Winter Park FL Homes for Sale

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Type:
Single Family
Sq.Ft.:
1,940
Status:
Active
Beds:
4
Lot size:
0.16 Acres
Year built:
1952
Baths:
3.00
MLS#:
O6247628
Subdivision:
Carver Town First Add

ADDITIONAL INFORMATION

This stunning property in historic Winter Park offers an excellent price point and is ideally situated near Park Avenue’s shops and restaurants, Rollins College, Winter Park Village, Winter Park Farmer's Market, and Hannibal Square. Completely renovated in 2021, this 4 bedroom, 3 bathroom home has been thoughtfully appointed with double primary suites, each with ensuite bathrooms and large closets. Split from these primary suites are 2 additional ample sized bedrooms and a full bathroom. The open floor plan boasts contemporary updates throughout, including light wood-like tile floors, LED recessed lighting and fresh paint. The kitchen is a chef's dream, featuring quartz countertops, a designer tile backsplash, stainless steel appliances, and a 5-burner gas stove complete with a pot filler. The primary ensuite bathroom is a luxurious retreat, showcasing dual vanities, an oversized tiled shower with multiple shower heads, and a built-in bench. The bathrooms are bright and fresh with contemporary black and white tile accents. Enjoy an expansive back yard with a large paved patio, perfect for entertaining. This home can also serve as an excellent investment opportunity for your Rollins student! Schedule your private showing today! HVAC - 2017 ROOF - 2021

Type:
Single Family
Sq.Ft.:
1,301
Status:
Active
Beds:
3
Lot size:
0.13 Acres
Year built:
1991
Baths:
2.00
MLS#:
O6251052
Subdivision:
Bridgewater Ph 2

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Welcome to this move-in ready Winter Park pool home, tucked away in a peaceful cul-de-sac! This gem has been thoughtfully updated with significant renovations, including a composition shingle roof (2019), custom gutters with in-ground drain lines (2019), a Trane HVAC with hurricane slab foundation (2019), rebuilt pool pump and chamber (2019), and fresh landscaping with new sod (2019). Exterior updates include siding and paint (2021). This home features 3 bedrooms, 2 bathrooms, and a sparkling pool perfect for family relaxation and backyard BBQs. Step inside through the inviting screened front porch to an open floor plan with vaulted ceilings and abundant natural light. The living areas boast tile flooring throughout, leading to an open kitchen with a breakfast bar and freshly painted cabinets offering extra storage. Unwind in the spacious master suite with a private en-suite bath, featuring a tiled shower and updated vanity. Two additional generously sized bedrooms and a full bath with a tub/shower combo complete the interior. Enjoy ultimate privacy in the fully fenced backyard, beautifully landscaped and featuring an open-air pool—ideal for entertaining or peaceful relaxation. To top it off, the home is equipped with a solar panel system (2022). Located in the highly sought-after Lake Howell High School district, this home is conveniently close to Park Avenue, Rollins College, local dining, shopping, and the 417 Expressway. With a low HOA of just $15/month in a private and safe community, this property won’t be on the market for long. Schedule your showing today and submit your offers—don’t miss out on this beautiful home!

Type:
Single Family
Sq.Ft.:
1,900
Status:
Active
Beds:
3
Lot size:
0.19 Acres
Year built:
1971
Baths:
2.00
MLS#:
TB8311367
Subdivision:
Winter Woods Unit 02

ADDITIONAL INFORMATION

Welcome to this meticulously maintained single-family home, ideally situated in the heart of Winter Park. This home, located in the highly sought-after Winter Woods neighborhood, features 3 bedrooms, 2 bathrooms, a spacious 2-car garage, and ample yard space. This property offers approximately 2,000 sq. ft. of living space with a highly desirable split floor plan for added privacy. This home has many features including brand new stainless-steel kitchen appliances (July 2024), plantation shutters, upgraded windows, upgraded sky lights, original wood floors, crown molding, a wood-burning fireplace, and beautifully landscaped yards, both in the front and the back of the house. The roof and water heater were both installed in 2022. Located just minutes from downtown Winter Park, you'll enjoy easy access to the best dining, boutique shops, and parks the area has to offer.

Type:
Single Family
Sq.Ft.:
2,990
Status:
Active
Beds:
5
Lot size:
0.19 Acres
Year built:
1991
Baths:
4.00
MLS#:
O6249859
Subdivision:
Oxford Cove

ADDITIONAL INFORMATION

Location, Location, Location –Located in Winter Park this nicely maintained 5 Bedroom, 3.5 Bath with 2 Car garage house use one as / Home Office on first floor is ideally situated in secluded cul-de-sac, just off University Blvd. Two Master bedrooms, One on first floor and second on second floor, and loft. Nearly 3000 sq ft house, is an excellent choice for moving family to Orlando area looking for highly rated Winter Park School system and Colleges and UCF – University of Central Florida. Vaulted high ceiling with fire place, kitchen with granite, with Breakfast bar and laundry on first floor. In rear it has enclosed screened patio to enjoy outdoors and pond view in the front.

Type:
Single Family
Sq.Ft.:
8,082
Status:
Active
Beds:
6
Lot size:
1.84 Acres
Year built:
2002
Baths:
8.00
MLS#:
O6249727
Subdivision:
Maitland Shores

ADDITIONAL INFORMATION

Majestic lakefront estate fully renovated in 2021 located in the beautiful Winter Park, Florida. Nestled on sprawling acreage, this breathtaking 6-bedroom, 7.5 bathroom lakefront mansion offers unparalleled luxury and serenity in the heart of Winter Park, Florida. Perched on 220 feet of picturesque Lake Maitland, this stunning estate boasts: Panoramic views of Lake Maitland, framed by floor-to-ceiling windows and electrically operated pocket sliding glass doors. Expansive outdoor oasis featuring a 70 foot resort-style pool, fully stocked outdoor kitchen with big screen television perfect for sunset gatherings. Secluded and private surroundings including multiple different areas with outdoor fireplaces for friends and family to gather ensuring tranquility and exclusivity. Grand foyer with soaring ceilings and elegant chandelier creates the framing for the stunning views upon entry. The Gourmet kitchen with top-of-the-line Miele appliances and expansive center island make up every chefs dream. Spacious bedrooms all with en-suite bathrooms and walk-in closets and a stunning Private master retreat with lake-facing balcony. Other impressive amenities include both a stunningly presented billiards room as well as a finely appointed theatre room for family members to gather. The property also has its own separately accessed 1 bedroom apartment beautifully finished for those long standing guests. Enjoy resort-style living, minutes from Winter Park's charming parks, boutiques, and restaurants. Escape to a world of luxury, where every day feels like a vacation. Schedule a private viewing and experience the ultimate Winter Park lifestyle.

Type:
Condo
Sq.Ft.:
1,085
Status:
Active
Beds:
2
Lot size:
0.13 Acres
Year built:
1974
Baths:
2.00
MLS#:
O6249283
Subdivision:
Winter Park Woods Condo

ADDITIONAL INFORMATION

PRIME LOCATION! Explore the ideal fusion of coziness and convenience in this modernized home, conveniently situated near esteemed educational institutions like Full Sail University, Barry Law School, Stratford, Keiser University, and UCF. Nestled within the coveted Winter Park community, this residence boasts freshly painted interiors, exuding a welcoming atmosphere. The chic kitchen showcases resilient granite countertops, a haven for culinary enthusiasts! With HOA covering water, sewer, and trash, enjoy hassle-free living. A brand-new roof installed in 2023 offers lasting peace of mind. Seize the opportunity to call this enchanting property yours. Arrange a viewing today and discover the unparalleled comfort and convenience of residing in one of Winter Park's most sought-after locales.

Type:
Condo
Sq.Ft.:
1,612
Status:
Active
Beds:
2
Lot size:
0.04 Acres
Year built:
1985
Baths:
2.00
MLS#:
O6247851
Subdivision:
Cedarwood Village 1

ADDITIONAL INFORMATION

This spacious 2-bedroom, 2-bathroom condo in Cedarwood Village combines versatility and cozy comfort. The open floor plan is enhanced by soaring high ceilings and abundant natural light, creating a spacious and airy atmosphere throughout. Skylights brighten the living areas, making the space feel even more inviting. The kitchen features a separate bar and plenty of storage, seamlessly flowing into the dining and living areas—ideal for entertaining. A second-story loft offers a versatile space for a home office or hobby area. The fully enclosed back porch provides a private, year-round retreat. Additional features include ample storage, updated flooring, and a serene master suite. Perfectly situated in a peaceful community, this condo is the epitome of comfort and functional living. PLEASE NOTE this home is being sold as-is.

Type:
Condo
Sq.Ft.:
2,756
Status:
Active
Beds:
3
Lot size:
0.5 Acres
Year built:
2008
Baths:
3.00
MLS#:
O6249016
Subdivision:
Winter Park Residential

ADDITIONAL INFORMATION

Discover luxury living in this exquisite single-story condominium, located on the second floor of the highly sought-after Douglas Grand. This elegant three-bedroom, three-bath residence seamlessly blends entertaining and everyday comfort, featuring an inviting open floor plan filled with natural light, beautiful crown molding and stunning French Oak hardwood flooring. The gourmet kitchen is a chef's dream, complete with a spacious breakfast bar island, custom wood cabinetry, granite countertops, and top-of-the-line Sub-Zero, Wolf and Bosch appliances, along with a generous walk-in pantry. The primary suite serves as a serene sanctuary, showcasing an indulgent soaking tub, dual vanities with granite surfaces, and two expansive walk-in closets. A second ensuite bedroom offers a private bath and generous walk-in closet. Additional features include a large utility room with new LG washer and dryer, updated light fixtures throughout, freshly painted interior, changing color hue can lighting, google smart carbon monoxide/fire detectors and nest thermostats and a new 81 gallon water heater (December, 2023). Enjoy the convenience and the unique advantage of a private entry to the unit from the secure, gated garage, with two reserved parking spaces. Situated in the heart of Winter Park, Douglas Grand grants easy access to Park Avenue, the Farmer's Market, Rollins College, Hannibal Square, the Winter Park 9-hole golf course, the WP Tennis Center, and Winter Park Village. Embrace the effortless downtown lifestyle at Douglas Grand!

Type:
Townhouse
Sq.Ft.:
2,265
Status:
Active
Beds:
3
Lot size:
0.04 Acres
Year built:
2018
Baths:
4.00
MLS#:
O6248828
Subdivision:
Mondrian/winter Park Twnhms

ADDITIONAL INFORMATION

Introducing an exceptional opportunity at The Mondrian Winter Park, a stunning waterfront community featuring 30 contemporary townhomes elegantly situated along the serene shores of Lake Killarney. This remarkable residence is truly a standout, showcasing top-tier finishes that exemplify both quality and value. As you enter, you'll be greeted by fresh interior paint and updated flooring that enhance the home's modern appeal. Enjoy the added comfort of privacy shades, stylish light fixtures, and ceiling fans that enhance the overall ambiance. The chef-inspired kitchen is a culinary dream, equipped with a natural gas cooktop and a wine refrigerator, perfect for entertaining. Retreat to the luxurious master suite, which offers a walk-in glass shower, a separate water closet, and ample closet space for all your storage needs. Your own personal oasis awaits on the expansive rooftop terrace, complete with a hot tub spa, grilling station, and generous lounge area, ideal for hosting gatherings or relaxing under the stars. With soaring 10'6" ceilings on the second level and expansive storefront-style windows, natural light floods the living space, creating a bright and inviting atmosphere. Each of the three spacious bedrooms comes with its own bath, ensuring privacy and comfort for family members or guests. Nestled in the heart of beautiful Winter Park, just north of downtown Orlando, this luxury enclave offers an unparalleled lifestyle. Experience breathtaking views of Lake Killarney from the newly constructed dock or unwind in the lakeside Pavilion as you watch the sunset. For those who enjoy water activities, a private boat slip is available for purchase, allowing you to cruise across the lake to visit Trader Joe’s or enjoy a meal at Shake Shack. Outdoor enthusiasts will appreciate the community’s kayak and paddleboard racks, providing easy access for fishing, exercising, or simply soaking in the tranquil waters. Nearby, Winter Park Village boasts a variety of shopping and fine dining options, while the vibrant Farmer’s Market and renowned Enzian Theater offer an array of local culture and entertainment. Discover the ultimate blend of luxury, comfort, and convenience at The Mondrian Winter Park—where every detail is meticulously crafted for your enjoyment and every moment holds the potential for adventure. Welcome to your new home.

Type:
Condo
Sq.Ft.:
664
Status:
Active
Beds:
1
Lot size:
10.07 Acres
Year built:
1974
Baths:
1.00
MLS#:
V4938408
Subdivision:
Colonies

ADDITIONAL INFORMATION

Discover this beautifully RENOVATED 1-bedroom, 1-bathroom condo located in the Colonies Condo Community in Winter Park, FL. This charming home has been updated to a modern comfort and style. The newly remodeled kitchen boasts elegant quartz countertops, brand-new cabinets, and top-of-the-line stainless steel appliances, perfect for any home chef. The entire home features luxurious vinyl waterproof wood plank flooring providing a seamless and polished look throughout. A brand-new air conditioning unit ensures year-round comfort, while fresh paint throughout the home adds a bright and welcoming ambiance. New plumbing also adds peace of mind, along with updated electrical system. The Colonies community offers fantastic amenities, including a pool, clubhouse, dog park, and tennis courts. Additionally, the community is in the process of renovating the balconies, further enhancing the appeal of this well-maintained neighborhood. Conveniently located close to major highways, this condo provides easy access to downtown Orlando, the Orlando International Airport, and local universities. Shopping, dining, and entertainment options are also just a short drive away. Don’t miss the opportunity to own this fully renovated condo in a prime Winter Park location—schedule your showing today

Type:
Single Family
Sq.Ft.:
1,080
Status:
Active
Beds:
3
Lot size:
0.16 Acres
Year built:
1954
Baths:
2.00
MLS#:
O6251973
Subdivision:
Dubsdread Heights

ADDITIONAL INFORMATION

MOVE IN READY 3 bedroom / 2 full bath bungalow in PRIME LOCATION! Just steps from Dubsdread Golf Course, this home is a true gem with no HOA fees, plus easy access to downtown Orlando and Winter Park Village. Residence offers 3 bedrooms and the rare advantage of 2 updated full bathrooms. Kitchen boasts updated cabinetry, granite countertops, and stainless steel refrigerator, stove, dishwasher, and microwave. Enjoy low-maintenance ceramic tile floors, primary bedroom with ensuite bath, and a large backyard perfect for entertaining. 2020 roof and newer water heater, this home is move-in ready and waiting for you!

Type:
Condo
Sq.Ft.:
1,040
Status:
Active
Beds:
2
Lot size:
1.09 Acres
Year built:
1971
Baths:
2.00
MLS#:
O6248526
Subdivision:
Village Winterset Inc

ADDITIONAL INFORMATION

Welcome to the luxury of Winter Park condo living, just steps from the world famous Park Avenue! You will be delighted to step into elegance in this charming first-floor condo with 9' ceilings in the highly sought-after Villages of Winterset Condominiums. Picture this – a simple stroll from your doorstep leads you to Park Avenue's enticing shopping and dining delights, the Morse Museum's cultural treasures, the vibrant energy of Rollins College, the refreshing greenery of the Winter Park Golf course, and the convenience of Sun Rail's commuter train. Immerse yourself in the charm of Central Park, where art festivals, concerts, movies, and events unfold right before your eyes. The Winterset mid-rise building offers key-secured access and a convenient call box for welcoming visitors. The lobby extends a warm welcome with a lounge area, perfect for unwinding or greeting your guests. Indulge in the pristine amenities of this well maintained community – a generously sized private pool, sun deck, and a grilling area designed for your leisure. Now, let's talk about this freshly painted gem of a corner unit – bathed in natural light and adorned with stunning travertine floors. The fully remodeled kitchen (2024) features granite countertops, new cabinets, all new stainless steel appliances and overlooks the spacious dining space. The open-concept dining into living room leads you to the open-entry sunroom that features energy-efficient impact-resistant sliding glass doors that overlooks a paved patio and lush greenery. Both of the bedrooms feature brand new carpet and beautiful plantation shutters that offer privacy and energy efficiency. The welcoming primary suite, boasts a walk-in closet and elegant make-up vanity with a large walk-in tile shower, big enough for two! The guest bath exudes charm with warm wood cabinetry and a tub/shower combo. Live the carefree lifestyle you've been dreaming of in this exclusive Winter Park haven, surrounded by multi-million dollar condos and homes. A property like this will not be available long. Call for your private showing today!

Type:
Condo
Sq.Ft.:
1,165
Status:
Active
Beds:
3
Lot size:
19.03 Acres
Year built:
1970
Baths:
2.00
MLS#:
O6248464
Subdivision:
Four Seasons Condo

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. I’m excited to share an incredible opportunity that you won’t want to miss—a spacious 3-bedroom, 2-bath condo in Winter Park at a fantastic price. Imagine closing on your new home before the Holidays! This rare find comes with all appliances included, even the washer and dryer, making your move-in seamless. The community is packed with amenities, featuring three pools, tennis courts, laundry rooms, and a pet-friendly environment. Plus, the clubhouse has just been remodeled to include a brand-new fitness room for your convenience. Four Seasons was designed with you in mind—blending traditional charm with a warm community feel that truly feels like home. Inside the condo, you’ll be impressed by the large rooms and thoughtful details such as remodeled Bathrooms, new windows and sliding door wall, an abundance of closets and even a outdoor storage closet. This quiet first-floor unit boasts great views and a spacious floor plan that invites comfort. Located within the city limits of Winter Park often referred to as its best-kept secret—you’re just minutes away from downtown Orlando’s vibrant parks, entertainment options, fine dining experiences, and top-notch shopping. Educational institutions like Rollins College, Full Sail University, and UCF are also nearby. Enjoy casual conversations with neighbors by the pool or simply relax in the serene environment of beautiful Winter Park. With a low HOA fee of only $430 covering water, trash removal, sewer services, pest control, building insurance and more—this is an opportunity you can’t afford to overlook. Winter Park schools are highly regarded too: Brookshire Elementary School / Glenridge Middle School / Winter Park High School. Let’s make your dream of owning this wonderful condo come true!

Type:
Single Family
Sq.Ft.:
2,220
Status:
Active
Beds:
3
Lot size:
0.28 Acres
Year built:
1956
Baths:
2.00
MLS#:
O6248856
Subdivision:
Lake Forest Park

ADDITIONAL INFORMATION

Just two miles from historic downtown Winter Park, this 3-bedroom, 2-bath, 2,220 sq ft mid-century modern home is a true gem perched on a knoll overlooking spring-fed Lake Forest. With options to renovate or build new, this property combines charm, function, and tranquility. This is a rare opportunity with the water view in the back. The open, light-filled floor plan features mint-condition parquet floors in the main areas and bedrooms. The kitchen adjacent to the carport. The dining room opens to a library with floor-to-ceiling bookcases—ideal for a home office. The family and Florida rooms, both with large windows overlooking the terraced backyard and serene lake views. A wood-burning fireplace, concrete floors, and a beamed ceiling make the Florida room perfect for an artist’s studio. 2015 roof, and some 2001 windows. Zoned for Audubon K-8 and Winter Park High, this peaceful retreat is near Corrine Dr. shops, Baldwin Park, and downtown Orlando. Welcome home!

Type:
Single Family
Sq.Ft.:
2,018
Status:
Active
Beds:
4
Lot size:
0.14 Acres
Year built:
1986
Baths:
3.00
MLS#:
O6247920
Subdivision:
Hyde Park

ADDITIONAL INFORMATION

REDUCED!!!! LOCATION LOCATION. LOCATION !!! in Winter Park, this beautiful and well maintained 4/2/1. Spacious kitchen with granite counters, stainless appliances, breakfast bar anddining space. The large Master suite is located on the first floor, and fit for a queen. Master bath has granite counters, double sinks, glassenclosed shower and garden tub. Cozy living room with fireplace, and convenient half bath complete the first floor. All 14 quality doors was changed included front door with security glass and protection. All other bedrooms upstairs separated by a large loft space. Upstairs bath has tile with shower-tub combo and double sinks. Re-plumbed and many more features to list this is a must see!!! Sellers are in process to move out. it's sold As-Is condition. Good school District Please CALL NOW!!

Type:
Single Family
Sq.Ft.:
1,140
Status:
Active
Beds:
3
Lot size:
0.17 Acres
Year built:
1959
Baths:
1.00
MLS#:
O6248290
Subdivision:
Lake Monte Sub

ADDITIONAL INFORMATION

HUGE PRICE ADJUSTMENT...NEARLY $100K!! Owner Is Highly Motivated and Ready To Work With You! This charming Winter Park Bungalow is centrally located in a highly desired area of Winter Park (32789) and is Ready for Immediate Occupancy! Featuring 3 full bedrooms, one bathroom, nearly 1,150 sqft of living area, a covered carport and storage rooms. Beautifully updated and maintained throughout the years with vintage style hardwood flooring which flows throughout. The renovated kitchen is sure to impress with modern 42-inch cabinets, granite countertops, stainless steel appliances and update hardware and finishes. The freshly painted interior and exterior makes this home feel “like new” again. Newer paddle fans and lighting fixtures have been added throughout the interior. This is the ideal opportunity for an investor looking to build new, a first-time home buyer or even a downsizing buyer. Setback nicely on a quiet, tree-lined street with a very spacious fenced back yard area that offers plenty of room for an outdoor living area, new pool and/or an additional dwelling or storage. Simply traditional Winter Park at its best! Conveniently located just moments from Winter Park shopping and fine dining, multiple grocery stores, beautiful parks, gyms, entertainment, hospitals, as well as A+ rated Winter Parks schools. Come and see for yourself before its gone! Act Now!

Type:
Condo
Sq.Ft.:
1,219
Status:
Active
Beds:
2
Lot size:
19.03 Acres
Year built:
1970
Baths:
2.00
MLS#:
O6248343
Subdivision:
Four Seasons Condo

ADDITIONAL INFORMATION

Welcome to this charming condo, perfectly positioned in one of Winter Park’s most sought-after areas. Recently remodeled, the modern kitchen and baths shine with contemporary finishes, while new carpeting and updated fixtures provide a fresh, inviting feel throughout. Step outside to enjoy your covered patio and fenced rear courtyard—ideal for quiet mornings or evening gatherings. The community amenities offer something for everyone, including a pool, tennis courts, shuffleboard, and plenty of on-site parking. Beyond your doorstep, you’ll find convenience at every turn. Rollins College, Full Sail Institute, and Winter Park’s World Famous Park Avenue are just minutes away, along with shopping, dining, and entertainment options. For outdoor enthusiasts, the nearby Cady Way Trail is perfect for walks or biking, and Advent Health ensures peace of mind with healthcare close by. This condo offers the perfect blend of modern updates, a great location, and community perks—don’t let this opportunity slip away!

Type:
Single Family
Sq.Ft.:
1,012
Status:
Active
Beds:
2
Lot size:
0.16 Acres
Year built:
1952
Baths:
1.00
MLS#:
O6248164
Subdivision:
Orwin Manor Westminster Sec

ADDITIONAL INFORMATION

Welcome to this charming home in the highly sought after Orwin Manner. Situated on one of the most desirable streets in the neighborhood, this move in ready 2 bedroom 1 bathroom home holds onto classic details while boasting a beautifully updated and modern kitchen and bathroom. The exterior has been refreshed and re landscaped to offer beautiful curb appeal and low maintenance foliage. The large back deck has ample room for seating and grilling out with a beautiful open yard beyond. This lot provides the ability to enjoy plenty of space to enjoy as is or to add on in the future. This home has been well maintained and enjoyed by its owners and is a true gem that will serve the next owners well. Located minutes from I4 and within walking distance to Orange Avenues restaurants, shops, and parks this home effortlessly combines convenience and modern charm.

Type:
Single Family
Sq.Ft.:
4,635
Status:
Active
Beds:
4
Lot size:
0.45 Acres
Year built:
2001
Baths:
6.00
MLS#:
O6246352
Subdivision:
Virginia Heights

ADDITIONAL INFORMATION

Welcome to 1391 Richmond Road—a true work of art and a surreal living experience now on the market. The most discerning buyer will fall in love with the optimal location, an unusually private lot right in the heart of Winter Park, a short stroll to Park Avenue along the stunning shores of Lake Virginia. This handcrafted Georgian style home, designed to emulate New York City townhouse living was masterfully crafted on a magical lot abundant with pristine natural vegetation. Enjoy the Florida lifestyle with frontage on Howell Creek…kayak or paddleboard amongst incredible wildlife to the Winter Park Chain of Lakes. As you arrive, you are greeted by an enticing mix of traditional and old Florida plantings, highlighted by Bevolo exterior lighting and gas lanterns leading the way to your custom mahogany/iron work front entry door. The grand foyer with soaring ceilings, stunning black and white marble flooring, and grand staircase which was built in place, with hand molded railing providing a welcoming signature. Flanked by separate formal living and dining areas on either side, the formal dining room features custom hand painted Gracie brand wallpaper and leads to the butler’s pantry with wine refrigerator. The gourmet kitchen boasts Busby cabinetry, new six burner Decor gas range, new Bosch dishwasher, Subzero refrigerator, large island with prep sink, built-in oven, and naturally lit breakfast area overlooking the backyard oasis. The kitchen opens to the spacious family room with extensive venetian painted millwork, gas/wood burning fireplace with custom Italian made marble surround, 11’4” ceilings, and French doors leading to the terrace and backyard retreat. The formal living room complete with venetian plaster, gas fireplace with custom marble is connected to the family room with a stunning barreled ceiling hallway conveniently located to a chic powder bath. The main floor also includes a full pool bath with access to one of the two garages with air conditioned work room, and a 2nd back staircase. The upstairs primary suite is a sanctuary, graced with an antiqued mirror entry, gas fireplace, double French doors leading to the serene balcony overlooking the statement backyard, and two custom closets with vast cabinetry and lighting. The spa-like bath features Walker Zanger flooring, generous walk-in shower, soaking tub and dual vanities with make-up area. Two additional ensuite bedrooms are also upstairs along with an office/flex room, full bath and laundry room. The second detached garage features a bonus room/convenient home gym. No expense was spared when building which displays antique and unique lighting fixtures, custom millwork, surround sound, central vacuum, reverse osmosis water filtration, and extensive storage throughout. Notable window treatments from the finest textile manufacturers worldwide (Clarence House, Elitis, Nancy Corzine, Carragio), wallcoverings (Fornasetti, Gracie, Schalamandre), lighting (Aerin, Niermann Weeks). This bespoke home is an entertainer’s dream with multiple outdoor areas to relax amongst the secret garden of terraced landscaping and four thoughtfully placed fountains. Celebrate nature’s wildlife which range from owls, great white egrets, blue herons, hawks, bunnies, and otters in your private sanctuary minutes to Winter Park’s premier dining, upscale shopping, Mead Botanical Garden, and the highly coveted Audubon K-8, and Winter Park High!

Type:
Single Family
Sq.Ft.:
1,645
Status:
Active
Beds:
3
Lot size:
0.28 Acres
Year built:
1980
Baths:
2.00
MLS#:
O6246287
Subdivision:
Wrenwood Unit 3 3rd Add

ADDITIONAL INFORMATION

Welcome to 5231 Ardmore Drive in the Wrenwood Community of Winter Park (Seminole County.) This home has been lovingly cared for by the same family since 1983. Enter through a screened lanai to a 3-bedroom 2 full bath split plan with private pool. Situated on .27 of an acre with a lovely landscaped fenced backyard with fruit trees perfect for entertaining, gardening or just relaxing in the sparkling pool. The kitchen with breakfast bar is the center of the home with entrances to the living room, dining room and large den. A screened patio off the den is perfect for a summer kitchen. The home was re-piped in 2015, roof replaced in 2018, A/C replaced in 2018, and hot water heater in 2015. The Wrenwood community does not require an HOA. Minutes to Winter Park downtown, close to the 417, the Advent Health campus, The Center for Health and Wellbeing, great restaurants, shopping and the sought after schools of Seminole County. Schedule your private showing today and discover the opportunity to add your signature style to this charming pool home.

Type:
Single Family
Sq.Ft.:
1,540
Status:
Active
Beds:
3
Lot size:
0.19 Acres
Year built:
1956
Baths:
2.00
MLS#:
G5088048
Subdivision:
Albert Lee Ridge First Addition

ADDITIONAL INFORMATION

This charming 3 bed 2 bath Winter Park home is about 1685 total square feet with a large covered patio to view the bountiful garden. Make an appointment to see this move-in ready home with a lush yard filled with exotic fruits, vegetables and flowers. This lovely home has been meticulously cared for with the roof being replaced 5 years ago. It is ideally located minutes from downtown Orlando/Lake Eola plus all of the various activities in Winter Park. Also in close proximity to Interstate 4, commercial use buildings and other established residential homes. According to Niche, "Winter Park is #2 Best Suburb to live in the Orlando area." It is known for top notch restaurants/cafes/bars, boutique businesses as well as upscale shopping. Winter Park is full of arts, culture, charm and beautiful parks. WPV is recognized to have nationally ranked schools and colleges. Adventure awaits with the Sunrail depot nearby. A must see is the WP Farmer's Market with unique vendors. Come take a look before it's gone!

Type:
Townhouse
Sq.Ft.:
1,530
Status:
Active
Beds:
2
Lot size:
0.06 Acres
Year built:
1982
Baths:
3.00
MLS#:
O6247132
Subdivision:
Cherokee Park

ADDITIONAL INFORMATION

LOCATION, LOCATION, LOCATION! Tucked in a peaceful enclave of Winter Park, this distinctive 2-bedroom, 2.5-bathroom townhome blends mid-century modern charm with contemporary functionality. This home welcomes you inside with an open-concept floor plan featuring a charming wood-burning fireplace flanked by built-in shelving and classic brick flooring that seamlessly connects the living, dining, and kitchen areas, ideal for entertaining and everyday living. The spacious layout flows into the dining and kitchen area with a breakfast bar that invites casual dining, while the kitchen is outfitted with stainless steel appliances and countertops and plenty of cabinetry. The large windows allow for abundant natural light, especially in the upstairs bedrooms, where high ceilings create a sense of openness. Each bedroom offers a plethora of storage with a private ensuite framed by unique clerestory windows, providing privacy while welcoming sunlight and complementing the beautiful wood flooring. Outside, the private backyard offers a generous patio area perfect for hosting epic BBQs or simply relaxing. Experience the best of Winter Park living with this prime location, steps away from the Winter Park Tennis Club and a short stroll to Park Avenue’s acclaimed shops and restaurants, picturesque Rollins College campus, the vibrant Winter Park Farmers' Market, and the scenic shores of Lake Virginia. This home is also a stone’s throw from the exciting up-and-coming Seven Oaks Park, a 1.5-acre green space designed to promote community and wellness through its lush landscaping and thoughtfully curated spaces. Whether you are looking for a standout addition to your investment portfolio or a place to call your own, this property offers endless possibilities. Don’t miss the opportunity to make it yours—schedule a private showing today!

Type:
Condo
Sq.Ft.:
678
Status:
Active
Beds:
1
Lot size:
0.02 Acres
Year built:
1973
Baths:
1.00
MLS#:
S5113564
Subdivision:
Stratford A Winter Park Condo

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Don't miss this INCREDIBLE OPPORTUNITY in Winter Park!!!! This 1-bedroom, 1-bathroom home is in the Stratford a Winter Park Condominium offering both convenience and a great lifestyle. Enjoy nearby shopping, dining and entertainment while being minutes away from major highway. One or more photo(s) has been virtually staged. Don't miss this incredible opportunity, schedule your showing TODAY!!!!

Type:
Condo
Sq.Ft.:
908
Status:
Active
Beds:
2
Lot size:
0.02 Acres
Year built:
1967
Baths:
2.00
MLS#:
O6246194
Subdivision:
Mead Garden Condo

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Remodeled 2nd story, end unit, 2-bedroom, 2-bath condo in stunning Winter Park! Enjoy all the charm Winter Park has to offer, just minutes from Park Avenue's shops and restaurants, or take a short bike ride to nearby parks and outdoor venues. This desirable end-unit condo has been upgraded with new kitchen cabinets, granite countertops, and stainless steel appliances. Recent 2023 improvements include a new AC, roof & gutters. The interior has been freshly painted, and the home boasts new outlets, wall switches, and light fixtures throughout. Enjoy new luxury vinyl floors and plush carpeting, as well as all-new door hardware for a polished look. The community offers a pool and an on-site laundry facility. With Mead Gardens right behind the complex, you’ll have access to some of the best walking paths in Winter Park. Conveniently located between Trader Joe's, Winter Park Village, Ivanhoe Row, and Mills restaurants, and just a short distance to Park Avenue, Winter Park Tennis Center, Seven Oaks Park, and Rollins College. With low monthly fees, this is a fantastic opportunity to live affordably in Winter Park!

Type:
Single Family
Sq.Ft.:
5,264
Status:
Active
Beds:
5
Lot size:
0.42 Acres
Year built:
2024
Baths:
6.00
MLS#:
O6239351
Subdivision:
Forest Hills

ADDITIONAL INFORMATION

This gorgeous, new-construction FG Schaub custom home is the epitome of stunning contemporary design by architect, Michael Weinrich. As you enter this sprawling residence, with views of both Lake Sue and Lake Chelton you'll be greeted by exquisite tile work with brass inlays, wood floors, drop down ceiling, crown molding, wainscoting and natural light that pulls the outside living in. The first floor was meticulously designed with your Owner’s suite, an additional en suite bedroom with walk in closet, large laundry room with full size washer and dryer and an abundance of cabinet and counter space, an eye catching drop zone, elevator, storage room, kitchen and great room. The kitchen truly is a chef’s dream with Quartz countertops, spacious island, custom cabinetry with a satin brass inlay, and modern appliances including Tru refrigerator, freezer, a dual zone 150 bottle wine fridge, 60" Wolfe range with a custom range hood. The custom cabinetry continues into hidden butlers pantry complete with ice maker, microwave drawer, additional sink and Bosch dishwasher. The great room will be your hot spot for entertaining! Located off the kitchen, offering plenty of space for friends and family to gather with easy access to the pool area. Floor to ceiling Anderson windows, bar and an electric fireplace for that added touch of ambiance. Continuing into the Owner's suite you will find more expansive Anderson windows, private access to the outdoor living area, luxurious en-suite bathroom and custom closet. Feast your eyes on the 3x10 large format porcelain tile flooring, dual undermount glass sinks, 24K plated brushed gold fixtures, towel warmer, free standing soaking tub, large walk in shower and private water closet with smart toilet in your Owner’s bathroom. And the closet is a feature in itself with lighted LED rods, custom built ins, full length door mirrors and island. Access the second floor via the private elevator or staircase with a glass railing that leads to 3 additional bedrooms, all en-suite with custom tile work and walk in closets with built ins. You'll also find an additional laundry room with a stackable washer and dryer, linen closet, mechanical room and the activity space complete with wet bar and wrap around balcony with a custom glass railing offering sunsets over Lake Sue. Step outside to your own private oasis featuring a sparkling pool with 3 built in stools, sunshelf and spa, fire pit, and cabana with a full summer kitchen, roll away screens, half bathroom and an outdoor shower - ideal for weekend gatherings or relaxing evening meals poolside. Attention to detail carries out to the oversized 3-car garage which features epoxy flooring and a custom LED light design on the ceiling. While a hand crafted iron gate to the front courtyard gives a nod to Winter Parks favorite resident peacocks. A standing seam metal roof and lush landscaping adds the final aesthetic touch on this FG Schaub masterpiece. Welcome home to one of the most exceptional properties on the market!

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Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Copyright 2024, My Florida Regional MLS DBA Stellar MLS.



Winter Park Real Estate

The median home value in Winter Park, FL is $452,090. This is higher than the county median home value of $369,000. The national median home value is $338,100. The average price of homes sold in Winter Park, FL is $452,090. Approximately 59.56% of Winter Park homes are owned, compared to 29.54% rented, while 10.9% are vacant. Winter Park real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Winter Park real estate agent to arrange a tour today!

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.

Winter Park Weather

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.

Winter Park Real Estate Market Conditions

  • Median sales price

    $452,090
    25.3% change since last quarter
  • # Active listings

    329
    30-day change

Winter Park Schools and Demographics

Education near Winter Park, FL

Metric City County
High School Graduates 96.78 89.47
College Degree - 2 year 9.01 11.45
College Degree - 4 year 62.48 35.7
Graduate Degree 17.77 9.12
Expenditures per Student 12,701 12,701
Students per Teacher 17.3 17.3

Elementary Schools near Winter Park, FL

School Grades Students P/T Ratio ZIP
Aloma Elementary School PK - 05 528 15.5 32792
Aspire Academy Charter KG - 05 111 8.5 32804
Audubon Park Elementary School PK - 05 1,182 14.8 32814
Brookshire Elementary School PK - 05 632 12.9 32792
Dommerich Elementary School PK - 05 603 15.1 32751
Eastbrook Elementary School PK - 05 809 14.2 32792
Fern Creek Elementary School PK - 05 326 12.1 32803
Hillcrest Elementary School PK - 05 463 14.5 32803
Hungerford Elementary School PK - 05 283 13.5 32751
Killarney Elementary School KG - 05 444 14.8 32789
Lake Silver Elementary School PK - 05 688 12.3 32804
Lake Sybelia Elementary School PK - 05 600 13.3 32751
Lakemont Elementary School KG - 05 656 14.6 32792
Orlando Science Elementary Charter KG - 05 482 15.1 32804
Princeton Elementary School PK - 05 488 13.2 32804

Middle Schools near Winter Park, FL

School Grades Students P/T Ratio ZIP
Glenridge Middle School 06 - 08 1,415 18.4 32814
Maitland Middle School 06 - 08 909 18.9 32751
Robert E Lee Middle 06 - 08 1,034 17.2 32804

High Schools near Winter Park, FL

School Grades Students P/T Ratio ZIP
Edgewater High School 09 - 12 1,782 20 32804
Lake Howell High School 09 - 12 2,229 19.1 32792
Winter Park High School 09 - 12 3,069 18.7 32792
Workforce Advantage Academy Charter 09 - 12 238 47.6 32803

Ungraded Schools near Winter Park, FL

School Grades Students P/T Ratio ZIP
* Aloma High Charter School 09 - 12 510 42.5 32792
* Winter Park Education Center 11 - 12 0 32789
Broward Science Charter School UG - UG 0 32804
Central Florida Leadership Academy Charter 06 - 12 189 15.8 32803
Gateway 06 - 12 63 3.7 32804
Hospital Homebound PK - 12 229 4 32804
La Amistad School KG - 12 48 9.6 32751
Orlando Science Middle High Charter School 06 - 12 555 15.4 32804
Pace Center for Girls 06 - 12 34 6.8 32803
Silver Star Center 06 - 12 25 2.5 32804
Winter Park Tech AE - AE 0 32789

Demographics near Winter Park, FL

Metric City County
Neighborhood Type Suburban
Population 29,672 1,409,949
Population Density 3,393 1,562
Median Age 45.3 35.7
People per Household 2.3 2.9
Median Household Income 88,688 65,784
Average Income per Capita 67,032 33,498