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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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$650,000
$2,408/mo
Monthly Payment:
$2,408
Principal & Interest:
$2,408
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $130,000 down)
Winter Park, FL 32789
Orange County School District
5bed 3bath 3,231sq ft $201 / sq ft SFR
Lot Size15,974sq ft Built1957 On Site12days
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
Your search results are current and complete. Learn more
$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 Site12days
Open Sun Jan 25, 1pm-4pm
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 Site12days
Open Sat Jan 24, 11am-3pm
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 Site12days
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
$214,500
$794/mo
Monthly Payment:
$794
Principal & Interest:
$794
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $42,900 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
2bed 1bath 1,059sq ft $203 / sq ft SFR
Lot Size6,872sq ft Built1956 On Site12days
Winter Park JEM. House totally updated as Brand New. New Electrical wiring, Panel and Fixtures. New Plumbing lines and fixtures through entire house. New Air-conditioning system... more
Winter Park JEM. House totally updated as Brand New. New Electrical wiring, Panel and Fixtures. New Plumbing lines and fixtures through entire house. New Air-conditioning system and New Duct-work!! Super Location! 700K homes getting built few doors down. Beautiful and large fenced in back yard. For a small home, the layout offers so so much. Dinning, Den, Open floor plan, A Must See. The perfect starter home. less
Listing Provided Courtesy of Usrealty.com Llp
Popularity
$59,900
$221/mo
Monthly Payment:
$221
Principal & Interest:
$221
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $11,980 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 749sq ft $80 / sq ft CND
Lot Size3,258sq ft Built1984 On Site12days
Calling all investors-tenant occupied and in lease agreement until june 30, 2015. Contact listing agent for more details. Great opportunity to acquire an upstairs unit with... more
Calling all investors-tenant occupied and in lease agreement until june 30, 2015. Contact listing agent for more details. Great opportunity to acquire an upstairs unit with vaulted ceilings in a quaint community of 168 condos with a beautiful pool and private hot tub. Conveniently located across the street from chili's restaurant & full sail school off of 436 (semoran blvd.) or a quick drive to rollins college, ucf or valencia community college. All of the units are located on a corner with their own private entrance and screened in patio. All appliances are included even the full size washer and dryer! Not a foreclosure and sale would need to be a cash deal....Call today! less
Listing Provided Courtesy of Absolute Realty Group, Inc.
Popularity
$929,000
$3,441/mo
Monthly Payment:
$3,441
Principal & Interest:
$3,441
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $185,800 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 2,006sq ft $463 / sq ft CND
Lot Size2.8acre Built1960 On Site12days
Beautifully updated in 2012 .... LAKEFRONT ..... with 2 bedrooms 2 baths ...... BOAT SLIP ...... Plus Private Deeded Storage Room and one Parking space in the Underground Garage... more
Beautifully updated in 2012 .... LAKEFRONT ..... with 2 bedrooms 2 baths ...... BOAT SLIP ...... Plus Private Deeded Storage Room and one Parking space in the Underground Garage with access via Elevator to the 2nd floor. Stunning view of Lake Osceola from the Living Room, Dining area and Breakfast room. Large Master Bedroom with separate Office area and walk-in-closet. Both baths completely renovated with gorgeous showers and marble counter tops ...... 2nd Bedroom with alcove/sitting area. Private but DOWNTOWN ...... 2 Blocks to Park Avenue. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$949,000
$4,039/mo
Monthly Payment:
$4,039
Principal & Interest:
$3,515
HOA Dues:
$524
(Based on a 30 year fixed loan at 3.75% with $189,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,903sq ft $499 / sq ft TWN
Lot SizeN/Asq ft Built1971 On Site13days
Open Sun Jan 25, 1pm-4pm
Looking for a “Lock and Leave” lifestyle? Want to stroll to Park Ave for dinner? Enjoy grilling dinner on your private back patio or relaxing pool side? Welcome... more
Looking for a “Lock and Leave” lifestyle? Want to stroll to Park Ave for dinner? Enjoy grilling dinner on your private back patio or relaxing pool side? Welcome home! This luxurious end-unit townhome has been renovated down to the studs and reconstructed with the finest materials and décor. The floor plan is ideal for entertaining with an open kitchen that extends into the built-in dining area. Beautiful Brazilian cherry wood floors sprawl throughout the entire home. The upstairs master suite includes Venetian plaster walls, a large shower with multiple heads, double sink vanities, a separate water closet, and a multi-million dollar view off the brick balcony. Many upgrades in this elegant townhome include: spray foam insulation for high energy efficiency, tankless gas water heater, insulated windows, surround sound speakers, individual plumbing valves for each water supply, and electronic custom shades. The detailed millwork includes built-in cabinets around the fireplace and mantel, built-in bench seating, custom interior solid wood doors, and the 5’ floor molding in each room. The 3rd bedroom is currently used as an office and utility room. Two large floored attic areas are perfect for storage. This townhome is the only one that includes a deeded carport, in addition to the garage wrapped in custom storage systems. The community has a large swimming pool for laps or lounging. If you’re looking for easy-condo living, but want more privacy, there is no other place like this in town! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$974,400
$3,610/mo
Monthly Payment:
$3,610
Principal & Interest:
$3,610
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $194,880 down)
Winter Park, FL 32789
Orange County School District
6bed 5bath 3,480sq ft $280 / sq ft SFR
Lot Size9,599sq ft Built2015 On Site13days
New home construction in winter park!! This beautiful custom home features 5 or 6 bedroom's , which includes a guest suite on the first floor along with the master bedroom. 4... more
New home construction in winter park!! This beautiful custom home features 5 or 6 bedroom's , which includes a guest suite on the first floor along with the master bedroom. 4 and a half bathrooms. The master bath offers a steam shower, free standing tub with a in ceiling tub filler. This open floor plan lives even larger with the outdoor patio area and the included pool!! If you hurry you could still choose to add your out door kitchen option! Estimated completion is on, or before 3/30/2015. less
Listing Provided Courtesy of Re/max Park Avenue
Popularity
$59,000
$418/mo
Monthly Payment:
$418
Principal & Interest:
$218
HOA Dues:
$200
(Based on a 30 year fixed loan at 3.75% with $11,800 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,072sq ft $55 / sq ft CND
Lot Size6.0acre Built1969 On Site13days
Super 2 bed 2 bath condo. New Ceramic tile, new paint, new wood laminate in the bedrooms, new appliances.. You don't want to miss this one. All it needs now is a new owner.... more
Super 2 bed 2 bath condo. New Ceramic tile, new paint, new wood laminate in the bedrooms, new appliances.. You don't want to miss this one. All it needs now is a new owner. Great value for the money!! less
Listing Provided Courtesy of Perfect Fit Properties
Popularity
$285,000
$1,055/mo
Monthly Payment:
$1,055
Principal & Interest:
$1,055
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $57,000 down)
Winter Park, FL 32792
Orange County School District
4bed 2bath 1,866sq ft $153 / sq ft SFR
Lot Size10,146sq ft Built1967 On Site13days
Winter Park schools and minutes from Winter Park Hospital. Beautiful large pool with screen enclosure. Nice open floor plan. Home has not been updated. Tenants are on a month to... more
Winter Park schools and minutes from Winter Park Hospital. Beautiful large pool with screen enclosure. Nice open floor plan. Home has not been updated. Tenants are on a month to month lease. less
Listing Provided Courtesy of Kumba Realty
Popularity
$698,000
$2,586/mo
Monthly Payment:
$2,586
Principal & Interest:
$2,586
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $139,600 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 3,000sq ft $233 / sq ft SFR
Lot Size11,527sq ft Built1956 On Site13days
A 2004 renovated pool home located on a neighbor-friendly, beautifully tree lined Winter Park street. Features include a spacious gourmet kitchen...granite counters, sub zero... more
A 2004 renovated pool home located on a neighbor-friendly, beautifully tree lined Winter Park street. Features include a spacious gourmet kitchen...granite counters, sub zero refrigerator, gas range, 2 Wolf convection ovens, Bosch dishwasher, walk-in pantry, vegetable sink, granite island to seat six, plus much more. The 16 x 19 dining room with dry bar buffet can easily accommodate family or any holidays gatherings. This home offers incredible outdoor relaxation opportunities with a screened patio and pool-spa. The pool has a premium control system salt water chlorinator, swim jets, waterfall, heated spa, all surrounded by lush Florida gardens. Additional features to note: laundry room, two 50 gallon hot water heaters, Swedish Kahrs hardwoods, carpet, travertine flooring, fireplace. Located in the top-rated Winter Park school district and just minutes to Park Avenue, fine restaurants, museums, YMCA, recreational parks! less
Listing Provided Courtesy of The Sheridan Network.com
Popularity
$209,000
$805/mo
Monthly Payment:
$805
Principal & Interest:
$774
HOA Dues:
$31
(Based on a 30 year fixed loan at 3.75% with $41,800 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,647sq ft $127 / sq ft SFR
Lot Size7,330sq ft Built1990 On Site13days
Modern 3 bedroom 2 bath split plan in beautiful Winter Park. This house features a state of the art kitchen with granite counter tops. The kitchen has the best of cabinetry and... more
Modern 3 bedroom 2 bath split plan in beautiful Winter Park. This house features a state of the art kitchen with granite counter tops. The kitchen has the best of cabinetry and eating space for your breakfast or dinner. The bathrooms are all with neutral granite counter tops and amazing decor. The large master bedroom has walk in closets and large bathroom with shower and tub. The second bedroom comes with a high end Murphy bed with tile flooring. The second and third bedrooms are larger then normal size rooms. You will enjoy your fireplace located in the family room. Fabulous brick fireplace gives this home a warm feeling. The family room flooring has beautiful wood flooring and high ceilings. The formal living room features hard wood flooring and eloquent decor. The house is beautifully painted with hard surface flooring, and vaulted ceilings throughout. The spacious screened patio overlooking a fenced backyard and with mature landscaping. Every room in the house is beautiful decorated. Located near the end of a quiet, cul-de-sac street in a family-friendly neighborhood. This home is move in ready. less
Listing Provided Courtesy of Re/max Assured
Popularity
$129,900
$481/mo
Monthly Payment:
$481
Principal & Interest:
$481
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $25,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,440sq ft $90 / sq ft SFR
Lot Size24,839sq ft Built1984 On Site13days
Great location! Excellent income opportunity. This home is located on a secluded large lot, yet close to everything including all of the area colleges. With no HOA and multiple... more
Great location! Excellent income opportunity. This home is located on a secluded large lot, yet close to everything including all of the area colleges. With no HOA and multiple bedrooms, this one could be a money maker! Hurry it won't last long, submit your offer today! less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$84,900
$524/mo
Monthly Payment:
$524
Principal & Interest:
$314
HOA Dues:
$210
(Based on a 30 year fixed loan at 3.75% with $16,980 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 851sq ft $100 / sq ft CND
Lot Size4,347sq ft Built1969 On Site13days
Property located on 2nd floor.
Property located on 2nd floor. less
Listing Provided Courtesy of James Taylor
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
Content provided and owned by Coldwell Banker Residential Real Estate.
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Data last updated: Saturday, January 24, 2015 at 2:05 PM