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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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$83,900
$382/mo
Monthly Payment:
$382
Principal & Interest:
$310
HOA Dues:
$72
(Based on a 30 year fixed loan at 3.75% with $16,780 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,467sq ft $57 / sq ft TWN
Lot Size3,502sq ft Built1979 On Site35days
Don't miss out on this great townhouse. This home has a Great Room and Kitchen combination, split bedroom floor plan, screened porch and opens up to a large yard. The community... more
Don't miss out on this great townhouse. This home has a Great Room and Kitchen combination, split bedroom floor plan, screened porch and opens up to a large yard. The community has a community pool, tennis court, and is centrally located near shopping, restaurants, and major roads. less
Listing Provided Courtesy of Home Wise Realty Group, Inc.
Popularity
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$699,000
$2,589/mo
Monthly Payment:
$2,589
Principal & Interest:
$2,589
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $139,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,228sq ft $217 / sq ft SFR
Lot Size10,035sq ft Built1989 On Site35days
Priced to sell! A great family residence in the heart of the via's! Plenty of room in this 4 bedroom, 4 bath split plan with a beautifully remodeled french country kitchen with... more
Priced to sell! A great family residence in the heart of the via's! Plenty of room in this 4 bedroom, 4 bath split plan with a beautifully remodeled french country kitchen with plenty of counter and cabinet space. From the kitchen, dining area enjoy a lovely view of the pool rain or shine! This home was designed for in-law or teenager quarters separate from the traditional space. Upstairs master bedroom with spacious bath and nearby bedroom/den/nursery. Downstairs has two bedrooms and two charming original baths. A welcoming dining room with convenient dry sink close by the 400 bottle walk-in, temperature controlled, wine room. A perfect home to entertain guests! Outdoor kitchen in the screened porch overlooking the gorgeous pool and yard. Established family neighborhood with lots to do. Easy one block walk to the popular winter park racquet club and lake maitland. Schools top rated! Location close to restaurants and museums on park ave., minutes to maitland's historic lake lilly, restaurants and art center. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$250,000
$927/mo
Monthly Payment:
$927
Principal & Interest:
$926
HOA Dues:
$1
(Based on a 30 year fixed loan at 3.75% with $50,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,880sq ft $133 / sq ft SFR
Lot Size8,084sq ft Built1970 On Site36days
**traditional sale**location! Location! Desirable seminole county public schools!**3 bed/2 bath pool home**fenced**new exterior paint**double pane windows**quarry tile **large... more
**traditional sale**location! Location! Desirable seminole county public schools!**3 bed/2 bath pool home**fenced**new exterior paint**double pane windows**quarry tile **large front porch**split bedroom plan **tiled throughout living spaces**foyer opens to huge formal living space with tray ceiling. Galley kitchen features stainless steel appliances & 36" cabinets. Great room boasts wood burning fireplace, bose surround sound and sliders to private fenced yard. Master bedroom has vanity area, walk in closet and master bath with large step in shower. Private outdoor living area features open pool with water feature and ample deck space for relaxing or entertaining. Garage has multiple storage shelves, 2nd fridge (conveys!) and service door to yard. Easy access to major roads and downtown winter park shopping and dining. less
Listing Provided Courtesy of Keller Williams Advantage 2
Popularity
$1,245,000
$4,612/mo
Monthly Payment:
$4,612
Principal & Interest:
$4,612
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $249,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 4,263sq ft $292 / sq ft SFR
Lot Size11,718sq ft Built2005 On Site36days
Fabulous custom five bedroom, five bath home in Olde Winter Park. You will love the light-filled, comfortable two story open concept family room with high ceilings, corner gas... more
Fabulous custom five bedroom, five bath home in Olde Winter Park. You will love the light-filled, comfortable two story open concept family room with high ceilings, corner gas fireplace, surround sound, warm Brazilian cherry wood floors and travertine tile kitchen floors. Luxurious downstairs master suite with two walk-in closets, master bath with his and hers vanities, Jacuzzi bathtub and travertine floors. Kitchen ready for gourmet cooking with custom woods cabinets including glass inserts, granite, wine cooler and stainless steel appliances. Guest bedroom on first floor could also de a modern office or perfect for a nursery. Three large bedrooms upstairs, each with their own bathroom creates a wonderful family or guest retreat. Large pool with raised waterfall spa with outdoors speakers creates a wonderful spa like scape in this wonderful park setting backyard. Idyllic setting with private entrance from nicely landscaped backyard into Phelps Park. Steps from the Winter Park YMCA. Large finished room over detached garaged not included in square footage, could easily become an exercise room, theatre, office or studio. An absolute must see for anyone looking for a wonderful home with all the bell and whistles. less
Listing Provided Courtesy of Bhhs Florida Realty
Popularity
$68,000
$251/mo
Monthly Payment:
$251
Principal & Interest:
$251
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $13,600 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,149sq ft $59 / sq ft CND
Lot Size17,764sq ft Built1966 On Site37days
Investors: renovated 3b/2b condo in winter park - 2nd floor with large balcony, living room and separate dinning area. New a/c. Newer washer & dryer. Appliances included. The... more
Investors: renovated 3b/2b condo in winter park - 2nd floor with large balcony, living room and separate dinning area. New a/c. Newer washer & dryer. Appliances included. The waterfall cove condominium also offers the community pool, playground, cabana with full kitchen, basic cable, valet trash and much more. Conveniently located close i-4, shopping plazas and restaurants. Just leased until feb 28 2016. less
Listing Provided Courtesy of Ameriteam Realty, Inc.
Popularity
$379,900
$1,667/mo
Monthly Payment:
$1,667
Principal & Interest:
$1,407
HOA Dues:
$260
(Based on a 30 year fixed loan at 3.75% with $75,980 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,393sq ft $159 / sq ft TWN
Lot SizeN/Asq ft Built2005 On Site37days
This is basically an estate quality home in approx. 2400 square feet with a ground floor master suite and a private pool area. Outside, you will find a large covered patio off... more
This is basically an estate quality home in approx. 2400 square feet with a ground floor master suite and a private pool area. Outside, you will find a large covered patio off of the Family Room which overlooks the Pool/spa. Its pool/spa is small enough to be easy to maintain but large enough for entertaining and easily and economically heated by the new gas heater to 103 degrees in two hours! It features a new salt chlorinator, pump and LED programmable light show along with water feature deck jets. An 8 foot fence provides total privacy. Inside, the Kitchen was designed for serious cooks. Start with all GE Monogram appliances including a 6 burner plus griddle gas convection range with double ovens, a wine cooler, a warming drawer new stainless steel dishwasher and new microwave. The new GE Café series refrigerator features LED lighting, French doors, HOT water through the door along with cold water and ice. The Family Room features a gas fireplace and area for your flat screen TV, along with surround sound hook ups. This home has three bedroom suites, which include up and downstairs masters, plus an upstairs office/ game area and third bedroom with ensuite bath. All bedrooms feature walk in closets. Enjoy crown molding in virtually every room, hardwood and tile floors new high quality carpet upstairs, plantation shutters, granite in work areas. To top it all off the entire home has just been completely painted inside including ceilings, doors and all trim. less
Listing Provided Courtesy of La Rosa Realty, Llc
Popularity
$244,000
$904/mo
Monthly Payment:
$904
Principal & Interest:
$904
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $48,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,827sq ft $134 / sq ft SFR
Lot Size7,620sq ft Built1952 On Site37days
Great 3 bed 2 1/2 bath home with possible 4th bedroom...located in the popular Audubon Garden district. updated Kitchen, Jacuzzi tub, French doors heading to the back yard
Great 3 bed 2 1/2 bath home with possible 4th bedroom...located in the popular Audubon Garden district. updated Kitchen, Jacuzzi tub, French doors heading to the back yard less
Listing Provided Courtesy of Blue Lighthouse Realty Inc
Popularity
$205,000
$759/mo
Monthly Payment:
$759
Principal & Interest:
$759
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $41,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,388sq ft $148 / sq ft SFR
Lot Size11,136sq ft Built1958 On Site37days
If you've been looking for a place to call home in Winter Park, Look no further! This 3 bed 2 bath block home with carport is ready for a new owner. It sits on over 1/4 acre and... more
If you've been looking for a place to call home in Winter Park, Look no further! This 3 bed 2 bath block home with carport is ready for a new owner. It sits on over 1/4 acre and is fully fenced in, there's plenty of room for a garden or bring your boat/rv. No HOA. The home has tile throughout, kitchen was remodeled. This 2014 the owners installed a new ac unit for the homes 19ft x 9ft covered porch. Newly installed outside ac unit and water heater both in 2013. In 2012, New R30 insulation was put in and ducts were repaired. Close to shopping, YMCA, and all Winter Park has to offer! Excellent Seminole County schools. less
Listing Provided Courtesy of Simplicity: A Re Brokerage Co
Popularity
$169,900
$629/mo
Monthly Payment:
$629
Principal & Interest:
$629
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $33,980 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 2bath 1,742sq ft $98 / sq ft SFR
Lot Size8,585sq ft Built1950 On Site37days
Very nice Winter Park Duplex in a great area. Duplex is in good shape. Roof is a few years old, new windows throughout, newer A/C. The property is kept up well. There is a 2/1... more
Very nice Winter Park Duplex in a great area. Duplex is in good shape. Roof is a few years old, new windows throughout, newer A/C. The property is kept up well. There is a 2/1 up front that is approx. 925 sq feet with a 1/1 that could be used as a 2/1 in the back that is 750 sq. ft. They get a combined rent of $1,675 a month. You could either continue to rent out both units and add it to your rental portfolio, or live in the front unit and pay a large percentage of your mortgage from the back rental. It is a great opportunity either way. less
Listing Provided Courtesy of Florida Home Realty & Invest
Popularity
$63,000
$233/mo
Monthly Payment:
$233
Principal & Interest:
$233
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $12,600 down)
Winter Park, FL 32792
1bed 1bath 678sq ft $93 / sq ft CND
Lot Size663sq ft Built1973 On Site39days
Great opportunity for investors, nice 1b/1b condo!!! ... Location, location, location**** near rollins college, ucf and downtown winter park, less than 10 minutes to... more
Great opportunity for investors, nice 1b/1b condo!!! ... Location, location, location**** near rollins college, ucf and downtown winter park, less than 10 minutes to upscale shopping and dinning on park ave. Or in the winter park village. Units 185 and 249 also are available for sale and are tenant occupied. less
Listing Provided Courtesy of Ameriteam Realty, Inc.
Popularity
$72,000
$266/mo
Monthly Payment:
$266
Principal & Interest:
$266
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $14,400 down)
Winter Park, FL 32792
2bed 2bath 927sq ft $78 / sq ft CND
Lot Size940sq ft Built1973 On Site39days
Great opportunity for investors nice & renovated 2b/2b condo . Location,location,location*** near rollins college, ucf and downtown winter park less than 10 minutes to upscale... more
Great opportunity for investors nice & renovated 2b/2b condo . Location,location,location*** near rollins college, ucf and downtown winter park less than 10 minutes to upscale on park avenue or in the winter park villages. Units 153 and 185 also are available for sale and are tenant occupaid less
Listing Provided Courtesy of Ameriteam Realty, Inc.
Popularity
$987,000
$3,656/mo
Monthly Payment:
$3,656
Principal & Interest:
$3,656
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $197,400 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,618sq ft $377 / sq ft CND
Lot SizeN/Asq ft Built2008 On Site39days
Unique Condo unit just walking distance from Park Av. in Winter park. Outstanding and exclusive living experiences, allowing buyers to enjoy the excitement and charm of downtown... more
Unique Condo unit just walking distance from Park Av. in Winter park. Outstanding and exclusive living experiences, allowing buyers to enjoy the excitement and charm of downtown Winter Park "city life" with the luxuries and comfort of a beautiful home. The Summerset Unit is a single story 3 bed, 3 bath unit with a very large living room, kitchen and dining area and two Juliet balconies overlooking the town. The open floor plan allows the unit to "feel" much larger than the 2,618 SF unit actually is. Standard finishes include Sub-Zero, Wolf and Bosch appliances, crown molding, 10' ceilings, double pane Pella windows, Trane air conditioning, walk-in closets in every room, granite counter tops in kitchen and every bath, Showers in each bath, Closets and pantry by design include. 3 parking spaces reserved in the attached, secured parking garage and many other luxury items one would expect. The Douglas Grand's location is unparalleled, less than one block from Park Avenue, directly across the street from Central Park and two blocks from Hannibal Square, the location is what makes the Douglas Grand an ideal city-living experience in one of America's most unique towns - Winter Park, FL. less
Listing Provided Courtesy of Fusilier Management Group
Popularity
$63,000
$233/mo
Monthly Payment:
$233
Principal & Interest:
$233
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $12,600 down)
Winter Park, FL 32792
Seminole County School District
1bed 1bath 678sq ft $93 / sq ft CND
Lot Size663sq ft Built1973 On Site39days
Great opportunity for investors! Nice 1b/1b condo. Location, location, location***near rollins college, ucf and downtown winter park less than 10 minuets to upscale shopping and... more
Great opportunity for investors! Nice 1b/1b condo. Location, location, location***near rollins college, ucf and downtown winter park less than 10 minuets to upscale shopping and dinning on park avenue or in the winter park village. Units 153 and 249 also are available for sale and are tenant occupaid less
Listing Provided Courtesy of Ameriteam Realty, Inc.
Popularity
$639,000
$2,367/mo
Monthly Payment:
$2,367
Principal & Interest:
$2,367
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $127,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,117sq ft $302 / sq ft SFR
Lot Size11,707sq ft Built1958 On Site39days
Beautifully updated three bedroom, two and a half bathroom home in the prestigious tree-lined "Vias" of Winter Park. This highly sought after location is only blocks from the... more
Beautifully updated three bedroom, two and a half bathroom home in the prestigious tree-lined "Vias" of Winter Park. This highly sought after location is only blocks from the Winter Park Racquet Club, Park Avenue, and the Interlachen Country Club. With a NEW AC, NEW plumbing, NEW electrical, NEW roof, NEW double pane windows with lifetime warranty, NEW mahogany front door, NEW paint inside and outside, renovated bathrooms, resurfaced driveway, Brazilian walnut floors, crown molding and trim, that carry out through the over 2,100 square feet home, this home is ready for a new owner. The pool was just re-surfaced and new St. Augustine grass was installed. The kitchen features newly refinished cabinets with granite countertops and stainless steel appliances. The private back yard is bordered by beautiful lush landscaping and surrounds a gorgeous pool and cabana. Both the front courtyard and the cabana are pre-wired for sound. This home has a great open floor plan and is perfect for entertaining. Come see what beautiful Winter Park living should feel like. (Roof to be replaced prior to closing with 30yr architectural shingle) less
Listing Provided Courtesy of Creegan Property Group
Popularity
$244,900
$907/mo
Monthly Payment:
$907
Principal & Interest:
$907
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $48,980 down)
Winter Park, FL 32789
Fairview Shores
3bed 2bath 1,488sq ft $165 / sq ft SFR
Lot Size7,000sq ft Built1952 On Site39days
Imagine Sunset with you and your Putting Wedge, this could be your new lifestyle!! This fabulous home is located in 32789 zip code, only a block off Dubsdread Golf course at the... more
Imagine Sunset with you and your Putting Wedge, this could be your new lifestyle!! This fabulous home is located in 32789 zip code, only a block off Dubsdread Golf course at the Seventh Tee! Sitting just off I4, all major attractions can be accessed within 20 min and Downtown Orlando is just a few exits away!! The home has been completely Renovated and offers over 1400 sq/ft of Living Space, 3 bedrooms, 2 full bathrooms, additional Bonus Room w Fireplace, in-ground Pool, fenced backyard, and screened patio overlooking backyard!! The roof and HVAC are brand new!! Windows, plumbing, and some electric have been updated!! The Kitchen has all new SS appliances, New all-wood cabinets, Granite counters, slate floors, and a Wine Cooler and bar area!! The floors throughout the living spaces have a beautiful reclaimed wood appearance and lead you down the hallway to the three bedrooms. Both full baths have been renovated with new slate tile and modern vanities. The backyard holds a private paradise that can be all yours!! There is a Spanish tiled screen room overlooking the fenced backyard and pool area, perfect for outdoor BarBQs. The Pea Shaped pool has modern blue tile surrounding it. This home has a lot to offer for this price!! Don't let it slip by!! less
Listing Provided Courtesy of Altura Investment Realty
Popularity
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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
Content provided and owned by Coldwell Banker Residential Real Estate.
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Data last updated: Tuesday, March 3, 2015 at 6:57 AM