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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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$449,900
$1,874/mo
Monthly Payment:
$1,874
Principal & Interest:
$1,666
HOA Dues:
$208
(Based on a 30 year fixed loan at 3.75% with $89,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 4bath 3,119sq ft $144 / sq ft SFR
Lot Size11,141sq ft Built2007 On Site40days
Move in ready condition. Popular Sanctuary at Lake Ann. The gated community is private and has a boat ramp access to Lake Ann. Boating is restricted. The home is open and... more
Move in ready condition. Popular Sanctuary at Lake Ann. The gated community is private and has a boat ramp access to Lake Ann. Boating is restricted. The home is open and spacious and is well equipped. The home has a private back yard with a pool and covered porch. This home is waiting for your furniture. Located in close proximity to most necessary services. Great home and price. Show today. less
Listing Provided Courtesy of Buyer's & Seller's Realty, Inc
Popularity
Your search results are current and complete. Learn more
$1,995,000
$7,612/mo
Monthly Payment:
$7,612
Principal & Interest:
$7,391
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $399,000 down)
Winter Park, FL 32789
Orange County School District
5bed 7bath 5,225sq ft $382 / sq ft SFR
Lot Size15,877sq ft Built2008 On Site41days
Stunning traditional pool home in the prestigious Windsong community. Five bedrooms, six and one-half baths, and an amazing interior layout compliment the home’s 5,225... more
Stunning traditional pool home in the prestigious Windsong community. Five bedrooms, six and one-half baths, and an amazing interior layout compliment the home’s 5,225 square feet of spacious living area. Walnut wood flooring, coffered ceilings, extensive crown molding, and beautiful windows; no detail has been left out. Gorgeous, Busby kitchen, with chef grade appliances, and an oversized island is located at the heart of the home, and opens to the family room and allows for pool views. Downstairs master retreat offers a luxurious bath, adorned in white Carrera marble, his and her vanities, claw foot tub, rain shower, and walk-in closet. Formal living and dining, wine cellar area, two bonus rooms, downstairs guest suite with bath, and three upstairs bedrooms. Outside are two covered lanais; one with a summer kitchen, perfect for entertaining, and the other overlooking the pool and spa. Windsong offers its residents amenities like no other; Winter Park chain-of-lake access, two community pools, a children’s water park, fishing pier, parks and recreation building. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$324,500
$1,204/mo
Monthly Payment:
$1,204
Principal & Interest:
$1,202
HOA Dues:
$2
(Based on a 30 year fixed loan at 3.75% with $64,900 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,837sq ft $177 / sq ft SFR
Lot Size7,875sq ft Built1971 On Site41days
Recently Reduced $15,000! Fabulous, Energy Efficient, Completely Renovated Winter Park Home !! This 3 bedroom, 2 bath home is located at the head of a quiet circle!! It is in... more
Recently Reduced $15,000! Fabulous, Energy Efficient, Completely Renovated Winter Park Home !! This 3 bedroom, 2 bath home is located at the head of a quiet circle!! It is in like NEW condition! There are so many improvements, upgrades and renovations please see the Upgrade List attached to this MLS. 5 year NEW 14 Seer A/C Handler and Condenser !! Brand new kitchen in 2014 with new Wood cabinets, new granite counter tops, new fixtures, new canned lighting and LED lights throughout. New Electrical AND new plumbing !! BOTH bathrooms are completely renovated with tasteful new vanities, tile, mirrors and fixtures! New Hot Water Heater. Newer roof in 2005. Porcelain tile and wood laminate floors throughout. The landscaping was professionally designed and is thriving. This home was renovated by the Seller when Seller thought they would be staying in this house long term. Everything is done with quality and durability in mind. No projects left for you. This home is MOVE IN READY !! It has all the benefits of a terrific Winter Park location without the Winter Park taxes and is zoned for top rated Seminole county schools. This beautiful home is just minutes from Downtown Winter Park and most major roadways. It is also close to dining, shopping, entertainment, lakes, parks, Golf courses, UCF, Full Sail University & Rollins College. This is a much loved fully renovated home that is a rare find in this market. Schedule your appointment to see this house today !! less
Listing Provided Courtesy of Watson Realty Corp
Popularity
$240,000
$889/mo
Monthly Payment:
$889
Principal & Interest:
$889
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $48,000 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,409sq ft $170 / sq ft SFR
Lot Size8,252sq ft Built1957 On Site41days
Absolutely adorable 3/2 one story home in a wonderful Winter Park location! Charming, light and bright with open living and dining rooms and large screened patio room with... more
Absolutely adorable 3/2 one story home in a wonderful Winter Park location! Charming, light and bright with open living and dining rooms and large screened patio room with relaxing views to the backyard. Recently added wood floors in every room. Newer plumbing, roof, hot water heater, appliances, master bath and irrigation system. Walking distance to Lakemont Elementary, Winter Park YMCA, Whole Foods. Lot size is 75 X 110. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$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 Site41days
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
$949,500
$3,738/mo
Monthly Payment:
$3,738
Principal & Interest:
$3,517
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $189,900 down)
Winter Park, FL 32789
Windsong Orange County School District
4bed 4bath 3,349sq ft $284 / sq ft SFR
Lot Size10,825sq ft Built2013 On Site41days
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 Site41days
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 Site41days
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
$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 Site42days
Open Sun Aug 2, 2pm-4pm
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 Site42days
This 75' x 150' lot is the perfect site to build your dream home in Winter Park. "A" rated schools. Build with Silliman Homes or bring your own builder.
This 75' x 150' lot is the perfect site to build your dream home in Winter Park. "A" rated schools. Build with Silliman Homes or bring your own builder. 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 Site42days
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 Site42days
*** 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
$164,200
$758/mo
Monthly Payment:
$758
Principal & Interest:
$608
HOA Dues:
$150
(Based on a 30 year fixed loan at 3.75% with $32,840 down)
Winter Park, FL 32792
Orange County School District
3bed 3bath 1,727sq ft $95 / sq ft TWN
Lot Size2,861sq ft Built1973 On Site42days
Very spacious Winter Park townhome with its own personality and charm! Big windows, plenty of light and cathedral ceilings in Living Room allows for plenty of space for the... more
Very spacious Winter Park townhome with its own personality and charm! Big windows, plenty of light and cathedral ceilings in Living Room allows for plenty of space for the whole family to gather or arrange for a more intimate setting. Open kitchen with separate dining room area has sliding doors to the courtyard - easy entertaining with GORGEOUS view of the park-like green area! All 3 bedrooms upstairs with private balcony off the master. Pretty open loft can be utilized many ways to meet your needs. Add the big TWO CAR GARAGE, ceramic tile downstairs - this cutie NEEDS YOU TO TAKE A LOOK! Super central location is minutes from Park Avenue, Rollins College, Full Sail, Valencia College and UCF. Around the corner from Florida Hospital Winter Park, medical complexes, shopping and more. Prior owner made some great updates, TOP rated Winter Park school district makes this home and location a perfect buy! This is a Fannie Mae HomePath Property. “First Time Buyers, complete the HomePath Ready Buyer homeownership course on the HomePath website. Attach certificate to offer and request up to 3% closing cost assistance. Check the HomePath website for more details or ask your Realtor. Restrictions apply.” All information recorded in the MLS is intended to be accurate but cannot be guaranteed, buyer advised to verify. less
Listing Provided Courtesy of Profitable Properties
Popularity
$429,000
$1,589/mo
Monthly Payment:
$1,589
Principal & Interest:
$1,589
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $85,800 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 2,007sq ft $214 / sq ft SFR
Lot Size10,816sq ft Built1973 On Site43days
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 as well as a just purchased dryer, 2015. 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 Site43days
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
7 8 9 10 11 12 13 14 15 ... 20 30
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: Tuesday, July 28, 2015 at 12:07 PM. Properties in listings may have been sold or may no longer be available.