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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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$214,000
$792/mo
Monthly Payment:
$792
Principal & Interest:
$792
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $42,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
2bed 1bath 845sq ft $253 / sq ft SFR
Lot Size6,901sq ft Built1956 On Site37days
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
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
2bed 2bath 2,006sq ft $448 / sq ft CND
Lot Size2.8acre Built1960 On Site38days
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
$199,900
$747/mo
Monthly Payment:
$747
Principal & Interest:
$740
HOA Dues:
$7
(Based on a 30 year fixed loan at 3.75% with $39,980 down)
Winter Park, FL 32792
Goldenrod Orange County School District
3bed 2bath 1,676sq ft $119 / sq ft SFR
Lot Size11,503sq ft Built1984 On Site38days
Great opportunity to buy in small and quiet winter park neighborhood!!! This 3 bedroom/2 bathroom home plus bonus rm, is situated on a large lot (over 1/4 acre) in an optional... more
Great opportunity to buy in small and quiet winter park neighborhood!!! This 3 bedroom/2 bathroom home plus bonus rm, is situated on a large lot (over 1/4 acre) in an optional hoa community within the winter park's school district. Among this home features are: spacious and open floor plan; vaulted ceilings; wood burning fireplace in great room; roomy bedrooms; newer 18 x 18 tiled floors throughout home except in bedrooms & baths. The updated florida room overlooks a fully fenced back yard in which the mature oak trees provide a great area for outdoor entertaining or games. Home is conveniently located near shopping and restaurants plus has easy access to 417, 408, hwy 50 and is just minutes to winter park, siemens, ucf, full sail, valencia community college. Call to see it today!!! less
Listing Provided Courtesy of Bhhs Florida Realty
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 Site38days
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
$199,999
$740/mo
Monthly Payment:
$740
Principal & Interest:
$740
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $40,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,356sq ft $147 / sq ft SFR
Lot Size9,600sq ft Built1956 On Site38days
Three Bedroom Two Bath home in Desirable Winter Park! Home features Crown Molding throughout, Laminate and Tile in Living and Family Room, and Corian counter tops in Kitchen.... more
Three Bedroom Two Bath home in Desirable Winter Park! Home features Crown Molding throughout, Laminate and Tile in Living and Family Room, and Corian counter tops in Kitchen. Fully fenced Large Backyard. Private patio area with stone grill. Conveniently located. less
Listing Provided Courtesy of Parkland International Realty
Popularity
$175,500
$650/mo
Monthly Payment:
$650
Principal & Interest:
$650
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $35,100 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,400sq ft $125 / sq ft SFR
Lot Size14,958sq ft Built1984 On Site38days
Regular sale, well maintained property and owner occupied, great location and walking distance to restaurants, Cosco, Banks and Full Sail College.
Regular sale, well maintained property and owner occupied, great location and walking distance to restaurants, Cosco, Banks and Full Sail College. less
Listing Provided Courtesy of Brokers Real Estate Group Inc
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 Site40days
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
$411,000
$1,530/mo
Monthly Payment:
$1,530
Principal & Interest:
$1,522
HOA Dues:
$8
(Based on a 30 year fixed loan at 3.75% with $82,200 down)
Winter Park, FL 32792
Seminole County School District
3bed 3bath 2,464sq ft $167 / sq ft SFR
Lot Size33,663sq ft Built1986 On Site41days
Beautiful Winter Park Waterfront Home! Updated with NEW Granite and All Brand New Stainless Steel Kitchen Appliances! You Can Enjoy Water Sports Like Waterskiing, Wake Boarding,... more
Beautiful Winter Park Waterfront Home! Updated with NEW Granite and All Brand New Stainless Steel Kitchen Appliances! You Can Enjoy Water Sports Like Waterskiing, Wake Boarding, Tubing and Stand Up Paddle Boarding and the Convenience of a Private Boathouse/Dock with Boatlift and Separate Jet Ski Lift to House all Your Toys! Approximately 83ft. of Lake Frontage. Sit out on the Dock and Enjoy the Evening Breeze off the Lake. Two A/C units, Larger Newer System (added 2010/2011) Cools Master and Living areas. Elegant Hand-Scraped Hardwood Floors and knockdown ceilings throughout, laminate in 3rd bedroom. Travertine Tile in large 13'x13' Master Bath with Granite Dual Vanity, and His & Hers Walk-In Closets. Extra Large 23x15 Eat in Kitchen for Entertaining with Large Island with New Smooth Cooktop and Skylight for Lots of Natural Light. Transom Windows above in Great Room also Provide Lots of Natural Light. Large 32x12 Screened Porch with Wet Bar. Wood-burning Fireplace in Great Room. Extra Large 10x10 2nd bath also with Dual Vanity with New Commode. Oversized Garage 24x20. 8x8 Interior Utility/Laundry room with Abundant Cabinet space, Laundry Tub, & Washer/Dryer included. Don't Wait, Make Your Appointment to see this Home Today! less
Listing Provided Courtesy of Charles Rutenberg Realty
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 Site42days
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
$220,000
$815/mo
Monthly Payment:
$815
Principal & Interest:
$815
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $44,000 down)
Winter Park, FL 32792
Goldenrod Orange County School District
3bed 3bath 1,570sq ft $140 / sq ft SFR
Lot Size7,777sq ft Built1966 On Site42days
This home is a pleasure to show, as it is well maintained, clean and nicely decorated. The Winter Park address, gets you: e-z access to major transportation corridors, UCF, Full... more
This home is a pleasure to show, as it is well maintained, clean and nicely decorated. The Winter Park address, gets you: e-z access to major transportation corridors, UCF, Full Sail, and some of the best Orange County schools: Lakemont Elementary School, Maitland Middle School and Winter Park High School! This is a traditional sale and seller can close quickly. Family room and living room, overlook the spacious pool/outdoor area. The covered patio, makes entertaining a breeze and provides extra space for gatherings. Roof is only 6 years old, a/c replaced in 2010, master and hall bath have been updated, new exterior lighting in 2011, new porch roof, updated master closet, new insulation, new fixtures, new kitchen lighting, new pool pump, exterior paint, new family room flooring, new dishwasher. Property is sold "as is." Seller will contribute $2000 to buyer's closing costs. less
Listing Provided Courtesy of Axel Real Estate, Inc.
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
4bed 4bath 2,966sq ft $303 / sq ft SFR
Lot Size11,885sq ft Built1960 On Site43days
Wonderfully renovated home in the sought after quiet neighborhood of Timberlane Shores. This four bedroom, three and a half bath sun filled home has been designed for indoor and... more
Wonderfully renovated home in the sought after quiet neighborhood of Timberlane Shores. This four bedroom, three and a half bath sun filled home has been designed for indoor and outdoor living and is perfect for family gatherings and entertaining both inside and out. Gourmet cooking in a new custom outdoor kitchen as well as an indoor kitchen fitted with all the extras. Some of this home's many features include hardwood floors, all new windows, Kohler fixtures, new mahogany exterior doors, new interior doors, and storage throughout. The dining room and kitchen have a two way wood burning fireplace. Three bathrooms have been completely replumbed and one half bath has been added. Private master retreat features a built-in storage entertainment center and a custom walk in closet. Enjoy entertaining in the backyard. The pool has been resurfaced with an added travertine deck and saltwater system, rotisserie grill, fridge, and sink. Both the location and flexible floor plan offers the best of Winter Park living. Top A rated schools, convenient to all Winter Park amenities, parks and downtown area. You have to see this home to believe all that it has to offer. This home will not last, schedule a showing today. less
Listing Provided Courtesy of Kelly Price & Company Llc
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 Site43days
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 Site43days
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 Site44days
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 Site44days
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
6 7 8 9 10 11 12 13 14 ... 19 29
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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.

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Data last updated: Friday, July 31, 2015 at 6:10 PM. Properties in listings may have been sold or may no longer be available.