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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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$117,900
$707/mo
Monthly Payment:
$707
Principal & Interest:
$436
HOA Dues:
$271
(Based on a 30 year fixed loan at 3.75% with $23,580 down)
Winter Park, FL 32789
Garden Acres Orange County School District
2bed 2bath 893sq ft $132 / sq ft CND
Lot Size13,119sq ft Built1967 On Site33days
Quaint and cozy 2 bedroom/2 bathroom condo in desirable Mead Garden. This condo features a living/dining room combo with an open kitchen. Dining area boasts cabinets providing... more
Quaint and cozy 2 bedroom/2 bathroom condo in desirable Mead Garden. This condo features a living/dining room combo with an open kitchen. Dining area boasts cabinets providing perfect storage space for dishes and kitchen items. Condo is complete with a screened- in patio, with window shades, overlooking the pool; providing the perfect retreat to relax. This community is in the perfect location and is well established. Condo would make an ideal home or fantastic investment property. Walking distance to restaurants and Park Avenue; beautiful Mead Gardens is just next door. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
Your search results are current and complete. Learn more
$337,700
$1,251/mo
Monthly Payment:
$1,251
Principal & Interest:
$1,251
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $67,540 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 975sq ft $346 / sq ft SFR
Lot Size15,364sq ft Built1971 On Site34days
Value is in the land! This is an oversized lot...75 x 205 (15,364 sf) located in the highly desirable "Tree Street" neighborhood of Winter Park. Build your dream home here with... more
Value is in the land! This is an oversized lot...75 x 205 (15,364 sf) located in the highly desirable "Tree Street" neighborhood of Winter Park. Build your dream home here with A rated schools and new construction all around. Conveniently located close to the YMCA, Park Avenue Retail District, Rollins College, Farmer's Market, Florida Hospital, and so much more! This lot can support up to a 5,000 sf home with 3 car garage, pool, and wonderful outdoor living spaces. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity N/A
$337,700
$1,251/mo
Monthly Payment:
$1,251
Principal & Interest:
$1,251
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $67,540 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size15,364sq ft BuiltN/A On Site34days
Value is in the land! This is an oversized lot...75 x 205 (15,364 sf) located in the highly desirable "Tree Street" neighborhood of Winter Park. Build your dream home here with... more
Value is in the land! This is an oversized lot...75 x 205 (15,364 sf) located in the highly desirable "Tree Street" neighborhood of Winter Park. Build your dream home here with A rated schools and new construction all around. Conveniently located close to the YMCA, Park Avenue Retail District, Rollins College, Farmer's Market, Florida Hospital, and so much more! This lot can support up to a 5,000 sf home with 3 car garage, pool, and wonderful outdoor living spaces. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$84,900
$599/mo
Monthly Payment:
$599
Principal & Interest:
$314
HOA Dues:
$285
(Based on a 30 year fixed loan at 3.75% with $16,980 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,120sq ft $76 / sq ft CND
Lot Size5,047sq ft Built1981 On Site35days
Beautiful 2 bedrooms 2 bath townhome in Winter Park location. Minutes from UCF,Full Sail University and downtown Winter Park. Open Villa with brick wood-burning fireplace,... more
Beautiful 2 bedrooms 2 bath townhome in Winter Park location. Minutes from UCF,Full Sail University and downtown Winter Park. Open Villa with brick wood-burning fireplace, breakfast bar,Wet bar w/ built-in wine rack and vaulted ceilings. Winter Park Villas community have many amenities, including pool, tennis court,fitness room, car care center, and picnic area w/ grills. less
Listing Provided Courtesy of One Stop Service Realty Inc
Popularity
$274,900
$1,018/mo
Monthly Payment:
$1,018
Principal & Interest:
$1,018
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $54,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,942sq ft $142 / sq ft SFR
Lot Size10,813sq ft Built1960 On Site35days
Spacious pool home located within walking distance to Winter Park High School and sharing a common property line with the VA Hospital! This great location never loses power even... more
Spacious pool home located within walking distance to Winter Park High School and sharing a common property line with the VA Hospital! This great location never loses power even in time of crisis! Home boasts a large front lot and 3 full bedrooms plus a den and large family room with fire place. Within easy commute to Baldwin Park, Winter Park or Downtown Orlando, plus minutes away from University Blvd. Lots of excellent dining and shopping in this great location! This is a Fannie Mae HomePath Property. less
Listing Provided Courtesy of 1 Able Realty Llc
Popularity
$69,900
$538/mo
Monthly Payment:
$538
Principal & Interest:
$258
HOA Dues:
$280
(Based on a 30 year fixed loan at 3.75% with $13,980 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 802sq ft $87 / sq ft CND
Lot Size25,541sq ft Built1983 On Site35days
Nice 2Bd / 2Bth Condo near Shopping Centers and Schools.
Nice 2Bd / 2Bth Condo near Shopping Centers and Schools. less
Listing Provided Courtesy of Deconova International Realty
Popularity
$69,900
$496/mo
Monthly Payment:
$496
Principal & Interest:
$258
HOA Dues:
$238
(Based on a 30 year fixed loan at 3.75% with $13,980 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 840sq ft $83 / sq ft CND
Lot Size9,439sq ft Built1990 On Site35days
Nice 2Bd / 2Bth Condo near Shopping Centers and Schools.
Nice 2Bd / 2Bth Condo near Shopping Centers and Schools. less
Listing Provided Courtesy of Deconova International Realty
Popularity
$69,900
$496/mo
Monthly Payment:
$496
Principal & Interest:
$258
HOA Dues:
$238
(Based on a 30 year fixed loan at 3.75% with $13,980 down)
Winter Park, FL 32792
2bed 2bath 840sq ft $83 / sq ft CND
Lot Size9,439sq ft Built1990 On Site35days
Nice 2Bd / 2Bth Condo near Shopping Centers and Schools.
Nice 2Bd / 2Bth Condo near Shopping Centers and Schools. less
Listing Provided Courtesy of Deconova International Realty
Popularity
$75,900
$281/mo
Monthly Payment:
$281
Principal & Interest:
$281
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $15,180 down)
Winter Park, FL 32792
3bed 3bath 1,151sq ft $66 / sq ft CND
Lot Size38,648sq ft Built1983 On Site35days
Check out this immaculate, renovated 3 bdrm/2 1/2 bath two story condo in hidden oaks community of winter park! End unit for privacy. Large living/dining room with ceramic tile... more
Check out this immaculate, renovated 3 bdrm/2 1/2 bath two story condo in hidden oaks community of winter park! End unit for privacy. Large living/dining room with ceramic tile flooring and wet bar. Kitchen w/ceramic tile, upgraded cabinetry and dinette area. Inside utility w/washer/dryer included. Sliding glass door to fenced patio area with exterior storage room. Half bath downstairs. Three bedrooms and two full baths upstairs. Assigned parking. Community pool and convenient access to full sail, ucf, shopping and restaurants. This unit is truly move-in condition and shows great!!!! less
Listing Provided Courtesy of Watson Realty Corp
Popularity
$1,950,000
$7,445/mo
Monthly Payment:
$7,445
Principal & Interest:
$7,224
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $390,000 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 5,293sq ft $368 / sq ft SFR
Lot Size17,369sq ft Built2007 On Site35days
Exquisite Mediterranean Estate in Windsong! Custom built in 2007, this fabulous home offers 5,293 square feet of luxurious living space and features a downstairs master retreat,... more
Exquisite Mediterranean Estate in Windsong! Custom built in 2007, this fabulous home offers 5,293 square feet of luxurious living space and features a downstairs master retreat, four guest bedrooms, and an office and bonus room. Step into the grand foyer through the solid wood doors and immediately find yourself mesmerized by the hand painted ceilings and stunning views of the pool and spa. Stone floors flow seamlessly throughout the downstairs’ living areas and lead you into the home’s gourmet kitchen with an oversized granite island, six-burner gas range, built-in double ovens, and a fantastic eat-in breakfast nook. Family room off the kitchen is open and bright with floor to ceiling glass doors overlooking the covered lanai. Find comfort and relaxation in the master suite, complete with a true master bath offering his and her vanities, a jetted tub, and an overly spacious master closet. Upstairs are two generously sized guest suites and a bonus/game room with French doors that open to a walk-out balcony. Covered deck with wood beam ceilings is the perfect place to entertain. Enjoy barbecues with the summer kitchen or curl up on cool nights by the outdoor fireplace. Located in one of Winter Park’s most exclusive communities, Windsong provides its residents with amenities like no other. Take advantage of two community pools, water parks, playgrounds, fishing pier, and chain-of-lake access. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$2,399,900
$8,891/mo
Monthly Payment:
$8,891
Principal & Interest:
$8,891
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $479,980 down)
Winter Park, FL 32789
Orange County School District
6bed 8bath 6,943sq ft $346 / sq ft SFR
Lot Size24,555sq ft Built1999 On Site36days
Truly exquisite Tuscan beauty in the heart of Winter Park with nearly 7,000 sq. ft. of living space. Live only minutes from Park Avenue's fine boutiques and bistros. This... more
Truly exquisite Tuscan beauty in the heart of Winter Park with nearly 7,000 sq. ft. of living space. Live only minutes from Park Avenue's fine boutiques and bistros. This stunning custom estate features gorgeous Mediterranean architecture with a European flair. Featuring 5 luxury suites, each with private bath and private walk in closet. 6th bedroom provided in detached living quarters above rear garage finished with hard wood flooring and newly renovated private bath. Drive home to an unparalleled curb appeal. Grand circular driveway offers brick pavers and an exquisite stone fountain. Majestic hand carved solid wood double-door which sets the tone of quality products and strong attention to detail featured throughout this beautiful home. Magnificent foyer and an elegant living room separated by cast stone columns. Exotic coral-style Travertine flooring. Baroque Venetian plaster compliments the walls. Well-equipped gourmet kitchen featuring custom cabinetry, GE Monogram natural gas cook top, and oversized island with convenient second sink. Family room features stunning wood-beam ceilings, spectacular wood burning stone fireplace, chic bar and high-tech surround sound system. Drift away in the reclining chairs found in the state-of-the-art home theatre. Commercial phone system integrated with fiber optic wiring. Entertain around the spectacular heated salt water pool and oversized spa. Commercial grade generator is ready to weather any storm! Exceptional opportunity for the most discriminating buyer! less
Listing Provided Courtesy of Henin Realty
Popularity
$1,345,000
$4,983/mo
Monthly Payment:
$4,983
Principal & Interest:
$4,983
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $269,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,510sq ft $298 / sq ft SFR
Lot Size15,749sq ft Built1926 On Site36days
1920's Modern Mediterranean in premier setting on oversized corner lot overlooking Lake Chelton and surrounded by majestic oaks and beautiful brick streets! This elegant 4... more
1920's Modern Mediterranean in premier setting on oversized corner lot overlooking Lake Chelton and surrounded by majestic oaks and beautiful brick streets! This elegant 4 bedroom home is bright & open sitting up high overlooking Lake Chelton wonderfully remodeled & preserved to maintain its historic charm and character! Original hardwood floors and Italian tile enhance the downstairs living areas, including the formal living and dining rooms, and breakfast nook. Designer island kitchen with gas appliances, custom cabinetry, and granite counter tops open to large family room with French doors to lanai... Also a fabulous sunroom with floor to ceiling glass arc windows offering panoramic views of the lake and a peaceful environment to relax in... Separate, outdoor screened patio is an extension of the indoor living space and continues the arc window design and Mexican tile flooring and great character... Upstairs master bedroom is oversized with sitting area, and French doors that open onto a walk-out terrace. Master bathroom is adorned with marble vanities and a marble Jacuzzi tub, walk-in shower, and expansive closet. Two additional guest suites, each with their own bath, and generous 4th bedroom suite/bonus room with wood burning fireplace complete the upstairs. Lastly, there is a detached two garage with covered walkway and a unique "hard to find" unfinished 2nd floor that could easily be converted into a guest apartment with full bath. Located in one of Winter Park's most picturesque neighborhoods. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$1,895,000
$7,020/mo
Monthly Payment:
$7,020
Principal & Interest:
$7,020
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $379,000 down)
Winter Park, FL 32789
Orange County School District
5bed 7bath 4,872sq ft $389 / sq ft SFR
Lot Size18,088sq ft Built1994 On Site36days
Custom built, original-owner canal home on Alabama Drive, one of the most beautiful tree lined streets in downtown Winter Park. Hand crafted by Peatross & Huber, the floor plan,... more
Custom built, original-owner canal home on Alabama Drive, one of the most beautiful tree lined streets in downtown Winter Park. Hand crafted by Peatross & Huber, the floor plan, amenities and attention to detail are timeless. Enter into grand foyer with vaulted ceilings and marble floors, flanked by elegant dining room with built in niches, and living room with double-sided gas fireplace. The downstairs boasts a luxurious master suite with pool view, a separate guest suite, and an office with wood beams, wood floors, and a magnificent set of etched glass French doors. Kitchen opens onto family room and has double ovens, Subzero refrigerator, an island, and butler’s pantry. There is also an indoor sunporch, as well as an outdoor screened porch with brick walls that feels like the best of coastal living! 3 Bedrooms + 3 baths upstairs plus bonus area. Features include crown molding, French doors, tray ceilings, hardwood floors, custom built-ins, and abundant storage. Pool area is lovely with outdoor grill and pergola, and home sits on almost a half-acre. Boat house included in sale but sold AS IS. The best location in town, easy walk to Park Avenue, and “A” rated Winter Park schools. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$250,000
$926/mo
Monthly Payment:
$926
Principal & Interest:
$926
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $50,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,398sq ft $179 / sq ft SFR
Lot Size9,360sq ft Built1970 On Site36days
Home in excellent condition with both bathrooms recently renovated. This is a great location with excellent high rated schools, convenient to major roads, downtown Winter Park,... more
Home in excellent condition with both bathrooms recently renovated. This is a great location with excellent high rated schools, convenient to major roads, downtown Winter Park, shopping, dining, UCF, Rollins College & Full Sail. Call today for an appointment to see this lovely home! less
Listing Provided Courtesy of Keller Williams Classic Ii
Popularity
$275,000
$1,019/mo
Monthly Payment:
$1,019
Principal & Interest:
$1,018
HOA Dues:
$1
(Based on a 30 year fixed loan at 3.75% with $55,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 3bath 1,776sq ft $155 / sq ft SFR
Lot Size9,030sq ft Built1969 On Site38days
Fully renovated! Just move in and enjoy! All new appliances, granite counter tops throughout. Tile and wood flooring. All bedrooms are on the second floor. This is a great... more
Fully renovated! Just move in and enjoy! All new appliances, granite counter tops throughout. Tile and wood flooring. All bedrooms are on the second floor. This is a great location with excellent high rated schools, convenient to major roads, downtown winter park, shopping, dining, ucf, rollins college & full sail. Call today for an appointment to see this lovely home! less
Listing Provided Courtesy of Keller Williams Classic Ii
Popularity
2 3 4 5 6 7 8 9 10 ... 15 25
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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: Monday, December 22, 2014 at 6:17 AM