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Winter Park, FL Real Estate — Homes For Sale in Winter Park, FL

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Winter Park Real Estate Overview

Originally founded as a resort destination by affluent New Englanders in the late 1880s, Winter Park is today known for its majestic trees, beautiful parks, brick-lined streets, stunning homes, a private liberal arts college, educational museums, sparkling lakes, and amazing shops. Winter Park is located just 15 minutes from the...
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$995,000
$3,521/mo
Monthly Payment:
$3,521
Principal & Interest:
$3,521
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $199,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,924sq ft $254 / sq ft SFR
Lot Size9,747sq ft Built2002 On Site218days
Classic custom estate home located on a desirable brick street in the heart of Winter Park. Enter into an open entryway and foyer with fabulous Brazilian cherry floors and... more
Classic custom estate home located on a desirable brick street in the heart of Winter Park. Enter into an open entryway and foyer with fabulous Brazilian cherry floors and Mexican tile flooring. This classic Mizer-style home features 4 bedrooms each with a private bath plus a powder room for guests. Fabulous original tile wall mosaics grace the exterior entrance and upstairs balcony. Other features include two fireplaces with exquisite mantels and surrounds. Entertaining is a must in this open floor plan with high ceilings and French doors leading to the front porch as well as rear patio areas. The chefs kitchen comes complete with custom cabinets, granite counter tops, large center island, Sub-Zero refrigerator, Bosch dishwasher, and Thermador natural gas stove with double ovens. There is exquisite detail and character in the moldings, wood work, and ceilings throughout the home. A full basement provides an additional family room space, playroom or private guest retreat. There are countless amenities and charm in this well designed Winter Park home. less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
We show you every available listing. Here's how
$799,000
$2,827/mo
Monthly Payment:
$2,827
Principal & Interest:
$2,827
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $159,800 down)
Winter Park, FL 32792
Orange County School District
5bed 4bath 3,586sq ft $223 / sq ft SFR
Lot Size9,461sq ft Built2015 On Site235days
Brand new custom home. This 5 bedroom 4 bath retreat has hickory hardwoods throughout. The large kitchen features an island, breakfast area, gorgeous quartz counter-tops and... more
Brand new custom home. This 5 bedroom 4 bath retreat has hickory hardwoods throughout. The large kitchen features an island, breakfast area, gorgeous quartz counter-tops and backsplash. Kitchen opens to a huge gathering area, great for entertaining. There is a separate dining room on the first floor, as well as a room that can be used for either a second bedroom or private study with a closet. The master suite is also on the first floor and features a serene bathroom retreat with duel sinks, freestanding tub, huge separate walk-in shower with duel shower heads, and massive walk-in closet. Upstairs you will find an activity area with a skylight as well as three additional bedrooms and two baths. All the bedrooms have huge closets with custom organizers. Enjoy a private oasis in your backyard that features a spacious covered porch and sparkling pool. Only a few blocks from winter park high school and minutes from the shopping and restaurants in downtown winter park! less
Listing Provided Courtesy of KELLER WILLIAMS WINTER PARK
Popularity
$84,900
$300/mo
Monthly Payment:
$300
Principal & Interest:
$300
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $16,980 down)
Winter Park, FL 32792
Goldenrod Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size29,621sq ft BuiltN/A On Site238days
From Howell Branch Road and Dodd Rd. .68 acre lot that is ready to build on. A-1 zoning and no HOA gives you lots of options for a quite setting two steps form the beaten path.... more
From Howell Branch Road and Dodd Rd. .68 acre lot that is ready to build on. A-1 zoning and no HOA gives you lots of options for a quite setting two steps form the beaten path. Across Dodd Rd from the Lakeside Meritage home new community. less
Listing Provided Courtesy of WEICHERT REALTORS HALLMARK PRO
Popularity
$1,495,000
$5,290/mo
Monthly Payment:
$5,290
Principal & Interest:
$5,290
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $299,000 down)
Winter Park, FL 32789
Orange County School District
6bed 6bath 4,509sq ft $332 / sq ft SFR
Lot Size11,828sq ft Built2008 On Site238days
Stunning custom built Mediterranean in the heart of Winter Park. Quiet, tree lined brick street, a circular drive with pavers, mature palms and magnolia trees all add to the... more
Stunning custom built Mediterranean in the heart of Winter Park. Quiet, tree lined brick street, a circular drive with pavers, mature palms and magnolia trees all add to the beautiful curb appeal of this gorgeous home. Enter through the Spanish arches and solid wood doors into a home that has been so thoughtfully and carefully detailed with high finishes including cherry wood floors, coffered ceilings, plantation shutters, recessed lighting, built-in speaker system, travertine flooring and more. Gourmet kitchen features a six-burner gas range, custom chefs appliances, custom cabinetry, granite counters, and a large center island. Beneath the wood beamed portico sits a summer kitchen overlooking the Tuscan inspired courtyard and resort style pool and spa. First floor master retreat offers two sets of French doors leading out to the covered lanai and pool as well as an en-suite spa bath complete with his and her walk-in closets, a freestanding tub, glass shower with rain head and his and her vanities. Downstairs private guest suite, currently in use as a home gym, has private bath. Upstairs you will find a large bonus room plus four generously sized bedrooms, two with en-suite baths, the other two rooms share a large Jack-and-Jill bath with private sinks and vanities. The third floor is perfect for use as a media room, playroom, or home office. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$849,900
$3,007/mo
Monthly Payment:
$3,007
Principal & Interest:
$3,007
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $169,980 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 2,693sq ft $316 / sq ft SFR
Lot Size7,400sq ft Built2015 On Site238days
Have you been looking for just the right Winter Park home? Then this is one you want to see! This custom Mediterranean is located on the beautiful tree-lined brick street of... more
Have you been looking for just the right Winter Park home? Then this is one you want to see! This custom Mediterranean is located on the beautiful tree-lined brick street of Sunset Dr. and sits on a private home-site surrounded by larger established homes. You will enjoy the outdoor space featuring a covered patio with outdoor gas fireplace. The pool and spa are surrounded in travertine and give the home just the right touch. Entertain or relax in the heart of the home featuring the kitchen, dining and family room combination. Gourmet kitchen with double stacked cabinets and lots of counter space including an oversized island. GE Profile Appliance package including washer and dryer. The master retreat is downstairs and features a luxurious master bath. Three additional bedrooms can be found upstairs each with a customized walk-in closet. Custom features throughout including wide plank hardwood floors, ironwork staircase, casement double paned windows, base & crown moldings, granite, and a special electronics and lighting package. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$484,900
$1,799/mo
Monthly Payment:
$1,799
Principal & Interest:
$1,716
HOA Dues:
$83
(Based on a 30 year fixed loan at 3.38% with $96,980 down)
Winter Park, FL 32792
5bed 4bath 3,514sq ft $138 / sq ft SFR
Lot Size7,517sq ft Built2014 On Site248days
Why wait for new construction in Winter Park with this beautiful, like-new, 2014 built 5 bedroom, 4 Bath, 2 car garage with gameroom located on a premium lot within the gated... more
Why wait for new construction in Winter Park with this beautiful, like-new, 2014 built 5 bedroom, 4 Bath, 2 car garage with gameroom located on a premium lot within the gated community of Enclave at Aloma!! Enjoy close location to Downtown Winter Park, 417, shopping & dining. This Rourke II floor plan is a must see featuring Granite counter tops, upgraded 42" cabinets, GE stainless steel appliances with an upstairs laundry room. Enjoy upgraded surround-sound in this home coupled with a secluded wooded preserve rear yard and attractive architectural shingle roof. This home boasts rich engineered hardwood floors throughout the entire 1st floor living space including stairs! Kitchen has a full size pantry, custom backsplash, recessed lighting and a convenient granite island counter top. Handsome upgraded plumbing fixtures, hardware and quality window treatments throughout this gorgeous home. Located less than 1 mile to highly recognized Trinity Preparatory School! less
Listing Provided Courtesy of SANDBOX PROPERTIES OF FL LLC
Popularity
$2,044,000
$7,233/mo
Monthly Payment:
$7,233
Principal & Interest:
$7,233
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $408,800 down)
Winter Park, FL 32789
Orange County School District
2bed 5bath 3,244sq ft $630 / sq ft TWN
Lot Size15,232sq ft Built2016 On Site249days
Pre-construction, to be built. Only two residences remain! Your opportunity to own unprecedented luxury in the most exclusive area of Winter Park has arrived. South Interlachen... more
Pre-construction, to be built. Only two residences remain! Your opportunity to own unprecedented luxury in the most exclusive area of Winter Park has arrived. South Interlachen Place is around the corner from world famous Park Avenue, across the street from the Alfond Inn, and just a stones throw from the Winter Park Chain of Lakes. Comprised of six exquisitely appointed townhouses, South Interlachen Place is being built with premium level specifications; a standard of luxury usually only found in cosmopolitan world-class destinations. Award winning architect, Randall Slocum of Slocum Platts Architects, placed privacy as his top priority in creating the design for South Interlachen Place. Every fee-simple residence has a private two-car garage, private elevator to all levels, and lush, mature landscaping defining the entrances. A truly unique aspect of the design is the extraordinarily large and private roof top terrace for each individual residence providing both covered and open areas for outdoor dining and entertaining; each with a fireplace and powder bath. The residences are designed with "universal" features throughout; allowing for invisible accessibility that can respond to changing life styles. Each townhouse embraces smart technology for entertainment, lighting, energy management and security. There is just too much more to list here. Live in one of the most beautiful Winter Park residences in a truly exceptional downtown location - live at South Interlachen Place. less
Listing Provided Courtesy of REGAL R.E. PROFESSIONALS LLC
Popularity
$949,000
$3,358/mo
Monthly Payment:
$3,358
Principal & Interest:
$3,358
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $189,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,160sq ft $300 / sq ft SFR
Lot Size10,251sq ft Built2006 On Site252days
*Click on the virtual tour* PRICE REDUCED! Lovely, Traditional Winter Park home on a tree lined, brick street. This warm and welcoming residence was custom built by Arlington... more
*Click on the virtual tour* PRICE REDUCED! Lovely, Traditional Winter Park home on a tree lined, brick street. This warm and welcoming residence was custom built by Arlington Homes. Extensive millwork and real hardwood floors are just a few of the special touches this home features. Solid wood cabinetry, hammered copper countertops and handmade custom glass are some of the features of this open, functional kitchen. The large and airy master suite has a fantastic shower with body jets, a large soaking tub, dual walk in closets and a convenient laundry right off the bath. The expansive great room features a gas fireplace and an entertainment center. The upstairs has 3 large bedrooms and a great loft for the kids to enjoy their activities. Energy features include Andersen Doors and Windows, 2 speed Trane Air handlers with a HEPA electronic filtration,new wireless thermostats, 2 tankless gas water heaters and radiant barrier insulation. The home is prewired for a generator with a separate pad and panel. The detached garage sits in the back of this very deep (157') lot and has a 382 sf finished storage space above. The private backyard has a saltwater pool with an in floor cleaning system for low maintenance enjoyment. The front and back porches have tongue and groove cypress ceilings. The lanai has a complete summer kitchen for relaxing and entertaining. Add "A" rated schools and a wonderful location and you have found the perfect place to call home! Make an appointment today! less
Listing Provided Courtesy of COLEDEV REAL ESTATE LLC
Popularity
$1,474,900
$5,219/mo
Monthly Payment:
$5,219
Principal & Interest:
$5,219
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $294,980 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,179sq ft $353 / sq ft SFR
Lot Size12,270sq ft Built2016 On Site254days
Pre-Construction in Olde Winter Park near beautiful Lake Sue, to be completed December 2016. Stunning Contemporary Home will be meticulously crafted by FG Schaub Custom Homes.... more
Pre-Construction in Olde Winter Park near beautiful Lake Sue, to be completed December 2016. Stunning Contemporary Home will be meticulously crafted by FG Schaub Custom Homes. This home will boast a clean and understated approach that will reveal a modern aesthetic and sense of place. Crediting the design and architecture to David Larson, Ltd. This home will make extensive use of windows allowing natural light to flow through the open living space. The first floor Master suite will have modern features and an oversized walk in closet. This modern masterpiece will have a formal dining room, 4 bedrooms and 4.5 bathrooms, an over sized walk through pantry. The designer kitchen will have all of the latest cutting edge features including: Thermador appliance package, custom cabinets, Quartz counter tops, and 90 degree Moen faucet. The Grande room overlooks the pool and provides access to thetransitional room adding nearly 400 sq ft and comes featured with roll away screens. Plus a summer kitchen that allows for a perfect blend of indoor-outdoor living. Energy saving features include: tankless hot water heater, vinyl low E windows, spray foam insulation, NEST smart thermostat, LED lighting, injected foam in block walls. All this on a private, cul-de-sac and with a 3 car garage! This yard and garden will be sculpted by the distinguished Signature Landscape to complete this Modern Marvel. Easy 15 minute commute to Florida Hospital and neighboring facilities. less
Listing Provided Courtesy of LA ROSA REALTY, LLC
Popularity
$143,498
$507/mo
Monthly Payment:
$507
Principal & Interest:
$507
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $28,700 down)
Winter Park, FL 32792
Seminole County School District
N/Asq ft N/A / sq ft LND
Lot Size1.8acre BuiltN/A On Site263days
Great opportunity!!!!! Lake front with 2.31 acres with lots of potential! Call today before its too late!!
Great opportunity!!!!! Lake front with 2.31 acres with lots of potential! Call today before its too late!! less
Listing Provided Courtesy of ASSIST 2 SELL ALL SELLERS & BU
Popularity
$1,350,000
$5,077/mo
Monthly Payment:
$5,077
Principal & Interest:
$4,777
HOA Dues:
$300
(Based on a 30 year fixed loan at 3.38% with $270,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 3,186sq ft $424 / sq ft TWN
Lot Size1,630sq ft Built2015 On Site263days
Inspired by NYCs iconic Brownstones, Phil Kean has designed 8 Brownstone town homes located in downtown Winter Park allowing its residents to live the ultimate urban lifestyle.... more
Inspired by NYCs iconic Brownstones, Phil Kean has designed 8 Brownstone town homes located in downtown Winter Park allowing its residents to live the ultimate urban lifestyle. Residents can walk 2 blocks to Park Aves fine dining & shopping, the Farmers Market, the WP Village area and more. This location paired with Phil Kean Designs world class architecture and high-end design brings a special element to Winter Parks scenic streets. All units are single family, common-wall town homes with private 2-car garages, private door entries & private living. This elegant 3 BR, 3.5 BA, A/1 Model is a 3-story residence with a private interior elevator which travels to all floors including the roof top level, and offers high-end cabinetry, flooring, designer lighting & plumbing fixtures and a stellar kitchen package including Wolf, SubZero & Bosch appliances. The main living (kitchen, dining, living & family rooms) is on the 2nd floor. The master suite with fireplace & a 3rd BR ensuite are on the 3rd floor, and a 2nd BR ensuite & office are on the 1st floor. French doors lead out to rear balconies located on the 1st & 2nd floors for relaxing & grilling. Perfect for the urbanistas who love to walk to everything, the global travelers who need to lock & leave and the commuters who need easy access to Downtown Orlando & I-4. less
Listing Provided Courtesy of PHIL KEAN REAL ESTATE LLC
Popularity
$2,250,000
$9,627/mo
Monthly Payment:
$9,627
Principal & Interest:
$7,962
HOA Dues:
$1,665
(Based on a 30 year fixed loan at 3.38% with $450,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,817sq ft $589 / sq ft CND
Lot Size27,512sq ft Built2008 On Site274days
Penthouse views of beautiful Winter Park. Enjoy the convenience of Winter Park living without sacrificing the lifestyle of luxury and comfort that you are accustomed to.... more
Penthouse views of beautiful Winter Park. Enjoy the convenience of Winter Park living without sacrificing the lifestyle of luxury and comfort that you are accustomed to. Reflecting the classic architecture of Tuscany centuries-old Siena, Villa Siena combines Old World design with the modern comforts of estate luxury. Each unit is superbly appointed with fine finishes including stone and hardwood floors, private balconies and Sub-Zero and Wolf appliances. With only four floors, Villa Siena provides you with the privacy of an intimate setting that is rich in amenities including club room with bar, billiards & card lounge, fitness center and rooftop terrace. Villa Siena is located in the heart of Winter Park, walking distance to world class shopping & dining, Rollins College & the Alford Inn. less
Listing Provided Courtesy of WINTER PARK LAND CO.
Popularity
$4,590,000
$16,243/mo
Monthly Payment:
$16,243
Principal & Interest:
$16,243
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $918,000 down)
Winter Park, FL 32789
Orange County School District
5bed 7bath 6,113sq ft $751 / sq ft SFR
Lot Size1.2acre Built2006 On Site283days
Located in the heart of Winter Park within walking distance to Park Ave, Winner of the 2007 Parade of homes, this custom home will not disappoint you. This 1.25 acre estate... more
Located in the heart of Winter Park within walking distance to Park Ave, Winner of the 2007 Parade of homes, this custom home will not disappoint you. This 1.25 acre estate boasts over 200 feet of water front on Lake Mizell, a part of Winter Parks chain of lakes. Quality detail runs throughout the 6000 SF of elegant living area with MISSONI carpet in the upstairs bedrooms, extensive crown moulding and soffit ceilings throughout the entire house. The Beautiful Chefs kitchen includes an oversized island, Viking built-in appliances, gas cooktop with 6 burners, double fridge with a bottom freezer and wooden cabinetry. The oversized master suite is located on the ground floor with 2 walk in closets and exquisite detailed bathroom. Spacious family room with hardwood floors, large sliding doors open up to slate lanai, which overlooks the pool and lake. Home theater with brand new equipment, leather reclining chairs and 8 foot projector screen. The house has a 4 car garage with extra outside space for a boat and trailer. The backyard features a large pool with beach style entry overlooking at the lake. The property has a private composite boat dock with automatic boat lift, generator and tankless water heater. Detached two story guest house has a summer kitchen and exercise room. less
Listing Provided Courtesy of REGAL R.E. PROFESSIONALS LLC
Popularity
$3,300,000
$11,678/mo
Monthly Payment:
$11,678
Principal & Interest:
$11,678
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $660,000 down)
Winter Park, FL 32789
Orange County School District
5bed 8bath 8,342sq ft $396 / sq ft SFR
Lot Size15,570sq ft Built2004 On Site291days
Motivated seller!!! Send your offers!!!!! The dream estate! Your opportunity to own a masterpiece on the most prestigious street in central florida! This classic estate offers... more
Motivated seller!!! Send your offers!!!!! The dream estate! Your opportunity to own a masterpiece on the most prestigious street in central florida! This classic estate offers elegance, luxury and entertainment in the heart of desired winter park. With just a short walk from all the fine restaurants and shopping on park avenue. As you enter this home you will be mesmerized with the attention to details given by the award winning builder's team maroon fine homes & marquis fine homes. The 3 story home features on the main level a formal living room with fireplace, family room, dining room, study, master bedroom and a gourmet kitchen with professional appliances. As you step into the temperature controlled lanai you will find an additional fireplace, summer kitchen and electronic hurricane shutters. Backyard offers room for outdoors entertaining, heated pool/spa and outdoor fireplace. You can take the fully operational elevator to the base level where you will find a fully equipped gym, climate controlled wine cellar, full wet bar, game room, movie theatre and 2 full suites. The home's top level features additional living space and 2 full suites. No description or photos can make justice to this stunning property!!!!! less
Listing Provided Courtesy of BHHS FLORIDA REALTY
Popularity
$724,900
$3,148/mo
Monthly Payment:
$3,148
Principal & Interest:
$2,565
HOA Dues:
$583
(Based on a 30 year fixed loan at 3.38% with $144,980 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,773sq ft $261 / sq ft CND
Lot Size21,602sq ft Built2008 On Site297days
Lowest Priced Town Home in the Douglas Grand. Why pay more. Central Florida's most distinctive in-town living experiences. with all of the finishes and fixtures of a brand new,... more
Lowest Priced Town Home in the Douglas Grand. Why pay more. Central Florida's most distinctive in-town living experiences. with all of the finishes and fixtures of a brand new, modern-day building. Luxurious finishes are coupled with high-end appliances and fixtures in this two story 3 bed, 3 1/2 bath unit. Open floor plan with a large kitchen and dining area. The master bedroom with two (2) walk-in closets. The town home unit is finished with high quality finishes including Pella windows and doors, Kohler fixtures, Sub-Zero, Wolf and Bosch appliances, Trane air conditioning and other quality components the luxury Buyer demands. Crown molding, granite counter tops in the kitchen and all baths, walk-in closets in every bedroom, oversized walk-in shower and garden bath in the master suite, attached and covered parking and a private entry to the unit are also included. The Douglas Grand location is irreplaceable, one block from Park Avenue shopping district, across the street from Central Park, one block from Hannibal Square and walking distance to hundreds of retailers, restaurants and wine bars - a true city-living experience in Central Florida's most unique town - Winter Park. less
Listing Provided Courtesy of FLORIDA ONE REAL ESTATE LLC
Popularity
ZipRealty helps you find current homes for sale in Winter Park, FL. We show up to 30% more MLS listings than other websites, including new homes for sale, condos for sale, townhomes for sale, foreclosed homes for sale and land for sale. Set up your unique Winter Park real estate search criteria to see results that match what you're looking for. Explore maps, photos, schools and more to get an idea of what your life would be like in a new neighborhood. Find a local Winter Park real estate agent to work with by reading realtor reviews left by buyers and sellers like you. If you want to know what your home is worth, you can instantly view home values for any address by visiting our Seller Center. If you're planning to sell your home, you can also see how much similar homes are selling for in Winter Park to get an idea of how to price your home.
Local real estate services provided by:
Coldwell Banker Residential Real Estate
Coldwell Banker Residential Real Estate
5951 Cattleridge Ave
Sarasota, FL 34232

844.662.5638
Website provided and owned by Coldwell Banker Residential Real Estate.
 
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Data last updated: Wednesday, May 4, 2016 at 7:54 PM. Properties in listings may have been sold or may no longer be available.