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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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$59,500
$449/mo
Monthly Payment:
$449
Principal & Interest:
$220
HOA Dues:
$229
(Based on a 30 year fixed loan at 3.75% with $11,900 down)
Winter Park, FL 32792
Seminole County School District
1bed 1bath 678sq ft $88 / sq ft CND
Lot Size657sq ft Built1973 On Site4days
Well maintained first floor condo unit. Easy access to all amenities including a Community Pool with Clubhouse, and Tennis Courts. New laminate flooring and carpeting recently... more
Well maintained first floor condo unit. Easy access to all amenities including a Community Pool with Clubhouse, and Tennis Courts. New laminate flooring and carpeting recently installed. Beautiful kitchen with wood cabinets and black appliances. Open patio with storage closet. Conveniently located, with your choice of Starbucks or Dunkin Donuts and numerous shopping locations and restaurants nearby. Full Sail, University of Central Florida and Rollins College are also in the vicinity. less
Listing Provided Courtesy of Total Realty Corp
Popularity
We show you every available listing. Here's how
$150,000
$555/mo
Monthly Payment:
$555
Principal & Interest:
$555
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $30,000 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,232sq ft $122 / sq ft SFR
Lot Size24,878sq ft Built2014 On Site5days
Never been lived in, brand new home on over half an acre! This 3 bedroom, 2 bathroom home features a screened in porch, split bedroom plan, and a large utility shed that can... more
Never been lived in, brand new home on over half an acre! This 3 bedroom, 2 bathroom home features a screened in porch, split bedroom plan, and a large utility shed that can easily house a boat, lawn equipment, etc. You won't need to lift a finger, just move on in. There's even an inside utility room. The home shows great thanks to the new carpet and beautiful wood laminate which very closely imitates real wood. No hoa! Bring your boat and rv…plenty of space for parking. New drain field and pumped out tank. The home is located on a dead end road so you get a great country feel with the closeness of both of the cities of winter park and orlando. Just minutes to both downtowns. Fabulous schools! Add this to your must see list! less
Listing Provided Courtesy of Global Realty International
Popularity
$399,000
$1,478/mo
Monthly Payment:
$1,478
Principal & Interest:
$1,478
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $79,800 down)
Winter Park, FL 32792
Golfside Orange County School District
3bed 2bath 1,863sq ft $214 / sq ft SFR
Lot Size8,625sq ft Built1978 On Site5days
Open Sun May 31, 2pm-5pm
Beautiful three bedroom, two bath home, plus office/nursery, located near the Winter Park Pines golf course and Brookshire Elementary. Quiet street. The home has a split bedroom... more
Beautiful three bedroom, two bath home, plus office/nursery, located near the Winter Park Pines golf course and Brookshire Elementary. Quiet street. The home has a split bedroom floor plan with stunning new hardwood floors throughout, a formal living room, kitchen/family room combo with wood burning fireplace, office, and laundry room. High beam, vaulted ceilings make this home feel extra roomy. Custom tongue and groove wainscoting wood work, new solid wood doors and plantation shutters upgrade the look and feel of this home. Kitchen features custom wood cabinets, breakfast bar, 5 burner gas stove top, double oven and large eat-in area. Spacious master suite has a large walk in closet, separate dressing area with vanity, and bathroom with floor to ceiling windows (window treatments can convey) leading out to the covered outdoor patio area. The stunning backyard is a huge hit for entertaining, with pavers and tons of room to sit, eat, play and grill. Pool stays clean with the screen and there is still plenty of room to play in the fenced backyard. Generous inside laundry room is a plus! More upgrades than we can list! Newer AC handler and compressor. New appliances, kitchen backsplash, wood floors, carpet in master, pool resurfaced in 2013, new heat resistant pavers, sod, plantation shutters, extra built in closet, alarm system, radiant coating and increased insulation. The home in conveniently located near great Winter Park schools, Park Avenue, Cady Way Trail and several shopping and dining destinations. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$189,900
$703/mo
Monthly Payment:
$703
Principal & Interest:
$703
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $37,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,766sq ft $108 / sq ft SFR
Lot Size12,467sq ft Built1972 On Site5days
This 3 bedroom 2 bath pool home in Winter Park has a formal living, dining, and family room. The kitchen has been remodeled and has maple cabinets with cathedral style doors.... more
This 3 bedroom 2 bath pool home in Winter Park has a formal living, dining, and family room. The kitchen has been remodeled and has maple cabinets with cathedral style doors. Pantry cabinetry is from floor to ceiling and there are pull outs throughout the kitchen. Several stacks of furniture quality drawers for extra storage. Tiled back splash and solid surface counter tops. The built-in space for your counter depth refrigerator makes this a gourmet kitchen! Pool and screened lanai. Large backyard with mature landscaping that includes crepe myrtles, ligstrums, and citrus trees. The shed conveys with the home. No homeowner association! Watch for virtual tour coming soon! less
Listing Provided Courtesy of The Williams Real Estate Co
Popularity
$74,900
$277/mo
Monthly Payment:
$277
Principal & Interest:
$277
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $14,980 down)
Winter Park, FL 32792
2bed 2bath 840sq ft $89 / sq ft CND
Lot Size9,439sq ft Built1990 On Site5days
An investment opportunity to buy as a rental property or live in. This great condo is minutes to the UCF, Full Sail University, Rollins College, and easy access to 408 express... more
An investment opportunity to buy as a rental property or live in. This great condo is minutes to the UCF, Full Sail University, Rollins College, and easy access to 408 express way and interstate Hwy 417. less
Listing Provided Courtesy of Elite Global Realty Llc
Popularity
$78,000
$513/mo
Monthly Payment:
$513
Principal & Interest:
$288
HOA Dues:
$225
(Based on a 30 year fixed loan at 3.75% with $15,600 down)
Winter Park, FL 32792
2bed 2bath 840sq ft $93 / sq ft CND
Lot Size9,439sq ft Built1990 On Site5days
An investment opportunity to buy as a rental property or live in. This great condo is minutes to the UCF, Full Sail University, Rollins College, and easy access to 408 express... more
An investment opportunity to buy as a rental property or live in. This great condo is minutes to the UCF, Full Sail University, Rollins College, and easy access to 408 express way and interstate Hwy 417. less
Listing Provided Courtesy of Elite Global Realty Llc
Popularity
$799,000
$2,960/mo
Monthly Payment:
$2,960
Principal & Interest:
$2,960
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $159,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 2,353sq ft $340 / sq ft SFR
Lot Size23,685sq ft Built1953 On Site5days
Winter Park waterfront home on beautiful Lake Killarney, a 239 acre spring fed lake with no public access. Major contemporary interior renovation in 2011. This 3 BR / 2 BA home... more
Winter Park waterfront home on beautiful Lake Killarney, a 239 acre spring fed lake with no public access. Major contemporary interior renovation in 2011. This 3 BR / 2 BA home features a large chef's kitchen with center island, custom cabinets, 6 burner 48" gas range with double ovens, SS hood, GE Monogram refrigerator, GE Profile dishwasher, quartz counters with glass tile backsplash & under cabinet lighting. Glass tile wood burning fireplace in living room with feature shelves, recessed lighting throughout, tile floors, crown molding, updated doors & hardware, plantation shutters. Custom salt water pool with heated spa added in 2012. Remote computer pad in Family room controls pool systems including heated spa, filtration, underwater multi-color LED lighting for stunning nighttime effects. Large outdoor living area with fireplace. Newer high efficiency AC. Professionally landscaped and full irrigation system. Lot features 100' of lake frontage with dock. Quiet City of Winter Park neighborhood with single point access, close proximity to I-4, Winter park Village and downtown Winter Park. A rated Fire and Police less
Listing Provided Courtesy of International Realty Partners
Popularity
$85,000
$573/mo
Monthly Payment:
$573
Principal & Interest:
$314
HOA Dues:
$259
(Based on a 30 year fixed loan at 3.75% with $17,000 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,018sq ft $83 / sq ft CND
Lot Size4,228sq ft Built1984 On Site6days
Good-looking unit in prestigious WINTER PARK lots of natural light very bright Condo live in style in this beautiful 2BD 2Baths unit 1,018SqFt of living space. Stainless still... more
Good-looking unit in prestigious WINTER PARK lots of natural light very bright Condo live in style in this beautiful 2BD 2Baths unit 1,018SqFt of living space. Stainless still appliances, laundry within unit open dining & living area sliding doors that lead you to a cozy fenced porch. Medium size master suite with walking closet. Great location close to everything. less
Listing Provided Courtesy of Deconova International Realty
Popularity
$995,000
$3,907/mo
Monthly Payment:
$3,907
Principal & Interest:
$3,686
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $199,000 down)
Winter Park, FL 32789
Windsong Orange County School District
5bed 5bath 3,833sq ft $260 / sq ft SFR
Lot Size15,028sq ft Built2003 On Site6days
Open Sun May 31, 2pm-5pm
Five bedroom, five bath home in prestigious Windsong! This fantastic home, with a three-way split floor-plan offers formal living and dining, a designated home office, a... more
Five bedroom, five bath home in prestigious Windsong! This fantastic home, with a three-way split floor-plan offers formal living and dining, a designated home office, a downstairs master suite, three comfortably sized guest bedrooms, and an upstairs bonus room, complete with closet space and private bath. Gorgeous mahogany wood floors, stone tile and crown molding compliment the home’s interior. Chef’s kitchen features a gas cook-top, double ovens, granite island, and built-in work station. Screened patio overlooks the backyard which is set up perfectly for a future pool. Located on a quiet, double cul-de-sac, location will be hard to beat. As a Windsong resident, take advantage of one of the many exclusive amenities, including chain-of-lake-access, fishing dock, parks, playgrounds, two community pools and children’s water park that this highly sought after community has to offer. Thoughtfully designed, and meticulously cared for, this home is a designer’s dream and is just waiting for your personal touch. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$180,000
$811/mo
Monthly Payment:
$811
Principal & Interest:
$666
HOA Dues:
$145
(Based on a 30 year fixed loan at 3.75% with $36,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 3bath 1,628sq ft $111 / sq ft TWN
Lot Size2,066sq ft Built2005 On Site6days
Lovely two story townhome located in gated Vistas at Lake Howell. First floor has open floor plan with combined living/dining space, open kitchen with eat in area, half bath,... more
Lovely two story townhome located in gated Vistas at Lake Howell. First floor has open floor plan with combined living/dining space, open kitchen with eat in area, half bath, screened patio, and 1 car garage. Upstairs has 3 bedrooms with 2 full baths, and laundry closet. Master bedroom has vaulted ceiling and large walk in closet. Master bath has dual sinks and tub/shower combination. Ceiling fans and plantation shutters are an added bonus in this meticulously maintained home. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$128,000
$717/mo
Monthly Payment:
$717
Principal & Interest:
$474
HOA Dues:
$243
(Based on a 30 year fixed loan at 3.75% with $25,600 down)
Winter Park, FL 32792
Seminole County School District
2bed 2bath 1,495sq ft $86 / sq ft CND
Lot Size2,096sq ft Built1986 On Site6days
Large 2.2 unit with a Loft. This unit is located on a very quiet private street. The unit comes with two assigned parking spaces that are Handicap accessible. Features include... more
Large 2.2 unit with a Loft. This unit is located on a very quiet private street. The unit comes with two assigned parking spaces that are Handicap accessible. Features include fireplace, vaulted ceilings, wet bar, private front garden, covered patio in the rear. Light and bright with lots of storage space. Master bedroom features a large walk-in closet with sliding doors to the rear patio. Location Location! It's within walking distance to shopping, supermarkets, and dining. Cedarwood Village has easy access to major roads and downtown Winter Park, Maitland, UCF and the Airport. This is a very well cared for community with great amenities, large trees, clubhouse, swimming pool and tennis courts. Children and pets are welcome. Don't miss this home! A MUST SEE!! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$45,000
$448/mo
Monthly Payment:
$448
Principal & Interest:
$166
HOA Dues:
$282
(Based on a 30 year fixed loan at 3.75% with $9,000 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,085sq ft $41 / sq ft CND
Lot Size8,564sq ft Built1974 On Site6days
Condo is a two story located on the second floor of the Building. Living room and dining room combination with access to the covered balcony. Kitchen has lots of natural light.... more
Condo is a two story located on the second floor of the Building. Living room and dining room combination with access to the covered balcony. Kitchen has lots of natural light. Two bedrooms upstairs share one full bath. There is a half bath on the first floor for your convenience. Complex offers a community pool. Conveniently located near shopping, dining and major high ways. Also located near Full Sail, Valencia College and UCF. This is a Fannie Mae HomePath property. less
Listing Provided Courtesy of Re/max Town & Country Realty
Popularity
$199,900
$740/mo
Monthly Payment:
$740
Principal & Interest:
$740
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $39,980 down)
Winter Park, FL 32792
Seminole County School District
4bed 2bath 2,017sq ft $99 / sq ft SFR
Lot Size14,180sq ft Built1983 On Site6days
Multiple offer situation. Please submit your highest and best offer from the start. Deadline to submit is 10-am wednesday 05/27/15.This is a wonderful 4 bedroom 2 bath pool home... more
Multiple offer situation. Please submit your highest and best offer from the start. Deadline to submit is 10-am wednesday 05/27/15.This is a wonderful 4 bedroom 2 bath pool home located in the charter oaks community in winter park. This well maintained community is located off dike road between tuskawilla road and dodd road. The home has recently been painted both on the inside and outside. There is a formal living room and a separate kitchen/family room combo. Bedroom plan is split with master on one side of the home and the other three on the other. Enjoy the lazy summer afternoons under the covered and screened in patio overlooking the crystal blue pool. This home is a great home for your first time home buyers. Very convenient to lake howell high school, major roadways and lots of shopping. See attachment for pas requirements and wfhm offer submittal information in mls document section. No digital or electronic signatures allowed by the seller. Seller should be owner of record. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$1,075,000
$3,982/mo
Monthly Payment:
$3,982
Principal & Interest:
$3,982
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $215,000 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 3,163sq ft $340 / sq ft SFR
Lot Size11,598sq ft Built1960 On Site6days
Open Sun May 24, 2am-5pm
Mostly new and very charming 5 bedrooms 5 1/2 baths....Master plus two other spacious bedrooms downstairs...Two bedrooms two baths in the new upstairs. Kitchen with viking range... more
Mostly new and very charming 5 bedrooms 5 1/2 baths....Master plus two other spacious bedrooms downstairs...Two bedrooms two baths in the new upstairs. Kitchen with viking range and refrigerator, granite counter tops opens to family room. Wood, travertine tile and carpet floors. Fireplace in living room which opens to large dining area. Two patios. Circular drive. extensively renovated and added on to in 2009. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$330,000
$1,230/mo
Monthly Payment:
$1,230
Principal & Interest:
$1,222
HOA Dues:
$8
(Based on a 30 year fixed loan at 3.75% with $66,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,305sq ft $143 / sq ft SFR
Lot Size14,835sq ft Built1969 On Site6days
Short sale. Beautiful 4 bedroom/3 bath pool home in desirable winter park! The home features granite counter tops throughout, stainless steel appliances, custom built-ins in the... more
Short sale. Beautiful 4 bedroom/3 bath pool home in desirable winter park! The home features granite counter tops throughout, stainless steel appliances, custom built-ins in the master and family room, crown molding, and wood floors, just to name a few! less
Listing Provided Courtesy of Keller Williams Classic 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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The information being provided by Mid-Florida Regional Multiple Listing Service 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 Multiple Listing Service. 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 Multiple Listing Service. 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 Multiple Listing Service 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: Saturday, May 23, 2015 at 8:33 PM