Location: Winter Park , 32792
Do Not Show Listings
2383 SUN VALLEY CIR #2383, WINTER PARK, FL 32792
$245,000100 Days on yellowkey MLS ID: O6400674
REDUCED by $5,000 (2.0%) on 07/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1295 Built: 1985Monthly Fee: $499 Tax: $2,560 (2024)Community: Cedarwood Village 1Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,560
Elementary School: English Estates Elementary
High School: Lake Howell High
Tax Year: 2024
Middle School: Tuskawilla Middle
Remarks: Nestled in a peaceful setting within the serene Cedarwood Village community, this charming one-story Winter Park condo offers a quiet retreat away from traffic noise, with a rear wooden fence for no visible neighbors for added privacy. The spacious 27-foot tiled and enclosed lanai creates the perfect place to relax and enjoy the tranquil surroundings. Cedarwood Village also offers low-maintenance living, with lawn care included in the HOA, along with amenities such as rebuilt tennis courts, a recently remodeled pool, a clubhouse, dog-walking areas, and newly paved roads. Conveniently located in a highly rated school district and close to shopping, dining, and entertainment, the property is also just minutes from Full Sail University, Valencia College, and UCF. Inside, the condo is beautifully updated and shows the care of meticulous owners. The modern kitchen features granite countertops, matching cabinetry, and an eat-in area with sliding doors leading to the private patio, while the bathrooms and dining room wet bar are finished with the same stylish cabinets and granite. The split floor plan includes tile flooring throughout the main living areas and wood floors in the bedrooms. The large living and dining spaces feature vaulted ceilings with skylights for abundant natural light, along with a cozy wood-burning fireplace. French doors from the living room open to the enclosed lanai, while the primary suite also has direct lanai access, ample closet space, and a private bath with both a tub and shower. Additional features include an interior laundry closet adjacent to the kitchen, updated plumbing, a roof replaced in 2018, and new ductwork installed in 2023. AC 2008. Seller providing a $5,000 Buyer credit at closing toward a new AC and Water Heater. Two assigned parking spaces are located directly in front of the unit.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES (407-644-5385)
Listing Agent: Jeff Stewart (407-247-9762)
4965 ORANGE AVE, WINTER PARK, FL 32792
$379,90020 Days on yellowkey MLS ID: O6423739
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1444 Built: 1959 Tax: $2,909 (2025)Community: Suburban Homes First AddSingle Family
Taxes:$2,909
Elementary School: Lakemont Elem
High School: Winter Park High
Tax Year: 2025
Middle School: Maitland Middle
Remarks: Updated 4-Bedroom Home for Sale | No HOA | Top-Rated Winter Park School Zone ... Welcome to low-maintenance Winter Park living at 4965 Orange Ave in 32792 with no HOA constraints or fees. Nestled on a quiet lot zoned for top-rated Orange County Public Schools Lakemont Elementary, Maitland Middle, and Winter Park High School, this move-in ready four-bedroom single-family home offers major high-ticket capital improvements already completed. Upgrades include a NEW Roof, two NEW A/C systems for dual-zone energy efficiency, NEW dual-pane insulated windows, fresh interior and exterior paint, and modern fixtures throughout. The carpet-free interior boasts easy-to-clean polished terrazzo and modern ceramic tile flooring, an updated galley kitchen with stainless steel appliances and solid wood cabinets, and two thoughtfully remodeled bathrooms. Designed with incredible layout versatility, the split four-bedroom floor plan includes direct exterior access through sliding glass doors, making it exceptionally well-suited for a multi-generational setup, in-law suite, private guest retreat, or dedicated home office. Outside, the expansive fully fenced backyard provides ample room for pets, outdoor entertaining, or a future pool, while the attached carport offers covered parking and a dedicated laundry utility storage room. Enjoy an unbeatable Central Florida location just minutes from Park Avenue dining, boutique shopping, local parks, and major Orlando commute routes.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Allison Day (407-617-2881)
2552 BROOKSHIRE AVE, WINTER PARK, FL 32792
$530,000Listed 07/29/2026 2:19PM MLS ID: O6428975
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1314 Built: 1959 Tax: $1,501 (2025)Community: Brookshire Heights 1St AddSingle Family
Taxes:$1,501
Elementary School: Brookshire Elem
Middle School: Glenridge Middle
Remarks: Listed for lot value, this exceptional 75' x 119' homesite presents a rare opportunity to build your dream home in one of Winter Park's most sought-after neighborhoods. Surrounded by stunning new construction, this highly desirable location is ideal for creating a custom residence tailored to your lifestyle. Enjoy the convenience of being zoned for highly regarded Winter Park schools and just minutes from Park Avenue, Baldwin Park, UCF, premier shopping, outstanding dining, and major roadways. Whether you're a builder, investor, or future homeowner, this prime property offers endless possibilities in an unbeatable location.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Nicole Howell (321-217-7918)
2138 TALMAN CT, WINTER PARK, FL 32792
$1,450,000Listed 07/29/2026 11:54AM MLS ID: O6428377
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4249 Built: 2009Monthly Fee: $157 Tax: $15,260 (2025)Community: Talman Mews Ph 2Spa: YesSingle Family
Taxes:$15,260
Elementary School: None
High School: None
Middle School: None
Remarks: RARE & GORGEOUS MEDITERRANEAN ESTATE located on a private, OVERSIZED CUL-DE-SAC LOT in Talman Mews, featuring a heated pool and spa with waterfall and water features, private office, loft, bonus/game room, and home gym room. Custom double wood doors open to a breathtaking two-story foyer with a motorized chandelier lift, curved staircase, and private elevator that goes up to the second floor. The first level features 10-foot ceilings, travertine flooring, custom columns, and crown molding in the formal living spaces. The kitchen is outfitted with upscale appliances including a Thermador separate paneled refrigerator and freezer, 6-burner gas range, chef style built-in microwave and convection oven, two paneled dishwashers, exotic granite countertops, center island, and custom walk-in pantry. The family room, anchored by a gas fireplace, opens through French doors to a covered lanai and resort-style backyard. A game room with a pool table and full en-suite bath can function as a second primary suite or in-law retreat, and a first-floor bedroom adds flexibility for guests or remote work. The garage's third bay was converted to be used as a home gym, with the option to reconvert for additional vehicle storage. Upstairs, every bedroom has a private en-suite bath. The primary suite includes a tray ceiling, sitting area, wet bar, private large sized balcony (great place to watch the rocket launches!) and it also has direct stair access downstairs to the pool. The primary bath features a jetted garden tub, gorgeous columns, separate walk-in shower, custom wood cabinetry with granite countertops, and an oversized walk-in closet. A loft, private study, upstairs laundry room, and additional bedrooms (one with its own sitting area) complete the second floor. The backyard includes tropical landscaping, vinyl privacy fencing, a heated pool and spa with water features, and a covered lanai pre-plumbed for a future summer kitchen. Additional features include a side-entry garage with epoxy flooring and workbench, barrel tile roof with radiant barrier, double-pane thermal windows, tankless water heater, security system, and surround sound pre-wire. Located 5 minutes from the prestigious Trinity Preparatory School. This home offers easy access to Downtown Winter Park, Downtown Orlando, UCF, Orlando International Airport, premier shopping, dining, and entertainment, the perfect blend of luxury, comfort, and convenience. THIS HOME REPRESENTS THE FINEST OF WINTER PARK LIVING!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Suzanne Docobo (954-304-4932)
3641 HAWTHORNE LN, WINTER PARK, FL 32792
$465,00035 Days on yellowkey MLS ID: TB8519391
REDUCED by $10,000 (2.1%) on 07/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1622 Built: 1979 Tax: $4,051 (2025)Community: Garden Lake Estates Unit 1Single Family
Taxes:$4,051
Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bathroom home nestled in the highly desirable Winter Park area. Combining comfort, style, and an unbeatable location, this charming residence offers the perfect opportunity for homeowners seeking a move-in-ready property in one of Central Florida's most sought-after communities. Step inside to discover a bright and inviting floor plan designed for both everyday living and entertaining. The well-appointed kitchen features stainless steel appliances, granite countertops, and ample cabinetry, creating a functional and stylish space for preparing meals and gathering with family and friends. The home's well-maintained interior reflects pride of ownership throughout, offering a warm and welcoming atmosphere from the moment you arrive. The spacious living areas and comfortable bedrooms provide plenty of room to relax and unwind, while the thoughtful layout maximizes both comfort and convenience. Whether you're hosting guests, working from home, or simply enjoying a quiet evening in, this home is designed to fit a variety of lifestyles. Located in the heart of Winter Park, you'll enjoy easy access to the area's renowned dining, shopping, parks, and cultural attractions. Spend weekends exploring the boutiques and cafés along Park Avenue, enjoying a scenic boat tour through Winter Park's picturesque lakes, or visiting nearby gardens, museums, and recreational trails. With convenient access to Downtown Orlando, major employers, top-rated schools, and world-famous attractions, this location offers the perfect balance of suburban charm and urban convenience. Don't miss this opportunity to own a well-cared-for home in one of Central Florida's premier neighborhoods. Schedule your private showing today and discover everything this wonderful Winter Park property has to offer!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Keegan Siegfried (813-670-7226)
2317 SUN VALLEY CIR #2317, WINTER PARK, FL 32792
$263,000103 Days on yellowkey MLS ID: O6398500
INCREASED by $14,000 (5.6%) on 07/29/2026
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)
2217 SUSSEX RD, WINTER PARK, FL 32792
$499,000250 Days on yellowkey MLS ID: O6362648
REDUCED by $20,999 (4.0%) on 07/07/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2092 Built: 1968 Tax: $4,939 (2024)Community: Winter Woods Unit 01Spa: NoSingle Family
Taxes:$4,939
Remarks: PRICE REDUCED!!! ROOF 4 yrs. old, newer A/C, In-ground Pool. Enclosed Patio — a beautifully maintained turnkey home nestled in the heart of Winter Park, one of Central Florida’s most sought-after communities. Surrounded by renowned golf courses, top-rated Seminole County schools, lush parks, and family-friendly neighborhoods, this exceptional residence offers the perfect blend of comfort, convenience, and the elevated Winter Park lifestyle buyers are searching for. This spacious 4-bedroom + office home is completely move-in ready and vacant — just bring your furniture and clothes and start living! From the moment you walk through the front door, you’ll love the bright open-concept layout filled with natural light, updated finishes, granite countertops, modern appliances, and an inviting wood-burning fireplace that creates the perfect family gathering space. Designed for entertaining and Florida living, the oversized Florida room/lanai overlooks a stunning private pool and beautifully landscaped fenced backyard, creating the ultimate indoor-outdoor experience. Whether hosting weekend BBQs, pool parties, holiday gatherings, or simply relaxing after work, this home was built for making memories. Additional highlights include: • 2,092 square feet of living space • 4 bedrooms plus dedicated office/bonus room • Large open kitchen with granite countertops and abundant cabinet space • Spacious primary suite with pool views • Huge covered Florida room perfect for entertaining • Private in-ground pool • Full irrigation system and landscaped yard • Wood-burning fireplace • NO HOA • Attached 2-car garage plus additional parking • Fully fenced backyard for privacy and pets • Move-in ready condition Located in the highly desirable Winter Woods/Lake Howell area, this home is centrally positioned near major highways including SR-417, I-4, Howell Branch Road, and SR-436, making commuting to Downtown Orlando, Winter Park Village, UCF, Orlando International Airport, beaches, shopping, dining, and all Central Florida attractions incredibly convenient. Winter Park is known for its charm, tree-lined streets, upscale dining, boutique shopping, beautiful golf communities, and strong sense of community. Families love the area for its excellent schools, nearby parks, recreational amenities, and safe neighborhood atmosphere. This is more than just a home — it’s a lifestyle opportunity in one of Florida’s premier communities.
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Thess Hubilla (407-309-1141)
7026 HAMMOCK WAY, WINTER PARK, FL 32792
$362,0007 Days on yellowkey MLS ID: O6427437
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1257 Built: 1978 Tax: $2,472 (2025)Community: Wrenwood Unit 3 2Nd AddSpa: NoSingle Family
Taxes:$2,472
Remarks: Virtually Staged. Imagine 7026 Hammock Way, recently enhanced with fresh interior paint throughout, establishing a bright and inviting atmosphere. The outdoor space includes a covered patio for outdoor enjoyment, extending to a fully fenced in backyard, providing defined outdoor boundaries. A perfect blend of fresh updates and functional outdoor living awaits.. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
5117 CYPRESS CT, WINTER PARK, FL 32792
$449,99076 Days on yellowkey MLS ID: O6407713
1 Days Off yellowkey (back on 6/20/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1534 Built: 1972 Tax: $3,877 (2025)Community: Wrenwood HeightsSpa: NoSingle Family
Taxes:$3,877
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this beautifully renovated home tucked away on a quiet cul-de-sac in Winter Park. Thoughtfully redesigned with a modern open-concept layout, this home offers an expansive single-story layout with over 1,500 square feet of inviting living space designed for both everyday living and effortless entertaining. From the moment you enter, you’re greeted by a welcoming foyer with new flooring running throughout the home, complemented by fresh interior and exterior paint and updated lighting that creates a bright, contemporary feel. The spacious living room flows effortlessly into a new kitchen, featuring updated cabinetry, sleek countertops, and a large breakfast bar, creating an ideal space for gathering with family and friends. The private primary suite serves as a relaxing retreat, featuring generous proportions, abundant natural light, and a well-appointed en-suite bath. Two additional bedrooms are thoughtfully positioned, each offering spacious closets and flexibility for family, guests, or a home office setup. With two full bathrooms, comfort and convenience are built into every corner. A large enclosed patio extends the living space outdoors, creating the perfect spot for morning coffee and year-round entertaining while overlooking the backyard, ready to create your own outdoor retreat. A large detached workshop is perfect for additional storage or to convert into a dedicated workshop for your creative projects. Major upgrades include the replacement of aluminum wiring with copper, providing long-term reliability and added buyer confidence. Additional highlights include updated finishes throughout, recessed lighting, new flooring throughout, fresh neutral interiors, and ample storage. Located in an established neighborhood just minutes from shopping, dining, and major roadways, this move-in-ready home is a rare opportunity to own a fully updated property in Winter Park without the wait or hassle of renovations. Schedule your showing today, homes like this don’t last. Save Big: 1% lender credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred lender. Ask for details!
Listing is courtesy of: EXP REALTY LLC (407-305-4300)
Listing Agent: Kristin Mcintosh, Pa (407-492-5666)
7509 GLENMOOR LN, WINTER PARK, FL 32792
$499,50027 Days on yellowkey MLS ID: O6421887
0 Days Off yellowkey (back on 7/5/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2067 Built: 1986 Tax: $2,931 (2025)Community: GlenmoorSingle Family
Taxes:$2,931
Remarks: Welcome to this charming home nestled at the end of a quiet cul-de-sac in the desirable Glenmoor community. Featuring 2,067 sq ft of inviting living space, this property offers a perfect blend of comfort and convenience. The open floor plan includes an eat-in kitchen and a spacious family room, ideal for entertaining. Relax in the living room with a cozy wood-burning fireplace. Enjoy outdoor living with a sparkling pool, raised gardens galore, and a fenced yard backing to a tranquil retention pond — no rear neighbors! The home boasts a large driveway, a 2-car garage, and a dedicated RV power hookup. Recent updates include all new vinyl windows to be installed in the enclosed lanai and remodeled bathrooms. This home is situated in a prime location with top-rated schools, close to dining, shopping, and entertainment options, including Winter Park, Baldwin Park, and easy access to highways 408 and I-4. Commuting is a breeze — just 25 minutes to Orlando International Airport, 20 minutes to Downtown Orlando, and within an hour of Cocoa Beach, Disney World, and Universal Studios. Schedule your private tour today and make this fantastic Orlando area home yours!
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Matt Erickson (407-432-8498)
1849 VIBURNUM LN, WINTER PARK, FL 32792
$399,900356 Days on yellowkey MLS ID: O6333863
REDUCED by $8,100 (2.0%) on 07/02/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1627 Built: 1961 Tax: $3,645 (2024)Community: Eastbrook Sub Unit 05Single Family
Taxes:$3,645
Remarks: This beautifully renovated Winter Park home feels warm, inviting, and easy to love. Bright natural light highlights a brand-new kitchen with modern appliances, a waterfall countertop, and soft wood finishes. Both bathrooms have been transformed with elegant marble look tile and spa style showers. You’ll fall in love with the large private backyard, perfect for summer barbecues, outdoor entertaining, play space, or even adding your own backyard oasis. All of this with no HOA and close to top rated Winter Park schools, popular dining, shopping, and parks. This move-in ready home offers lifestyle, comfort, and value you have to see in person, so schedule your showing today before it’s gone!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Lesly Hijar (321-347-7383)
7577 DOCKSIDE ST, WINTER PARK, FL 32792
$360,00057 Days on yellowkey MLS ID: O6412514
REDUCED by $10,000 (2.7%) on 06/25/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1245 Built: 1977 Tax: $3,722 (2025)Community: Woodcrest Unit 6Single Family
Taxes:$3,722
Elementary School: Eastbrook Elementary
Remarks: Virtually Staged. FABULOUS 3 bedroom 2 bath RENOVATED home with a 1 car garage located in a PRIME LOCATION!! Perfect for the first time homebuyer, investor or someone looking to downsize. The large family room benefits from natural lighting provided by the NEW WINDOWS installed(2024) throughout the ENTIRE house. The open kitchen overlooks the covered porch and large, FULLY FENCED backyard. The primary bedroom has LPV flooring with an UPDATED bathroom. NEWER carpets in the other two bedrooms. Second bath has a new toilet with a bidet, a tile bath/shower combo, and an updated vanity. NEW lighting, outlet and switch plate covers throughout. A NEW roof ridge vent was added for extra ventilation! NEW LANDSCAPING in the front. NEW DRAINFIELD (2026), water heater (2023), roof(2021). It is in Seminole County school district, 15 minutes to UCF, 5 minutes to shopping, and 10 minutes to the highway. HURRY, you don't want to miss this opportunity!!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Heather Pryor (321-303-5393)
1133 BELLA LAGO CV, WINTER PARK, FL 32792
$2,100,00014 Days on yellowkey MLS ID: O6425181
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1765 Built: 1945 Tax: $4,801 (2025)Community: NoneSingle Family
Taxes:$4,801
Remarks: A rare opportunity to own nearly 7 acres on the pristine shores of Private Lake Howell! This exceptional lakefront property offers the perfect setting to build your custom dream home while enjoying the privacy and tranquility of one of Central Florida's premier waterfront locations. Spanning nearly 400 acres, Lake Howell is a skiable lake ideal for boating, water skiing, fishing, kayaking, canoeing, paddleboarding, and endless outdoor recreation. With expansive acreage, breathtaking water views, and ample space to create your own private estate, the possibilities are endless. The value is in the land, making this an incredible opportunity for those seeking a premier homesite in a highly desirable location. Don't miss your chance to own one of the area's rare large-acreage lakefront parcels.
Listing Agent: Hang Kendall (407-929-8664)
4437 GLENMOOR CT, WINTER PARK, FL 32792
$525,00016 Days on yellowkey MLS ID: O6424511
REDUCED by $14,000 (2.6%) on 07/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2633 Built: 1986 Tax: $8,163 (2025)Community: GlenmoorSpa: NoSingle Family
Taxes:$8,163
Remarks: Beautiful meticulously maintained 3-bedroom, 2-bath split floor plan home situated on a desirable corner lot in the established Glenmoor community. Move-in ready, this home features vaulted ceilings with exposed wood beams, a floor-to-ceiling brick fireplace, carpet, and fresh interior paint. The kitchen offers contemporary cabinetry, Silestone countertops, a skylight, stainless steel range, microwave, and refrigerator, and opens to the spacious eating area. A formal dining room provides additional entertaining space. The private primary suite features a walk-in closet, en-suite bath with double vanities and a walk-in shower. The Flex room is currently being used as a 4th bedroom/office with high ceilings and lots of natural light. Leading out you will find a fully fenced backyard retreat with a brick paver patio, tropical landscaping and a gazebo—ideal for outdoor entertaining. Additional features include a two-car garage, inside laundry room with washer and dryer, 12' x 20' storage shed, and a secondary driveway with parking for up to four additional vehicles, boat, or RV. No HOA! Conveniently located near SR 417, Full Sail University, Rollins College, UCF, shopping, dining, parks, and top-rated Winter Park schools. New roof 2024, new gutters 2024, fresh exterior paint 2025, new exterior lighting 2025.
Listing is courtesy of: TAL BUSIDAN PA (407-227-3001)
Listing Agent: Rob Rallo (407-448-2427)
3463 ARNEL DR, WINTER PARK, FL 32792
$404,900134 Days on yellowkey MLS ID: O6390301
0 Days Off yellowkey (back on 7/28/2026)
REDUCED by $5,000 (1.2%) on 07/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1770 Built: 1967 Tax: $4,648 (2024)Community: Eastbrook Sub Unit 11Single Family
Taxes:$4,648
Remarks: Under contract-accepting backup offers. Virtually Staged. NOW $404,900! Highest and Best Offers to Be Reviewed Tuesday Morning. Pool Home • No HOA • Paid-Off Solar Panels • Roof (2018) Welcome to this well-maintained 3-bedroom, 2-bathroom home offering approximately 1,770 square feet, a 2-car garage, private pool, Roof (2018), Water Heater (2019), and fully paid-off solar panels for added energy savings. The renovated kitchen features quartz countertops, stainless steel appliances, modern cabinetry, an oversized island with an induction cooktop, and an open layout that flows seamlessly into the main living areas. The spacious Florida Room is one of the home's highlights, featuring soaring wood ceilings, exposed beams, a built-in serving area, and direct access to the pool. It's the perfect space to relax, entertain, enjoy your morning coffee, or watch the big game. The primary suite offers a flexible bonus area that can be used as a reading nook, home office, vanity, workout space, or additional storage. The primary bathroom also provides direct access to the pool. Step outside and enjoy a backyard that's hard to find in many pool homes. In addition to the private pool, you'll still have plenty of green space to enjoy, plus a barbecue connection already in place for outdoor cooking. Whether you're hosting friends, grilling on the weekend, or simply unwinding by the pool after work, this backyard is ready to enjoy. Conveniently located just minutes from Park Avenue, Rollins College, Full Sail University, UCF, shopping, dining, and major highways. Zoned for highly rated Seminole County schools.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Alexa Monasterio Flores (786-915-9294)
256 LEWFIELD CIR #256, WINTER PARK, FL 32792
$184,900199 Days on yellowkey MLS ID: O6367842
1 Days Off yellowkey (back on 6/19/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 927 Built: 1973Monthly Fee: $465 Tax: $1,916 (2025)Community: Stratford A Winter Park CondoCondo
Taxes:$1,916
Remarks: This charming and well-maintained 2 bedroom, second-floor condo in Winter Park is ready for you to call your own! The home features comfortable carpeted living areas throughout. The centrally located galley kitchen offers plenty of cabinet and counter space and connects directly to the dining room. The spacious living room gets plenty of natural light through large sliding glass doors, opening to a covered and screened rear porch with a pool view. The primary suite features a walk-in closet and a private bath with a floor-to-ceiling tiled walk-in shower. The HOA completed roofing and plumbing improvements in 2019, and all exterior and grounds maintenance is handled by the on-site HOA. The Stratford community offers two pools, a community and fitness center, and tennis courts. Just minutes from popular Downtown Winter Park with its dining and shopping, with easy highway access via the 417 and I-4, and surrounded by nearby lakes and parks, this is one opportunity you don’t want to miss. Call today to schedule your private tour!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Renee Kumar Llc (407-756-4422)
7327 FOREST HILL CT #223, WINTER PARK, FL 32792
$175,00086 Days on yellowkey MLS ID: O6403841
REDUCED by $5,000 (2.8%) on 07/28/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1031 Built: 1984Monthly Fee: $450 Tax: $2,597 (2025)Community: Hidden Oaks Condo Ph 12Condo
Taxes:$2,597
Remarks: Looking for the perfect starter home or great little rental. This townhhouse-style condo with 2 master suites. With granite countertop on kitchen. Open floor plan, inside laundry closet off the dinette. Tile flooring downstairs and carpet up, additional exterior storage room and fenced in patio. garbage. Hidden Oaks community features community pool & fenced playground area. Zoned for Winter Park Schools. 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. Easy access to FL-408 & FL-417.
Listing is courtesy of: M L VAZ REALTY INC (407-380-9397)
Listing Agent: Leda Vaz (407-509-7947)
1840 ASTER DR, WINTER PARK, FL 32792
$414,90058 Days on yellowkey MLS ID: O6412364
REDUCED by $5,000 (1.2%) on 07/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1667 Built: 1978 Tax: $864 (2025)Community: Garden Lake Estates Unit 1Spa: NoSingle Family
Taxes:$864
Elementary School: Red Bug Elementary
Remarks: Step into this well maintained 3 bedroom 2 bath home located in a highly sought after Winter Park, Garden Lake Estates. Nestled in Seminole County, A rated school zone! The home also sits on a large lot with plenty of room for outdoor living, No rear neighbors for added privacy, gardening or future expansion. This property offers endless potential. Featuring a newer roof, this home offers added value and peace of mind for its next owner. Conveniently located near shopping, schools, dining, parks and major roadways, you'll enjoy both comfort and convenience.One or more photo(s) have been virtually staged.
Listing is courtesy of: KONA REALTY SERVICES LLC (407-960-6844)
Listing Agent: Brendon Spalding (407-929-1724)
102 BELL PL, WINTER PARK, FL 32792
$1,399,000106 Days on yellowkey MLS ID: O6398118
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2459 Built: 2025 Tax: $4,224 (2025)Community: Eastgate SubSpa: NoSingle Family
Taxes:$4,224
Remarks: Step into elevated Florida living with this stunning brand-new residence, where modern design meets lasting quality. Constructed with solid block and steel framing for superior durability, this home is quietly nestled on a cul-de-sac in one of Winter Park’s most up-and-coming areas—without the restrictions of an HOA. Just moments from Interlachen Country Club and the charming Lakemont Heights neighborhood, the location offers both prestige and convenience. From the moment you enter through the impressive double doors, you’re welcomed by a light-filled, open-concept design. Soaring 10-foot ceilings and elegant 8-foot doors create an airy, expansive feel, while abundant natural light highlights the home’s sleek, contemporary finishes. At the heart of the home, the chef-inspired kitchen truly shines. Outfitted with luxurious quartz countertops, stainless steel appliances, and a custom LED-lit wine display, it’s designed to impress. The seamless flow into the living and dining spaces—along with views of the backyard—makes it perfect for entertaining or everyday connection. The primary suite is a private sanctuary, offering a spa-like escape with dual vanities, a spacious dual-entry shower, and a freestanding soaking tub designed for relaxation. With three additional bedrooms, a dedicated office, and 3.5 beautifully appointed bathrooms, this thoughtfully designed single-story home provides nearly 2,500 square feet of flexible living space. Outdoors, your personal retreat awaits. Enjoy year-round Florida living on the covered lanai, complete with a built-in summer kitchen and a custom-designed pool—ideal for hosting or unwinding. The fully fenced yard features new vinyl fencing, fresh sod, and an automated sprinkler system for effortless maintenance. Perfectly positioned near Phelps Park, the Winter Park YMCA, Lakemont Elementary, and an array of top-tier shopping and dining destinations, this home delivers the ideal blend of privacy, craftsmanship, and everyday luxury.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Nick Mckee (407-913-0171)
433 GILBERT RD, WINTER PARK, FL 32792
$675,0001 Day on yellowkey MLS ID: O6428430
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1770 Built: 1965 Tax: $4,032 (2025)Community: Winter Park PinesSpa: NoSingle Family
Taxes:$4,032
Remarks: Welcome to this beautifully updated three-bedroom, two-bathroom pool home offering nearly 1,800 square feet of thoughtfully designed living space on a spacious lot backing to a peaceful conservation easement. Featuring separate living and family rooms, a remodeled kitchen, and an exceptional outdoor retreat, this inviting home is perfectly designed for both everyday living and entertaining. From the moment you arrive, the classic brick entry creates a warm first impression. Inside, the flexible floor plan provides plenty of space to gather, relax, work from home, or host guests. Laminate wood flooring and updated baseboards (2022) complement plantation shutters, recessed lighting, and ceiling fans throughout. Multiple storage closets add everyday functionality, while updated windows and French doors fill the home with natural light and seamlessly connect the indoor and outdoor living spaces. The remodeled kitchen (2021) features crisp white shaker cabinetry, quartz countertops, a subway tile backsplash, stainless steel appliances, an oversized stainless-steel sink, and a breakfast bar with seating for four. A dedicated coffee bar and pantry add convenience, while the large bay window overlooks the pool and private backyard, creating the perfect backdrop for everyday living. The spacious primary suite offers a walk-in closet and ceiling fan. Its ensuite bathroom, renovated in 2022, features large marble-look tile, a double vanity with quartz countertops, and a beautifully updated walk-in shower with a frameless glass enclosure. Two additional guest bedrooms and an updated full bathroom complete the bedroom wing. Step outside to the true centerpiece of the home. Backing to a conservation easement, the backyard offers a peaceful setting with enhanced privacy. The screened, in-ground chlorine pool was completely refreshed in 2025 with new tile, repaired beam, resurfacing, and new pool light. The lanai deck was also resurfaced, creating an ideal space for swimming, outdoor dining, and entertaining family and friends. The outdoor improvements continue with fresh landscaping completed in 2025, including new sod, a stone pathway, French drains for improved drainage, and an updated irrigation timer. The fully fenced backyard (2023) provides additional privacy for pets, play, and gatherings. Ideally located near Cady Way Trail and Winter Park Pines Golf Course, you'll also enjoy convenient access to Cady Way Park amenities, including a community pool, playground, tennis and pickleball courts, beach volleyball, and walking trails. AdventHealth Winter Park and the Crosby Wellness Center are just minutes away, while Rollins College, Full Sail University, UCF, and Orlando International Airport are all within easy reach. Zoned for Brookshire Elementary, Glenridge Middle School, and Winter Park High School, this exceptional home combines modern updates, flexible living spaces, and a private backyard retreat in one of Winter Park's most desirable locations. ROOF - 2024 ELECTRICAL PANELS - 2021
Listing Agent: Amy Turner (407-803-3885)
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