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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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$469,000
$1,659/mo
Monthly Payment:
$1,659
Principal & Interest:
$1,659
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $93,800 down)
Winter Park, FL 32789
Virginia Heights Orange County School District
3bed 3bath 2,486sq ft $189 / sq ft TWN
Lot Size5,258sq ft Built2002 On Site312days
Open Sun May 15, 2pm-4pm
Beautiful three bedroom, three bathroom townhome in prestigious Winter Park. From the moment you walk through the double front doors, you are welcomed by a bright and open floor... more
Beautiful three bedroom, three bathroom townhome in prestigious Winter Park. From the moment you walk through the double front doors, you are welcomed by a bright and open floor plan with plantation shutters throughout the home. The high ceilings and crown molding create a splendid atmosphere for both comfort and entertainment. The gourmet kitchen features an island, 42" custom cabinets, stainless steel appliances, granite counter tops, and under cabinet lighting. Located just off the kitchen is a large den/bonus room with custom built cabinetry, a full bath, the dining and living room combo with a wood burning fireplace, and two doors to the outdoor patio area. The wood staircase leads you to the an additional bonus area with a custom built-in desk. The master suite includes two walk-in closets and luxurious master bath with dual sinks, garden tub, and walk-in shower. Nestled around College Quarter, this home is perfectly located to enjoy all the shops and restaurants of Park Avenue, Rollins College, the Winter Park Public Library, and Farmer's Market. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
Your search results are current and complete. Learn more
$1,179,000
$4,172/mo
Monthly Payment:
$4,172
Principal & Interest:
$4,172
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $235,800 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 3,700sq ft $319 / sq ft SFR
Lot Size9,655sq ft Built2015 On Site312days
Brand new! This spacious 5 bedroom custom home is located on a quiet tree lined street in the heart of winter park. At 3700 sq. Ft. This home boasts a huge master suite plus a... more
Brand new! This spacious 5 bedroom custom home is located on a quiet tree lined street in the heart of winter park. At 3700 sq. Ft. This home boasts a huge master suite plus a possible guest suite on the first floor. The first floor has beautiful hardwood flooring throughout. The master bath is appointed with dual sinks, tub, and separate shower stall. This home also features a luxury kitchen with gas range, built in appliances and gorgeous granite island. Conveniently located, the large dining room is connected to the kitchen. Perfect for entertaining, the kitchen and gathering area open up to a covered lanai and sparkling pool. An extra room on the first floor is perfect for an office, den, or formal living or dining area. Upstairs you will find a bonus space/loft area as well as three additional bedrooms with two baths. Highly acclaimed winter park schools, walking distance to the ymca, and just minutes from shopping and dining on park avenue! less
Listing Provided Courtesy of KELLER WILLIAMS WINTER PARK
Popularity
$145,000
$513/mo
Monthly Payment:
$513
Principal & Interest:
$513
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $29,000 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size10,500sq ft BuiltN/A On Site314days
Perfect spot on a quiet street to build your dream home in Winter Park! Located on a quiet county street close to I4 and all the conveniences Winter Park and College Park have... more
Perfect spot on a quiet street to build your dream home in Winter Park! Located on a quiet county street close to I4 and all the conveniences Winter Park and College Park have to offer. Close to Dubsdread Golf Course too! Come see today! Start building your dream tomorrow! less
Listing Provided Courtesy of BREC PROPERTIES INC
Popularity
$399,000
$1,883/mo
Monthly Payment:
$1,883
Principal & Interest:
$1,412
HOA Dues:
$471
(Based on a 30 year fixed loan at 3.38% with $79,800 down)
Winter Park, FL 32789
3bed 3bath 1,944sq ft $205 / sq ft CND
Lot SizeN/Asq ft Built2004 On Site329days
Rarely available, this condo in the Arbors on Aragon is charming and conveniently nestled near the heart of Olde Winter Park. This three bedroom and three bathroom property is... more
Rarely available, this condo in the Arbors on Aragon is charming and conveniently nestled near the heart of Olde Winter Park. This three bedroom and three bathroom property is filled with a generous amount of natural light and nicely appointed finishes. A few of these quality appointments include hardwood flooring, crown molding, volume ceilings, granite counter tops, pavered porches and a tile roof. Built in 2004, the floor plan is modern and functional. The kitchen, dining and family room spaces are sizeable and open to each other. The kitchen features granite counter tops, stainless appliances, a built-in desk, pantry closet and abundant cabinetry for storage. The pavered and nicely landscaped backyard is fully fenced and accessed from the family room area. The downstairs bedroom has an adjacent full bathroom. This room can easily be doubled as a den or home office. Completing the first floor is an interior utility room with hidden storage and an attached one car garage. Headed to the second level, you will find decorative iron railing accents. The second bedroom and ensuite bath face out over the front of the home with french doors leading to a private balcony with great views of Alfond Stadium. Across the landing is the expansive master suite, thoughtfully finished with wide plank flooring, walk-in closet with built-in organization system, and french doors leading to the serene screened balcony. Exquisite master bath includes double sinks, a garden tub, and separate shower. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$1,299,500
$4,598/mo
Monthly Payment:
$4,598
Principal & Interest:
$4,598
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $259,900 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,897sq ft $333 / sq ft SFR
Lot Size17,835sq ft Built1955 On Site330days
Located in the desirable heart of the VIA's, this cottage style home with a CONTEMPORARY INTERIOR in SICILIAN SHORES, is a meticulously renovated WINTER PARK beauty! Nestled... more
Located in the desirable heart of the VIA's, this cottage style home with a CONTEMPORARY INTERIOR in SICILIAN SHORES, is a meticulously renovated WINTER PARK beauty! Nestled quietly on an almost 1/2 ACRE CORNER LOT within minutes of the RACQUET CLUB. You have to see this home to truly appreciate all it has to offer, but just to name a "few" . . . FOUR BEDROOMS with BATHROOMS, and a 1/2 BATH, separate OFFICE area, CHERRY HARDWOOD floors throughout the home, Elegant MANICURED LAWN with SEVILLE (front) & ZOYSIA (back) GRASS, LAP POOL with HOT TUB, COBBLESTONE PAVERS, DESIGNER LIGHT FIXTURES, SUB ZERO and THERMADOR APPLIANCES, GAS STOVE, PROGRAMMABLE GAS WATER HEATER, CAMERA SECURITY SYSTEM, APPLE AUTOMATED MEDIA ROOM, DESIGNER WINDOW TREATMENTS, WALL TO WALL WINDOWS, APPLE AUTOMATED HOME AUDIO SYSTEM, A TRUE MASTER SUITE which features a JET TUB in the master bath, and STEAMER in the DUAL HEAD shower. CALIFORNIA CLOSETS, HIGH VOLUME and TRAY CEILINGS, SKYLIGHTS, INTEGRATED HOME GENERATOR, and a 40YR ELK DIMENSIONAL SHINGLE ROOF. Elegance, privacy, and sophistication, combined with quality finishes and touches makes this home a true gem! *Owner willing to convert media room back into 4th bedroom as part of the negotiation*Room measurements are approximates. less
Listing Provided Courtesy of ESTATES HOMES SALES & RENTALS
Popularity
$159,000
$562/mo
Monthly Payment:
$562
Principal & Interest:
$562
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $31,800 down)
Winter Park, FL 32792
Goldenrod Orange County School District
4bed 2bath 1,347sq ft $118 / sq ft SFR
Lot Size11,133sq ft Built1959 On Site331days
Short sale. Property needs a lot of repairs .All home square footage and lot size, if exact square footage is concern, the property should be independently measured. Seller does... more
Short sale. Property needs a lot of repairs .All home square footage and lot size, if exact square footage is concern, the property should be independently measured. Seller does not provide condo/ hoa docs, this is the responsibility of the buyer. All information recorded in the mls is intended to be accurate but cannot be guaranteed, buyer advised to verify. Seller has retained an attorney to negotiate the short sale transaction. less
Listing Provided Courtesy of FLORIDA REALTY TEAM OF CENTRAL
Popularity
$1,670,000
$5,910/mo
Monthly Payment:
$5,910
Principal & Interest:
$5,910
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $334,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 4,879sq ft $342 / sq ft SFR
Lot Size18,293sq ft Built2000 On Site337days
Stunning Modern Mediterranean with oversized corner lot on beautiful brick street in sought after neighborhood convenient to ICC, YMCA & Phelps Park... Elegant style with... more
Stunning Modern Mediterranean with oversized corner lot on beautiful brick street in sought after neighborhood convenient to ICC, YMCA & Phelps Park... Elegant style with character and quality thru-out this custom designed residence... 5 BE with lavish Master retreat down along with additional bedroom/guest suite and 3 bedrooms & bonus/media room upstairs... Gourmet chef's island kitchen with commercial style stainless appliances, sleek sophisticated cabinetry, separate breakfast room & friends/family side entry... Great entertaining home with elegant formal dining & living rooms , walk-in wine cellar, wine refrigerators, and generous gathering room with full bar, fireplace, built-ins and more... Gorgeous hardwood & travertine flooring thru-out, custom carved olde world doors, high ceilings, beams, fireplace & more... Exquisite backyard, tropical pool & spa, mature wonderful premium landscaping... Pella windows & doors, 3 garages and motor-court with expansive grounds and park like setting... less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$450,000
$1,592/mo
Monthly Payment:
$1,592
Principal & Interest:
$1,592
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $90,000 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 1,540sq ft $292 / sq ft SFR
Lot Size8,705sq ft Built1947 On Site340days
146' x 62' +/- lot - one of the only available corner lots on a brick street in winter park! Sold as-is. Per winter park zoning & planning, you can build on 43% of the lot size... more
146' x 62' +/- lot - one of the only available corner lots on a brick street in winter park! Sold as-is. Per winter park zoning & planning, you can build on 43% of the lot size putting this one at 3,741 sq. Ft. = 3,300 sq. Ft. Of living space if a 2 car garage was added. Ideally, a 2 story home would work on this lot to maximize the home space. Excellent location, close to mead gardens, leu gardens, blue jacket park, baldwin park shopping. Dining and outdoor space. Walk/bike to park avenue, rollins college, and the shops of corinne drive. less
Listing Provided Courtesy of RE/MAX 200 REALTY
Popularity
$1,489,000
$5,490/mo
Monthly Payment:
$5,490
Principal & Interest:
$5,269
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.38% with $297,800 down)
Winter Park, FL 32789
Orange County School District
4bed 7bath 5,000sq ft $298 / sq ft SFR
Lot Size11,048sq ft Built2008 On Site341days
Located in Winter Parks premier Windsong community only a short distance from Park Ave. Extensive use of detailed ceilings, custom glazed moldings, solid hand distressed Hickory... more
Located in Winter Parks premier Windsong community only a short distance from Park Ave. Extensive use of detailed ceilings, custom glazed moldings, solid hand distressed Hickory hardwood floors, Busby cabinets throughout and hand textured drywall finishes. Superlatives are not enough to describe the inspirational design characteristics and interior spaces, coupled with lush landscaping, pool/spa/fountain feature plus a summer kitchen all crafted to the highest standard. A stunning showcase of luxurious finishes & amenities! A truly magnificent Busby designed kitchen with Wolf and Subzero high end appliances, pot filler plus a fabulous Eat-In island & walk-in pantry. Wonderful 1st floor master retreat leaves little to be desired with its beamed vaulted ceiling, fireplace and large custom his/her closets, steam shower and bidet and jetted tub. Downstairs bedroom or study with private bath and custom built-ins would be wonderful as a guest retreat or home office space. Upstairs provided the perfect retreat for entertaining with 2 bedrooms 2 and a half baths plus a family gathering room with a fireplace and balcony, bonus/media room complete with home theater for movie nights & a wet bar. This home is in mint condition & extremely well maintained... Enjoy all the Windsong amenities including 2 community pools, a water park, playground, fishing pier, boardwalks, walking trails, chain of lakes access & more! less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$969,900
$3,432/mo
Monthly Payment:
$3,432
Principal & Interest:
$3,432
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $193,980 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,050sq ft $318 / sq ft SFR
Lot Size8,415sq ft Built2015 On Site341days
***Click the virtual tour icon to watch the 3D rendering video - fly thru!!*** NEW CONSTRUCTION. Fantastic Transitional architecture by Way Cool Homes. Custom built by FG Schaub... more
***Click the virtual tour icon to watch the 3D rendering video - fly thru!!*** NEW CONSTRUCTION. Fantastic Transitional architecture by Way Cool Homes. Custom built by FG Schaub Homes with all the features you have come to expect from this exceptional builder. The wonderful ,open kitchen features custom cabinetry and solid surface counters. Energy features include radiant barrier insulation, Honeywell thermostats and tankless gas water heaters. The master is located downstairs and has a spacious walk in closet with custom shelving. The master bath features a lovely, freestanding tub and large shower with jets. 3 large, en suite bedrooms and a work space are upstairs. There is smart home technology that includes an I pad to control the 4 camera system, the thermostats and security system and can be expanded to include whole house audio which is already pre wired and ready to go. "A" rated Winter Park schools and walking distance to shopping, dining and the "Y" make this the perfect home. Come make an appointment to see this amazing home before it is gone! less
Listing Provided Courtesy of COLEDEV REAL ESTATE LLC
Popularity
$450,000
$1,592/mo
Monthly Payment:
$1,592
Principal & Interest:
$1,592
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $90,000 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size8,705sq ft BuiltN/A On Site341days
146' x 62' +/- lot - one of the only available corner lots on a brick street in winter park! Sold as-is. Per winter park zoning & planning, you can build on 43% of the lot size... more
146' x 62' +/- lot - one of the only available corner lots on a brick street in winter park! Sold as-is. Per winter park zoning & planning, you can build on 43% of the lot size putting this one at 3,741 sq. Ft. = 3,300 sq. Ft. Of living space if a 2 car garage was added. Ideally, a 2 story home would work on this lot to maximize the home space. Excellent location, close to mead gardens, leu gardens, blue jacket park, baldwin park shopping. Dining and outdoor space. Walk/bike to park avenue, rollins college, and the shops of corinne drive. less
Listing Provided Courtesy of RE/MAX 200 REALTY
Popularity
$429,900
$1,521/mo
Monthly Payment:
$1,521
Principal & Interest:
$1,521
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $85,980 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 3bath 2,386sq ft $180 / sq ft SFR
Lot Size4,346sq ft Built2008 On Site342days
Open & Bright Townhome with no HOA or Dues. This unique home boasts High ceilings, real Wood floors, 3 full baths plus a separate upstairs bonus room. One bedroom and bath on... more
Open & Bright Townhome with no HOA or Dues. This unique home boasts High ceilings, real Wood floors, 3 full baths plus a separate upstairs bonus room. One bedroom and bath on the first level. Master has dual sinks plus oversized shower and two walk-in closets. Beautifully landscaped with paver and covered porch entry, as well as private and quaint side yard. All centrally located in Lawndale/Orwin Manor North close to I-4, 17-92, Downtown Winter park and Rollins College less
Listing Provided Courtesy of PROPLOGIK REALTY INC
Popularity
$1,375,000
$5,087/mo
Monthly Payment:
$5,087
Principal & Interest:
$4,866
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.38% with $275,000 down)
Winter Park, FL 32789
Windsong Orange County School District
5bed 6bath 5,233sq ft $263 / sq ft SFR
Lot Size16,781sq ft Built2006 On Site347days
Magnificent five bedroom Mediterranean estate home offers elegant upgrades throughout. The dramatic grand entry to this residence leads into the main living area with wet bar. A... more
Magnificent five bedroom Mediterranean estate home offers elegant upgrades throughout. The dramatic grand entry to this residence leads into the main living area with wet bar. A Chef's kitchen features, custom wood cabinetry, granite countertops, top of the line stainless appliances, a cooking island with eating space and a built in desk. The great room has double sided fireplace and opens onto the expansive covered Lanai and pool area with outdoor kitchen ideal for entertaining. A gracious master suite with sitting area and his and hers walk in closets has a private en suite with separate shower, garden tub and dual vanities. Covered balconies from the second story overlook the lush tropical landscaping and all guest bedrooms have private baths! Enjoy all the Windsong amenities including two pools, fishing pier, walking trails, boardwalk, access to chain of lakes and much more! All Information recorded in the MLS is intended to be accurate but cannot be guaranteed, buyer advised to verify. Sold As-Is. less
Listing Provided Courtesy of ALL FLORIDA PROPERTY GROUP INC
Popularity N/A
$629,000
$2,226/mo
Monthly Payment:
$2,226
Principal & Interest:
$2,226
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $125,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,391sq ft $263 / sq ft SFR
Lot Size11,490sq ft Built1962 On Site347days
Beautifully remodeled four bedroom, two and one half bath home in Winter Park 32789. Home interior is freshly painted, clean as a whistle and ready to move right in! Fantastic... more
Beautifully remodeled four bedroom, two and one half bath home in Winter Park 32789. Home interior is freshly painted, clean as a whistle and ready to move right in! Fantastic corner lot in Brookshire school district with tons of yard space. Very light and bright, beautiful hardwood floors, crown moldings and double paned windows with great views of the outdoors. Full master suite with adjacent bedroom/office plus luxurious bath with garden tub, double vanities and shower. Bedrooms have brand new carpet and built in organizers. You will love the chef's kitchen featuring spectacular granite, wood cabinets with self-closing doors and tons of storage, new kitchen appliances including Kitchenaid convection and GE refrigerator, and generous space for entertaining. Roomy closet pantry for all your needs. Enjoy the lush landscaping and freshly paved back porch with detailed pine in the arched roof. Nice floor plan with formal living area and large family room. Good sized two car garage for parking and storage. Inside utility room with plenty of space for folding. Water heater 2011. Roof 2003. Replumbed. Gutters. Security system. Outside completely repainted. Lots of storage! Great WPHS schools. Very convenient to Windsong, downtown, Park Avenue and shopping. Excellent dog walking and biking. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$999,000
$3,535/mo
Monthly Payment:
$3,535
Principal & Interest:
$3,535
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $199,800 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 4,296sq ft $233 / sq ft SFR
Lot Size15,112sq ft Built2004 On Site355days
Just reduced! Stunning five bedroom, five bath home + office for under a million! Fantastic neighborhood, tree lined streets, great community feel, just a few minutes from park... more
Just reduced! Stunning five bedroom, five bath home + office for under a million! Fantastic neighborhood, tree lined streets, great community feel, just a few minutes from park avenue. Zoned for a-rated public schools and conveniently located to park maitland and other distinguished private schools. Downstairs master with his and her walk-in closets, jetted tub, and french doors that open to the covered lanai. Four bedrooms, three full baths, and bonus room upstairs. Gorgeous designer kitchen with custom cabinetry, granite counters, and gas burner stove. High ceilings, hardwood floors, extensive crown molding, fireplace and more. Screened in pool and summer kitchen are perfect for entertaining. Oversized corner lot with great curb appeal. Home is move-in ready " same day showings available. Call today! less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
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: Monday, May 2, 2016 at 8:03 PM. Properties in listings may have been sold or may no longer be available.