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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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$599,000
$2,219/mo
Monthly Payment:
$2,219
Principal & Interest:
$2,219
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 2,523sq ft $237 / sq ft SFR
Lot Size12,140sq ft Built1965 On Site2days
In Winter Park you will find a Home unlike any others. It offers Scenic Beauty, Privacy and an Arena for Outdoor Entertainment. Open the door to a Private Outdoor Oasis and your... more
In Winter Park you will find a Home unlike any others. It offers Scenic Beauty, Privacy and an Arena for Outdoor Entertainment. Open the door to a Private Outdoor Oasis and your Future Home. The floor plan offers 4 Bedrooms, 2 Bathrooms, Foyer, Formal Living and Dining Rooms, Family Room, Open Kitchen, Breakfast Room with Coffee Bar and Spacious Laundry Room. Open Space, Extensive use of Glass for Natural Light, Flexible Space and Usage. Patina Concrete Flooring thru out the Entertaining Areas, Wood Burning Fireplace with Custom Mantel, Floor to Ceiling Windows, Updated Windows, Extensive Millwork and Hardwood Flooring. Sleek Contemporary Kitchen and Breakfast Room with High Functionality and Streamlined Surfaces which include Granite Counter tops, Stone Backsplash, Stainless Steel Appliances and Recessed Lighting. The Family and Living Room Boast Wall to Wall Sliders giving the home a Connection to the Outdoors. The Guest Bathroom offers a "Spa-Like" ambience with Upscale amenities that includes Floor to Ceiling Tile, Stylish Vanity, Frameless Shower and mosaic tile accents. Spacious Master Retreat with Hardwood Flooring, Designer Niche, Wall to Wall Sliders, His and Her Closets, Jacuzzi Tub and His and Her Sliders. This unique home is situated on a Cul de Sac with an oversized lot and Private Backyard. Premier Location combined with Winter Park Schools. Please call a Team Member for Detailed Information. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity N/A
We show you every available listing. Here's how
$349,000
$1,953/mo
Monthly Payment:
$1,953
Principal & Interest:
$1,293
HOA Dues:
$660
(Based on a 30 year fixed loan at 3.75% with $69,800 down)
Winter Park, FL 32789
Orange County School District
1bed 1bath 1,000sq ft $349 / sq ft CND
Lot Size2.8acre Built1960 On Site2days
This awesome property is it! UNIQUE- facing Lake Osceola with boating, skiing the rear stairs are leading to pool and a short walk to shopping, churches, banks, schools , train... more
This awesome property is it! UNIQUE- facing Lake Osceola with boating, skiing the rear stairs are leading to pool and a short walk to shopping, churches, banks, schools , train station. restaurants and the library. Rollins college enhances the community extending a variety of programs and theatre. This special corner unit is a must see with great views of the lake with one bedroom and one bath completely re-done. The private keyed elevator goes directly to underground secured parking. The homeowners monthly fee includes electric, water. sewer, out side of the building grounds and pool. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity N/A
$270,000
$1,008/mo
Monthly Payment:
$1,008
Principal & Interest:
$1,000
HOA Dues:
$8
(Based on a 30 year fixed loan at 3.75% with $54,000 down)
Winter Park, FL 32792
Goldenrod Orange County School District
4bed 3bath 2,555sq ft $106 / sq ft SFR
Lot Size1.6acre Built1972 On Site2days
Short Sale" 4/3 Split plan pool home on a Ski Lake with a dock and seawall in Winter Park. Quiet Cul-de-Sac neighborhood. Home needs renovation and landscaping. Outstanding... more
Short Sale" 4/3 Split plan pool home on a Ski Lake with a dock and seawall in Winter Park. Quiet Cul-de-Sac neighborhood. Home needs renovation and landscaping. Outstanding opportunity for investors or anyone who wants to create their own relaxing lakeside getaway! less
Listing Provided Courtesy of Weichert Realtors Hallmark Pro
Popularity N/A
$450,000
$1,667/mo
Monthly Payment:
$1,667
Principal & Interest:
$1,667
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $90,000 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 1,540sq ft $292 / sq ft SFR
Lot Size8,705sq ft Built1947 On Site2days
146' x 62' +/- lot - one of the only available corner lots on a brick street in winter park! Sold as-is. Per winter park zoning & planning, you can build on 43% of the lot size... more
146' x 62' +/- lot - one of the only available corner lots on a brick street in winter park! Sold as-is. Per winter park zoning & planning, you can build on 43% of the lot size putting this one at 3,741 sq. Ft. = 3,300 sq. Ft. Of living space if a 2 car garage was added. Ideally, a 2 story home would work on this lot to maximize the home space. Excellent location, close to mead gardens, leu gardens, blue jacket park, baldwin park shopping. Dining and outdoor space. Walk/bike to park avenue, rollins college, and the shops of corinne drive. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity N/A
$449,000
$1,663/mo
Monthly Payment:
$1,663
Principal & Interest:
$1,663
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $89,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,608sq ft $172 / sq ft SFR
Lot Size11,657sq ft Built1965 On Site2days
Stop the car! Highly desirable 4+ bed pool home in Dommerich! Top schools and location meet charming custom Clayton built home with hardwood floors & fireplace. Formal Living... more
Stop the car! Highly desirable 4+ bed pool home in Dommerich! Top schools and location meet charming custom Clayton built home with hardwood floors & fireplace. Formal Living and Dining rooms, updated Kitchen, granite tops open to large family room. Awesome Master suite with bonus room – ideal for office, nursery or exercise. Master bath with dual sink marble vanity, spa tub, and separate shower. Huge master closet with custom built ins. Outdoor covered porch, BBQ area and sunny yard and pool – super for entertaining. Great storage, new plumbing, fresh paint in kitchen. Circular driveway and extra parking for friends and family! less
Listing Provided Courtesy of Keller Williams Winter Park
Popularity N/A
$125,000
$463/mo
Monthly Payment:
$463
Principal & Interest:
$463
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $25,000 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,236sq ft $101 / sq ft SFR
Lot Size7,589sq ft Built1956 On Site2days
Location, location, location!! Nice, solid Winter Park Home with 2 bedrooms, 1.5 baths, and 1-car carport. Good size backyard. Could use some updating. Great price for a new buyer!
Location, location, location!! Nice, solid Winter Park Home with 2 bedrooms, 1.5 baths, and 1-car carport. Good size backyard. Could use some updating. Great price for a new buyer! less
Listing Provided Courtesy of Keller Williams Advantage Rlty
Popularity
$374,900
$1,472/mo
Monthly Payment:
$1,472
Principal & Interest:
$1,388
HOA Dues:
$84
(Based on a 30 year fixed loan at 3.75% with $74,980 down)
Winter Park, FL 32792
4bed 2bath 2,003sq ft $187 / sq ft SFR
Lot Size7,000sq ft Built2014 On Site2days
Why would you wait to build? This immaculate one story home is move in ready! This split plan energy efficient home is located in a GATED COMMUNITY with a Winter Park address.... more
Why would you wait to build? This immaculate one story home is move in ready! This split plan energy efficient home is located in a GATED COMMUNITY with a Winter Park address. The current owners have thought of everything. You will not be disappointed! The great room and owner's retreat was expanded and extra windows were added. The kitchen is perfect for entertaining and was upgraded with beautiful 42 inch glazed cabinets, GRANITE, large island, under cabinet lights and a tiled backsplash. Relax in the spacious owner's retreat with a large closet, wood plank tile floors, double sinks with Silestone, extra large shower with his and her shower heads. The second bath has dual sinks with Silestone. The laundry room has maple cabinets. The home is prewired for surround sound and has raised electrical outlets. Satin nickel hardware is located throughout the home. The backyard covered lanai was extended. Call today to see everything this amazing home has to offer. This location is convenient to downtown Orlando, shopping, A rated schools and so much more! less
Listing Provided Courtesy of Bhhs Florida Realty
Popularity
$1,115,000
$4,130/mo
Monthly Payment:
$4,130
Principal & Interest:
$4,130
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $223,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,192sq ft $349 / sq ft SFR
Lot Size9,815sq ft Built2004 On Site3days
Fabulous custom built Mediterranean home in the Heart of Winter Park. Designer touches throughout, situated on a brick street, steps from Lake Mizell, close to Park Avenue shops... more
Fabulous custom built Mediterranean home in the Heart of Winter Park. Designer touches throughout, situated on a brick street, steps from Lake Mizell, close to Park Avenue shops and restaurants. Four bedrooms, with master downstairs, three and 1 half baths plus an office. Enjoy cooking in the gourmet chef's kitchen with custom cabinetry, granite counters and stainless steel appliances. Formal living and dining room with French doors leading to a beautifully landscaped backyard, pool and summer kitchen. This home shows like a model! Bring your pickiest buyers! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$1,585,000
$6,093/mo
Monthly Payment:
$6,093
Principal & Interest:
$5,872
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $317,000 down)
Winter Park, FL 32789
Orange County School District
4bed 7bath 5,000sq ft $317 / sq ft SFR
Lot Size11,048sq ft Built2008 On Site3days
Located in Winter Park’s premier Windsong community only a short distance from Park Ave. Extensive use of detailed ceilings, custom glazed moldings, solid Hickory... more
Located in Winter Park’s premier Windsong community only a short distance from Park Ave. Extensive use of detailed ceilings, custom glazed moldings, solid Hickory hardwood floors, Busby cabinets throughout and hand textured drywall finishes. Superlatives are not enough to describe the inspirational design characteristics and interior spaces, coupled with lush landscaping, pool/spa/fountain feature plus a summer kitchen all crafted to the highest standard. A stunning showcase of luxurious finishes & amenities! A truly magnificent Busby designed kitchen with Wolf and Subzero high end appliances, pot filler plus a fabulous Eat-In island & walk-in pantry. Wonderful 1st floor master retreat leaves little to be desired with its beamed vaulted ceiling, fireplace and large custom his/her closets, steam shower and bidet and jetted tub. Downstairs bedroom or study with private bath and custom built-ins would be wonderful as a guest retreat or home office space. Upstairs provided the perfect retreat for entertaining with 2 bedrooms 2 and a half baths plus a family gathering room with a fireplace and balcony, bonus/media room complete with home theater for movie nights & a wet bar. This home is in mint condition & extremely well maintained... Enjoy all the Windsong amenities including 2 community pools, a water park, playground, fishing pier, boardwalks, walking trails, chain of lakes access & more! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$1,069,000
$3,960/mo
Monthly Payment:
$3,960
Principal & Interest:
$3,960
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $213,800 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,983sq ft $268 / sq ft SFR
Lot Size17,828sq ft Built1988 On Site3days
European villa in the heart of winter park with 3 car garage on established 17,000+ square ft lot. High vaulted ceilings, large rooms, and lovely architectural details. The home... more
European villa in the heart of winter park with 3 car garage on established 17,000+ square ft lot. High vaulted ceilings, large rooms, and lovely architectural details. The home wraps around a gorgeous large pool, covered lanai and summer kitchen. This four bedroom home plus office or nursery is superb quality throughout. The spacious upstairs master suite has a wonderful bath, oversized walk-in closet, plus a beautiful screened balcony overlooking pool and lush backyard. With three bedrooms and three baths downstairs, there is room to reconfigure for a master on the first floor if desired. The gourmet custom kitchen is stunning and well designed with high ceilings, cherry custom cabinets, limestone flooring and large prep island. Additional highlights include wood floors in living room, dining room and family room, two fireplaces, pool bath and portico off of the front circular drive. This timeless updated home is elegant and built with family entertainment in mind. Come see why this home is perfect on palmer. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$989,900
$3,667/mo
Monthly Payment:
$3,667
Principal & Interest:
$3,667
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $197,980 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,050sq ft $325 / sq ft SFR
Lot Size8,415sq ft Built1951 On Site3days
***Click the virtual tour icon to watch the 3D rendering video - fly thru!!*** NEW CONSTRUCTION. Fantastic Transitional architecture by Way Cool Homes. Custom... more
***Click the virtual tour icon to watch the 3D rendering video - fly thru!!*** NEW CONSTRUCTION. Fantastic Transitional architecture by Way Cool Homes. Custom built by Arlington Homes with all the features you have come to expect from this exceptional builder. Custom cabinetry, solid surface counters and great attention to architectural details. Cme make an appointment to see this amazing home before it lis gone! less
Listing Provided Courtesy of Coledev Real Estate Llc
Popularity
$450,000
$1,667/mo
Monthly Payment:
$1,667
Principal & Interest:
$1,667
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $90,000 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size8,705sq ft BuiltN/A On Site3days
146' x 62' +/- lot - one of the only available corner lots on a brick street in winter park! Sold as-is. Per winter park zoning & planning, you can build on 43% of the lot size... more
146' x 62' +/- lot - one of the only available corner lots on a brick street in winter park! Sold as-is. Per winter park zoning & planning, you can build on 43% of the lot size putting this one at 3,741 sq. Ft. = 3,300 sq. Ft. Of living space if a 2 car garage was added. Ideally, a 2 story home would work on this lot to maximize the home space. Excellent location, close to mead gardens, leu gardens, blue jacket park, baldwin park shopping. Dining and outdoor space. Walk/bike to park avenue, rollins college, and the shops of corinne drive. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$599,000
$2,219/mo
Monthly Payment:
$2,219
Principal & Interest:
$2,219
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
Virginia Heights Orange County School District
3bed 2bath 2,307sq ft $260 / sq ft SFR
Lot Size15,000sq ft Built1942 On Site4days
Double lot w/R-2 zoning. Renovate or build new. No HOA. Two A/C units (one two years old), new gas stove, new exterior paint and wood floors polished. Covered patio can be... more
Double lot w/R-2 zoning. Renovate or build new. No HOA. Two A/C units (one two years old), new gas stove, new exterior paint and wood floors polished. Covered patio can be easily screened and overlooks spacious, stone entertainment patio. In good condition in great location! Walk/bike to Park Ave. and Rollins College. Fantastic opportunity - don't wait! less
Listing Provided Courtesy of Mcgrath Management, Inc.
Popularity
$382,500
$1,425/mo
Monthly Payment:
$1,425
Principal & Interest:
$1,417
HOA Dues:
$8
(Based on a 30 year fixed loan at 3.75% with $76,500 down)
Winter Park, FL 32792
Goldenrod Orange County School District
4bed 3bath 2,219sq ft $172 / sq ft SFR
Lot Size29,875sq ft Built1971 On Site4days
Set in a quiet cul-de-sac community on Lake Nan is this four bedroom home; minutes from major highways, Cady way Bike trail, and Winter Park shopping and dining. The home has a... more
Set in a quiet cul-de-sac community on Lake Nan is this four bedroom home; minutes from major highways, Cady way Bike trail, and Winter Park shopping and dining. The home has a bright and open floor plan made possible by natural skylights and large sliding glass doors in the rear. Through the entry way and formal living and dining rooms, is the oversized eat-in kitchen that opens to a gorgeous and inviting living room. A large center island containing a built in cook top and oven make this kitchen perfect for the organized chef in the family! Come home and melt the day way with the large bathtub or shower! Or retreat to the flawless bedrooms with exquisite hard wood floors, large windows, and ceiling fans! Off the back of the home, is a large 31x14 covered screened porch, perfect for grilling and enjoying good company, while taking in beautiful lake views. This split bedroom home, located in an “A” rated Winter Park School district, is perfect for raising your family. The Home has new irrigation and sod in the front yard (May 2015), with complete home re-wiring in 2012. Don’t miss out on the opportunity to make this house your home today! less
Listing Provided Courtesy of Palmano Group Re Brokerage Llc
Popularity
$178,500
$661/mo
Monthly Payment:
$661
Principal & Interest:
$661
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $35,700 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,402sq ft $127 / sq ft SFR
Lot Size14,699sq ft Built1979 On Site4days
Charming 3 bedroom, 2 bath home located in a quiet cul-de-sac on an large lot in East Orlando. Home features a very spacious living room and formal dining room. The kitchen... more
Charming 3 bedroom, 2 bath home located in a quiet cul-de-sac on an large lot in East Orlando. Home features a very spacious living room and formal dining room. The kitchen features stainless steel appliances. The family room which has direct access to the screened patio overlooking the private fenced in back yard. Home has a new roof and the interior has been painted. Conveniently located close to shopping, dining, transportation and the University of Central Florida. This is a Fannie Mae HomePath property! less
Listing Provided Courtesy of Re/max Town & Country Realty
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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The information being provided by Mid-Florida Regional Multiple Listing Service 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 Multiple Listing Service. 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 Multiple Listing Service. 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 Multiple Listing Service and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited.

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Data last updated: Friday, May 29, 2015 at 5:27 PM