Call your local brokerage at 844.662.5638

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

465 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 11 of 31 Last
$3,300,000
$12,226/mo
Monthly Payment:
$12,226
Principal & Interest:
$12,226
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $660,000 down)
Winter Park, FL 32789
Orange County School District
5bed 7bath 7,351sq ft $449 / sq ft SFR
Lot Size15,570sq ft Built2004 On Site46days
The Dream Estate! Your opportunity to own a masterpiece! This classic estate offers elegance, luxury and entertainment in the heart of desired Winter Park. With just a short... more
The Dream Estate! Your opportunity to own a masterpiece! This classic estate offers elegance, luxury and entertainment in the heart of desired Winter Park. With just a short walk from all the fine restaurants and shopping on Park Avenue. As you enter this home you will be mesmerized with the attention to details given by the award winning builder's team Maroon Fine Homes & Marquis Fine Homes. The 3 story home features on the main level a formal living room with fireplace, family room, dining room, study, master bedroom and a gourmet kitchen with professional appliances. As you step into the temperature controlled lanai you will find an additional fireplace, summer kitchen and electronic hurricane shutters. Backyard offers room for outdoors entertaining, heated pool/spa and outdoor fireplace. You can take the fully operational elevator to the base level where you will find a fully equipped gym, climate controlled wine cellar, full wet bar, game room, movie theatre and 2 full suites. The home's top level features additional living space and 2 full suites. No description or photos can make justice to this stunning property. less
Listing Provided Courtesy of Bhhs Florida Realty
Popularity
We show you every available listing. Here's how
$315,000
$1,167/mo
Monthly Payment:
$1,167
Principal & Interest:
$1,167
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $63,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,532sq ft $206 / sq ft SFR
Lot Size6,512sq ft Built1977 On Site46days
Seller's are motivated to sell!!! This perfect Winter Park location is only minutes to the iconic Park Ave. This property is surrounded by million dollar homes and sits on a... more
Seller's are motivated to sell!!! This perfect Winter Park location is only minutes to the iconic Park Ave. This property is surrounded by million dollar homes and sits on a corner lot. 3 bedrooms 2 full baths, attached one car garage, 1532 total square feet. Carpet in bedrooms, tile in kitchen and bathrooms. This property would make a great starter home or the perfect retirement home with the convenience of hospitals and medical centers close by. less
Listing Provided Courtesy of Olde Town Brokers Inc
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
3bed 3bath 2,638sq ft $256 / sq ft SFR
Lot Size11,933sq ft Built1997 On Site46days
Desirable single story home, with three bedrooms, three full baths, and guest apartment in the heart of Winter Park! Located on a quiet circle, minutes from Park Avenue and... more
Desirable single story home, with three bedrooms, three full baths, and guest apartment in the heart of Winter Park! Located on a quiet circle, minutes from Park Avenue and nearby shops and dining, this home has a fantastic floor plan and offers over 2,600 square feet of living space, with formal living and dining, a large family room off the kitchen, and French doors that lead to the resort style pool and spa. Beautiful hardwood flooring has been laid throughout the home. Master bedroom is the perfect retreat with its vaulted ceilings, and en suite with his and her walk-in closets, double vanity, garden tub and shower. Each guest bedroom is generous in size and has their own private bath. Spacious kitchen with new GE appliances features travertine flooring, an over-sized closet pantry, bar-top seating, built-in work-space, and breakfast nook. Family room is radiant with natural light that fills the space from the windows and French doors. Double sided, wood burning fireplace and built-in entertainment center help create the perfect entertainment space. Step outside and be inspired by the gorgeous backyard. Vinyl fencing around the property provides privacy, while the brick pavers, vine covered trellis, and stunning pool bring characteristic charm. Above the two-car, detached garage, is a guest apartment with office, half bath, and efficiency kitchen. Zoned for A-rated schools; Brookshire Elementary, Glendridge Middle, and Winter Park High. Schedule your showing today! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$825,000
$3,056/mo
Monthly Payment:
$3,056
Principal & Interest:
$3,056
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $165,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 3,180sq ft $259 / sq ft SFR
Lot Size12,460sq ft Built1925 On Site49days
Amazingly charming home on one of the most beautiful tree-lined streets in Winter Park. This 3100sf + pool home has a very open floor plan, lots of natural light, and upgrades... more
Amazingly charming home on one of the most beautiful tree-lined streets in Winter Park. This 3100sf + pool home has a very open floor plan, lots of natural light, and upgrades galore. Kitchen remodeled with granite counters, solid wood cabinets, stainless Bosch appliances, new gas range, & built-in Thermador refrigerator. Downstairs master suite with wood floors, walk-in closet, and master bath renovated with dual sinks, rain shower, & large garden tub. Additional 2nd downstairs bedroom. Upstairs has another spacious bedroom, full bath, and office that could be easily transformed into a private 4th bedroom. Features include plantation shutters, wood & Mexican tile floors, crown molding, built-in’s, French doors, and original lower level wine cellar. Recent updates include all new electrical, newer AC’s & water heater, bathroom renovations, new plantation shutters, Pella doors, custom-made fireplace mantle, hurricane resistant film on all windows, and new fans. This home sits on almost 1/3 acre lot and due to massive re-design & re-landscaping, the backyard is an oasis of privacy and seclusion including a lovely pool and outdoor covered kitchen cabana. 1 car garage + storage. Great, convenient location only a short walk to the lake! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$599,000
$2,222/mo
Monthly Payment:
$2,222
Principal & Interest:
$2,219
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,953sq ft $203 / sq ft SFR
Lot Size11,264sq ft Built1957 On Site49days
Renovated in 2009 to increase square footage to 2953 this three bedroom three bath home is located in the established neighborhood of Timberlane Shores. The property has a... more
Renovated in 2009 to increase square footage to 2953 this three bedroom three bath home is located in the established neighborhood of Timberlane Shores. The property has a wonderful flex space that could easily be converted into a fourth bedroom or a separate living space with it’s own entrance. It is currently being used as an art studio. The oversized master suite has coffered ceilings, two large walk in closets and acid etched concrete floors. The master bathroom has a separate shower and a 40 inch Soaking Tub. All three bedrooms have access to their own bathroom. There is also a small media room or office that is not considered a bedroom. Large hurricane rated glass doors and full length windows look out onto a herringbone brick patio with a tin roofed cabana to entertain your friends and family. The kitchen was enhanced with a professional style prep room and an additional refrigerator. The prep room has a pass-through to the cabana which can be converted to an out door kitchen. Renovation included: double paned windows throughout the house, new baseboards, new roof and the addition of a two garage. Owner is a licensed Realtor. less
Listing Provided Courtesy of Warner-quinlan Inc
Popularity
$799,900
$2,963/mo
Monthly Payment:
$2,963
Principal & Interest:
$2,963
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $159,980 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 3,064sq ft $261 / sq ft SFR
Lot Size8,775sq ft Built2008 On Site49days
Beautiful 5 bedroom Winter Park home in prime location with A+ Schools. Walk to Baldwin Park, Winter Park, close to airport. This home features wood floors, large kitchen with... more
Beautiful 5 bedroom Winter Park home in prime location with A+ Schools. Walk to Baldwin Park, Winter Park, close to airport. This home features wood floors, large kitchen with beautiful light cabinets and granite overlooking large fenced yard. First floor has 2 bedrooms, one currently being used as office. Upstairs 3 bedrooms and laundry. Yard has room for a pool. Call today to view this exquisite home! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$175,500
$672/mo
Monthly Payment:
$672
Principal & Interest:
$650
HOA Dues:
$22
(Based on a 30 year fixed loan at 3.75% with $35,100 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 1,906sq ft $92 / sq ft SFR
Lot Size7,963sq ft Built1986 On Site49days
This property is bank owned. It is sold in “as-is” condition without repairs or warranty. Buyer is responsible for verifying all information contained in this... more
This property is bank owned. It is sold in “as-is” condition without repairs or warranty. Buyer is responsible for verifying all information contained in this listing. less
Listing Provided Courtesy of Owners.com
Popularity
$162,000
$600/mo
Monthly Payment:
$600
Principal & Interest:
$600
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $32,400 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 1,956sq ft $83 / sq ft SFR
Lot Size7,979sq ft Built1958 On Site49days
Desirable Winter Park Location! This wonderful Lake Bell Terrace ranch features a gourmet kitchen that's perfect for entertaining friends and family, nicely updated bathrooms,... more
Desirable Winter Park Location! This wonderful Lake Bell Terrace ranch features a gourmet kitchen that's perfect for entertaining friends and family, nicely updated bathrooms, impressive full guest suite with kitchenette, and a tranquil covered rear patio. Located near shopping, dining, recreation opportunities and the new Ravaudage development. This is a Fannie Mae HomePath property. First time buyers may be eligible to request up to 3% closing cost assistance by completing the HomePath Ready Buyer homeownership course. Contact your agent for details. Restrictions apply. less
Listing Provided Courtesy of Charles Rutenberg Realty
Popularity
$395,000
$1,463/mo
Monthly Payment:
$1,463
Principal & Interest:
$1,463
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $79,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,718sq ft $230 / sq ft SFR
Lot Size7,918sq ft Built1947 On Site50days
This beautiful 3 bedroom 2.5 bath 1718 sqft home was built in 1947. A cozy home for your family with a huge backyard perfect to add a pool, a garden, or some trees. Your front... more
This beautiful 3 bedroom 2.5 bath 1718 sqft home was built in 1947. A cozy home for your family with a huge backyard perfect to add a pool, a garden, or some trees. Your front porch will be surrounded with lush landscaping and private hedging. A brick walkway will lead you into your beautiful new home with hardwood flooring, carpet, and tile. Walk to Park Avenue and enjoy the beauty that Winter Park has to offer! less
Listing Provided Courtesy of Olde Town Brokers Inc
Popularity
$1,199,400
$4,443/mo
Monthly Payment:
$4,443
Principal & Interest:
$4,443
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $239,880 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 3,998sq ft $300 / sq ft SFR
Lot Size15,127sq ft Built2010 On Site51days
Stunning renovation!! Walk to winter park racquet club! Expect to be impressed by this impeccably designed & immaculate 4 or 5 bedroom/4 bath home located on prestigious via... more
Stunning renovation!! Walk to winter park racquet club! Expect to be impressed by this impeccably designed & immaculate 4 or 5 bedroom/4 bath home located on prestigious via tuscany in the heart of winter park. Beautiful corner lot boasts a woodland garden & paved motor court. Upon entering you will enjoy the formal living & dining rooms with elegant fireplace, vaulted ceilings & parquet floors. French doors invite you into a large family room & delightful kitchen with solid surface counters & wood cabinets, cozy breakfast nook & kitchen desk. Downstairs wing includes original master suite, 2 bright additional bedrooms & completely renovated baths. 1000 square feet upstairs master suite is amazing with beautiful hardwood floors; huge his & her closets; flex room perfect for nursery, craft room or den; beautiful master bath with hydro-tub, separate shower & custom vanities; 13x8 storage closet; plus french doors leading to serene balcony overlooking 34 x 18 newly refinished pool & meticulously manicured and fenced backyard. Extras include: 2 car side entry garage with separate driveway & two 11x6 workshops; natural gas appliances; new thermal windows; new roof 2012; 2 new ac systems; new plumbing 2012; security system; irrigation system. Do not miss the opportunity to view this beautiful home. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$1,594,900
$6,108/mo
Monthly Payment:
$6,108
Principal & Interest:
$5,908
HOA Dues:
$200
(Based on a 30 year fixed loan at 3.75% with $318,980 down)
Winter Park, FL 32792
Seminole County School District
5bed 5bath 5,000sq ft $319 / sq ft SFR
Lot Size32,700sq ft Built2016 On Site51days
New custom home in gated community on bear gully lake(ski lake)! Home to be custom designed for lot and built by woodruff construction. Home is subject to buyer obtaining a... more
New custom home in gated community on bear gully lake(ski lake)! Home to be custom designed for lot and built by woodruff construction. Home is subject to buyer obtaining a construction perm loan and a construction contract with woodruff construction. Elevation and interior photos are for conceptual purposes only. Photos are from a home woodruff construction completed in winter park in 2015. All room dimensions, square foot, and price are approximate. 5 bed/ 4.5 bath plus study and game room and bonus room. Modern touches include two 10' tall disappearing glass walls in the great room, thermador stainless steel appliance package, granite countertops, custom made & finished cabinets, linear fireplace & disappearing screens on rear covered patio, contemporary pool package with led lighting, energy saving features such as double pane pella wood windows with low e coating, injected foam in block walls, all interior walls and floors are insulated, 2 tankless water heaters, tile roof, and paver driveway. Enjoy the convenience to 417 and the airport, trinity prep, masters academy, the bike trail. Built by richard woodruff, woodruff construction, mcbc builder, combines classic design with a clean and transitional interior. less
Listing Provided Courtesy of Woodruff Realty, Inc.
Popularity
$268,900
$996/mo
Monthly Payment:
$996
Principal & Interest:
$996
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $53,780 down)
Winter Park, FL 32792
Seminole County School District
4bed 2bath 1,721sq ft $156 / sq ft SFR
Lot Size11,304sq ft Built1983 On Site51days
This beautiful Winter Park Spanish style home has been lovingly remodeled, from top to bottom. The exterior features includes a Spanish barrel tile roof (the roof has been... more
This beautiful Winter Park Spanish style home has been lovingly remodeled, from top to bottom. The exterior features includes a Spanish barrel tile roof (the roof has been certified), fresh paint, landscaping, and a beautiful slate covered entryway. As you enter the double door beyond the foyer, you will find the wood burning fireplace and high ceilings of the family room to be perfect for entertainment or simply for an evening of relaxation. The brand new kitchen boasts forty-two inch solid wooden cabinets, granite countertops, and the best LG stainless steel appliances. Just off the kitchen and family room area, there is a 10x25 screened-in patio, perfect for enjoying our Florida evenings. This home has been totally updated with energy efficient windows, new air conditioning and central heating units, and upgraded installation. Please make an appointment quickly. This home will go fast! less
Listing Provided Courtesy of Premium Properties R.e Service
Popularity
$244,900
$907/mo
Monthly Payment:
$907
Principal & Interest:
$907
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $48,980 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 1,769sq ft $138 / sq ft SFR
Lot Size9,973sq ft Built1960 On Site51days
Great house in a fantastic school district with upgrades galore! This 4 bedroom home has new roof, plumbing, & electrical plus fresh paint inside and out. Double paned windows... more
Great house in a fantastic school district with upgrades galore! This 4 bedroom home has new roof, plumbing, & electrical plus fresh paint inside and out. Double paned windows and wood laminate floors. Galley kitchen has stainless steel refrigerator, working oven and built-in microwave. Large living room with picture window overlooking gigantic fenced backyard. Separate family room with wood burning fireplace. Updated bathrooms. Master bedroom has 2 closets. Interior utility room/workroom affords tons of storage. Automatic irrigation system. New septic drain field. Zoned for "A" rated Dommerich Elementary, Maitland Middle, WPHS. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$199,000
$738/mo
Monthly Payment:
$738
Principal & Interest:
$737
HOA Dues:
$1
(Based on a 30 year fixed loan at 3.75% with $39,800 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,635sq ft $122 / sq ft SFR
Lot Size9,000sq ft Built1958 On Site51days
Great 3 bedroom, 1 ½ bath home in Winter Park with over 1600sqft! This home has ample living space including a large florida room with French doors out to the backyard.... more
Great 3 bedroom, 1 ½ bath home in Winter Park with over 1600sqft! This home has ample living space including a large florida room with French doors out to the backyard. Newer updates are: a new HVAC 17seer unit, double pane/double hung windows , hard wired smoke detectors, and has had complete electrical rewiring in 2005.The kitchen has been updated with new cabinets , counter tops and gas stove. There is natural gas available and is currently being used to operate the hot water heater and stove. Location is near by shopping, downtown Winter Park, Full Sail and much more. Zoned for excellent schools. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$385,000
$1,426/mo
Monthly Payment:
$1,426
Principal & Interest:
$1,426
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $77,000 down)
Winter Park, FL 32789
College Park Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size28,627sq ft BuiltN/A On Site51days
Estate Sale. 4 lots total zoning R-2. All contracts and Offers are subject to probate court and Attorney approval. Cash offers only please
Estate Sale. 4 lots total zoning R-2. All contracts and Offers are subject to probate court and Attorney approval. Cash offers only please less
Listing Provided Courtesy of Don Asher & Associates, Inc.
Popularity
7 8 9 10 11 12 13 14 15 ... 20 30
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: Thursday, September 3, 2015 at 6:16 AM. Properties in listings may have been sold or may no longer be available.