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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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$1,695,000
$6,279/mo
Monthly Payment:
$6,279
Principal & Interest:
$6,279
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $339,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 4,879sq ft $347 / sq ft SFR
Lot Size18,293sq ft Built2000 On Site257days
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
Your search results are current and complete. Learn more
$450,000
$1,667/mo
Monthly Payment:
$1,667
Principal & Interest:
$1,667
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% 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 Site260days
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
$5,737/mo
Monthly Payment:
$5,737
Principal & Interest:
$5,516
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% 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 Site261days
Open Sun Feb 14, 1pm-4pm
Located in Winter Park’s premier Windsong community only a short distance from Park Ave. Extensive use of detailed ceilings, custom glazed moldings, solid hand distressed... more
Located in Winter Park’s 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
$999,900
$3,704/mo
Monthly Payment:
$3,704
Principal & Interest:
$3,704
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $199,980 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,050sq ft $328 / sq ft SFR
Lot Size8,415sq ft Built2015 On Site261days
***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... 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
$1,667/mo
Monthly Payment:
$1,667
Principal & Interest:
$1,667
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% 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 Site261days
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
$369,000
$1,367/mo
Monthly Payment:
$1,367
Principal & Interest:
$1,367
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $73,800 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size10,662sq ft BuiltN/A On Site262days
Beautiful vacant lot ready for building on a quiet tree lined street with brand new million dollar homes. Builder has existing plans to choose from or one can be customized to... more
Beautiful vacant lot ready for building on a quiet tree lined street with brand new million dollar homes. Builder has existing plans to choose from or one can be customized to accommodate Buyers needs and budget. The lot will accommodate a custom home up to 4100' of living space. Location is on a quiet street and is very convenient to Brookshire Elementary, Glenridge Middle, Winter Park High School, Park Ave, shops, restaurants, bike trail, dog park, Winter Park Hospital etc. Sale subject to construction contract with Woodruff Construction & Development, Inc., a member of the Master Custom Builder Council. less
Listing Provided Courtesy of WOODRUFF REALTY, INC.
Popularity
$459,000
$1,700/mo
Monthly Payment:
$1,700
Principal & Interest:
$1,700
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $91,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 3bath 2,386sq ft $192 / sq ft SFR
Lot Size4,346sq ft Built2008 On Site262days
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
$889,900
$3,297/mo
Monthly Payment:
$3,297
Principal & Interest:
$3,297
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $177,980 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 2,435sq ft $365 / sq ft SFR
Lot Size6,867sq ft Built2016 On Site267days
This FG Schaub Mid-Century Modern home will be move-in ready, March 1, 2016! 4 bedroom 3.5 bath, ”Jewel box” will offer unique features only to be found in the... more
This FG Schaub Mid-Century Modern home will be move-in ready, March 1, 2016! 4 bedroom 3.5 bath, ”Jewel box” will offer unique features only to be found in the architecture of David Larson Ltd,. Energy features include LED lighting, spray foam insulation, thermal PGT, low E, windows and a tank less hot water heater. The kitchen will feature a walk in pantry, Center Island, and Thermador appliances. Caesar stone will compliment the Matrix two- toned cabinets and the back splash will have a pale background with gray, black, and metallic flecks to capture the warmth of this sleek modern kitchen. The first floor master will offer a large walk in closet and modern cabinetry in a tone on tone horizontal grained pattern. Enter the lanai through the collapsible sliding glass doors that when opened seamlessly expands the indoor space to the deep outdoor living space with a retractable roll screen and Summer kitchen. This space was designed to incorporate inside and outside living and create an expansive entertainment area. All of this will be topped with a beautiful Signature Landscape. less
Listing Provided Courtesy of LA ROSA REALTY, LLC
Popularity
$1,399,900
$5,407/mo
Monthly Payment:
$5,407
Principal & Interest:
$5,186
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $279,980 down)
Winter Park, FL 32789
Windsong Orange County School District
5bed 6bath 5,233sq ft $268 / sq ft SFR
Lot Size16,781sq ft Built2006 On Site267days
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
$649,000
$2,404/mo
Monthly Payment:
$2,404
Principal & Interest:
$2,404
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $129,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,391sq ft $271 / sq ft SFR
Lot Size11,490sq ft Built1962 On Site267days
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
$72,900
$495/mo
Monthly Payment:
$495
Principal & Interest:
$270
HOA Dues:
$225
(Based on a 30 year fixed loan at 3.75% with $14,580 down)
Winter Park, FL 32792
2bed 2bath 840sq ft $87 / sq ft CND
Lot Size9,439sq ft Built1990 On Site269days
An investment opportunity to buy as a rental property or live in. This great condo is minutes to the UCF, Full Sail University, Rollins College, and easy access to 408 express... more
An investment opportunity to buy as a rental property or live in. This great condo is minutes to the UCF, Full Sail University, Rollins College, and easy access to 408 express way and interstate Hwy 417. Owner is motivated to contribute $1500.oo towards buyer's closing cost. less
Listing Provided Courtesy of ELITE GLOBAL REALTY LLC
Popularity
$78,000
$513/mo
Monthly Payment:
$513
Principal & Interest:
$288
HOA Dues:
$225
(Based on a 30 year fixed loan at 3.75% with $15,600 down)
Winter Park, FL 32792
2bed 2bath 840sq ft $93 / sq ft CND
Lot Size9,439sq ft Built1990 On Site269days
An investment opportunity to buy as a rental property or live in. This great condo is minutes to the UCF, Full Sail University, Rollins College, and easy access to 408 express... more
An investment opportunity to buy as a rental property or live in. This great condo is minutes to the UCF, Full Sail University, Rollins College, and easy access to 408 express way and interstate Hwy 417. less
Listing Provided Courtesy of ELITE GLOBAL REALTY LLC
Popularity
$949,000
$3,736/mo
Monthly Payment:
$3,736
Principal & Interest:
$3,515
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $189,800 down)
Winter Park, FL 32789
Windsong Orange County School District
5bed 5bath 3,833sq ft $248 / sq ft SFR
Lot Size15,028sq ft Built2003 On Site270days
Just reduced! Best $/sf in windsong! Five bedroom, five bath home in prestigious windsong. This fantastic home, with a three-way split floor-plan offers formal living and... more
Just reduced! Best $/sf in windsong! Five bedroom, five bath home in prestigious windsong. This fantastic home, with a three-way split floor-plan offers formal living and dining, a designated home office, a downstairs master suite, three comfortably sized guest bedrooms, and an upstairs bonus room, complete with closet space and private bath. Gorgeous mahogany wood floors, stone tile and crown molding compliment the home’s interior. Chef’s kitchen features a gas cook-top, double ovens, granite island, and built-in work station. Screened patio overlooks the backyard which is set up perfectly for a future pool. Located on a quiet, double cul-de-sac, location will be hard to beat. As a windsong resident, take advantage of one of the many exclusive amenities, including chain-of-lake-access, fishing dock, parks, playgrounds, two community pools and children’s water park that this highly sought after community has to offer. Thoughtfully designed, and meticulously cared for, this home is a designer’s dream and is just waiting for your personal touch. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$400,000
$1,481/mo
Monthly Payment:
$1,481
Principal & Interest:
$1,481
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $80,000 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size16,881sq ft BuiltN/A On Site275days
Build your dream home! Approximately 17,000 SF lot on beautiful Lake Killarney. A private drive services the property located just off the corner of Cambridge Boulevard &... more
Build your dream home! Approximately 17,000 SF lot on beautiful Lake Killarney. A private drive services the property located just off the corner of Cambridge Boulevard & Killarney Drive. Seller has full geotechnical soil exploration report and new survey performed recently which can be made available to potential buyer. less
Listing Provided Courtesy of INCENTIVE PROPERTIES LLP
Popularity
$1,049,000
$3,886/mo
Monthly Payment:
$3,886
Principal & Interest:
$3,886
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $209,800 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 4,296sq ft $244 / sq ft SFR
Lot Size15,112sq ft Built2004 On Site275days
Open Sun Feb 14, 1pm-4pm
Welcome home to this stunning Winter Park pool home, featuring five bedrooms, five full baths, plus a home office. Built on a large corner lot, in a fantastic neighborhood, this... more
Welcome home to this stunning Winter Park pool home, featuring five bedrooms, five full baths, plus a home office. Built on a large corner lot, in a fantastic neighborhood, this traditional home has been elegantly designed and styled and offers an incredible floorplan that meets the needs of just about every homeowner. Gourmet kitchen provides tons of storage and counter space through custom cabinetry and granite countertops. Breakfast nook, just off the kitchen, provides seamless transition to the family room, where you can relax comfortably in front of the mantled fireplace. Downstairs master retreat is full of natural light with French doors that lead to the covered lanai, while the master bath has his and her walk-in closets, double vanities, a jetted tub, and glass shower. Upstairs are four generously sized guest bedrooms, three baths, a walk-out balcony, and a bonus room with doors, making it perfect for use as an indoor playroom, second family room or flex space. Outside, enjoy entertaining with your summer kitchen, complete with mini-fridge, gas grill, and wet bar or relax in the enclosed pool and spa. Located in a quiet, tree-lined neighborhood, this home is just minutes from Park Avenue and is zoned for A-rated schools. Call and schedule your showing 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: Friday, February 12, 2016 at 2:29 PM. Properties in listings may have been sold or may no longer be available.