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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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$181,500
$672/mo
Monthly Payment:
$672
Principal & Interest:
$672
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $36,300 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 3bath 1,884sq ft $96 / sq ft SFR
Lot Size10,701sq ft Built1977 On Site41days
Charming 4 bedroom, 3 bath home with a mother-in-law suite is great for the family. This home has a beautiful brick exterior as well as a brick fireplace in the family room. The... more
Charming 4 bedroom, 3 bath home with a mother-in-law suite is great for the family. This home has a beautiful brick exterior as well as a brick fireplace in the family room. The kitchen features all the appliances, and lots of cabinets for all your kitchen storage needs. Bedrooms are oversized. And the backyard is surrounded by a privacy fence, making it a great place for those family bar-b-ques. This home is close to local schools, shopping, entertainment and access to major roadways. This is a Fannie Mae HomePath property. less
Listing Provided Courtesy of Freda Realty, Inc.
Popularity
We show you every available listing. Here's how
$829,000
$3,071/mo
Monthly Payment:
$3,071
Principal & Interest:
$3,071
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $165,800 down)
Winter Park, FL 32792
Seminole County School District
5bed 5bath 4,288sq ft $193 / sq ft SFR
Lot Size32,200sq ft Built1978 On Site41days
This beautiful home features panoramic views of the 166 acres private-skiing Bear Gully Lake. It is privately gated with amenities including beach volleyball court, tropical... more
This beautiful home features panoramic views of the 166 acres private-skiing Bear Gully Lake. It is privately gated with amenities including beach volleyball court, tropical landscape, enclosed pool, putting green and private boat dock. 5 Bedroom 5 bathroom in Winter Park less
Listing Provided Courtesy of Ameriteam Realty, Inc.
Popularity
$349,000
$1,751/mo
Monthly Payment:
$1,751
Principal & Interest:
$1,293
HOA Dues:
$458
(Based on a 30 year fixed loan at 3.75% with $69,800 down)
Winter Park, FL 32789
2bed 2bath 1,057sq ft $330 / sq ft CND
Lot Size1.1acre Built1971 On Site43days
Wonderful condo in quiet Winterset only a block off Park Avenue! Light and bright 4th floor with 2 bedrooms + 2 bathrooms. Features include wood floors & crown molding, assigned... more
Wonderful condo in quiet Winterset only a block off Park Avenue! Light and bright 4th floor with 2 bedrooms + 2 bathrooms. Features include wood floors & crown molding, assigned covered parking and beautiful newly refinished community pool with large deck. Laundry on each floor plus individual storage unit near laundry. No rentals or pets allowed in this community. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$825,000
$3,220/mo
Monthly Payment:
$3,220
Principal & Interest:
$3,056
HOA Dues:
$164
(Based on a 30 year fixed loan at 3.75% with $165,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,457sq ft $239 / sq ft SFR
Lot Size8,163sq ft Built2007 On Site44days
Must see-2006 Rex-Tibbs Mediterranean w/ many upgrades on private cul-de-sac lot, hardwood floors, stone, slate & granite, Hurd windows, fabulous chef's kitchen, expansive... more
Must see-2006 Rex-Tibbs Mediterranean w/ many upgrades on private cul-de-sac lot, hardwood floors, stone, slate & granite, Hurd windows, fabulous chef's kitchen, expansive family room w/ fireplace, office, bonus/game room, mud room, bright-open plan, covered porch. This gorgeous Mediterranean style Home features 4BR with 3 l/2 Baths plus Bonus Room. This lovely home has a fantastic Chef's Kitchen with granite counters, wood cabinets, wood flooring and a large island. Kitchen overlooks the family room featuring a stunning wood burning fireplace, wine bar and distressed built in wood bookshelves. French doors open from the Family Room to the oversize pavered patio with a spa and a very private yard. Utility Room/Mud Room has extra built in cabinets for extra storage. This is a designer's Dream Home. The home has been professionally decorated with beautiful decorator paint, custom draperies, upgraded lighting throughout and so much more. Master Suite is located on the first floor of this home with a large elegant master bath complete with His and Hers vanities, custom cabinets, travertine tile. Home is on a cul-de-sac with a location convenient to all that fabulous Winter Park has to offer. Walking distance to Winter Park Village, a short ride to Park Avenue and zoned for Top Rated Orange County Schools. Call today to schedule your private showing! less
Listing Provided Courtesy of Keller Williams Heritage Rlty
Popularity
$99,000
$366/mo
Monthly Payment:
$366
Principal & Interest:
$366
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $19,800 down)
Winter Park, FL 32789
1bed 1bath 658sq ft $150 / sq ft CND
Lot Size13,119sq ft Built1967 On Site44days
Renovated Condo ~ With Entrance Foyer, Living Room, Dining Room & Kitchen all creating one large room ~ Plus spacious screened porch balcony overlooking quiet courtyard and MEAD... more
Renovated Condo ~ With Entrance Foyer, Living Room, Dining Room & Kitchen all creating one large room ~ Plus spacious screened porch balcony overlooking quiet courtyard and MEAD BOTANICAL GARDENS. New lighting, 4 ceiling fans, new appliances. Corner unit ~ Reserved parking place @ front door. 1 mile to Park Ave., Rollins, Restaurants, Orlando Art Museum, Science Center, Florida Hospital, Sunrail & I-4 access. Tenant requests "prior day notice" for showing. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$239,200
$886/mo
Monthly Payment:
$886
Principal & Interest:
$886
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $47,840 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,277sq ft $187 / sq ft SFR
Lot Size9,589sq ft Built1958 On Site44days
Price reduced!!!!Remodeled home in the city of winter park offers 3 bedrooms, 2 full bathrooms and huge fenced yard. This lovely homes is built of sold block construction and... more
Price reduced!!!!Remodeled home in the city of winter park offers 3 bedrooms, 2 full bathrooms and huge fenced yard. This lovely homes is built of sold block construction and has cathedral ceilings, new carpeting throughout, tile in wet areas, formal dining room and living room. Kitchen offers glass top cook stove, newer cabinets and appliances and counter bar seating open to the dining room. The kitchen window and carport glass door leading into the kitchen offers light and views of the back yard. Walking distance to great schools ymca, shopping, hospital and shopping! call today for a private showing. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$82,500
$605/mo
Monthly Payment:
$605
Principal & Interest:
$305
HOA Dues:
$300
(Based on a 30 year fixed loan at 3.75% with $16,500 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,365sq ft $60 / sq ft CND
Lot Size6.7acre Built1974 On Site44days
You have to see this beautifully renovated 2 bed 1&1/2 bath townhome/condo close to FULL SAIL and University of Central Florida! Wrought iron front screen door welcomes you... more
You have to see this beautifully renovated 2 bed 1&1/2 bath townhome/condo close to FULL SAIL and University of Central Florida! Wrought iron front screen door welcomes you home. This cream puff has a brand new carpet throughout and ceramic tile in the kitchen and bathrooms, stainless appliances, granite counter tops, eat-in kitchen and 9 1/2 x 14 foot private screened porch off the extra large living room. Step out back and enjoy some private outdoor time, add a fire pit and plant a garden in your fenced in back patio that measures 10 x 27 feet. Inside laundry room and storage under the stairs. There are 2 large bedrooms upstairs that share a full bath. The master bedroom has a 5 x 14 foot screened room overlooking the lawn. There is a 1-car carport to park your car, a front patio with pavers, and a utility closet for extra storage. Don't forget to check out the community pool located by the lake where you can walk your dog and feed the ducks. Don't miss out on seeing this one! The water heater is less than 2 years old, the AC is services regularly, and the appliances are about 2 years old. Downtown Orlando is just minutes away. less
Listing Provided Courtesy of Florida Int'nl Real Estate Llc
Popularity
$49,999
$391/mo
Monthly Payment:
$391
Principal & Interest:
$185
HOA Dues:
$206
(Based on a 30 year fixed loan at 3.75% with $10,000 down)
Winter Park, FL 32792
Golfside
1bed 1bath 735sq ft $68 / sq ft CND
Lot Size6.0acre Built1969 On Site44days
Awesome investment opportunity! Tenant in place until 2/2016 with renewable 1 year lease after that!!!! Perfect ground floor condo, freshly painted and with plenty of elbow... more
Awesome investment opportunity! Tenant in place until 2/2016 with renewable 1 year lease after that!!!! Perfect ground floor condo, freshly painted and with plenty of elbow room. Located in Winter Park, near Full Sail! less
Listing Provided Courtesy of Exit Real Estate Results
Popularity
$485,000
$1,796/mo
Monthly Payment:
$1,796
Principal & Interest:
$1,796
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $97,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,822sq ft $266 / sq ft TWN
Lot Size11,000sq ft Built2014 On Site45days
Beautiful Mediterranean style WINTER PARK town home with a traditional interior touch that you will fall in love with! As you enter onto the COBBLESTONE DRIVEWAY, you'll... more
Beautiful Mediterranean style WINTER PARK town home with a traditional interior touch that you will fall in love with! As you enter onto the COBBLESTONE DRIVEWAY, you'll immediately notice the impressive architectural details of the windows, doors, and garage doors. As you enter the home, notice the exquisite WOOD FLOORS throughout the first floor in this OPEN floor plan. As you enter the kitchen, LG ENERGY STAR appliances, WOOD CABINETS, and GRANITE COUNTER TOPS await you. OIL BRONZED FIXTURES, CROWN MOLDING, UPGRADED LIGHT FIXTURES and CEILING FANS adorn this home throughout. The second floor SPLIT PLAN, is equally as impressive with great sized rooms, and a MASTER BEDROOM with TRAY CEILING. The spa like master bathroom offers a masterful designed shower with THERAPEUTIC PEBBLE STONE FLOORING. For those energy cautious buyers, THERMAL INSULATED WINDOWS and FOAM INSULATED WALLS/ATTIC will not only contribute to lower heating and cooling costs, but a quieter home. Located across from AZALEA LANE Community Center, and in between Pennsylvania Avenue and Orange Avenue making access to all that's happening in DOWNTOWN WINTER PARK and PARK AVENUE a breeze. Whether you interested in Dining, Shopping, Business, A-Schools, or Night Life, you'll find it all at this location. This Winter Park RARE gem, will not be on the market long at this asking price, and NO HOA fees! So, book your showing quickly before it's gone! LIMITED HOME WARRANTY INCLUDED. less
Listing Provided Courtesy of Estates Homes Sales & Rentals
Popularity
$145,000
$537/mo
Monthly Payment:
$537
Principal & Interest:
$537
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $29,000 down)
Winter Park, FL 32792
2bed 2bath 1,004sq ft $144 / sq ft CND
Lot Size1.7acre Built1985 On Site45days
Gorgeous 2/2 condo at the gallery on a tranquil pond, ground floor, recently painted, new carpet, new kitchen cabinets and appliances, screened porch with increditble water... more
Gorgeous 2/2 condo at the gallery on a tranquil pond, ground floor, recently painted, new carpet, new kitchen cabinets and appliances, screened porch with increditble water view. Convenient to shopping (walking to publix) nearby restaurants and minutes to park ave. The community has a pool, tennis courts, and a gate out the back for residents only for ease of access to condo. Condo living at its best! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$209,000
$774/mo
Monthly Payment:
$774
Principal & Interest:
$774
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $41,800 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,868sq ft $112 / sq ft SFR
Lot Size1.3acre Built1961 On Site45days
This 3 bedroom 2 bath ranch home is located in Winter Park on @ 1 acre of land with no HOA. Close to Aloma Ave., 417, UCF, and Airport. This home has great Seminole County... more
This 3 bedroom 2 bath ranch home is located in Winter Park on @ 1 acre of land with no HOA. Close to Aloma Ave., 417, UCF, and Airport. This home has great Seminole County Schools, is close to shopping, entertainment and is less than 1/2 mile to the Seminole County Trail. It includes a 3 CAR GARAGE, NEW ROOF 2006, NEW TRANE 5 TON AC/HEATING SYSTEM 2011, NEW WINDOWS, NEW DOORS, NEW BATHROOMS, NEW HOT WATER HEATER 2014, 2 NEW SKYLIGHTS, 2 NEW SCREENED PORCHES, NEW BUILT IN OVEN, NEW PVC SEPTIC SYSTEM, NEW WATER SOFTENER/TREATMENT SYSTEM (excellent water). The home also has a very cool indoor propane gas BBQ. The heart of the home is the Cathedral/Vaulted Tongue and Grove solid beam ceilings in kitchen and living room, Red Oak Hardwood floors, pine log siding interior with log support beams and raised red brick fireplace with log mantle and Pacific High efficiency wood burning insert that can heat the entire home on those cold winter nights. The property is partially fenced and sits along a small canal. The back of the property extends into a forest of trees so no rear neighbors. Third bedroom meets egress requirements but does not have a closet. Owner added an armoire but used this space primarily as a home office. Additional office space is available in garage with AC. Garage attic storage. Come see this home today. less
Listing Provided Courtesy of Keller Williams Heritage Rlty
Popularity
$639,000
$2,367/mo
Monthly Payment:
$2,367
Principal & Interest:
$2,367
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $127,800 down)
Winter Park, FL 32789
Orange County School District
5bed 3bath 3,231sq ft $198 / sq ft SFR
Lot Size15,974sq ft Built1957 On Site46days
Highly desirable Timberlane Shores! Spacious 5 bedroom 3 bathroom pool home on a corner lot located in the heart of Winter Park. Recent upgrades include: New hot water heater, 2... more
Highly desirable Timberlane Shores! Spacious 5 bedroom 3 bathroom pool home on a corner lot located in the heart of Winter Park. Recent upgrades include: New hot water heater, 2 new high-efficiency AC systems, new electrical service panel, new insulation throughout, air conditioning duct-work has been replaced, and the home has also been re-piped. Take advantage of this excellent opportunity! less
Listing Provided Courtesy of Brec Properties Inc
Popularity
$1,389,000
$5,146/mo
Monthly Payment:
$5,146
Principal & Interest:
$5,146
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $277,800 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 4,000sq ft $347 / sq ft SFR
Lot Size12,756sq ft Built2015 On Site46days
Stunning brand new Gallimore construction in prime Via location! This gorgeous home boasts top of the line finishes throughout including hand scraped wood floors, crown molding,... more
Stunning brand new Gallimore construction in prime Via location! This gorgeous home boasts top of the line finishes throughout including hand scraped wood floors, crown molding, built-ins and granite. Private downstairs master suite features large master bath, Jacuzzi tub and 2 walk in closets. 2 additional bedroom suites downstairs plus 2 bedrooms/1 bath and bonus room upstairs. Gourmet kitchen with huge island, abundant storage & large walk in pantry. Kitchen opens to family room with gas fireplace, large breakfast room or bonus room and covered patio with beamed cypress ceilings. Swimming pool + hot tub, summer kitchen and outside pool bath, plus circular drive, 2 car garage + additional separate 1 car garage, 2 AC’s. "A" rated schools include Dommerich Elementary, Maitland Middle, and WPHS. Show and SELL, this house will not last long!!!!! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$485,000
$1,796/mo
Monthly Payment:
$1,796
Principal & Interest:
$1,796
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $97,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,777sq ft $273 / sq ft TWN
Lot Size11,000sq ft Built2014 On Site46days
Beautiful Mediterranean style WINTER PARK town home with a traditional interior touch that you will fall in love with! As you enter onto the COBBLESTONE DRIVEWAY, you'll... more
Beautiful Mediterranean style WINTER PARK town home with a traditional interior touch that you will fall in love with! As you enter onto the COBBLESTONE DRIVEWAY, you'll immediately notice the impressive architectural details of the windows, doors, and garage doors. As you enter the home, notice the exquisite WOOD FLOORS throughout the first floor in this OPEN floor plan. As you enter the kitchen, LG ENERGY STAR appliances, WOOD CABINETS, and GRANITE COUNTER TOPS await you. OIL BRONZED FIXTURES, CROWN MOLDING, UPGRADED LIGHT FIXTURES and CEILING FANS adorn this home throughout. The second floor SPLIT PLAN, is equally as impressive with great sized rooms, and a MASTER BEDROOM with TRAY CEILING. The spa like master bathroom offers a masterful designed shower with THERAPEUTIC PEBBLE STONE FLOORING. For those energy cautious buyers, THERMAL INSULATED WINDOWS and FOAM INSULATED WALLS/ATTIC will not only contribute to lower heating and cooling costs, but a quieter home. Located across from AZALEA LANE Community Center, and in between Pennsylvania Avenue and Orange Avenue making access to all that's happening in DOWNTOWN WINTER PARK and PARK AVENUE a breeze. Whether you interested in Dining, Shopping, Business, A-Schools, or Night Life, you'll find it all at this location. This Winter Park RARE gem, will not be on the market long at this asking price, and NO HOA fees! So, book your showing quickly before it's gone! LIMITED HOME WARRANTY INCLUDED. less
Listing Provided Courtesy of Estates Homes Sales & Rentals
Popularity
$299,000
$1,107/mo
Monthly Payment:
$1,107
Principal & Interest:
$1,107
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $59,800 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 2,034sq ft $147 / sq ft SFR
Lot Size6,431sq ft Built1950 On Site46days
Location! Location! Location! This 4/2 multifamily home is located in the heart of Winter Park. Nestled between Park Avenue and the Winter Park Village. Near to fine dining and... more
Location! Location! Location! This 4/2 multifamily home is located in the heart of Winter Park. Nestled between Park Avenue and the Winter Park Village. Near to fine dining and shopping . The front of the home includes 3 bedrooms and 1 bath. The rear of the home has its own entry and remaining bedroom, bath and kitchen. less
Listing Provided Courtesy of Olde Town Brokers Inc
Popularity
7 8 9 10 11 12 13 14 15 ... 20
ZipRealty helps you find current homes for sale in Winter Park, FL. We show up to 30% more MLS listings than other websites, including new homes for sale, condos for sale, townhomes for sale, foreclosed homes for sale and land for sale. Set up your unique Winter Park real estate search criteria to see results that match what you're looking for. Explore maps, photos, schools and more to get an idea of what your life would be like in a new neighborhood. Find a local Winter Park real estate agent to work with by reading realtor reviews left by buyers and sellers like you. If you want to know what your home is worth, you can instantly view home values for any address by visiting our Seller Center. If you're planning to sell your home, you can also see how much similar homes are selling for in Winter Park to get an idea of how to price your home.
Local real estate services provided by:
Coldwell Banker Residential Real Estate
Coldwell Banker Residential Real Estate
5951 Cattleridge Ave
Sarasota, FL 34232
844-662-5638
Content provided and owned by Coldwell Banker Residential Real Estate.
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The information being provided by Mid Florida Regional MLS 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 MLS. 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 MLS. 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 MLS 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 MLS. All rights reserved.

Data last updated: Friday, February 27, 2015 at 5:05 AM