This ground-floor condo offers a practical layout with comfortable living spaces and easy accessibility. The unit provides a blank canvas for buyers looking to personalize their home or investment. Enjoy the convenience of being just minutes from Park Avenue, Rollins College, dining, shopping making commuting and everyday errands effortless. The community offers a low-maintenance lifestyle, ideal for first-time buyers, seasonal residents, or investors. Whether you’re looking to settle into Winter Park or add to your portfolio, this condo presents a great opportunity to own in one of Central Florida’s most desirable areas.
This charming and well-maintained 2 bedroom, second-floor condo in Winter Park is ready for you to call your own! The home features comfortable carpeted living areas throughout. The centrally located galley kitchen offers plenty of cabinet and counter space and connects directly to the dining room. The spacious living room gets plenty of natural light through large sliding glass doors, opening to a covered and screened rear porch with a pool view. The primary suite features a walk-in closet and a private bath with a floor-to-ceiling tiled walk-in shower. The HOA completed roofing and plumbing improvements in 2019, and all exterior and grounds maintenance is handled by the on-site HOA. The Stratford community offers two pools, a community and fitness center, and tennis courts. Just minutes from popular Downtown Winter Park with its dining and shopping, with easy highway access via the 417 and I-4, and surrounded by nearby lakes and parks, this is one opportunity you don’t want to miss. Call today to schedule your private tour!
Charming 4/2.5 home located in the well-established subdivision of Eastbrook in Seminole County! This solid home has been lovingly maintained for many years and is now ready for your personal touch and modern updates. It offers a fantastic footprint and sits on a spacious lot with mature landscaping and a private well for irrigation. The exterior features are truly the star of this property with the roof having been replaced in 2023. Enjoy the large backyard with a brick fire pit for chilly winter evenings, or relax on the screened-in back porch with your morning coffee. There is even an outdoor shower—perfect for cooling off after working in the yard on hot summer days! The spacious front porch is ready for rocking chairs and conversation with neighbors. If you are looking for a home with great bones where you can build equity, this is the one. Schedule your showing today!
Two bedroom, 2 bathroom condo on second floor. Offers living room/dining room combination with exterior porch and laundry room.
Welcome home, perfectly positioned in one of Winter Park’s most desirable communities, The Tree Streets—where mature canopies, pride of ownership, and limited inventory make opportunities like this exceptionally rare. Set on an impressive .27-acre lot (one of the largest in the neighborhood), this 4-bedroom, 3-bath residence offers 1,808 square feet of thoughtfully designed living space with room to grow, gather, and entertain. Homes on lots of this size seldom come to market, making this property a true standout. Inside, you’ll find a beautifully remodeled kitchen designed with both style and function in mind—ideal for everyday living and hosting alike. The open and flexible layout flows seamlessly into the living and family spaces, creating a comfortable yet refined atmosphere. Step outside to your private backyard retreat, where immaculate landscaping, a sparkling pool, and generous green space create the perfect setting for relaxing weekends, entertaining guests, or simply enjoying the Florida lifestyle. Additional highlights include well-proportioned bedrooms, ample storage, and a location that puts you just minutes from Park Avenue, top-rated schools, dining, and shopping—while still enjoying the charm and tranquility the Tree Streets are known for. This is a rare opportunity to own a spacious, move-in-ready home on an oversized lot in one of Winter Park’s most coveted neighborhoods. Blink and you might miss it.
Beautifully updated 4BD/3.5BA townhome in highly sought-after Virginia Heights, just steps from Park Ave, Rollins College and zoned for AudubonK-8! This spacious 2,824 SF home features two primary suites—one on each level—ideal for guests or multi-gen living. Gorgeous hardwood liketile floors throughout, high ceilings, crown molding, and two fireplaces add timeless elegance. The chef’s kitchen includes cherry cabinetry, solid-surface counters, stainless steel appliances, and gas range. Upstairs bonus room is perfect for office or den. There are so many recent updatesincluded, but not limited to: roof (2022), water heater (2023), and HVAC (2021) Enjoy the outdoors from the covered deck, or private balcony.Low-maintenance yard with irrigation 1-car garage, upstairs laundry, and and optional HOA that includes access to private Lake Virginia park.Don’t miss this move-in-ready gem in the heart of Winter Park!
Welcome to this beautifully upgraded corner townhome located in the desirable gated community of VISTAS AT LAKE HOWELL in Winter Park, Seminole County. This spacious residence offers 1,682 sq ft under air (2,861 sq ft total), built in 2004, with 3 bedrooms and 2.5 baths, and is perfectly positioned on a corner lot for added privacy and natural light. From the moment you enter, you’ll notice the thoughtful upgrades and clean, modern aesthetic throughout the home. The first floor features durable and elegant luxury vinyl flooring, soft neutral tones, crown molding, and an open-concept layout that flows beautifully for everyday living and entertaining. The open kitchen is equipped with stainless steel appliances, generous cabinetry, and a convenient coffee or wine station. Three large sliding glass doors bring in abundant natural light and open to a covered and screened patio, creating a seamless indoor-outdoor living experience. The sliding door shades on the first floor are motorized for convenience and comfort. The staircase is a true design feature, showcasing custom glass panels with modern style railings and integrated wall lighting that elegantly guides you to the second level. Upstairs, you’ll find all three bedrooms, including a spacious primary suite with a large glass shower and granite countertops. The additional bedrooms are generously sized and ideal for family, guests, or a home office. All windows feature custom trim. The community offers 24-hour gated privacy, beautifully maintained surroundings, and is located within top-rated Seminole County schools, all with a remarkably low HOA fee. 2019 Roof. Ideally located in one of Central Florida’s most sought-after areas, this townhome combines design, comfort, privacy, and location , making it a truly exceptional opportunity. Schedule your private showing today.
Preferred Lender rate Incentives available. This beautifully maintained 3-bedroom, 2.5-bath townhome with a one-car garage, located in a newly gated community that offers comfort, style, and convenience. The home features ambient high-hat lighting throughout, creating a warm and modern atmosphere. The spacious kitchen is ideal for everyday living and entertaining, while the open living area is highlighted by a custom accent wood TV wall, adding a stylish focal point. Thoughtfully designed for both functionality and aesthetics, this home is perfect for today’s lifestyle. Residents enjoy access to a private community pool, ideal for relaxing and unwinding. Landscaping and pest control are included through the HOA, allowing for low-maintenance living. Ideally located just 10 minutes from Downtown Winter Park, 10 minutes from SR-417 with direct access to the theme parks, and within 30 minutes of Orlando International Airport. This townhome offers the perfect blend of modern upgrades, community security, and convenience, making it an excellent opportunity for homeowners or investors alike.
Discover the opportunity to own in Winter Park at 1952 Spring Street—a well loved 3-bedroom, 2-bath townhouse offering charm, functionality, and a private yard, a rare find in this desirable area. Nestled in a well-established neighborhood, this home provides a peaceful residential feel and tranquility while remaining just minutes from everything Winter Park has in store. The interior features new appliances, making it move-in ready with modern convenience. A brand-new roof will be installed once the property is under contract, offering added value and peace of mind to the future owner. Whether you’re seeking a primary residence or an investment opportunity, this property delivers flexibility, comfort, and location. Enjoy nearby parks, shopping, dining, and easy access to major roads—convenience meets lifestyle in one of Central Florida’s most sought-after communities. Don’t miss this exceptional opportunity—schedule your private showing today.
Set in one of Winter Park’s most sought-after locations, this 1940 home delivers something that’s hard to recreate: walkability, character, and flexibility. Just steps from Downtown Winter Park, iconic Park Avenue, and Rollins College, with private access to Lake Osceola, the location alone sets this property apart. The home offers the charm of a historic build without the restrictions of a historic designation, giving the next owner freedom to update, expand, or personalize as they choose. Inside, you’re welcomed by a proper foyer with original hardwood floors (currently painted white and able to be refinished) and crown molding throughout. A thoughtfully used desk nook sits beside the staircase, making great use of the space. To the left, the formal living room features a true masonry, natural gas fireplace and flows into a bright dining room that connects to a cozy family room—an enclosed former porch with French doors opening to the screened porch beyond. The renovated kitchen is stunning, featuring Carrara marble countertops, stainless steel appliances including a gas range, a pantry with custom storage, breakfast bar, and dry bar. The primary suite is located on the first floor and was formerly a garage conversion, now offering high ceilings, an en suite bath, built-in dressers, a walk-in closet with stackable washer and dryer, and French doors leading to a charming private courtyard. Upstairs are three additional bedrooms and a full bath with double sinks, subway tile and bead-board accents. The largest upstairs bedroom, once the original primary, includes a half bath, generous space for a seating area or desk, and French doors opening to a covered balcony. The fourth bedroom includes access to a full-size walk-in attic with ventilation and heat removal system—offering future expansion potential. Outdoor living is just as inviting, with a screened porch complete with natural gas grill hookup and sink, plus a fully fenced backyard featuring artificial turf, a circular paver patio, and an adorable shed designed to match the home. Major updates include a metal roof (2020), updated plumbing, electrical, windows, and doors (2012), tankless gas water heater, and whole-house generator. Additional perks include a transferable termite bond and covered parking pad. A rare opportunity to own a true Winter Park home where location, charm, and long-term potential come together. Call today to schedule your private showing!
Welcome to this distinctive 3-bedroom, 3-bath, two-story residence in Winter Park, offering a rare and versatile layout ideal for multi-generational living, college roommates or those seeking flexible space. Thoughtfully designed with two separate living areas, this home provides privacy, functionality, and room to grow—all just minutes from major highways and the charm of downtown Winter Park. The interior has been extensively updated, featuring wood-look tile flooring throughout and a beautifully renovated kitchen that anchors the main living space. Recent improvements include updated bathrooms, fresh paint throughout, newer roof (2016), HVAC (2019), windows (2019), full electrical re-wire (2018), plumbing updates (2018), and a complete repipe (2016). The home is set on a spacious, gated lot with plenty of parking and a fully fenced-in yard. Nature lovers. will love the outdoor living space with a wraparound balcony where you can enjoy a water view of Lake Killarney. You will enjoy easy access to shopping, dining, and everything that makes Winter Park so desirable, including Rollins College. A truly unique opportunity for buyers seeking flexibility, updates, and location—this is not a cookie-cutter home, but one with character, function, and lifestyle at its core. Book your private showing today to see for yourself.
UNIQUE OPPORTUNITY TO OWN AN AFFORDABLE TOWNHOME IN THE DESIRABLE WINTER PARK AREA! LOADED WITH LUXURY FEATURES AND DECORATED IN TRENDY EARTH TONES, THIS HOME OFFERS 42 INCH DESIGNER WOOD CABINETRY, GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES & FRESH PAINT. NEW LAMINATE FLOORING HAS JUST BEEN INSTALLED & THERE IS NO CARPET IN THIS HOME. ENJOY GENEROUS LIVING SPACES AND ABUNDANT NATURAL LIGHT & OUTDOOR LIVING WITH A COVERED PATIO & SEMI PRIVATE BACK YARD WITH NO REAR NEIGHBORS! THERE IS PLENTY OF PARKING WITH A DOUBLE WIDE PAVED DRIVEWAY. CONVENIENTLY LOCATED JUST MINUTES FROM DOWNTOWN WINTER PARK WITH MANY SHOPPING & DINING OPTIONS, DOWNTOWN ORLANDO, ORLANDO AIRPORT, SCHOOLS, PARKS & PUBLIC TRANSPORTATION. CURRENTLY ZONED FOR EXCELLENT WINTER PARK SCHOOLS. CROWN JEWEL CT IS A DEAD END STREET WITH NO THROUGH TRAFFIC.
Walk in and feel instantly at home in this stunning 5-bedroom, 3-bath POOL home with a 3-car garage, offering over 3,600 square feet of living space on more than ¾ of an acre in the highly desirable Sevilla neighborhood of Winter Park. Backing directly to Howell Creek and Mead Gardens, this property offers the rare luxury of no rear neighbors and exceptional privacy. Upon entry, you’re welcomed by beautiful wood floors and versatile spaces to the left that can serve as a formal living room, dining room, office, or playroom. Continue into the impressive family room, featuring vaulted ceilings, skylights, and a wood-burning fireplace, creating a light-filled and inviting atmosphere. To the right wing of the home are four bedrooms and two bathrooms, including the primary suite. One secondary bedroom connects to the primary, making it ideal for a nursery, home office, or sitting room. The spacious primary retreat offers large walk-in closets, dual vanities, a soaking tub, separate shower, and French doors that open directly to the pool and backyard oasis. The kitchen, located just off the family room, features travertine flooring and flows seamlessly into a huge pantry, oversized laundry room, drop zone, and a second primary suite with ensuite bath—perfect for guests or multigenerational living. Outside, the home has been meticulously maintained, showcasing a new roof (2023), exterior paint (2018), pavered circular driveway, well, and lush tropical landscaping that enhances the home’s curb appeal. Additional features include a three-car side-entry garage, pool heater, designer lighting, engineered hardwood floors, and crown molding throughout. Located within the highly sought-after Winter Park School District (Audubon K-8 and Winter Park High School) and just minutes from Park Avenue, Central Park, Rollins College, SunRail, the Winter Park Farmer’s Market, and world-class shopping and dining. Schedule your private showing today—this exceptional home won’t last long!
Investor Special – Fixer Upper Opportunity in Winter Park / College Park Area. Rare opportunity to acquire a true fixer-upper in the desirable Winter Park area of College Park. This 2 bedroom, 1 bathroom property needs a full renovation and is being sold as a shell—perfect for investors or builders looking for their next project. Situated on an oversized lot at the end of a quiet dead-end street, the location offers both privacy and strong potential. Conveniently located near I-4, Park Avenue, restaurants, shopping, and popular area attractions. With its prime location and generous lot size, this property presents an excellent opportunity to renovate, rebuild, or reimagine. Ideal for investors seeking value-add potential in a highly sought-after area.
Completely Remodeled Winter Park Home – Prime Location Beautifully updated single-family home located in the heart of Winter Park. This residence was fully remodeled in 2019, offering peace of mind with new kitchen and appliances, updated bathrooms, new flooring, HVAC system, electrical, and plumbing. Ideally situated directly across from Advent Health Winter Park Hospital, this property provides exceptional convenience while remaining tucked into an established residential neighborhood. The functional floor plan offers comfortable living spaces filled with natural light, along with modern finishes throughout. Zoned for Winter Park’s highly regarded public schools, this home is well-suited for a primary residence or long-term investment. Easy access to major roadways, shopping, dining, and downtown Winter Park amenities. Move-in ready and centrally located — a rare opportunity in one of Orange County’s most desirable areas. Owner owns the house next door as well. Both properties for sale.
Completely Remodeled Winter Park Home – Prime Location Beautifully updated single-family home located in the heart of Winter Park. This residence was fully remodeled in 2019, offering peace of mind with new kitchen and appliances, updated bathrooms, new flooring, HVAC system, electrical, and plumbing. Ideally situated directly across from Advent Health Winter Park Hospital, this property provides exceptional convenience while remaining tucked into an established residential neighborhood. The functional floor plan offers comfortable living spaces filled with natural light, along with modern finishes throughout. Zoned for Winter Park’s highly regarded public schools, this home is well-suited for a primary residence or long-term investment. Easy access to major roadways, shopping, dining, and downtown Winter Park amenities. Move-in ready and centrally located — a rare opportunity in one of Orange County’s most desirable areas. Owner owns the house next door as well. Both properties for sale.
Under Construction. UNDER CONSTRUCTION. This 3,164 sq ft new construction home at 1523 Miller Ave, Winter Park, FL 32789 combines modern design, high-end finishes, and an unbeatable central location. Featuring 5 bedrooms, 4 full bathrooms, and a private salt-water pool, the home is designed for both everyday comfort and effortless entertaining. The open L-shaped living, kitchen, and dining area is filled with natural light and anchors the main level, creating a seamless flow ideal for hosting or relaxing. The chef’s kitchen overlooks the living space and extends outdoors to a covered back patio with a fully equipped outdoor kitchen complete with grill, sink, and wine fridge, perfect for Florida living year-round. Additional highlights include a shingle roof with metal accents, a pergola accenting the front of the garage, and clean architectural lines that elevate the curb appeal. The floor plan offers flexibility with generous bedroom sizes and well-appointed full baths, while the backyard retreat centers around the sparkling salt-water pool. Location is a major advantage—2 minutes to I-4, 4 minutes to Mills Avenue, 5 minutes to Park Avenue, 10 minutes to Downtown Orlando, and approximately 20 minutes to Disney, placing dining, shopping, nightlife, and major employers all within easy reach. A rare opportunity to own a brand-new construction home in one of Winter Park’s most connected neighborhoods.
Welcome to 958 Dupont Ave, a home that exudes charm and functionality. The kitchen is a chef's dream, boasting all stainless steel appliances that add a sleek, modern touch. Step outside to a spacious, fenced-in backyard, perfect for privacy and outdoor activities. Enjoy leisurely afternoons or entertain on the covered patio, a delightful extension of the living space. A storage shed provides ample room for your tools and outdoor equipment. Inside, fresh interior paint gives the home a clean, updated feel. This property is a perfect blend of comfort and convenience, waiting for you to make it your own. Included 100-Day Home Warranty with buyer activation
Spacious Winter Park home on over a half acre with no rear neighbors!. In Bear Gully Forest community and has over 2,000 s/f- with a Living Room, Dining Room, Eat-in Kitchen and more. The home's fully-equipped kitchen has excellent cabinet space and appliances that include a stove, microwave, and dishwasher. An inside laundry room has a washer/dryer combination for your convenience. Bedroom with 1/2 bath upstairs. Roof new in 2018 with a 10 year full warranty.
Enjoy the Winter Park lifestyle in this spacious 2-bedroom, 2-bath lakefront condo offering 1,900 square feet in the heart of downtown Winter Park. Enjoy serene lake views from the 120 sq ft screened porch—perfect for morning coffee or evening wine. The light-filled living area features soaring 8 ft 10 in ceilings, creating an open, airy atmosphere. A cozy family room offers built-in shelving and a wet bar, ideal for relaxing or entertaining. The galley kitchen features granite countertops, a natural gas range, and a convenient laundry closet with a stackable washer and dryer. The primary bedroom boasts a walk-in closet with ample storage, additional closet in the rear alcove, and a primary bath with dual sinks and a walk-in shower. The secondary bedroom includes an adjoining office alcove, while the secondary bath offers a walk-in shower. Neutral tones flow throughout the condo, and the dinette provides beautiful views of Lake Osceola. Completely rebuilt in 2011 with new plumbing, electrical wiring, air conditioning, and ductwork, this home offers modern efficiency and peace of mind. A covered boat slip (#15) with lift, two covered parking spaces in the gated underground garage accessible with a key access in the elevator, approximately 90 sq ft of private utility storage, and a community pool complete this exceptional offering. Just steps from Park Avenue, enjoy walkable access to premier shopping, dining, museums, and seasonal events, making this a rare opportunity for true lakefront living in one of Winter Park’s most desirable locations.
FULLY FURNISHED NEW CONSTRUCTION–QUALITY WALKABLE WINTER PARK FULL SMART HOME This is not a renovation—this is a complete architectural transformation. Taken down to the studs and roofline, expanded, and rebuilt with intention, this custom luxury residence is ideally located just steps from Winter Park Village and minutes from iconic Park Avenue, offering a truly walkable, car-optional lifestyle. The home features a custom 51’ x 10’ driveway, mature Italian cypress trees, sculptural landscape elements, and elegant iron railing, creating exceptional curb appeal. Covered front and side porches welcome you into a thoughtfully designed interior blending contemporary architecture with refined mid-century influence. Over 300 square feet of newly added living space includes two additional bathrooms, an indoor laundry room, and an oversized primary suite designed as a private retreat. Custom liner windows in the dining room and primary suite provide abundant natural light and architectural character. Interior highlights include: • Tile flooring throughout with custom tile work • Designer kitchen with floating shelves • Smart stove, built-in under-counter microwave and dishwasher • LED under-cabinet and island lighting • Custom light fixtures and ambient lighting throughout • Primary bath with ceiling-mounted rain shower • Zebra blinds throughout • New stacked washer and dryer included The home is fully equipped with modern smart-home technology, including: • New AC system with smart thermostat • Tankless water heater and all-new plumbing • Smart lock entry • Smart soffit exterior lighting • Google doorbell camera and security floodlight cameras with two-way audio • Smart sprinkler system with weather monitoring The private backyard is enclosed with PVC privacy fencing and designed for outdoor living, featuring a porcelain-tiled covered patio and a separate poured slab ideal for a fire pit or grilling area, positioned safely away from the home. Enjoy unmatched proximity to dining, shopping, entertainment, parks, golf, train station, and everyday conveniences including Starbucks, Whole Foods, Publix, restaurants, and movie theater—all just moments away. Homes offering new-construction quality, designer finishes, smart-home integration, and this level of walkability rarely come to market. A turnkey opportunity for the most discerning buyer.
Welcome to this fabulous townhome in the much sought after Hawk's Crest neighborhood in winter park. The townhouse has perfect layout when you walk into the house, beautiful tile floor, one half bathroom downstairs. 3 Bedrooms upstairs with a big loft. It is a perfect floor plan to live here or as an investment. Resort style pool and playground. Near to everywhere, easy to find highway and shopping center.
Welcome to lakeside living! This cozy one-bedroom, one-bathroom condo offers a blend of amenities and convenience. This perfectly located condominium has low HOA FEES and has no assessment fees! Enjoy your days fishing, boating, or hanging out by the pool overlooking gorgeous Lake Killarney, a 240 acre spring-fed lake! Cherish living on the shores of Lake Killarney, complete with coveted dock access and a refreshing pool. Located in the heart of Winter Park, one of the most sought-after zip codes in the Orlando metro area. Residents in the desirable Lakeside Manor community enjoy access to the boat slips, the clubhouse, the lakefront pool and the beautifully maintained landscaped courtyard. Bring your ideas and make this your own. HOA fees includes ground keeping, exterior and roof maintenance. Water is also included with a low monthly HOA fee of $240 a month. HVAC 2021 , Roof 2016, Conveniently located near I-4 for quick access to Orlando. Situated near Winter Park Village, College park and Baldwin Park. Appreciate the nearby hospitals, shopping, dining, museums, parks, botanical gardens and entertainment of Winter Park. Savor your lakeside retreat with low fees and low maintenance. All information deemed reliable but not guaranteed and should be independently verified. If qualified with preferred lender, a $1500 credit will be offered.
Experience luxury living in this stunning, remodeled single-family home located in the heart of Winter Park. This spectacular residence features four spacious bedrooms and three modern bathrooms, boasting sleek laminate flooring throughout. The chef-inspired kitchen comes fully equipped with premium stainless steel appliances, while the massive backyard and sparkling pool provide an ideal setting for family gatherings and outdoor entertainment. Nestled in a prime location, this property provides the perfect blend of suburban tranquility and urban convenience. Residents enjoy proximity to schools and sit just minutes from the iconic Park Avenue shopping district. Whether commuting via the 436 or visiting local favorites like the Winter Park Farmer’s Market, everything you need remains right at your doorstep—the ultimate choice for the best of Central Florida living
One or more photo(s) has been virtually staged. Welcome to this beautifully updated 3-bedroom, 2-bath home with a screened-in pool, ideally located in the heart of Winter Park. Step inside to a fresh, move-in-ready feel with new flooring throughout, new light fixtures, new windows, and new doors—all thoughtfully selected to give the home a clean, modern look. The open, inviting layout is perfect for everyday living and entertaining, and the screened pool area creates a private Florida retreat for relaxing weekends, family gatherings, or evening swims—without the bugs. Conveniently close to Winter Park’s shopping, dining, parks, and local favorites, this home offers the best of Central Florida living in a prime location. More photos coming soon—don’t miss your chance to see this one!

Winter Park is located in Florida. Winter Park, Florida has a population of 29,672. Winter Park is less family-centric than the surrounding county with 27.95% of the households containing married families with children. The county average for households married with children is 31.51%.
The median household income in Winter Park, Florida is $88,688. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Winter Park is 45.3 years.
The average high temperature in July is 92 degrees, with an average low temperature in January of 49.4 degrees. The average rainfall is approximately 51.9 inches per year, with 0 inches of snow per year.