Location: Winter Park
Do Not Show Listings
950 HANOVER AVE, WINTER PARK, FL 32789
$470,00050 Days on yellowkey MLS ID: O6398273
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1606 Built: 1956 Tax: $3,525 (2025)Community: Albert Lee Ridge 1St AddSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,525
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Preferred lender credit available. Welcome home to your peaceful retreat tucked away near the end of a quiet street with views of Lake Wilderness. Completely updated in 2017, move-in ready so you can lock and leave with peace of mind to enjoy the everyday lifestyle of Winter Park and Central Florida this amazing location offers. Full updates made in 2017 include new roof, plumbing, electrical, windows, recessed lighting, a/c unit, and more. Natural sunlight flows throughout the home reflecting off the refinished wood floors creating an inviting and cozy environment. The open kitchen features quartz countertops, glass crafted tile backsplash, custom cabinets, breakfast bar and stainless steel appliances. Feel refreshed and relaxed as you step into the primary suite with barn doors leading into the spa-inspired bathroom, complete with dual vanities and a large walk-in tiled shower. The backyard is fully fenced and the outdoor patio is screened-in and covered. Extra storage space can be used in the outdoor shed or the one car attached garage. No HOA and not in a flood zone. The property’s exceptional location offers close proximity to I-4 East and West, upscale award-winning Winter Park restaurants and boutiques, Winter Park Village, WP9 Golf Course, Park Ave, and the upcoming state-of-the-art Lifetime Fitness center which features over 85,000 SqFt and 5 acres of the best that wellness amenities have to offer. Nearby EV charging stations located within 2 miles away make sustainable living effortless. Rare opportunity to settle into or invest in a peaceful updated retreat located in the highly desirable and vibrant community of Winter Park.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Michael Domi (407-212-8841)
405 LAKE FAIR LN, WINTER PARK, FL 32789
$455,00067 Days on yellowkey MLS ID: O6393594
REDUCED by $4,000 (0.9%) on 05/22/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1491 Built: 1957 Tax: $1,355 (2025)Community: Fairbanks Shores 5Th AddSingle Family
Taxes:$1,355
Remarks: One or more photo(s) has been virtually staged. Fully rebuilt, not just renovated. This Winter Park home at 405 Lake Fair Ln has been completely transformed from top to bottom, with all major systems updated and no detail overlooked, enhanced by custom architectural wood paneling that gives the exterior a modern, high-end presence and standout curb appeal. Positioned on a quiet dead-end street with no side or rear neighbors, this 3 bedroom, 2 bathroom home offers a level of privacy that is rarely found in the area. Inside, a clean, modern layout is complemented by new LVP flooring throughout, large-format designer tile in the bathrooms, fresh knockdown texture, and integrated recessed lighting that creates a bright, cohesive feel from room to room. The kitchen is anchored by an oversized quartz island designed as a central gathering point, paired with modern shaker cabinetry and a full suite of brand new, never-used appliances. The space is built for both everyday functionality and entertaining. Both bathrooms have been fully reimagined with large-format designer tile, a matte black fixture package, and frameless glass shower enclosures, delivering a clean, elevated finish throughout. Beyond the finishes, the true value is in the infrastructure. The home features a new roof, new HVAC system, updated plumbing, and electrical brought to current standards, along with two new water heaters. Additional upgrades include all new interior and exterior doors with coordinated hardware, updated lighting, fresh interior and exterior paint, new blinds, and refined finishes throughout. This is a renovation executed with long-term quality in mind. The location ties everything together. Just minutes from Park Avenue and Winter Park Village, the home offers immediate access to some of the area’s most sought-after dining, shopping, and lifestyle amenities, along with convenient access to I-4 for commuting throughout Orlando. Continued growth in the area adds long-term appeal, including a new Life Time Fitness being developed just minutes away. Education options further strengthen the location. The home is near St. Margaret Mary School, a highly regarded PK–8 private institution, as well as Bishop Moore High School, consistently ranked among the top private schools in Florida and known for strong college preparation and athletics. Edgewater High School is also nearby, offering a well-established public school option within close proximity. Nearby Full Sail University, Rollins College, and AdventHealth Winter Park further support long-term demand and stability in the area. This is a move-in ready home positioned in one of the most stable and steadily growing pockets of Winter Park, offering both lifestyle, privacy, and long-term upside. A full home warranty is included. Seller is motivated and open to strong offers.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Donnamarie Leiba Gough (407-693-6260)
1760 PERUVIAN LN, WINTER PARK, FL 32792
$339,00085 Days on yellowkey MLS ID: A4685217
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1960 Tax: $3,470 (2025)Community: Eastbrook Sub Unit 06Spa: NoSingle Family
Taxes:$3,470
Remarks: ***UPDATED & REFRESHED!! All new ceiling fans, light fixtures, smoke detectors, gutters and screens, foliage, window blinds and paint.*** Discover the perfect blend of value, location, and versatility in Winter Park's best-kept secret - the Eastbrook neighborhood. This 3-bedroom, 2-bathroom home is ideal for homebuyers looking to make new memories or savvy investors seeking a turn-key property with proven rental income. MOVE-IN READY: From the moment you step inside this roomy, open floor plan, it's ready to enjoy. The heart of the home - kitchen, dining and living room - is tastefully renewed and has plenty of space. The ample primary bedroom has a full ensuite bathroom and large windows. Two additional roomy bedrooms share a full guest bathroom. The separate laundry room is spacious and perfect for a hideaway office. Outdoor enthusiasts will love the massive, fully fenced backyard, including firepit for chilly Florida nights and "grass-covered" patio. This private oasis is ready for pets, play, or future expansions. Bonus features include carport and multicar driveway with lots of elevated storage, and an additional cross-fenced and gated side yard. RECENT FUNCTIONAL IMPROVEMENTS: New water heater, thoroughly serviced AC unit, exterior paint, and recently inspected roof and electrical panels. SELLERS ARE MOTIVATED with a price well below area comparables. Investor Advantage: This property has served as a high-performing, low-maintenance rental for seven years. Location: Quiet, safe, and walkable Eastbrook, with shopping less than a mile away. Condition: Well-maintained with modern updates. Don't miss your chance to own a piece of Winter Park at an unbeatable price.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
661 SELKIRK DR, WINTER PARK, FL 32792
$625,000221 Days on yellowkey MLS ID: O6354700
REDUCED by $25,000 (3.8%) on 05/19/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2150 Built: 1962 Tax: $2,353 (2024)Community: Kenilworth Shores Sec 05Single Family
Taxes:$2,353
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. BACK ON MARKET; BUYERS GOT COLD FEET! Perfect for a growing family, this home is located in the highly sought-after Kenilworth Shores community, where tree-lined streets, friendly neighbors, top-rated schools, and an unbeatable Winter Park location create a lifestyle people rarely want to leave. Surrounded by excellent schools and just minutes from parks, dining, and shopping, this is the kind of neighborhood where families can truly settle in and grow for years to come. From the moment you step inside, the home offers a warm and inviting feel with spaces designed for both gathering and unwinding. The front living room creates the perfect setting for quiet mornings with coffee, catching up with friends, or relaxing with a good book, while the dedicated dining room is ready for holiday dinners, celebrations, and memorable nights around the table. At the center of the home, the kitchen naturally becomes the heart of daily life — a place where conversations happen while meals are prepared, homework gets finished, and guests always seem to gather. Just beyond, the spacious family room with a cozy fireplace invites movie nights, game days, and relaxed evenings spent together. Upstairs, the thoughtful layout provides the perfect balance of comfort and privacy. Guest bedrooms provide flexibility for family, visitors, or working from home, while the oversized primary suite feels like a true retreat with space to recharge at the end of the day. Step outside and embrace the Florida lifestyle with a covered patio and large fenced backyard ideal for weekend barbecues, kids and pets playing freely, or simply enjoying beautiful evenings outdoors. The home also offers peace of mind with major updates already completed, including a 2020 A/C system and 2021 water heater. Living in Kenilworth Shores means having some of Central Florida’s best lifestyle amenities just minutes away. Spend weekends biking the trails at Cady Way Park, enjoying community events in Baldwin Park and Winter Park, grabbing dinner along Park Avenue, or exploring nearby shops, coffee spots, and local restaurants. With easy access to 417, 408, and I-4, commuting downtown, heading to the airport, or taking a quick beach trip becomes incredibly convenient. More than just a home, this is the kind of neighborhood and lifestyle people move to Winter Park for — connected, comfortable, and centered around enjoying everyday life. Schedule your showing today as this home will not last long.
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: David Miller (407-323-4210)
311 E MORSE BLVD #7-11, WINTER PARK, FL 32789
$299,000277 Days on yellowkey MLS ID: O6337061
REDUCED by $10,900 (3.5%) on 05/24/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 570 Built: 1960 Tax: $668 (2024)Community: Phillips Circle RepCondo
Taxes:$668
Remarks: Charming Downtown Winter Park Pied-à-Terre – Steps from Park Avenue! Welcome to Whispering Waters, a beautifully maintained mid-century community nestled on the shores of Lake Osceola. This light-filled corner studio offers a rare opportunity to own a piece of Winter Park’s most coveted location—just steps from Park Avenue, Central Park, and all the cultural charm the city has to offer. Located on the second floor, this spacious studio boasts an updated kitchenette, generous storage, and abundant natural light. Enjoy secure garage access, mail and package delivery to your door, and a relaxing retreat with sunrise views, osprey sightings, and even rocket launches visible from the community patios. Community Amenities: Sparkling pool, Club room for social gatherings, Peaceful outdoor patios overlooking Lake Osceola and Professional on-site management. Location Highlights include being one block to Park Avenue’s boutiques, cafes, and fine dining. Close to The Alfond Inn, museums, and galleries. Walkable to SunRail & Amtrak station. Moments from the Winter Park Farmers’ Market. This is a rare opportunity to own a stylish, low-maintenance home in the heart of downtown Winter Park where ELECTRIC, GAS, WATER, SEWER and TRASH are included in condo fee. Whether you're looking for a weekend retreat or full-time residence, this pied-à-terre is truly one-of-a-kind. Call today for your private viewing of this condo.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Mary Colton (407-222-7388)
1540 FLORENTINO LN, WINTER PARK, FL 32792
$335,0008 Days on yellowkey MLS ID: O6408841
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1682 Built: 2004Monthly Fee: $175 Tax: $5,340 (2025)Community: Vistas At Lake HowellTownhouse
Taxes:$5,340
Elementary School: Sterling Park Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: Come and see your new home in the sought after Vistas at Howell Branch community. This two story townhouse has 3 bedrooms, 2.5 baths, and open first floor, floor plan. Relax in the evening on your screened in porch. The master bedroom has a walk in closet and large master bath. Your washer and dryer are on the second floor centrally located to all the bedrooms. You will find yourself within walking distance of restaurants, grocery stores, and other retail outlets. It's central location puts within minutes of 436 and 417. Schedule your showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Ashley Fisak (407-848-7975)
1695 LEE RD #E103, WINTER PARK, FL 32789
$134,90065 Days on yellowkey MLS ID: S5146352
REDUCED by $3,000 (2.2%) on 05/24/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 881 Built: 1966Monthly Fee: $482 Tax: $2,041 (2025)Community: Waterfall CoveCondo
Taxes:$2,041
Elementary School: Hungerford Elem
High School: Edgewater High
Middle School: College Park Middle
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Waterfall Cove, where urban convenience meets tranquil living. This charming 2-bedroom, 1-bathroom condo offers a cozy retreat with all the perks of modern living. Located in the heart of Orlando, this condo is perfect for those looking for a blend of city life and natural beauty. As you step into the condo, you're greeted by a bright and spacious living area, perfect for relaxing or entertaining guests. The kitchen features modern new (2025) appliances and ample storage space, making cooking a breeze. The bedrooms are spacious and plenty of natural light, creating a peaceful ambiance. One of the highlights of living at Waterfall Cove is the stunning waterfall feature that gives the community its name. This serene setting is perfect for unwinding after a long day or enjoying a peaceful morning coffee. The community also features a pool and fitness center, providing residents with plenty of opportunities to stay active and healthy. Waterfall Cove is ideally located near Interstate 4, making it easy to commute to major job centers in Orlando. It's also just a short drive away from downtown Orlando and Winter Park, where you can explore a variety of dining, shopping, and entertainment options. Additionally, the condo is close to Rollins College, making it a great option for convenient housing. For those who enjoy the outdoors, Waterfall Cove is close to several parks and nature reserves, where you can hike, bike, or simply enjoy the beauty of the Florida landscape. And if you're a coffee lover, you'll appreciate the proximity to Starbucks, where you can grab your favorite drink on the go. In conclusion, Waterfall Cove offers the perfect blend of comfort, convenience, and natural beauty. With its modern amenities, convenient location, and affordable pricing, it's no wonder why living in this area is so desirable. Don't miss out on the opportunity to make Waterfall Cove your new home! THIS PROPERTY MAY QUALIFY FOR UP TO 40,000.00 IN DOWN PAYMENT ASSISTANCE.
Listing is courtesy of: RE/MAX SELECT GROUP (954-905-2772)
Listing Agent: Jason Price (954-905-2772)
2940 DE BROCY WAY, WINTER PARK, FL 32792
$785,00013 Days on yellowkey MLS ID: O6408085
0 Days Off yellowkey (back on 5/23/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2679 Built: 1971 Tax: $8,647 (2025)Community: Winter Park PinesSpa: NoSingle Family
Taxes:$8,647
Elementary School: Aloma Elem
High School: Winter Park High
Middle School: Glenridge Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully fully renovated pool home nestled in the highly desirable Winter Park area, where comfort, convenience, and lifestyle come together perfectly. Situated on a quiet, tree-lined street, this exceptional property offers spacious living areas, abundant natural light, and a warm, inviting atmosphere ideal for both relaxing and entertaining. Recent exterior upgrades include fresh exterior paint, new sod, a new front door, and new windows, adding to the home’s curb appeal and energy efficiency. The updated kitchen features granite countertops, a new deep sink, and ample cabinetry, making it both stylish and functional for everyday living and entertaining. Major improvements also include a NEW A/C unit and water heater replaced in 2021, providing peace of mind for years to come. Step outside to your private backyard oasis featuring a resurfaced pool (2016), perfect for enjoying Florida living year-round. The oversized .26-acre lot offers plenty of space for outdoor gatherings, pets, gardening, or simply relaxing in your own private retreat all with NO HOA restrictions! Enjoy the charm and convenience of living near some of Central Florida’s most sought-after destinations. Residents appreciate the close proximity to Cady Way Trail, Ward Park, and nearby recreational centers offering sports courts, fitness facilities, playgrounds, walking trails, and outdoor activities for all ages. Golf enthusiasts will also enjoy easy access to Winter Park Pines Golf Club and surrounding green spaces. Perfectly positioned just minutes from Park Avenue, Winter Park Village, Baldwin Park, and multiple shopping plazas, you’ll enjoy endless options for boutique shopping, dining, cafés, and entertainment. Convenient access to major roadways, Downtown Orlando, Rollins College, Full Sail University, and top-rated schools makes this location ideal for primary residents, professionals, and investors alike. Experience the best of Winter Park living with timeless charm, modern updates, excellent amenities, and unmatched convenience in one exceptional property.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Betsy Breton-Garcia, Pa (407-580-5350)
1649 HARMON AVE, WINTER PARK, FL 32789
$1,349,90072 Days on yellowkey MLS ID: O6392216
REDUCED by $49,100 (3.5%) on 05/15/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3223 Built: 2018 Tax: $11,908 (2025)Community: LawndaleSpa: YesSingle Family
Taxes:$11,908
Elementary School: Killarney Elem
Remarks: Discover Orwin Manor, one of Winter Park’s established neighborhoods centrally located within an easy distance to the Orange Avenue WP corridor and minutes to downtown Orlando. Transitional architecture with modern leaning influences, this home is designed for ease of living. This four-bedroom 3.5-bath home stretches across nearly 3,200 square feet and features open kitchen to dining and living spaces that all blend into a covered porch to backyard retreat. The kitchen is the center of the home with custom double-stacked cabinetry to ceiling, upgraded appliances, large pantry with barn door, center island with bar seating, and full granite slab backsplash and counters add to the artistry of the kitchen. Ceilings are upgraded throughout with floating box details with ambient lighting that gently wash the ceilings and colors can be changed as you wish. Dining and living spaces are generous, and lined with transom windows for privacy and natural light that creates a beautiful backdrop to gather and entertain in. Invisible back doors fully open to the lanai and slide into the wall, staying hidden, an elegant upgrade. Covered porch with tongue and groove ceiling overlooks saltwater pool with hot tub and spillway. Professionally landscaped includes a turfed putting green for the golf enthusiast. Additional main floor flex space can be additional living or home office. Secondary bedrooms are upstairs with generous bonus space and laundry. First-floor primary suite is light and bright, with coffered ceilings and a large walk-in closet. Primary bath is neutrally appointed with dual floating vanities with vessel sinks, a soaking tub, and walk-in shower with seamless glass. A transom window provides privacy and a glow of sunshine and warmth. Lots of seller upgrades. This property is turnkey. Orwin Manor is a special neighborhood blending historic homes with new builds and great neighborhood park to go to. It is also a strategic location, minutes to Park Avenue in Winter Park, known for its upscale dining, elevated cafés and luxury local shopping, also a short distance to Orange Avenue corridor in WP featuring Foxtail Coffee & Buttermilk Bakery and more, and minutes to the Mills district, Advent Health on Rollins as well as major roadways. Great schools, zoned for Edgewater High, known for its magnet program and close to Lake Highland and many other private school options.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Alison Mosley (407-304-6458)
1090 WILDMEADOW RUN, WINTER PARK, FL 32792
$845,00065 Days on yellowkey MLS ID: O6394208
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2589 Built: 2021Monthly Fee: $243 Tax: $6,258 (2024)Community: Hawks CrestSingle Family
Taxes:$6,258
Elementary School: Eastbrook Elementary
Remarks: One or more photo(s) has been virtually staged. One or more photos have been virtually staged. This luxurious Modern Style home epitomizes maintenance-free living, featuring a premium, state of the art solar system YOU OWN OUTRIGHT, nearly eliminating your cost of electricity. Ask to see the bill. The premium solar system is PAID OFF with a TRANSFERABLE WARRANTY by manufacturer. This off-grid solar system comes with a WHOLE HOUSE BATTERY BACKUP, keeping your lights on when the power goes out. This home already comes wired for electric vehicles with room to expand. Excess power generated is sold back to the power company through the NET METERING program, resulting in credits back to the owners at the end of the year. The solar system also has two power monitoring systems for tracking your energy usage & production, conveniently controlled by your phone and computer. Hawks Crest is your home to community, where residents enjoy gated access into a landscaped resort atmosphere, featuring water fountains throughout, with an abundance of amenities. The clubhouse features a resort pool & kiddie pool, a fitness center, with sidewalks & playgrounds, along with the community’s private dock access to Lake Howell with a canoe/kayak launch. Now imagine, relaxing and enjoying park and pond views from your expansive lanai, soaking in the serene sunsets & manicured landscaping, all from the comfort of your spacious, 4-bedroom 3.5 bath home, conveniently located just a short distance from the resort clubhouse. Owners can relax and unwind while management handles all landscaping around your home, truly providing you a maintenance-free living lifestyle. Additional upgrades with this home include, commercial grade luxurious vinyl wide-plank flooring, two power monitoring systems, a whole-house water softener & filter system, and two HVAC units, all designed for comfort, convenience, and a very clean home, where you can relax. Nestled in this spacious home, you’ll find 20-foot-high ceilings with awe-inspiring views of the illuminated pond fountain, creating a serene view & relaxing atmosphere you’ll enjoy, even from the kitchen sink. Your chandelier can be lowered 20-feet to the floor for easy maintenance & cleaning, using a winch lift system in the attic.(Rated up to 200 lbs). And even watch the rockets launch at The Cape from the front yard. Uniquely designed, this home was built to withstand extreme weather, featuring a concrete/granite tile roofing system, steel reinforcement, concrete-filled block walls & slab, all anchoring to the foundation, uniquely tying everything together. Meticulously maintained by the owners, this home comes with a complete set of blueprints, along with many photos & videos taken of the home during the building process. Owners even have documents for all equipment & appliances. And the premium solar system comes with a transferable warranty that will keep the lights on when the power is out. This home features a split floor-plan, with a primary bedroom on both the first and second floors. Spanning 2,589 sq.ft., this home offers an additional 540 sq.ft. of screened-in lanai, providing a private outdoor oasis where you’ll find owners enjoying the tranquility of Florida sunsets. Schedule a showing for your buyers today! And…***Remember to see the list of the owners’ upgrades***.
Listing is courtesy of: BHHS FLORIDA REALTY (352-729-7325)
Listing Agent: Rod Chevalier (352-729-1818)
2333 WESTMINSTER CT, WINTER PARK, FL 32789
$719,00014 Days on yellowkey MLS ID: O6407054
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1877 Built: 1948 Tax: $6,723 (2025)Community: Glencoe SubSingle Family
Taxes:$6,723
Remarks: Settled on a rare double lot in the heart of Winter Park, this 4-bedroom, 2-bath home delivers the Florida lifestyle you've been waiting for–without a single item on your to-do list. Resort style pool with Travertine pavers, renovated in 2025– brand new and ready for summer. Inside, a complete renovation in 2020 touched every corner of the home. Every major system has been replaced within the last five years– roof, A/C, plumbing, flooring, septic tank and drain field, driveway, appliances, and the kitchen– giving you true move-in confidence that's rare at any price point. Step outside your door and Lake Killarney is just a short stroll away, offering quiet waterfront sunsets and morning walks that feel like a private retreat. The surrounding Winter Park neighborhood puts acclaimed dining, boutique shopping, and everyday conveniences within minutes, all within one of Central Florida's most sought-after zip codes. Properties with this combination of lot size, updates, and outdoor living don't stay available long. Schedule your private showing and start planning your first poolside gathering.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ernest Middleton (321-231-5698)
5210 OHIO ST, WINTER PARK, FL 32792
$445,00016 Days on yellowkey MLS ID: O6408143
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1946 Built: 1973 Tax: $4,869 (2024)Community: Suburban Homes Sec 2Single Family
Taxes:$4,869
Remarks: Under contract-accepting backup offers. A house in Winter Park under $500K?! No way! Let's not forget, everything was fully gutted and remodeled in 2023. New roof, water heater, AC, electrical wiring and panel, plumbing, double pane windows, water softener, flooring, exterior paint, bathrooms, kitchen, outdoor french drains, garage door, screened-in lanai — ALL ONLY THREE YEARS OLD. This home is the absolute definition of MOVE-IN READY. Situated on a 1/4 acre oversized lot, there's plenty of room for you to add a pool, park your boat, or create that true backyard oasis you've been dreaming of. Fully fenced-in and NO HOA. The kitchen features high-end quartzite countertops with a built-in pantry and newer stainless steel appliances. Open floor plan with high ceilings and tons of natural light. Almost 2,000 sqft of living area with an inside utility room that houses your washer/dryer (which are included with the purchase!). Master bedroom is equipped with a massive 8'x11' walk-in closet and a show-stopping en-suite bathroom! Conveniently located 10 minutes from Park Avenue, 15 minutes from Valencia and/or UCF, and right around the corner from highway ramps making commuting a breeze. Homes like this don't come often. Don't miss your chance to live in Winter Park!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Angie Kollcaku (407-454-4078)
2503 TAHOE CIR #2503, WINTER PARK, FL 32792
$250,00059 Days on yellowkey MLS ID: O6395130
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1173 Built: 1981 Tax: $506 (2025)Community: Cedarwood Village 1Condo
Taxes:$506
Elementary School: English Estates Elementary
Remarks: This charming one story condo is located in the desirable Cedarwood Village. This unique home boasts an open layout that is different from many others in the community. The home showcases engineered hardwood floors, skylights and wonderful natural light. The kitchen provides ample cabinet space, granite counters, built-in wine rack and beautiful custom tile work. The kitchen overlooks the dining and living room combo. The living room has 2 skylights and flows right into the delightful Florida room. The Florida room boasts wonderful built-in shelving and a glass door giving access to the backyard. The primary bedroom showcases wonderful built-in cabinets, 2 closets and an ensuite bathroom with a granite counter vanity. The primary bedroom also looks into the Florida room but can be shut off for privacy with a sliding door. The second bedroom is at the front of the home and has access to the guest bathroom with a granite counter vanity. Two assigned parking spaces are directly in front of the home. To top it all off, this home is in close proximity to several restaurants and shops and is an easy drive to downtown Winter Park.
Listing Agent: Beth Logullo (772-633-0670)
2232 BANCHORY ROAD, WINTER PARK, FL 32792
$1,115,00027 Days on yellowkey MLS ID: O6404702
REDUCED by $45,000 (3.9%) on 05/21/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2597 Built: 1966 Tax: $11,186 (2025)Community: Brookshire Heights 4Th AddSingle Family
Taxes:$11,186
Remarks: Step into the Winter Park lifestyle with a fully turnkey home designed to make daily living feel effortless. Set on an oversized corner lot, this fully updated home blends clean design with thoughtful upgrades. Inside, the home is built to bring people together. The open-concept layout flows seamlessly from living to dining to kitchen, anchored by a striking 9-foot Carrera Thassos quartz island. A full KitchenAid black stainless steel appliance suite, generous storage, and refined finishes make this a space that works as well on a busy weekday as it does when hosting a full house. Out back, everything is ready to enjoy. A private, resort-style setting features a saltwater pool with fire bowls, custom lighting, and a dedicated outdoor dining area, all framed by professionally designed landscaping and low-maintenance artificial turf. Beyond the aesthetics, this home delivers real, everyday value. A reverse osmosis system, fully updated electrical and plumbing, a 5-ton air conditioning system, and a metal roof provide peace of mind. An 18.4-kilowatt solar system keeps utility costs remarkably low, with many months producing surplus energy credits. Located in sought-after school zones and just minutes from Cady Way Park, with easy access to Orlando, this is a home where everything has already been considered. No projects, no waiting, just move in and start living. Buyer to assume $75,000 solar panel loan, offset by minimal to near-zero electric costs and ongoing energy credits during high-production months. Utility bills available on request.
Listing Agent: Kirstie Hines (321-440-7716)
2087 LAURELWOOD WAY, WINTER PARK, FL 32792
$624,000257 Days on yellowkey MLS ID: O6344482
REDUCED by $35,000 (5.3%) on 05/06/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1920 Built: 2019Monthly Fee: $236 Tax: $4,680 (2024)Community: Hawks CrestSingle Family
Taxes:$4,680
Remarks: One or more photo(s) has been virtually staged. Set within the serene gated community of Hawks Crest in Winter Park, this beautifully designed single-story home combines modern comfort with resort-style living. Featuring 4 bedrooms, 2 baths, and 1,920 sq. ft. of thoughtfully crafted space, it’s the perfect blend of style and function. Inside, an open-concept layout creates seamless flow between the spacious family room, dining area, and gourmet kitchen—ideal for entertaining and everyday living. The kitchen offers granite countertops, large island seating, and stainless-steel appliances. The private owner’s suite is a relaxing retreat with a walk-in closet and spa-inspired bath, while three additional bedrooms provide flexibility for family, guests, or a home office. Step outside to a covered patio and low-maintenance yard designed for year-round Florida living, and pond view. Hawks Crest residents enjoy exclusive amenities including a clubhouse with fitness center, resort-style pool, splash pad, dog park, playgrounds, and private access to Lake Howell for kayaking and paddle boarding. The neighborhood is also minutes from local favorites like Kelly’s Ice Cream and Foxtail Coffee, with downtown Maitland, Park Avenue, and top-rated schools just minutes away. This home delivers not just a place to live, but a lifestyle defined by convenience, community, and charm. Don’t miss your chance to own in one of Winter Park’s most desirable neighborhoods—schedule your private showing today.
Listing Agent: Brian Rotenberger (407-948-8478)
7485 ALOMA PINES CT, WINTER PARK, FL 32792
$375,00051 Days on yellowkey MLS ID: O6398259
REDUCED by $15,000 (3.8%) on 05/23/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1787 Built: 2017Monthly Fee: $407 Tax: $4,585 (2025)Community: Aloma TrailsSpa: NoTownhouse
Taxes:$4,585
Remarks: Experience the perfect blend of luxury and convenience in the highly sought-after GATED community of Aloma Trails. This meticulously maintained 3-bedroom, 2.5-bathroom townhome, built in 2017, offers 1,787 sq. ft. of living space designed for comfort and modern style. Step inside to find an inviting open-concept first floor featuring beautiful ceramic tile flooring and high ceilings. The gourmet chef’s kitchen is a true standout, boasting upgraded granite countertops, a stylish tiled backsplash, 42” solid wood cabinetry, and a large island with plenty of breakfast bar seating. The full suite of stainless steel appliances makes this kitchen as functional as it is beautiful. The second level features plush carpeting throughout the bedrooms for ultimate comfort. The oversized Master Suite is a private sanctuary, complete with a massive walk-in closet and a spa-like en suite bathroom featuring a glass-enclosed shower, dual-sink vanity, and expansive cabinetry. Two additional well-appointed bedrooms share a second full bath, while the dedicated interior laundry closet adds a layer of daily convenience. (One or more photos have been virtually staged to show the potential of the space) Uniquely positioned with a spacious 2-car garage and a private paved driveway, this home easily accommodates multiple vehicles. The community of Aloma Trails provides a true "lock-and-leave" lifestyle with hassle-free lawn care and pristine common areas included in the HOA. Active lifestyles will thrive with the Cady Way Trail and Cross Seminole Trail just steps from your front door. For fitness buffs, Crunch Fitness is located directly across from the community entrance. Retail: 3 minutes to Walmart, Costco, and Publix. Education: Zoned for top-rated Seminole County Schools and minutes from UCF and Full Sail University. Entertainment: Short drive to the world-class dining and shopping of Park Avenue in Winter Park. Commute: Easy access to SR 417 puts you at the airport in 20 minutes or the beach in just 40! Don't miss your chance to own a piece of Winter Park luxury in a premier gated enclave.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Gunel Aydamirli (407-907-7704)
1617 CHILEAN LN, WINTER PARK, FL 32792
$367,500136 Days on yellowkey MLS ID: O6373026
1 Days Off yellowkey (back on 5/15/2026)
REDUCED by $2,400 (0.6%) on 04/30/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1359 Built: 1960 Tax: $3,432 (2024)Community: Eastbrook Sub Unit 05Single Family
Taxes:$3,432
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Back on the market and better than ever! New water heater and minor repairs addressed and ready for the new owner! Come see this newly renovated home in the Eastbrook neighborhood of Winter Park. Offering 3 bedrooms and 2 full baths it’s the perfect sanctuary for families and entertainers alike. You will enjoy the bright, airy feel of the open floor plan accentuated by the vaulted ceilings that flood the space with natural light. The stylish interior includes luxury vinyl plank flooring throughout, complemented by elegant tile in the bathrooms and laundry room. Relax in not one, but two generous living areas, perfect for family gatherings, entertaining or cozy nights in. Cook like a pro in your eat-in kitchen featuring brand new ENERGY STAR stainless steel appliances, ample cabinetry, and convenient carport access for effortless unloading. The generous backyard provides a private oasis for outdoor activities, barbecues, and gardening enthusiasts. Plus, the expansive driveway and two-car carport ensure plenty of parking for your guests. Recent upgrades include ceiling fans, blinds, fresh paint, stainless steel appliances, a newer roof (2017) and a well-maintained air conditioner (only 4 years old) ensuring peace of mind for years to come. Located in Seminole County, known for great schools and in a community with NO HOA fees, giving you the freedom to enjoy your space. Plus, you're just moments away from shopping, dining, and parks!
Listing Agent: Brenda Feliciani (407-405-0931)
1354 TIERRA CIR, WINTER PARK, FL 32792
$425,000503 Days on yellowkey MLS ID: O6271121
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1827 Built: 1969Monthly Fee: $2 Tax: $3,812 (2023)Community: Casa AlomaSingle Family
Taxes:$3,812
Tax Year: 2023
Remarks: Located in the highly sought-after Casa Aloma community, this charming 1960s home offers the perfect blend of comfort, style, and convenience. Situated within a one-mile radius of all that Winter Park has to offer, this well-maintained home truly stands out in terms of location, location, location! The open floor plan is ideal for entertaining, with a spacious living room providing ample space for the whole family. The kitchen is a chef's dream, featuring stainless steel appliances, a gas stove, and a kitchen island that serves as a perfect spot for casual meals or as a serving area for family gatherings. A formal sitting room or secondary living area is conveniently located just off the kitchen, with sliding doors leading to the screened patio. The screened-in patio is perfect for unwinding after a long day, offering a relaxing space to enjoy Florida's rainy evenings. Don't forget to check out the built-in gas grill—great for outdoor cooking! The formal dining room provides an elegant space for holiday dinners or dinner parties throughout the year, with sliders leading to the patio for easy access to outdoor dining. The abundance of windows and sliders throughout the home ensures a bright, airy feel, while also showcasing the large backyard. The master bedroom is a standout feature, offering generous space and excellent closet storage. The recently updated master bath includes new flooring and a modern shower. In addition to the master suite, there are three more spacious bedrooms and a fully updated hall bath. Additional features and upgrades include Gas water heater roughly (2018) Fencing (2016) Windows and sliders (2016) Roof (2011). The backyard has a huge avocado tree as well for you lovers of avocado! This home is just minutes from shopping, top-rated schools, parks, and entertainment, including the iconic Park Avenue and Maitland shopping areas. Winter Park offers everything you need, and this home is the perfect place to enjoy it all. Don’t miss out—this move-in-ready gem is waiting for you! Schedule your showing today and make this beautiful home yours!
Listing is courtesy of: REAL ESTATE FIRM OF ORLANDO (407-581-5550)
Listing Agent: Carl Mataushek (321-229-8084)
501 HERITAGE BLVD, WINTER PARK, FL 32792
$479,90079 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 fully remodeled, move-in ready home in the highly sought-after Winter Park area! This beautifully updated single-story residence features 4 bedrooms and 2 bathrooms, offering comfortable living with a bright and inviting layout. Step inside to discover a bright, open floor plan with modern finishes and thoughtfully updated living spaces, designed for both comfort and functionality. The home offers spacious bedrooms, stylish upgrades, and a fresh contemporary feel throughout, making it perfect for families, first-time buyers, or anyone seeking a turnkey property. Step outside to an expansive backyard featuring a beautiful pool, creating the perfect space for relaxing, entertaining, and enjoying Florida living year-round. The large outdoor space offers endless possibilities to customize the backyard your way—whether it’s adding an outdoor kitchen, lounge area, garden, or entertainment space to create your dream outdoor oasis. Located in a quiet, established neighborhood within an A+ rated school zone, this home also offers convenient access to top shopping, dining, parks, and major highways, making commuting and daily errands a breeze. Don’t miss this incredible opportunity to own a fully remodeled home with a pool in one of the most desirable areas of Winter Park.
Listing Agent: Bernardo Carrasquel (407-920-4973)
700 MELROSE AVE #J24, WINTER PARK, FL 32789
$390,0009 Days on yellowkey MLS ID: R4911307
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 987 Built: 1964 Tax: $3,874 (2025)Community: Winter Park Gardens CondoCondo
Taxes:$3,874
Remarks: Amazing modern Winter Park Lake Front location! This is a DELUXE corner unit fully remodeled and totally updated one bedroom unit has just been completed. All new paint, porcelain flooring, all new fixtures, bathroom, appliances, new wood cabinets, new stone counters. All NEW The desirable condo community of Winter Park Gardens is nestled between Mead Gardens, Azalea Tennis Center and upcoming Winter Park's Progress Point. Unit is located on the second floor but there is an elevator and stairs to help to the location. Spacious 2 bedroom , 2 bath unit has large open floor plan. Main living area has an additional glass sunroom which provides additional space and breath-taking views of the beautifully landscaped and private courtyard. With its prime location in Winter Park, you'll have easy access to a many of the dining opportunities, shopping, and entertainment options. This is a 55+ community Whether you're strolling through the charming downtown area of Park Avenue or Hannibal Square or immersing yourself in the thriving arts and culture scene, with the Orlando Museum of Art right around the corner This property is centrally located to Downtown Orlando and Downtown Winter Park… no need to use the expressways! !THIS UNIT DOES NOT REQUIRE OWNER TO BE OVER 55+ furniture can convey with purchase.
Listing is courtesy of: KIMBRIDGE REALTY, LLC (407-755-7367)
Listing Agent: Scott Butts (321-239-8509)
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