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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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$219,900

1835 Shadyhill Terrace NEW

Winter Park, FL 32792
Seminole County School District
4bed 3bath 1,983sq ft $111 / sq ft SFR
Lot Size8,385sq ft Built1987 On Site1days
Lovely renovated home on the pond in the quiet Winter Park neighborhood of Autumn Glen. A rated Seminole schools. Screened porch looks out over the water. This home has a split... more
Lovely renovated home on the pond in the quiet Winter Park neighborhood of Autumn Glen. A rated Seminole schools. Screened porch looks out over the water. This home has a split floor plan, new carpet, tile, appliances, interior and exterior paint and a beautiful fireplace in the family room. Laundry room is inside the home. This is a Fannie Mae Homepath property. This one will sell quickly!!!! less
Listing Provided Courtesy of Exit Realty Central
Popularity N/A
We show you up to 30% more homes than other sites. Learn more.
$429,000

1580 S Pennsylvania Avenue NEW

Winter Park, FL 32789
Orange County School District
3bed 2bath 1,814sq ft $236 / sq ft SFR
Lot Size10,464sq ft Built1957 On Site1days
Wonderful opportunity to own a quality Winter Park home. If you love to cook and have the entire family sit down for a meal then stop looking. This lovely ranch home with real... more
Wonderful opportunity to own a quality Winter Park home. If you love to cook and have the entire family sit down for a meal then stop looking. This lovely ranch home with real oak hardwood floors throughout is needing a new owner. New kitchen was just completed and sellers have to relocate. Wood cabinets with 42" uppers and hand rubbed butcher block counter tops. Stainless steel farm house sink overlooks Bonne Burn Circle and has wonderful morning sun. Gas professional series cook top with griddle, wall oven with built in microwave are both at eye level. More kitchen cabinets than homes 3 times the size. Wood burning fireplace in the living room adds to the ambiance of the great room. Split bedroom plan, fenced in rear yard, with side entry gate. Call today because at this price it will move fast. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity N/A
$550,000

1290 Arlington Place NEW

Winter Park, FL 32789
Virginia Heights Orange County School District
3bed 3bath 2,112sq ft $260 / sq ft SFR
Lot Size5,105sq ft Built2003 On Site1days
Gorgeous Colonial style two-story home on a sought after corner lot in the heart of Winter Park! The large two car garage and beautifully landscaped front yard and porch lead... more
Gorgeous Colonial style two-story home on a sought after corner lot in the heart of Winter Park! The large two car garage and beautifully landscaped front yard and porch lead you into this darling home, featuring gorgeous wood flooring throughout the open living and dining areas. The spacious kitchen with wood cabinets, granite countertops, and stainless steel appliances opens up to a lovely breakfast nook. The second floor Master Suite features crown molding, a spa tub, separate walk-in shower stall, and his and her sinks with plenty of cabinet and counter space. The second bedroom upstairs includes a spacious bathroom as well, while the downstairs third bedroom has wood flooring and could be used as an office. The outside patio space surrounding the house is a private, well-manicured hideaway! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity N/A
$90,000

5858 Shale Court NEW

Winter Park, FL 32792
Seminole County School District
2bed 2bath 1,044sq ft $86 / sq ft SFR
Lot Size5,957sq ft Built1986 On Site1days
Exceptionally well maintained home. With a remodeled kitchen with new appliances and cabinets. Rare opportunity in this quiet neighborhood because homes seldom go on the market.... more
Exceptionally well maintained home. With a remodeled kitchen with new appliances and cabinets. Rare opportunity in this quiet neighborhood because homes seldom go on the market. Newly painted throughout. Florida room is air conditioned and mature landscaping with large avocado tree. Shed in the backyard stays. Home has been re-plumbed. Centrally located, nearby to 3 Publix stores, Costco, Sams, and Walmart. Cady Way trail crosses over the front of the subdivision which connects to the Cross Seminole Trail. Nearby to 417 for easy access and nearby to UCF. Seminole County schools. less
Listing Provided Courtesy of Charles Rutenberg Realty
Popularity N/A
$239,900

1893 Poinciana Road NEW

Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,627sq ft $147 / sq ft SFR
Lot Size8,400sq ft Built1971 On Site2days
This spectacular Winter Park pool home has been fully renovated and updated for the new enjoyment of it's new owners. Fabulous Wood Floors throughout, The kitchen has new raised... more
This spectacular Winter Park pool home has been fully renovated and updated for the new enjoyment of it's new owners. Fabulous Wood Floors throughout, The kitchen has new raised panel cabinets, new granite counter tops, New Stainless Steel appliances, and new lighting. The family room and two of the bedrooms have new French doors leading out to the pool deck. Both bathrooms newly updated and feature granite counters tops. The A/C System is brand new. Pebble Tech pool finish. New hot water heater. New architectural shingle roof. The home has new interior and exterior paint. A must see to appreciate!! Move in ready!! less
Listing Provided Courtesy of Gibraltar Real Estate Ser Llc
Popularity N/A
$419,000

1417 Pelican Bay Trail NEW

Winter Park, FL 32792
Seminole County School District
4bed 4bath 2,738sq ft $153 / sq ft SFR
Lot Size12,748sq ft Built1982 On Site2days
Stunning home in the great pelican bay subdivision of winter park. Amazing kitchen with stain steel appliances and granite counters. Enjoy endless summer entertaining in the... more
Stunning home in the great pelican bay subdivision of winter park. Amazing kitchen with stain steel appliances and granite counters. Enjoy endless summer entertaining in the beautiful pool. Huge master bedroom with a full body massage shower, jacuzzi tub and private access to the pool. Great winter park schools. Won't last long! Make your offer today! less
Listing Provided Courtesy of Keller Williams Advantage 2
Popularity N/A
Peaceful retreat in the heart of Winter Park. Easy pull in off Aloma Ave to this quiet and serene oasis. Private gate opens to reveal a winding pathway-way to the front... more
Peaceful retreat in the heart of Winter Park. Easy pull in off Aloma Ave to this quiet and serene oasis. Private gate opens to reveal a winding pathway-way to the front entrance. One story open plan home with vaulted ceilings and French door to bring lots of light and soothing breezes. Library and multi-media built-ins on either side of a great wood burning fireplace in the great room. Living room works well as flex space or a music room. Cheery kitchen with newer appliances and Mexican tile floors has a built-in desk and closet pantry. Split plan with all spacious bedrooms. Relax with friends round the pool, patio and wood deck to enjoy the sounds of the waterfall and the private spa-like ambiance surrounded by lush mature landscaping. This central location allows for easy access to downtown Winter Park’s restaurants, shops and only steps away from Rollins College. This is the leisurely lifestyle we all wish for along with the amenities that only being close to Park Avenue can provide. less
Listing Provided Courtesy of Parkland International Realty
Popularity
Fantastic three bedroom, two bath home in the heart of Winter Park. This home exudes charm from its covered front porch to its original hardwood floors and crown molding... more
Fantastic three bedroom, two bath home in the heart of Winter Park. This home exudes charm from its covered front porch to its original hardwood floors and crown molding throughout. A screened in patio overlooks the very spacious, and private backyard, with mature trees and landscaping. Tucked away, in a quiet neighborhood, this home is zoned for great A-rated schools and is just minutes from Park Avenue, nearby shops and dining, the Winter Park Hospital and more! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
This lovingly maintained 4 bedroom, 2 bathroom home is move in ready. The home features an updated kitchen with a gas stove and recessed lighting, a sunken living room with... more
This lovingly maintained 4 bedroom, 2 bathroom home is move in ready. The home features an updated kitchen with a gas stove and recessed lighting, a sunken living room with laminate wood floors, and beautiful tile floor in the bedrooms that has the look of wood. There is also a formal dining room, a family room off the kitchen, and a screened in porch. The back yard is complete with fruit trees and flowers. less
Listing Provided Courtesy of Global Realty International
Popularity
Pre-construction. Your opportunity to own a waycool homes by phil kean contemporary home in winter park. Phil kean design group is the 2013 national custom home builder of the... more
Pre-construction. Your opportunity to own a waycool homes by phil kean contemporary home in winter park. Phil kean design group is the 2013 national custom home builder of the year. Call today to schedule an appointment to discuss timeline and budget. There is time to pick your own finishes! less
Listing Provided Courtesy of Not Available
Popularity
Not a short sale! Not bank owned! Owners can close immediately! Welcome home to this 3 bed 2 bath semi detached townhome with 1 car garage won't last long!!! Beautiful Real Wood... more
Not a short sale! Not bank owned! Owners can close immediately! Welcome home to this 3 bed 2 bath semi detached townhome with 1 car garage won't last long!!! Beautiful Real Wood floors in main living areas and in master bedroom and tile in kitchen. Vaulted ceilings and crown moulding through the home. Community has a pool and fishing dock as well. Seminole County Schools. Hurry! less
Listing Provided Courtesy of Sand Dollar Realty Group Inc
Popularity
This is truly a charmer. Completely renovated three bedroom, one bath mid century modern Winter Park home has so many upgrades your head will spin. Property features include a... more
This is truly a charmer. Completely renovated three bedroom, one bath mid century modern Winter Park home has so many upgrades your head will spin. Property features include a new corrugated metal roof, Goodman B SLL R AC, 12x14 ceramic tiles and laminate wood tiles, Ikea cabinetry and sinks in kitchen and bath, Ikea glass top stove, GE Monogram Advantium convection oven, LG dishwasher, new plumbing, new double pane windows, insulated walls, KEF sound system, GE energy Star, hot water heater, landscaping, PVC fencing, new electric panel, and pressure treated wood deck off master with new french doors. Home sits on a 12,000 square foot corner lot walking distance to Blue Jacket Park, Baldwin Park and East End Market. Excellent Winter Park school. Sometimes great things DO come in small packages!! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$674,000

447 Melrose Avenue NEW

Winter Park, FL 32789
Virginia Heights Orange County School District
3bed 3bath 2,088sq ft $323 / sq ft SFR
Lot Size11,250sq ft Built1972 On Site3days
This Virginia Heights home designed by Wolfe-Rizor has an open floor plan with espresso plank floors, custom kitchen cabinets, Sub Zero refrigerator with double freezer drawers,... more
This Virginia Heights home designed by Wolfe-Rizor has an open floor plan with espresso plank floors, custom kitchen cabinets, Sub Zero refrigerator with double freezer drawers, under counter microwave, wood fireplace, state of the art security and sound system. Serene master suite with French doors leading out to the brick patio and meticulous landscaped yard. Exterior landscape lighting and automatic sprinkler system. 25 year architectural shingles for easy maintenance. Want a pool, you have room on this extra-large lot 75' x 150' that is zoned R-2. Steps to Lake Virginia, Rollins College, shopping and dining on Park Avenue, Hannibal Square and the Winter Park Farmers Market. Only residents in the Virginia Heights neighborhood have lake access to the private park on College Point. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$219,000

3668 Bougainvillea Court NEW

Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,816sq ft $121 / sq ft SFR
Lot Size17,615sq ft Built1962 On Site3days
Set on a gorgeous, oversized lot with mature trees and landscaping, this three bedroom, two bath home is a great opportunity to own in the Eastbrook community. Open floor plan,... more
Set on a gorgeous, oversized lot with mature trees and landscaping, this three bedroom, two bath home is a great opportunity to own in the Eastbrook community. Open floor plan, with updated laminate flooring, allows for natural, illuminating light and the living/dining room combination is open to the kitchen. Pass through window in the kitchen provides visibility to the home’s additional family room which features double pane windows overlooking the magnificent backyard and access to the enclosed bonus room. Located at the end of a quiet cul-de-sac, this home boasts a yard like no other. Conveniently located and just minutes away from shops and dining. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$175,000

2520 Eastbrook Boulevard NEW

Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,441sq ft $121 / sq ft SFR
Lot Size8,612sq ft Built1967 On Site3days
This single family home located in Winter Park Florida has tile flooring and freshly painted walls throughout. You have a separate family room for entertaining ,a formal living... more
This single family home located in Winter Park Florida has tile flooring and freshly painted walls throughout. You have a separate family room for entertaining ,a formal living room and dining room area in addition to being a split plan with two of the bedrooms on the opposite side of the house. Kitchen was redone a few years back. The back yard is landscaped with mature plants looking beautiful. The home is located near shopping, dining and lots of entertainment. Also nearby is the Winter Park hospital and Rollins College. Call today to see this home less
Listing Provided Courtesy of Orlando Cribs Llc
Popularity
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Data last updated: Wednesday, October 1, 2014 at 2:44 PM