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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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$560,000
$2,074/mo
Monthly Payment:
$2,074
Principal & Interest:
$2,074
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $112,000 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 2,420sq ft $231 / sq ft SFR
Lot Size14,363sq ft Built1957 On Site48days
Lakefront vistas, brick flooring, wall to wall stone inlaid wood-burning fireplace, expansive screened porch and a paddle boat. This four bedroom, two bath home is a unique... more
Lakefront vistas, brick flooring, wall to wall stone inlaid wood-burning fireplace, expansive screened porch and a paddle boat. This four bedroom, two bath home is a unique blend of rustic Florida and lakefront bliss on Lake Forest which is a non-motorized spring fed lake. This type of home doesn't come along very often and the moment you step in the front door, you will fall in love. Features include terra cotta and brick flooring in living areas, carpet in bedrooms, open kitchen to breakfast room with views of the lake, and wood beam ceilings. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
We show you every available listing. Here's how
$34,100
$264/mo
Monthly Payment:
$264
Principal & Interest:
$126
HOA Dues:
$138
(Based on a 30 year fixed loan at 3.75% with $6,820 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 537sq ft $64 / sq ft CND
Lot Size10.1acre Built1974 On Site48days
Wow! A must for any real estate investor! Easy maintenance, long term tenants and Great CASH Flow! Located in The Colonies, this spacious condo is just minutes from UCF and Full... more
Wow! A must for any real estate investor! Easy maintenance, long term tenants and Great CASH Flow! Located in The Colonies, this spacious condo is just minutes from UCF and Full Sail. Don't wait and call today before it's too late! Need to expand your portfolio? This cash producing unit can be purchased as a package with 3 other condos: #O5351996 , #O5351977, #O5351992 . All units located in the same development! Enjoy swimming pool, tennis courts, playground and recreation facility. less
Listing Provided Courtesy of Partners Trust Realty Group
Popularity
$92,900
$384/mo
Monthly Payment:
$384
Principal & Interest:
$344
HOA Dues:
$40
(Based on a 30 year fixed loan at 3.75% with $18,580 down)
Winter Park, FL 32792
Seminole County School District
2bed 2bath 1,143sq ft $81 / sq ft TWN
Lot Size2,427sq ft Built1984 On Site48days
Super location! 2 bedroom, 2 bathroom townhome in villas of casselberry. Airy high ceilings & big screened porch overlooks your private shaded backyard oasis. Updated baths with... more
Super location! 2 bedroom, 2 bathroom townhome in villas of casselberry. Airy high ceilings & big screened porch overlooks your private shaded backyard oasis. Updated baths with ceramic tile, large rooms with tons of natural light throughout. Pretty laminate wood flooring and parquet in the bedrooms. Nice big closets! Attached 1 car garage. Want to be within minutes of full sail university? With low hoa dues? This is the one! 1.6 miles from full sail, with major shopping, grocery stores, restaurants & medical on the way. 8 miles from university of central florida & only 18 miles from two international airports! Desirable seminole county schools & centrally located within ez reach of major commutes. Come by & look, bring your imagination to finish the upgrades that the prior owner started, and get ready to move in!! This is a fannie mae homepath property. “first time buyers, complete the homepath ready buyer homeownership course on the homepath website. Attach certificate to offer and request up to 3% closing cost assistance. Check the homepath website for more details or ask your realtor. Restrictions apply.” all information recorded in the mls is intended to be accurate but cannot be guaranteed, buyer advised to verify. less
Listing Provided Courtesy of Profitable Properties
Popularity
$299,000
$1,107/mo
Monthly Payment:
$1,107
Principal & Interest:
$1,107
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $59,800 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,496sq ft $200 / sq ft SFR
Lot Size9,169sq ft Built1956 On Site48days
Beautifully renovated home located in Winter Park! Exterior and interior has been completely painted, Kitchen has been renovated with 20 inch tile, granite counter tops, redone... more
Beautifully renovated home located in Winter Park! Exterior and interior has been completely painted, Kitchen has been renovated with 20 inch tile, granite counter tops, redone cabinets and brand new stainless steel appliances! Master bathroom has also been redone with granite counter top and new tile throughout. The entire front and backyard has been professionally landscaped from front to back which includes a new controller for the sprinkler system. Home offers original oak wood floors that have been professionally refinished and stained. New light fixtures in kitchen, both bathrooms, dining room and all 3 bedrooms. New electric Panel. Home is located in a great school district and is minutes away from everything you need! less
Listing Provided Courtesy of Metropolitan R.e Solutions Inc
Popularity
$80,000
$296/mo
Monthly Payment:
$296
Principal & Interest:
$296
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $16,000 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 793sq ft $101 / sq ft CND
Lot Size19.0acre Built1970 On Site48days
Rare Find- spacious 2nd floor 1/1 in Winter Park. Gorgeous garden views. All appliances stay, 3 comm. pools, tennis courts, home warranty. Near shopping, parks, hospital and... more
Rare Find- spacious 2nd floor 1/1 in Winter Park. Gorgeous garden views. All appliances stay, 3 comm. pools, tennis courts, home warranty. Near shopping, parks, hospital and colleges. Pet friendly. GREAT FIND!!!Fours Seasons was created and tailored with you in mind, combining traditional grace with friendliness and quiet city charm that says ' home'. inside this wonderful condo, you will quickly notice the details. Formal dining room, spacious floorplan, greats views, lots of closets and storage space to name a few. Four Seasons is located in one of Winter Parks most convenient neighborhoods, and best kept secret, located only minutes from downtown Orlando. Parks entertainment, fine dining, and great shopping are also nearby, as well as Rollins College. Join you neighbors for a talk down by the pool or just relax in the excitement of living in beautiful Winter Park. HOME WARRANTY INCLUDED less
Listing Provided Courtesy of Winter Park Real Estate Co Llc
Popularity
$67,500
$496/mo
Monthly Payment:
$496
Principal & Interest:
$250
HOA Dues:
$246
(Based on a 30 year fixed loan at 3.75% with $13,500 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,062sq ft $64 / sq ft CND
Lot Size10.1acre Built1974 On Site48days
Great Investment Property: Easy to rent, low maintenance unit with long term tenants and Great Cash Flow! Can you ask for more? Conveniently located in The Colonies, this two... more
Great Investment Property: Easy to rent, low maintenance unit with long term tenants and Great Cash Flow! Can you ask for more? Conveniently located in The Colonies, this two bedroom condo is just minutes from UCF and Full Sail. This condo will not last long. Don't wait and call today before it's gone! Need to expand your portfolio? This cash producing unit can be purchased as a package with 3 other condos: #O5351985, #O5351977, #O5351992 . All units fully rented and located in the same development! Enjoy swimming pool, tennis courts, playground and recreation facility. less
Listing Provided Courtesy of Partners Trust Realty Group
Popularity
$42,500
$323/mo
Monthly Payment:
$323
Principal & Interest:
$157
HOA Dues:
$166
(Based on a 30 year fixed loan at 3.75% with $8,500 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 664sq ft $64 / sq ft CND
Lot Size10.1acre Built1974 On Site48days
Turn key operation- all units fully rented! Low maintenance unit, long term tenants and Great Cash Flow! Can you ask for more? Located in The Colonies, this condo is just... more
Turn key operation- all units fully rented! Low maintenance unit, long term tenants and Great Cash Flow! Can you ask for more? Located in The Colonies, this condo is just minutes from UCF and Full Sail. This property will not last long. Don't wait & Call today before it's gone! Need to expand your portfolio? This cash producing unit can be purchased as a package with 3 other fully rented condos: #O5351985, #O5351996 , #O5351992 . All units located in the same development! Enjoy swimming pool, tennis courts, playground and recreation facility. less
Listing Provided Courtesy of Partners Trust Realty Group
Popularity
$499,000
$1,848/mo
Monthly Payment:
$1,848
Principal & Interest:
$1,848
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $99,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,805sq ft $276 / sq ft SFR
Lot Size6,519sq ft Built1980 On Site50days
Tucked away in the beautiful tree streets of Winter Park, this newly renovated home is full of custom finishing touches. 3BR/2.5BA. 1,805 sq. ft. of freshly painted clean lines... more
Tucked away in the beautiful tree streets of Winter Park, this newly renovated home is full of custom finishing touches. 3BR/2.5BA. 1,805 sq. ft. of freshly painted clean lines with 10 ft. ceilings, 6 inch crown molding, and plantation shutters throughout. Your guests will be impressed when they are welcomed into your grand marble hallway with a view through to the open concept great room, kitchen and large screened porch. Enjoy entertaining in your formal living room that flows into the dining room, divided by charming French doors, decorator chair rail and new berber carpet. Your master retreat has his and hers closets and a beautiful en suite with newly decorated large shower area for comfort. The 3rd bedroom could easily serve as a office or den. Your spacious Kitchen features a Sub-Zero refrigerator, built in microwave, closet pantry, solid wood cabinets, and a center island for convenience when cooking or entertaining. Open your large four door sliders to extend the great room onto your covered porch that has access to a small, tiled side patio area great for small dogs. Your storage space will be enhanced by the convenient mechanical hanging storage lifts installed in the garage. New Roof, Irrigation System, Electrical Panel, Privacy Fence & Gates, AC Ducts, Interior Paint throughout and Berber Carpet installed in 2015. All Windows, Water Heater with copper piping replaced in 2012. less
Listing Provided Courtesy of Re/max Park Avenue
Popularity
$2,295,000
$8,502/mo
Monthly Payment:
$8,502
Principal & Interest:
$8,502
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $459,000 down)
Winter Park, FL 32789
Orange County School District
6bed 8bath 6,943sq ft $331 / sq ft SFR
Lot Size25,880sq ft Built1999 On Site50days
Gorgeous Winter Park Estate on tree lined brick street in the heart of town. This stunning custom home has a Mediterranean flair with a beautiful pool are and a full guest... more
Gorgeous Winter Park Estate on tree lined brick street in the heart of town. This stunning custom home has a Mediterranean flair with a beautiful pool are and a full guest apartment. Five luxury suites~each with private bath and private walk in closet. The sixth bedroom is a detached suite that is finished with hard wood flooring and newly renovated private bath. There is a circular driveway with brick pavers and an exquisite stone fountain-plenty of parking. Majestic hand carved solid wood double-door which sets the tone of quality products and strong attention to detail featured throughout this luxury home. Magnificent foyer. Formal living room with cast stone columns. Exotic coral-style Travertine flooring. Venetian plaster compliments the walls. The perfect gourmet kitchen features custom cabinetry, natural gas cook top, and spacious island with cook's second sink. The large family room has wood-beam ceilings, spectacular wood burning stone fireplace, chic bar and high-tech surround sound system. State-of-the-art home theatre. Spectacular heated salt water pool and oversized spa. Excellent location with strong schools. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$1,365,000
$5,279/mo
Monthly Payment:
$5,279
Principal & Interest:
$5,057
HOA Dues:
$222
(Based on a 30 year fixed loan at 3.75% with $273,000 down)
Winter Park, FL 32789
Windsong Orange County School District
5bed 4bath 4,406sq ft $310 / sq ft SFR
Lot Size24,379sq ft Built2008 On Site51days
WINDSONG Custom Built Beauty on distinguished Preserve Point Drive. Secluded .5+ acre lot is the perfect setting for this 5 Bedroom PLUS Library/Study boasting 17'ceilings, 9'... more
WINDSONG Custom Built Beauty on distinguished Preserve Point Drive. Secluded .5+ acre lot is the perfect setting for this 5 Bedroom PLUS Library/Study boasting 17'ceilings, 9' doors, travertine & wide plank hardwood floors throughout the downstairs. Elegant first floor Master Suite complete with rustic wood beams, onyx tub, & his/ hers vanities and walk-in closets. Gourmet kitchen with beautiful breakfast bar & butler pantry overlooks large family room with gas fireplace. Heated, screened, saltwater pool PLUS huge backyard perfect for entertaining! Extras include: FOUR CAR GARAGE, emergency gas generator, safe room, surround sound & upstairs bonus room!! FABULOUS WINDSONG amenities include: Winter park Chain of Lakes access, FUN family pool with splash pad, PLUS a serene Community pool, clubhouse & dock on Lake Mizell! WELCOME HOME! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$49,900
$184/mo
Monthly Payment:
$184
Principal & Interest:
$184
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $9,980 down)
Winter Park, FL 32789
Orange County School District
1bed 1bath 638sq ft $78 / sq ft CND
Lot Size17,764sq ft Built1966 On Site51days
Recently Remodeled Waterfall Cove, first floor, Winter Park Condo with tile and laminate flooring, upgraded appliances, patio, and a community pool! Great location near I-4, and... more
Recently Remodeled Waterfall Cove, first floor, Winter Park Condo with tile and laminate flooring, upgraded appliances, patio, and a community pool! Great location near I-4, and Winter Park Village! Property offered for Sale 'As Is'. less
Listing Provided Courtesy of Premium Properties R.e Service
Popularity
$77,500
$359/mo
Monthly Payment:
$359
Principal & Interest:
$287
HOA Dues:
$72
(Based on a 30 year fixed loan at 3.75% with $15,500 down)
Winter Park, FL 32792
Seminole County School District
2bed 2bath 1,094sq ft $71 / sq ft TWN
Lot Size3,499sq ft Built1978 On Site51days
Back on the market! Corner lot single story townhome in winter park. Home has beautifully updated kitchen with 36 inch cabinets, granite counter tops and tiled backsplash.... more
Back on the market! Corner lot single story townhome in winter park. Home has beautifully updated kitchen with 36 inch cabinets, granite counter tops and tiled backsplash. Laminate floors and ceramic tile throughout. Travertine floor to ceiling fireplace in the family room. Glass sliders lead to brick paved fenced patio. Additional room could easily be a 3 third room. Unit located close to shopping and restaurants. Community pool and tennis courts. This is a fannie mae homepath property. Visit the homepath website for more information. less
Listing Provided Courtesy of Florida Real Estate Properties
Popularity
$1,395,000
$5,168/mo
Monthly Payment:
$5,168
Principal & Interest:
$5,168
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $279,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 3,998sq ft $349 / sq ft SFR
Lot Size14,000sq ft Built2003 On Site53days
Traditional Mediterranean with transitional design is a Winter Park masterpiece offering elegance and simplicity for the ultimate Florida lifestyle. This custom Bates Driscoll... more
Traditional Mediterranean with transitional design is a Winter Park masterpiece offering elegance and simplicity for the ultimate Florida lifestyle. This custom Bates Driscoll home was designed by architect Gary Hancock and is perfectly nestled on a quiet street aligned with canopied trees. Beautiful formal rooms welcome as you enter. The kitchen is a chef’s delight with a prep island with a gas cooktop, double built-in ovens, warming drawer, two sinks and large walk-in pantry; As well, it is wonderfully open to the family room, lanai, pool and yard. Gorgeous wood floors throughout all the living areas. Large downstairs guest bedroom with adjacent full bath. Stunning master bedroom suite offers his-and-hers’ vanities, craw foot tub, and spacious walk-in closet. Three additional bedrooms with two large baths, bonus room with balcony access and laundry room are also on the second floor. The home’s outdoor layout provides exceptional entertaining with pool, outdoor shower and immaculate grounds. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$259,000
$959/mo
Monthly Payment:
$959
Principal & Interest:
$959
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $51,800 down)
Winter Park, FL 32790
Seminole County School District
3bed 2bath 1,845sq ft $140 / sq ft SFR
Lot Size8,400sq ft Built1971 On Site53days
Fantastic pool home in Winter Woods! Desirable floor plan with over 1,800 square feet of living space, offering three bedrooms, a den, two full baths and screened patio. Ceramic... more
Fantastic pool home in Winter Woods! Desirable floor plan with over 1,800 square feet of living space, offering three bedrooms, a den, two full baths and screened patio. Ceramic tile and laminate wood flooring give the home a fresh, clean look. Kitchen has been tastefully updated with new cabinetry, solid counter-tops, newer appliances and a pass-thru window with views of the pool. Master bedroom has private bath with walk-in shower. Secondary bedrooms each have ample closet space and share a hall bath with double sinks. Full-size, indoor laundry room off the family room also has access to the attached two-car garage. Tucked away on a quiet cul-de-sac you’ll forget that this home is conveniently located to nearby shops, dining, and major highways. Call and schedule your showing today! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$3,495,000
$12,948/mo
Monthly Payment:
$12,948
Principal & Interest:
$12,948
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $699,000 down)
Winter Park, FL 32789
Orange County School District
5bed 8bath 8,990sq ft $389 / sq ft SFR
Lot Size33,139sq ft Built2010 On Site54days
Moroccan style Mediterranean with fabulous courtyard design perfect for entertaining, this home is in “like new” condition w/ bright, modern-transitional interiors... more
Moroccan style Mediterranean with fabulous courtyard design perfect for entertaining, this home is in “like new” condition w/ bright, modern-transitional interiors with gracious room sizes along with the finest of finishes & detail . Features include exquisite light fixtures, exotic granite/marble counters, incredible custom olde world doors, hand crafted cabinetry, elegant walnut & antique pine hardwood floors, wonderful chef’s open island kitchen with butler's pantry, wine cabinet, desk work station & separate breakfast room overlooking courtyard and pool… elegant generous formal dining & living rooms, gas fireplaces, gentlemen's library… and expansive master suite with sitting area, his & her separate dressing areas w/ terrific closets, shoe closet and lavish “spa like” bath. Bright and open custom floor plan provides great spaces for entertaining large parties or intimate evenings inside or out. 2 additional 1st floor bedroom suites including guest suite detached from the main residence “casita” offering you and your guest plenty of privacy. Upstairs enjoys the 2 additional secondary bedroom suites, a media rm w/ theater, multiple balconies overlooking the courtyard and "resort style" pool & heated spa. This home is designed for outdoor living area with summer kitchen, multiple lanais and terraces, extensive gorgeous iron work, outside shower, swim up seats built into the luxurious pool and more... Truly a special estate property on oversized lot in a sought after premier Via’s setting! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
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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
Content provided and owned by Coldwell Banker Residential Real Estate.
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The information being provided by Mid Florida Regional MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Mid Florida Regional MLS. Coldwell Banker Residential Real Estate is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of Coldwell Banker Residential Real Estate, a broker participant of Mid Florida Regional MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site.

The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Mid Florida Regional MLS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited.

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Data last updated: Friday, April 24, 2015 at 9:37 PM