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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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$87,600
$362/mo
Monthly Payment:
$362
Principal & Interest:
$324
HOA Dues:
$38
(Based on a 30 year fixed loan at 3.75% with $17,520 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,080sq ft $81 / sq ft TWN
Lot Size4,079sq ft Built1981 On Site5days
Beautiful Winter Park townhouse with screened lanai, tastefully remodeled. Home has vaulted ceilings, open floor plan, a spacious kitchen with new appliances, private fenced... more
Beautiful Winter Park townhouse with screened lanai, tastefully remodeled. Home has vaulted ceilings, open floor plan, a spacious kitchen with new appliances, private fenced patio. Conveniently located in quiet neighborhood. This is a Fannie Mae HomePath property. All information recorded in the MLS is intended to be accurate but cannot be guaranteed, buyers advised to verify. less
Listing Provided Courtesy of Mickey Hage Inc
Popularity
Your search results are current and complete. Learn more
$275,000
$1,018/mo
Monthly Payment:
$1,018
Principal & Interest:
$1,018
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $55,000 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 858sq ft $321 / sq ft CND
Lot Size24,593sq ft Built1956 On Site6days
The best location in Winter Park with beautiful views of the Winter Park Golf Course and Arboretum! The home has been stylishly updated with gorgeous granite counters and... more
The best location in Winter Park with beautiful views of the Winter Park Golf Course and Arboretum! The home has been stylishly updated with gorgeous granite counters and Samsung stainless steel appliances in the kitchen, crown molding, upgraded lighting and rich wood flooring. The home has lots of natural light with 2 large picture windows overlooking the golf course and an open floor plan that's great for entertaining. The association's amenities include a sparkling salt water pool, two 3rd floor sundecks, a rental guest apartment, a community room and two laundry facilities. Just steps to the Morse Museum, Central Park and all of Park Avenue's great restaurants and boutiques. Excellent schools nearby! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$199,000
$737/mo
Monthly Payment:
$737
Principal & Interest:
$737
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $39,800 down)
Winter Park, FL 32792
Goldenrod Orange County School District
4bed 2bath 1,613sq ft $123 / sq ft SFR
Lot Size9,874sq ft Built1976 On Site6days
Spectacular Home Locate at Lake Waunatta In Desirable Winter Park Area, Offering 4 Beds and 2 Baths, Living Room, Dinning Room, Family Room, Florida Room, A Gourmet Kitchen With... more
Spectacular Home Locate at Lake Waunatta In Desirable Winter Park Area, Offering 4 Beds and 2 Baths, Living Room, Dinning Room, Family Room, Florida Room, A Gourmet Kitchen With Solid Counter Top, Brand New Appliances, Freshly Painted, Fenced And Lot of spaces, This Property Is A Great Opportunity To Live Near To Everything, The Gorgeous OF Winter Park, International Airport, UCF, Florida Hospital, Research Park, College, Restaurant, Bank And Great School Zone. Location, Location, Location And The Best NO-HOA. Ready To Move-In. less
Listing Provided Courtesy of Vencorp Real Estate
Popularity
$169,900
$629/mo
Monthly Payment:
$629
Principal & Interest:
$629
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $33,980 down)
Winter Park, FL 32789
Orange County School District
3bed 1bath 1,016sq ft $167 / sq ft SFR
Lot Size6,753sq ft Built1952 On Site6days
Nicely remodeled home with newer roof, flooring, kitchen, bath, windows and wood decks. Stroll to Park Ave,. and Winter Park Village. Great Schools.
Nicely remodeled home with newer roof, flooring, kitchen, bath, windows and wood decks. Stroll to Park Ave,. and Winter Park Village. Great Schools. less
Listing Provided Courtesy of Parkland International Realty
Popularity
$69,900
$516/mo
Monthly Payment:
$516
Principal & Interest:
$258
HOA Dues:
$258
(Based on a 30 year fixed loan at 3.75% with $13,980 down)
Winter Park, FL 32792
2bed 2bath 1,099sq ft $64 / sq ft CND
Lot Size10.1acre Built1974 On Site6days
Ready for new owners, this 2 story, 2 bedroom 2 bath condo has been freshly painted with new carpet and a new range in the kitchen. The master bath has new ceramic tile... more
Ready for new owners, this 2 story, 2 bedroom 2 bath condo has been freshly painted with new carpet and a new range in the kitchen. The master bath has new ceramic tile flooring. Located in Winter Park minutes from UCF, VCC and Full Sail. SOLD "AS IS" WITHOUT WARRANTY OR REPAIR. This property is eligible under the Freddie Mac First Look Initiative through12/29/14. After that, investors are welcome. less
Listing Provided Courtesy of Wrightchoice Realty Inc
Popularity
$339,000
$1,255/mo
Monthly Payment:
$1,255
Principal & Interest:
$1,255
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $67,800 down)
Winter Park, FL 32789
Orange County School District
5bed 3bath 2,740sq ft $124 / sq ft SFR
Lot Size14,317sq ft Built1948 On Site6days
Move-in-ready Key West style home with unique flair that must be seen to be appreciated. This renovated 5 bedroom, 3 bath home is located on a large lot in old Winter Park.... more
Move-in-ready Key West style home with unique flair that must be seen to be appreciated. This renovated 5 bedroom, 3 bath home is located on a large lot in old Winter Park. Majestic oaks line the street conveniently located between Rollins College/Florida Hospital. The home has been updated with new paint, crown moldings, built-in-bookcase, newer windows (2006) slate, bamboo and laminate floors, and plantation shutters. The kitchen has been modernized and includes plenty of solid maple cabinets and beautiful granite countertops. The 500 sq. ft. pool deck is under roof and a great area to entertain! The spacious lanai features its own private cabana and slate floor. The sparkling pebble tech pool is solar heated. This home includes a wood-burning fireplace, a sixth bedroom/office, a large detached shed with electricity, and extra storage. There's plenty of parking for guests on the extended patio pad. All applicances including W/D stay! No HOA! Please see "features list" for additional home/pool upgrades. Owner will entertain all reasonable offers. less
Listing Provided Courtesy of Charles Rutenberg Realty
Popularity
$639,000
$2,367/mo
Monthly Payment:
$2,367
Principal & Interest:
$2,367
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $127,800 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,600sq ft $246 / sq ft SFR
Lot Size6,831sq ft Built2015 On Site6days
Custom built 3/3.5 on corner lot in prestigious Winter Park. Travertine flooring throughout the first floor, vaulted ceiling, master and second bedroom upstairs. Third bedroom... more
Custom built 3/3.5 on corner lot in prestigious Winter Park. Travertine flooring throughout the first floor, vaulted ceiling, master and second bedroom upstairs. Third bedroom can be used as den/office. All bedrooms have private bathrooms. Spanish tile roof, covered patio with summer kitchen and over-sized garage. Walking distance to Winter Park village and one mile from Park Ave. Expected completion date mid-January. less
Listing Provided Courtesy of Bhhs Florida Realty
Popularity
$579,000
$2,145/mo
Monthly Payment:
$2,145
Principal & Interest:
$2,145
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $115,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,500sq ft $232 / sq ft SFR
Lot Size6,920sq ft Built2014 On Site9days
Located in Orwin Manor, one of Orlando's oldest neighborhoods and best kept secrets in between College Park, Winter Park and Downtown, this WARM, MODERN NEW HOME focuses on a... more
Located in Orwin Manor, one of Orlando's oldest neighborhoods and best kept secrets in between College Park, Winter Park and Downtown, this WARM, MODERN NEW HOME focuses on a LIVABLE, CONTEMPORARY DESIGN. This well planned 4/3 home offers USABLE, LIGHT AND BRIGHT living spaces and as well as ENERGY FEATURES like Radiant Barrier, Gas Tankless Hot Water Heater, 15 Seer AC, Foam Insulation in walls and more for LOW ENERGY BILLS! Noteworthy QUALITY features include PGT ALUMINUM Awning style windows...(AND A LOT OF THEM), Custom Crafted Kitchen with rare QUARTZ counters, GAS COOKTOP, wall oven and vented hood. Imported Porcelain tile throughout downstairs and baths, TOTO vanity, hand selected lighting and MOEN plumbing. The kitchen opens to great room and a wall of windows to back porch and yard. One spacious bedroom downstairs and two guest rooms upstairs that share a jack and jill bath. The master suite (also UPSTAIRS) has large closet, double QUARTZ vanity and gorgeous stand alone tub plus glass enclosed shower. Plenty of room for your pool! Built by J & J Building who just received the 2014 BEST INFILL PROJECT by the City of Orlando/HIstorical Preservation Board! Minutes to Florida Hospital, I-4 and shopping and our new Dr. Phillips Performing Arts Center! Builder Warranty and Termite Bond included! less
Listing Provided Courtesy of Brec Properties Inc
Popularity
$915,000
$3,390/mo
Monthly Payment:
$3,390
Principal & Interest:
$3,390
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $183,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,450sq ft $265 / sq ft SFR
Lot Size9,246sq ft Built2015 On Site9days
Yes! Great fortune comes to those who TAKE IMMEDIATE ACTION when opportunity presents itself! Behold a new California-style luxury green home by Florida's Property Pros! Inquire... more
Yes! Great fortune comes to those who TAKE IMMEDIATE ACTION when opportunity presents itself! Behold a new California-style luxury green home by Florida's Property Pros! Inquire immediately to learn about pre-construction discounts, and to customize to your heart's content! less
Listing Provided Courtesy of Millennium Homes Realty
Popularity
$1,195,000
$4,427/mo
Monthly Payment:
$4,427
Principal & Interest:
$4,427
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $239,000 down)
Winter Park, FL 32792
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size1.7acre BuiltN/A On Site9days
Unique opportunity. Fantastic lakefront property across the street from Lake Baldwin Park in the City of Winter Park. This property is 1.74 acres, zoned R-2, on scenic Lake... more
Unique opportunity. Fantastic lakefront property across the street from Lake Baldwin Park in the City of Winter Park. This property is 1.74 acres, zoned R-2, on scenic Lake Spier with 175 front feet on S Lakemont Ave, and has access from Lake Spier Drive. The possibilities for development are endless, including up to 7 single family residential lots, up to 10 condos or townhouses per acre or build your own fabulous family compound or lakefront dream home. The house is being sold "AS IS". The value of the property is in the land! Ideally located close to Windsong, Waterbridge and Baldwin Park. The walking path around beautiful Lake Baldwin is just steps away. Walking distance to great Winter Park schools. Note: The adjacent property at 1923 S Lakemont Ave is currently under contract and could be assigned to the Buyer and combined with the purchase of 1915 S Lakemont Ave for an additional cost. The property is also zoned R-2 with .48 acres on Lake Compton, and would include an additional 85 feet of frontage on S Lakemont Ave. The combined lot size would be 2.22 acres with 260 feet of frontage on S Lakemont Ave. less
Listing Provided Courtesy of Brad Gustafson, Realtor
Popularity
$2,950,000
$10,929/mo
Monthly Payment:
$10,929
Principal & Interest:
$10,929
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $590,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,681sq ft $801 / sq ft SFR
Lot Size1.2acre Built1988 On Site9days
Beautiful, lakefront estate on Lake Virginia and the Winter Park Chain of Lakes, on a quiet street with cul-de-sac and a short walk from Park Avenue shops and restaurants. The... more
Beautiful, lakefront estate on Lake Virginia and the Winter Park Chain of Lakes, on a quiet street with cul-de-sac and a short walk from Park Avenue shops and restaurants. The 1.2 acre, hillside lot boasts spectacular, elevated views of Lake Virginia, Rollins College and the Windsong Preserve. The incredible views can be enjoyed from nearly every room in the house. High ceilings and hardwood floors are featured throughout the home, and the separate, formal living and dining rooms have fireplaces. A gourmet kitchen, designed by Architectural Artworks, features all Sub-Zero/Wolf/Miele appliances including a natural gas cook top with grill, double wall ovens, wine refrigeration for more than 140 bottles, all-granite counter-tops with a large island, and a built-in breakfast table. French doors across the back of the home invite you to step outside from the living room, kitchen, and spacious family room. A downstairs office/study with closet and full bathroom can serve as a 4th bedroom for guests. Upstairs the master suite has a large, his & hers walk-in closet and a remodeled bathroom with granite counters, double vanity, glass shower and separate tub. Two more bedrooms and an additional two full bathrooms are also upstairs, along with a laundry room. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$82,500
$377/mo
Monthly Payment:
$377
Principal & Interest:
$305
HOA Dues:
$72
(Based on a 30 year fixed loan at 3.75% with $16,500 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,467sq ft $56 / sq ft TWN
Lot Size7,193sq ft Built1979 On Site9days
Windward Square 3 bedroom 2 bath ON A HUGE CORNER LOT on picturesque Flamingo Way! Lots of updates made in the past, this sweet unit needs a new owner to love & cherish it.... more
Windward Square 3 bedroom 2 bath ON A HUGE CORNER LOT on picturesque Flamingo Way! Lots of updates made in the past, this sweet unit needs a new owner to love & cherish it. Private courtyard entry leads in to a really nice layout: Kitchen has pass-thru to Dining Room, with eat-in space/Dinette with tiffany-style lighting overlooking the courtyard for morning coffee. Roomy Living Room with sliders to the HUGE screened porch with 2 storage rooms (one has workshop) & your own private fenced garden. Split bedroom plan with inside Laundry. Master Bedroom overlooks screened porch & has massive walk-in closet. Great community amenities & location within 3 miles of Full Sail University, Winter Park schools. Restaurants, shopping & major commutes within 1/2 mile. Bring your imagination & MAKE THIS CUTIE YOURS! This is a Fannie Mae HomePath Property. 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
$150,000
$700/mo
Monthly Payment:
$700
Principal & Interest:
$555
HOA Dues:
$145
(Based on a 30 year fixed loan at 3.75% with $30,000 down)
Winter Park, FL 32792
Seminole County School District
2bed 3bath 1,550sq ft $97 / sq ft TWN
Lot Size2,008sq ft Built2004 On Site9days
Lovely, well maintained townhome in convenient location. Winter Park address, e-z access to major roads. Kitchen overlooks dining and living area, with additional eating space... more
Lovely, well maintained townhome in convenient location. Winter Park address, e-z access to major roads. Kitchen overlooks dining and living area, with additional eating space in kitchen, bar area, closet pantry. Screened porch completes, the living area and is nice for time outside. 1/2 guest bath is downstairs. 2 bedrooms are up, with loft area, than can easily be converted to a 3rd bedroom if necessary. Washer and dryer are upstairs too, so laundry is easy! 18" ceramic tile, his and her vanities in master bath, walk-in closet, 42" kitchen cabinets, bedrooms are carpet. Tile through out living area. Smaller development, gated. Quick response time to offers and quick closing will work too. less
Listing Provided Courtesy of Axel Real Estate, Inc.
Popularity
$59,900
$421/mo
Monthly Payment:
$421
Principal & Interest:
$221
HOA Dues:
$200
(Based on a 30 year fixed loan at 3.75% with $11,980 down)
Winter Park, FL 32792
Golfside
1bed 1bath 735sq ft $81 / sq ft CND
Lot Size6.0acre Built1969 On Site9days
Beautiful Condo... Everything BRAND NEW... WILL GO QUICKLY!!!! Move-In Ready... It Is In EXCELLENT Condition.... COMPLETELY REMODELED!!! This wonderful condo is located in the... more
Beautiful Condo... Everything BRAND NEW... WILL GO QUICKLY!!!! Move-In Ready... It Is In EXCELLENT Condition.... COMPLETELY REMODELED!!! This wonderful condo is located in the beautiful Winter Park. This 1 Bedroom, 1 Bathroom condo is perfect for investment or for your own enjoyment. A COMPLETELY UPDATED and All New KITCHEN with Distressed-wood Look Laminate Floor, New Counters & New Hardwood Cabinets, All NEW Appliances, RANGE, Microwave Hood & Dishwasher. This Condo Has ALL NEW CARPET And Padding In main Living areas and Master bedroom. Bedroom has Large Closet with New Carpet & padding as well. The Bathroom is All New as well, with a Beautiful Vanity and Sink and a New Tub & Shower combo, Makes this bathroom a great place to start your day. This unit has been Completely Re-Painted, with New lighting fixtures & Ceiling Fans throughout. Quiet community with SWIMMING POOL. This is an Excellent Location... just minutes to Downtown Orlando The University and Orlando International Airport, with many plazas near by boasting tons of shopping and restaurants!!! Quick access to 436, 417, 528 & 408. Sold "As-Is". corporate-owned. less
Listing Provided Courtesy of Coldwell Banker Residential Re
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 32789
Fairview Shores Orange County School District
2bed 1bath 957sq ft $157 / sq ft SFR
Lot Size7,262sq ft Built1947 On Site10days
Everything old is NEW again!" This great older home has been completely renovated and updated. The whole house was re-wired with new electric box and completely re-plumbed. New... more
Everything old is NEW again!" This great older home has been completely renovated and updated. The whole house was re-wired with new electric box and completely re-plumbed. New roof. New central A/C inside & out. Brand new kitchen with new appliances, new cabinets, new subway tile backsplash, new sink and fixtures--WOW! New toilet, vanity and sink in bathroom. Freshly painted inside and out and new flooring throughout (laminate, carpet and tile). A new wood fence frames out the huge backyard. Even the garage has a new garage door with electronic opener. New landscaping completes the picture. THE ONLY THING MISSING IS A NEW OWNER--IT COULD BE YOU!! See it soon. less
Listing Provided Courtesy of Re/max Select
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.

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 MLS 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 2014 Mid Florida Regional MLS. All rights reserved.

Data last updated: Saturday, December 20, 2014 at 6:21 AM