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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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$729,900
$2,704/mo
Monthly Payment:
$2,704
Principal & Interest:
$2,704
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $145,980 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,400sq ft $215 / sq ft SFR
Lot Size11,476sq ft Built1995 On Site12days
Open Sun Aug 9, 2pm-5pm
Gorgeous Winter Park home. Seller is very motivated so bring all offers. Tucked behind Park Grove, this 3,400 sf home has formal living and dining room, an oversized family... more
Gorgeous Winter Park home. Seller is very motivated so bring all offers. Tucked behind Park Grove, this 3,400 sf home has formal living and dining room, an oversized family room, downstairs master suite, three bedrooms upstairs and an expansive, over the garage, bonus room. Owner has made many updates so you don’t have to. Renovated master bath now includes stone floors, custom vanities, a jetted tub and walk-in shower. Eat-in kitchen was redesigned in 2013. Tile backsplash, custom cabinetry, granite countertops, built-in work station, stainless steel appliances and large pantry. New roof with warranty (2012), new A/C (2014), and new plumbing (2013). Great location at end of quiet cul-de-sac, sidewalk neighborhood, and just a few minutes from Park Avenue, the Winter Park Golf Course, the Racquet Club, and Hannibal Square. Top rated schools; Dommerich Elementary, Maitland Middle, and Winter Park High. One of the lowest price/square foot homes in 32789! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
We show you every available listing. Here's how
$249,000
$922/mo
Monthly Payment:
$922
Principal & Interest:
$922
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $49,800 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 1,172sq ft $212 / sq ft SFR
Lot Size6,400sq ft Built1955 On Site12days
Gorgeous Winter Park Home in Orwin Manor. Open Floor Plan. Private Fenced Yard, & Large brick paver patio that is perfect for Entertaining. Beautiful Refinished Hardwood Floors... more
Gorgeous Winter Park Home in Orwin Manor. Open Floor Plan. Private Fenced Yard, & Large brick paver patio that is perfect for Entertaining. Beautiful Refinished Hardwood Floors throughout. Newer Kitchen w/ 42” Cabinets, Stainless Steel Appliances, Granite Counters & Tiled Backsplash. Newer Roof, Re-plumbed, A/C & Electric Upgraded in 2008. One Car Garage. Great schools. Great Location. Great Home!!! less
Listing Provided Courtesy of Charles Rutenberg Realty
Popularity
$3,300,000
$12,226/mo
Monthly Payment:
$12,226
Principal & Interest:
$12,226
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $660,000 down)
Winter Park, FL 32789
Orange County School District
5bed 7bath 7,351sq ft $449 / sq ft SFR
Lot Size15,570sq ft Built2004 On Site13days
The Dream Estate! Your opportunity to own a masterpiece! This classic estate offers elegance, luxury and entertainment in the heart of desired Winter Park. With just a short... more
The Dream Estate! Your opportunity to own a masterpiece! 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
$315,000
$1,167/mo
Monthly Payment:
$1,167
Principal & Interest:
$1,167
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $63,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,532sq ft $206 / sq ft SFR
Lot Size6,512sq ft Built1977 On Site13days
This generously sized 1532sqft 3 bedroom 2 bathroom home is set on a 6,504sqft lot. Carpet and ceramic tile throughout the home. Located in the beautiful Winter Park this home... more
This generously sized 1532sqft 3 bedroom 2 bathroom home is set on a 6,504sqft lot. Carpet and ceramic tile throughout the home. Located in the beautiful Winter Park this home is moments from the iconic Park Avenue and Rollins College and a wonderful school district. Spacious yard and attached garage with additional parking in driveway. Contact me today to learn more about your forever home! less
Listing Provided Courtesy of Olde Town Brokers Inc
Popularity
$269,900
$1,029/mo
Monthly Payment:
$1,029
Principal & Interest:
$999
HOA Dues:
$30
(Based on a 30 year fixed loan at 3.75% with $53,980 down)
Winter Park, FL 32792
Seminole County School District
4bed 2bath 2,080sq ft $130 / sq ft SFR
Lot Size10,366sq ft Built1989 On Site13days
Open Sun Aug 2, 12pm-3pm
Pool Home in Winter Park. Spacious 4 bedroom/2 bath home with split floor plan. Home features fireplace in great room, open kitchen with breakfast nook, vaulted ceilings and... more
Pool Home in Winter Park. Spacious 4 bedroom/2 bath home with split floor plan. Home features fireplace in great room, open kitchen with breakfast nook, vaulted ceilings and carpet throughout. Community tennis courts, playground area and pond. 1 Year AHS home warranty purchased by seller less
Listing Provided Courtesy of Watson Realty Corp
Popularity
$675,000
$2,500/mo
Monthly Payment:
$2,500
Principal & Interest:
$2,500
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $135,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,638sq ft $256 / sq ft SFR
Lot Size11,933sq ft Built1997 On Site13days
Desirable single story home, with three bedrooms, three full baths, and guest apartment in the heart of Winter Park! Located on a quiet circle, minutes from Park Avenue and... more
Desirable single story home, with three bedrooms, three full baths, and guest apartment in the heart of Winter Park! Located on a quiet circle, minutes from Park Avenue and nearby shops and dining, this home has a fantastic floor plan and offers over 2,600 square feet of living space, with formal living and dining, a large family room off the kitchen, and French doors that lead to the resort style pool and spa. Beautiful hardwood flooring has been laid throughout the home. Master bedroom is the perfect retreat with its vaulted ceilings, and en suite with his and her walk-in closets, double vanity, garden tub and shower. Each guest bedroom is generous in size and has their own private bath. Spacious kitchen with new GE appliances features travertine flooring, an over-sized closet pantry, bar-top seating, built-in work-space, and breakfast nook. Family room is radiant with natural light that fills the space from the windows and French doors. Double sided, wood burning fireplace and built-in entertainment center help create the perfect entertainment space. Step outside and be inspired by the gorgeous backyard. Vinyl fencing around the property provides privacy, while the brick pavers, vine covered trellis, and stunning pool bring characteristic charm. Above the two-car, detached garage, is a guest apartment with office, half bath, and efficiency kitchen. Zoned for A-rated schools; Brookshire Elementary, Glendridge Middle, and Winter Park High. Schedule your showing today! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$88,400
$327/mo
Monthly Payment:
$327
Principal & Interest:
$327
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $17,680 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,032sq ft $86 / sq ft SFR
Lot Size8,145sq ft Built1960 On Site13days
Great opportunity to own this 3 bedroom, 2 bath home minutes from UCF, Winter Park, and Full Sail. This block home includes all appliances, Updated French doors, and Utility... more
Great opportunity to own this 3 bedroom, 2 bath home minutes from UCF, Winter Park, and Full Sail. This block home includes all appliances, Updated French doors, and Utility room off the carport with washer and dryer along with a large rear yard. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$48,900
$387/mo
Monthly Payment:
$387
Principal & Interest:
$181
HOA Dues:
$206
(Based on a 30 year fixed loan at 3.75% with $9,780 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 785sq ft $62 / sq ft CND
Lot Size2,531sq ft Built1974 On Site13days
This great spacious 1 bed condo has just had a thorough make over. New tiled floor throughout, perfect for a Florida! High end kitchen cabinets finished off with a granite... more
This great spacious 1 bed condo has just had a thorough make over. New tiled floor throughout, perfect for a Florida! High end kitchen cabinets finished off with a granite counter top. Brand new AC system installed. Needing just the appliances to finish it all off. A condo finished off to this standard is sure sell fast! Walking distance to Full Sail University and a short drive to University of Central Florida. Also, just minutes to downtown Winter Park, and the famous Park Avenue with all it's restaurants, coffee shops and boutiques. Alternatively, you can be in the hustle and bustle of Downtown Orlando in 10 minutes. So, you can have the best of both worlds!! This gorgeous community with mature trees features a clubhouse, laundry, swimming pool, bbq/picnic area, tennis courts and play area. Plenty of car parking spaces. less
Listing Provided Courtesy of Iris International
Popularity
$825,000
$3,056/mo
Monthly Payment:
$3,056
Principal & Interest:
$3,056
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $165,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 3,180sq ft $259 / sq ft SFR
Lot Size12,460sq ft Built1925 On Site16days
Open Sun Aug 2, 1am-4pm
Amazingly charming home on one of the most beautiful tree-lined streets in Winter Park. This 3100sf + pool home has a very open floor plan, lots of natural light, and upgrades... more
Amazingly charming home on one of the most beautiful tree-lined streets in Winter Park. This 3100sf + pool home has a very open floor plan, lots of natural light, and upgrades galore. Kitchen remodeled with granite counters, solid wood cabinets, stainless Bosch appliances, new gas range, & built-in Thermador refrigerator. Downstairs master suite with wood floors, walk-in closet, and master bath renovated with dual sinks, rain shower, & large garden tub. Additional 2nd downstairs bedroom. Upstairs has another spacious bedroom, full bath, and office that could be easily transformed into a private 4th bedroom. Features include plantation shutters, wood & Mexican tile floors, crown molding, built-in’s, French doors, and original lower level wine cellar. Recent updates include all new electrical, newer AC’s & water heater, bathroom renovations, new plantation shutters, Pella doors, custom-made fireplace mantle, hurricane resistant film on all windows, and new fans. This home sits on almost 1/3 acre lot and due to massive re-design & re-landscaping, the backyard is an oasis of privacy and seclusion including a lovely pool and outdoor covered kitchen cabana. 1 car garage + storage. Great, convenient location only a short walk to the lake! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$625,000
$2,318/mo
Monthly Payment:
$2,318
Principal & Interest:
$2,315
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.75% with $125,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,953sq ft $212 / sq ft SFR
Lot Size11,264sq ft Built1957 On Site16days
Renovated in 2009 to increase square footage to 2953 this three bedroom three bath home is located in the established neighborhood of Timberlane Shores. The property has a... more
Renovated in 2009 to increase square footage to 2953 this three bedroom three bath home is located in the established neighborhood of Timberlane Shores. The property has a wonderful flex space that could easily be converted into a fourth bedroom or a separate living space with it’s own entrance. It is currently being used as an art studio. The oversized master suite has coffered ceilings, two large walk in closets and acid etched concrete floors. The master bathroom has a separate shower and a 40 inch Soaking Tub. All three bedrooms have access to their own bathroom. There is also a small media room or office that is not considered a bedroom. Large hurricane rated glass doors and full length windows look out onto a herringbone brick patio with a tin roofed cabana to entertain your friends and family. The kitchen was enhanced with a professional style prep room and an additional refrigerator which has a pass-through to the cabana for your outdoor cooking needs. Renovation included: double paned windows throughout the house, new baseboards, new roof and the addition of a two garage. Owner is a licensed Realtor. less
Listing Provided Courtesy of Warner-quinlan Inc
Popularity
$799,900
$2,963/mo
Monthly Payment:
$2,963
Principal & Interest:
$2,963
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $159,980 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 3,064sq ft $261 / sq ft SFR
Lot Size8,775sq ft Built2008 On Site16days
Beautiful 5 bedroom Winter Park home in prime location with A+ Schools. Walk to Baldwin Park, Winter Park, close to airport. This home features wood floors, large kitchen with... more
Beautiful 5 bedroom Winter Park home in prime location with A+ Schools. Walk to Baldwin Park, Winter Park, close to airport. This home features wood floors, large kitchen with beautiful light cabinets and granite overlooking large fenced yard. First floor has 2 bedrooms, one currently being used as office. Upstairs 3 bedrooms and laundry. Yard has room for a pool. Call today to view this exquisite home! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$185,500
$709/mo
Monthly Payment:
$709
Principal & Interest:
$687
HOA Dues:
$22
(Based on a 30 year fixed loan at 3.75% with $37,100 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 1,906sq ft $97 / sq ft SFR
Lot Size7,963sq ft Built1986 On Site16days
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 Owners.com
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
Orange County School District
4bed 3bath 1,956sq ft $92 / sq ft SFR
Lot Size7,979sq ft Built1958 On Site16days
Desirable Winter Park Location! This wonderful Lake Bell Terrace ranch features a gourmet kitchen that's perfect for entertaining friends and family, nicely updated bathrooms,... more
Desirable Winter Park Location! This wonderful Lake Bell Terrace ranch features a gourmet kitchen that's perfect for entertaining friends and family, nicely updated bathrooms, impressive full guest suite with kitchenette, and a tranquil covered rear patio. Located near shopping, dining, recreation opportunities and the new Ravaudage development. Buyer to verify all HOA if applicable, as well as room measurements prior to offer. This is a Fannie Mae HomePath property. First time buyers may be eligible to request up to 3% closing cost assistance by completing the HomePath Ready Buyer homeownership course. Contact your agent for details. Restrictions apply. less
Listing Provided Courtesy of Charles Rutenberg Realty
Popularity
$195,000
$763/mo
Monthly Payment:
$763
Principal & Interest:
$722
HOA Dues:
$41
(Based on a 30 year fixed loan at 3.75% with $39,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 1,840sq ft $106 / sq ft SFR
Lot Size4,968sq ft Built1985 On Site16days
Lovely pool home in charming Seminole County neighborhood. Inviting home with with 4 bedrooms, screened patio, formal living room with soaring ceiling. and family room with... more
Lovely pool home in charming Seminole County neighborhood. Inviting home with with 4 bedrooms, screened patio, formal living room with soaring ceiling. and family room with fireplace. New neutral paint throughout. New cabinets in kitchen and bathrooms with new kitchen appliances. New roof, new fence and new decking. Agents, please follow offer procedure attached to MLS. When submitting offers, please allow 24 hours for confirmation. However, if confirmation is not received, please follow up with agent to ensure delivery has been made. Sold as-is. Broker/Listing Agent/Seller have no knowledge of property history, do not guarantee information. Buyer is responsible for their own due diligence, including but not limited to verifying HOA info, community information and rules, square feet, lot size, room dimensions and taxes. This is NOT a short sale but 3rd party approval is required. Buyer must complete final walk through 5 days prior to closing. Utilities will be turned off prior to closing. less
Listing Provided Courtesy of Starlink Realty Of Orlando
Popularity
$139,900
$518/mo
Monthly Payment:
$518
Principal & Interest:
$518
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $27,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,530sq ft $91 / sq ft SFR
Lot Size7,950sq ft Built1971 On Site16days
Great location , 3 bedrooms 2 baths , fenced in yard and covered porch.Easy access to schools, shopping ,Restaurants, main roads , highways and Orlando attractions. Neighborhood... more
Great location , 3 bedrooms 2 baths , fenced in yard and covered porch.Easy access to schools, shopping ,Restaurants, main roads , highways and Orlando attractions. Neighborhood has average to good curb appeal and it is a strong owner occupant area. If measurements and HOA fees are a concern Buyer/buyer's agent should have information independently verified. less
Listing Provided Courtesy of Jmp Realty, Inc.
Popularity
1 2 3 4 5 6 7 8 ... 13 23
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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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.

Copyright 2015 Mid-Florida Regional Multiple Listing Service. All rights reserved.

Data last updated: Saturday, August 1, 2015 at 9:49 AM. Properties in listings may have been sold or may no longer be available.