Winter Park FL Real Estate & Homes for Sale

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Beds:
2
Baths:
2.00
Sq.Ft.:
1,219
Status:
Active
MLS#:
O6248343
Type:
Condo
Subdivision:
Four Seasons Condo
Lot size:
19.03 Acres
Year built:
1970
A broker reciprocity listing Courtesy: RE/MAX 200 REALTY 407-629-6330
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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!

Beds:
2
Baths:
1.00
Sq.Ft.:
1,012
Status:
Active
MLS#:
O6248164
Type:
Single Family
Subdivision:
Orwin Manor Westminster Sec
Lot size:
0.16 Acres
Year built:
1952
A broker reciprocity listing Courtesy: SAND DOLLAR REALTY GROUP INC 407-389-7318
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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.

Beds:
4
Baths:
6.00
Sq.Ft.:
4,635
Status:
Active
MLS#:
O6246352
Type:
Single Family
Subdivision:
Virginia Heights
Lot size:
0.45 Acres
Year built:
2001
A broker reciprocity listing Courtesy: STOCKWORTH REALTY GROUP 407-909-5900
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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!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,645
Status:
Active
MLS#:
O6246287
Type:
Single Family
Subdivision:
Wrenwood Unit 3 3rd Add
Lot size:
0.28 Acres
Year built:
1980
A broker reciprocity listing Courtesy: COLDWELL BANKER RESIDENTIAL RE 407-647-1211
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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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,540
Status:
Active
MLS#:
G5088048
Type:
Single Family
Subdivision:
Albert Lee Ridge First Addition
Lot size:
0.19 Acres
Year built:
1956
A broker reciprocity listing Courtesy: CHARLES RUTENBERG REALTY ORLANDO 407-622-2122
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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!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,530
Status:
Active
MLS#:
O6247132
Type:
Townhouse
Subdivision:
Cherokee Park
Lot size:
0.06 Acres
Year built:
1982
A broker reciprocity listing Courtesy: SERHANT 646-480-7665
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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!

Beds:
1
Baths:
1.00
Sq.Ft.:
678
Status:
Active
MLS#:
S5113564
Type:
Condo
Subdivision:
Stratford A Winter Park Condo
Lot size:
0.02 Acres
Year built:
1973
A broker reciprocity listing Courtesy: LPT REALTY 877-366-2213
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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!!!!

Beds:
2
Baths:
2.00
Sq.Ft.:
908
Status:
Active
MLS#:
O6246194
Type:
Condo
Subdivision:
Mead Garden Condo
Lot size:
0.02 Acres
Year built:
1967
A broker reciprocity listing Courtesy: KELLER WILLIAMS HERITAGE REALTY 407-862-9700
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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!

Beds:
5
Baths:
6.00
Sq.Ft.:
5,264
Status:
Active
MLS#:
O6239351
Type:
Single Family
Subdivision:
Forest Hills
Lot size:
0.42 Acres
Year built:
2024
A broker reciprocity listing Courtesy: CORCORAN PREMIER REALTY 407-965-1155
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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!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,152
Status:
Active
MLS#:
O6245383
Type:
Single Family
Subdivision:
Eastbrook Sub Unit 05
Lot size:
0.23 Acres
Year built:
1961
A broker reciprocity listing Courtesy: WEMERT GROUP REALTY LLC 407-743-8356
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Charming 3 Bedroom / 2 Bathroom BLOCK HOME on an large CORNER LOT (.23 ACRES) with BRAND NEW FULL INTERIOR PAINT, NEWER WINDOWS and an UPDATED ELECTRICAL PANEL, 2016 ROOF, BAMBOO WOOD FLOORS and MODERN BATHROOMS! The spacious living area flows naturally into the dining area and kitchen with French door access to the patio and FULLY FENCED BACKYARD. The family chef will appreciate a comfortable kitchen offering solid wood cabinetry for ample storage, STAINLESS STEEL APPLIANCES and a window over the sink that lets the light pour in. The bamboo floors continue into the bedrooms including a generous PRIMARY SUITE complete with a RENOVATED EN-SUITE BATH. Bedrooms two and three share a second full bath, also updated! The beautiful mature trees that surround this home create a park-like setting and add privacy for you to enjoy the outdoor space. There is a firepit, garden bed and shed for additional storage. No HOA and zoned for TOP RATED SCHOOLS, the friendly community of Eastbrook is located near SR 436, University Blvd and 417 and is less than 30 minutes to Downtown Orlando. Enjoy the amazing beauty and attractions that Winter Park offers from the Orlando Science Center to the Orlando Museum of Art, Leu Gardens, several lakes, parks, local restaurants, boutiques and so much more! Live, work & play in close proximity to everything you need - call today to schedule a tour!

Beds:
2
Baths:
2.00
Sq.Ft.:
840
Status:
Active
MLS#:
O6247155
Type:
Condo
Subdivision:
Lancelot At Winter Park
Year built:
1990
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY AT THE LAKES 407-566-1800
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ADDITIONAL INFORMATION

WINTER PARK CONDO! This spacious condo is located just minutes from UCF, Rollins College and Full Sail University, walking distance to shopping center and conveniently located near restaurants, major roads and highways (417 & 408). Completely renovated and ready to move into 2 bed 2 bath has NO CARPET, NEW KITCHEN CABNIETS with STAINLESS STEEL APPLIANCES, NEW VANITIES in bathrooms, BRAND NEW AC and WATER HEATER! This beautiful unit is positioned on the second floor, has inside laundry and vaulted ceiling in the great room. The spacious kitchen offers a breakfast area, pantry, and overlooks living area. Each bedroom has it's own bathroom allowing for privacy along with nice sized closets for plenty of storage. Building has fresh exterior paint and new roof. Condo has a community pool and mail center. It is a must see!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,554
Status:
Active
MLS#:
O6244737
Type:
Single Family
Subdivision:
Ridge High Sub
Lot size:
0.21 Acres
Year built:
1959
A broker reciprocity listing Courtesy: REAL BROKER, LLC 407-279-0038
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Welcome to this beautifully remodeled 4-bedroom, 2-bath home, nestled in a quiet neighborhood that perfectly balances comfort and convenience. As you approach, you’ll notice the fresh exterior paint and NEW ROOF, welcoming you inside where you’ll find a bright and inviting open living space, featuring brand new luxury vinyl plank flooring that flows seamlessly throughout the home. The thoughtfully designed floor plan creates a natural flow between the living, dining, and kitchen areas, making it ideal for both relaxing and entertaining. The heart of the home is a completely renovated kitchen boasting sleek quartz countertops, stainless steel appliances, and custom cabinetry. Adjacent to the kitchen is a cozy dinette area that leads into a versatile flex space, ideal for a home office, playroom, or fitness area, offering endless possibilities to suit your lifestyle needs. The split-bedroom layout ensures maximum privacy for the spacious primary suite, which is tucked away on its own side of the home just off the flex space. This retreat includes a generous walk-in closet and a stylishly renovated ensuite bathroom. On the opposite side of the home, three additional bedrooms share a beautifully updated bathroom, providing ample space for family or guests. The huge backyard offers plenty of room for outdoor activities or even adding a pool. Recent upgrades include a new roof, updated electrical, new sod, and fresh interior and exterior paint, ensuring peace of mind for the next homeowner. Located in a highly sought-after area, this home is zoned for top-rated Tuskawilla Middle School and Lake Howell High School. With easy access to Highway 436, a variety of shopping and dining options are just moments away, simplifying your daily routine. Don’t miss out on the chance to own this fully renovated gem that’s move-in ready and waiting for you to make it your own!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,040
Status:
Active
MLS#:
O6246791
Type:
Single Family
Subdivision:
Winter Woods Unit 04
Lot size:
0.25 Acres
Year built:
1972
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 407-352-1040
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ADDITIONAL INFORMATION

Welcome Home to Winter Woods! This beautifully upgraded move in ready home at 1981 Japonica Road offers modern living with a wonderful feeling of home sweet home. Every inch of this property has been thoughtfully updated, starting with a new roof, new electrical and new windows to ensure energy efficiency and peace of mind. At first glance you will see this spectacular gourmet kitchen featuring new high-end appliances such as a LG refrigerator and stunning LG double wall oven, perfect for culinary enthusiasts. As you step inside to admire the new floors that flow throughout, creating a warm and inviting atmosphere. Outdoors, the expansive space truly shines with newly installed interlocking pavers covering 4,485 sqft, offering ample room to park up to 14 cars! Enjoy the convenience of a Level 2 EV charger and the ambiance of solar lights adorning the fence, setting the stage for evening gatherings. Whether you're hosting a large gathering or enjoying a quiet evening, this home features a new outdoor grill perfect for BBQs and entertaining. This home combines style, functionality, and luxury, making it a must-see in the desirable Winter Woods community. Truly, one-of-a-kind home, a show stopper and ready to start making memories. No HOA & Everything renovated in 2022! Don’t miss out on this exceptional property!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,664
Status:
Active
MLS#:
O6246271
Type:
Single Family
Subdivision:
Garden Lake Estates Unit 1
Lot size:
0.24 Acres
Year built:
1979
A broker reciprocity listing Courtesy: FOLIO REALTY LLC 407-917-0241
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ADDITIONAL INFORMATION

Renovated Winter Park home offering 3 bedrooms 2 baths with 1646 sq feet. Nice size lot .24 acre, fenced with a large open pool featuring brand new pool equipment & newly screened patio. 2024 Updates include: Roof, Luxury vinyl flooring, 5 1/4 in. baseboards, popcorn ceilings removed & retextured, Full Kitchen renovation with SS appliances, Soft close cabinets & Quartz counter tops. Fresh paint, New interior doors. Electric updates with new Decora switches, & LED light fixtures. New Ceiling Fans with remote controls in every room. The Living room is anchored with a stone wood burning Fireplace with Custom Built-ins which flows to the dining room. Both bathrooms updated with Porcelain tile, new vanities & fixtures. Water Heater 2021, AC 2016 completely serviced. Gorgeous natural light throughout. New Garage Door opener with Keypad. The Shed in the backyard offers additional storage. No HOA! Highly desirable area with easy access to shopping & main roads.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,652
Status:
Active
MLS#:
O6247202
Type:
Townhouse
Subdivision:
Winter Green
Lot size:
0.04 Acres
Year built:
1984
A broker reciprocity listing Courtesy: WEMERT GROUP REALTY LLC 407-743-8356
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. **This will qualify for Florida Bond Program and Seminole County Down Payment Assistance !!!** In the perfect central location just off 436 in desirable Winter Park, this 3BD/2.5BA townhome awaits with a PRIVATE COURTYARD patio, Ameristar AC 2023 -NEW CARPET, cozy FIREPLACE, an UPDATED KITCHEN and MAIN FLOOR BEDROOM with access to a half bath! Thanks to sliding glass door access to the private patio your living and dining areas are light and bright and both are easily accessible to the updated galley style kitchen. There is crown molding as well as chair rail detailing and the fireplace is a fun addition for when you gather with family or entertain friends. There is one bedroom on the main floor along with a half bath/laundry room with the remaining bedrooms all on the second floor. The guest bedroom offers sliding glass door access to a Juliet balcony for great natural light while your primary suite features DUAL CLOSETS (one is a WALK-IN!) and a private en-suite bath, also updated. Residents of Winter Green will enjoy a COMMUNITY POOL and tennis courts and you are just minutes from TOP-RATED SCHOOLS! The central location gives you easy access to shopping, dining, area parks, lakes and more and the low HOA makes this an ideal first home or investment property, plus it comes with assigned parking. Call today to schedule a tour and discover all that Winter Green Blvd has to offer!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,458
Status:
Active
MLS#:
O6245474
Type:
Single Family
Subdivision:
Tuscany Place
Lot size:
0.39 Acres
Year built:
1978
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES 407-644-1234
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ADDITIONAL INFORMATION

Located in the Tuscany Place neighborhood in the heart of Winter Park, this home offers endless potential for those looking to create their dream residence. With its classic ranch architecture and original features, this property is a blank canvas awaiting your personal touch, or provides a great opportunity to build new on its 0.39-acre corner lot. The home includes 3 bedrooms and 2 bathrooms, a formal living room, separate dining room, family room, sunporch, and kitchen with a breakfast nook. It also has a two-car rear entry garage. The spacious backyard provides room for outdoor gatherings and gardening, with mature landscaping. The location is excellent, within walking distance to Winter Park Racquet Club, and just moments from Winter Park and Maitland's vibrant dining, shopping, and cultural scene. Zoned for Dommerich Elementary, Maitland Middle School, and Winter Park High School. This home is perfect for investors or homeowners seeking a project in a sought-after neighborhood. Being sold AS IS, please see Realtor Remarks for comments.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,332
Status:
Active
MLS#:
O6246429
Type:
Townhouse
Subdivision:
Fernbrook Trails
Lot size:
0.13 Acres
Year built:
1984
A broker reciprocity listing Courtesy: EXP REALTY LLC 407-204-1111
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ADDITIONAL INFORMATION

Great value for a three bedroom home in Winter Park! This two story town home has the primary bedroom on the first floor and two generous bedrooms on the second floor. While it does need some cosmetic work, there is a new roof, new ac and newer gutters. The first floor is all ceramic tile. The upstairs bedrooms are laminate. In the upstairs bath there is a new vanity and ceramic tile flooring. This is a great value in a very convenient location. Call now for your private showing!

Beds:
2
Baths:
1.00
Sq.Ft.:
864
Status:
Active
MLS#:
O6246133
Type:
Single Family
Subdivision:
Golfview
Lot size:
0.17 Acres
Year built:
1949
A broker reciprocity listing Courtesy: LIFESTYLE INTERNATIONAL REALTY 305-809-8085
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ADDITIONAL INFORMATION

HUGE PRICE REDUCTION! Welcome to this charming beautiful well maintained single family home located in Winter Park, FL with NO HOA. This home has it all! This property features a breezeway entrance / Mudroom that leads you to the front door of the home or to the door to enter the backyard. Presenting 2 bedrooms, 1 bathroom, 1 car garage shared with laundry room space, moving along to the living-room & open eat in kitchen combo. Your large backyard is fenced in to give you privacy while entertaining. It also boasts a covered patio that allows you to enjoy watching the rainfall or sip some lemonade during the sunshiny days. The owner has recently painted the entire exterior and revamped the curb appeal. This home is perfectly situated near downtown Orlando and just minutes from Dubsdread Golf Course and amazing local restaurants. Less than 30 minutes away from your funnest attractions such as Disney, Universal Studios and some great colleges !! Property is currently tenant occupied. Rest assured it’s very easy to show. Here’s your opportunity to own property in Winter Park so schedule your showing today because this won’t last! HVAC: Replaced in 2014 and outdoor unit is rebuilt in 2023 (new compressor) PLUMBING Completely re plumbed in 2009 ROOF- Replaced in 2019 ELECTRICAL replaced in 2009/ Main panel upgraded in 2017 Back Porch built in 2019/ Front Windows replaced in 2018 Exterior Completely repainted: Sept. 2024

Beds:
4
Baths:
2.00
Sq.Ft.:
1,928
Status:
Active
MLS#:
S5113221
Type:
Single Family
Subdivision:
Kings Cove
Lot size:
0.31 Acres
Year built:
1989
A broker reciprocity listing Courtesy: MULTI CHOICE REALTY LLC 352-404-6542
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ADDITIONAL INFORMATION

LOCATION!!!This amazing single family home features 4-bed, open-concept home with a private pool located in the desirable Kings Cove neighborhood. Furniture is available for sale! Nestled on an expansive (1/3 acre) cul-de-sac lot, you’ll enjoy a host of appealing exterior updates and upgrades including NEWER ROOF (2021), new covered lanai over pool-scape and privacy-fenced backyard greenspace. Covered terrace offers an ideal spot for outdoor seating, dining and entertaining poolside; adjoining cabana bath offers added convenience. Interior design details include vaulted ceilings, wood-look tile flooring (NO CARPET throughout), and updated fixtures and finishes. Open kitchen features a serving bar, granite countertops, Shaker-style cabinetry, and stainless steel appliances. Gorgeous owner’s retreat features cathedral ceilings, direct terrace access, walk-in closet, and updated en suite bath with double-sink granite vanity, custom tiled tub and step-in shower. Exceptional location close to highly rated schools, shopping, dining, recreation and major thoroughfares. A few minutes drive to Trinity Preparatory School, the best private middle and high school in Orlando area. This home is beautiful and ready for you and your family! Schedule your Showing today or click Virtual Tour link to view a video tour.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,080
Status:
Active
MLS#:
O6245588
Type:
Townhouse
Subdivision:
Windward Square Sec 2
Lot size:
0.07 Acres
Year built:
1978
A broker reciprocity listing Courtesy: COLDWELL BANKER RESIDENTIAL RE 407-647-1211
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ADDITIONAL INFORMATION

Welcome to this enchanting one-story townhome, a rare gem in today's market. Nestled in the coveted Winter Park community of Windward Square, this spacious, open-concept home is perfect for both relaxation and entertaining. A wrought iron gate leads you into the large front courtyard, offering a secluded yet inviting entrance. Inside, abundant natural light floods the home through custom plantation shutters windows, creating a warm and inviting atmosphere. The thoughtfully designed living space with 5inch custom baseboards features ample storage and counter space, making the kitchen ideal for entertaining. Stainless steel appliances, granite countertops, and a stainless steel backsplash add a touch of modern elegance. Both bedrooms open onto a private back courtyard, offering endless possibilities for creating your own outdoor oasis. Additional features include a recently replaced roof 2023 and electrical panel 2023, an inside laundry room, and a utility closet on the covered and screened patio perfect for additional storage. Enjoy the community amenities, including a large pool, clubhouse, tennis court, and playground. Located just moments away from top-rated schools, universities, popular dining, shopping, and transportation options, this townhome offers the perfect combination of comfort, style, and convenience. Don't miss the opportunity to make this delightful home yours!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,204
Status:
Active
MLS#:
O6237311
Type:
Condo
Subdivision:
Huntington Condo
Lot size:
0.06 Acres
Year built:
1981
A broker reciprocity listing Courtesy: PREMIER SOTHEBY'S INTL. REALTY 407-644-3295
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ADDITIONAL INFORMATION

Seize the opportunity to own this delightful townhouse within walking distance of downtown Winter Park, where the charm of Park Avenue and the vibrant Rollins College campus await just steps from your door. This two-bedroom, two-and-a-half-bathroom home presents an ideal canvas for creating your haven. As you enter, you'll be welcomed by a well-planned layout featuring a spacious great room with a cozy wood-burning fireplace, perfect for gathering with friends and family. The adjacent dining area flows seamlessly into a bright sunroom, offering a versatile space that could easily function as a home office or a tranquil retreat for reading and relaxation. Upstairs, discover two generously sized bedrooms, each boasting its covered balcony where you can enjoy peaceful mornings or unwind in the evening. The primary suite is a highlight, featuring a walk-in closet and a unique loft area that provides additional storage or a private nook for relaxation. The en-suite bath adds to the convenience and comfort. Step outside to a large, private backyard patio, ideal for hosting outdoor dinners, barbecues or simply soaking up the Florida sunshine in your secluded space. The property includes a covered, assigned parking space, with additional guest parking available for visitors. On a quiet dead-end street, this townhouse offers the ease of a lock-and-leave lifestyle, allowing you to fully embrace the vibrant offerings of Winter Park, from its eclectic dining and boutique shopping to the nearby SunRail station and bustling farmer’s market. Zoned for the highly regarded Audubon K-8 and Winter Park High School, this property combines convenience with potential to create the home you've always envisioned. Don’t let this rare opportunity pass you by.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,143
Status:
Active
MLS#:
O6245393
Type:
Condo
Subdivision:
Landmark Winter Park Condo
Lot size:
0.32 Acres
Year built:
2008
A broker reciprocity listing Courtesy: KELLER WILLIAMS WINTER PARK 407-545-6430
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ADDITIONAL INFORMATION

INTRODUCING THE COVETED CORNER PENTHOUSE UNIT IN ONE OF WINTER PARK'S LUXURY CONDO BUILDING. THE LANDMARK BUILDING IS AN AWARD WINNING LUXURY CONDO BUILDING LOCATED IN DOWNTOWN WINTER PARK. AN EXTENSIVE PRIVATE BALCONY, UNIQUE ONLY TO THE PENTHOUSE UNIT PROVIDES AN ABUNDANCE OF LIGHT AS WELL AS PANORAMIC CITY AND TREE TOP VIEWS OF DOWNTOWN WINTER PARK. AS YOU ENTER THE SECURED MAIN ENTRY GATE, YOU ARE IMMEDIATELY IMPRESSED WITH THE AWARD WINNING ARCHITECTURAL DETAILS. A MOSAIC TILE FOUNTAIN AND CEILING IS THE CENTERPIECE OF THE OPEN AIR COURTYARD WITH A BEAUTIFUL SEATING AREA WITH PRIVATE SUMMER KITCHEN FOR ALL THE RESIDENTS TO ENJOY. TAKE THE SPACIOUS ELEVATOR TO THE PENTHOUSE FLOOR WHERE YOU WILL STEP INTO YOUR PRIVATE ENTRANCE BALCONY LEADING TO YOUR FRONT DOOR, THE FIRST OF 3 BALCONIES FOR THIS RESIDENCE. AS YOU ENTER YOU IMMEDIATELY ARE IMPRESSED WITH THE ARCHITECTURAL DETAILS OF THIS HOME. THIS UNIQUE PENTHOUSE FLOORPLAN HAS ALL UPGRADES YOU WOULD EXPECT IN A LUXURY HOME. THE RESIDENCE FEATURES 3 BEDROOMS AND 3 FULL BATHROOMS. FROM THE GOURMET KITCHEN BOASTING LUXURY APPLIANCES TO THE WELL THOUGHT OUT FLOOR PLAN. ENJOY A BEAUTIFUL MEAL WITH FAMILY AND FRIENDS IN THE SPACIOUS DINING ROOM WHILE ENJOYING THE VIEWS OF WINTER PARK FROM THE FRENCH GLASS DOORS. THE LIVING ROOM FEATURES A GAS FIREPLACE, ANOTHER UNIQUE FEATURE TO THIS UNIT. HIS AND HERS SEPARATE AREAS IN THE PRIMARY BATHROOM WITH A SHARED GLASS ENCLOSED WALK IN SHOWER. BEDROOM #2 WITH ACCESS TO A FULL BATH AND BEDROOM #3 ALSO HAS ACCESS TO A FULL BATH. BEDROOM #3 IS CURRENTLY BEING USED AS AN OFFICE WITH GORGEOUS VIEWS FROM THE FRENCH GLASS DOORS LEADING TO THE EXPANSIVE BALCONY! ANOTHER UNIQUE FEATURE OF THIS RESIDENCE IS THE UNFINISHED ROOF TOP AREA THAT IS DEEDED TO THIS PENTHOUSE UNIT. AN OPPORTUNITY TO BUILD A ROOF TOP PATIO! THE LANDMARK BUILDING IS CONSIDERED ONE OF WINTER PARK’S GEM. ENJOY THE WINTER PARK LIFESTYLE WITH DINING, SHOPPING AND MANY COMMUNITY EVENTS THAT TAKE PLACE IN CENTRAL PARK. IMAGINE SITTING ON YOUR BALCONY AND WATCHING THE SUNSETS OR TREE LIGHTING CEREMONY, OBSERVING THE ANNUAL PARADE OR LISTENING TO THE ANNUAL PHILHARMONIC CONCERT FROM THE COMFORTS OF YOUR PRIVATE PENTHOUSE WHILE ENJOYING YOUR FAVORITE BEVERAGE. BE SURE TO VISIT THE LANDMARK, THE GEM OF WINTER PARK. DEEDED 2 PARKING SPACES AND A/C STORAGE UNIT. SCHEDULE YOUR PRIVATE SHOWING TODAY. THIS RESIDENCE WILL NOT LAST.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,867
Status:
Active
MLS#:
O6244963
Type:
Single Family
Subdivision:
Greenview At Winter Pines
Lot size:
0.2 Acres
Year built:
1979
A broker reciprocity listing Courtesy: CREEGAN GROUP 407-622-1111
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ADDITIONAL INFORMATION

Discover your dream oasis in this exquisite 3-bedroom, 2-bathroom POOL home nestled on a coveted street in Winter Park on the 3rd hole on the GOLF COURSE. With designer-inspired upgrades and custom features throughout, this home offers a truly unique and luxurious living experience. As you approach the home, you'll be immediately impressed by the charming tile work adorning the walkway and accentuating the home's exterior. Step inside to be greeted by charming features such as crown moldings, gorgeous wood-look porcelain flooring, energy efficient LED lights and designer style lighting features throughout. Immediately to the right is a nice sized office/flex space with the potential for a 4th bedroom, featuring gorgeous built ins and natural light! The heart of the home is the oversized kitchen, a chef's masterpiece featuring custom soft-close cabinets with pull-out shelves, stainless steel appliances, and an ENORMOUS ACCENTED ISLAND with storage, perfect for entertaining. The adjacent family room is equally impressive, boasting custom built-ins, a wood-burning FIREPLACE, and surround sound. Both areas flow into an oversized canyon-like patio and sparkling pool with waterfall, protected by golf ball resistant screens and windows! French doors create a seamless indoor -outdoor flow perfect for gatherings with family and friends! The primary bedroom is a spacious haven with extra seating area and a large WALK IN CLOSET (the original 4th bedroom-converted). Bathroom with gorgeous warm tone tile work and cabinetry with a large walk-in shower and designer fixtures. Second and third bedrooms provide ample space with closets and new carpeting with a 25 year warranty! For added security, cameras are installed around the exterior of the property, and the home has been freshly painted with an EXPANDED concrete driveway. Roof replaced in 2013, and the AC system was updated in 2017. Partial repipe was done in 2017 during renovation in kitchen and the rest is brand new! The home also boasts a new STATE OF THE ART water heater. Conveniently located across the road from Cady Way Trail and near the GOLF COUNTRY CLUB, this home offers easy access to downtown Winter Park and Baldwin Park, where you'll find a vibrant array of restaurants, entertainment, and attractions. Don't miss this opportunity to own a truly exceptional property. Schedule your private tour today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,369
Status:
Active
MLS#:
O6245119
Type:
Single Family
Subdivision:
Kenilworth Shores Sec 07
Lot size:
0.22 Acres
Year built:
1957
A broker reciprocity listing Courtesy: FRANK G CANTY REALTY 407-658-2442
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ADDITIONAL INFORMATION

Location! Location! Education! Sounds like a worn out expression in Real Estate but that is Exactly what the lucky buyer gets with this Winter Park Pool home and there are probably few better with this combination in Central Florida. To start the New owners will have Private access to Lake Berry about 2 blocks away which features a Boat ramp and Fishing dock. Skiing OK. From your New home head South about 5 miuntes to popular Baldwin Park which offers many choices in restaurants, shops and recreational areas such as baseball fields, soccer fields and open areas to walk and jog.Very nice Dog park. About 6 to 8 blocks to the North is well respected Advent Health hospital. Travel about 5 minutes to Aloma and about 5 more minutes West on Aloma and you are in Downtown Winter Park. East on Aloma there are also many choices to shop and dine. Winter Park high is about 4 blocks from home. Once home for the weekend invite the family and friends to enjoy this open floor plan as they relax in the 34 x 17 Pool or perhaps mingle in the 40 x 12 screen porch as you cook at the 26 x 07 Outdoor kitchen. Do not overlook the 18 x 10 wood shed as it has electric and surround sound and certainly can be developed into office, getaway or playroom for kids with an A/C unit and some paint. A few other features include a inside Laundry room and built in pullout drawers in pantry and kitchen. Built in Hutch. Primary bedroom has sliding doors with direct access to pool. Home has been and should be about your Family gatherings as it will accommodate them Perfectly !!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,739
Status:
Active
MLS#:
O6245047
Type:
Single Family
Subdivision:
Dixie Terrace
Lot size:
0.23 Acres
Year built:
1949
A broker reciprocity listing Courtesy: COLDWELL BANKER RESIDENTIAL RE 407-647-1211
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ADDITIONAL INFORMATION

Completely renovated to perfection in 2022, this home combines sleek, modern design with an inviting, cozy atmosphere. This is where cutting-edge style meets everyday livability, making it a home that’s as striking as it is welcoming. The heart of the home showcases stunning modern finishes: polished floors, sleek countertops with waterfall edge island, state-of-the-art appliances, and custom cabinetry that offer ample storage and blend seamlessly into the open, airy layout. The expansive living room features a sophisticated wet bar, perfect for entertaining. A wall of sliding glass doors (hurricane-rated) invites abundant natural light, seamlessly blending the indoor and outdoor spaces while bathing the room in sunlight, and is the ideal backdrop for both social gatherings and quiet moments of relaxation. The primary suite offers plush textures, soft lighting, and neutral tones that evoke a sense of serenity. Two separate walk-in closets, a dual sink floating vanity, and a large walk-in rain-head shower make it the ultimate primary suite retreat. The secondary bedrooms are spacious and the renovated secondary full and half bathrooms offer clean lines and a sophisticated look. The indoor laundry room offers a separate, tub, a front-loading washer and dryer, and a state-of-the-art steam closet. Motorized remote control blinds on windows and sliders. In addition to a covered 2-car carport with a Tesla charging station, the home boasts a 2-car garage that has been temporally transformed into a versatile home gym and flex space that is fully under air (this space is NOT included in the SF listed and garage door is still functional) The home offers a whole house Generac Generator, a tankless water heater with a softener, and a filtration system. Both currently use propane gas, but natural gas lines are in the process of being connected in the area and sellers have already paid for the connection fee. Plumbing and electric updated in 2022, AC systems replaced in 2022, roof replaced in 2021, and all windows and sliders replaced in 2022 and are Hurricane Rated. With every detail thoughtfully curated, this property is more than just a home—it's a lifestyle.

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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


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Winter Park Real Estate

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.

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 Map

Winter Park Real Estate Market Conditions

  • Median sales price

    $485,000
    25.3%
    change since last quarter
  • # Active listings

    327
    30-day change

Winter Park Schools and Demographics

Education near Winter Park, FL

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

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

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

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

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

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

Real estate near Winter Park