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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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$448,500
$1,661/mo
Monthly Payment:
$1,661
Principal & Interest:
$1,661
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $89,700 down)
Winter Park, FL 32789
Orange County School District
2bed 3bath 2,031sq ft $221 / sq ft SFR
Lot Size7,000sq ft Built1991 On Site67days
Hard to find, newer construction, professional home in incredible central location. High end home, featuring 2 master suites; 1 up and 1 down, with spacious and flexible... more
Hard to find, newer construction, professional home in incredible central location. High end home, featuring 2 master suites; 1 up and 1 down, with spacious and flexible entertaining space. Bonus room that could be an office, exercise, nursery or den and library on loft. Custom built library overlooking the living area. Granite counter tops and beautiful Murano-glass chandelier in kitchen with new stainless steel Kitchen Aid Refrigerator, Convection Microwave and Range. Kitchen French doors open to patio and pool area. Bamboo flooring throughout with imported newel post from church in Ireland at the top of the stairs. Master bath renovated with new jet tub, glass wall, shower door and grab bars. Gorgeous exterior with landscaping pavers driveway, pool deck, and walkway. Secluded pool and gardens will transport you. This home was decorated by a local interior decorator, lightly lived in and in immaculate condition. Walk to Florida Hospital, Loch Haven Park & Museums, Restaurants & Shopping. Won't last long! less
Listing Provided Courtesy of Keller Williams Winter Park
Popularity
Your search results are current and complete. Learn more
$899,000
$3,330/mo
Monthly Payment:
$3,330
Principal & Interest:
$3,330
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $179,800 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 3,064sq ft $293 / sq ft SFR
Lot Size17,079sq ft Built1956 On Site67days
This pristine three bedroom, three and one half bathroom pool home is nestled in the heart of beautiful Winter Park. Meticulously landscaped and maintained, this renovated home... more
This pristine three bedroom, three and one half bathroom pool home is nestled in the heart of beautiful Winter Park. Meticulously landscaped and maintained, this renovated home sits on a sought-after oversized lot and welcomes you immediately as you pull into the driveway. Upon entering, you will notice little touches, such as crown molding, stunning hardwood floors throughout, and gorgeous plantation shutters. Formal living room, just off the entry, is bright and open and includes a lovely wood-burning fireplace. As you enter the family room, you will immediately notice tons of natural light streaming through the wall-to-wall windows. Gourmet kitchen has been completely remodeled, showcasing slate floors, stainless steel appliances, granite countertops, and spacious eat-in area with wine bar, just perfect for entertaining. Master suite is expansive, with room enough for a private seating area, and includes double sinks, as well as French door access to your own serene pool oasis. Home also features a second master suite, plus an additional bed and bath, as well as an office with pool views. Once you step out to your private patio and tropical pool area, complete with lush palm trees, waterfall, spa, and brick privacy wall, you will experience your very own resort-style slice of paradise. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$689,900
$2,556/mo
Monthly Payment:
$2,556
Principal & Interest:
$2,556
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $137,980 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 2,534sq ft $272 / sq ft SFR
Lot Size11,546sq ft Built1960 On Site67days
Fully Updated Winter Park Gem - Split master suite, 2nd and 3rd bedrooms. Oversize 2 car garage. Open floor plan perfect for entertaining. Large open kitchen with cherry... more
Fully Updated Winter Park Gem - Split master suite, 2nd and 3rd bedrooms. Oversize 2 car garage. Open floor plan perfect for entertaining. Large open kitchen with cherry cabinets, granite countertops, and GE Monogram appliances - gas range, microwave-speed cook, wine cooler. Hardwood and travertine flooring throughout home. Updated bathrooms with quartz/granite countertops. TECO gas service with tankless gas water heater. Large laundry room with stacked Whirlpool washer & dryer. Mature landscaping and olde Chicago brick patio. less
Listing Provided Courtesy of The Sheridan Network.com
Popularity
$435,000
$1,736/mo
Monthly Payment:
$1,736
Principal & Interest:
$1,611
HOA Dues:
$125
(Based on a 30 year fixed loan at 3.75% with $87,000 down)
Winter Park, FL 32789
3bed 3bath 1,758sq ft $247 / sq ft TWN
Lot Size12,509sq ft Built2014 On Site67days
This spacious, beautiful contemporary townhome, designed by Mark Nasrallah is a must have... just steps to Park Avenue! Built with the finest materials...metal roof,... more
This spacious, beautiful contemporary townhome, designed by Mark Nasrallah is a must have... just steps to Park Avenue! Built with the finest materials...metal roof, all concrete block (first, second floors and demising walls), level 5 drywall, upgraded stainless steel LG appliances, custom cabinets, beautiful porcelain tile on the first floor and magnificent hardwood on the second floor. less
Listing Provided Courtesy of Deeb Family Homes Inc
Popularity
$199,500
$739/mo
Monthly Payment:
$739
Principal & Interest:
$739
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $39,900 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
2bed 1bath 845sq ft $236 / sq ft SFR
Lot Size6,901sq ft Built1956 On Site67days
Charming two bedroom, one bath home in a desirable Winter Park location. This home is in the middle of everything! Near SunRail, restaurants, Mills, College Park, Parke House... more
Charming two bedroom, one bath home in a desirable Winter Park location. This home is in the middle of everything! Near SunRail, restaurants, Mills, College Park, Parke House Academy and the museums. This home has a nice sized sunroom and living area with a storage shed in the large backyard. Enjoy living on a great street in a vibrant area. Recent updates include, new roof with a five year warranty, new water heater, recently installed A/C, double pane insulated windows, new attic insulation, new kitchen cabinets and freshly painted exterior and interior. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$168,000
$658/mo
Monthly Payment:
$658
Principal & Interest:
$622
HOA Dues:
$36
(Based on a 30 year fixed loan at 3.75% with $33,600 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,368sq ft $123 / sq ft SFR
Lot Size5,158sq ft Built1987 On Site67days
Love a Winter Park address? REDUCED PRICE? Are you looking for Seminole County schools, gorgeous ceramic tile flooring, open kitchen and soaring volume ceilings? This Autumn... more
Love a Winter Park address? REDUCED PRICE? Are you looking for Seminole County schools, gorgeous ceramic tile flooring, open kitchen and soaring volume ceilings? This Autumn Glen subdivision, 3 bedroom/2 bath sweetheart MIGHT BE YOUR NEXT HOME! Super subdivision, within 1/2 mile of major shopping, restaurants, Red Bug Lake Park and well rated schools. Privacy fenced back yard, Dining Room PLUS breakfast nook, big soaking tub in the master bath & HUGE walk-in closet! 2 car garage, roomy screened porch has serene views of your shady backyard - enjoy your morning coffee & commune with the cardinals. Prior owners made some updates but there's still room for "your" special touches to make this gem a true diamond! Autumn Glen offers tennis courts, a playground and pond front park areas. COME LOOK US OVER - there's no time like NOW! **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
$899,000
$3,330/mo
Monthly Payment:
$3,330
Principal & Interest:
$3,330
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $179,800 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 2,006sq ft $448 / sq ft CND
Lot Size2.8acre Built1960 On Site68days
Gorgeous lakefront condo in the heart of Winter Park with stunning views of Lake Osceola! Open living and dining room floor plan that both enjoy floor to ceiling expansive lake... more
Gorgeous lakefront condo in the heart of Winter Park with stunning views of Lake Osceola! Open living and dining room floor plan that both enjoy floor to ceiling expansive lake views. Spacious kitchen with Brazilian wood floors, granite countertops (2015), stainless steel appliances, cooking island and eat-in dinette. The guest bedroom is a great size plus it has a nice alcove with wood flooring right off of it. Fantastic master suite with its own alcove, large walk in closet and master bath with dual sinks, large shower and vanity. Extensively remodeled in 2012 - renovation highlights include new flooring and paint throughout, added crown molding, new AC, new foyer entrance, beautifully redone bathrooms, updated electrical including new fixtures and surround sound speakers...All this, plus a deeded boat slip and storage room... a definite must see! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$145,000
$537/mo
Monthly Payment:
$537
Principal & Interest:
$537
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $29,000 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size10,500sq ft BuiltN/A On Site68days
Perfect spot on a quiet street to build your dream home in Winter Park! Located on a quiet county street close to I4 and all the conveniences Winter Park and College Park have... more
Perfect spot on a quiet street to build your dream home in Winter Park! Located on a quiet county street close to I4 and all the conveniences Winter Park and College Park have to offer. Close to Dubsdread Golf Course too! Come see today! Start building your dream tomorrow! less
Listing Provided Courtesy of Brec Properties Inc
Popularity
$189,000
$700/mo
Monthly Payment:
$700
Principal & Interest:
$700
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $37,800 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,356sq ft $139 / sq ft SFR
Lot Size9,600sq ft Built1956 On Site68days
*****seller motivated, bring us an offer*****three bedroom two bath home in desirable winter park! Home features crown molding throughout, laminate and tile in living and family... more
*****seller motivated, bring us an offer*****three bedroom two bath home in desirable winter park! Home features crown molding throughout, laminate and tile in living and family room, and solid surface counter tops in kitchen. Fully fenced large backyard. Private patio area with stone grill. Conveniently located. Home was completely re-piped in 2011. Great investment opportunity or move in and enjoy winter park living!!! less
Listing Provided Courtesy of Parkland International Realty
Popularity
$199,900
$740/mo
Monthly Payment:
$740
Principal & Interest:
$740
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $39,980 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 1,986sq ft $101 / sq ft SFR
Lot Size8,139sq ft Built1958 On Site70days
Ready to move in ....Large 4 Bedroom 2.5 Bathroom with a large lot in the city of Winter Park, this was just updated with New Laminate flooring in Living room, Dinning room and... more
Ready to move in ....Large 4 Bedroom 2.5 Bathroom with a large lot in the city of Winter Park, this was just updated with New Laminate flooring in Living room, Dinning room and kitchen, NEW carpet in all Bedroom, Fresh interior and exterior paint, NEW baseboards, NEW appliances in kitchen and more... this beautiful home set on a large lot at the end of the street. less
Listing Provided Courtesy of Veranda Park Realty Llc
Popularity
$839,000
$3,108/mo
Monthly Payment:
$3,108
Principal & Interest:
$3,108
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $167,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 2,381sq ft $352 / sq ft SFR
Lot Size17,514sq ft Built1955 On Site72days
Prime old Winter Park Via location. Large lot 0.41 acre. Lot has 110 feet of street frontage. Home is very good condition in a great Winter Park neighborhood.
Prime old Winter Park Via location. Large lot 0.41 acre. Lot has 110 feet of street frontage. Home is very good condition in a great Winter Park neighborhood. less
Listing Provided Courtesy of Exclusive Real Estate
Popularity
$219,000
$811/mo
Monthly Payment:
$811
Principal & Interest:
$811
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $43,800 down)
Winter Park, FL 32792
Seminole County School District
4bed 2bath 1,793sq ft $122 / sq ft SFR
Lot Size4,596sq ft Built2003 On Site73days
Beautiful 4/2 2-story home. Master bedroom is down stairs. Formal living room and dining room. Bonus room upstairs. Eat-in kitchen. Awesome school system. Convenient to main... more
Beautiful 4/2 2-story home. Master bedroom is down stairs. Formal living room and dining room. Bonus room upstairs. Eat-in kitchen. Awesome school system. Convenient to main roads, malls, eating establishments sports and cultural venues. See it soon!!! less
Listing Provided Courtesy of Bhhsthe Property Place
Popularity
$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 Site73days
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
$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 Site74days
Open Sun Aug 30, 2pm-5pm
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
$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 Site74days
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
10 11 12 13 14 15 16 17 18 ... 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: Sunday, August 30, 2015 at 6:17 AM. Properties in listings may have been sold or may no longer be available.