Call your local brokerage at 844.662.5638

Winter Park, FL Real Estate — Homes For Sale in Winter Park, FL

464 Properties Found [ Edit Search ]
Save This Search
Receive Email Alerts

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...
Show all »
First page 12 of 31 Last
$174,900
$735/mo
Monthly Payment:
$735
Principal & Interest:
$647
HOA Dues:
$88
(Based on a 30 year fixed loan at 3.75% with $34,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,726sq ft $101 / sq ft SFR
Lot Size12,473sq ft Built1984 On Site40days
Come see this charming 3 bedroom, 2 bath home located in the Amberwood Subdivision of Winter Park. Home is situated on a quiet cul-de-sac with great curb appeal. Open and bright... more
Come see this charming 3 bedroom, 2 bath home located in the Amberwood Subdivision of Winter Park. Home is situated on a quiet cul-de-sac with great curb appeal. Open and bright floor plan with vaulted ceilings. Home features a formal living room and dining room and a spacious family room. Both the living room and family room have sliders leading to the screened patio for those quiet evening at home over looking your private fenced backyard. Kitchen features plenty of counter space, closet pantry and a dinette area. The master suite also has a slider to the screened patio. Home features ceramic tile throughout. Home is located close to excellent schools, shopping, dining and major highways. This is a Fannie Mae HomePath property! less
Listing Provided Courtesy of Re/max Town & Country Realty
Popularity
We show you every available listing. Here's how
$380,000
$1,407/mo
Monthly Payment:
$1,407
Principal & Interest:
$1,407
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $76,000 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size10,662sq ft BuiltN/A On Site40days
Beautiful vacant lot ready for building on a tree lined street. Location is perfect and close to Park Ave, shops, restaurants, bike trail, dog park, Winter Park Hospital etc.... more
Beautiful vacant lot ready for building on a tree lined street. Location is perfect and close to Park Ave, shops, restaurants, bike trail, dog park, Winter Park Hospital etc. Sale subject to construction contract with Woodruff Construction & Development, Inc. less
Listing Provided Courtesy of Woodruff Realty, Inc.
Popularity
$479,000
$1,774/mo
Monthly Payment:
$1,774
Principal & Interest:
$1,774
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $95,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 3bath 2,386sq ft $201 / sq ft TWN
Lot Size4,346sq ft Built2008 On Site40days
Open & Bright Townhome with no HOA or Dues. This unique home boasts High ceilings, real Wood floors, 3 full baths plus a separate upstairs bonus room. One bedroom and bath on... more
Open & Bright Townhome with no HOA or Dues. This unique home boasts High ceilings, real Wood floors, 3 full baths plus a separate upstairs bonus room. One bedroom and bath on the first level. Master has dual sinks plus oversized shower and two walk-in closets. Beautifully landscaped with paver and covered porch entry, as well as private and quaint side yard. All centrally located in Lawndale/Orwin Manor North close to I-4, 17-92, Downtown Winter park and Rollins College less
Listing Provided Courtesy of Proplogik Realty Inc
Popularity
$55,000
$203/mo
Monthly Payment:
$203
Principal & Interest:
$203
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $11,000 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,049sq ft $52 / sq ft CND
Lot Size6.0acre Built1969 On Site42days
2 Bedroom 2 Bath Spacious Golfside Villas Condo with a huge great room and oversized bedrooms! Great Location near Full Sail, University of Central Florida, downtown Orlando, SR... more
2 Bedroom 2 Bath Spacious Golfside Villas Condo with a huge great room and oversized bedrooms! Great Location near Full Sail, University of Central Florida, downtown Orlando, SR 408, and SR 417! Winter Park Schools! Property offered for sale "As Is". less
Listing Provided Courtesy of Premium Properties R.e Service
Popularity
$188,500
$1,078/mo
Monthly Payment:
$1,078
Principal & Interest:
$698
HOA Dues:
$380
(Based on a 30 year fixed loan at 3.75% with $37,700 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,200sq ft $157 / sq ft CND
Lot Size5,007sq ft Built1964 On Site43days
**stylish and chic** this exceptional unit was totally renovated with over $42,000 in the highest quality cabinetry, granite, appliances, laminate flooring and finishes. This is... more
**stylish and chic** this exceptional unit was totally renovated with over $42,000 in the highest quality cabinetry, granite, appliances, laminate 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. Laminate 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. Highly sought after location, winter park village, park avenue, and the farmers market. Beautiful azela park and tennis courts within a short distance. Not pets no smoking. Please note 80% of ownership is age 55 and over. There is an opportunity for younger buyer to purchase at this time..Only a few spots left. less
Listing Provided Courtesy of Weichert Realtors Hallmark Pr
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 Site45days
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
$675,000
$2,500/mo
Monthly Payment:
$2,500
Principal & Interest:
$2,500
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $135,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,391sq ft $282 / sq ft SFR
Lot Size11,490sq ft Built1962 On Site45days
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
$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 Site45days
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
$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 Site45days
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 Site45days
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
$224,000
$851/mo
Monthly Payment:
$851
Principal & Interest:
$829
HOA Dues:
$22
(Based on a 30 year fixed loan at 3.75% with $44,800 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 2,018sq ft $111 / sq ft SFR
Lot Size6,126sq ft Built1986 On Site45days
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
$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 Site45days
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
$299,500
$1,109/mo
Monthly Payment:
$1,109
Principal & Interest:
$1,109
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $59,900 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,588sq ft $189 / sq ft SFR
Lot Size11,932sq ft Built1956 On Site45days
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
$175,000
$649/mo
Monthly Payment:
$649
Principal & Interest:
$648
HOA Dues:
$1
(Based on a 30 year fixed loan at 3.75% with $35,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,416sq ft $124 / sq ft SFR
Lot Size11,900sq ft Built1956 On Site46days
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
$724,000
$2,682/mo
Monthly Payment:
$2,682
Principal & Interest:
$2,682
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $144,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,315sq ft $313 / sq ft SFR
Lot Size13,133sq ft Built2013 On Site46days
Custom built 3 bedroom, 3 bath, 3 car garage home that backs to Phelps Park, and is located next to the Winter Park YMCA. Many upgrades and custom features. Home is extremely... more
Custom built 3 bedroom, 3 bath, 3 car garage home that backs to Phelps Park, and is located next to the Winter Park YMCA. Many upgrades and custom features. Home is extremely energy efficient with foam insulation, 5.7 kilowatt solar array that doubles as the lanai courtyard roof. Vermont castings wood stove with catalytic converter that is surrounded by beautiful brickwork. Gorgeous tile floors throughout living areas. Split bedroom plan with third bedroom detached from the main house, making for a wonderful office or mother-in-law suite. Large walk through master closet opens to a well appointed master bath with double vanities, large soaker tub and beautiful walk in shower. Enjoy a stunning gourmet kitchen with granite counter tops, large center island and butlers pantry. Retractable doors lead out to the large covered lanai with a brand new summer kitchen. The home has an attached two car garage and an additional one and a half car garage that is detached and accessible through a gated driveway. Recent upgrades to irrigation and landscaping put the finishing touches on this wonderful home. Schedule an appointment to show this very unique custom home! less
Listing Provided Courtesy of Charles Rutenberg Realty
Popularity
8 9 10 11 12 13 14 15 16 ... 21 31
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.
Loading....
Loading
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.

Copyright 2015 Mid-Florida Regional Multiple Listing Service. All rights reserved.

Data last updated: Sunday, July 5, 2015 at 11:24 AM