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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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$1,199,000
$4,442/mo
Monthly Payment:
$4,442
Principal & Interest:
$4,442
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $239,800 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 3,619sq ft $331 / sq ft SFR
Lot Size12,002sq ft Built2015 On Site31days
Hurry in for this brand new david weekley home in timberlane shores. Come enjoy this spacious 2 story home in the heart of winter park. This beautifully designed and appointed... more
Hurry in for this brand new david weekley home in timberlane shores. Come enjoy this spacious 2 story home in the heart of winter park. This beautifully designed and appointed home has plenty of space with its 5 bedrooms, 4.5 baths, study, bonus room, covered lanai, outdoor kitchen, pool and plenty of storage space. It also boasts the newest david weekley "energy saver" construction science that used double pane/low-e ii vinyl windows, seer 14 a/c system, r-38 blown fiberglass insulation and many other energy-saving features. You will enjoy living among such timeless and elegant upgrades as distressed hardwood flooring that extends throughout the main living spaces and into the owners retreat; full overlay, glazed and raised panel cabinets with crown moulding and beveled knobs in the kitchen and bathrooms and electrical pre-wiring for wall mounted interior electronics. This home is destined to truly enhance the lives of its future owners. Our energy saver homes offer homebuyers the best in energy-efficiency and are backed by our program's heating and cooling energy usage guarantee. These homes are friendlier to you, the environment and your pocketbook! less
Listing Provided Courtesy of Weekley Homes Realty Company
Popularity
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$179,900
$991/mo
Monthly Payment:
$991
Principal & Interest:
$666
HOA Dues:
$325
(Based on a 30 year fixed loan at 3.75% with $35,980 down)
Winter Park, FL 32789
2bed 2bath 1,204sq ft $149 / sq ft CND
Lot Size2,743sq ft Built1981 On Site31days
Remarkable unit in wonderful Winter Park.Huntington Court is a quiet, and secluded little street in the most central of downtown Winter Park. Within easy walking distance of... more
Remarkable unit in wonderful Winter Park.Huntington Court is a quiet, and secluded little street in the most central of downtown Winter Park. Within easy walking distance of nearby parks, restaurants, and local shops you cannot do wrong with this location! This safe and charming neighborhood is perfect for any buyer looking to enjoy a very lively area while having the option of quiet and solitude. With 2 bedrooms both with lofts, and 2 and a half bath, stunning hardwood floors throughout the house, all major kitchen appliances, large open and airy rooms, a master bedroom with a scenic patio view, a loft for privacy or extra storage, and many windows, which allow lots of natural light into the home. The exterior space has a picturesque private back patio; perfect for Florida style entertaining. Don’t miss out on this fantastic opportunity to own a wonderful and very affordable home in Winter Park. THis unit has a beautiful fireplace, hardwood floors, and a stunning patio area for enjoying the outdoors without all the yardwork that goes with a large yard. This unit needs a bit of cosmetic attention, but is in super condition. Show and sell today. Live the Winter Park lifestyle! less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$187,500
$949/mo
Monthly Payment:
$949
Principal & Interest:
$694
HOA Dues:
$255
(Based on a 30 year fixed loan at 3.75% with $37,500 down)
Winter Park, FL 32792
Orange County School District
3bed 3bath 1,765sq ft $106 / sq ft CND
Lot Size977sq ft Built2010 On Site31days
Don't miss this light and airy end unit. It's in great condition with new carpet. The kitchen has a island and a large eat in area, solid wood cabinets. The kitchen opens to the... more
Don't miss this light and airy end unit. It's in great condition with new carpet. The kitchen has a island and a large eat in area, solid wood cabinets. The kitchen opens to the family room. There is a large formal living room. There is crown molding in most of the rooms including the kitchen, family room, living room and the eat in kitchen areas. All bedrooms are located upstairs. The laundry is there also. There is also a large bonus room/loft. You can enjoy the beautiful Florida days on your own screen porch! This is a gated community and is located close to seconds to Full Sail and its only a few minutes to UCF. Easy show!!! less
Listing Provided Courtesy of Watson Realty Corp
Popularity
$239,900
$888/mo
Monthly Payment:
$888
Principal & Interest:
$888
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $47,980 down)
Winter Park, FL 32792
Orange County School District
4bed 3bath 2,040sq ft $118 / sq ft SFR
Lot Size8,998sq ft Built1964 On Site32days
Come explore the possibilities of this spacious 4 bedroom 2.5 bathroom home, located near all downtown Winter Park has to offer. Great shopping, dining and entertainment are... more
Come explore the possibilities of this spacious 4 bedroom 2.5 bathroom home, located near all downtown Winter Park has to offer. Great shopping, dining and entertainment are just a short trip away. Located less than 3 miles from Winter Park Hospital and Rollins College as well. With just a bit more work this home's full potential could be realized. Most of the major renovating has already been done. New laminate flooring and tile in most rooms. New cabinets in kitchen and bathrooms. New roof and central a/c. Most of the light fixtures and ceilings fans have been replaced. The modern open layout in the main living area allows for lots of natural light. The large size of the bonus room has so much potential just in itself. Keep it as a 4th bedroom or maybe make it a family room or game room, just use your imagination. ALL MEASUREMENTS ARE APPROXIMATE AND SHOULD BE VERIFIED BY BUYER. Submit all offers on FAR/BAR ASIS-3 less
Listing Provided Courtesy of Keller Williams At The Parks
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 32792
Orange County School District
2bed 1bath 1,128sq ft $155 / sq ft SFR
Lot Size8,210sq ft Built1953 On Site32days
Desirable Winter Park location 2/1 single level home walking distance to Lakemont Elementary School and Winter Park YMCA. Charming, light and bright with open great room... more
Desirable Winter Park location 2/1 single level home walking distance to Lakemont Elementary School and Winter Park YMCA. Charming, light and bright with open great room laminate and title flooring. Large rear yard with one car Garage. Home is close to both ucf and full sail university as well as surrounded by restaurants and shopping. Close to highways parks and down downtown winter park. Do not miss out on this one -- call today! This is a Fannie Mae HomePath property. First Time buyers, complete the HomePath Ready Buyer homeownership course, attach certificate to offer and request up to 3% closing cost assistance. Restrictions apply. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$150,000
$890/mo
Monthly Payment:
$890
Principal & Interest:
$555
HOA Dues:
$335
(Based on a 30 year fixed loan at 3.75% with $30,000 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,256sq ft $119 / sq ft CND
Lot Size23,686sq ft Built1985 On Site32days
Condo features Newer Appliances, New A/C Unit in 2010, 2 Atriums, Master Walk-in Closet, and Vinyl Fence! Located just minutes from Park Avenue, Rollins College, and great... more
Condo features Newer Appliances, New A/C Unit in 2010, 2 Atriums, Master Walk-in Closet, and Vinyl Fence! Located just minutes from Park Avenue, Rollins College, and great Restaurants. Don't Wait! Submit an offer Today! less
Listing Provided Courtesy of Century 21 Carioti
Popularity
$559,000
$2,071/mo
Monthly Payment:
$2,071
Principal & Interest:
$2,071
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $111,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,432sq ft $230 / sq ft SFR
Lot Size10,550sq ft Built1966 On Site32days
Wonderful Mid Century corner lot home with hardwood floors throughout in Winter Park 32789 . New Roof in 2014 & solid block construction with an indoor laundry room . Close to... more
Wonderful Mid Century corner lot home with hardwood floors throughout in Winter Park 32789 . New Roof in 2014 & solid block construction with an indoor laundry room . Close to Whole Foods , Winter Park Hospital , Phelps Park , Winter Park YMCA , The Crosby Center , Baldwin Park , Interlachen Country Club , & Park Avenue . This wonderful home is zoned for the A+++ Winter Park School district . less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$1,195,000
$4,427/mo
Monthly Payment:
$4,427
Principal & Interest:
$4,427
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $239,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,883sq ft $308 / sq ft SFR
Lot Size11,266sq ft Built2005 On Site32days
Immaculate home in the Via's, with great open space, volume ceilings and generous room for entertaining. This 4 bedroom 3 1/2 bath home with a modern flair features downstairs... more
Immaculate home in the Via's, with great open space, volume ceilings and generous room for entertaining. This 4 bedroom 3 1/2 bath home with a modern flair features downstairs master with 3 beds plus a bonus space upstairs. Great ambient light throughout, glass doors from family room that lead you out to covered lanai, lushly landscaped, with swimming pool and stone pavered patio, very private. Natural stone travertine floors throughout main floor, custom wood work and mouldings throughout and spacious kitchen family room combination. Kitchen features custom cabinetry with 42" cabinets with glazed finish, stainless appliances, granite counters, tile back splash, center island and counter seating, as well as eat in table dinette area and walk-in pantry. Separate formal living and dining spaces and dedicated office. Upstairs features hardwood floors, 3 beds and 2 baths with large bonus room flexible space. Master bedroom overlooks back yard with doors leading out to covered patio, master bath features his and her sinks, garden tub with separate shower and great closets. Poinciana is a beautiful street running along the canal with a dedicated lake lot for access to Winter Park Chain of Lakes. No better location and great schools with Dommerich Elementary, Maitland Middle and Winter Park High. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$179,900
$666/mo
Monthly Payment:
$666
Principal & Interest:
$666
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $35,980 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 2bath 1,344sq ft $134 / sq ft SFR
Lot Size6,749sq ft Built1951 On Site32days
This is 3 bedroom 2 bath home located in one of the up and coming markets of the City of Winter Park. Homes remain affordable in this market. Minor TLC and this home will be... more
This is 3 bedroom 2 bath home located in one of the up and coming markets of the City of Winter Park. Homes remain affordable in this market. Minor TLC and this home will be amazing. Nice size and updated Master, Master Bath and kitchen. Located in close proximity to all necessary services and Interstate 4 is a few minutes away. Great price. Show and sell today less
Listing Provided Courtesy of Buyer's & Seller's Realty, Inc
Popularity
$975,000
$3,633/mo
Monthly Payment:
$3,633
Principal & Interest:
$3,612
HOA Dues:
$21
(Based on a 30 year fixed loan at 3.75% with $195,000 down)
Winter Park, FL 32792
Goldenrod Orange County School District
4bed 5bath 5,329sq ft $183 / sq ft SFR
Lot Size25,252sq ft Built1984 On Site33days
Fabulous lakefront opportunity in Winter Park! This stunning custom-built pool home, which sits on private spring-fed Lake Waunatta, offers vaulted ceilings, wood floors and a... more
Fabulous lakefront opportunity in Winter Park! This stunning custom-built pool home, which sits on private spring-fed Lake Waunatta, offers vaulted ceilings, wood floors and a spacious floor plan with over 5,000 sf for entertaining and family living. Almost every room of this four bedroom, four and one half bath home offers spectacular views of the pool and lake. First floor includes a gracious formal living room and family room, enhanced by a double-sided wood burning fireplace, and a separate formal dining room off of the gourmet kitchen, which boasts a breakfast room, breakfast bar, island, stainless steel appliances, granite countertops, solid wood cabinets and generous pantry space. A very large second floor master suite with wood burning fireplace has two walk-in closets, spa bath with his and her sinks, and a breathtaking sitting room that overlooks the pool and lake. The second floor is completed with a bedroom with private bath and two additional bedrooms with a Jack-n-Jill bath. A fifth room on the first floor can be used as a mother-in-law suite, bonus room or office/den. Sunroom with floor-to-ceiling windows and Mexican tile, showcasing pool and lake views and a built-in summer kitchen with large sit down bar and wine cooler, is great for entertaining family and friends. Retreat to the boat house with lift and enjoy warm summer breezes relaxing under the gazebo. Zoned for top Winter Park schools and convenient location to Trinity Preparatory School, UCF, and Full Sail. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$95,000
$351/mo
Monthly Payment:
$351
Principal & Interest:
$351
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $19,000 down)
Winter Park, FL 32789
1bed 1bath 787sq ft $121 / sq ft CND
Lot Size5,378sq ft Built1964 On Site33days
Rare opportunity to own a first-floor, one-bedroom one-bath unit in the highly desirable Winter Park Gardens Condominiums. This well-kept unit has excellent views of the shady... more
Rare opportunity to own a first-floor, one-bedroom one-bath unit in the highly desirable Winter Park Gardens Condominiums. This well-kept unit has excellent views of the shady grounds and is ready for you to bring your own personal touches! Located in the heart of Winter Park, this 55+ community offers unparalleled amenities. As you walk the beautifully manicured grounds, you’ll enjoy the cool shade under mature oak and fragrant magnolia trees. With benches throughout the property, there are plenty of places for you to sit and enjoy the peaceful sounds of fountains and a variety of birds visiting from the adjacent 48-acre Mead Botanical Gardens. Take a stroll to Park Avenue, the Winter Park Farmer’s Market, or Rollins College. Play a game of tennis at the Azalea Lane tennis courts, or relax and feed the ducks by the Winter Park Gardens private lake. Perhaps after a busy day, you’ll even want to cool off in the sparkling pool, located just steps from your door. In addition to an unbeatable location and beautiful property, your new condo comes with a designated parking place, an elevator directly outside the front door, access to a shared storage unit and washer and dryer, a community clubhouse, and full-time maintenance staff. If you’ve been waiting for your chance to live the Winter Park lifestyle, this is it! less
Listing Provided Courtesy of Parkland International Realty
Popularity
$1,950,000
$7,224/mo
Monthly Payment:
$7,224
Principal & Interest:
$7,224
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $390,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 4,879sq ft $400 / sq ft SFR
Lot Size18,293sq ft Built2000 On Site33days
Stunning Modern Mediterranean with oversized corner lot on beautiful brick street in sought after neighborhood convenient to ICC, YMCA & Phelps Park... Elegant style with... more
Stunning Modern Mediterranean with oversized corner lot on beautiful brick street in sought after neighborhood convenient to ICC, YMCA & Phelps Park... Elegant style with character and quality thru-out this custom designed residence... 5 BE with lavish Master retreat down along with additional bedroom/guest suite and 3 bedrooms & bonus/media room upstairs... Gourmet chef's island kitchen with commercial style stainless appliances, sleek sophisticated cabinetry, separate breakfast room & friends/family side entry... Great entertaining home with elegant formal dining & living rooms , walk-in wine cellar, wine refrigerators, and generous gathering room with full bar, fireplace, built-ins and more... Gorgeous hardwood & travertine flooring thru-out, custom carved olde world doors, high ceilings, beams, fireplace & more... Exquisite backyard, tropical pool & spa, mature wonderful premium landscaping... Pella windows & doors, 3 garages and motor-court with expansive grounds and park like setting... less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$534,619
$2,115/mo
Monthly Payment:
$2,115
Principal & Interest:
$1,980
HOA Dues:
$135
(Based on a 30 year fixed loan at 3.75% with $106,924 down)
Winter Park, FL 32792
4bed 3bath 3,082sq ft $173 / sq ft SFR
Lot Size8,960sq ft Built2015 On Site33days
Brand new energy efficient home ready June 2015! The Palermo features a spacious gourmet kitchen with granite countertops, upgraded cabinets, stainless steel appliances, large... more
Brand new energy efficient home ready June 2015! The Palermo features a spacious gourmet kitchen with granite countertops, upgraded cabinets, stainless steel appliances, large walk in pantry, center island and breakfast nook all open to the welcoming Family room. The formal Living room Dining room combo is ideal for family dinners and coffee and dessert. The additional bedrooms, split from the Master, have walk in closets for extra storage space. The private Master retreat boasts a huge walk in closet and spa like bath with soothing soaking tub, separate shower and his and hers vanities. Relax on your back lanai and take in the beautiful Florida weather. Lakeside is a beautiful gated community with waterfront home sites, boat dock and lake located close to Seminole County parks. Known for our energy efficient features, our homes help you live a healthier and quieter lifestyle while saving you thousands of dollars on your utility bills. less
Listing Provided Courtesy of Meritage Homes Of Fl Realty
Popularity
$225,000
$833/mo
Monthly Payment:
$833
Principal & Interest:
$833
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $45,000 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 3bath 1,792sq ft $126 / sq ft SFR
Lot Size9,112sq ft Built1974 On Site33days
Welcome home!!! Move in ready!!! 4 bedroom, 3 bath well kept home in desirable winter park. Home features great floor plan with living room planned for entertaining almost... more
Welcome home!!! Move in ready!!! 4 bedroom, 3 bath well kept home in desirable winter park. Home features great floor plan with living room planned for entertaining almost welcomes guests for you. Island/eat in kitchen with skylight and gleaming stainless steel appliances adds practical beauty. Look forward to your "quiet hours" in this peaceful master bedroom with a garden/jetted tub and separate shower. Formal dining room overlooking the pool adds charm to intimate dining and special guest affairs. Bonus room with a closet presently used as an office can be converted to a 5th bedroom. Fully fenced rear yard with a separate storage utility shed perfect for lawn and gardening storage. Saltwater pool and patio with custom surround lighting creates a romantic setting in your own backyard. Great location and well established community!!! No hoa!!! Exceptional value you shouldn't miss. Call today for your private viewing!!!!! less
Listing Provided Courtesy of Watson Realty Corp
Popularity
$299,900
$1,132/mo
Monthly Payment:
$1,132
Principal & Interest:
$1,111
HOA Dues:
$21
(Based on a 30 year fixed loan at 3.75% with $59,980 down)
Winter Park, FL 32792
Seminole County School District
4bed 2bath 2,573sq ft $117 / sq ft SFR
Lot Size18,420sq ft Built1991 On Site33days
A must see!! Beautiful pool home in desirable winter park. A+ schools, walking distance to tuskawilla middle school and lake howell high school. 4 bedroom 2 bath with 10x30... more
A must see!! Beautiful pool home in desirable winter park. A+ schools, walking distance to tuskawilla middle school and lake howell high school. 4 bedroom 2 bath with 10x30 bonus room. 2 car garage. Large fenced private back yard with no rear neighbors. House is renovated and updated including new kitchen cabinets, granite counter tops, stainless steel appliances. Carpet and tile throughout. New pool w/enclosure in 2010, new septic/drainfield in 2014. Much much more! less
Listing Provided Courtesy of Condodomain
Popularity
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ZipRealty helps you find current homes for sale in Winter Park, FL. We show up to 30% more MLS listings than other websites, including new homes for sale, condos for sale, townhomes for sale, foreclosed homes for sale and land for sale. Set up your unique Winter Park real estate search criteria to see results that match what you're looking for. Explore maps, photos, schools and more to get an idea of what your life would be like in a new neighborhood. Find a local Winter Park real estate agent to work with by reading realtor reviews left by buyers and sellers like you. If you want to know what your home is worth, you can instantly view home values for any address by visiting our Seller Center. If you're planning to sell your home, you can also see how much similar homes are selling for in Winter Park to get an idea of how to price your home.
Local real estate services provided by:
Coldwell Banker Residential Real Estate
Coldwell Banker Residential Real Estate
5951 Cattleridge Ave
Sarasota, FL 34232
844.662.5638
Website provided and owned by Coldwell Banker Residential Real Estate.
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The information being provided by Mid-Florida Regional Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Mid-Florida Regional Multiple Listing Service. Coldwell Banker Residential Real Estate is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of Coldwell Banker Residential Real Estate, a broker participant of Mid-Florida Regional Multiple Listing Service. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site.

The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Mid-Florida Regional Multiple Listing Service and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited.

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Data last updated: Thursday, July 2, 2015 at 8:00 PM