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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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$329,000
$1,218/mo
Monthly Payment:
$1,218
Principal & Interest:
$1,218
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $65,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,272sq ft $259 / sq ft SFR
Lot Size10,656sq ft Built1965 On Site26days
Total Renovation in the Heart of Winter Park nestled among Million Dollar Estate homes in close proximity to Park Avenue, Rollins College, and Winter Park Village. This Charming... more
Total Renovation in the Heart of Winter Park nestled among Million Dollar Estate homes in close proximity to Park Avenue, Rollins College, and Winter Park Village. This Charming home has tons of yard space, beautiful 50 year old Oak Trees shade the backyard and Screened Patio. Extensive renovations(not just cosmetic) include the following: Icynene Spray Polyurethane Foam Open Cell Insulation in Attic, New Roof installed with Timberline High Definition Shingles, Tankless Gas Hot Water Heater, Recessed Can Led Lighting with Dimmer throughout, Pre-Wired for Landscape Outdoor Lighting, RG-6 Wiring for wall mounted TV's in all Bedrooms, Gorgeous refinished Terrazzo Flooring, Large Open Kitchen with an Abundance of 42" Custom Maple Cabinets with Top & Bottom Moldings, Built in Pantry, and Clear Class Cabinet Doors, Granite Counter Tops, Marble Mosaic Tile Backsplash, LG Stainless High End Appliances including French Door with Dual Ice Makers, and a Chrome Spiral Pull Out Spray Faucet with deep Stainless Sink. Living Room has Sliding Glass Doors Opening a Screened Patio and Private Backyard. Marble Tiled Baths with Glass Mosaics, Chrome Fixtures, Dual Flush Water Sense Toilets, Granite Vanities and Moen Contemporary Chrome Plumbing Fixtures. Don't let this one slip away it is move in ready. Your search stops now!! less
Listing Provided Courtesy of WESTGATE REALTY
Popularity
We show you every available listing. Here's how
$1,640,000
$8,648/mo
Monthly Payment:
$8,648
Principal & Interest:
$6,076
HOA Dues:
$2,572
(Based on a 30 year fixed loan at 3.75% with $328,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 3,355sq ft $489 / sq ft CND
Lot Size17,514sq ft Built2005 On Site26days
Enjoy carefree living at its best in this incredible fifth-floor home, only minutes from famed Park Avenue in the heart of beautiful Winter Park. The Residences offer five-star... more
Enjoy carefree living at its best in this incredible fifth-floor home, only minutes from famed Park Avenue in the heart of beautiful Winter Park. The Residences offer five-star resort-style amenities, such as 24-hour concierge and security, sky terrace pool and an upscale location close to restaurants, boutiques, museums, golf courses and famous Rollins College. You will relish in breathtaking sunrises and sunsets from the large tiled terrace, whether relaxing in solitude or entertaining friends and family. This luxury apartment is a developer's model and, as such, is fully loaded with upscale appliances, such as stainless steel Viking and Sub-Zero, granite counters in kitchen and bathrooms, custom cabinetry, extensive molding throughout, private secure elevator entrance and foyer, and three reserved parking spaces in a gated garage. Whether you are downsizing from a large home or wanting a Florida vacation home, this must-see Winter Park residence offers a metropolitan lifestyle within a historical and residential area. less
Listing Provided Courtesy of PREMIER SOTHEBY'S INT'L REALTY
Popularity
$259,000
$959/mo
Monthly Payment:
$959
Principal & Interest:
$959
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $51,800 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,536sq ft $169 / sq ft SFR
Lot Size7,961sq ft Built1962 On Site26days
Wonderful 3/2 Winter Park home in amazing location! Home is freshly painted, light and bright! Enjoy the updated kitchen with window over the sink, built in wine rack, beautiful... more
Wonderful 3/2 Winter Park home in amazing location! Home is freshly painted, light and bright! Enjoy the updated kitchen with window over the sink, built in wine rack, beautiful back splash and tons of pull drawer storage. Property boasts a new roof in 2015, hard wood floors, wood burning fireplace, crown moldings, built-ins, inside utility, large inside storage, spacious 16 x 16 outside wood deck and NO HOA! This home is a true gem and will not disappoint. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$1,500,000
$5,557/mo
Monthly Payment:
$5,557
Principal & Interest:
$5,557
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $300,000 down)
Winter Park, FL 32789
Orange County School District
6bed 4bath 4,398sq ft $341 / sq ft SFR
Lot Size21,801sq ft Built1995 On Site27days
Beautifully updated home in the Vias on an oversized and wonderfully landscaped private lot. With the master bedroom downstairs, this home offers the flexibility of a three way... more
Beautifully updated home in the Vias on an oversized and wonderfully landscaped private lot. With the master bedroom downstairs, this home offers the flexibility of a three way split plan with two additional bedrooms downstairs and a study that could be used as a 6th bedroom if needed. The upstairs has a sitting area and 2 more bedrooms and a bath. The home offers a perfect kitchen (2010) with top of the line appliances that will please any gourmet cook and that opens to a full of light, remodeled family room with a fireplace. The updated bathrooms (2013), the very attractive wood floors, the crown molding and more, add to the character of the house. The ample screened porch is perfect for entertainment and overlooks the attractive salt water swimming pool (2014). An oversized 3 car garage completes this home. Great AAA location in the heart of Winter Park, great lot and just a great home! less
Listing Provided Courtesy of BHHS FLORIDA REALTY
Popularity
$583,477
$2,316/mo
Monthly Payment:
$2,316
Principal & Interest:
$2,161
HOA Dues:
$155
(Based on a 30 year fixed loan at 3.75% with $116,695 down)
Winter Park, FL 32792
5bed 4bath 4,163sq ft $140 / sq ft SFR
Lot Size8,400sq ft Built2016 On Site28days
Brand new energy efficient home ready February 2016! The Kerrville features a spacious gourmet kitchen with granite countertops and tile backsplash, SS appliances, large walk in... more
Brand new energy efficient home ready February 2016! The Kerrville features a spacious gourmet kitchen with granite countertops and tile backsplash, SS appliances, large walk in pantry, tons of cabinet space and cozy breakfast nook all open to a huge family room with upgraded flooring and paint throughout, ideal for family and friends to gather. The formal Living room and Dining room give you plenty of room for entertaining. The secluded Master suite has an enormous walk in closet and luxurious spa like bath with soothing tub, separate shower and dual vanities. All additional bedrooms are roomy and have walk in closets for added storage. Have family fun night in the massive Game room or enjoy a movie in the media room, which can be converted to a home theater. Enjoy outdoor living on the back lanai with a soothing view of the pond. Lakeside is a beautiful gated community with waterfront home sites, boat dock and lake located close to Seminole County parks. Known for our energy efficient features, our homes help you live a healthier and quieter lifestyle while saving you thousands of dollars on your utility bills. less
Listing Provided Courtesy of MERITAGE HOMES OF FL REALTY
Popularity
$159,000
$589/mo
Monthly Payment:
$589
Principal & Interest:
$589
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $31,800 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,765sq ft $90 / sq ft SFR
Lot Size8,363sq ft Built1962 On Site28days
SHORT SALE. Excellent opportunity to own in the Eastbrook subdivision of Winter Park.
SHORT SALE. Excellent opportunity to own in the Eastbrook subdivision of Winter Park. less
Listing Provided Courtesy of BREC PROPERTIES INC
Popularity
$1,895,000
$7,020/mo
Monthly Payment:
$7,020
Principal & Interest:
$7,020
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $379,000 down)
Winter Park, FL 32789
Orange County School District
10bed 7bath 8,674sq ft $218 / sq ft SFR
Lot Size1.5acre Built1956 On Site29days
Winter Park Lakefront 1.5 Acre Estate! This is a one of a kind lakefront property that has it all. The large open kitchen is well appointed with a 6 burner gas cook top, a... more
Winter Park Lakefront 1.5 Acre Estate! This is a one of a kind lakefront property that has it all. The large open kitchen is well appointed with a 6 burner gas cook top, a double oven, 2 dishwashers, 2 microwaves, 2 sinks, an icemaker and 3 pantries. The downstairs also features the master bed and bath, a library, exercise room and an office. Beautiful views of the resort sized pool and lake are seen from most every room upstairs and down. The guest house overlooks the pool as well and sports a full kitchen and bath. Recreation choices are plenty with the pool, putting green, half court basketball court and boat dock with a screened in room and covered boat slip. Don’t delay in setting your appointment to view this Winter Park gem. less
Listing Provided Courtesy of HEWITT RESIDENTIAL, LLC
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
6bed 2bath 2,384sq ft $125 / sq ft SFR
Lot Size12,100sq ft Built1940 On Site29days
Large corner lot available - zoned R2 - over 1/4 acre parcel located on easily accessible street - walking and biking distance to Rollins College, Hannibal Square, Park Avenue... more
Large corner lot available - zoned R2 - over 1/4 acre parcel located on easily accessible street - walking and biking distance to Rollins College, Hannibal Square, Park Avenue and more. Picturesque brick street, steps to Lake Midget with new construction homes in the neighborhood. List price includes adjacent parcel: 1049 N. Kentucky Ave. with tax I.D. 12-22-29-2556-02-100 and legal description of "Fairbanks Park O/46 Lot 10 Blk B". List price also includes: designs, plans, construction ready documents, city approval and replat of land for three 1700 SF town house units - common wall, fee simple homes with no HOA. Property can be replatted to three parcels using current city approved plans. Zoned for Winter Park High School. Option 1: Build three townhomes, already approved. Option 2: Build a duplex if preferred. Option 3: Renovate current two buildings on property...your choice!!!! less
Listing Provided Courtesy of PHIL KEAN REAL ESTATE LLC
Popularity
$399,000
$1,478/mo
Monthly Payment:
$1,478
Principal & Interest:
$1,478
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $79,800 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size6,909sq ft BuiltN/A On Site29days
Design/Build opportunity with award-winning Phil Kean Design Group on one of the top streets in Winter Park. Charming brick street, great location, convenient to all that Winter... more
Design/Build opportunity with award-winning Phil Kean Design Group on one of the top streets in Winter Park. Charming brick street, great location, convenient to all that Winter Park has to offer - great grade A schools. List price reflects lost cost only. Rendering shown offers 4250 heated/cooled square feet. less
Listing Provided Courtesy of PHIL KEAN REAL ESTATE LLC
Popularity
$399,000
$1,478/mo
Monthly Payment:
$1,478
Principal & Interest:
$1,478
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $79,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,403sq ft $284 / sq ft SFR
Lot Size6,909sq ft Built1947 On Site29days
Design/Build opportunity with award-winning Phil Kean Design Group on one of the top streets in Winter Park. Charming brick street, great location, convenient to all that Winter... more
Design/Build opportunity with award-winning Phil Kean Design Group on one of the top streets in Winter Park. Charming brick street, great location, convenient to all that Winter Park has to offer - great grade A schools. List price reflects lot cost only. Rendering shown offers 4250 heated/cooled square feet. less
Listing Provided Courtesy of PHIL KEAN REAL ESTATE LLC
Popularity
$250,000
$926/mo
Monthly Payment:
$926
Principal & Interest:
$926
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $50,000 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,432sq ft $175 / sq ft SFR
Lot Size8,250sq ft Built1969 On Site29days
This immaculately-maintained Winter Park home will not last long! Relax in the beautiful Florida weather in the large SOLAR HEATED, SALT WATER POOL, surrounded by a SCREENED... more
This immaculately-maintained Winter Park home will not last long! Relax in the beautiful Florida weather in the large SOLAR HEATED, SALT WATER POOL, surrounded by a SCREENED ENCLOSURE and pool deck. This area is perfect for entertaining family and friends or enjoying your morning coffee. The salt cell was replaced approximately 2 years ago (or less). The tropical landscaping is maintained with A SPRINKLER SYSTEM, which utilizes WELL WATER. The kitchen has been updated with GRANITE, NEWER CABINETS, STAINLESS STEEL APPLIANCES, and RECESSED LIGHTING. All other main living areas have been updated with WOOD LAMINATE FLOORING. The DECORATIVE FIREPLACE and CONTEMPORARY STORAGE CABINET in the living room are both included in the sale. The master bath features GRANITE COUNTERTOPS, UPDATED FIXTURES, and STAND-UP, MODERN TILE SHOWER. You can also enjoy the lovely pool and yard from the comfort of the additional under-air FLORIDA ROOM. It can be used as a playroom, additional entertainment space, or simply an area to enjoy the view in the comfort of AC. The furniture built to fit this room is also included in the sale. It features FRENCH DOORS, TILE FLOORS, and a FULL THIRD BATHROOM. The over-sized driveway, with upgraded PAVERS, has space for additional boat or car parking. THE THREE SHEDS CONVEY WITH THE SALE (one has a workspace and electricity). There is NO HOA. This home is located minutes from Park Ave, Rollins College, Full Sail University, dining, and shopping. less
Listing Provided Courtesy of KELLER WILLIAMS ADVANTAGE RLTY
Popularity
$75,000
$277/mo
Monthly Payment:
$277
Principal & Interest:
$277
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $15,000 down)
Winter Park, FL 32792
Seminole County School District
2bed 2bath 953sq ft $79 / sq ft CND
Lot Size941sq ft Built1973 On Site32days
Back on market due to buyer financing. Remarkably updated 2Bed/2Bath condo. Luxurious, yet affordable! Modern kitchen with granite countertops, wood cabinets, upgraded kitchen... more
Back on market due to buyer financing. Remarkably updated 2Bed/2Bath condo. Luxurious, yet affordable! Modern kitchen with granite countertops, wood cabinets, upgraded kitchen faucet, and glasstop range. Bathrooms feature travertine tiled showers and new cabinets. The Stratford is very convenient location with a community pool. Move in ready and in great condition. Make an offer today! Unit must be owner occupied as association has rental restrictions less
Listing Provided Courtesy of SMART SOLUTIONS REALTY LLC
Popularity
$299,900
$1,111/mo
Monthly Payment:
$1,111
Principal & Interest:
$1,111
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $59,980 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,669sq ft $180 / sq ft SFR
Lot Size10,719sq ft Built1973 On Site32days
Winter Park! Beautifully Renovated 1 level Open Floor-plan Home with Split Bedrooms! Proudly built up on a Large and Nicely Landscaped quarter acre lot located on a Cul-de-sac.... more
Winter Park! Beautifully Renovated 1 level Open Floor-plan Home with Split Bedrooms! Proudly built up on a Large and Nicely Landscaped quarter acre lot located on a Cul-de-sac. Great Curb Appeal! Courtyard entrance with Brick Pavers, Fountain, and a Garden wall. Gorgeous Remodeled Kitchen Overlooks the Large Family room that includes Custom Built in Cabinetry and French doors leading to your Outdoor Oasis – a 45foot long Screened Lanai with a Built in Grill, Summer Kitchen, and porcelain tile! The Amazing Backyard is your Private Park with Mango and Papaya Trees, Brick paver walkway, and a Sculpted Landscape wall. Kitchen has Stainless appliances and a Large Granite Island with Bar and seating. Formal Dining Room with French Doors open up to the Outdoor Living space. Upgraded Fixtures throughout, Natural Light Tubes, and Beautiful Wood laminate flooring. Master has a Private screened and covered Patio and the Remodeled Master Bath a Tub with Jets. House is nestled on a quiet Cul-de-sac and lined street! Roof new in 2010. All Highly Desired Schools!! - Dommerich Elementary, Maitland Middle, and Winter Park High. Short drive to Winter Park – Park Ave boutiques, shopping, dining. Take Advantage of this Great Opportunity! less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity N/A
$1,099,900
$4,075/mo
Monthly Payment:
$4,075
Principal & Interest:
$4,075
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $219,980 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 3,277sq ft $336 / sq ft SFR
Lot Size9,048sq ft Built2016 On Site33days
Pre-Construction. To be built. Stone, glass and warm woods combine to make this gorgeous Transitional home blend into the beautiful setting. A sparkling pool and covered lanai... more
Pre-Construction. To be built. Stone, glass and warm woods combine to make this gorgeous Transitional home blend into the beautiful setting. A sparkling pool and covered lanai will provide a place to spend your summer days. The open kitchen features custom cabinetry and solid surface counters. The stainless appliance package includes a built in fridge, 36" gas cook top and built in ovens. Rectified porcelain floors are in all bathrooms with wire brushed,wide plank wood in the master bedroom and main living areas. The spacious downstairs master bedroom has a luxurious bath that features a large shower with a full body "spa". The master closet includes a custom shelving system and has plenty of room to share. There is a separate guest suite down that would make a perfect home office 3 large en suite bedrooms upstairs make this a perfect home for a growing family. Great location with Baldwin Park and Park Avenue just a few moments away. Smart home technology can control security system, HVAC, lighting, and more. This energy package in this home includes 2 tank less hot water heaters, radiant barrier insulation and double paned windows. Call today for a an appointment to see the plan a specifications for this outstanding home! less
Listing Provided Courtesy of COLEDEV REAL ESTATE LLC
Popularity
$240,000
$911/mo
Monthly Payment:
$911
Principal & Interest:
$889
HOA Dues:
$22
(Based on a 30 year fixed loan at 3.75% with $48,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 2,006sq ft $120 / sq ft SFR
Lot Size6,639sq ft Built1987 On Site33days
Beautiful 4/3 home in Winter Park, FL. Sellers are the original owners, and they have kept this home in perfect condition. Home offers high vaulted ceilings, stainless steel... more
Beautiful 4/3 home in Winter Park, FL. Sellers are the original owners, and they have kept this home in perfect condition. Home offers high vaulted ceilings, stainless steel appliances and a cozy fire place. Three bedrooms are located upstairs and the master suite is located on the first floor. The backyard is perfect for entertaining and family gatherings, with plenty of room for a pool. Well maintained yard, with partial sprinkler system. Home is district to sought after Seminole County schools. There is a HOA, but it is only $65 quarterly, which takes care of the tennis courts and the basketball court. House is minutes from downtown Winter Park, restaurants, and entertainment. Great home and location, and will not last long! Contact me today. less
Listing Provided Courtesy of WATSON REALTY CORP
Popularity
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ZipRealty helps you find current homes for sale in Winter Park, FL. We show up to 30% more MLS listings than other websites, including new homes for sale, condos for sale, townhomes for sale, foreclosed homes for sale and land for sale. Set up your unique Winter Park real estate search criteria to see results that match what you're looking for. Explore maps, photos, schools and more to get an idea of what your life would be like in a new neighborhood. Find a local Winter Park real estate agent to work with by reading realtor reviews left by buyers and sellers like you. If you want to know what your home is worth, you can instantly view home values for any address by visiting our Seller Center. If you're planning to sell your home, you can also see how much similar homes are selling for in Winter Park to get an idea of how to price your home.
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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Data last updated: Monday, February 8, 2016 at 2:18 PM. Properties in listings may have been sold or may no longer be available.