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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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$187,000
$692/mo
Monthly Payment:
$692
Principal & Interest:
$692
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $37,400 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 3bath 1,715sq ft $109 / sq ft SFR
Lot Size10,838sq ft Built1960 On Site22days
Three Bedroom, Two full and one half-bath, plus a small bonus room leading into the Master. The Master Suite is super large with an additional space that could be used for an... more
Three Bedroom, Two full and one half-bath, plus a small bonus room leading into the Master. The Master Suite is super large with an additional space that could be used for an office/den, craft area or a nursery. Home sits on a corner lot with a two car carport plus separate extended driveway with one parking pad. Additionally, there is a 35x12 attached, enclosed workshop, laundry room and a 45x14 breezeway adjacent to the carport that could be incredible flex space for the family or transformed into a mother-in-law suite, with a separate entrance and by easily recreating a former kitchen & bath. Home was replumbed in 1998, most recently new laminate flooring throughout except the two secondary bedrooms which are carpeted, newer refrigerator and glass top stove, butcher block counters in kitchen plus new sliders in the kitchen and master bedroom to the breezeway. There is also eat-in area in the kitchen, a covered porch to the entrance and fenced backyard. Located in the desirable Eastbrook community of Winter Park, this home is currently zoned for Eastbrook Elementary, Tuskawilla Middle & Lake Howell HS. If you are looking for a nice sized home with great potential, convenient to shopping, major highways, restaurants, employment, UCF, Valencia and Seminole State, you have arrived. American Home Shield one-year warranty up to $405 with acceptable offer. Sellers being transferred and motivated. Bring us an offer and let’s make it happen!!! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
We show you every available listing. Here's how
$1,390,000
$5,149/mo
Monthly Payment:
$5,149
Principal & Interest:
$5,149
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $278,000 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 5,169sq ft $269 / sq ft SFR
Lot Size14,677sq ft Built1991 On Site22days
Open Sun Jul 12, 2pm-5pm
Perfection has an address…classic in design; endearing in character, this contemporary-mediterranean offers peerless quality inside and out. This hidden gem neighborhood... more
Perfection has an address…classic in design; endearing in character, this contemporary-mediterranean offers peerless quality inside and out. This hidden gem neighborhood in the heart of winter park, gives residents quiet, tree-lined streets and walking or biking distance to the world-renowned park avenue, great schools and highways. The sellers have spared no expense updating this wonderful home to give it some flair from the ordinary, plus adding some energy-efficient features such as led lighting, double-paned windows - some with uv treatments - tankless water heater, pool solar heater, and water filtration system. The light and bright open concept family room/kitchen is perfect for any kind of gathering, with updated kitchen, quartz counters, upscale appliances and flooring, and amazing views to the backyard pool, deck and yard, which creates another living space. In addition, this home offers intimate rooms, like a formal living with its own fireplace, large dining room, his/hers office spaces or craft areas, plus separate in-law/teenager/guest/dad’s media room, with its own separate entrance, but still connected to home through a den/library/piano room. Luxurious master suite is located upstairs, with plenty of room for seating, and the lovely master bath is spa-like. Additional kids or guest bedrooms are also upstairs. The home is amazing, with plenty of room for everyone. Don’t miss seeing this rare find… less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$379,000
$1,890/mo
Monthly Payment:
$1,890
Principal & Interest:
$1,404
HOA Dues:
$486
(Based on a 30 year fixed loan at 3.75% with $75,800 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,143sq ft $332 / sq ft CND
Lot SizeN/Asq ft Built1971 On Site22days
Lovely 2 bedroom, 2 bath unit at the Cloisters. totally redone to very high standards. Truly move in condition. Walk to the pool. Less than 150 yards from the Alfond Hotel. 1... more
Lovely 2 bedroom, 2 bath unit at the Cloisters. totally redone to very high standards. Truly move in condition. Walk to the pool. Less than 150 yards from the Alfond Hotel. 1 block to the center of Park Avenue and the new Sun Rail station. Boat slips available for residents. Live life the way you always wanted to. Walk to Park Avenue daily, enjoy fine food or just a cup of coffee. Workout room, party room, pool and putting green, as well as covered parking. less
Listing Provided Courtesy of Florida One Real Estate Llc
Popularity
$84,900
$614/mo
Monthly Payment:
$614
Principal & Interest:
$314
HOA Dues:
$300
(Based on a 30 year fixed loan at 3.75% with $16,980 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,365sq ft $62 / sq ft CND
Lot SizeN/Asq ft Built1974 On Site22days
Move in ready. Brand new carpet. Cozy 2 bedroom, 1.5 bath townhome with carport. Entire 1st floor has contemporary tile floors. Large eat in kitchen includes refrigerator.... more
Move in ready. Brand new carpet. Cozy 2 bedroom, 1.5 bath townhome with carport. Entire 1st floor has contemporary tile floors. Large eat in kitchen includes refrigerator. Beautiful garden views from kitchen and family room. Private garden area is completely fenced for privacy. Inside laundry room include washer and dryer. Two large bedrooms and full bathroom upstairs. Master bedroom has balcony and walk in closet. Extra storage areas in carport, attic, and under stairs. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$52,000
$398/mo
Monthly Payment:
$398
Principal & Interest:
$192
HOA Dues:
$206
(Based on a 30 year fixed loan at 3.75% with $10,400 down)
Winter Park, FL 32792
Golfside Orange County School District
1bed 1bath 776sq ft $67 / sq ft CND
Lot Size6.0acre Built1969 On Site23days
Great Investment opportunity! Tenant occupied until end of March 2016. Zoned for excellent Winter Park A-rated schools of Brookshire, Glenridge and Winter Park H.S. Unit is... more
Great Investment opportunity! Tenant occupied until end of March 2016. Zoned for excellent Winter Park A-rated schools of Brookshire, Glenridge and Winter Park H.S. Unit is spacious, light and bright with an open floor plan that has been completely remodeled. Located on second floor, for added privacy this 1 bedroom, 1 bath condo in move-in condition and has a nice balcony that overlooks SR 436. Within walking distance to Full Sail University, local shops and restaurants, and about 6 mile drive from UCF, 15 mins. from Orlando Int'l. Airport, and a short distance from downtown Winter Park, downtown Orlando, Golfside Villas is surrounded by beautiful Cady Way Trail great for nature lovers, walking, biking and jogging as well as for the avid golfer who can enjoy the nearby Winter Pines Golf Club open to the public. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$340,000
$1,290/mo
Monthly Payment:
$1,290
Principal & Interest:
$1,259
HOA Dues:
$31
(Based on a 30 year fixed loan at 3.75% with $68,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 2,340sq ft $145 / sq ft SFR
Lot Size10,810sq ft Built1985 On Site24days
This is a very nice Home in the desirable are of Pelican Bay with only 44 homes and deeded Lake access. This ranch home is a split plan with 4 bedrooms and 2 and a half baths... more
This is a very nice Home in the desirable are of Pelican Bay with only 44 homes and deeded Lake access. This ranch home is a split plan with 4 bedrooms and 2 and a half baths and a large family room with a fireplace and wet bar.There is a large Master Bedroom with a walk-in closet and a walk-in shower . An eat-in kithen with a seperate dining area, large screened outdoor patio area with a wet bar and Hot-tub for relaxing and entertaining. less
Listing Provided Courtesy of Charles Rutenberg Realty
Popularity
$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
Goldenrod Seminole County School District
3bed 2bath 1,526sq ft $124 / sq ft SFR
Lot Size7,697sq ft Built1967 On Site24days
Remodeled move-in ready!! This fantastic 3 bedroom, 2 bath, split plan, 2 car garage home is freshly painted throughout!! As you enter the foyer, you are welcomed with the open,... more
Remodeled move-in ready!! This fantastic 3 bedroom, 2 bath, split plan, 2 car garage home is freshly painted throughout!! As you enter the foyer, you are welcomed with the open, spacious living and dining areas which boast of new, beautiful wood laminate flooring. Stunning! The kitchen, where friends and family gather, features all new appliances, new cabinets, new countertops with plenty of counter space & cozy breakfast bar that overlooks the family room. This home is perfect for entertaining! Enjoy the florida weather outdoors with bbq’s on the back patio off the family room and kitchen while the dogs play in the large, fenced-in back yard. Remember, no hoa fees! Excellent curb appeal! Full home warranty included! Centrally located in the heart of winter park, this home sits on a quiet cul-de-sac in seminole county, conveniently located close to shops, dining, major transportation arteries, plus ucf, full sail university, winter park hospital and rollins college. A must see to appreciate!!! less
Listing Provided Courtesy of Freda Realty, Inc.
Popularity
$650,000
$2,411/mo
Monthly Payment:
$2,411
Principal & Interest:
$2,408
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.75% with $130,000 down)
Winter Park, FL 32789
Virginia Heights Orange County School District
4bed 2bath 1,750sq ft $371 / sq ft SFR
Lot Size11,806sq ft Built1925 On Site25days
Cute as a button and neat as a pin! This 1925 traditional home features 2 beds and a bath downstairs plus 2 bedrooms and a bath upstairs, the eat-in kitchen opens to a tranquil... more
Cute as a button and neat as a pin! This 1925 traditional home features 2 beds and a bath downstairs plus 2 bedrooms and a bath upstairs, the eat-in kitchen opens to a tranquil courtyard overlooking a converted carriage house/garage could be used for a mother-in-law apartment, teen suite, utility room or hobby room. There is a formal dining room and oversized family room which boasts a wood burning fireplace and built in aquarium. If your desire is to construct a new home, the double lot could accommodate a 5200 sq. ft. home with a double garage, or build a 2 story home and you could nearly double the living space. Don't miss your opportunity to own your Winter Park home within walking distance to Rollins College, Park Avenue, Winter Park 9th grade Center and so much more. Voluntary homeowner association fee of $30 annually gives you lake access at College Point! Carriage House (not included in square foot measurement) also has air conditioning, a full bath, and could be a great mother-in-law suite, college apartment or game room! less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$1,995,000
$7,558/mo
Monthly Payment:
$7,558
Principal & Interest:
$7,391
HOA Dues:
$167
(Based on a 30 year fixed loan at 3.75% with $399,000 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 5,395sq ft $370 / sq ft SFR
Lot Size18,931sq ft Built2004 On Site25days
Open Sun Jul 12, 12pm-3pm
Sophisticated executive home in prestigious vias. This stately 2 story residence with magnificent balconies is situated on a .44 acre lot in a secluded cul-de-sac with privacy... more
Sophisticated executive home in prestigious vias. This stately 2 story residence with magnificent balconies is situated on a .44 acre lot in a secluded cul-de-sac with privacy brick wall. Custom built in 2004 with impressive room sizes throughout! Gracious front porch and 27x8 foyer with hardwood floors & soaring ceilings invite you into the formal rooms & through to serene lanai, pool, hot tub & manicured backyard garden. Gourmet kitchen complete with butler's pantry, huge 16x6 walk in pantry, island + breakfast bar and cozy 12x11 breakfast nook. Family room with custom built-ins plus delightful game room with wet bar creates a perfect place to entertain. Amazing downstairs master suite boasts a renovated bath, his & her 20x6 closets, dressing area plus 13x8 office, massage room or nursery. Upstairs you will find 3 large en suite bedrooms plus additional flex room for home gym, upstairs family room or 5th bedroom, + 2 balconies for relaxation. Extras include: 3 car detached garage, plantation shutters, gas fireplace in living room, 3 new hvac units, generator & optional deeded lake access to the winter park chain of lakes!! Welcome home! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$550,000
$2,037/mo
Monthly Payment:
$2,037
Principal & Interest:
$2,037
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $110,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 2,244sq ft $245 / sq ft SFR
Lot Size23,543sq ft Built1987 On Site25days
Unbelievable!! This fabulous winter park home is located on (private) bear gully lake and has a great dock, boat house with electric boatlift, beach, green space and awesome... more
Unbelievable!! This fabulous winter park home is located on (private) bear gully lake and has a great dock, boat house with electric boatlift, beach, green space and awesome sunsets! Enjoy boating, jet-skiing, paddle boarding, water skiing or just observing nature. If you're looking for a "cookie-cutter" home, look elsewhere, this fabulous split bedroom floor plan is loaded with sensible storage, beautiful solid wood 6-panel doors, a floor-to-ceiling fireplace, great entertaining space, a screen enclosed inground pool with rock water feature, plenty of space around the pool for outdoor fun. The large kitchen has custom cabinetry and upgraded appliances. An indulgent master suite and formal dining room with plantation shutters. Beautiful floors enhance the home as well. Excellent seminole county schools and convenient to downtown winter park, winter springs, oviedo, university of central florida, full sail university, the beach, airport, cruise ports and area attractions via state road 417! Don't delay, schedule your private showing of this one-of-a-kind home today! less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$879,456
$3,258/mo
Monthly Payment:
$3,258
Principal & Interest:
$3,258
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $175,891 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,174sq ft $277 / sq ft SFR
Lot Size6,868sq ft Built2015 On Site25days
New Construction Meridian Homes 3 story charmer with lots of space and character with designer finishes throughout . This 4 bedroom 3.5 bath home has nearly 3200 sf and on... more
New Construction Meridian Homes 3 story charmer with lots of space and character with designer finishes throughout . This 4 bedroom 3.5 bath home has nearly 3200 sf and on cobblestone Winter Park street with beautiful trees and landscaping. Beautiful front porch leads you into foyer with creative wood working to add interest. Open kitchen family, great room layout and open to dining with formal living/office/den space. Covered porch for outdoor living and entertaining and spectacular kitchen with wet bar. Generous island in kitchen seats 6 with banquet style eat-in table with custom lighting package. The kitchen has great counter space, light and bright custom cabinet design, Viking Stainless Appliances, gas stove top, quartz counters, custom tile back splash and generous island. Kitchen is open to living room and dining room which overlooks covered porch to pool. Hardwood floors on first floor and stairs, as well as master suite, carpet in secondary beds and tile in wet areas. Mudroom/drop zone and great closets to keep house organized. Inviting cobblestone entry and back covered porch bricked. Professionally landscaped to nestle this home in and make it a private retreat. This home has so much charm with 3rd floor bonus room with full bath and great space. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$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
Orange County School District
3bed 2bath 1,535sq ft $124 / sq ft SFR
Lot Size9,020sq ft Built1981 On Site26days
This amazing 3 bedroom, 2 bath home is in move-in condition. Fresh painted interior walls and new installed carpet in all the bedrooms are just few of the new features of this... more
This amazing 3 bedroom, 2 bath home is in move-in condition. Fresh painted interior walls and new installed carpet in all the bedrooms are just few of the new features of this home. Other great features include extensive ceramic tile, fireplace in living room, family room off the kitchen, 2-car garage & 2 screened porches on a corner lot! This beautiful home has ceramic tile throughout the common areas with a fireplace in the living room; the kitchen is spacious and has lots of storage cabinets. You will also love screened porch on the front entrance for early morning coffee and reflection. Welcome Home! This is a Fannie Mae Homepath property! All information recorded in the MLS is intended to be accurate but cannot be guaranteed, buyer advised to verify. less
Listing Provided Courtesy of Keller Williams Advantage 2
Popularity
$375,000
$1,389/mo
Monthly Payment:
$1,389
Principal & Interest:
$1,389
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $75,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 2,277sq ft $165 / sq ft SFR
Lot Size14,900sq ft Built1979 On Site26days
**Traditional Sale** Amazing renovation opportunity with a great Winter Park location. This charming home has 3 bedrooms, 2 bathrooms and a large lot: 1/3 of an acre! Features... more
**Traditional Sale** Amazing renovation opportunity with a great Winter Park location. This charming home has 3 bedrooms, 2 bathrooms and a large lot: 1/3 of an acre! Features include a wood-burning fireplace, a large enclosed sunroom, and an over-sized 2 car garage. Solid concrete block construction and over 2200 Sq Ft of living space. It is located on a very small private street. This home is walking distance to the East End Market. Nearby amenities include Leu Gardens, Lake Sue, Rollins College, Parks, Restaurants, Shopping, Attractions and more. This home comes with a 1 year home warranty courtesy of the seller. Be sure to watch the video for remodel renders and designs. Schedule your private showing today and come make this house your own. less
Listing Provided Courtesy of Watson Realty Corp
Popularity
$799,000
$2,960/mo
Monthly Payment:
$2,960
Principal & Interest:
$2,960
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $159,800 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size15,107sq ft BuiltN/A On Site26days
Come build your Winter Park estate on this .35 acre oversized lot. Located on McKean Circle "point". Newer finished large pool makes a great starting point for your architect to... more
Come build your Winter Park estate on this .35 acre oversized lot. Located on McKean Circle "point". Newer finished large pool makes a great starting point for your architect to design around. Enjoy all the amenities of Winter Park with a 3 block stroll to Park Ave. Call today! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$799,000
$2,960/mo
Monthly Payment:
$2,960
Principal & Interest:
$2,960
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $159,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,388sq ft $335 / sq ft SFR
Lot Size15,107sq ft Built1956 On Site26days
The most fabulous location in Winter Park! Re-model this spacious home with your own designer or tear down and start new on this oversized .35 acre site. Enjoy all the amenities... more
The most fabulous location in Winter Park! Re-model this spacious home with your own designer or tear down and start new on this oversized .35 acre site. Enjoy all the amenities of downtown Winter Park - a 3 block walk to Park Ave. Large pool is newly re-surfaced. Home has tremendous potential to expand with this end/corner location. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
3 4 5 6 7 8 9 10 11 ... 16 26
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: Monday, July 6, 2015 at 1:48 PM