Winter Park FL Real Estate & Homes for Sale

Hidden gem in the heart of Winter Park! Updated 3/2 block home in a prime location! Zoned for a highly rated Winter Park High School, this home is located within a walking distance to Whole Foods Market and a short drive to Winter Park Village, famous Park Ave with abundant dining and shopping options, Rollins College! Owner has spared no expense on renovation; new roof 2020, new windows, fresh paint inside and out, tastefully selected new kitchen with stylish granite counter tops, updated bathrooms with custom tile work and new luxurious tile and laminate flooring throughout . Home is located at the end of the street with no HOA! Easy access to major highways (I 4, 408 and 417) allows a quick commute to downtown Orlando! Call for your private tour today!

Exquisitely designed, expanded & renovated with timeless custom architectural elements throughout. This warm & inviting home is overflowing with charm creating an ambience with high end features that capture your heart when you move from one delightful space to the next. This stylish Spanish Mediterranean modern 4 bedroom 3 & half bath home is filled with tons of character & nestled in one of Winter Park most desirable neighborhoods. Upon entering you are greeted with a proper foyer that helps sets the tone throughout the house. The magnificent & spacious dining room with its stunning Shonebeck Chrystal chandeliers include a fireplace in a room that has beautiful windows and views. Continue to the sunroom to have a cup of coffee or cocktail in a room that is bathed in natural light then through French doors to the outdoor area or into the kitchen. The magnificent & enormous kitchen is the center of the home with both form & function with it’s well thought out exceptional features, a vaulted & beamed ceiling, a 6 burner gas range with a fabulous custom tile backsplash & iron brackets flanking either side, a huge island with plenty of storage & counter space that contains the main sink, a large prep sink that sits in a wonderful butcher block counter under a bead board open shelving cabinet. High end appliances are on the other side with more storage and counter space all housed in gorgeous custom cabinetry. The spacious family room is warm & inviting with built ins & a wood beamed ceiling. Enter through a custom wood & iron door to the incredible & private Master Bedroom Suite with views of the serene back yard from large picture windows. Step into the lovely master bath with double sinks, gorgeous custom lighting, huge walk in shower, separate water closet & enormous master closet. Admire the views of the covered tongue & groove lanai, the 2 paved entertaining spaces one under a pergola & a terrific green landscaped yard. Follow the pavers to the storage building that could be finished as a great workout room or another office. A butler’s pantry/laundry room with storage you will love, three great bedrooms, 2 are ensuite, and a half bath complete the home. Completely fenced & no HOA. Located with the ultimate of convenience in the heart of Winter Park, close to Park Avenue & the downtown Orlando. You will love living here! Call me to schedule your private showing! Please see video walk through.

Gorgeous two-story Windsong POOL home! You will love this four-bedroom, four full bathroom PLUS OFFICE Winter Park home with 3,237 square feet of perfectly planned space. Special highlights in this custom-built Groniger home include a spacious downstairs owner’s suite with three walk-in closets, a brick paver lanai with a built-in grill and gas fireplace, and an impressive two-story foyer with a Juliette balcony. Pool views from almost all rooms downstairs, formal dining room with wine cellar and, custom millwork, wood beams, and tray ceilings throughout make this house a home. The kitchen features KitchenAid appliances, a gas range, a large meal prep island, and a breakfast bar top overlooking the family room and pool. The owner’s suite is located off the family room and is a sweet respite from the day with a beautiful vanity and dressing area, a large tiled stand-up shower and soaking tub, and French doors leading to the lanai. A secondary bedroom is located downstairs opposite the owner’s suite and also overlooks the sparkling blue pool. There is a bonus room just off the first turn at the stairs that would make for a great office, 5th bedroom or exercise room. At the top of the stairs includes a roomy en-suite bed/bath as well as the fourth bedroom that has a bath/shower combo. Windsong boasts a prime location in Winter Park being just minutes to shopping and dining Park Ave, downtown Baldwin Park and the shops along Corrine Drive. Windsong residents also enjoy a community pool with a splash pad, sidewalks throughout for your nightly stroll, clubhouse and Winter Park chain of lakes access. Call today for your private showing!

Welcome Home to this charming single story 2 bedroom 2 bath home located in desirable Winter Park. Built in 1946, this home exudes charm, boasting original bathrooms and floors. The home offers a large family room, front sunroom, and plenty of natural light. The large master bedroom has original wood floors, and multiple closets. The secondary bedroom is also a generous size, and has several windows. The galley kitchen has enough space for a small table to enjoy your morning coffee. As you step outside the large fenced in backyard it feels private and offers plenty of space for a future addition or pool. The single car attached garage also houses the washer/dryer. The City of Winter Park is full of culture, quaint antique shops, dining, shopping and so much more! Enjoy the lifestyle and perks of a truly sought after location. Pure potential. This lot is prime for new construction. Home is Sold "AS IS”.

DESIREABLE LAKE KILLARNEY CLASSIC HOME WITH MODERN UPDATES JUST BEGINS TO DESCRIBE THIS 4 BEDROOM 4 BATH POOL HOME SEATED ON A CORNER LOT IN THE VERY PRIVATE NEIGHBORHOOD! UNIQUE HOMEOFFERING A LARGE LIVING ROOM WITH HARDWOOD FLOORS AND WOOD BURNING FIREPLACE ADJOINING A MODERN KITCHEN WITH STAINLESS APPLIANCES, ISLAND & GRANITE COUNTERTOPS, WHICH IS NESTLED AJACENT TO BOTH A DINING NOOK AND FORMAL DINING AREA. THE LOWER LEVEL MASTER BEDROOM FEATURES A LARGE CUSTOM MASTER BATH WITH SEPERATE JACUZZI TUB, DOUBLE SINKS, & WALK IN SHOWER, AND PRIVATE ACCESS TO A SPA ROOM WITH HOT TUB. LOWER LEVEL ALSO PROVIDES A LARGE GUEST ROOM AND BATHROOM. THE UPPER LEVEL FEATURES A BONUS FAMILY ROOM WITH 2 LARGE BEDROOMS WITH WALK IN CLOSETS AND FULL BATH WITH DOUBLE SINKS. THE FENCED REAR YARD PROVIDES BOTH SCREEN PATIO AND OPEN DECK AREAS, AND AN IN GROUND POOL WITH PEBBLE TECK FINISH. MATURE LANDSCAPING AND FULL YARD IRRIGATION SYSTEM ACENT THE LARGE CORNER LOT. THE OVERSIZE GARAGE FEATURES 10 FT CEILINGS, WORK AREA AND CONNECTED POOL BATH FOR GUEST ACCESS. ENTIRE HOUSE WIRED FOR CAT6 AND COAX CABLE.

Beautiful 2 bedroom 1 bath condo in a cool 2 story mid-century building on Lake Killarny next to Trader Joes. It is totally renovated with granite counter tops, stainless steel appliances, terrazzo floors, screened porch, central air, and washer/ dryer. It has a community pool located on the lake. The lake is great for canoeing, paddleboarding, jet ski, or ski boat. It has one assigned parking space but plenty of guest parking spaces in front of condo. It is 710 sf and is located on the second floor.

Discover an exceptional opportunity in the heart of Winter Park. This beautiful custom-built two-story modern home is very bright with southern exposure on the rear of the home and was developed on a quiet tree-lined street, offering five bedrooms and four and a half baths with 4,108 square feet under air. The extensive interior design elements feature tasteful specifications including eleven-foot soaring ceilings with modern LED-backlit detail, walls of glass for delightful views of the outdoor area, endless natural light and much more. The spectacular open concept plan showcases lavish 24x48 porcelain tile imported from Spain. The gourmet chef's kitchen has a large quartz island, custom backsplash and double upper cabinets. The impressive downstairs master suite overlooks the sparkling pool and has an enormous walk-in closet with custom built-ins and a master bath with dual vanities, a freestanding tub and a walk-in shower. The spacious family room features an electric fireplace and ten-foot glass sliding doors leading out to the covered lanai and amazing outdoor living space that is ideal for relaxing and hosting, with a cozy fireplace, swimming pool and entertaining area. An additional guest suite with marble tile bath, office with a closet and French doors, half bath and a large laundry room complete the downstairs. Gorgeous laser-cut wrought-iron railings and an oak-wood staircase take you upstairs where you’ll find three guest bedrooms, one of them an en-suite with walk-in closet, a loft with an abundance of natural light from three large windows and a secondary laundry room. Extra foam insulation makes this brand new home energy efficient. Excellent location on a brick-lined street near Winter Park Hospital, YMCA, Lakemont Elementary School, and minutes to downtown Winter Park, Baldwin Park, East End Market and Orlando. Note: $10,000 allowance for built-in kitchen refrigerator.

An exceptional opportunity awaits in the heart of Winter Park. This transitional-style custom home is comprised of four bedrooms and three baths over 3,113 square feet of heated space. A gracious interior greets you upon entry, exuding elegance throughout with high ceilings and wood-look tile floors. Any chef will appreciate the open-island kitchen complete with quartz countertops, stainless steel appliances, designer backsplash and attractive light fixtures. The expansive living room offers the perfect environment for entertaining, with a dramatic natural stone wall and electric fireplace. Privacy abounds in the resplendent master retreat, boasting dual walk-in closets with custom shelving, as well as double vanity sinks, a free-standing tub and shower. A guest bedroom and bath, bright and airy office and laundry room with washer and dryer finish the downstairs. Meanwhile, two more bedrooms, storage area with stackable laundry hookup, and flex space with a balcony can be found upstairs. The exterior offers stunning scenery with a paver driveway and lush landscape. A large sliding door leads to the fenced-in backyard, a tranquil setting with plenty of space for activities or a future pool. Ideally situated not far from the YMCA, Winter Park hospital, Lakemont Elementary School and Phelps Park, and just a short drive to Park Avenue, Baldwin Park and downtown Orlando, this remarkable residence accommodates your enviable lifestyle.

Presenting to the market for the first time in 54 years and the first time ever as three properties combined over the years all within footsteps of Park Avenue and situated on Lake Osceola. Exquisite estate resting on three waterfront lots totaling 1.5-2 acres of land that introduces you to luxury living with endless possibilities. This “park-like” incredible property can be kept as one large estate or divided into as many as three lakefront and/or canal properties. Among the offerings are a four-bedroom main house with five baths, along with a separate one-bedroom, one-bath guesthouse. Encapsulated by gorgeous greenery and lush landscape, the property resembles a perfect blend of elegance and seclusion. Natural light floods the interior through floor-to-ceiling windows and glass doors. The master suite invites you to unwind and relax, featuring a spa-like bath with dual vanities, a separate shower and a generous walk-in closets. Tropical tranquility awaits outside with a palatial pool and sitting area surrounded by natural beauty. Make your way to the guesthouse, comprised of soaring wood ceilings and an abundance of casement windows. A boater’s haven, this residence offers a boathouse and dock on Lake Osceola, allowing you to set sail from your own backyard. Further features include natural gas service, three tankless hot water heaters, five air-conditioning units in the main house and one in the guesthouse, whole house generator, as well as an oversized two-car garage with motor court. This wonderful home has been lovingly maintained over the decades with well designed additions/renovations and magnificent grounds/landscaping... Encompassing nearly 8,000 total square feet upon two spacious acres, this lakefront gem is a picturesque paradise just waiting for your arrival.

Absolutely lovely 3-bedroom, 2.5-bath renovated home in highly desirable Timberlane Shores. Split level floor plan with walk out basement to patio and large private fully fenced backyard and expansive gated side yard. Beautiful kitchen and family room that can easily double as a breakfast room as well. Traditional floor plan with wood floors and built-ins that are ever so tastefully done. Extremely bright with natural light. Bathrooms are redone. Freshly painted throughout. Large master with bathroom en-suite has 2 separate walks in closets as well as a built-in drawer system. Move right in and feel the quality of this home and neighborhood while enjoying this highly desirable floor plan. The oversized lot is truly incredible and so rare in Winter Park as it offers numerous options to build an addition if inclined to do so. Call for a private viewing. Buyer to verify measurements.

Opportunity knocks - ACT FAST!!! This beautiful fully remodeled 3 bedroom, 2 bath home is not going to last! Wood plank tile flooring throughout with rugs in the bedrooms. Bathrooms have been fully updated with subway tile and top of the line fixtures. The kitchen is gorgeous with dove tail REAL pine cabinets with spice racks, new stainless steel appliances, fixtures......a true Chef's kitchen! Brand new roof, oversized lot with more than enough room for resort style pool.....this is the ultimate dream home with opportunity to make it your own! All offers must be submitted by January 22nd at 5:00 pm.

This NEWLY RENOVATED 3 Bedroom, 2.5 bath, 1,682 square-foot END UNIT townhouse rests comfortably in the middle of the gated community, Vistas at Lake Howell in Winter Park. With easy access to SR-417 and I-4, an Esporta Gym (former LA Fitness), Publix Super Market and Starbucks right across the street, this townhouse is in a perfect location for any kind of day you want to have. Totally refurbished and updated features include: ADT Security System, UPDATED KITCHEN, UPDATED KITCHEN CABINETRY, STAINLESS STEEL APPLIANCES, GRANITE COUNTERTOPS, LARGE MASTER BEDROOM with attached bathroom, and a DEEP SOAKING TUB in the guest bath. Large second and third bedrooms that share a bath with his/hers sinks and ADA Approved toilets, open floor plan with kitchen/family room/dining room combo, with an additional half bath for guests, and a cozy screened in patio for those cooler nights to take your coffee outside. This well-kept and beautifully updated home is a must see and will go quickly!

Brand new home. 10 foot ceilings. Front and back porches. Engineered wood floors. Thermidor appliances. Upgraded windows. Huge attic storage. Surrounded by 6 foot block wall with gates. Master bedroom downstairs. Oak stairway. Short walk to downtown Winter Park and train station. Custom master closet. Garage connected to home with breezeway. NO homeowners association. Owner/Broker.

Fantastic opportunity to stop paying rent with this updated 1 Bed 1 Bath in Winter Park's Four Seasons Condominium Community. Freshly painted throughout, new carpet & tile flooring, brand new Stainless Steel appliances! Light & Bright - ready for you to move in! Spacious rooms and tons of storage! This home also boasts an ample dining area and screened in balcony perfect for enjoying your morning coffee. The master suite includes a spacious bedroom, large walk-in closet. Large storage closet off the balcony as well. The Four Seasons has three community pools, as well as a tennis court, shuffleboard, fitness center, and clubhouse. HOA fee includes Water, Sewer, Garbage, Pest Control inside and out. The community association replaced the roofs recently. This area in Winter Park enjoy is close to Advent Health Winter Park, Full Sail University, Rollins College, the YMCA, Cady Way Trail, and Park Ave - super close to shopping, dining, and entertainment options. Schedule a showing today!

Come take a look at this lovely home located in the desirable Dubsdread Heights neighborhood in Winter Park. After a long week of work, invite the neighbors over for a BBQ outside under the shade of your two large gazebos in your massive backyard. Cook up some of your world famous ribs for everyone to enjoy, while the youngsters play soccer in your huge fully fenced in yard. The open kitchen will bring out the gourmet chef in you, featuring granite countertops, stainless steel appliances, plenty of custom cabinets, and a breakfast bar which opens up nicely to the dining room. When the afternoon thunderstorms roll in bring the festivities inside to your fully screened in back lanai. After your guests have left for the night head back to your office/bonus room to send out one last e-mail before retiring for the night. This home also features a newer AC system, tankless water heater, newer laminate flooring, fresh exterior paint, 2 gazebos, and 2 storage sheds. Electrical and plumbing have also been updated. Come see this adorable home before it’s gone!

***GREAT SOLID BLOCK CORNER LOT HOUSE***3 BEDROOMS*** 2 FULL BATHS***FORMAL LIVING ROOM***DINING ROOM***FULL KITCHEN***FAMILY ROOM***INGROUND POOL***FENCED IN YARD***OVERSIZED LOT***NEW CERAMIC FLOORS***NEWER REMODELED BATHROOMS*** MASTER BEDROOM WITH WALK-IN CLOSET AND MASTER BATHROOM***NEW SLIDING DOOR LEADING TO THE POOL***SOME NEWER WINDOWS THROUGHOUT THE HOUSE.***GARAGE HAS BEEN FINISHED AND OWNER STORAGE HIS WORKS TOOLS THERE, BUT IT CAN BE EASILY CONVERTED BACK AS 2 CAR GARAGE***EXTRA STORAGE SHED *** Room measurements are estimated, buyers and the buyers agents are responsible to verify all measurements and dimensions.

This charming house is located in heart of Seminole County and located in very quite neighborhood. The neighborhood is zoned in best of Seminole County School District and accessible to major roads, highways, shopping centers and Restaurants. This 4 Bedrooms and 2 Bath house offers Beautifull Landscape and recent upgrades such as 2019 new roof, 2018 new AC AND 2018 new Electric Water Heater. Breakfast room in the kitchen is another great feature that this house offers. Large Living/Dinning room adds beauty and connivance.

Honey, stop the car! Pack the bags, we're moving in! This 3 bedroom, 2.5 bath townhome in a gated community has it all! With a garage and screened porch it has the conveniences of a single family home without all the maintenance so you can enjoy life! This townhome offers an open concept and features some new windows (2020) new carpet (2019), new Water Heater (2019), newer A/C and roof (2017) and upgraded stainless appliances, including the washer and dryer! The home has been meticulously maintained and is ready for new owners! Located in a cul-de-sac with views of the fountain and green space with plenty of parking for guests. The Vistas at Lake Howell is conveniently located in Winter Park and is near shopping, dining and recreation. Come see it today, before it's gone!

Presenting an exquisite new listing in the Heart of Winter Park. Completely remodeled in 2019 from floor to ceiling, this casually elegant, single-story residence features three bedrooms, two full baths as well as two half baths, formal living and dining, a gourmet kitchen, and designer finishes throughout. The charming southern façade with front porch graciously welcomes you into the home where upon entry it is immediately clear that every consideration has been made in the renovation of this delightful Florida home. Beautifully stained hardwood floors flow throughout the formal living areas and are complimented by natural light and crown molding ceilings. The gourmet kitchen has undergone extensive remodeling to create an open concept layout with the adjoining family room. High-end appliances including a Blue Star gas cooktop and double oven, Sub-Zero refrigerator, and a Fisher & Paykel double dishwasher along with custom cabinetry and marble counters make this kitchen a dream come true for any chef. The spacious primary bedroom and en suite have been stylishly reimagined to include a separate dressing room and spa bath complete with jetted tub, walk-in shower, and his and her vanities. Two comfortably sized guest bedrooms with a shared Jack and Jill bath, a powder room, and indoor laundry room with dual drum washing machine complete the inside layout. The private, fenced backyard is ideal for entertaining with friends and family. Set on a large 0.45-acre lot, there’s plenty of room to add a pool if desired, or just relax with loved ones around the Romanesque circle with gas fire pit and Solaire gas grill. Additional updates include a new metal roof, GENERAC gas generator, natural gas tie-in, all new outdoor lighting and paver pathways, Rinnai tankless hot water heater, new PEX plumbing, ADT security system with cameras, spray foam insulation and so much more. Located just minutes from Park Avenue shops and dining, this home is in one of Winter Park’s most desirable communities and is zoned for A-rated schools (Dommerich Elementary, Maitland Middle, & Winter Park High) – schedule your showing today!

Welcome to your hidden oasis in the heart of highly desirable Winter Park! This updated townhome is located on one of Winter Park's famous brick street just minutes from Rollins College, Park Avenue shops and restaurants. As you walk through the front door, you will be greeted with a beautiful wood-burning newly updated fireplace, wood floors and brand new French doors opening to the lush backyard. The kitchen features granite countertops, new appliances including a GE Range and Bosch Dishwasher! The new hardwood floors on the second level lead you into two bedrooms and the master. Master suite has plantation shutters, high ceilings, walk in his and hers closets, and a spacious master bath with elegant claw foot soaking tub and large separate shower. The backyard is your very own sanctuary featuring raised garden beds, mature trees, and a lovely outdoor firepit! Additional upgrades include Nest Thermostat, renovated bath rooms, new water heater, new knock down ceilings throughout the house, and LED lighting throughout the first level. Enjoy being able to walk to restaurants, the Winter Park Farmers Market and local shops/ businesses. You are zoned for the highly sought after Audubon K-8 school as well as Winter Park High School. Easy commute to Advent Health Winter Park as well as Advent Health Rollins/Orlando, Orlando Museum of Art and the Orlando Science Center. If you work downtown Orlando, you are about a 10-15 minute easy drive!

Don't miss your chance to own this spacious 4 bedroom 3 bath beautifully remodeled home located on the 4th fairway of the historic Dubstread Golf Course! This move-in ready College Park home features an attached 21 x 24 In-Law Suite with that has its own kitchen, full bedroom and bath. Use it as living space or rent out for the extra income. It has both an inside and outside entrance. The comtemporary style eat-in kitchen has upgraded cabinets, granite counter tops, and open's to the living room that leads out to the screened in patio making it perfect for entertaining guest! Home also features a stunning wood burning fireplace, knock down texture and tile throughout. You will be thrilled with the spacious 26 x 14 master bedroom suite with a large walk in closet. The oversized 70 x 150 yard has a fenced in area to park a boat or camper. Centrally located and just minutes to Downtown Orlando. This is a rare find and a must-see home!

Welcome to Winter Park! Charming 3 bedroom 2 bathroom home with 1 car garage in the Tanglewood community with no HOA. Updated kitchen with stainless steal appliances. Newly renovated roof in 2018. Fresh exterior paint 2019. Additionally, features a bonus room and separate laundry room. Nice sliding doors to the back yard, which has mature landscape and a deck area. Perfect family neighborhood, great property for a first time buyer or smaller family. Great schools and close to all shopping. Established neighborhood.

Welcome to Park Grove! Here is your opportunity to live in Winter Park's most desired neighborhood! Park Grove, with it's tree lined streets, has been Winter Park's most favorite neighborhood with it's close proximity to Park Avenue's fine restaurants and shops, the Winter Park Village, art museums and Winter Park's own Central Park! This traditional split-plan home has been loved for over 28 years and now it is time to make it your own! A new modern kitchen with top of the line appliances and stone countertops was put in place in 2018, a new Lennox A/C system installed 2019, crown molding throughout the entire home, new double pane windows, it features an oversized pool with large covered lanai great for entertaining, rear-entry garage with a 1/2 bath, a large parking pad and long drive way for extra cars. This home also has several storage closets that are rarely found in mid-century homes. The oversized lot allows plenty of room for expansion or recreational use. Great curb appeal with beautiful crepe myrtle trees and long walkway to front door! Well was installed to water landscaping saving hundreds of dollars per year in irrigation costs. Zoned for the well sought after Dommerich Elementary, Maitland Middle and Winter Park High Schools.

Renovated home in Winter Park in Winter Woods backs up to a wooded backdrop with no neighbors in the back providing tremendous privacy. This 3-bedroom, 2-bath split plan home has been well maintained and beautifully renovated, ready for you to move in. Updated kitchen includes birchwood cabinets with soft-close doors & drawers, gorgeous granite countertops, large breakfast bar, recessed & pendant lighting, stainless steel double sink with disposal & gooseneck faucet. Stainless steel appliances include a smooth top convection range with matching microwave hood, dishwasher & refrigerator. Additional highlights include a wood-burning fireplace, security system, French doors, ceiling fans, beautiful wood laminate flooring and tile, large master with updated master bath, indoor laundry with utility sink and tons of storage. A secured fenced backyard backs up to Interlachen golf course and includes a large storage shed, front yard irrigation system, citrus trees, spacious screened porch with in-ground heated spa & a brick patio with a fire pit perfect for entertaining. Other features include an approximately 10-year old architectural shingle roof, extra attic insulation, newer water heater, all new energy-efficient double-paned glass windows & 2015 high seer energy-efficient HVAC system. This home has it all and ready to go. Don’t miss it. This is a great location with highly rated schools, convenient to major roads, downtown Winter Park, golf courses, shopping, dining, parks, Rollins College, UCF & Full Sail.

Remodel existing home or it is a perfect location to build your custom home on this oversized lot off Park Avenue in Winter Park. The property measures 15,836 square feet with lot dimensions of 107-feet frontage by 148-feet deep. It is located in a quiet community, just minutes from the award-winning restaurants and boutique shops of Park Avenue. The Interlachen Golf and Country Club and Park Maitland School are also just minutes away. Indulge in the Winter Park lifestyle.