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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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$885,000
$3,153/mo
Monthly Payment:
$3,153
Principal & Interest:
$3,132
HOA Dues:
$21
(Based on a 30 year fixed loan at 3.38% with $177,000 down)
Winter Park, FL 32792
Goldenrod Orange County School District
4bed 5bath 5,329sq ft $166 / sq ft SFR
Lot Size25,253sq ft Built1984 On Site156days
Click Virtual Tour Button for 3D. Fabulous lakefront opportunity in Winter Park! This stunning custom-built pool home, which sits on private spring-fed Lake Waunatta, offers... more
Click Virtual Tour Button for 3D. 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 & a spacious floor plan with over 5,000 sf for entertaining & family living. Almost every room of this four bedroom, four & one half bath home offers spectacular views of the pool & lake. First floor includes a gracious formal living room & 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 FANNIE HILLMAN & ASSOCIATES
Popularity
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$652,000
$2,336/mo
Monthly Payment:
$2,336
Principal & Interest:
$2,307
HOA Dues:
$29
(Based on a 30 year fixed loan at 3.38% with $130,400 down)
Winter Park, FL 32792
Seminole County School District
5bed 4bath 3,319sq ft $196 / sq ft SFR
Lot Size1.2acre Built1986 On Site162days
Custom-Built Lakefront home in Pelican Bay Subdivision. Every room in the house has a view of the lake. Kitchen renovated in 2013, California style home with an open floor plan.... more
Custom-Built Lakefront home in Pelican Bay Subdivision. Every room in the house has a view of the lake. Kitchen renovated in 2013, California style home with an open floor plan. Kitchen features large pantry, wall oven and microwave, island with down-draft Jenn-Aire glass cooktop and bar sink. A garden window over the sink shows off the DuPont Quartzite countertops. Entry, kitchen, dining, laundry, workspace in the garage are all Mexican tile floors. The sunken living room, also open to the kitchen, has a view of the lake, a working fireplace, and a cathedral ceiling. Bonus room is just beyond the dining area, with pecky cypress paneling and mirrored closet doors that show off yet another view of the lake. The Master Suite is to the left of the entry with a view of the lake just beyond the spa on the porch Sporting a second working fireplace, the Master Suite is a private retreat for the homeowners. A separate wing encloses the his and her closets, with a private spa jacuzzi tub and separate shower, dual vanity, and a closeted toilet. Upstairs there are two bedrooms that share a bath, a second master bedroom with its own split bathroom and vanity sink with linen closet. Two bonus closets provide additional storage. Screened porch across the back of the house adds outdoor sitting space. The lake wall was replaced in (2013) as were both Central air units. A 65 foot dock can be used for fishing or tying up a boat. The dock is surfaced with low maintenance, long lasting Trex Composite Decking. less
Listing Provided Courtesy of LIVE FLORIDA REALTY
Popularity
$889,900
$3,370/mo
Monthly Payment:
$3,370
Principal & Interest:
$3,149
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.38% with $177,980 down)
Winter Park, FL 32789
Windsong Orange County School District
5bed 5bath 3,110sq ft $286 / sq ft SFR
Lot Size8,022sq ft Built2001 On Site162days
***Click the virtual tour icon above to watch the drone video!!!*** This classic Windsong home has been fully renovated and is ready to move in! Hard to find 5 bedroom/ 5 bath... more
***Click the virtual tour icon above to watch the drone video!!!*** This classic Windsong home has been fully renovated and is ready to move in! Hard to find 5 bedroom/ 5 bath home with a sparkling pool. Every single system in this house has been replaced , new HVAC, new Gas water heater and new electrical. The kitchen features a new stainless steel French door refrigerator, a 6 burner gas cook top and a microwave wall oven combination. The great room boasts a cozy gas fireplace with a floor to ceiling stacked stone wall. The master suite has a large walk in closet with a custom closet system and dual vanities. There is a second guest bedroom downstairs with an en suite bath. Upstairs has 3 bedrooms all with en suite baths and a large playroom for the whole family to enjoy. This house also has been installed with "smart home" technology that will run your lighting, security and HVAC systems and much more at the touch of a button. The pool area has a beautiful travertine deck and is very private with lush, mature landscaping Come see this amazing like- new home and make it yours today! less
Listing Provided Courtesy of COLEDEV REAL ESTATE LLC
Popularity
$180,000
$637/mo
Monthly Payment:
$637
Principal & Interest:
$637
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $36,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,084sq ft $166 / sq ft SFR
Lot Size3,443sq ft Built1930 On Site163days
Investor special! Beautiful tree lined street in walking distance to Hannibal Square, Sunrail Station, Park Avenue and Central Park for neighborhood events. The home is perfect... more
Investor special! Beautiful tree lined street in walking distance to Hannibal Square, Sunrail Station, Park Avenue and Central Park for neighborhood events. The home is perfect for renovation with value being mainly in the land. Good proximity to I-4, downtown Orlando and all major highways. less
Listing Provided Courtesy of KELLER WILLIAMS WINTER PARK
Popularity
$165,000
$1,033/mo
Monthly Payment:
$1,033
Principal & Interest:
$583
HOA Dues:
$450
(Based on a 30 year fixed loan at 3.38% with $33,000 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,287sq ft $128 / sq ft CND
Lot Size21,016sq ft Built1986 On Site163days
Back on the market!! Great condo opportunity in winter park! This charming condo features 3 brs and 2 bas - as well as a private outdoor patio and 2 car attached garage. New... more
Back on the market!! Great condo opportunity in winter park! This charming condo features 3 brs and 2 bas - as well as a private outdoor patio and 2 car attached garage. New laminate flooring in the kitchen, and new carpet in all 3 bedrooms. Kitchen has a spacious eating area and is open to the great room. Master bedroom has sliding doors that lead to the back fenced patio/yard. Winter park pointe features a community pool and a location that is convenient to shopping, dining, recreation facilities, hospital and the ymca. less
Listing Provided Courtesy of SUTTON & SUTTON REALTY, INC.
Popularity
$199,000
$970/mo
Monthly Payment:
$970
Principal & Interest:
$704
HOA Dues:
$266
(Based on a 30 year fixed loan at 3.38% with $39,800 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
2bed 3bath 1,236sq ft $161 / sq ft CND
Lot Size1,431sq ft Built1984 On Site167days
Completely renovated, this two bedroom two and one half bath condo features an open living and dining plan filled with natural light. Character and charm flow throughout this... more
Completely renovated, this two bedroom two and one half bath condo features an open living and dining plan filled with natural light. Character and charm flow throughout this home with a wood burning fireplace, custom trim and baseboard moldings and stunning one-of-a-kind hardwood floors. A brand new kitchen includes maple cabinets, marble countertops and appliances. Sliding glass doors lead out to a screened enclosed patio with New England slate. Mater suite is generous in size with ample storage and closet space. A guest bedroom and full bath complete the home's interior layout. Located in one of Winter Park's most desirable areas, no detail here has been overlooked! Call to schedule your showing today! less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$295,000
$1,784/mo
Monthly Payment:
$1,784
Principal & Interest:
$1,044
HOA Dues:
$740
(Based on a 30 year fixed loan at 3.38% with $59,000 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 2,120sq ft $139 / sq ft CND
Lot Size5,007sq ft Built1964 On Site170days
Reduced another $45000 - best value in winter park! This stunning penthouse is accessed via a keyed elevator. It is the sole unit on the 4th floor and offers maximum privacy,... more
Reduced another $45000 - best value in winter park! This stunning penthouse is accessed via a keyed elevator. It is the sole unit on the 4th floor and offers maximum privacy, serenity and security. Spread over 2,100 sq. Ft. Of living area, the open floor plan features a 54 ft. Great room that is flanked by a 44 ft. Sun room. The window wall of the sun room provides spectacular views of sunsets. The 2 bedroom/2 bath home is move-in ready with new carpet and paint. Other amenities include brazilian cherry flooring, crown moulding, spacious indoor utility room and a dual heat & air system. Winter park gardens condominium is currently accepting buyers under the age of 55. Pets are not allowed. less
Listing Provided Courtesy of WINTER PARK LAND CO.
Popularity
$299,000
$1,058/mo
Monthly Payment:
$1,058
Principal & Interest:
$1,058
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $59,800 down)
Winter Park, FL 32789
Orange County School District
3bed 1bath 1,140sq ft $262 / sq ft SFR
Lot Size8,925sq ft Built1959 On Site170days
What an amazing opportunity to live in or tear down in a wonderful Winter Park neighborhood. This wonderful three bedroom home which is situated on a beautiful corner lot (80 x... more
What an amazing opportunity to live in or tear down in a wonderful Winter Park neighborhood. This wonderful three bedroom home which is situated on a beautiful corner lot (80 x 111) has an updated kitchen, one-car garage and unlimited potential. Also located in the Dommerich School district. Dont miss out on this one. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$1,295,000
$4,582/mo
Monthly Payment:
$4,582
Principal & Interest:
$4,582
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $259,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 3,418sq ft $379 / sq ft SFR
Lot Size10,738sq ft Built2003 On Site174days
For the architecture lover that wants quality and style, this spectacular home was designed in the tradition of the Bauhaus Movement and will exceed your highest expectations.... more
For the architecture lover that wants quality and style, this spectacular home was designed in the tradition of the Bauhaus Movement and will exceed your highest expectations. Walk in through the Japanese inspired front entry court and prepare yourself to be impressed with high quality and commercial grade construction through out. A stunning almost floor to ceiling wall of windows greets you as you stroll through the main areas of the house providing a bath of light as the exterior pool scape blends perfectly with the interior design. Almost every room was designed to have lofty ceilings and natural light. Living areas are graced with natural black slate, Berber carpet and porcelain tile flooring. Other interior features include an S & W custom kitchen; Kohler, Porcher and Grohe bathroom fixtures; state of the art integrated electronic entertainment and security system; a central vacuum system and much, much more. Outside, a two story patio with Mondrian inspired screen enclosure creates the perfect outdoor living and entertaining area with a salt water pool accentuated by a waterfall and patina green stained concrete deck. The home offers many "special architectural moments that are a source of great delight and visual excitement. Truly one of a kind, a piece of art for the sophisticated buyer! less
Listing Provided Courtesy of BHHS FLORIDA REALTY
Popularity
$975,000
$3,450/mo
Monthly Payment:
$3,450
Principal & Interest:
$3,450
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $195,000 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 3bath 2,812sq ft $347 / sq ft SFR
Lot Size9,645sq ft Built2001 On Site175days
Reduced to below appraised value! Welcome home to your very own tranquil, lush paradise on desirable, private Lake Killarney in Winter Park. Custom home with coquina rock... more
Reduced to below appraised value! Welcome home to your very own tranquil, lush paradise on desirable, private Lake Killarney in Winter Park. Custom home with coquina rock flooring throughout the downstairs and chef's kitchen with granite counter tops, custom cabinets, designer island and mini bar with wine refrigerator. From any area downstairs, enjoy the view of the lake and tropical setting of the pool oasis. Watch the sunrise on your dock with private boathouse with lift or cruise to Hillstones, Trader Joes or Shake Shack across the lake to watch the sunset. Upstairs you will find an over sized master bedroom suite with a mini bar and an adjoining optional office/exercise room with lakefront balcony. Plantation shutters, bamboo window treatments and surround sound throughout. A perfect place to call home for an active Florida lifestyle! less
Listing Provided Courtesy of KELLER WILLIAMS WINTER PARK
Popularity
$309,000
$1,093/mo
Monthly Payment:
$1,093
Principal & Interest:
$1,093
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $61,800 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 2,025sq ft $153 / sq ft SFR
Lot Size10,879sq ft Built1968 On Site176days
Short sale. Winter Park pool home updated kitchen with Corian counter tops, stainless steel appliances, wood floors, fireplace large open pool, fenced yard, oversized two car... more
Short sale. Winter Park pool home updated kitchen with Corian counter tops, stainless steel appliances, wood floors, fireplace large open pool, fenced yard, oversized two car garage, formal living, dining and family room, split bedroom plan with larger bedrooms, one bedroom is an office/sound proof music room set up in the walk-in closet, can easily be changed back! Great Winter Park schools! less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$875,000
$3,096/mo
Monthly Payment:
$3,096
Principal & Interest:
$3,096
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $175,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,606sq ft $243 / sq ft SFR
Lot Size14,118sq ft Built1992 On Site177days
Graceful, elegant, timeless home on one of the best brick streets in the Vias. This traditional home has classic elements such as a grand entry with soaring ceiling and curved... more
Graceful, elegant, timeless home on one of the best brick streets in the Vias. This traditional home has classic elements such as a grand entry with soaring ceiling and curved staircase, formal dining room with beautiful built-in glass cabinets, and a separate formal living room. Other stylish elements include wood floors, custom millwork with thick baseboards and crown molding, and plantation shutters. The renovated kitchen is expansive and has marble counters & a marble island with double sink and bar seating, stainless appliances including Bosch double ovens, a closet pantry and built-in desk, all completely open to large family room with wood burning fireplace and French doors overlooking picturesque back porch and lovely backyard. Downstairs master suite has walk-in closet and updated bathroom with marble floors, double vanity, separate shower, and Jacuzzi tub. Downstairs office could serve as a 4th bedroom if needed. The 2nd floor has 2 bedroom suites with attached sitting rooms that are great flex space and can serve as playrooms, nurseries, workout/study rooms, etc. Inside utility and tons of storage. Oversized backyard with quaint covered lanai, detached 2 car garage. Fantastic location 1 block from Lake Knowles and less than 0.5 mile to the Winter Park Racquet Club. less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$299,000
$1,058/mo
Monthly Payment:
$1,058
Principal & Interest:
$1,058
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $59,800 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,802sq ft $166 / sq ft SFR
Lot Size9,318sq ft Built1958 On Site177days
Under Contract Taking Backups. Charming Winter Park Pool Home that has over 1800 square feet! This spacious home's living and dining room are adjacent to a huge 28' X 16' Bonus... more
Under Contract Taking Backups. Charming Winter Park Pool Home that has over 1800 square feet! This spacious home's living and dining room are adjacent to a huge 28' X 16' Bonus Room perfect for entertaining family and friends. This wonderfully large open space could be your game room, theatre or play room making it a great flex space to be what ever you choose! This room is directly off of the living, dining room where you can also step through the sliding glass doors to the pool area! The kitchen has been updated with granite and stainless appliances. All three bedrooms have the original hard wood floors that had been covered up with carpet. The living room, dining room, foyer and hallway also have these hard wood floors. Two of the bedrooms have walk in closets. This home is complete with a garage that has an expansive loft space, great for storage! The large circular driveway makes access a breeze. Close to all that Winter Park, Baldwin Park & Orlando has to offer in shopping, restaurants, many parks including a dog park and public transportation! Newer A/C and blown in attic insulation. Minutes from Downtown Orlando without using I-4! Less than 10 minutes to Park Avenue and 5 minutes to Baldwin Park! FunFact - The back yard has an in ground bomb shelter from when the house was built! TOP RATED A WINTER PARK SCHOOLS! less
Listing Provided Courtesy of PARKLAND INTERNATIONAL REALTY
Popularity
$369,000
$1,305/mo
Monthly Payment:
$1,305
Principal & Interest:
$1,305
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $73,800 down)
Winter Park, FL 32792
Orange County School District
4bed 3bath 2,293sq ft $161 / sq ft SFR
Lot Size10,790sq ft Built1966 On Site185days
New new price - seller wants an offer!!! Come and see the best value in winter park 32792 zip!!! Time to call kenilworth shores home with the cady way trail access on the same... more
New new price - seller wants an offer!!! Come and see the best value in winter park 32792 zip!!! Time to call kenilworth shores home with the cady way trail access on the same block! Walk into the large foyer with the original polished marble floor where you'll find hominess all around. This home offers a great split floor-plan along with a formal dining room and living/media room. Updated kitchen combined with the family room offers cozy fireside chats that abuts the florida room . Custom built in shelves adorn the brick wood burning fireplace. Pool views abound from the florida room complete with wetbar. Outside you'll find the newly patio-paver pool that's been recently re-surfaced and updated (2015). Mega sized backyard with a walkway leads you to an exterior patio/grill area. There's an outside shower that awaits your au-natural rinse. Large formal living room can be transformed into a media and/or game room. Master br on one side and 3 br w/1.5 bath on the other. Roof/ac/plumbing/electrical - all done in last 10 years. Convenient to east end market, park ave., rollins college and baldwin park . Spaciousness with lots of living space in this most convenient winter park family home. Walk to winter park high with brookshire elem. And glenridge middle being the other schools. New price - motivated seller - will extend credit for granite counter tops. You select and seller buys it! less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$679,000
$2,402/mo
Monthly Payment:
$2,402
Principal & Interest:
$2,402
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $135,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 2,393sq ft $284 / sq ft SFR
Lot Size7,494sq ft Built2004 On Site189days
Pristine. Sophisticated. Turn key! Beautiful new front double doors welcome you to this immaculate home complete with lovely finishes. Gleaming hardwood floors, high ceilings &... more
Pristine. Sophisticated. Turn key! Beautiful new front double doors welcome you to this immaculate home complete with lovely finishes. Gleaming hardwood floors, high ceilings & crown molding throughout, this gem boasts formal living & dining rooms, a cheerful kitchen with granite countertops overlooking family room with woodburning fireplace & built-ins. The master bath includes a custom shower, his & her walk-in closets & dual vanity. Delightful back patio & quaint backyard garden is the perfect spot to enjoy your morning coffee. Extras include: inside utility room, custom blinds, freshly painted exterior, new exterior doors, 2 car detached garage & fantastic winter park location! Walk to restaurants, shopping, park & ymca. This home has been meticulously maintained by the original owners & pride of ownership will amaze you! Welcome home! less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
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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Data last updated: Wednesday, May 25, 2016 at 6:41 PM. Properties in listings may have been sold or may no longer be available.