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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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$229,900
$813/mo
Monthly Payment:
$813
Principal & Interest:
$813
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $45,980 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size6,001sq ft BuiltN/A On Site30days
6,000 square foot lot in an exciting area of Winter Park's new and dynamic West Side. Adjacent to new homes in the $700,000 range and in the same block as David Weekley's new... more
6,000 square foot lot in an exciting area of Winter Park's new and dynamic West Side. Adjacent to new homes in the $700,000 range and in the same block as David Weekley's new Park West at the Village. What a great location! Walking distance to Winter Park Village and the new Whole Foods. Close to Hannibal Square and its shopping and dining. Easy access to I4. Wonderful schools. This is a great opportunity to build an urban dream home in a location that is second to none for convenience, schools and amenities! Relaxed front setbacks due to neighboring structures and advantageous rear setbacks due to R3 zoning at rear of property. Structure is a tear down and has no value but will provide impact fee relief. less
Listing Provided Courtesy of LA ROSA REALTY, LLC
Popularity
We show you every available listing. Here's how
$399,900
$1,581/mo
Monthly Payment:
$1,581
Principal & Interest:
$1,415
HOA Dues:
$166
(Based on a 30 year fixed loan at 3.38% with $79,980 down)
Winter Park, FL 32789
4bed 4bath 2,604sq ft $154 / sq ft TWN
Lot SizeN/Asq ft Built2014 On Site30days
Steal this townhome today! This beautiful new modern townhome will exceed your expectations. Inside, enjoy the bright spacious rooms with light porcelain tile floors on the... more
Steal this townhome today! This beautiful new modern townhome will exceed your expectations. Inside, enjoy the bright spacious rooms with light porcelain tile floors on the first level, wood stairs and wood second floor, luxury custom modern kitchen and bath cabinets with soft close drawers and quartz countertops, level 5 smooth finished walls and ceilings, solid core doors throughout - and more! This fee simple home has it all from its close proximity to Park Avenue restaurants and shopping to its amazing luxury and design. It is built with the finest quality materials from the exterior to the interior - with the concrete block walls on first and second floors and concrete block demising walls between units to its attractive long-lasting metal roof. less
Listing Provided Courtesy of CHARLES RUTENBERG REALTY
Popularity
$365,000
$1,308/mo
Monthly Payment:
$1,308
Principal & Interest:
$1,291
HOA Dues:
$17
(Based on a 30 year fixed loan at 3.38% with $73,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 2,666sq ft $137 / sq ft SFR
Lot Size23,555sq ft Built1998 On Site30days
A beautifully maintained home in a gorgeous tropical setting along Howell Creek! The home features an open floor plan with formal living and dining areas, an updated kitchen... more
A beautifully maintained home in a gorgeous tropical setting along Howell Creek! The home features an open floor plan with formal living and dining areas, an updated kitchen open to a large family room with a wood-burning fireplace and vaulted ceilings. The master bedroom is downstairs and has a large walk-in closet, an en suite bath with dual sinks, spa tub and shower. There is also an extra bedroom and bath downstairs for your guests. Upstairs you'll find a landing area great for a work space, 2 more bedrooms and a bathroom with dual sinks. Out back there is an enclosed porch for morning coffee and a very spacious open deck area that overlooks the creek in a breathtaking natural setting. Improvements include new roof, exterior paint and gutters in 2014, new glass shower enclosure in 2016, new range in 2015 and HVAC in 2009. This property listing also includes an adjacent parcel that provides additional privacy. Convenient to shopping, major roads and excellent schools! less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$675,000
$2,390/mo
Monthly Payment:
$2,390
Principal & Interest:
$2,388
HOA Dues:
$2
(Based on a 30 year fixed loan at 3.38% with $135,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 2,508sq ft $269 / sq ft SFR
Lot Size16,982sq ft Built1966 On Site30days
Large corner lot in sought after Green Oaks subdivision. Original hardwood floors, brick fireplace with built-in bookcases. All bedrooms have walk-in closets. Plenty of storage... more
Large corner lot in sought after Green Oaks subdivision. Original hardwood floors, brick fireplace with built-in bookcases. All bedrooms have walk-in closets. Plenty of storage space. Put your own personal touch into this home. Plenty of space for an addition and pool. Walk to Park Avenue. Good schools. Walking distance to Park Maitland School and the Enzian Theatre. less
Listing Provided Courtesy of KELLER WILLIAMS WINTER PARK
Popularity
$1,589,000
$5,629/mo
Monthly Payment:
$5,629
Principal & Interest:
$5,623
HOA Dues:
$6
(Based on a 30 year fixed loan at 3.38% with $317,800 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,171sq ft $381 / sq ft SFR
Lot Size11,481sq ft Built2013 On Site30days
Fabulous West Indies modern Mediterranean with sleek, sophisticated interiors with clean transitional lines... very bright open, casual floor plan with wonderful flex spaces and... more
Fabulous West Indies modern Mediterranean with sleek, sophisticated interiors with clean transitional lines... very bright open, casual floor plan with wonderful flex spaces and terrific entertaining home both inside & out! True coastal style craftsmanship with gorgeous wide plank hardwood floors, sleek modern double island bright white kitchen with Sub Zero/Thermador appliances, Danby marble tops, beautiful designer lighting and extensive LED lighting thru-out wide open, spacious living areas with spectacular family/gathering room with high vaulted beamed ceilings and gas fireplace, additional bonus/media room on 1st floor There is an oversized private guest suite with morning bar and outdoor entry on 1st floor The master suite and 2 other bedroom suites are on 2nd floor (there is also a pre-designed elevator shaft if buyer wants added / currently used as 2 oversized storage closets) The outdoor living is breathtaking with large lanai, tropical pool & spa, cabana and summer kitchen along with complete concrete/stucco perimeter wall for private courtyard There is also deeded access to Chain of Lakes via canal to Lake Maitland thru HOA boat ramp at bottom of this street! less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$329,900
$1,683/mo
Monthly Payment:
$1,683
Principal & Interest:
$1,167
HOA Dues:
$516
(Based on a 30 year fixed loan at 3.38% with $65,980 down)
Winter Park, FL 32789
2bed 2bath 1,267sq ft $260 / sq ft CND
Lot Size1,236sq ft Built1971 On Site31days
Open Sun May 29, 1pm-3pm
Fabulous view from the 5th floor. Very open and light unit. HVAC NEW IN 2014. View of Lake Osceola. Newer windows. The Cloisters is one block off of Park Avenue which features... more
Fabulous view from the 5th floor. Very open and light unit. HVAC NEW IN 2014. View of Lake Osceola. Newer windows. The Cloisters is one block off of Park Avenue which features quaint shopping and dining. Central Park is the focus of the avenue featuring 2 art festivals, a lovely rose garden, concerts in the park, popcorn movie night and lots of fountains and art displayed throughout the year. The Farmer's Market (open on Saturday mornings) is right around the corner. Attention all snowbirds: The Cloisters and Winter Park is also a great home away from home to enjoy winter away from the harsh weather. The complex is on Lake Osceola of the Winter Park "Chain of Lakes". You can have a boat (docks are on a first come, first serve basis ) and glide through the canals enjoying the views and wildlife. You will also enjoy the heated pool and lovely gardens. Will not last!!! less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$425,000
$1,504/mo
Monthly Payment:
$1,504
Principal & Interest:
$1,504
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $85,000 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 1,959sq ft $217 / sq ft SFR
Lot Size12,528sq ft Built1965 On Site31days
Meticulously maintained home! Quaint, winter park 32789 neighborhood zoned for dommmerich, maitland, winter park high! Brick pavered driveway & mature landscaping welcome you to... more
Meticulously maintained home! Quaint, winter park 32789 neighborhood zoned for dommmerich, maitland, winter park high! Brick pavered driveway & mature landscaping welcome you to this lovely home! Beautiful, original hardwood floors throughout! Updated kitchen with large granite island overlooking family room with brick fireplace. Light & bright formal living room leads to oversized screened patio. .29 acre lot boasts your new sparkling pool with brick deck & patio plus plenty of space for a swing set or garden! 2 car garage!! Welcome home!! less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$539,000
$2,041/mo
Monthly Payment:
$2,041
Principal & Interest:
$1,907
HOA Dues:
$134
(Based on a 30 year fixed loan at 3.38% with $107,800 down)
Winter Park, FL 32792
5bed 4bath 3,959sq ft $136 / sq ft SFR
Lot Size9,685sq ft Built2015 On Site31days
Open Sat Jun 4, 12pm-2pm
Beautiful, practically new 5 bedroom home in Winter Park! This immaculate, pond front home is less than a year old and boasts upgrades throughout! Youll be immediately impressed... more
Beautiful, practically new 5 bedroom home in Winter Park! This immaculate, pond front home is less than a year old and boasts upgrades throughout! Youll be immediately impressed by the spacious, open floor plan and the soaring 18 ft. ceilings in the foyer and family room. The gourmet eat-in kitchen features upgraded granite, stainless steel gas appliances, and an oversized island large enough to accommodate counter seating. Tray ceilings adorn the formal dining and living rooms, and French doors lead into your home office. The first floor Master suite features water views, an oversized bathroom with his and her vanities, a garden tub, and an extra-large shower, and a huge walk-in closet. Crown molding and designer lighting fixtures throughout add an element of sophistication. On the second story you'll find a game room, four additional bedrooms (one of which is currently being used as a media room), and two additional full baths. The large back yard is fully fenced and big enough to accommodate a pool with lawn leftover, and the screened in lanai is the perfect place to relax at the end of the day while watching the sunset. With two tankless water heaters, gas appliances, dual A/C units, and state-of-the-art insulation, youll enjoy extremely low utility bills in this energy-efficient home! Eden Point is a new gated community, close to the 417, dining, and shopping, and zoned for all A rated Seminole county schools. This is a beautiful home in a prime location " come take a look today! less
Listing Provided Courtesy of ALL REAL ESTATE & INVESTMENTS
Popularity
$229,000
$810/mo
Monthly Payment:
$810
Principal & Interest:
$810
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $45,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,858sq ft $123 / sq ft SFR
Lot Size7,563sq ft Built1956 On Site31days
New roof, new hvac, updated electric, updated plumbing, new fence. Come see this spacious and very well cared for property in winter park. Quiet neighborhood. Close to... more
New roof, new hvac, updated electric, updated plumbing, new fence. Come see this spacious and very well cared for property in winter park. Quiet neighborhood. Close to everything winter park has to offer. Come turn this house into your home! less
Listing Provided Courtesy of KELLER WILLIAMS AT THE PARKS
Popularity
$2,695,000
$9,537/mo
Monthly Payment:
$9,537
Principal & Interest:
$9,537
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $539,000 down)
Winter Park, FL 32789
Orange County School District
5bed 7bath 7,243sq ft $372 / sq ft SFR
Lot Size28,577sq ft Built1996 On Site31days
When you hear someone talk about location, location, location....this home is that!! In the heart of downtown Winter Park this beautiful executive estate is within walking... more
When you hear someone talk about location, location, location....this home is that!! In the heart of downtown Winter Park this beautiful executive estate is within walking distances to all of downtown Winter Park's trendy restaurants, Central Park, Rollins College and easy access to Sun Rail. From the front entrance you walk into this elegant foyer and into the form living area that overlooks the tropical and lush pool and backyard. There are 5 private suites with walk in closets and two master bedrooms with fireplaces, one is upstairs the other is downstairs. Also in the home you will find a very spacious gourmet kitchen with built in appliances, cabinet style refrigerators and freezers, a butler's pantry with warming draws and a breakfast nook. Off the kitchen is a spacious family room with another fireplace. Upstairs you are also going to find a theater room, bonus area, and the 2nd master bedroom. There is a full and finished basement that could be another media room or bedroom with easy access by the elevator. The home has recently been repainted both inside and outside. This is a wonderful opportunity to live in the heart of downtown Winter Park. less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$55,000
$194/mo
Monthly Payment:
$194
Principal & Interest:
$194
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $11,000 down)
Winter Park, FL 32792
1bed 1bath 786sq ft $70 / sq ft CND
Lot Size10.1acre Built1974 On Site33days
1/1 Condo near UCF and Full Sail. Great shopping and restaurants near by! Great for an investment property or first time home buyer. Spacious interior. Balcony for entertaining.... more
1/1 Condo near UCF and Full Sail. Great shopping and restaurants near by! Great for an investment property or first time home buyer. Spacious interior. Balcony for entertaining. Pool in community. Minutes from downtown. Don't miss this opportunity! less
Listing Provided Courtesy of BRENNAN REAL ESTATE GROUP LLC
Popularity
$849,000
$3,004/mo
Monthly Payment:
$3,004
Principal & Interest:
$3,004
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $169,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,225sq ft $263 / sq ft SFR
Lot Size15,457sq ft Built1979 On Site33days
Extraordinary opportunity to own in the Heart of Winter Park! Located on a quiet cul-de-sac, behind the corner of New York and Park Avenue, this fantastic home comes with a... more
Extraordinary opportunity to own in the Heart of Winter Park! Located on a quiet cul-de-sac, behind the corner of New York and Park Avenue, this fantastic home comes with a prominent address, neighbored by magnificent lakefront estates and brand new, multi-million dollar construction. Step inside to find a desirable, three-way split floor-plan offering a downstairs master retreat, a guest suite, and two upstairs bedrooms. Hand-scraped natural oak floors and vaulted, wood beam ceilings evoke a comfortable sense of home. Beautiful, custom designed kitchen is the center of the home, and features stainless steel appliances, a double oven, French doors leading to lanai, butlers pantry for additional storage and counter space. Master bedroom offers his and her baths, separate walk-in closets and French doors that open to the office/den with half bath. Over-sized, screened-in pool and covered patio are peaceful and relaxing, while the fenced backyard provides privacy and room for gardening. Enjoy short walks to Park Avenues shops and restaurants, Hannibal Square, and the Winter Park Golf Course. Timing is perfect to purchase this gorgeous home that capitalizes on the surrounding neighborhoods revitalization and some of Winter Parks most exciting new development. less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$1,275,000
$4,512/mo
Monthly Payment:
$4,512
Principal & Interest:
$4,512
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $255,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,316sq ft $295 / sq ft SFR
Lot Size14,888sq ft Built1992 On Site33days
Elegant Executive Pool Home Located in Olde Winter Parks Prestigious and Highly Desirable Via's. Majestic Oak Trees Line the Brick Street Leading Into The Circular Driveway.... more
Elegant Executive Pool Home Located in Olde Winter Parks Prestigious and Highly Desirable Via's. Majestic Oak Trees Line the Brick Street Leading Into The Circular Driveway. Gleaming Pine Floors Greet You As You Enter through The Front Door and A Dazzling Crystal Chandler In The Family room With Charming Fireplace and Dramatic 2-Story Ceiling Demands Awe. Kitchen Is A Gourmet Chef's Delight With Granite Counter Tops and Highest Of Quality Line Of Appliances: Subzero, Wolf, Miele and Dacor. Plenty of Beautiful Wood Cabinet Storage. Relax & Enjoy The Florida Room Overlooking the Sparkling Pool & Over Sized Lushly Landscaped Fenced Yard. Spacious Master Suite With Stunning Master Bath. Home Is Exquisitely Appointed Through Out. Homes Offers Outstanding Features: Whole House Generator, Exercise Room/Office In Lower Area, French Doors, Custom Built In Cabinetry In Designated Office, Termite Bond, Plantation Shutters. Minutes To Charming Winter Park Boutiques & Restaurant & Close To The Winter Park Racquet Club. Excellent Schools! less
Listing Provided Courtesy of PREMIUM PROPERTIES R.E SERVICE
Popularity
$649,900
$2,299/mo
Monthly Payment:
$2,299
Principal & Interest:
$2,299
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $129,980 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size13,500sq ft BuiltN/A On Site33days
Home with massive 90 X 151 ft. lot abutting sought-after Windsong neighborhood. Whether you want to demolish the existing home and build a custom masterpiece or take advantage... more
Home with massive 90 X 151 ft. lot abutting sought-after Windsong neighborhood. Whether you want to demolish the existing home and build a custom masterpiece or take advantage of the existing cinder block and cypress footprint and favorable setbacks, this is the property for you. This 3,523+ s.f. home, which is need of significant TLC, boasts 4 bedrooms, 3.5 bathrooms, kitchen, breakfast room, formal dining, formal living, library, family room with brick wood-burning fireplace, study, and workroom. The master suite is unbelievably large and boasts a huge closet (with a cedar-lined seasonal storage area). The existing pool has been resurfaced within the last 10 years. Mature trees and a spacious yard distinguish this property from others in the area. This property is being sold AS-IS. less
Listing Provided Courtesy of PALMANO GROUP RE BROKERAGE LLC
Popularity
$52,000
$184/mo
Monthly Payment:
$184
Principal & Interest:
$184
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $10,400 down)
Winter Park, FL 32792
1bed 1bath 809sq ft $64 / sq ft CND
Lot Size10.1acre Built1974 On Site33days
IF your looking for an amazing rental property with good schools you have found it. Schedule a showing today.
IF your looking for an amazing rental property with good schools you have found it. Schedule a showing today. less
Listing Provided Courtesy of BRENNAN REAL ESTATE GROUP LLC
Popularity
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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
Website provided and owned by Coldwell Banker Residential Real Estate.
 
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Data last updated: Saturday, May 28, 2016 at 7:56 PM. Properties in listings may have been sold or may no longer be available.