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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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$190,000
$1,083/mo
Monthly Payment:
$1,083
Principal & Interest:
$703
HOA Dues:
$380
(Based on a 30 year fixed loan at 3.75% with $38,000 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,200sq ft $158 / sq ft CND
Lot Size5,007sq ft Built1964 On Site1days
**stylish and chic** this exceptional unit was totally renovated with over $42,000 in the highest quality cabinetry, granite, appliances, wood/pergo flooring and finishes. This... more
**stylish and chic** this exceptional unit was totally renovated with over $42,000 in the highest quality cabinetry, granite, appliances, wood/pergo flooring and finishes. This is a one of a kind unit, with an open and airy floor plan and a serene view of the pool, lake and the grounds. The kitchen boasts an abundance of 36" custom cabinetry, stainless appliances, double dishwashers, 2 large pantries built in desk, granite island, and plenty of granite counter space. This dream kitchen, with open and serene views of the grounds, will make preparing and entertaining a breeze. New custom bathrooms, with granite counters and all high end finishes, crown molding, and new base boards throughout the home. Wood/pergo floors finish off the unit to give this home the sleek elegance you only see in high end homes. Plumbing and electric and new 3 ton a/c heat pump as well. The bonus room/ florida room has natural light beaming in and is a cozy, quiet space to relax and unwind. Many uses for this extra space. Stroll down to the lake and grounds or relax by the pool. Two elevators for easy access. One new one being installed. This community has it all! Highly sought after location, winter park village, park avenue, and the farmers market. Beautiful azela park and tennis courts within a short distance. less
Listing Provided Courtesy of Weichert Realtors Hallmark Pr
Popularity N/A
Your search results are current and complete. Learn more
$189,900
$703/mo
Monthly Payment:
$703
Principal & Interest:
$703
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $37,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 2,096sq ft $91 / sq ft SFR
Lot Size11,727sq ft Built1977 On Site2days
What a super opportunity! Great square footage, sparkling pool with new pump & filters, howell estates cul-de-sac location! Did we mention the well rated schools, wood floors,... more
What a super opportunity! Great square footage, sparkling pool with new pump & filters, howell estates cul-de-sac location! Did we mention the well rated schools, wood floors, skylights and huge kitchen? Prior owner began the renovations, now it's your chance to finish what they started. 3 bedrooms/2 baths, 2 car garage and fireplace, screened pool. Bring your imagination and come by for a look! this is a fannie mae homepath property. “first time buyers, complete the homepath ready buyer homeownership course on the homepath website. Attach certificate to offer and request up to 3% closing cost assistance. Check the homepath website for more details or ask your realtor. Restrictions apply.” 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
$249,900
$925/mo
Monthly Payment:
$925
Principal & Interest:
$925
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $49,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,288sq ft $194 / sq ft SFR
Lot Size9,891sq ft Built1955 On Site2days
Charming move-in ready Winter Park home! When you arrive, you'll find fresh mature landscaping and a cozy front porch great for relaxing! Walk through the front door to a... more
Charming move-in ready Winter Park home! When you arrive, you'll find fresh mature landscaping and a cozy front porch great for relaxing! Walk through the front door to a spacious living room with floor-to-ceiling windows, offering tons of natural light! Continue your way through the open floor plan to the dining room highlighted by the french doors leading to the back patio. To your right you'll find the breakfast bar and spacious kitchen with plenty of counter space. Next, head down the hall to your Master Suite with wood floors and high ceilings! Your Master Bathroom has been beautifully renovated with a new vanity and step-in shower, and keep your master closet organized with custom built-ins. You'll love the additional two bedrooms that also have high ceilings and are full of natural light! Start inviting your friends and family! With summer right around the corner, they'll be sure to love your screened in patio and peaceful huge backyard! You don't want to pass this one by! less
Listing Provided Courtesy of Re/max Exclusive Collection
Popularity
$205,000
$759/mo
Monthly Payment:
$759
Principal & Interest:
$759
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $41,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,992sq ft $103 / sq ft SFR
Lot Size9,098sq ft Built1978 On Site2days
Don't miss out on this beautifully home with more than 1900 square feet of living space. This home offers a bright and spacious feel with Living and Dining, plus an Open plan... more
Don't miss out on this beautifully home with more than 1900 square feet of living space. This home offers a bright and spacious feel with Living and Dining, plus an Open plan from the Kitchen to Family Room. There is a fenced in backyard for most any type of entertaining.... It is a beautiful home that just needs an Owner. Come by and view this home today. Verify records for exact measurments of rooms sizes. less
Listing Provided Courtesy of Keller Williams Classic Iii Re
Popularity
$219,500
$813/mo
Monthly Payment:
$813
Principal & Interest:
$813
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $43,900 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,170sq ft $188 / sq ft SFR
Lot Size9,174sq ft Built1968 On Site2days
Location, Location, Location.....adorable and cozy 3 bedroom, 1.5 bath with 2 car garage in highly desired Winter Park location. Excellent schools. Shopping, medical and schools... more
Location, Location, Location.....adorable and cozy 3 bedroom, 1.5 bath with 2 car garage in highly desired Winter Park location. Excellent schools. Shopping, medical and schools nearby. Perfect starter or retiree home. Terrazzo floors throughout and in excellent condition. Realistically priced for quick sale. less
Listing Provided Courtesy of Southern Style Real Estate
Popularity
$159,900
$592/mo
Monthly Payment:
$592
Principal & Interest:
$592
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $31,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,227sq ft $130 / sq ft SFR
Lot Size8,569sq ft Built1961 On Site2days
This is your opportunity to own a home in a highly-rated school district of Winter Park! You cannot miss the backyard of this property. A NEW ROOF was put on the home in 2011, a... more
This is your opportunity to own a home in a highly-rated school district of Winter Park! You cannot miss the backyard of this property. A NEW ROOF was put on the home in 2011, a NEW ELECTRICAL PANEL in 2015, and a NEW AC was added in 2009. The home’s windows have also been replaced. The homeowner has LANDSCAPED and BRICK PAVED the backyard, turning it into the buyer’s personal paradise! The yard is FENCED and has a STORAGE SHED that matches the home. There is plenty of patio space to grill and/or entertain. Inside, the kitchen has been upgraded with a STAINLESS STEEL REFRIGERATOR and STAINLESS STEEL DISHWASHER. A window over the sink overlooks the front patio garden, a SKYLIGHT allows for much natural light, and there is ample cabinet space that features unique cabinets that can pull down to reveal countertop appliances or pull up for storage. There is a dining space off the kitchen with a large window that overlooks the side yard. The original TERRAZZO floors are rare and add charm to the main living spaces. The living room is spacious, at approximately 19x14 feet, and features many windows and a large sliding glass door that offers a view of the gorgeous backyard. Washer and dryer convey with the sale. This home is located minutes away from popular Park Ave, Rollins College, Full Sail University, the Cady Way Trail, and the Winter Park chain of lakes. Shopping, entertainment, dining, etc. are also located just outside the Eastbrook neighborhood. less
Listing Provided Courtesy of Keller Williams Advantage Rlty
Popularity
$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 Site3days
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
$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 Site3days
**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 Site3days
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 Site3days
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 Site3days
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 Site3days
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 Site3days
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 Site3days
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 Site3days
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
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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: Sunday, May 24, 2015 at 1:46 PM