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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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$195,000
$722/mo
Monthly Payment:
$722
Principal & Interest:
$722
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $39,000 down)
Winter Park, FL 32792
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size15,046sq ft BuiltN/A On Site16days
Large Beautifully Natural Lanscaped in Excellant Winter Park Neighborhood Near W.P.Hospital. Ready to Build Large Home.
Large Beautifully Natural Lanscaped in Excellant Winter Park Neighborhood Near W.P.Hospital. Ready to Build Large Home. less
Listing Provided Courtesy of Real Estate Professionals Se
Popularity
We show you every available listing. Here's how
$959,500
$3,775/mo
Monthly Payment:
$3,775
Principal & Interest:
$3,554
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $191,900 down)
Winter Park, FL 32789
Windsong Orange County School District
4bed 4bath 3,349sq ft $287 / sq ft SFR
Lot Size10,825sq ft Built2013 On Site16days
Gorgeous "like new" home in the highly sought after Windsong neighborhood. As you pull into your driveway you will enjoy great curb appeal that features tile roof, brick paved... more
Gorgeous "like new" home in the highly sought after Windsong neighborhood. As you pull into your driveway you will enjoy great curb appeal that features tile roof, brick paved driveway and lush landscaping. This 4 bedroom 3.5 bath with den has over 3,300 square feet of living space on ONE LEVEL. It offers an open living space with a three way split and formal dining room. The Gourmet kitchen provides large eat in dining area that is perfect for entertaining. Kitchen features granite counter tops, Wolf appliance package with double oven and a Sub Zero refrigerator. Located off kitchen is your bar area that includes wine fridge and walk in pantry. Travertine floors in the entryway, kitchen, dining and living space. Bedrooms and office have beautiful wood floors. Plantation shutters, crown molding and tray ceilings compliment this homes interior. It is waiting for your personal touch. Exclusive amenities include a fishing dock, parks, playgrounds, 2 community pools with clubhouse and a childrens water park. Perfect family home with great schools and great location! It is minutes from downtown Winter Park and Baldwin Park. You do not want to miss out on this! less
Listing Provided Courtesy of Exit Realty Central
Popularity
$223,000
$826/mo
Monthly Payment:
$826
Principal & Interest:
$826
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $44,600 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,176sq ft $190 / sq ft SFR
Lot Size6,629sq ft Built1953 On Site16days
Located in the sought after Audubon Garden District, this well maintained 3 bedroom/1.5 bath home is move-in ready and would be the perfect starter home. NO HOA FEES! Stylish... more
Located in the sought after Audubon Garden District, this well maintained 3 bedroom/1.5 bath home is move-in ready and would be the perfect starter home. NO HOA FEES! Stylish and updated, this recently refreshed classic features ceiling fans and fresh paint inside and out, along with a fenced back yard. Sliding glass doors and fresh carpet make this home very inviting. Updated AC unit/handler and water heater. The attached carport provides additional storage and a utility room has a washer/dryer hookups. This home is located in a well-established neighborhood in Winter Park proper, close to Baldwin Park, Blue Jacket Park, and the trendy East End Market. Close to everything! LOCATION…LOCATION…LOCATION…The home is zoned for A-rated Winter Park schools. Make an appointment to see this ADORABLE HOME today before it is gone! less
Listing Provided Courtesy of La Rosa Realty, Llc
Popularity
$149,900
$555/mo
Monthly Payment:
$555
Principal & Interest:
$555
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $29,980 down)
Winter Park, FL 32792
Seminole County School District
2bed 1bath 925sq ft $162 / sq ft SFR
Lot Size9,499sq ft Built1954 On Site16days
Stop by this gorgeous home in great location with 2 Bedrooms and 1 Bath, big lot has huge fully fenced in back yard. This beautiful, totally remodeled, move in ready home is... more
Stop by this gorgeous home in great location with 2 Bedrooms and 1 Bath, big lot has huge fully fenced in back yard. This beautiful, totally remodeled, move in ready home is done to perfection with elegance and style, new paint, new bathroom, new kitchen, new floor, new door and new window. Home features generous room sizes, 2 bedrooms, 1 full bathroom, a formal living room and a dining room. Enjoy your gorgeous new kitchen with cherry wood cabinets, granite counters, brand new appliances, natural stone floors and stone glass mixed back splash. Relax and entertain outdoors in the privacy of your large back yard. Enjoy the benefits of living near 436 state rd and winter park. Located in a top rated school district and very quiet and safe neighborhood. The features of your new home and the amenities are too numerous to list here, so don't wait, call today. Super low property tax less
Listing Provided Courtesy of Sand Dollar Realty Group Inc
Popularity
$225,000
$833/mo
Monthly Payment:
$833
Principal & Interest:
$833
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $45,000 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,260sq ft $179 / sq ft SFR
Lot Size12,294sq ft Built1960 On Site17days
Welcome to your beautiful new home located in desirable Winter Park, Florida! This freshly remodeled 3 bedroom 2 bath home is ready for you to move in and enjoy. Kitchen... more
Welcome to your beautiful new home located in desirable Winter Park, Florida! This freshly remodeled 3 bedroom 2 bath home is ready for you to move in and enjoy. Kitchen cabinets are freshly updated with brand new stainless steel appliances and granite counter tops. Both bathrooms have also been updated. Other upgrades include, tile throughout the kitchen and living areas, hardwood flooring throughout all bedrooms, new energy efficient, low-e, double pane, insulated windows, and new French doors and side-lites leading out to the covered porch and enormous backyard. Take advantage of the backyard to relax and entertain, play sports, lounge in the sun…you name it! Lush and beautiful landscape full of plants and flowers accentuate the freshly repainted exterior. Comes fully equipped with a security system. Located in Winter Park Estates, a quiet gem of a neighborhood zoned for some of the best schools in the area. Minutes from the heart of downtown Winter Park, Baldwin Park, College Park, and downtown Orlando. Bike ride the local trails or ride the Sunrail. This is your house so hurry, it won't last...! less
Listing Provided Courtesy of Rotenberger Land & Real Estate
Popularity
$394,900
$1,463/mo
Monthly Payment:
$1,463
Principal & Interest:
$1,463
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $78,980 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 2bath 2,436sq ft $162 / sq ft SFR
Lot Size11,578sq ft Built1986 On Site17days
New Remodel! Great 3 bedroom and 2 bathroom home located on corner lot across from Lake Killarney. Easy access to I-4, Winter Park, and downtown Orlando. Beautiful wood floors... more
New Remodel! Great 3 bedroom and 2 bathroom home located on corner lot across from Lake Killarney. Easy access to I-4, Winter Park, and downtown Orlando. Beautiful wood floors with exposed brick in Living Room and Kitchen. Brick on the home is originally from a structure from Rollins College. Enjoy the bright open kitchen with new cabinets, granite counter tops, and new appliances. The home offers a screened courtyard which is great for gardening or relaxation. Home offers a bonus room with separate entrance. Master bedroom offers a large walk in closet and master bath has a spa tub with separate shower. Enjoy all of the wonderful upgrades to this home. less
Listing Provided Courtesy of Leerdam Properties Inc.
Popularity
$2,200,000
$8,150/mo
Monthly Payment:
$8,150
Principal & Interest:
$8,150
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $440,000 down)
Winter Park, FL 32789
Orange County School District
6bed 6bath 4,926sq ft $447 / sq ft SFR
Lot Size20,283sq ft Built2015 On Site17days
Get swept away by this stunning renovation and 2015 Parade of Homes award winning entry designed by Scout & Company on one of Winter Park's most desirable streets. Constructed... more
Get swept away by this stunning renovation and 2015 Parade of Homes award winning entry designed by Scout & Company on one of Winter Park's most desirable streets. Constructed with quality by e2 Homes, this renovation was crafted with privacy & enjoyment of life in mind, featuring free-flowing spaces to both relax in & entertain. The main home is 5 bedrooms and 4 ½ baths with inviting rooms finished with custom details. European oak oil stained floors & natural hues along with a sophisticated black & white design including countless doors & windows that accentuate the natural light & highlight the architectural landscape, leave you feeling relaxed & comfortable. Fall in love with the magnificent kitchen appointed with quartz counter tops, built-in cabinetry, Bosch appliances and a large center island complete with banquette seating. Just off the kitchen is a generously sized butler's pantry, laundry room & work or craft space that connects to the private three-car garage. The main living level is the master retreat, a casual living area with fireplace, expansive dining room & office or bonus area. Upstairs is a second master suite with an en-suite bathroom, three bedrooms & two additional baths. Apart from the main house is a one bedroom, one bathroom luxurious poolside casita for guests. The cabana-like space is flexible & could be used for a game room or office. Lined in privacy & sophistication, "Sutton on Green" is a tremendous opportunity to own a Winter Park estate just minutes from Park Avenue. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$399,900
$1,481/mo
Monthly Payment:
$1,481
Principal & Interest:
$1,481
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $79,980 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size11,248sq ft BuiltN/A On Site17days
This 75' x 150' lot is the perfect site to build your dream home in Winter Park. "A" rated schools. Bring your best offer!
This 75' x 150' lot is the perfect site to build your dream home in Winter Park. "A" rated schools. Bring your best offer! less
Listing Provided Courtesy of Silliman Realty Group Llc
Popularity
$1,639,000
$6,072/mo
Monthly Payment:
$6,072
Principal & Interest:
$6,072
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $327,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,904sq ft $420 / sq ft SFR
Lot Size19,798sq ft Built1990 On Site17days
This classic traditional New Orleans style home is situated on a large private lot (120 x 165) in the heart of the Via's in olde Winter Park just minutes to Park Avenue's... more
This classic traditional New Orleans style home is situated on a large private lot (120 x 165) in the heart of the Via's in olde Winter Park just minutes to Park Avenue's charming shops & restaurants, Kraft Azalea Park, Phelps Park, and the Winter Park Racquet Club. This fabulous four bedroom, three and one-half bath home located on a charming brick tree-lined street has been renovated & meticulously maintained. Amenities include hardwood, travertine & marble floors, crown molding, Pella windows, Frenchdoors & plantation shutters. Fabulous eat-in kitchen is equipped w/ wood cabinets, granite counter tops and stainless appliances. Formal rooms include formal dining w/ French doors & formal living w/fireplace. Light & bright family room has a brick fireplace, French doors & pool views. Office/playroom has a cozy brick floor. Gracious upstairs master retreat has a fireplace. Wonderful master bath has spa tub, walk in shower and dual vanities. Also upstairs are 3 bedrooms each w/French doors that open to two covered porches, 2 baths and loft/study area. Your family will enjoy the open pool/spa w/ gorgeous brick pavers & spacious well-manicured private lot. Detached 2 car garage has air conditioned exercise/office or convert back to 3 car garage. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$114,900
$480/mo
Monthly Payment:
$480
Principal & Interest:
$425
HOA Dues:
$55
(Based on a 30 year fixed loan at 3.75% with $22,980 down)
Winter Park, FL 32792
Seminole County School District
2bed 3bath 1,200sq ft $96 / sq ft TWN
Lot Size4,146sq ft Built1984 On Site17days
*** short sale *** put this fantastic townhome, located in a quiet winter park neighborhood, on your must see list! A spacious and bright great room is the perfect place to... more
*** short sale *** put this fantastic townhome, located in a quiet winter park neighborhood, on your must see list! A spacious and bright great room is the perfect place to entertain! Invite everyone over for a night of movies and fun. Extend the party outside to a spacious patio and backyard. You'll be the barbecue champ of the neighborhood! A home chef can whip up meals in no time - the galley style kitchen offers plenty of storage and cupboard space. Clean up's a breeze! Upstairs you'll find two master suites!! Located just off howel branch road, area shopping is minutes away or hop on to 417 to easily reach all the best central florida has to offer. Don't let this one slip away! less
Listing Provided Courtesy of Keller Williams Classic Realty
Popularity
$449,900
$1,666/mo
Monthly Payment:
$1,666
Principal & Interest:
$1,666
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $89,980 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 2,007sq ft $224 / sq ft SFR
Lot Size10,816sq ft Built1973 On Site18days
This gorgeous home is located in the heart of Winter Park. Great open floor plan with 4 bedrooms and 2 bathrooms one of just a few Winter Park neighborhoods with sidewalks and... more
This gorgeous home is located in the heart of Winter Park. Great open floor plan with 4 bedrooms and 2 bathrooms one of just a few Winter Park neighborhoods with sidewalks and no through streets. TWO large, Closets-By-Design walk-in closets in Master Bedroom, eat-in kitchen with solid surface countertops, beautiful in-ground pool with paver decking. The entire yard is ecologically xeriscaped and fenced with lifetime PVC fencing. There is a brand new roof purchased in 2014, new HVAC system 2014, new CPVC plumbing 2014, new breaker panel and copper wiring, transferable termite bond and roof warranty, along with a new glass top electric range, brand new refrigerator and water heater. Virtually an allergy-free home with ceramic tile and wood laminate flooring. Carpet in bedrooms only. This home is located conveniently to Rollins College, Full Sail University, downtown WinterPark and Park Ave, Blue Jacket Park, Baldwin Park shopping with dining and entertainment. Not to mention only minutes fromOrlando Fashion Square Mall. Winter Park Village is around the corner and you can walk or bike to all of the public schools (K-12). The home is in one of the most desired neighborhoods in Winter Park and is in a top-notch school district. This home is priced to sell and will not be available long. Schedule your appointment today! less
Listing Provided Courtesy of Premier Property Group Iii
Popularity
$187,900
$841/mo
Monthly Payment:
$841
Principal & Interest:
$696
HOA Dues:
$145
(Based on a 30 year fixed loan at 3.75% with $37,580 down)
Winter Park, FL 32792
Seminole County School District
2bed 3bath 1,550sq ft $121 / sq ft TWN
Lot Size2,168sq ft Built2004 On Site18days
Gorgeously upgraded home in desirable Winter Park. Come home to your designer kitchen with Black Pearl Granite, custom island and Stainless Steel appliances. New custom tile... more
Gorgeously upgraded home in desirable Winter Park. Come home to your designer kitchen with Black Pearl Granite, custom island and Stainless Steel appliances. New custom tile downstairs and laminate upstairs! The inviting custom hardwood staircase will invite you upstairs to your master retreat complete with Jacuzzi tub! Relax on your screened in patio or take a walk in this centrally located gated community. Both bathrooms have been remodeled and the kitchen is a dream. There is plenty of space to grow into, as this home offers 2 bedrooms plus a bonus room/loft. Just a few minutes to restaurants and shopping. This home is a gem! Welcome home! less
Listing Provided Courtesy of Thomas Murphy & Associates
Popularity
$599,000
$2,953/mo
Monthly Payment:
$2,953
Principal & Interest:
$2,219
HOA Dues:
$734
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
3bed 3bath 1,706sq ft $351 / sq ft CND
Lot SizeN/Asq ft Built1971 On Site19days
Spacious 3 Bedroom 2.5 Bathroom. In original condition allowing you to upgrade to your personal taste. Lovely ground floor unit only steps to the waters edge, boat slips and... more
Spacious 3 Bedroom 2.5 Bathroom. In original condition allowing you to upgrade to your personal taste. Lovely ground floor unit only steps to the waters edge, boat slips and pool. High ceilings make this an ideal project to renovate. Condo fees include ground maintenance, insurance, 1 Block to Park Avenue shopping. Lake Osceola boat slips available for residents at a very nominal fee. Community pool for relaxation or exercise. Come home to this dream life every day! less
Listing Provided Courtesy of Florida One Real Estate Llc
Popularity
$187,000
$692/mo
Monthly Payment:
$692
Principal & Interest:
$692
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $37,400 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 3bath 1,715sq ft $109 / sq ft SFR
Lot Size10,838sq ft Built1960 On Site19days
Three Bedroom, Two full and one half-bath, plus a small bonus room leading into the Master. The Master Suite is super large with an additional space that could be used for an... more
Three Bedroom, Two full and one half-bath, plus a small bonus room leading into the Master. The Master Suite is super large with an additional space that could be used for an office/den, craft area or a nursery. Home sits on a corner lot with a two car carport plus separate extended driveway with one parking pad. Additionally, there is a 35x12 attached, enclosed workshop, laundry room and a 45x14 breezeway adjacent to the carport that could be incredible flex space for the family or transformed into a mother-in-law suite, with a separate entrance and by easily recreating a former kitchen & bath. Home was replumbed in 1998, most recently new laminate flooring throughout except the two secondary bedrooms which are carpeted, newer refrigerator and glass top stove, butcher block counters in kitchen plus new sliders in the kitchen and master bedroom to the breezeway. There is also eat-in area in the kitchen, a covered porch to the entrance and fenced backyard. Located in the desirable Eastbrook community of Winter Park, this home is currently zoned for Eastbrook Elementary, Tuskawilla Middle & Lake Howell HS. If you are looking for a nice sized home with great potential, convenient to shopping, major highways, restaurants, employment, UCF, Valencia and Seminole State, you have arrived. American Home Shield one-year warranty up to $405 with acceptable offer. Sellers being transferred and motivated. Bring us an offer and let’s make it happen!!! less
Listing Provided Courtesy of Coldwell Banker Residential Re
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
Orange County School District
2bed 2bath 987sq ft $111 / sq ft CND
Lot Size19.0acre Built1970 On Site19days
Welcome to the Four Seasons Condos. Lovingly cared for and well maintained, this spacious 2 bedroom/2bath condo is just the ticket. The open floor plan greets you with updated... more
Welcome to the Four Seasons Condos. Lovingly cared for and well maintained, this spacious 2 bedroom/2bath condo is just the ticket. The open floor plan greets you with updated laminate floors, new windows and plantation shutters. A neutral color palette completes the look. Brand new GE washer/dryer was just installed in the glass door enclosure off the kitchen. The large master bedroom suite features a spacious walk-in closet. There is plenty of storage space with the luxury of condo living. This particular unit comes with covered carport parking. Minutes away from downtown, Cady Way, WP Hospital, restaurants and shopping. Condo fees include water, sewer, lawn care, pest control, 3 gated pools, tennis court, gated laundry facilities and on-site management. It's easy breezy living in Winter Park. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
2 3 4 5 6 7 8 9 10 ... 15 25
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.

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Data last updated: Friday, July 3, 2015 at 1:41 PM