Location: Winter Park
Do Not Show Listings
3463 ARNEL DR, WINTER PARK, FL 32792
$429,90098 Days on yellowkey MLS ID: O6390301
REDUCED by $20,000 (4.4%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1770 Built: 1967 Tax: $4,648 (2024)Community: Eastbrook Sub Unit 11Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,648
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Tax Year: 2024
Middle School: Tuskawilla Middle
Remarks: Virtually Staged. NEW PRICE! Pool Home + Paid-Off Solar Panels + No HOA in Winter Park! Welcome to this move-in-ready 3-bedroom, 2-bathroom home with approximately 1,770 square feet of living space, a 2-car garage, and a private pool, all located in the established Eastbrook community. Major updates have already been completed, including a roof replaced in 2018, fully paid-off solar panels installed in 2020, water heater replaced in 2019, and beautifully updated interior spaces. The paid-off solar panels are a tremendous advantage, helping reduce monthly electric costs from day one. The heart of the home is the renovated kitchen featuring modern cabinetry, quartz countertops, stainless steel appliances, an oversized island with induction cooking surface, and abundant space for cooking, gathering, and entertaining. The open-concept layout flows seamlessly into the living and dining areas, creating a bright and inviting atmosphere. One of the home's standout features is the impressive Florida Room with soaring wood ceilings, exposed beams, a built-in serving area, and direct access to the pool. This unique space is perfect for entertaining, hosting gatherings, enjoying morning coffee, watching the big game, or relaxing while overlooking the backyard and pool area. The primary suite features a unique split-layout design that creates a flexible area ideal for a reading nook, vanity space, nursery setup, fitness corner, or additional storage. The primary bathroom also provides direct access to the pool area, offering convenience for guests and easy indoor-outdoor living. Step outside and enjoy your private backyard retreat featuring a sparkling pool, spacious deck areas, and plenty of room to enjoy Florida living year-round. Conveniently located near Park Avenue, Rollins College, Full Sail University, UCF, shopping, dining, and major highways. Zoned for highly desirable Seminole County schools. Finding a Winter Park pool home with paid-off solar panels, no HOA, updated finishes, a unique Florida Room, pool bath access, and a 2-car garage at this price point is becoming increasingly difficult. Schedule your private showing today before this opportunity is gone.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Alexa Monasterio Flores (786-915-9294)
3243 FOREST OAKS COURT #117, WINTER PARK, FL 32792
$172,00045 Days on yellowkey MLS ID: O6406448
REDUCED by $3,000 (1.7%) on 06/19/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 990 Built: 1983 Tax: $2,723 (2025)Community: Hidden Oaks Condo Ph 7Spa: NoCondo
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)
1662 TREMONT LN, WINTER PARK, FL 32792
$384,90018 Days on yellowkey MLS ID: O6414180
REDUCED by $5,000 (1.3%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1534 Built: 1986Monthly Fee: $49 Tax: $4,339 (2025)Community: Country LaneSingle Family
Taxes:$4,339
Remarks: Turnkey and move-in ready! This beautifully updated 3-bedroom, 2-bath home offers modern finishes and an ideal floor plan in a fantastic location! Recent improvements include fresh interior and exterior paint, new flooring throughout, a fully renovated kitchen, and updated bathrooms. Roof (2022) Enjoy comfortable living with thoughtfully updated interiors and flexible living space. The spacious primary suite features an attached bonus room that is perfect for a home office, nursery, fitness space, or private retreat. The community amenities include a playground, tennis courts, and private lake access with a dock, providing plenty of opportunities for recreation and relaxation. Don’t miss this opportunity to own this beautifully updated home with outstanding community amenities and convenient access to everything the area has to offer!
Listing is courtesy of: RESULTS TEAM PROP & INVESTMENT (321-637-3737)
Listing Agent: Susan Heacock
1434 VIA SANGRO PL, WINTER PARK, FL 32792
$1,300,00010 Days on yellowkey MLS ID: O6416325
0 Days Off yellowkey (back on 6/13/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3063 Built: 2016Monthly Fee: $182 Tax: $9,764 (2025)Community: Lakeside EstatesSingle Family
Taxes:$9,764
Remarks: beautiful home
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Maha Matta, Pa (407-340-6911)
1871 BRYAN AVE, WINTER PARK, FL 32789
$499,00028 Days on yellowkey MLS ID: O6410779
0 Days Off yellowkey (back on 5/27/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1232 Built: 1985 Tax: $3,328 (2025)Community: Lakeview TerraceSingle Family
Taxes:$3,328
Elementary School: Lakemont Elem
High School: Winter Park High
Middle School: Maitland Middle
Remarks: Under contract-accepting backup offers. 1871 Bryan Avenue presents a rare opportunity to own in one of Winter Park’s most desirable pockets without the million-dollar price tag. Located in the heart of 32789 on a 50x127 lot, this charming home offers 1,210 square feet with an efficient layout ideal for a first-time buyer, downsizing homeowner, or investor looking for long-term upside in a prime location. Just minutes from Park Avenue, Winter Park Village, popular restaurants, shopping, and everyday conveniences, the lifestyle and walkability are hard to beat. Major updates include roof (2020), water heater (2026), and HVAC (2009), offering peace of mind for the next owner. Whether you’re looking to move right in, renovate over time, or secure a foothold in the Winter Park market, this property delivers exceptional potential in an unbeatable location.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Jennifer King (407-595-3272)
1177 KENWOOD AVE, WINTER PARK, FL 32789
$1,800,000102 Days on yellowkey MLS ID: O6390592
0 Days Off yellowkey (back on 5/21/2026)
REDUCED by $70,000 (3.7%) on 05/13/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4363 Built: 2007 Tax: $16,206 (2025)Community: Dixie TerraceSpa: NoSingle Family
Taxes:$16,206
Remarks: Welcome to 1177 Kenwood Ave, a home that blends warmth, comfort, and thoughtful design. The inviting living room features a cozy fireplace, creating the perfect space to relax on cooler evenings. The kitchen is designed with both style and function in mind, stainless steel appliances and a center island ideal for meal preparation and gathering. The spacious primary suite serves as a retreat, complete with a walk-in closet and an en-suite bathroom featuring dual sinks, and a separate soaking Jacuzzi. Step outside to enjoy the covered patio—perfect for entertaining or unwinding. The backyard a outdoor escape with a sparkling in-ground pool and a fenced area for added versatility. Inside, the home has been refreshed with new interior paint and partial flooring updates, giving it a clean, updated feel. Don’t miss the opportunity to make this beautiful property your next home. 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)
2614 PARKLAND DR, WINTER PARK, FL 32789
$1,890,000429 Days on yellowkey MLS ID: O6301489
REDUCED by $34,450 (1.8%) on 06/18/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3307 Built: 2007 Tax: $12,712 (2024)Community: Parklando 03Spa: YesSingle Family
Taxes:$12,712
Elementary School: Audubon Park K8
Middle School: Audubon Park K-8
Remarks: Fully remodeled! One of the most competitively priced homes featuring over 3,300 SF, in the 32789 zip code, and in the K-8 Audubon Park School District. The K-8 Audubon Park School District is a small pocket, and ranked one of the best district's in the state. Fully remodeled luxury pool homes in the highly sought-after Audubon K-8 and Winter Park school district with over 3,300 square feet of exceptional living space, capped with a brand-new, architecturally stunning tile barrel roof that blends timeless Mediterranean elegance with lasting durability. 2614 Parkland Drive, a fully reimagined luxury residence in the heart of Winter Park. This is your chance to own a showpiece property with over 3,300 SF zoned for the coveted Audubon Park K-8 and Winter Park High School districts. Completely remodeled in late 2022, this home radiates warmth and sophistication. Solid light oak floors, custom railings, and an open-concept flow make entertaining effortless. The chef’s kitchen is a centerpiece; quartz counters, full-height designer tile, and abundant storage bring form and function together. Out back, discover your private resort. A heatable custom pool & spa finished in ultra-rare Caribbean blue tile sets the tone; elevated with two natural-gas fire pits, dramatic waterfalls, porcelain privacy walls, and a built-in grill. Every evening feels like a five-star escape.The first-floor master suite offers direct access to the outdoor oasis, while upstairs features three oversized bedrooms, a loft, and a private patio for sunset views. Brand-new tile roof, dual tankless water heaters, central vacuum, and all-natural gas appliances ensure low-maintenance, worry-free living. This is more than a home it’s a statement. A chance to live where luxury, location, and lifestyle converge.
Listing is courtesy of: JW GASTON LLC (321-239-5540)
Listing Agent: Ryan Gaston (321-239-5540)
1468 AUBURN GREEN LOOP, WINTER PARK, FL 32792
$475,00064 Days on yellowkey MLS ID: O6399199
0 Days Off yellowkey (back on 5/17/2026)
REDUCED by $5,000 (1.0%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1676 Built: 1984Monthly Fee: $49 Tax: $6,243 (2024)Community: Country LaneSingle Family
Taxes:$6,243
Remarks: Under contract-accepting backup offers. Welcome to this fantastic home on beautiful Lake Florence in a great Winter Park location off of Howell Branch Road in Seminole County! This spacious 3-Bedroom, 2-Bathroom house features vaulted ceilings, wood burning fireplace, ceiling fans, and wonderful outdoor areas. The Living Room, Dining Room and Great Room make this home feel large. The main living areas, hallways and one bedroom have engineered hardwood flooring, wet areas have tile flooring and there is carpet in the primary bedroom and bedroom 3. There is also a small nook that would be perfect for a craft area, office or library and it opens to the side courtyard which is fully fenced and a good size storage shed for your convenience. The Kitchen has all standard appliances including refrigerator, range, dishwasher and disposal. There is also a cozy eat in breakfast nook. The Primary Bedroom is located in the back of the home and has a nice walk-in closet with en-suite bath. There are sliding glass doors that open to the huge screened-in patio with optimal views of the lake! You will love to wake up to the gorgeous view! There are two additional Bedrooms and Full Hall Bathroom. Each bedroom has direct access to the screened in porch. This home has a finished two car garage with opener and washer/dryer hookups. Enjoy coffee in your hammock while watching the ski boats inside the screened patio that runs the full rear length of the home, providing the amazing view to the lake and is perfect for entertaining or enjoying an evening cocktail. Close to most major roadways, this home will not last long!
Listing is courtesy of: COLDWELL BANKER VANGUARD EDGE (800-948-0938)
Listing Agent: Jodie Ma (407-221-0775)
2054 EASTBROOK BLVD, WINTER PARK, FL 32792
$500,00021 Days on yellowkey MLS ID: V4949389
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2031 Built: 1966 Tax: $5,054 (2025)Community: Eastbrook Sub Unit 8Single Family
Taxes:$5,054
Remarks: Check out this private pool home in lovely Winter Park. Offers 4 bedrooms, 3 baths and a 2 car garage. Huge kitchen overlooking family room. Inside laundry room. Fenced backyard. Zoned for Lake Howell High School.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Melissa Stalzer (386-405-3457)
1695 LEE RD #B204, WINTER PARK, FL 32789
$130,000150 Days on yellowkey MLS ID: O6375348
INCREASED by $10,000 (8.3%) on 06/18/2026
Bed: 2 Bath: 1.0 Built: 1966 Tax: $2,084 (2025)Community: Waterfall Cove At Winter Park CondoCondo
Taxes:$2,084
Remarks: 2 bedroom, 2 bathroom condo located in the desirable and well maintained Waterfall Cove community in Winter Park. New tile floor was installed and freshly painted. Long term tenant moved out recently and on the market for sale and for rent as well. Enjoy a highly walkable location close to Whole Foods, LA Fitness, Winter Park Village, shopping, dining, and more. Community amenities include a pool, dog park, and mature landscaping. Convenient access to I-4 and major employment centers. Please use showing instructions.
Listing is courtesy of: MTRE GROUPE LLC (786-282-9992)
Listing Agent: Mauricio Toro (786-282-9992)
2401 ANTILLES DR, WINTER PARK, FL 32792
$320,000230 Days on yellowkey MLS ID: O6357934
0 Days Off yellowkey (back on 5/14/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1719 Built: 1977Monthly Fee: $95Community: Windward Square Sec 1Townhouse
Taxes:$0
Remarks: Under contract-accepting backup offers. Fantastic end unit with enclosed Florida Room in the sought after Windward Square! This 3/2 features several updates including a, updated kitchen with 42" wood cabinets, granite counters and a center island! Most rooms have upgraded ceiling fans from Dan”s Fans with a lifetime guarantee. The home has newer A/C, high impact windows and the home has been re-piped for your peace of mind. This is a wonderful space and great to prep for a dinner party! Open floor concept with dining room and family room. Enclosed Florida room with high impact windows is great extra living space marking this home just over 1700sf. Master bedroom is a good size with walk in closet. Secondary rooms are spacious and full 2nd bath. You have a wonderful front fenced courtyard and a nice sized fenced back yard. End unit and 2 assigned car parking spaces. Community features low HOA and community pool, gated back entrance for easy access to Semoran, tennis courts and club house. Zoned for great Seminole County schools and minutes to shopping/dining, Altamonte Springs Mall, Downtown Winter Park, Full Sail University and to UCF. This is a great one level townhome with very reasonable HOA.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: George Freelove (407-408-5167)
184 SANDLEWOOD TRL ##2, WINTER PARK, FL 32789
$299,000136 Days on yellowkey MLS ID: O6380753
REDUCED by $13,000 (4.2%) on 06/18/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1133 Built: 1985Monthly Fee: $310 Tax: $2,915 (2025)Community: Sandlewood Creek Condo Ph 10Condo
Taxes:$2,915
Elementary School: Dommerich Elem
Remarks: Tucked inside one of Winter Park's most sought-after zip codes, this fully renovated two-story condo lives like a townhome — and feels like new construction. The main floor flows from a beautifully updated kitchen with new stainless appliances, contemporary finishes, and butcher block bar top into a bright open living space, with a convenient half bath for guests. Upstairs, both bedrooms are true primary suites — each with its own private en-suite bath, large closet, and oversized window. Major systems have all been replaced: new roof, new plumbing, new hot water heater, and new in-unit Maytag washer and dryer. Step outside to your screened patio just steps from the community pool. Walk to Park Avenue's celebrated restaurants, shops, and cafés. Zoned for Dommerich Elementary (9/10 GreatSchools) and Winter Park High School. This one is genuinely move-in ready — nothing to do but move in.
Listing is courtesy of: NOELKE REALTY (407-607-7166)
Listing Agent: Tom Noelke (407-607-7166)
1500 GAY RD #20D, WINTER PARK, FL 32789
$258,000118 Days on yellowkey MLS ID: O6385626
REDUCED by $4,000 (1.5%) on 06/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1026 Built: 1972 Tax: $3,283 (2024)Community: Chat6eaux Du LacSpa: NoCondo
Taxes:$3,283
Remarks: LAKEFRONT COMMUNITY WITH SPECTACULAR SUNSETS OVER BEAUTIFUL LAKE KILLARNEY. LOCATED IN THE CHARMING AND ELLEGANT NEIGHBORHOOD OF WINTER PARK, IN A FULLY REVITALIZED AREA. CONVENIENT TO I-4, PARK AVENUE, FARMER'S MARKETS, TRADER JOE'S, AS WELL AS A MOVIE THEATER, BOUTIQUE SHOPS, RENOWNED RESTAURANTS AND A NATIONALLY RATED ART FESTIVAL - ALL WITHIN A SHORT WALKING DISTANCE. BRIGHT SUN-FILLED 2 BEDROOM, 2 BATH USTAIRS UNIT WITH AN OPEN FLOOR PLAN AND PRIVATE BALCONY. THE PRIMARY BEDROOM IS A SUITE, AND THE SECOND BEDROOM FEATURES A SPACIOUS WALK-IN CLOSET. SOFT, WARM COLORS, TILE AND LUXURY VINYL FLOORS, RAISED KITCHEN CEILING AND GRANITE COUNTER ENHANCE THE SPACE. BRAND NEW WATER HEATER 6/2026! LARGE ROOMS MAKE IT EASY TO ARRANGE FURNITURE. ENJOY BOATING, SKIING AND WILDLIFE OF LAKE LIVING. COMMUNITY DECK, BOAT RAMP, HEATED POOL AND SAUNAS. MAKE AN APPOINTMENT TODAY TO SEE WINTER PARK'S BEST KEP SECRET!
Listing is courtesy of: REALCOM REAL ESTATE SERVICES INC (407-621-6856)
Listing Agent: Janice Erickson (407-621-6856)
2700 CADY WAY, WINTER PARK, FL 32792
$649,000266 Days on yellowkey MLS ID: O6347690
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1876 Built: 1965 Tax: $8,335 (2024)Community: Winter Park Pines Unit 4Single Family
Taxes:$8,335
Elementary School: Brookshire Elem
Middle School: Glenridge Middle
Remarks: Welcome to this charming, renovated 4-bedroom, 2-bath home in the highly desirable Winter Park Pines neighborhood, with the Cady Way Trail just steps from your front door. Move-in ready and thoughtfully maintained, this home offers the perfect blend of comfort, style, and an unbeatable location. Inside, the updated kitchen features stainless steel appliances and opens to a cozy sitting area with direct access to the outdoor patio, while a separate dining and family room provide comfortable, functional spaces for everyday living and entertaining. The well-designed layout offers four bedrooms providing flexibility for guests, a home office, or changing lifestyle needs. Step outside to a screened-in lanai overlooking the spacious backyard, creating the perfect setting to relax, entertain, or enjoy Florida living year-round. Situated on a .22-acre lot, the property offers plenty of outdoor space to enjoy, while the spacious two-car garage provides added convenience and storage. Enjoy an active lifestyle with immediate access to the Cady Way Trail and nearby community amenities, including soccer and baseball fields, tennis courts, a playground, and an Olympic-sized pool—all just moments away. Zoned for top-rated schools and located just minutes from Park Avenue’s renowned dining, shopping, and entertainment, this home offers an exceptional Winter Park lifestyle. Why not have it all? This Cady Way Charmer is ready for you to move in and start making memories.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Megan Byers (407-457-7131)
140 E MORSE BLVD #J, WINTER PARK, FL 32789
$2,350,0006 Days on yellowkey MLS ID: O6414891
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2143 Built: 2008 Tax: $18,655 (2025)Community: Landmark Winter Park CondoCondo
Taxes:$18,655
Remarks: Discover an exceptional opportunity to own a penthouse residence at The Landmark, one of downtown Winter Park's exclusive addresses. Directly along the desired brick streets of Park Avenue, this boutique condominium community consists of only 13 residences and offers an unparalleled blend of privacy, sophistication and accessible convenience. Just outside your door, enjoy acclaimed dining, boutique shopping, art galleries, sidewalk cafés, Central Park and the year-round events that have made Winter Park one of Central Florida's sought-after destinations. Behind The Landmark's secure wrought-iron gates, residents are welcomed into a beautifully landscaped courtyard centered around a timeless fountain and illuminated by dozens of gas lanterns, creating a warm and elegant atmosphere reminiscent of a European enclave. Impeccably maintained and thoughtfully designed, the community provides a peaceful retreat while remaining moments from the vibrant energy of Park Avenue. Residence J occupies a premier penthouse position and is filled with natural light, enhanced by soaring ceilings, expansive windows, and multiple French doors that open to private terraces overlooking Morse Boulevard and the surrounding downtown streetscape. The spacious floor plan is designed for comfortable daily living and effortless entertaining. The living and dining areas are anchored by a gas fireplace and flow seamlessly into the kitchen, where integrated appliances, a gas cooktop, generous workspace, and a charming breakfast area create a functional and inviting gathering space. The primary suite serves as a private sanctuary, featuring dual vanities, separate water closets, an oversized walk-in shower and a custom-designed walk-in closet. Two additional guest bedrooms provide flexibility for family and visitors. One bedroom is connected to a Jack-and-Jill bath, while the third enjoys a private en-suite bath and a Juliet balcony that captures the charm and character of downtown Winter Park from above. Additional amenities include two deeded underground parking spaces, a private climate-controlled storage room, and access to the community's shared outdoor entertaining area, complete with a summer kitchen and courtyard gathering space. Whether enjoyed as a full-time residence or a lock-and-leave retreat, this penthouse offers a rare combination of luxury, security and an unmatched Park Avenue lifestyle in the heart of Winter Park.
Listing Agent: Mick Night (407-629-4446)
4756 TANGERINE AVE #4756, WINTER PARK, FL 32792
$195,0006 Days on yellowkey MLS ID: R4911483
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 1973 Tax: $2,244 (2025)Community: Wrenwood CondoSpa: NoCondo
Taxes:$2,244
Remarks: Discover the potential of this 2-bedroom, 2-bath end-unit condominium located in the desirable Wrenwood Condominium community in Winter Park, Florida. Offering 1,058 square feet of living space, this home presents an excellent opportunity for buyers seeking affordability, convenience, and the chance to add their own personal style. Inside, you'll find ceramic tile flooring throughout, knockdown ceilings, and a functional floor plan designed for comfortable everyday living. All kitchen appliances are included, making your transition even easier. The end-unit location provides additional privacy and natural light while offering pleasant views of the community pool. Built with solid concrete block construction, this condominium offers durability and low-maintenance ownership. An assigned parking space is included for added convenience. The bathrooms could benefit from updating, providing the perfect opportunity for the next owner to customize the home to their own taste and preferences. Whether you're a first-time homebuyer, downsizing, looking for a seasonal residence, or seeking an investment property, this home offers tremendous potential and value. Wrenwood Condominium allows up to two pets, with a maximum weight of 25 pounds each, making it a great option for pet lovers. Conveniently located near shopping, dining, entertainment, major highways, and everything Winter Park and the greater Orlando area have to offer. Don't miss this opportunity to own an affordable Winter Park condominium and create the home you've always envisioned.
Listing is courtesy of: HOME BUYER HELPER REAL ESTATE LLC (407-342-2664)
Listing Agent: Ada Sanchez (407-342-2664)
1605 PURITAN AVE, WINTER PARK, FL 32792
$399,0006 Days on yellowkey MLS ID: O6417098
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1285 Built: 1963 Tax: $3,605 (2025)Community: Eastbrook Sub Unit 06 2Nd RepSingle Family
Taxes:$3,605
Remarks: Stunning 3-bedroom, 2-bath remodeled home with no HOA, ideally located on the border of Winter Park and Orlando. This move-in-ready property features a new roof installed in July 2025, an updated kitchen with beautiful granite countertops and brand new appliances. Enjoy the perfect combination of comfort, style, and convenience with easy access to shopping, dining, schools, and major roadways. Don't miss this one! Schedule your private showing right away!
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: Angelica Tomlinson Llc (407-222-8676)
2501 LAFAYETTE AVE, WINTER PARK, FL 32789
$1,795,0006 Days on yellowkey MLS ID: O6416565
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2819 Built: 2026 Tax: $4,608 (2026)Community: Winter Park VillageSingle Family
Taxes:$4,608
Tax Year: 2026
Remarks: Virtually Staged. A rare new construction offering in the heart of Winter Park — 2501 Lafayette Ave is a 2,810 sq ft architectural residence crafted by curated design firm - Catalyst Design, with 25-year experience and Parade of Homes judge across Naples, Daytona & Southwest Florida. 4 bed | 4 bath | office | 2-car garage | saltwater pool. Every detail built to a single standard: the highest one. Step through the custom pivot front door into a home that immediately announces its intentions. Soaring 10-ft ceilings throughout rise to a dramatic 22-ft volume in the great room, framed by sliding glass walls that dissolve the line between interior living and the private outdoor retreat beyond. Level 5 smooth drywall finish — the standard reserved for the finest custom builds — runs throughout, while wide-plank hardwood flooring flows across every living area. Italian porcelain tile anchors all bathrooms and the laundry room with precision and permanence. Every window and exterior door is imported from Germany — Unilux® precision-engineered for thermal performance, acoustic excellence, and longevity that no domestic product can match. Grohe® plumbing fixtures, also made in Germany, carry that same philosophy through every bathroom. Countertops are Cambria or Silestone® quartz with a thickened 3cm mitered edge throughout. Custom solid wood cabinetry is built to plan in the kitchen, laundry, and all bathrooms, finished with Emtek® hardware and 8-ft solid core architectural doors with 7" baseboard throughout. The Winter Park Chain of Lakes — 12 interconnected lakes spanning 2,781 acres of pristine Florida waterways — is moments away, offering boating, paddleboarding, and the beloved Winter Park Scenic Boat Tour. Over 70 parks, Kraft Azalea Gardens, Mead Botanical Garden, and more than a dozen walkable green spaces define the outdoor lifestyle. The Winter Park Farmers' Market, held every Saturday at the historic train station, is a community institution. Rollins College, one of the South's most respected liberal arts institutions, sits lakeside just minutes away, bringing cultural programming, the Bach Festival, and vibrant intellectual energy to the neighborhood year-round. Families are served by highly rated Orange County public schools, with Winter Park High School renowned for its academic rigor and championship programs, as well as exceptional private options, including Trinity Preparatory School and St. Margaret Mary. New construction in 32789 is genuinely rare — historic preservation standards and limited land availability make it so. For international buyers, Orlando International Airport is 30 minutes south. Disney, Universal, and the theme park corridor are under 30 minutes via I-4. Atlantic beaches are under an hour away. This is not a production home dressed up with upgrades. It is a ground-up, custom-built, German-engineered, the most coveted zip code in Central Florida. Schedule your private showing today.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Michael Elias (407-810-4303)
1695 LEE RD #E215, WINTER PARK, FL 32789
$135,000126 Days on yellowkey MLS ID: O6383089
REDUCED by $14,990 (10.0%) on 06/17/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1149 Built: 1966Monthly Fee: $624 Tax: $2,472 (2024)Community: Waterfall CoveCondo
Taxes:$2,472
Elementary School: Hungerford Elem
High School: Edgewater High
Middle School: College Park Middle
Remarks: Located in the heart of Winter Park, this charming condo stands ready to welcome you home. This three-bedroom, two-bathroom sanctuary offers a blend of comfort and modern elegance, perfect for those who cherish both relaxation and entertaining. As you step inside, the spacious living and dining areas greet you with an abundance of natural light, creating a warm and inviting atmosphere. Imagine hosting friends and family in this expansive space, where laughter and memories will fill every corner. The heart of this home is undoubtedly the fully upgraded kitchen, featuring stunning quartz countertops, sleek new cabinets, and stainless steel appliances. Each meal becomes a culinary adventure in this thoughtfully designed area. Retreat to any of the large bedrooms, designed to be your personal oasis. Each room offers generous space, allowing for restful nights and peaceful mornings. A dedicated laundry room, complete with a washer and dryer, adds convenience to your daily routine, while ample storage throughout the unit ensures that everything has its place. Step outside onto your private balcony, where a serene courtyard unfolds below. Picture yourself sipping morning coffee or enjoying an evening breeze as you overlook the tranquil scene of benches, a sparkling pool, and a welcoming clubhouse—perfect for gathering with neighbors or unwinding after a busy day. This pet-friendly community understands that your fur babies deserve a home too, so bring them along for this new adventure! Plus, enjoy the benefits of the HOA, which includes cable TV and high-speed internet, making it easy to stay connected. With a prime location just a short walk from a variety of shopping and dining options, you’ll find everything you need right at your fingertips. And with quick access to I-4, the beautiful beaches and thrilling theme parks are just minutes away. This isn't just a condo; it’s a lifestyle filled with comfort, convenience, and community. Welcome to your new home in Winter Park! Schedule your private tour today.
Listing is courtesy of: FOWLKES REALTY CO (407-361-2052)
Listing Agent: Jenaia Fowlkes (407-361-2052)
2008 HOUNDSLAKE DR, WINTER PARK, FL 32792
$515,0008 Days on yellowkey MLS ID: O6414369
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2250 Built: 1980 Tax: $5,253 (2025)Community: Cedar RidgeSingle Family
Taxes:$5,253
Remarks: Virtually Staged. Spacious and full of potential, this 4-bedroom, 2-bath home in the highly desirable Cedar Ridge community includes an attached flex room. Perfect for a nursery, mother in law suite, office, or man cave! In the heart of Winter Park, designed for both everyday living and entertaining, this home gives your family room to spread out and enjoy. Inside, you'll find ceramic tile throughout most of the home, with warm wood laminate flooring in three of the bedrooms for added comfort and style. The kitchen has been updated and has ample kitchen and pantry cabinetry. The bathrooms have been updated, creating the perfect space full of modern touches. Major system updates provide peace of mind, including replumbing, a new electrical panel, and a newer roof. The side-entry 2-car garage adds curb appeal and functionality, while the oversized fenced backyard is a true highlight, shaded by two enormous oak trees that create a beautiful setting for relaxing, entertaining, or family gatherings. Conveniently located near shopping, dining, parks, and top-rated schools, this Cedar Ridge gem combines space, updates, and a fantastic location. Don’t miss your rare chance to own this spacious home with timeless charm and endless possibilities in a Winter Park neighborhood WITH NO HOA.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Nicholas Feinsod (407-607-7485)
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