407-982-7240)
7771 COUNTRY PL #7, WINTER PARK, FL 32792
$219,900193 Days on yellowkey MLS ID: O6364384
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1230 Built: 1987Monthly Fee: $340 Tax: $2,950 (2024)Community: Goldenrod Villas CondoCondo
Taxes:$2,950
Remarks: Motivated Seller....Fantastic 3-Bedroom, 2-Bathroom Condo Located in the Highly Desirable Winter Park Area! This Home Features an Open Galley Kitchen with a High Vaulted Ceiling and a Convenient Pantry. The Spacious Living/Dining Room Combination Also Boasts Vaulted Ceilings and Fills with Natural Light Through the Sliding Glass Doors, Creating an Inviting Yet Cozy Atmosphere. Beautiful Laminate Flooring Flows Throughout, and the Split Floor Plan Offers Ideal Privacy. Down One Hallway, You Will Find Two Well-Sized Bedrooms and a Shared Full Bathroom with a Shower/Tub Combo. Off The Family Room, The Master Suite Is Generously Sized and Includes Two Separate Sinks. A Large Walk-In Closet Provides Excellent Storage, and the Sliding Glass Door Leads to Your Own Private Fenced-In Yard, Perfect for Plants, Gardening, or Extra Seating When Entertaining. Just A Short Walk from Your Reserved Parking Spaces, You'll Find the Clean and Refreshing Community Pool, Making Relaxation Effortless. Don’t Miss This Opportunity—Call Today to Schedule Your Showing! Lease Must Be Honored Until 11/30/26 with a Rental Rate of $1,850.00 Monthly
Listing is courtesy of: OUTLET REALTY (407-353-5518)
Listing Agent: Ivan Tobon (407-353-5518)
1438 TIERRA CIR, WINTER PARK, FL 32792
$519,90042 Days on yellowkey MLS ID: O6403855
REDUCED by $5,100 (1.0%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1627 Built: 1968 Tax: $1,630 (2024)Community: Casa AlomaSpa: NoSingle Family
Taxes:$1,630
Remarks: Charming, Fully Renovated Pool Home in Sought-After Winter Park. Welcome to this beautifully updated pool home, ideally located in desirable Winter Park—just minutes from premier shopping, dining, and entertainment, with easy access to major roadways for a seamless commute. From the moment you step inside, you’re greeted by a warm, modern aesthetic that blends comfort with style. To the right, a spacious step-down living room offers abundant natural light and lovely views of the front yard. To the left, the formal dining room flows effortlessly into the heart of the home—a stunning, fully renovated kitchen and inviting family room overlooking the private pool and patio. The kitchen is designed to impress, featuring solid wood cabinetry, stainless steel appliances, sleek modern lighting, ample counter space, and a center island perfect for gathering. The adjoining family room is anchored by a stylish electric fireplace, creating a cozy ambiance while offering serene views of the outdoor living area. This home features a desirable split-bedroom floor plan, providing privacy and flexibility. The primary suite is tucked away on one side, while two additional bedrooms and a full bathroom are located on the opposite wing—ideal for family or guests. Extensive upgrades provide peace of mind and modern appeal, including a newer roof (2021), a newer AC (2019) fully renovated kitchen and bathrooms, 5-inch baseboards, knockdown ceiling texture, textured walls, luxury vinyl plank flooring throughout, fresh interior and exterior paint, and updated electrical and plumbing fixtures. Step outside to your private oasis—a fully fenced backyard with a screened-in pool enclosure and lanai, perfect for relaxing or entertaining year-round in true Florida style. This move-in-ready gem truly has it all. Don’t miss your opportunity—schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Tony Nicolas (630-514-9342)
7470 CANFORD CT #23, WINTER PARK, FL 32792
$245,900211 Days on yellowkey MLS ID: O6360198
REDUCED by $3,000 (1.2%) on 06/05/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1580 Built: 1974Monthly Fee: $575 Tax: $3,119 (2024)Community: Whisperwood CondoTownhouse
Taxes:$3,119
Remarks: New updates, a new fence, and extra outdoor space on a desirable corner lot. Beautifully updated 3 bedroom, 2.5 bath corner unit townhome located in the heart of Winter Park, offering 1,580 square feet of bright and open living space. This home features a deluxe vinyl-fenced backyard with plenty of privacy and no rear neighbors. The property is currently tenant occupied,making it a great investment opportunity and the tenants are ready to move out after the sale. The spacious living area features sliding doors that open to the private fenced courtyard, perfect for relaxing or entertaining. The kitchen includes modern appliances and plenty of cabinet space and overlooks the dining and living rooms, creating an easy and open flow. The AC system was replaced in 2022, and the new roof was recently replaced by the HOA in 2024 Upstairs, you will find generously sized bedrooms with great natural light, updated bathrooms, and excellent storage space. The home also offers an assigned covered parking space, inside laundry hookups, and a low-maintenance lifestyle. The HOA includes water, sewer, trash, exterior maintenance, and access to the community pool. Conveniently located just minutes from Full Sail, UCF, Sam’s Club, Costco, Winter Park shopping and dining, and major highways including the 417 and 408. Public transportation is also available right in front of the community, making it easy to travel throughout the area.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Sam Nguyen (321-301-9709)
1521 HERON WOOD PL, WINTER PARK, FL 32792
$860,000127 Days on yellowkey MLS ID: O6379884
REDUCED by $65,000 (7.0%) on 06/05/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 3950 Built: 1983 Tax: $6,494 (2024)Community: NoneSpa: YesSingle Family
Taxes:$6,494
Remarks: 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.
Listing is courtesy of: RE/MAX INNOVATION (407-281-1053)
Listing Agent: Ronald Trotter (321-331-1585)
7505 LAUREL SPRINGS DR, WINTER PARK, FL 32792
$390,00026 Days on yellowkey MLS ID: O6405854
REDUCED by $10,000 (2.5%) on 06/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1471 Built: 1972 Tax: $1,205 (2025)Community: Laurel SpringsSingle Family
Taxes:$1,205
Elementary School: Aloma Elem
Remarks: Must see! This adorable three-bedroom, two-bath home is in a great location close to shopping, restaurants and freeways. A 2023 roof and no HOA! The home features gorgeous travertine flooring and a huge laundry room with extra storage. This exceptionally cared for home has character, charm and warmth. The fenced backyard and patio offer peaceful privacy. It's great outdoor space for entertaining or relaxing. The kitchen is bright and sunny with granite countertops and updated cabinets, along with a pass-through window to the patio. The bedrooms are spacious and one bedroom offers beautiful closet built-ins for maximum and stylish storage. You'll find updated baths and ample closet space (coat closet in the foyer, pantry, linen closet in the hallway). Sliding glass doors off the family room and dining room lead to the large patio for a wonderful outdoor living space. The home has lots of natural light, you can enjoy the character of the front bay window in the living room as well as the faux fireplaces. This home is a must-see with personality and has been impeccably maintained. Pride in ownership. Schedule your showing today.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Paula Dale (407-497-3292)
1340 BLUE STEM LN, WINTER PARK, FL 32792
$724,900165 Days on yellowkey MLS ID: O6365415
0 Days Off yellowkey (back on 6/4/2026)
REDUCED by $5,000 (0.7%) on 04/11/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2587 Built: 2022Monthly Fee: $235 Tax: $6,594 (2025)Community: Landings At Hawks CrestSingle Family
Taxes:$6,594
Remarks: Under contract-accepting backup offers. Located within the gated community of Hawk’s Crest, one of Winter Park’s most desirable neighborhoods, this beautifully maintained two-story home is set on an oversized lot with tranquil pond views and a layout designed to live effortlessly. Light-filled, open, and thoughtfully upgraded, the home offers a balance of comfort, style, and everyday functionality. A pavered driveway and walkway create an inviting arrival, leading into a bright interior with soaring ceilings and abundant natural light. The main living space flows seamlessly, anchored by a chef’s kitchen featuring quartz countertops, stainless steel appliances, solid wood cabinetry, and a generous island with breakfast bar—perfect for casual meals, entertaining, or gathering at the end of the day. The kitchen opens naturally to the dining and family rooms, creating a connected space that feels both open and welcoming. Sliding doors lead to a covered lanai overlooking the pond, extending the living space outdoors and providing a peaceful backdrop for morning coffee or evening relaxation. Inside, upgraded luxury vinyl flooring and custom roller shades add warmth and a polished finish throughout the main living areas. The first-floor primary suite offers a private retreat with serene water views, a spacious walk-in closet, and a spa-inspired bath with dual vanities and a walk-in shower. A dedicated office on the main level adds flexibility and can easily function as a fifth bedroom if needed. Upstairs, a generous loft provides additional living space—ideal for a media room, play area, or secondary lounge—while three well-sized bedrooms offer comfort and versatility for guests, hobbies, or working from home. Energy-efficient features, ample storage, and thoughtful design make the home as practical as it is inviting. Residents of Hawk’s Crest enjoy resort-style amenities including a community pool, fitness center, clubhouse, playgrounds, and scenic walking paths, along with HOA-included lawn care for low-maintenance living. Ideally situated near shopping, dining, outdoor recreation, and major roadways, this home offers both convenience and a sense of retreat within Winter Park. Come experience the lifestyle and setting that make this home truly special—schedule your private showing today.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Beth Hobart (407-227-8192)
715 S RANGER BLVD, WINTER PARK, FL 32792
$695,00018 Days on yellowkey MLS ID: O6410899
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2312 Built: 1967Monthly Fee: $4 Tax: $2,773 (2025)Community: Winter Park PinesSingle Family
Taxes:$2,773
Remarks: Welcome to your dream home in the highly sought-after community of Winter Park Pines! This beautifully maintained 4-bedroom, 3-bathroom residence offers 2,312 square feet of comfortable and stylish living space ideally designed for modern and multigenerational lifestyles. The recently remodeled primary suite is a true retreat, featuring new carpeting and tile flooring, dual granite vanities, an oversized walk-in shower with modern, upgraded fixtures, a new water closet, and thoughtful contemporary finishes throughout. Inside, you’ll find timeless architectural charm which includes a formal dining room, three spacious living areas, louvered window shutters, and elegant hardwood flooring. One of the living spaces is highlighted by a stunning brick fireplace overlooking the beautiful private pool area and fully fenced backyard — creating the perfect setting for entertaining, family gatherings, or simply unwinding in your own backyard oasis. In addition, this spectacular residence also boasts tasteful landscaping touches for exceptional curb appeal, a large two-car garage with electric opener, a newer shingle roof replaced in late 2023, and fresh interior paint throughout the home. Ideally located near Winter Park Pines Golf Club, Cady Way Trail, Ward Park, Showalter Field, tennis and pickleball courts, top-rated schools, and the many shopping and dining destinations of Park Avenue and historic downtown Winter Park. Don’t miss this rare opportunity to own a true Winter Park gem — schedule your private showing today!
Listing is courtesy of: DAHLIA REALTY GROUP (689-777-4111)
Listing Agent: Chuck Tolfa (407-782-3518)
2317 SUN VALLEY CIR #2317, WINTER PARK, FL 32792
$259,00057 Days on yellowkey MLS ID: O6398500
REDUCED by $10,000 (3.7%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1295 Built: 1987 Tax: $1,107 (2025)Community: Cedarwood Village 1Condo
Taxes:$1,107
Remarks: Discover comfort and convenience in this charming, spacious 2-bedroom, 2-bath residence nestled in the heart of Winter Park! Step inside to an inviting living room with a vaulted ceiling. The fully equipped open-floor kitchen, featuring ample roomy cabinets, is perfect for everyday living and entertaining. The thoughtfully designed split floor plan enhances functionality and privacy. Elegant, durable flooring throughout the home ensures easy maintenance. Enjoy the walk-in shower and bathtub with upgraded plumbing and tile. A convenient coffee nook sits just off the kitchen. The spacious patio is ideal for entertaining guests and enjoying outdoor time. Community amenities include a swimming pool and tennis courts, supporting a low-maintenance, active lifestyle.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Robert Arnold, Jr (407-389-7318)
2222 MARSH SEDGE LN, WINTER PARK, FL 32792
$764,900311 Days on yellowkey MLS ID: O6333145
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2192 Built: 2019Monthly Fee: $243 Tax: $7,847 (2024)Community: Preserve At Hawks CrestSingle Family
Taxes:$7,847
Remarks: Welcome to your dream Home! This stunning and elegant single-story home, built by Meritage Homes in the gated community of Hawk's Crest in Winter Park, includes numerous upgrades. This is the Pomelo model, equipped with an upgraded kitchen package that includes built-in double ovens and a stainless steel range hood. Beautiful quartz countertops feature an oversized kitchen island with excellent space for family gatherings. Other features include a walk-in pantry and fantastic lighting. The luxurious kitchen integrates with the dining and living areas. The dining area is enhanced by a screened-in deck overlooking a pond. The backyard features a new, large, extended patio for entertaining. The master bedroom has an ensuite bathroom with a double vanity, a small closet, and a large walk-in closet that can be customized for a future owner. The home also comes with new gutters. Other amenities in the Hawk's Crest community include a resort-style pool with a clubhouse, a splash pad, a fitness center, barbecue grills, playgrounds, a dog park, and a community fishing pier with views and access to beautiful Lake Howell. Nearby, you'll find shops, restaurants, and specialty physicians such as Kelly's Ice Cream, Foxtail Coffee, Sobol, Winter Park Pediatric Dentistry, and the Park Maitland Preschool Campus, along with excellent schools in the area. Enjoy a short drive to Downtown Winter Park, with its extensive dining and shopping options. Hawk's Crest is also very close to Rollins College and UCF. Schedule your private tour today!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Carmen Molina (321-331-5679)
330 ELKHORN CT, WINTER PARK, FL 32792
$549,900139 Days on yellowkey MLS ID: O6376757
REDUCED by $5,000 (0.9%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1570 Built: 1965 Tax: $2,086 (2025)Community: Winter Park Pines Merrie OaksSingle Family
Taxes:$2,086
Remarks: 330 Elkhorn Ct is a beautifully renovated home located in the highly desired Winter Park Pines community. Freshly updated with a 2025 electric panel, 2025 A/C system, and a 2024 roof, offering modern efficiency, peace of mind, and big-ticket upgrades already taken care of! Inside, you’ll find a bright, open layout with wide-plank flooring, recessed lighting, and a modern neutral color palette that feels clean and inviting. The kitchen has been thoughtfully updated with shaker-style cabinetry, sleek countertops, stainless steel appliances, and designer finishes—including a farmhouse sink and gold hardware/fixtures that add a high-end touch. The bedrooms offer comfortable space with updated finishes throughout, while the oversized backyard provides plenty of room to relax, entertain, garden, or create your ideal outdoor setup. Conveniently located near shopping, dining, parks, and major roadways—and zoned for top-rated schools including Winter Park High School—this home is a standout opportunity in one of the area’s most sought-after neighborhoods.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Neil Chetram (407-752-1597)
501 HERITAGE BLVD, WINTER PARK, FL 32792
$479,90092 Days on yellowkey MLS ID: S5145746
REDUCED by $5,090 (1.0%) on 05/23/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1376 Built: 1966 Tax: $10,434 (2025)Community: Georgetown EstatesSingle Family
Taxes:$10,434
Elementary School: Lakemont Elem
Middle School: Maitland Middle
Remarks: Welcome to this beautifully remodeled, move-in-ready home in the highly sought-after Winter Park area. This single-story residence features 4 bedrooms and 2 bathrooms, offering a bright, open floor plan with modern finishes designed for both comfort and functionality. A standout feature of this property is its commitment to sustainable living and energy efficiency. Highlights include: - Newer Roof: Installed in 2023 - Radiant Barrier & Blown-In Attic Insulation: Keeps the Florida heat out and significantly lowers cooling costs. - High-Efficiency HVAC: Energy Star rated AC unit ensuring consistent temperatures and peak savings. Step outside to an expansive backyard featuring a private pool, perfect for relaxing or entertaining. This large outdoor space offers endless possibilities for customization, such as a garden or an outdoor kitchen. Located in a quiet, established neighborhood within an A+ rated school zone, this home provides convenient access to top shopping, dining, parks, and major highways. Don't miss this incredible opportunity to own a fully updated turnkey property in one of the most desirable areas of Winter Park.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Bernardo Carrasquel (407-920-4973)
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