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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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$169,000
$626/mo
Monthly Payment:
$626
Principal & Interest:
$626
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $33,800 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,527sq ft $111 / sq ft SFR
Lot Size5,885sq ft Built1988 On Site16days
Outstanding find in this quiet Winter Park neighborhood; Spacious 3 bedroom house with back covered porch; Lake View
Outstanding find in this quiet Winter Park neighborhood; Spacious 3 bedroom house with back covered porch; Lake View less
Listing Provided Courtesy of Gates Realty Group Inc.
Popularity
Your search results are current and complete. Learn more
$799,900
$2,963/mo
Monthly Payment:
$2,963
Principal & Interest:
$2,963
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $159,980 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 4,239sq ft $189 / sq ft SFR
Lot Size20,387sq ft Built1970 On Site16days
Tear down or major remodel. Value is in the supreme over-sized lot. No Warranties. "As-Is" transaction. This is a fantastic opportunity to build a new dream home at this very... more
Tear down or major remodel. Value is in the supreme over-sized lot. No Warranties. "As-Is" transaction. This is a fantastic opportunity to build a new dream home at this very charming site. Rare opportunity to find an over-sized lot in the City of Winter Park. This is for the buyer who wants seclusion and privacy. The value is in the land! Sought after Winter Park school district (Winter Park High School). Enjoy all of the Winter Park amenities and the best Metro Orlando has to offer. This is definitely Central Florida's gem - Winter Park. A property location with old Florida charm. You can bring your own builder for this site without any HOA fees or CDC fees. Possible Lake Osceola view from a new third level floor. less
Listing Provided Courtesy of City Realty
Popularity
$269,900
$1,000/mo
Monthly Payment:
$1,000
Principal & Interest:
$999
HOA Dues:
$1
(Based on a 30 year fixed loan at 3.75% with $53,980 down)
Winter Park, FL 32792
Seminole County School District
4bed 2bath 1,972sq ft $137 / sq ft SFR
Lot Size8,500sq ft Built1972 On Site17days
Walk In and Fall In Love! This home has been completely remodeled! Desirable Winter Woods 4 bedroom / 2 bath home with all of the bells and whistles! Open floor plan with lots... more
Walk In and Fall In Love! This home has been completely remodeled! Desirable Winter Woods 4 bedroom / 2 bath home with all of the bells and whistles! Open floor plan with lots of natural light. All new tile throughout that is great for kids, pets or allergies. Tons of entertaining room. Kitchen is well appointed with wood cabinets, granite counters, Samsung stainless steel appliances. Pictures do not do kitchen justice, kitchen is much larger in person, with plenty of room to eat at breakfast bar/kitchen island. Spacious master separated from other bedrooms. Beautiful master bath with expansive walk-in shower, dual sinks, granite counters, etc. You have never seen an inside laundry and storage room this big. Could double as extra pantry or work space. Great neighborhood in Winter Park with mature landscaping. Enjoy lush and private backyard pond and conservation area backing up to Interlachen Country Club. Large screened in porch perfect to enjoy the view. Pool bath has already been thought of in this home. New roof 2014, seller will provide Home Warranty and wind mitigation report to save insurance money on roof, new hot water heater, interior and exterior freshly painted, new electrical panel and garage door system, new blinds on windows ceiling fans. Easy to show! Vacant and ready to be moved in! Can close quickly. Convenient to shopping, YMCA, Park Avenue and schools! This Winter Park neighborhood is on the rise! Survey available. less
Listing Provided Courtesy of Kelly Price & Company Llc
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
Seminole County School District
3bed 2bath 1,599sq ft $122 / sq ft SFR
Lot Size8,700sq ft Built1968 On Site17days
Welcome home to this delightful three bedroom home in the Winter Woods subdivision. Highlights include new paint, carpet and wood floors, two-car garage, and an updated kitchen... more
Welcome home to this delightful three bedroom home in the Winter Woods subdivision. Highlights include new paint, carpet and wood floors, two-car garage, and an updated kitchen with newer appliances and double oven. The kitchen looks over the charming family room with tiles floors throughout and sliding glass doors that open to a large screened porch. Conveniently located with top-rated Seminole County schools. You will not be disappointed. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$245,000
$907/mo
Monthly Payment:
$907
Principal & Interest:
$907
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $49,000 down)
Winter Park, FL 32789
Orange County School District
2bed 3bath 1,122sq ft $218 / sq ft TWN
Lot Size1,059sq ft Built1982 On Site17days
Huntington Court is a quiet, and secluded little street in the most central of downtown Winter Park. Within easy walking distance of nearby parks, restaurants, and local shops... more
Huntington Court is a quiet, and secluded little street in the most central of downtown Winter Park. Within easy walking distance of nearby parks, restaurants, and local shops you cannot do wrong with this location! This safe and charming neighborhood is perfect for any buyer looking to enjoy a very lively area while having the option of quiet and solitude. With 2 bedrooms and 2 and a half bath, stunning hard wood floors throughout the house, new kitchen appliances, large open and airy rooms, a master bedroom with a scenic patio view, and many windows, which allow lots of natural light into the home. The exterior space has a picturesque private back patio; perfect for Florida style entertaining. Don’t miss out on this fantastic opportunity to own a wonderful and very affordable home in Winter Park. less
Listing Provided Courtesy of Palmano Group Re Brokerage Llc
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 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size6,122sq ft BuiltN/A On Site17days
Very nice buildable lot (60x102) located on the west side of winter park. Highly desirable location with close proximity to winter park village, hannibal square, park avenue,... more
Very nice buildable lot (60x102) located on the west side of winter park. Highly desirable location with close proximity to winter park village, hannibal square, park avenue, the new florida sun rail, and much more. Quiet street with easy access to i-4, shopping, and downtown. Please drive by!! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$479,000
$1,774/mo
Monthly Payment:
$1,774
Principal & Interest:
$1,774
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $95,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,011sq ft $238 / sq ft SFR
Lot Size9,299sq ft Built1951 On Site18days
Beautifully remodeled home in Sylvan Heights…a MUST SEE!!! 4/3 (two masters with own bathroom) on large lot with huge yard including screened patio, circular drive, lush... more
Beautifully remodeled home in Sylvan Heights…a MUST SEE!!! 4/3 (two masters with own bathroom) on large lot with huge yard including screened patio, circular drive, lush landscaping, and fenced private yard behind home. Located very close to elementary school and family YMCA on beautiful tree lined street. House has been completely redone with hardwood floors, granite, stainless steel appliances, recently replaced plumbing, duct work, and insulation to keep the utility bills down. less
Listing Provided Courtesy of The Real Estate Principle, Inc
Popularity
$569,000
$2,108/mo
Monthly Payment:
$2,108
Principal & Interest:
$2,108
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $113,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,500sq ft $228 / sq ft SFR
Lot Size6,982sq ft Built2014 On Site18days
Orwin Manor area located just minutes from downtown Orlando, College Park and Winter Park. Florida Hospital is right around the corner. Easy access to I-4 at Par St. Custom... more
Orwin Manor area located just minutes from downtown Orlando, College Park and Winter Park. Florida Hospital is right around the corner. Easy access to I-4 at Par St. Custom design by J & J Building, who was awarded the Best Infill Project for 2014 by the City of Orlando Historical Preservation Board! Green Energy Saving features include Radiant Barrier, double pane windows, super high efficiency A/C and foam filled block walls. Chef's kitchen with 9 ft island, DOUBLE OVEN, GAS STOVE and plenty of storage between the walk in pantry and extensive cabinetry! Quality custom cabinetry with all the bells and whistles plus QUARTZ countertops. From the moment you enter this home you'll be wowed by the volume ceilings, crown molding and porcelain wood-looking floors. There's a guest bedroom downstairs and full bath with shower. The kitchen is open to a casual dining area and spacious great room for ease of entertaining! Wood stained treads lead you upstairs to the large master suite and 2 guest bedrooms. Master bath features double vanity, unique free standing tub and glass enclosed shower...plus large walk in closet! Detached 2 car garage and plenty of room to add a pool! There was no detail overlooked in this home! Quality product selections, millwork, cabinetry, bath and lighting fixtures. Builder warranty and termite bond. less
Listing Provided Courtesy of Brec Properties Inc
Popularity
$999,900
$3,925/mo
Monthly Payment:
$3,925
Principal & Interest:
$3,704
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $199,980 down)
Winter Park, FL 32789
Windsong Orange County School District
4bed 5bath 3,000sq ft $333 / sq ft SFR
Lot Size8,033sq ft Built2015 On Site18days
This is the last opportunity to build in Elizabeth's Walk. Build your dream home in desirable Windsong. There are plans available to build or you can design your own. Come make... more
This is the last opportunity to build in Elizabeth's Walk. Build your dream home in desirable Windsong. There are plans available to build or you can design your own. Come make this your new home. less
Listing Provided Courtesy of Arlington Realty Inc
Popularity
$299,000
$1,107/mo
Monthly Payment:
$1,107
Principal & Interest:
$1,107
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $59,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,955sq ft $153 / sq ft SFR
Lot Size9,322sq ft Built2005 On Site18days
Custom Home with Fresh New Appointments. This Mediterranean Old World Style Home sits on a spacious Corner Lot. The home features high ceilings with 8 foot interior doors. There... more
Custom Home with Fresh New Appointments. This Mediterranean Old World Style Home sits on a spacious Corner Lot. The home features high ceilings with 8 foot interior doors. There is a Grand Eat-In Kitchen with an extended Granite Counter Top Bar. The Kitchen features Newer Stainless Steel Appliances, 42” Solid Wood Cabinets, closet Pantry, and built in desk. Large expansive windows allow the natural light to flow in. The home’s floor plan features a split bedrooms. There are 3 full baths in the home. Custom Crown Molding abounds throughout. The master bath includes separate his and hers granite sinks a Jetted-Spa Like Tub, separate shower, and a separate water closet room. The master suite is very private with a large tray ceiling and walk in closet with built-ins. The home just got a fresh coat of paint inside and out as well as a refresh on landscaping. This Winter Park Executive Home is a Quite the Gem…. Come See it Today!!!! less
Listing Provided Courtesy of Prudential Results Realty
Popularity
$575,000
$2,880/mo
Monthly Payment:
$2,880
Principal & Interest:
$2,130
HOA Dues:
$750
(Based on a 30 year fixed loan at 3.75% with $115,000 down)
Winter Park, FL 32789
2bed 2bath 993sq ft $579 / sq ft CND
Lot Size3.3acre Built1921 On Site18days
This rare first floor unit in the historic alabama lakefront condominium is situated in the prestigious “vias” of winter park. This two bedroom spectacular condo... more
This rare first floor unit in the historic alabama lakefront condominium is situated in the prestigious “vias” of winter park. This two bedroom spectacular condo was just completely renovated with top of the line finishes throughout. Enjoy beautiful 7 ½ inch plank wood floors, fabulous 11’ ceilings, custom crown molding & 7” baseboards. French doors & soaring windows bring in plenty of natural light & breathtaking views. Enter through your private & spacious courtyard with lovely brick pavers & professional landscaping. Master suite has peaceful garden & lake views. Second bedroom is currently furnished as a den with a pull out sofa. . Bathrooms have marble countertops with shower only in master and tub/shower in guest bath. Kitchen has plenty of cabinet space, marble countertops and professional stainless appliances including viking professional range & cooktop, viking dishwasher and fisher & paykel refrigerator with icemaker. Sound system is wired throughout, prewired for security system, custom drapery & interior designer touches in every room as well as an inside laundry room. The alabama offers boat docks which may be rented yearly, a community pool & clubhouse, one deeded carport & plenty of open parking. Walk to park avenues boutiques & restaurants. No rentals permitted in the alabama but small pets are welcome. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$465,000
$1,722/mo
Monthly Payment:
$1,722
Principal & Interest:
$1,722
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $93,000 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 2,069sq ft $225 / sq ft SFR
Lot Size10,076sq ft Built1958 On Site18days
This 4 bedroom, 2 bath plus study, Winter Park home is a delight to view! Just under 2100 sq. ft. it offers a split layout, granite & stainless kitchen, inside utility,... more
This 4 bedroom, 2 bath plus study, Winter Park home is a delight to view! Just under 2100 sq. ft. it offers a split layout, granite & stainless kitchen, inside utility, wonderful covered porch & much more! Located in a family-friendly neighborhood just minutes to shops, restaurants, Winter Park Hospital and recreation fields. This home should not be missed! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$3,875,000
$14,356/mo
Monthly Payment:
$14,356
Principal & Interest:
$14,356
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $775,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 5,731sq ft $676 / sq ft SFR
Lot Size30,500sq ft Built1989 On Site18days
Unquestionably one of the most elegant, sophisticated and delightful lakefront homes in all of Winter Park. Situated on Lake Osceola and the Winter Park chain on a beautiful... more
Unquestionably one of the most elegant, sophisticated and delightful lakefront homes in all of Winter Park. Situated on Lake Osceola and the Winter Park chain on a beautiful tree-lined street, only blocks from Park Avenue and all that downtown Winter Park has to offer. Although built in 1989, this home has a historic feel that oozes warmth, luxury and charm. This home has been totally renovated with the very best in quality including enormous brand new gourmet kitchen in 2009, all new AC’s, new Heart of Pine floors throughout, all new LED lighting and much more. Grand entrance foyer, kitchen open to large family room with built-ins and gorgeous details, breakfast room with incredible lake views, formal living room with gas fireplace, paneled library including wine room and separate office. Stunning master suite situated lakefront on the 2nd floor plus additional bedroom suite both open to grand covered balcony. 3rd bedroom suite has separate staircase and 4th bedroom suite is accessible by private elevator to the third floor. Lushly landscaped grounds including private courtyard, dock and covered boathouse with entertaining room. A truly one of a kind home for the most particular buyer. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$4,875,000
$18,061/mo
Monthly Payment:
$18,061
Principal & Interest:
$18,061
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $975,000 down)
Winter Park, FL 32789
Orange County School District
6bed 9bath 10,493sq ft $465 / sq ft SFR
Lot Size1.1acre Built2008 On Site19days
Incredible 2008 custom-built lakefront home nestled on over one acre along the shores of Lake Maitland. This home has it ALL! The living and entertaining areas are spacious and... more
Incredible 2008 custom-built lakefront home nestled on over one acre along the shores of Lake Maitland. This home has it ALL! The living and entertaining areas are spacious and elegant, with sweeping views of the lake from almost every room. High end finishes include hand scraped wood floors, crown molding, French doors, surround sound, central vacuum, custom built-ins, beamed ceilings and other detailed millwork throughout. The downstairs has formal living room, dining room, media room, exercise room, game room with impressive granite bar, and family room that opens to kitchen. The kitchen is a cook’s dream with stainless appliances, Dacor 6 burner gas cooktop with double ovens & convection, large island, Butler’s pantry with coffee bar & wine refrigerator, and beautiful eat-in area overlooking the water. Adjacent downstairs guest suite, laundry & mud room, and computer work station. There are 3 more bedroom suites upstairs plus the master suite which resembles a 5 star hotel with sitting room, double walk-in closets, balconies with lake views, and luxurious bathroom. Interior bonus/guest studio as well as detached guest apartment. 5 car garage. Gazebo with pool & spa, boathouse with lift and Jet Ski space. “A” rated schools!!! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$489,000
$1,811/mo
Monthly Payment:
$1,811
Principal & Interest:
$1,811
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $97,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,643sq ft $134 / sq ft SFR
Lot Size8,594sq ft Built1964 On Site19days
Open Sun Dec 21, 1pm-4pm
Fabulous four bedroom (consisting of two Master Suites), three and a half bath home. The upstairs bonus room, which includes a wood burning fireplace, and the downstairs office... more
Fabulous four bedroom (consisting of two Master Suites), three and a half bath home. The upstairs bonus room, which includes a wood burning fireplace, and the downstairs office all add to this unique property. Wrought Iron Juliette balconies upstairs. Completely renovated with rich wood and French Doors throughout and also featuring granite countertops. The entrance opens to a grand foyer with sweeping staircase, beautiful chandelier and a large living room which leads to an open plan kitchen with an additional fireplace. All new stainless steel appliances, vaulted/high ceilings and rounded corners. Tons of storage and closet space. Upstairs master bath has separate pedestal sinks, jetted tub and large walk-in shower with rain showerhead. You’ll feel like you are at the spa. Third and fourth bedrooms have a Jack and Jill bathroom. Wonderful location right in the heart of Winter Park; very close to Park Avenue and Winter Park Village—great shopping and dining. Don’t miss this must-see property. less
Listing Provided Courtesy of Kelly Price & Company Llc
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
Content provided and owned by Coldwell Banker Residential Real Estate.
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The information being provided by Mid Florida Regional MLS 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 MLS. 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 MLS. 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: Saturday, December 20, 2014 at 6:21 AM