Location: Winter Park
Do Not Show Listings
2500 LEE RD #122, WINTER PARK, FL 32789
$179,00050 Days on yellowkey MLS ID: O6384082
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 645 Built: 1969Community: Lakeside Manor Apts CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: PRICE IMPROVEMENT! Welcome home to this updated 1-bedroom 1-bathroom GROUND FLOOR condo, ideally positioned toward the desirable rear of the sought-after Lakeside Manor community. The move-in-ready residence features a spacious, open floor plan enhanced by ceramic tile throughout, elegant crown molding and a thoughtfully updated kitchen complete with modern countertops, soft-close cabinetry, and newer stainless-steel appliances. Additional value-added improvements include newer windows and updated plumbing (re-piped and newer water heater) offering peace of mind to the next owner. Lakeside Manor is a highly desirable lakefront community offering private access to Lake Killarney a 239-acre spring fed lake. Residents enjoy premium amenities including a private boat ramp, community dock, access to boat slips (subject to availability, a monthly fee applies). The community also features a swimming pool, guest parking, extra parking (subject to availability, additional fee applies), community laundry facilities (nominal usage fee), storage cabinets, outdoor grill and picnic tables. Condo fees conveniently include monthly internet and water service. Ideally located just minutes from Winter Park and Park Avenue’s renowned shopping and dining, with quick access to I-4 and Downtown Orlando, this property offers the perfect combination of comfort, convenience, and lifestyle.
Listing is courtesy of: PINEAPPLE PLACE REALTY, LLC (407-497-8563)
Listing Agent: Andrea Aylett-Hosch (407-497-8563)
246 PALMER AVE, WINTER PARK, FL 32789
$1,500,00041 Days on yellowkey MLS ID: O6388115
0 Days Off yellowkey (back on 3/14/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 2281 Built: 1948Community: Robert Dhu Macdonald ParkSingle Family
Remarks: Under contract-accepting backup offers. Welcome to 246 Palmer Avenue! Build your dream home or live in this charming home As-Is. Situated on a 14,252 sq.ft (0.33) corner lot on a beautiful brick street in the heart of Winter Park, this charming cottage offers timeless character, thoughtful updates, and a highly desirable location just minutes from Park Avenue, Rollins College, and the Winter Park Chain of Lakes. This well-maintained home features a layout with warm and inviting living spaces and abundant natural light. The original front door faces Palmer Avenue, while a later addition created the day-to-day entrance along Old England Avenue. Two separate living areas provide versatility for both relaxing and entertaining, and both the family room and the original living room, currently used as an office, feature wood-burning fireplaces. Just off the family room, a screened porch overlooks the lap pool and backyard, creating an easy connection between indoor and outdoor living. The dining room is lined with built-in bookcases, one of several thoughtful details found throughout the home. The kitchen enjoys views of the backyard and opens to a breakfast area with built-in cabinetry and French doors leading outside. A walk-in pantry adds practical storage. Off the original living room, an enclosed sunroom with original tile and additional built-ins offers a cozy space for reading, working, or unwinding. The primary bedroom opens to the backyard through French doors and includes built-in drawers in addition to closet storage. Its bath features a pedestal sink and clawfoot tub. A second bedroom is located across the home with access to a bathroom off the hallway, providing comfort and privacy for guests or family. Recent updates include a 2014 roof, gas water heater (2022), HVAC systems (2022 and 2023), and updated plumbing and electrical panels. A sprinkler system adds convenience for maintaining the grounds. This is a rare opportunity to build your dream home or enjoy this charming property as-is, ideally located just a couple of blocks from Park Avenue.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Wendy Williams Crumit (321-356-8590)
1120 PRESERVE POINT DR, WINTER PARK, FL 32789
$8,950,000198 Days on yellowkey MLS ID: O6350054
Bed: 7 Bath: 10.0 Liv Area Sq Ft: 11255 Built: 2009Community: Windsong-Preserve PointSingle Family
Remarks: In the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean estate is a private oasis. With over 11,000 square feet of living area and a beautifully landscaped lakefront lot, this residence offers an exceptional blend of elegance, charm and privacy rarely found in Winter Park. The home features seven spacious bedrooms and nine full and two half baths. Entertain in the all-glass conservatory, dedicated theater room with motorized seating and a fully equipped game room. Modern conveniences throughout including gas-powered generators, an elevator and dumbwaiter. Two above-garage apartments provide ideal accommodations for guests and family. Outdoors, enjoy an expansive covered lanai, infinity edge pool and spa, boat dock with jet ski lift, and a summer kitchen complete with wood-burning fireplace, gas grill, refrigerator and icemaker, all overlooking the beautifully landscaped yard and lake. With its private gated entrance, this home is a one-of-a-kind opportunity to enjoy all the amenities Winter Park and Windsong have to offer.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Hal George (407-832-8751)
2126 N HAMPTON CIR, WINTER PARK, FL 32792
$500,00035 Days on yellowkey MLS ID: O6391716
1 Days Off yellowkey (back on 3/25/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1745 Built: 1971Community: Winter WoodsSingle Family
Remarks: Under contract-accepting backup offers. Step into your own private retreat in the sought-after Winter Woods community! This beautifully maintained 3-bedroom, 2-bath pool home offers 1,745 square feet of inviting living space designed for both comfort and effortless entertaining. From the moment you arrive, you’ll be greeted by lush, mature landscaping that creates a sense of privacy and charm. Inside, the home features a bright, open layout filled with natural light and a warm, welcoming feel throughout. The beautifully updated kitchen is a true standout, featuring brand-new quartz countertops, modern finishes, and ample space for cooking, gathering, and creating lasting memories. Out back is where this home truly shines—enjoy your screened-in pool and spacious patio, perfect for relaxing weekends, hosting friends, or soaking up Florida’s year-round sunshine without the bugs. A 2-car garage adds convenience and storage, while the location is hard to beat—just minutes from the boutiques, dining, and vibrant atmosphere of Park Avenue and all that Winter Park has to offer. Homes like this don’t come around often—schedule your showing today and experience it for yourself! ROOF: 2023 AC: 2012 HWH: 2017 Electrical: Updated 2022
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Joseph Sipp (407-820-7016)
7468 CANFORD CT #24, WINTER PARK, FL 32792
$189,99998 Days on yellowkey MLS ID: O6373850
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1365 Built: 1974Community: Whisperwood CondoCondo
Remarks: This charming 2-bedroom, 1.5-bath condo offers a desirable townhome-style layout with spacious living areas and thoughtful storage throughout. The community features deluxe vinyl fencing installed by the HOA, along with a clubhouse and a community pool, providing great amenities for residents to enjoy. Inside, you’ll find the convenience of an in-unit washer and dryer combo, ample storage under the stairs, and a large carport with an attached storage shed. The spacious primary bedroom opens directly to a generous private balcony—perfect for relaxing or unwinding after a long day. Ideally located just 15 minutes or less from UCF, Rollins College, Valencia East, and Full Sail University, and only 20 minutes from Orlando International Airport. Whether you’re a first-time homebuyer, student, investor, or looking to make your move into Winter Park, this home delivers affordability, convenience, and excellent potential.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Javier Albelo Rivera (407-655-7101)
5647 GARDEN GROVE, WINTER PARK, FL 32792
$350,00054 Days on yellowkey MLS ID: O6377980
0 Days Off yellowkey (back on 3/25/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1310 Built: 1986Community: Garden GroveSingle Family
Remarks: PRICE ADJUSTMENT! Welcome to this beautifully maintained 3-bedroom, 2-bath home for sale in Winter Park located in the highly sought-after Garden Grove community. Situated on a generously sized lot, this property offers the perfect blend of comfort, functionality, and outdoor living, with plenty of room to add a pool and create your own private backyard retreat. Inside, you’ll love the spacious split-bedroom floor plan designed for both privacy and everyday convenience. Ceramic tile flooring throughout adds style and easy maintenance, while the open family and dining room combination creates a warm and inviting space for relaxing or entertaining. A charming wood-burning fireplace adds character and comfort, making this home feel cozy and welcoming. The updated kitchen is a standout feature, opening seamlessly to the dining area and offering granite countertops, new cabinetry, and a convenient breakfast bar that is perfect for casual dining or hosting guests. Sliding glass doors lead directly to the expansive fenced backyard, making indoor-outdoor living easy and enjoyable. The oversized backyard is one of this home’s biggest attractions. Whether you envision weekend barbecues, a play area for pets, lush gardening, or extra space for your RV, boat, or recreational vehicles, this property offers flexibility that is hard to find in Winter Park. With room for a pool, the possibilities are endless. Major improvements include a roof replaced in 2019, giving buyers added peace of mind. Conveniently located near shopping, dining, parks, and major roadways, this Winter Park home offers space, value, and versatility in one of the area’s most established and desirable neighborhoods. If you are searching for a home with a large fenced yard, updated kitchen, split floor plan, and room for all your toys, this Garden Grove gem is a must-see.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Carla Robles (407-462-2347)
1695 LEE RD #B204, WINTER PARK, FL 32789
$120,00088 Days on yellowkey MLS ID: O6375348
Bed: 2 Bath: 1.0 Built: 1966Community: Waterfall Cove At Winter Park CondoCondo
Remarks: 2 bedroom, 2 bathroom condo located in the desirable and well maintained Waterfall Cove community in Winter Park. Unit is long-term tenant occupied, offering immediate rental income for an investor buyer. Interior is in original condition and presents an excellent opportunity for updates and value enhancement. 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 do not disturb tenant. Call or text for showing instructions
Listing is courtesy of: MTRE GROUPE LLC (786-282-9992)
Listing Agent: Mauricio Toro (786-282-9992)
2922 REEF KNOT PL, WINTER PARK, FL 32792
$1,149,000318 Days on yellowkey MLS ID: O6316445
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3153 Built: 2019Community: Lake Florence PreserveSingle Family
Remarks: One or more photo(s) has been virtually staged. Incredible Value!!! Major price reduction! Private Lakefront Living! Move-in Ready! Wake up to water views, quiet mornings and the kind of lifestyle that rarely becomes available in the Winter Park/Howell Branch area. Set along the shores of a private ski lake- Lake Florence, this single-level lakefront residence offers a serene retreat within an intimate gated enclave of just 28 homes. A setting that feels private and peaceful that is increasingly hard to find. Designed for both everyday comfort and effortless entertaining, the thoughtfully planned 4-bedroom, 3.5-bath layout includes a dedicated office, formal dining room and a desirable three-way split floor plan that provides flexibility and privacy for today’s lifestyle. At the heart of the home, the gourmet kitchen blends beauty and function with quartz countertops, a substantial center island, natural gas cooktop, 42" solid wood cabinetry, walk-in pantry, and a generous butler’s pantry—perfect for hosting or simply enjoying the flow of daily living. Rich wood flooring carries throughout the home connecting the kitchen seamlessly to the light-filled family room and casual dinette area. The primary suite is a true lakefront sanctuary featuring peaceful water views, two walk-in closets and a spa-inspired bath with dual sinks and an oversized shower with dual shower heads. Many upgrades are to be found through out this home such as an extra oversized storage closet, crown molding, custom mud room off of the laundry room, high ceilings, tray accents and abundant natural light to enhance the home’s relaxed, refined feel. Outdoors, the property transforms into a private lakefront escape. Enjoy sweeping water views, a sparkling pool and spa, custom rock waterfall, screened-in lanai and a fully fenced yard framed by tall privacy hedges and mature trees—ideal for quiet evenings or weekend gatherings. Direct lake frontage and access to a nearby community dock complete the lifestyle experience. A three-car garage with a separate AC wall unit offers added versatility—perfect for a workshop, home gym, or additional storage. Thoughtfully positioned, this home represents a rare opportunity to own a lakefront retreat that delivers serenity, lifestyle and value—all within close proximity to shopping, dining and top-rated schools in a prime location!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ellen Bessette (407-496-0076)
1751 GOODRICH AVE, WINTER PARK, FL 32789
$1,475,00083 Days on yellowkey MLS ID: O6377936
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2170 Built: 2016Community: Sylvan HeightsSingle Family
Remarks: Welcome to 1751 Goodrich Ave, a beautifully designed residence in the heart of Winter Park! This 4-bedroom, 3.5-bath home showcases thoughtful contemporary architecture with 10' ceilings on both floors, and an open-concept layout that effortlessly blends style and function. With large double paned windows throughout, this home is drenched with an abundance of natural light. High-end finishes continue through the home with a level 5 finish on all walls, spray foam insulation, solid-wood doors, designer shades on every window, and custom closet systems. The showstopping chef-inspired kitchen was designed to entertain with an expansive island, seating 6, and premium finishes- including custom cabinetry, quartz countertops, soft close cabinets and drawers, a concealed Bosh dishwasher, a 48" Thermidor 6-burner gas range, and a Viking Refrigerator. The kitchen seamlessly flows into the living room and dinning space, and also offers easy access for indoor/outdoor entertaining with the telescoping sliding glass door. Outside, you will find the extended patio with plenty of room for hosting friends and family under the bistro-lighting while cooking at the summer kitchen (grill, fridge, range hood). Back inside, you will find a laundry room, half bathroom, and downstairs bedroom with an ensuite offering flexibility to the first floor. Upstairs, you are greeted with a small loft space, 2 bedrooms with a Jack-and-Jill bathroom, and an exquisite primary suite. The primary suite is a true retreat with a large balcony, his and her walk-in closets, and a spacious primary ensuite, featuring a beautiful soaking tub, designer tile, quartz countertops, and great natural light. All upstairs bedrooms are also equipped with motorized black-out shades. This residence is modern, refined, and impeccably curated, offering elevated indoor-outdoor living just minutes from Park Avenue, AdventHealth Winter Park, Rollins College, museums, dining, shopping, and all that Winter Park has to offer! Reach out to schedule your private tour today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Stephanie Baldner (407-419-0629)
3114 HEARTLEAF PL, WINTER PARK, FL 32792
$699,90032 Days on yellowkey MLS ID: S5146048
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2702 Built: 1999Community: Lost CreekSingle Family
Remarks: Tucked away on a rare and breathtaking .96-acre homesite, this one-of-a-kind property in Lost Creek offers a setting that feels more like a private nature retreat than a suburban neighborhood. Surrounded by protected wooded conservation land and stretching back to the serene Howell Creek, this home delivers unmatched privacy, beauty, and a daily connection to nature. From the moment you arrive, you’ll notice the peaceful ambiance—towering trees, lush greenery, and the soothing backdrop of untouched landscape. Inside, the home features a spacious and inviting layout with approximately 4 bedrooms and 3 bathrooms, designed for both comfortable living and effortless entertaining. Large windows frame picturesque views of the wooded backdrop, filling the home with natural light and bringing the outdoors in. The kitchen flows seamlessly into the main living areas, while the split floor plan offers privacy for the primary suite, complete with tranquil views of the conservation area. Step outside to your backyard oasis where you can unwind, host gatherings, or simply enjoy the sights and sounds of nature along Howell Creek. Opportunities like this are incredibly rare—nearly an acre of protected land, no rear neighbors, and a location just minutes from everything Winter Park has to offer. Experience the perfect balance of privacy, space, and convenience in this truly special home.
Listing is courtesy of: CHAMPION HOMES (863-420-0007)
Listing Agent: Nadia Kurakin (509-981-9819)
1137 OAKS BLVD, WINTER PARK, FL 32789
$634,90076 Days on yellowkey MLS ID: O6379388
0 Days Off yellowkey (back on 3/21/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1149 Built: 1958Community: Dixie TerraceSingle Family
Remarks: Under contract-accepting backup offers. Charming Mid-Century Winter Park bungalow with tremendous potential * Not ready to build a new home but would like to have that option someday? This property provides the unique opportunity of being move-in ready and not overvalued for the neighborhood * The majority of the homes on this quiet tree lined street are brand new or recently built. There is value in being one of the only remaining homesites to be rebuilt * Ready to either owner-occupy or lease ($2,095 per month lease just completed) while you take the appropriate amount of time to create your custom plans. Step inside to find beautiful, exposed hardwood floors with timeless warmth and elegance, while the updated kitchen and baths ensure the home is move-in ready for your convenience. The large, fenced backyard offers plenty of room for outdoor living, providing the perfect spot to relax or entertain * The carport features a laundry/storage area, adding even more functionality to the property * House has a durable metal roof, further enhancing its appeal and longevity. For those looking to create a custom masterpiece, the existing structure offers the option for redevelopment, allowing you to build a home that perfectly suits your vision * Owner painted the exterior, replaced the microwave and hot water heater last year * Located just off N Park Avenue and a short distance from Winter Park's main attractions, you'll enjoy proximity to Downtown Winter Park, Winter Park Farmers Market, Whole Foods, Winter Park Village, and Rollins College. Shopping, dining, and entertainment are all just moments away, making this an unbeatable location * Don’t miss the chance to make this rare find your own! Currently zoned for Lakemont Elementary, Maitland Middle and Winter Park High School *
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: David Gallup (407-629-6330)
2222 MARSH SEDGE LN, WINTER PARK, FL 32792
$764,900259 Days on yellowkey MLS ID: O6333145
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2192 Built: 2019Community: Preserve At Hawks CrestSingle Family
Remarks: Welcome to your dream Home! This stunning and elegant single-story home, built by Meritage Homes in the gated community of Hawk's Crest in Winter Park, includes numerous upgrades. This is the Pomelo model, equipped with an upgraded kitchen package that includes built-in double ovens and a stainless steel range hood. Beautiful quartz countertops feature an oversized kitchen island with excellent space for family gatherings. Other features include a walk-in pantry and fantastic lighting. The luxurious kitchen integrates with the dining and living areas. The dining area is enhanced by a screened-in deck overlooking a pond. The backyard features a new, large, extended patio for entertaining. The master bedroom has an ensuite bathroom with a double vanity, a small closet, and a large walk-in closet that can be customized for a future owner. The home also comes with new gutters. Other amenities in the Hawk's Crest community include a resort-style pool with a clubhouse, a splash pad, a fitness center, barbecue grills, playgrounds, a dog park, and a community fishing pier with views and access to beautiful Lake Howell. Nearby, you'll find shops, restaurants, and specialty physicians such as Kelly's Ice Cream, Foxtail Coffee, Sobol, Winter Park Pediatric Dentistry, and the Park Maitland Preschool Campus, along with excellent schools in the area. Enjoy a short drive to Downtown Winter Park, with its extensive dining and shopping options. Hawk's Crest is also very close to Rollins College and UCF. Schedule your private tour today!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Carmen Molina (321-331-5679)
3038 ANTIQUE OAKS CIR #166, WINTER PARK, FL 32792
$205,000891 Days on yellowkey MLS ID: O6156853
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1018 Built: 1984Community: Parkview VillageCondo
Remarks: This unit was restored, with new kitchen cabinets, new ceramic tile in kitchen, living room, dining room and 2nd bathroom. It has been impeccably maintained. Walking distance from Full Sail and only 6.9 miles to UCF. Spacious bedrooms and baths and very comfortable layout. Lovely screened patio off living room. Complex offers pool, and club house. A/C unit is brand new, installed on January 2023. Great Winter Park school district, its a must see. The condo has a transferable Home Warranty with "Liberty Home Guard" that expires on 06/22/2025.
Listing is courtesy of: YOUNG REAL ESTATE (407-904-0069)
Listing Agent: Lalo Celi (407-883-0032)
1427 LAKE FLORENCE WAY, WINTER PARK, FL 32792
$675,000153 Days on yellowkey MLS ID: TB8449992
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2193 Built: 2019Community: Lake Florence PreserveSingle Family
Remarks: Welcome to this beautifully maintained, Stunning Better-Than-New 6-Year-Old Custom Home in Gated Lake Florence Preserve, one-owner custom home that truly has it all. From the moment you enter, you’ll appreciate the exceptional quality and craftsmanship, including upgraded 8' interior doors, 10-foot ceilings, crown molding, and elegant tray ceilings throughout—even in the primary suite. One of the home’s most impressive features is the expansive 16-foot pocket sliding glass door that creates a seamless indoor–outdoor connection, making your private backyard oasis feel like a natural extension of your living space. Step into the custom heated pool with built-in spa, finished in luxurious PebbleTec, and enjoy the tranquil waterfall cascading from the spa into the pool. The entire screened-in lanai is surrounded by lush landscaping and enhanced by a striking outdoor LED lighting system. The fully fenced backyard overlooks a generous greenspace that enhances privacy and creates an ideal setting for pets, entertaining, or unwinding. TV wall mounts are already installed inside and on the lanai, ideal for watching the game or unwinding by the pool. The upgraded kitchen is a chef’s dream, featuring premium finishes and a gas stove, while the open-concept living area offers an inviting space for everyday living and entertaining. All bedrooms feature recently upgraded flooring, and the primary suite includes a large walk-in closet and a spa-like bathroom with a luxurious rain shower head. The home is outfitted with numerous upgrades for comfort and convenience, including motorized blinds on the sliding glass doors, ceiling fans throughout, dimmer light switches, and a full security system. Fresh interior paint including all doors adds a crisp, updated feel to every room. Practical features include an interior storage room, a tankless water heater, and a full sprinkler system covering both the front and backyard. The home also comes prewired with plumbing, gas, and electric for a future outdoor kitchen, offering excellent potential for expanded outdoor living. The garage is exceptionally functional, featuring a 240V EV outlet, a dedicated golf cart parking space, added shelving, and attic storage for additional organization and convenience.
Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)
Listing Agent: Douglas Addeo (561-251-3408)
200 SAINT ANDREWS BLVD #312, WINTER PARK, FL 32792
$170,00035 Days on yellowkey MLS ID: S5145794
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 793 Built: 1970Community: Four Seasons CondoCondo
Remarks: Beautifully maintained condo in a prime Winter Park location! This bright and inviting unit has been exceptionally well cared for and shows true pride of ownership. The interior is spotless, featuring a clean, modern feel with comfortable living spaces that make it easy to feel right at home. Enjoy a well-designed layout with plenty of natural light and a welcoming atmosphere throughout. The kitchen and living areas flow nicely, creating a great space for both everyday living and relaxing. Every part of the home has been kept in excellent condition, making it move-in ready for its next owner. Conveniently located near shopping, dining, major roadways, nearby parks and major roadways. A great opportunity for an investment in a desirable area. Schedule your showing today!
Listing is courtesy of: ROMAN'S PRO REALTY LLC (407-610-1970)
Listing Agent: Reinaldo Roman (321-682-1124)
7444 WOODBURN CT #29, WINTER PARK, FL 32792
$165,000255 Days on yellowkey MLS ID: S5131940
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1031 Built: 1983Community: Hidden Oaks Condo Ph 02Townhouse
Remarks: Sought after Winter Park Location! 2-bedroom, 2.5-bath townhome located in the desirable Hidden Oaks community. 1,031 sq. ft. newer roof installed in 2023. The exterior is thoughtfully landscaped, enhancing the home’s inviting curb appeal. Conveniently located just: 10 minutes to Downtown Orlando, 15 minutes to Orlando International Airport, 10 minutes to shopping and dining, 15 minutes to Valencia College, 25 minutes to UCF, 30 minutes to Disney World. Top schools such as Aloma Elementary, Glenridge Middle School, and Winter Park High School. Whether you're looking for a place to call home or a smart investment, this gem combines timeless design, modern updates, and unbeatable location. Don’t miss this opportunity!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Abranette Lopez (773-858-1141)
2119 HOWARD DR, WINTER PARK, FL 32789
$850,00036 Days on yellowkey MLS ID: O6390345
0 Days Off yellowkey (back on 3/19/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2479 Built: 1962Community: TimberlaneSingle Family
Remarks: Welcome to this charming residence in the heart of sought-after Winter Park. Pride of ownership is evident throughout this home and significant updates include a new roof being installed before closing, HVAC replaced in 2020, updated electrical in 2023 and a plumbing repipe in 2012. The spacious layout provides comfortable living and entertaining with a formal living room, formal dining room and sun-filled Florida room. Storage is plentiful in this house with several spacious closets and a generously sized walk-in closet in the primary bedroom. The primary bath includes a separate make up and vanity space. The property sits at just over a quarter acre and includes a long, brick paver driveway with plenty of parking and a private rear-entry garage. Ideally situated near the best of Winter Park and Audubon Park, residents enjoy convenient access to local dining, shopping, parks, and top-rated schools, including Audubon Park K8 and Winter Park High School. This coveted neighborhood is full of charm and tons of beautiful oak trees. Walk to Fleet Peoples dog park, hop on the 3 mile trail around Lake Baldwin or ride your bike to Park Avenue and the Farmer's Market on the weekends. This is a wonderful opportunity to own a well-cared-for home in one of Central Florida’s most desirable communities. Schedule your private showing today and see how you can make this home yours!
Listing Agent: Jill Healey (407-797-1420)
2500 LEE RD #243, WINTER PARK, FL 32789
$145,000320 Days on yellowkey MLS ID: O6315656
Remarks: Reasons you'll love this condo: convenient, cozy and quiet, you can't beat this community for its location and tranquil setting on Lake Killarney. Add to that the brand new air conditioning system (2025), hot water heater (2025) and fresh paint throughout (2025) and you'll see why this unit is for you. Step into the unit through the brand new front door (2025) and you are in the generous living room with dining space. The tidy kitchen with matching all white appliances is clean as a whistle. You'll love the large utility is where you'll find the air conditioner, hot water heater and plenty of shelving. The bathroom has new vanity (2025), mirror and light fixture (2025), and newer toilet. You'll find the bedroom spacious with a large double closet. Ceiling fans in living and bedroom. Location in the community is handy, with assigned parking space just steps away and easy access to the quiet courtyard. You'll love the lakefront outdoor space including pool, club house, tons of manicured green space, over-water covered seating on the new dock, boat launch and slips. Close to shopping and dining in Winter Park, easy access to highways. This community is everything people come to Florida to find!
Listing Agent: Sue Gilman (407-405-0108)
633 LANDER RD, WINTER PARK, FL 32792
$424,90040 Days on yellowkey MLS ID: O6390096
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1956Community: Eastgate SubSingle Family
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. LOCATION, LOCATION, LOCATION! Welcome to this charming 3-bedroom, 2-bathroom home nestled in the heart of Winter Park! As you enter the home, you'll notice the living room and dining area flow seamlessly together, leading you into the kitchen featuring solid surface countertops and solid wood cabinetry. The kitchen opens into a warm and versatile family room/sunroom, ideal for relaxing or entertaining. Step through to the carport for added convenience, or slide open the glass doors to your screen-enclosed patio and expansive fenced backyard, a private outdoor retreat with endless possibilities. Back toward the front of the home, you'll find three comfortable bedrooms and two full bathrooms. The primary suite offers a private ensuite bathroom, while a well-placed shared bathroom serves the additional bedrooms. Carpet and tile throughout complete the comfortable feel of this cozy home. Location is everything, and this one delivers! Just minutes from Rollins College, Advent Health Winter Park, Winter Park Corners Plaza, and Park Avenue, you'll enjoy easy access to boutique shopping, acclaimed dining, museums, parks, the Winter Park Chain of Lakes, and the beloved weekend farmers market. Whether you're a first-time buyer, a savvy investor, or someone looking to plant roots in one of Central Florida's most desirable communities, this is a rare opportunity you won't want to miss. Don't miss your opportunity, schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Ray Lopez (407-697-8298)
1823 MAYWOOD RD, WINTER PARK, FL 32792
$249,90036 Days on yellowkey MLS ID: O6385188
1 Days Off yellowkey (back on 3/19/2026)
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1232 Built: 1956Community: Tanglewood Sec 3 RepSingle Family
Remarks: Under contract-accepting backup offers. Located in the heart of Winter Park, this property is a prime candidate for redevelopment. Sitting on a ~9,259 sq ft lot, this is an ideal opportunity for builders or investors looking to capitalize on land value in a highly desirable area. The existing structure is a 3 bed, 1.5 bath home, but the true value here is in the lot and location. The seller has already cleared out the interior, making it easy to assess and move forward with your plans.
Listing Agent: Abby Nelson (407-571-1445)
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