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Winter Park 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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$64,900

2500 Lee Road #245 NEW

Winter Park, FL 32789
1bed 1bath 645sq ft $101 / sq ft CND
Lot Size2,107sq ft Built1969 On Site1days
Come and see this lovely 1/1 condo in Winter Park on beautiful Lake Killarney. Community has a boat ramp and a pool. Recently updated and turn key ready. Located in Lakeside... more
Come and see this lovely 1/1 condo in Winter Park on beautiful Lake Killarney. Community has a boat ramp and a pool. Recently updated and turn key ready. Located in Lakeside Manor, a quiet, close knit community. New stove will be installed before closing. Call today for more details. less
Listing Provided Courtesy of La Rosa Realty, Llc
Popularity N/A
We show you up to 30% more homes than other sites. Learn more.
$186,500

603 Balfour Drive NEW

Winter Park, FL 32792
Orange County School District
3bed 3bath 1,610sq ft $116 / sq ft SFR
Lot Size14,104sq ft Built1959 On Site1days
Winter Park Beauty, located near shopping, hospital, drug store, Park Ave, and Rollins College. Can't ask for a better location! Roof is less than 2 years old, and home has been... more
Winter Park Beauty, located near shopping, hospital, drug store, Park Ave, and Rollins College. Can't ask for a better location! Roof is less than 2 years old, and home has been repiped. Pride of Ownership shows throughout. Stainless steel appliances stay including microwave and washer/dryer off family room. less
Listing Provided Courtesy of Southern Realty Enterprises
Popularity N/A
$514,990

1422 Via Sangro Place NEW

Winter Park, FL 32792
4bed 3bath 3,082sq ft $167 / sq ft SFR
Lot Size17,500sq ft Built2014 On Site2days
To be built home. Upon accepted contract, this brand new energy-efficient home can be delivered in 4-6 months. Price is base price & lot premium and upgrades average 5-10% PP.... more
To be built home. Upon accepted contract, this brand new energy-efficient home can be delivered in 4-6 months. Price is base price & lot premium and upgrades average 5-10% PP. The Palermo is one story home that features a open family room and a spacious kitchen with walk-in butler's pantry. The combination dining and living room provides the perfect space for indoor entertaining, or move the party outdoors to your private covered patio. The first floor study offers the perfect space to work from home. If you need more space for guests, the private study converts into a fifth bedroom with full bath. Welcoming master suite features his and her vanities flanking a relaxing soaking tub and a large walk-in closet off the bath for varying schedules. Enjoy walk in closets in all secondary bedrooms so each family member can stay neat and organized. Gated community, Known for their energy efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills. less
Listing Provided Courtesy of Meritage Homes Of Fl Realty
Popularity
$599,000

345 Sylvan Boulevard NEW

Winter Park, FL 32789
Orange County School District
4bed 3bath 1,899sq ft $315 / sq ft SFR
Lot Size12,410sq ft Built1988 On Site2days
Beautiful Mediterranean pool home nestled among the oaks on a brick street in a wonderful neighborhood in the heart of Winter Park. This home was completely renovated in... more
Beautiful Mediterranean pool home nestled among the oaks on a brick street in a wonderful neighborhood in the heart of Winter Park. This home was completely renovated in 2007-2008 by owner/contractor featured on HGTV. Ride your bike to Park Avenue shops and restaurants, Rollins College, or the Saturday morning Farmer's Market. This one story home offers 4 bedrooms, 2.5 baths, Brazilian cherry hardwood and tile floors. The chef's island kitchen has a natural gas stainless stove, hammered copper farmhouse sink, granite counter tops, and is open to the family room with a wood burning fireplace. The tropical backyard is perfect for entertaining around the pool and spa complete with a summer kitchen, multiple outdoor seating areas, and lush tropical landscaping...your perfect oasis. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity N/A
$589,990

1418 Via Sangro Place NEW

Winter Park, FL 32792
6bed 4bath 5,111sq ft $115 / sq ft SFR
Lot Size22,500sq ft Built2014 On Site2days
To be built home. Upon accepted contract, this brand new energy-efficient home can be delivered in 4-6 months. Price is base price & lot premium and upgrades average 5-10% PP.... more
To be built home. Upon accepted contract, this brand new energy-efficient home can be delivered in 4-6 months. Price is base price & lot premium and upgrades average 5-10% PP. The Del Rio is a beautiful two story home that includes study, storage, a sleek and stylish kitchen with granite counter tops and 42' maple Cabinets that flows through to the dining nook, family room, and private rear patio. The elegant first floor master suite, complete with huge walk-in closet and spa-like master bath, ensures that parents have a private escape as well. This home also features an open oversized game room with full media room, and large formal living, dining, and study areas. The Del Rio offers plenty of options including a second floor master suite, second floor laundry, extended covered patio, and a fifth bathroom option. Tile in all wet areas and much, much more. Gated community, Known for their energy efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills. less
Listing Provided Courtesy of Meritage Homes Of Fl Realty
Popularity
$345,000

1046 S Kentucky Avenue NEW

Winter Park, FL 32789
Orange County School District
3bed 3bath 1,869sq ft $185 / sq ft TWN
Lot Size2,618sq ft Built2002 On Site2days
Sophisticated, spacious and impressive three bedroom three bath townhome in Winter Park. Walking distance to restauarants and shops. Gorgeous private garden patio in back.... more
Sophisticated, spacious and impressive three bedroom three bath townhome in Winter Park. Walking distance to restauarants and shops. Gorgeous private garden patio in back. Bedrooms are upstairs with downstairs office or possible bedroom with closet. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
Hurry.. Fantastic location with endless possibilities. Located on brick street in the most desired zip code…32789. Close to Winter park village, Florida Hospital, Rollins... more
Hurry.. Fantastic location with endless possibilities. Located on brick street in the most desired zip code…32789. Close to Winter park village, Florida Hospital, Rollins College and I4. Zoned for 2 units. Owner converted garage into third living space. Great fixer upper on a large lot. Investor needed for quick closing. Measurements are approximate, buyer responsible for verifying. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
Unbeatable location! Location! Location! Great investor property in the heart of downtown winter park. Only a short walk to central florida’s shopping, dining, and... more
Unbeatable location! Location! Location! Great investor property in the heart of downtown winter park. Only a short walk to central florida’s shopping, dining, and cultural showcase, park avenue boasts more than 140 boutiques, restaurants, sidewalk cafes, and museums. This signature shopping street is bordered by stunning oak-canopied central park which plays host to seasonal art shows, concerts, farmers’ markets, and fashion events. Next door to rollins college, sunrail and about 10 minutes away from downtown orlando. Own a piece of winter park - city of culture & heritage. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity N/A
Unbeatable location! Location! Location! Great investor property in the heart of downtown winter park. Only a short walk to central florida’s shopping, dining, and... more
Unbeatable location! Location! Location! Great investor property in the heart of downtown winter park. Only a short walk to central florida’s shopping, dining, and cultural showcase, park avenue boasts more than 140 boutiques, restaurants, sidewalk cafes, and museums. This signature shopping street is bordered by stunning oak-canopied central park which plays host to seasonal art shows, concerts, farmers’ markets, and fashion events. Next door to rollins college, sunrail and about 10 minutes away from downtown orlando. Own a piece of winter park - city of culture & heritage. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity N/A
Mediterranean beauty in the heart of Winter Park. Italian Travertine and beautiful hardwood floors, stone front and back covered patios. Gourmet kitchen with 6 burner Viking... more
Mediterranean beauty in the heart of Winter Park. Italian Travertine and beautiful hardwood floors, stone front and back covered patios. Gourmet kitchen with 6 burner Viking stove top, Miele double wall oven and quiet Bosch dishwasher. A stone gas fireplace that turns on with a flick of a switch, surround sound, tankless Rinnai water heater and dual A/C units. Plantation shutters, solar shades and security system. Built-ins in the dining and great rooms. 2 car detached garage with an 18'X12' finished room above the garage that is not part of the heated/cooled square footage. This house has it all and room for a POOL, ( up to 990 sq. ft. according to the City of Winter Park). One owner home gently lived in by a retired couple. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity N/A
$159,900

2030 Eastbrook Boulevard NEW

Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 2bath 1,405sq ft $114 / sq ft SFR
Lot Size9,306sq ft Built1966 On Site2days
Terrific Eastbrook location - Want to be less than 1.5 mile from Full Sail University? This is the spot! 4 bedrooms/2 baths with an oversized 2 car garage. Big screened porch... more
Terrific Eastbrook location - Want to be less than 1.5 mile from Full Sail University? This is the spot! 4 bedrooms/2 baths with an oversized 2 car garage. Big screened porch overlooking back yard & shady oak trees would make a wonderful play area or quiet retreat : are you imagining that bar-b-que party? Pretty terrazzo floors and BRAND NEW PAINT! Great big Living Room plus Dining Room, with Updated baths & kitchen cabinets. New Range! New light fixtures & fans. No HOA! Less than 1/2 mile from major schools, restaurants, businesses & major shopping. Less than 5 miles from International Airport & UCF, two State Colleges. Major medical, hospital & main commutes less than 3 miles away. ARE YOU PACKING YET? This could be your next home! This is a Fannie Mae HomePath Property. Purchase this property for as little as 5% down! This property is approved for HomePath Mortgage Financing. This property is approved for HomePath Renovation Mortgage Financing. 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
$975,000

600 Ololu Drive NEW

Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 4bath 3,749sq ft $260 / sq ft SFR
Lot Size17,123sq ft Built2004 On Site2days
This one of a kind Winter Park lakefront home is a rare find indeed!! Enter through the front doors and experience the breath-taking view of pristine Lake Killarney. A true... more
This one of a kind Winter Park lakefront home is a rare find indeed!! Enter through the front doors and experience the breath-taking view of pristine Lake Killarney. A true artist’s paradise, this custom home is technically and visually sound, designed for audio baffling, exuding natural light throughout. The knotty wood/wrought iron vaulted ceilings climb forever over the spacious great room with fireplace overlooking the lake. Beautiful updated kitchen with granite countertops/breakfast bar opens into dining area, both with exquisite lake views. Enormous master bedroom and bathroom offer an oversized walk in closet and small office. The second story open loft could also serve as an office/den/study. Still to come--what could either be an In-law suite or a recording studio, offering a separate lakefront entrance from the main house! Hardwood floors with separate bath, and plumbing available for a small kitchen. Recording room may even be converted to a huge walk-in closet. Large inside utility room and a half bath, with an oversized two-car garage, surrounded by an attractive circular driveway. Enjoy lakefront living at its finest with a handsome 16.7 x 16' air-conditioned boathouse! Waterski, Jet Ski, paddle board or fish... Take off from your beautifully resurfaced boat dock, deck, and even floating dock. This lakefront paradise is only minutes away from everything!! Park Avenue, Downtown Orlando, Florida Hospital, and I -4. Come fall in love with 600 Ololu in Winter Park!! See you there! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$159,000

5247 N Woodcrest Drive NEW

Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,119sq ft $142 / sq ft SFR
Lot Size10,260sq ft Built1972 On Site2days
This 3 bedroom, 2 bath home has been completely renovated and is located on a 95x115 ft large lot. This is a very quite neighborhood. The yard is fenced on three sides and all... more
This 3 bedroom, 2 bath home has been completely renovated and is located on a 95x115 ft large lot. This is a very quite neighborhood. The yard is fenced on three sides and all that is needed is to add fencing on each side of the house. The property is located between Howell Branch Rd and Aloma. The school system is Seminole County with Elementary School being East Brook, Middle School being Tuskawilla and the high school being Lake Howell High. This house has new tile floors in the kitchen, bathrooms and the dining room. The house has fresh paint inside and out. New cabinets and counter tops have been installed in bathrooms and kitchen. New lighting fixtures along with new double pane low E windows have been installed. Owner has not placed flooring in the Living rooms or the bedrooms, would like to give the buyer an opportunity to pick their flooring and is included in the cost of the purchase of the home. Owner will not finance. There are NO HOA or yearly dues. less
Listing Provided Courtesy of The Sheridan Network.com
Popularity
Charming 1940 Orwin Manor home featuring 3/2 main house, 2 car garage and spacious 1/1 in-law suite behind garage! Ideal set up for roommate or caregiver situation. 1,953 SF... more
Charming 1940 Orwin Manor home featuring 3/2 main house, 2 car garage and spacious 1/1 in-law suite behind garage! Ideal set up for roommate or caregiver situation. 1,953 SF total on nearly a quarter acre with fenced backyard. New AC, Termite Bond and transferable Roof Warranty for peace of mind. Wood floors. Gas range and gas hot water heater! Great home in a stellar location situated between downtown Orlando, College Park and downtown Winter Park. Quick access to Interstate 4 and close to many dining and shopping options including Publix, Trader Joe's, Fresh Market, Winter Park Village and Park Avenue. More photos coming soon! less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
Move in ready ground floor one bedroom condominium in Winter Park near shopping, restaurants, all major highways, UCF and Full Sail. This cute condo has a nice open floorplan... more
Move in ready ground floor one bedroom condominium in Winter Park near shopping, restaurants, all major highways, UCF and Full Sail. This cute condo has a nice open floorplan with living and dining room featuring laminate floors, a nice kitchen with plenty of cabinet space, large bedroom with washer/dryer and a patio with storage closet. *** Please see attachments for PAS requirements and WFHM offer submittal information in MLS documentation section.*** less
Listing Provided Courtesy of Re/max Assured
Popularity
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Coldwell Banker Residential Real Estate
5951 Cattleridge Ave
Sarasota, FL 34232
1.844.662.5638
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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: Thursday, September 18, 2014 at 6:14 AM