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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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$2,795,000
$10,355/mo
Monthly Payment:
$10,355
Principal & Interest:
$10,355
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $559,000 down)
Winter Park, FL 32789
Orange County School District
5bed 7bath 6,285sq ft $445 / sq ft SFR
Lot Size32,129sq ft Built2011 On Site15days
Magnificent estate home & unique oversized property in the heart of the Via's... premier location on triple lot (3/4 acre) on quiet street... This home was custom built in 2011... more
Magnificent estate home & unique oversized property in the heart of the Via's... premier location on triple lot (3/4 acre) on quiet street... This home was custom built in 2011 with Hal George at Parkland Homes, top quality craftsmanship & exquisite trim / moldings thru-out, bright-open floor plan, high detailed ceilings, generous room sizes, designer lighting, lots of great windows & french doors... Fabulous 1st floor master retreat with lavish bath along with his & her baths/dressing areas... Wonderful huge gourmet island kitchen with commercial appliances & extensive cabinetry, elegant "club room" with full bar & paneled walls, large beautiful formal dining & living rooms with windows/french doors both sides, and a library downstairs... Upstairs includes 4 bedroom suites, game room & bonus room... The outdoor living is nothing short of spectacular with tremendous grounds, expansive covered lanai (invisible remote retractable screens), classic pool area & walled in private yard... Enjoy the Winter Park Racquet Club, tennis courts, & access to Lake Maitland "chain of lakes" next door... A perfect entertaining home & property!! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
We show you every available listing. Here's how
$785,000
$2,908/mo
Monthly Payment:
$2,908
Principal & Interest:
$2,908
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $157,000 down)
Winter Park, FL 32789
Virginia Heights Orange County School District
4bed 3bath 2,483sq ft $316 / sq ft SFR
Lot Size10,637sq ft Built1930 On Site15days
Charming olde Winter Park bungalow on beautiful quiet brick street walking distance to Park Avenue & Rollins College... home has been updated and well maintained over the... more
Charming olde Winter Park bungalow on beautiful quiet brick street walking distance to Park Avenue & Rollins College... home has been updated and well maintained over the years... Bright-open floor plan with wood floors thru-out... 2 bedrooms / 1 bath down and the master suite and another bedroom/bath upstairs... Unusually great closet space (especially in the master and 2nd bedroom)... kitchen & baths have been updated over the years... wonderful front sunroom at entry, french doors, lots of windows... there is a private pool and huge back yard for entertainment!!! detached garage and mature landscaping backing up to creek/preserve... less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$275,000
$1,018/mo
Monthly Payment:
$1,018
Principal & Interest:
$1,018
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $55,000 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,592sq ft $173 / sq ft SFR
Lot Size9,542sq ft Built1965 On Site15days
Winter Park Pines Beautiful home with multiple upgrades including newer roof, AC, stucco, gutters, electrical, paint. Tiled, sprinkler well and timer, fenced backyard, screened... more
Winter Park Pines Beautiful home with multiple upgrades including newer roof, AC, stucco, gutters, electrical, paint. Tiled, sprinkler well and timer, fenced backyard, screened porch, back deck and on a corner Lot. New Windows and Updated Baths. Mature Oak Trees and landscaping. A - Rated Winter Park Schools!! less
Listing Provided Courtesy of Florida Home Realty & Invest
Popularity
$179,900
$666/mo
Monthly Payment:
$666
Principal & Interest:
$666
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $35,980 down)
Winter Park, FL 32789
Baldwin Park Orange County School District
4bed 2bath 1,548sq ft $116 / sq ft SFR
Lot Size7,508sq ft Built1959 On Site15days
Short Sale! Home needs TLC, great for a redo! Winter Park School District. Located adjacent to Baldwin Park. Great sought after location.
Short Sale! Home needs TLC, great for a redo! Winter Park School District. Located adjacent to Baldwin Park. Great sought after location. less
Listing Provided Courtesy of Palm Properties Of Cf, Inc.
Popularity
$2,395,000
$8,873/mo
Monthly Payment:
$8,873
Principal & Interest:
$8,873
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $479,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,416sq ft $542 / sq ft SFR
Lot Size1.1acre Built2000 On Site16days
Beautiful Lakefront Estate within walking distance to Park Avenue! Situated in a private setting on the shores of Lake Mizell. This lovely home features 4 bedrooms, an office, a... more
Beautiful Lakefront Estate within walking distance to Park Avenue! Situated in a private setting on the shores of Lake Mizell. This lovely home features 4 bedrooms, an office, a bonus room, and 5 full bathrooms. A granite bar with wine cooler and refrigerator is located between the living room and dining room. Quality finishes throughout such as cherry wood floors, high ceilings, extensive crown moulding, dramatic stairway, beautiful built-ins, expansive island kitchen with granite countertops and SS Appliances. Lakeviews to be enjoyed from the Living Room, Dining Room, Kitchen, Master, Master Bath and two of the Bedrooms. The Master Bedroom is a true oasis with a lovely stone gas fireplace, two balconies with one overlooking the front of the property and the other overlooking the lake. The exquisite master bath also looks over the lake. All secondary bedrooms are suites including the one upstairs next to a large bonus room and kitchenette. Closets galore plus a 3 car garage. Step out back to the serene setting with a fabulous pool, spa and lush lawn down to the tree-lined shoreline of Lake Mizell. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$209,900
$777/mo
Monthly Payment:
$777
Principal & Interest:
$777
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $41,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 2bath 1,788sq ft $117 / sq ft SFR
Lot Size14,000sq ft Built1961 On Site16days
What a lot! If you are looking for a huge backyard with plenty of land in this area, then look no further! This property is perfect for you. This 4 bedroom 2 bath home is ideal... more
What a lot! If you are looking for a huge backyard with plenty of land in this area, then look no further! This property is perfect for you. This 4 bedroom 2 bath home is ideal for the family looking to settle down in a great area. Come see this home today! less
Listing Provided Courtesy of Century 21 Roo Realty
Popularity
$95,000
$351/mo
Monthly Payment:
$351
Principal & Interest:
$351
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $19,000 down)
Winter Park, FL 32789
1bed 1bath 787sq ft $121 / sq ft CND
Lot Size4,460sq ft Built1964 On Site16days
Updated 1 bedroom unit at Winter Park Gardens, a 55+ Community. (Open to buyers under 55) This unit has a screened porch to enjoy the view of the pool and lush landscaping of... more
Updated 1 bedroom unit at Winter Park Gardens, a 55+ Community. (Open to buyers under 55) This unit has a screened porch to enjoy the view of the pool and lush landscaping of the community. The foyer with two large closets opens to a spacious living/dining area. Lots of storage in the master bedroom as well with an additional two closets. The galley kitchen has maple cabinets, newer counter tops and appliances. Neat and clean, this unit has been well maintained and is move-in ready. Winter Park amenities nearby, including Park Ave, Rollins College, Farmers Market and Winter Park Village. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$51,500
$415/mo
Monthly Payment:
$415
Principal & Interest:
$190
HOA Dues:
$225
(Based on a 30 year fixed loan at 3.75% with $10,300 down)
Winter Park, FL 32792
2bed 3bath 1,031sq ft $50 / sq ft CND
Lot Size31,041sq ft Built1983 On Site16days
Great for a starter home or an investor. Property is ready to be renovated. This property has 2 good size upstairs bedrooms for privacy. Each bedroom has their own bathroom... more
Great for a starter home or an investor. Property is ready to be renovated. This property has 2 good size upstairs bedrooms for privacy. Each bedroom has their own bathroom upstairs along with a ½ bath downstairs. The first floor has a living room/dining room along with a kitchen with an eat-in area that has a view of the fenced in patio area. Relax and enjoy the community pool and playground. Located in Winter Park Community of Hidden Oaks in the established Goldenrod Road area of East Orlando. Provides easy access to shopping, dining, major access roads, and schools. Convenient to Full Sail or the University of Central Florida. less
Listing Provided Courtesy of Lighthouse Property Grp Inc
Popularity
$379,900
$1,407/mo
Monthly Payment:
$1,407
Principal & Interest:
$1,407
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $75,980 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,550sq ft $245 / sq ft CND
Lot Size12,797sq ft Built1982 On Site16days
Winter Park Gem! This condo offers 3 bedrooms, 2 full bathrooms and a fireplace. Views of the community pool and tennis courts round out this awesome unit! This home is steps... more
Winter Park Gem! This condo offers 3 bedrooms, 2 full bathrooms and a fireplace. Views of the community pool and tennis courts round out this awesome unit! This home is steps away from Winter Park's most prestigious shopping, dining, and luxury stores. Park West is situated between Park Avenue, Central Park and Hannibal Square. If you are in search of a property that is in the heart of Winter Park and within walking distance to all that Winter Park has to offer, this is the property for you! less
Listing Provided Courtesy of Nesta Real Estate Consultants
Popularity
$288,000
$1,075/mo
Monthly Payment:
$1,075
Principal & Interest:
$1,067
HOA Dues:
$8
(Based on a 30 year fixed loan at 3.75% with $57,600 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,305sq ft $125 / sq ft SFR
Lot Size14,835sq ft Built1969 On Site17days
Short sale. Gorgeous 4 bedroom, 3 bath home. Impressive 1/3 of an acre lot for a home located in winter park . Great school district!! Spectacular home for entertaining. Very... more
Short sale. Gorgeous 4 bedroom, 3 bath home. Impressive 1/3 of an acre lot for a home located in winter park . Great school district!! Spectacular home for entertaining. Very large room dimensions. Great split-bedroom plan. Kitchen features solid wood cabinets and stainless steel appliances. Master suite features a custom built-in office with a fireplace. Granite counter tops throughout. Double sinks and stainless steel fixtures. 2 bathrooms with jet tubs. Family room features a custom-built fireplace. Enclosed florida room. Real wood floors and crown molding. Above average size pool! Located on a cul-de-sac for privacy. Updated with many features, large yard, privacy fence. less
Listing Provided Courtesy of Exit Realty Central
Popularity
$1,000,000
$3,704/mo
Monthly Payment:
$3,704
Principal & Interest:
$3,704
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $200,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 3,265sq ft $306 / sq ft SFR
Lot Size8,583sq ft Built2015 On Site17days
Stunning Custom contemporary home coming June 2015!!
Stunning Custom contemporary home coming June 2015!! less
Listing Provided Courtesy of La Rosa Realty, Llc
Popularity
$349,500
$1,294/mo
Monthly Payment:
$1,294
Principal & Interest:
$1,294
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $69,900 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,916sq ft $182 / sq ft SFR
Lot Size8,636sq ft Built1958 On Site17days
Better than new, this Winter Park pool home has recently been remodeled head to toe. Look at this list of new, updated, repaired or replaced features: NEW HVAC and ROOF, both... more
Better than new, this Winter Park pool home has recently been remodeled head to toe. Look at this list of new, updated, repaired or replaced features: NEW HVAC and ROOF, both with original warranty! New energy efficient windows, entry and interior doors. New flooring throughout. All wall and ceilings have been re-textured and painted. New 42" kitchen cabinets. All new stainless steel appliances with manufacturer's warranties. Bathrooms have new cabinets, sinks, toilets and fixtures. New light fixtures inside and out. New Hayward pool filter. The spacious living areas have beautiful laminate floors, while the island kitchen and baths have 18" Travertine look ceramic tile. The three bedrooms have been warmly appointed with top quality grade plush carpeting. Enjoy the convenience of an indoor laundry room and a large storage area in the carport. Looking out the new French Doors, the backyard has a sparkling pool with a fresh paint job on the deck and new filter and there is still an abundant fenced in area. less
Listing Provided Courtesy of Watson Realty Corp
Popularity
$995,000
$3,686/mo
Monthly Payment:
$3,686
Principal & Interest:
$3,686
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $199,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,700sq ft $269 / sq ft SFR
Lot Size11,887sq ft Built2012 On Site17days
Beautiful New David Weekley four bedroom, five bath home built in spectacular neighborhood overlooking Wilbar pond. Tile roof and three car garage. Fresh, transitional design.... more
Beautiful New David Weekley four bedroom, five bath home built in spectacular neighborhood overlooking Wilbar pond. Tile roof and three car garage. Fresh, transitional design. Open, light and bright with office, bonus room, mud room and tons of air conditioned storage. Wood floors throughout and dramatic wrought iron staircase. Volume ceilings and custom plantation shutters. You will fall in love with the huge designer kitchen and expansive granite eat-in island with gorgeous cabinets and top of the line GE Monogram Advantium appliances. Kitchen flows into additional breakfast room and has two back porches for entertaining. Super functional floor plan. Desirable first floor owners retreat with large upgraded master bathroom including shower and Jacuzzi tub. Seller has customized closets with top of the line organizers. Builder did not skimp with upstairs bedrooms and baths. Nicely sized and upgraded counters and granite. Separated guest suite. Gold energy efficiency rating - double pane/low-e windows, healthy SEER 14.5 AC and R-38 blown insulation. Large wrap around back yard big enough to build your own pool. New privacy fence. Great schools. Eight year builder warranty. Priced to sell quickly! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$98,580
$515/mo
Monthly Payment:
$515
Principal & Interest:
$365
HOA Dues:
$150
(Based on a 30 year fixed loan at 3.75% with $19,716 down)
Winter Park, FL 32792
Seminole County School District
3bed 3bath 1,652sq ft $60 / sq ft SFR
Lot Size1,894sq ft Built1984 On Site17days
This property is bank owned. It is sold in “as-is” condition without repairs or warranty. Buyer is responsible for verifying all information contained in this... more
This property is bank owned. It is sold in “as-is” condition without repairs or warranty. Buyer is responsible for verifying all information contained in this listing. less
Listing Provided Courtesy of Realhome Svc & Solutions Inc
Popularity
$109,900
$407/mo
Monthly Payment:
$407
Principal & Interest:
$407
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $21,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,332sq ft $83 / sq ft TWN
Lot Size4,164sq ft Built1985 On Site18days
Master bedroom downstairs with 2 bedrooms upstairs. This property has lots of potential to be an adorable home. This property is eligible under the Freddie Mac First Look... more
Master bedroom downstairs with 2 bedrooms upstairs. This property has lots of potential to be an adorable home. This property is eligible under the Freddie Mac First Look Initiative through 11/26/2014. First Look starts on the day the property is listed in the MLS. The First Look countdown will expire November 26, 2014. Investor offers will be eligible for review and acceptance on November 27, 2014. All measurements are approximate; buyer to verify HOA info and measurements prior to offer. less
Listing Provided Courtesy of Re/max 200 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
Local service is provided by our preferred broker, Coldwell Banker Residential Real Estate. By logging on to ziprealty.com, you are authorizing ZipRealty to refer you to Coldwell Banker Residential Real Estate for real estate brokerage services, and ZipRealty will receive a referral fee or other valuable consideration for such referral.
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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.

Copyright 2014 Mid Florida Regional MLS. All rights reserved.

Data last updated: Wednesday, November 26, 2014 at 7:58 PM