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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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$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 Site18days
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
Your search results are current and complete. Learn more
$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 Site18days
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 Site18days
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 Site18days
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
$469,000
$1,737/mo
Monthly Payment:
$1,737
Principal & Interest:
$1,737
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $93,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,259sq ft $373 / sq ft SFR
Lot Size8,493sq ft Built1947 On Site19days
This home is nestled on highly desirable oak-lined brick street surrounded by Estate Homes in close proximity to Park Avenue, Whole Foods, Winter Park Hospital, Rollins College... more
This home is nestled on highly desirable oak-lined brick street surrounded by Estate Homes in close proximity to Park Avenue, Whole Foods, Winter Park Hospital, Rollins College and downtown Orlando. This charming home has tons of green space, shaded by mature landscaping & majestic trees. Floor plan is perfect for entertaining & family living. Spacious living and dining areas with ceramic tile throughout and wood flooring in the second bedroom. Living room features a charming fireplace and a book nook with custom shelves and cabinets. Plenty of natural light throughout the house with beautiful greenery sceneries from every window. Enjoy your suppers every night in your peaceful dining room overlooking the gorgeous backyard. Relax outdoor in the garden or grab your kayak/ paddleboard and access the Winter Park chain of Lakes just steps from your front door. Beautiful Community Park across the street is one of the best kept secret of Winter Park as almost noone knows about it. Enjoy short bike ride to Park Avenue shopping, Central Park, Farmers Market, Enzian Theater, museums & playgrounds.“A” rated schools include Lakemont Elementary, Maitland Middle and Winter Park High School. Life the Florida life style at its best!!! Your search stops now!!! less
Listing Provided Courtesy of Fairbanks Realty
Popularity
$395,000
$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 $79,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,718sq ft $230 / sq ft SFR
Lot Size7,918sq ft Built1947 On Site19days
This beautiful 3 bedroom 2.5 bath 1718 sqft home was built in 1947. A cozy home for your family with a huge backyard perfect to add a pool, a garden, or some trees. Your front... more
This beautiful 3 bedroom 2.5 bath 1718 sqft home was built in 1947. A cozy home for your family with a huge backyard perfect to add a pool, a garden, or some trees. Your front porch will be surrounded with lush landscaping and private hedging. A brick walkway will lead you into your beautiful new home with hardwood flooring, carpet, and tile. Walk to Park Avenue and enjoy the beauty that Winter Park has to offer! less
Listing Provided Courtesy of Olde Town Brokers Inc
Popularity
$244,900
$907/mo
Monthly Payment:
$907
Principal & Interest:
$907
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $48,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,650sq ft $148 / sq ft SFR
Lot Size12,118sq ft Built1968 On Site20days
New & Updated home on an oversized 1/4 acre lot in Winter Park. New windows, doors, roof carpet and flooring. The kitchen is open with oversized breakfast bar and stainless... more
New & Updated home on an oversized 1/4 acre lot in Winter Park. New windows, doors, roof carpet and flooring. The kitchen is open with oversized breakfast bar and stainless steel appliances. All bathrooms are updated with granite. The home is in new condition and ready for first time home buyer. THIS WILL NOT LAST! Show ready! less
Listing Provided Courtesy of Legacy Realty Group Of Florida
Popularity
$1,325,000
$4,909/mo
Monthly Payment:
$4,909
Principal & Interest:
$4,909
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $265,000 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 3,998sq ft $331 / sq ft SFR
Lot Size15,127sq ft Built2010 On Site20days
Stunning renovation!! Walk to winter park racquet club! Expect to be impressed by this impeccably designed & immaculate 4 or 5 bedroom/4 bath home located on prestigious via... more
Stunning renovation!! Walk to winter park racquet club! Expect to be impressed by this impeccably designed & immaculate 4 or 5 bedroom/4 bath home located on prestigious via tuscany in the heart of winter park. Beautiful corner lot boasts a woodland garden & paved motor court. Upon entering you will enjoy the formal living & dining rooms with elegant fireplace, vaulted ceilings & parquet floors. French doors invite you into a large family room & delightful kitchen with solid surface counters & wood cabinets, cozy breakfast nook & kitchen desk. Downstairs wing includes original master suite, 2 bright additional bedrooms & completely renovated baths. 1000 square feet upstairs master suite is amazing with beautiful hardwood floors; huge his & her closets; flex room perfect for nursery, craft room or den; beautiful master bath with hydro-tub, separate shower & custom vanities; 13x8 storage closet; plus french doors leading to serene balcony overlooking 34 x 18 newly refinished pool & meticulously manicured and fenced backyard. Extras include: 2 car side entry garage with separate driveway & two 11x6 workshops; natural gas appliances; new thermal windows; new roof 2012; 2 new ac systems; new plumbing 2012; security system; irrigation system. Do not miss the opportunity to view this beautiful home. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$279,900
$1,040/mo
Monthly Payment:
$1,040
Principal & Interest:
$1,037
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.75% with $55,980 down)
Winter Park, FL 32792
Orange County School District
4bed 3bath 2,030sq ft $138 / sq ft SFR
Lot Size11,581sq ft Built1969 On Site20days
Winter Park Pines home with 4 bedrooms and 3 bathrooms. This home features a Tile roof and double pane windows. Circular driveway. The large enclosed porch features real windows... more
Winter Park Pines home with 4 bedrooms and 3 bathrooms. This home features a Tile roof and double pane windows. Circular driveway. The large enclosed porch features real windows and storage cabinets plus a sink. The kitchen has been updated with pull out shelves and 3 lazy susans. The 2nd and 3rd bedroom share a Jack & Jill bathroom. The a/c is newer and the home has been replumbed. The large laundry room off of the garage is air-conditioned and has its own sink. The back yard is completely fenced and is a paradise for someone that loves gardening...the back yard has a variety of plants and trees plus a storage shed. The back yard also includes a gazebo with a fountain and a gold fish pond. Cady Way trail which is great for walking and biking is just a few steps away and also the Winter Pines Golf course is at the end of Ranger. Close to grocery shopping, dining the YMCA and Winter Park Hospital. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$1,594,900
$6,108/mo
Monthly Payment:
$6,108
Principal & Interest:
$5,908
HOA Dues:
$200
(Based on a 30 year fixed loan at 3.75% with $318,980 down)
Winter Park, FL 32792
Seminole County School District
5bed 5bath 5,000sq ft $319 / sq ft SFR
Lot Size32,700sq ft Built2016 On Site20days
New custom home in gated community on bear gully lake(ski lake)! Home to be custom designed for lot and built by woodruff construction. Home is subject to buyer obtaining a... more
New custom home in gated community on bear gully lake(ski lake)! Home to be custom designed for lot and built by woodruff construction. Home is subject to buyer obtaining a construction perm loan and a construction contract with woodruff construction. Elevation and interior photos are for conceptual purposes only. Photos are from a home woodruff construction completed in winter park in 2015. All room dimensions, square foot, and price are approximate. 5 bed/ 4.5 bath plus study and game room and bonus room. Modern touches include two 10' tall disappearing glass walls in the great room, thermador stainless steel appliance package, granite countertops, custom made & finished cabinets, linear fireplace & disappearing screens on rear covered patio, contemporary pool package with led lighting, energy saving features such as double pane pella wood windows with low e coating, injected foam in block walls, all interior walls and floors are insulated, 2 tankless water heaters, tile roof, and paver driveway. Enjoy the convenience to 417 and the airport, trinity prep, masters academy, the bike trail. Built by richard woodruff, woodruff construction, mcbc builder, combines classic design with a clean and transitional interior. less
Listing Provided Courtesy of Woodruff Realty, Inc.
Popularity
$268,900
$996/mo
Monthly Payment:
$996
Principal & Interest:
$996
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $53,780 down)
Winter Park, FL 32792
Seminole County School District
4bed 2bath 1,721sq ft $156 / sq ft SFR
Lot Size11,304sq ft Built1983 On Site20days
This beautiful Winter Park Spanish style home has been lovingly remodeled, from top to bottom. The exterior features includes a Spanish barrel tile roof (the roof has been... more
This beautiful Winter Park Spanish style home has been lovingly remodeled, from top to bottom. The exterior features includes a Spanish barrel tile roof (the roof has been certified), fresh paint, landscaping, and a beautiful slate covered entryway. As you enter the double door beyond the foyer, you will find the wood burning fireplace and high ceilings of the family room to be perfect for entertainment or simply for an evening of relaxation. The brand new kitchen boasts forty-two inch solid wooden cabinets, granite countertops, and the best LG stainless steel appliances. Just off the kitchen and family room area, there is a 10x25 screened-in patio, perfect for enjoying our Florida evenings. This home has been totally updated with energy efficient windows, new air conditioning and central heating units, and upgraded installation. Please make an appointment quickly. This home will go fast! less
Listing Provided Courtesy of Premium Properties R.e Service
Popularity
$244,900
$907/mo
Monthly Payment:
$907
Principal & Interest:
$907
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $48,980 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 1,769sq ft $138 / sq ft SFR
Lot Size9,973sq ft Built1960 On Site20days
Great house in a fantastic school district with upgrades galore! This 4 bedroom home has new roof, plumbing, & electrical plus fresh paint inside and out. Double paned windows... more
Great house in a fantastic school district with upgrades galore! This 4 bedroom home has new roof, plumbing, & electrical plus fresh paint inside and out. Double paned windows and wood laminate floors. Galley kitchen has stainless steel refrigerator, working oven and built-in microwave. Large living room with picture window overlooking gigantic fenced backyard. Separate family room with wood burning fireplace. Updated bathrooms. Master bedroom has 2 closets. Interior utility room/workroom affords tons of storage. Automatic irrigation system. New septic drain field. Zoned for "A" rated Dommerich Elementary, Maitland Middle, WPHS. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$199,000
$738/mo
Monthly Payment:
$738
Principal & Interest:
$737
HOA Dues:
$1
(Based on a 30 year fixed loan at 3.75% with $39,800 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,635sq ft $122 / sq ft SFR
Lot Size9,000sq ft Built1958 On Site20days
Great 3 bedroom, 1 ½ bath home in Winter Park with over 1600sqft! This home has ample living space including a large florida room with French doors out to the backyard.... more
Great 3 bedroom, 1 ½ bath home in Winter Park with over 1600sqft! This home has ample living space including a large florida room with French doors out to the backyard. Newer updates are: a new HVAC 17seer unit, double pane/double hung windows , hard wired smoke detectors, and has had complete electrical rewiring in 2005.The kitchen has been updated with new cabinets , counter tops and gas stove. There is natural gas available and is currently being used to operate the hot water heater and stove. Location is near by shopping, downtown Winter Park, Full Sail and much more. Zoned for excellent schools. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$385,000
$1,426/mo
Monthly Payment:
$1,426
Principal & Interest:
$1,426
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $77,000 down)
Winter Park, FL 32789
College Park Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size28,627sq ft BuiltN/A On Site20days
Estate Sale. 4 lots total zoning R-2. All contracts and Offers are subject to probate court and Attorney approval. Cash offers only please
Estate Sale. 4 lots total zoning R-2. All contracts and Offers are subject to probate court and Attorney approval. Cash offers only please less
Listing Provided Courtesy of Don Asher & Associates, Inc.
Popularity
$175,900
$651/mo
Monthly Payment:
$651
Principal & Interest:
$651
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $35,180 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,287sq ft $137 / sq ft CND
Lot Size24,555sq ft Built1983 On Site21days
This winter park spacious 2 bedroom/ 2 bath unit is located in a beautifully maintained 22 unit complex just steps from the crystal clear large community pool. Vaulted ceilings,... more
This winter park spacious 2 bedroom/ 2 bath unit is located in a beautifully maintained 22 unit complex just steps from the crystal clear large community pool. Vaulted ceilings, formal dining room and large living area,overlooking tiled screen porch located on rear of unit. An additional open, outdoor patio area is located just off master bedroom. Walk in closet located in master bedroom is just one of many spacious interior closets. Two atriums located within the unit are established with their own sprinkler system and provide natural light throughout the home. Other features include an interior laundry area, a brick fireplace and a 2 car garage. less
Listing Provided Courtesy of Anne Rogers Realty Group Inc
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
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: Sunday, August 2, 2015 at 7:09 PM. Properties in listings may have been sold or may no longer be available.