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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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$829,000
$3,613/mo
Monthly Payment:
$3,613
Principal & Interest:
$3,071
HOA Dues:
$542
(Based on a 30 year fixed loan at 3.75% with $165,800 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,734sq ft $303 / sq ft CND
Lot SizeN/Asq ft Built2008 On Site6days
Open Sun May 31, 2pm-5pm
Last remaining townhome at the Douglas Grand, where you’ll experience an exceptional lifestyle thanks to the convenience of downtown living paired with the privacy and... more
Last remaining townhome at the Douglas Grand, where you’ll experience an exceptional lifestyle thanks to the convenience of downtown living paired with the privacy and comfort of a single family home. Every consideration has been given to the design of this spectacular home; from the double master suites and a third bedroom with en suite, to the open concept floorplan encompassing the living/dining room and kitchen. High-end Wolf and Bosch appliances have been installed to enhance your culinary skills, while custom kitchen cabinetry and granite counters are pleasing to the eye. Luxurious finishes can be found throughout the home; hardwood oak floors, a honey maple spiral staircase, crown molding, double pane Pella windows, recessed lighting and more. This Brownstone styled residence offers private entry, an enclosed two car garage within the secured parking garage, and quiet tree-lined street views. Located just one block from Park Avenue and Hannibal Square, boutique shops, fine dining and all of Winter Park’s main attractions are just a few steps away. Come discover the joy of living at the Douglas Grand and start taking advantage of all it has to offer. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
We show you every available listing. Here's how
$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 32792
Orange County School District
3bed 2bath 1,221sq ft $123 / sq ft SFR
Lot Size9,000sq ft Built1973 On Site6days
**gorgeous 3 bedroom home in winter park!** this home sits on a huge lot, almost a **quarter acre!** the **huge fenced backyard** is perfect for entertaining, providing plenty... more
**gorgeous 3 bedroom home in winter park!** this home sits on a huge lot, almost a **quarter acre!** the **huge fenced backyard** is perfect for entertaining, providing plenty of privacy and offers a **screened in porch.** all the bedrooms are spacious with a ***split bedroom floorplan.*** the home features large windows throughout that provide a bright and light environment. The floorplan offers a living room and dining room adjacent to the kitchen. **prime location!** located just minutes away from shopping, dining, and entertainment including publix, whole foods, and aloma shopping center. **top rated schools*** including lakemont elementary, maitland middle, and winter park high. less
Listing Provided Courtesy of Keller Williams Advantage 2
Popularity
$689,000
$2,552/mo
Monthly Payment:
$2,552
Principal & Interest:
$2,552
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $137,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,391sq ft $288 / sq ft SFR
Lot Size11,490sq ft Built1962 On Site6days
Beautifully remodeled four bedroom, two and one half bath home in Winter Park 32789. Home interior is freshly painted, clean as a whistle and ready to move right in! Fantastic... more
Beautifully remodeled four bedroom, two and one half bath home in Winter Park 32789. Home interior is freshly painted, clean as a whistle and ready to move right in! Fantastic corner lot in Brookshire school district with tons of yard space. Very light and bright, beautiful hardwood floors, crown moldings and double paned windows with great views of the outdoors. Full master suite with adjacent bedroom/office plus luxurious bath with garden tub, double vanities and shower. Bedrooms have brand new carpet and built in organizers. You will love the chef's kitchen featuring spectacular granite, wood cabinets with self-closing doors and tons of storage, new kitchen appliances including Kitchenaid convection and GE refrigerator, and generous space for entertaining. Roomy closet pantry for all your needs. Enjoy the lush landscaping and freshly paved back porch with detailed pine in the arched roof. Nice floor plan with formal living area and large family room. Good sized two car garage for parking and storage. Inside utility room with plenty of space for folding. Water heater 2011. Roof 2003. Replumbed. Gutters. Security system. Outside completely repainted. Lots of storage! Great WPHS schools. Very convenient to Windsong, downtown, Park Avenue and shopping. Excellent dog walking and biking. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$165,000
$756/mo
Monthly Payment:
$756
Principal & Interest:
$611
HOA Dues:
$145
(Based on a 30 year fixed loan at 3.75% with $33,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 3bath 1,628sq ft $101 / sq ft TWN
Lot Size3,384sq ft Built2003 On Site6days
Spacious, Immaculate & Vacant Three Bedroom, 2 and One-Half Bath Two-Story End-Unit Townhome with ONE-CAR GARAGE! HOLY COW! Corner-Unit Means Many Windows and that this Property... more
Spacious, Immaculate & Vacant Three Bedroom, 2 and One-Half Bath Two-Story End-Unit Townhome with ONE-CAR GARAGE! HOLY COW! Corner-Unit Means Many Windows and that this Property is Filled with LIGHT! Clean Kitchen Overlooking Living Room, High Ceilings & Big Screened PORCH thru Large Sliding Doors Give a Feeling of Airy Space! Bright CERAMIC TILE in all Wet Areas! Feels Like a Brand New Unit! Needs Virtually NO Repairs, So New Financing Should be Easy-Peasy! All 3 Bedrooms Upstairs! Affordable HOA of only $145/month Means Low Payments! REFRIGERATOR, WASHER & DRYER are Negotiable, and If Included, Are Sold in Condition. Seller Will NOT Provide HOA/Condo Docs to Buyer. There is no Community Pool. Schools: Sterling Park Elementary, Tuscawilla Middle School, Lake Howell High School! Say YES! less
Listing Provided Courtesy of Real Estate Professionals Se
Popularity
$292,500
$1,083/mo
Monthly Payment:
$1,083
Principal & Interest:
$1,083
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $58,500 down)
Winter Park, FL 32792
Golfside Orange County School District
3bed 3bath 2,455sq ft $119 / sq ft SFR
Lot Size12,767sq ft Built1982 On Site6days
This 3 bed, 2.5 bath, 2 story pool home in Winter Park has over 2,400 SF! Fireplace in living room. Master bed downstairs which features walk in closet and dual sink in master... more
This 3 bed, 2.5 bath, 2 story pool home in Winter Park has over 2,400 SF! Fireplace in living room. Master bed downstairs which features walk in closet and dual sink in master bath! Covered patio with pool and fenced yard, perfect for relaxing or entertaining! Spacious bedrooms throughout. What a great investment opportunity! Location is convenient to restaurants, shopping & more! Come see for yourself. All information recorded in the MLS is intended to be accurate however, it should be independently verified. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$1,350,000
$5,001/mo
Monthly Payment:
$5,001
Principal & Interest:
$5,001
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $270,000 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size18,028sq ft BuiltN/A On Site6days
Only vacant on Park Avenue! 94’ feet wide by 191’ feet deep. Previous home demolished, sight cleared. Trees have been trimmed. Soil boring reports from Universal... more
Only vacant on Park Avenue! 94’ feet wide by 191’ feet deep. Previous home demolished, sight cleared. Trees have been trimmed. Soil boring reports from Universal Engineering. Survey available. Wonderful opportunity to build dream home. Steps from shops and dining, Winter Park Golf Course, and more! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$307,000
$1,137/mo
Monthly Payment:
$1,137
Principal & Interest:
$1,137
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $61,400 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,588sq ft $193 / sq ft SFR
Lot Size11,932sq ft Built1956 On Site6days
Location, location, location! Adorable 2-bed, 2-bath in Winter Park's 32789. This home has so many great features for a young family getting started, or empty-nesters looking to... more
Location, location, location! Adorable 2-bed, 2-bath in Winter Park's 32789. This home has so many great features for a young family getting started, or empty-nesters looking to downsize. Living room dining room and family room combine to make great room, original parquet wood floors, very good sized bedrooms, large Florida room (18 x 11) not counted in sq footage, step-in shower in master; tub in hall bath, inviting patio with terra cotta tile and outdoor shower. Florida room can be used as office, playroom, etc. Kitchen has a retro feel thanks to original pine cabinetry and wall-mounted oven. Large indoor utility/laundry off the kitchen opens to both the oversized 1-car garage and patio/back yard. Large, fenced, private lot 90x120 means plenty of room for a pool or addition. Sold as is. This is a great and affordable opportunity to start your family in Winter Park's A school district. Walk to Crosby YMCA, easy access to shopping and dining options on Aloma, as well as Park Avenue. Newer windows, air handler, roof. This property will go quickly, so bring your offer! less
Listing Provided Courtesy of Keller Williams Winter Park
Popularity
$889,900
$3,297/mo
Monthly Payment:
$3,297
Principal & Interest:
$3,297
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $177,980 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 2,435sq ft $365 / sq ft SFR
Lot Size6,867sq ft Built2016 On Site6days
Another arlington homes mid-century modern home coming soon! This 4 bedroom 3.5 bath, ”jewel box” will offer unique features only to be found in the architecture... more
Another arlington homes mid-century modern home coming soon! This 4 bedroom 3.5 bath, ”jewel box” will offer unique features only to be found in the architecture of david larson ltd,. Energy features include led lighting, spray foam insulation, thermal pgt, low e, windows and a tank less hot water heater. The kitchen will feature a walk in pantry, center island, and thermador appliances. Caesar stone will compliment the matrix two- toned cabinets and the back splash will have a pale background with gray, black, and metallic flecks to capture the warmth of this sleek modern kitchen. The first floor master will offer a free standing tub, a large walk in closet, and modern cabinetry in a tone on tone horizontal grained pattern. Enter the lanai through the collapsible sliding glass doors that when opened seamlessly expands the indoor space to the deep outdoor living space with a retractable roll screen and summer kitchen. This space was designed to incorporate inside and outside living and create an expansive entertainment area. Call laura hope to view the electronic selection board! less
Listing Provided Courtesy of La Rosa Realty, Llc
Popularity
$174,900
$647/mo
Monthly Payment:
$647
Principal & Interest:
$647
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $34,980 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size6,855sq ft BuiltN/A On Site6days
Last remaining neighborhood to be redeveloped. Prices have been climbing rapidly, New construction is all around this small enclave of homes. Winter Park Schools, close to major... more
Last remaining neighborhood to be redeveloped. Prices have been climbing rapidly, New construction is all around this small enclave of homes. Winter Park Schools, close to major roads and shopping. In the City limits of Winter Park. Only $25.62 per square foot for a building lot in Winter Park. less
Listing Provided Courtesy of Florida One Real Estate Llc
Popularity
$244,000
$926/mo
Monthly Payment:
$926
Principal & Interest:
$904
HOA Dues:
$22
(Based on a 30 year fixed loan at 3.75% with $48,800 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 2,018sq ft $121 / sq ft SFR
Lot Size6,126sq ft Built1986 On Site6days
Located in Winter Park, this beautiful and well maintained 4/2/1. Spacious kitchen with granite counters, stainless appliances, breakfast bar and dining space. The large Master... more
Located in Winter Park, this beautiful and well maintained 4/2/1. Spacious kitchen with granite counters, stainless appliances, breakfast bar and dining space. The large Master suite is located on the first floor, and fit for a queen. Master bath has granite counters, double sinks, glass enclosed shower and garden tub. Cozy living room with fireplace, and convenient half bath complete the first floor. All other bedrooms upstairs separated by a large loft space. Upstairs bath has new tile with shower/tub combo and double sinks. Re-plumbed and new water heater in 2011, roof 2008, vinyl siding with lifetime warranty in 2012. Too many more features to list this is a must see! less
Listing Provided Courtesy of Clarkson Properties Inc
Popularity
$105,000
$389/mo
Monthly Payment:
$389
Principal & Interest:
$389
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $21,000 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,118sq ft $94 / sq ft SFR
Lot Size9,400sq ft Built1963 On Site6days
Multiple offer situation. Please submit your buyer's highest and best from the start along with all attachments in mls. This is a great starter home for your first time home... more
Multiple offer situation. Please submit your buyer's highest and best from the start along with all attachments in mls. This is a great starter home for your first time home buyer who has some imagination to make this home their own. This 3 bedroom 2 bath home is located in the sought after eastbrook subdivision in winter park. There is a living room/dinette area, nice kitchen and a wonderful sunny and bright florida room. The master bath has a stand up shower only and the guest bathroom has a tub. Nice sized lot with a lot of potential. Off the 1 car carport there is a washer and dryer hook up and lots of storage. Also on the property is a large storage shed. See attachment for pas requirements and wfhm offer submittal information in mls document section. No digital or electronic signatures allowed by the seller. Seller should be owner of record. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$1,649,000
$6,330/mo
Monthly Payment:
$6,330
Principal & Interest:
$6,109
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $329,800 down)
Winter Park, FL 32789
Windsong Orange County School District
5bed 6bath 5,233sq ft $315 / sq ft SFR
Lot Size16,781sq ft Built2006 On Site6days
This is not a short sale. Magnificent five bedroom Mediterranean estate home offers elegant upgrades throughout. The dramatic grand entry to this residence leads into the main... more
This is not a short sale. Magnificent five bedroom Mediterranean estate home offers elegant upgrades throughout. The dramatic grand entry to this residence leads into the main living area with wet bar. A Chef's kitchen features, custom wood cabinetry, granite countertops, top of the line stainless appliances, a cooking island with eating space and a built in desk. The great room has double sided fireplace and opens onto the expansive covered Lanai and pool area with outdoor kitchen ideal for entertaining. A gracious master suite with sitting area and his and hers walk in closets has a private en suite with separate shower, garden tub and dual vanities. Covered balconies from the second story overlook the lush tropical landscaping and all guest bedrooms have private baths! Enjoy all the Windsong amenities including two pools, fishing pier, walking trails, boardwalk, access to chain of lakes and much more! All Information recorded in the MLS is intended to be accurate but cannot be guaranteed, buyer advised to verify. Sold As-Is. less
Listing Provided Courtesy of All Florida Property Group Inc
Popularity
$525,000
$1,945/mo
Monthly Payment:
$1,945
Principal & Interest:
$1,945
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $105,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,700sq ft $194 / sq ft SFR
Lot Size11,159sq ft Built1946 On Site7days
Prime location on quiet brick street only footsteps from Lake Sue... surrounded by newer or remodeld homes in great location of S Winter Park near Baldwin Park, downtown... more
Prime location on quiet brick street only footsteps from Lake Sue... surrounded by newer or remodeld homes in great location of S Winter Park near Baldwin Park, downtown Orlando, Lake Highland Prep, etc... Beautiful treed, deep lot for nice, deep back yard... Open floor plan with oversized master bedroom, cathedral wood ceiling, 2 HVAC systems... sold "AS IS" condition with value primarily in the land. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$525,000
$1,945/mo
Monthly Payment:
$1,945
Principal & Interest:
$1,945
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $105,000 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size11,644sq ft BuiltN/A On Site7days
Prime location on quiet brick street only footsteps from Lake Sue... surrounded by newer or remodeld homes in great location of S Winter Park near Baldwin Park, downtown... more
Prime location on quiet brick street only footsteps from Lake Sue... surrounded by newer or remodeld homes in great location of S Winter Park near Baldwin Park, downtown Orlando, Lake Highland Prep, etc... Beautiful treed, deep lot for nice back yard when developed... less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$200,000
$741/mo
Monthly Payment:
$741
Principal & Interest:
$740
HOA Dues:
$1
(Based on a 30 year fixed loan at 3.75% with $40,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,416sq ft $141 / sq ft SFR
Lot Size11,900sq ft Built1956 On Site7days
Beautifully maintained Winter Park home that is close to shopping and so much more! This 3 bedroom 1.5 bath , is very spacious with rooms that will surprise you! The living room... more
Beautifully maintained Winter Park home that is close to shopping and so much more! This 3 bedroom 1.5 bath , is very spacious with rooms that will surprise you! The living room has plenty of room for entertaining and a large dining room that has enough space that will fit any dining room furniture! It also has a bonus room off the kitchen which you can use as an office, den or just an extra room. A screened porch for more space which looks out to the large back yard that would be great for a garden, parking your RV, or boat. There is also a fenced area for pets. A great location and a BONUS: Seminole county schools! Don't wait this one will not last long! Call for a showing today! less
Listing Provided Courtesy of Freda Realty, Inc.
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
Content 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: Wednesday, May 27, 2015 at 1:42 PM