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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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$1,295,000
$4,797/mo
Monthly Payment:
$4,797
Principal & Interest:
$4,797
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $259,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 3,099sq ft $418 / sq ft SFR
Lot Size10,438sq ft Built1990 On Site54days
New offering just off Park Avenue! This Winter Park home offers four bedrooms, three full baths and two half baths. Formal dining and living room, family room with fireplace,... more
New offering just off Park Avenue! This Winter Park home offers four bedrooms, three full baths and two half baths. Formal dining and living room, family room with fireplace, eat-in kitchen space, sun room with western exposure, wood floors, custom trim work, and first floor master suite with sitting room complete with second fireplace. Brick patio provides outside entertaining space and pristine location offers true Winter Park living at it’s best. Enjoy the Winter Park Golf Course, as well as dining and shopping on Park Avenue just steps from this location! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
We show you every available listing. Here's how
$150,000
$555/mo
Monthly Payment:
$555
Principal & Interest:
$555
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $30,000 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 2bath 1,740sq ft $86 / sq ft SFR
Lot Size7,163sq ft Built1968 On Site55days
Lovely Home with all the Charm that you can ask for!!! Ceramic Tile floors all over the home. 3 Huge 4 Bedrooms 2 Bathrooms 2 Car Garage. Sold AS –Is. Potential buyers to... more
Lovely Home with all the Charm that you can ask for!!! Ceramic Tile floors all over the home. 3 Huge 4 Bedrooms 2 Bathrooms 2 Car Garage. Sold AS –Is. Potential buyers to perform a “pressure test” on the plumbing system to inspect for potential leaks in lieu of activating the water utility. Seller will not activate water service to the property. less
Listing Provided Courtesy of T Real Estate Inc.
Popularity
$239,000
$885/mo
Monthly Payment:
$885
Principal & Interest:
$885
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $47,800 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,424sq ft $168 / sq ft SFR
Lot Size8,239sq ft Built1957 On Site55days
Motivated seller, will consider lease purchase 3/2, move in ready winter park home. Enjoy the convenient location where you can have it all, winter park schools, restaurants &... more
Motivated seller, will consider lease purchase 3/2, move in ready winter park home. Enjoy the convenient location where you can have it all, winter park schools, restaurants & whole foods around the corner, close to the bus line and no hoa. All appliances including washer & dryer. The office/study could easily be an in-law suite or guest room. Wood floors throughout. Electrical panel was just updated. There is plenty of room to enjoy the outdoors in the huge oversized fenced backyard with a wood deck. If you prefer you can also relax on the front screened porch. less
Listing Provided Courtesy of Orlando Classic Homes Of Fl
Popularity
$885,000
$3,278/mo
Monthly Payment:
$3,278
Principal & Interest:
$3,278
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $177,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,641sq ft $243 / sq ft SFR
Lot Size11,260sq ft Built2009 On Site55days
Spectacular pool home in the heart of Winter Park. Located on a divided street, on a corner lot, this traditional home has been graciously appointed and boasts four bedrooms, an... more
Spectacular pool home in the heart of Winter Park. Located on a divided street, on a corner lot, this traditional home has been graciously appointed and boasts four bedrooms, an office, four and one half baths and a bonus room. Home office with full bath and closet could easily be used as a fifth bedroom. A thoughtfully designed floor-plan welcomes guests into a spacious foyer and leads them past the formal dining into the gourmet kitchen featuring top-of-the-line stainless steel gas appliances, built-in double ovens, cooking island, gorgeous granite counters, a large breakfast bar, copper barn sink and walk in pantry. Off the kitchen is an open, expansive family room, with double sided gas fireplace and two sets of French doors that lead to the screened in, outdoor living area. The downstairs master retreat offers spa bath showcasing a custom built shower with body sprayers, a jetted tub, his and her vanities, and large walk-in closet. The second floor includes three bedrooms, two full baths, and bonus/flex room, large enough for a pool table or use as a theater room with walkout balcony. The outdoor living space has been thoughtfully considered and created to be the ideal entertainment space, complimented by a double-sided fireplace, a summer kitchen, and views of the sparkling pool and spa. Additional features include: gorgeous hardwood flooring, extensive crown molding, over-sized corner lot, impeccable landscaping, fenced yard and great "A" schools include Dommerich, Maitland and Winter Park. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$79,000
$292/mo
Monthly Payment:
$292
Principal & Interest:
$292
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $15,800 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,049sq ft $75 / sq ft CND
Lot Size6.0acre Built1969 On Site56days
Nice 2nd floor unit near Full Sail, UCF, 417 and I4 area Good Restraunts and shopping on the bus line
Nice 2nd floor unit near Full Sail, UCF, 417 and I4 area Good Restraunts and shopping on the bus line less
Listing Provided Courtesy of L.a. Real Estate, Inc.
Popularity
$329,900
$1,222/mo
Monthly Payment:
$1,222
Principal & Interest:
$1,222
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $65,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,952sq ft $169 / sq ft SFR
Lot Size9,174sq ft Built1955 On Site56days
This is Florida living at it's finest in much sought after Winter Park; a short and simple commute to Downtown Orlando, Park Ave in Winter Park and Rollins College. This home is... more
This is Florida living at it's finest in much sought after Winter Park; a short and simple commute to Downtown Orlando, Park Ave in Winter Park and Rollins College. This home is an excellent value for growing families to stretch out and live. Great schools include Winter Park High School and Glenridge Middle School. Easy access to pretty much everything a homeowner would ever need - unique shopping, fantastic restaurants of Winter Park as well as Baldwin Park. This home offers an urban-oasis vibe with a big, open patio and huge pool for entertaining friends and family for BBQs and special events. Just down the street is Florida Hospital and several, well-established specialty medical practices off Aloma Ave. less
Listing Provided Courtesy of Metro City Realty
Popularity
$5,725,000
$21,210/mo
Monthly Payment:
$21,210
Principal & Interest:
$21,210
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $1,145,000 down)
Winter Park, FL 32789
Orange County School District
6bed 9bath 10,190sq ft $562 / sq ft SFR
Lot Size1.0acre Built2000 On Site56days
Premier lakefront estate in the heart of the Vias on Lake Maitland and built by Charles Clayton Construction... This Winter Park Chain of Lakes estate takes advantage of the... more
Premier lakefront estate in the heart of the Vias on Lake Maitland and built by Charles Clayton Construction... This Winter Park Chain of Lakes estate takes advantage of the elevated topography. Inspired by the magnificent transitional estate homes of the Northeast, this home boasts panoramic views of Lake Maitland with 120' of water frontage on over an acre lot. There are 5 en suite bedrooms, 8 baths in the main house, plus a detached 1 bedroom/1 bath full guest apartment over the three car garage. Downstairs commences with a grand entry overlooking the lake thru an impressive 2-story living & music room, guest suite, gentleman's library, dining room, butler's pantry, and an elegant chef's kitchen open to the gathering room and breakfast room with 2-story beamed ceilings. Upstairs is highlighted by an expansive private master retreat with luxurious bath & dressing area, along with a wonderful "tree-top" sitting room to enjoy the elevated views of the lake. Additionally, you will find 3 more bedroom suites, large bonus room, and laundry room. Outdoor living spaces include a 2-story screened in sitting room, multiple covered lanais around the pool area, summer kitchen, and a beautiful winding path down to a boat house with storage room. There are top quality finishes inside and out including Pella windows & doors, oak hardwood floors, extensive trim & detailed craftsmanship, and Monier tile roof. Walking distance to the WP Racquet Club and Park Avenue! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$79,000
$452/mo
Monthly Payment:
$452
Principal & Interest:
$292
HOA Dues:
$160
(Based on a 30 year fixed loan at 3.75% with $15,800 down)
Winter Park, FL 32792
Seminole County School District
2bed 2bath 1,068sq ft $74 / sq ft CND
Lot Size1,050sq ft Built1983 On Site56days
2/2-Condominium, property is sold as is. Easy to show and a terrific location. BUYER OR BUYER'S AGENT IS RESPONSIBLE FOR ACTIVATING UTILITIES FOR HOME INSPECTIONS. Square... more
2/2-Condominium, property is sold as is. Easy to show and a terrific location. BUYER OR BUYER'S AGENT IS RESPONSIBLE FOR ACTIVATING UTILITIES FOR HOME INSPECTIONS. Square footage, Room and Lot Sizes should be Independently Verified. less
Listing Provided Courtesy of La Rosa Realty, Llc
Popularity
$160,001
$592/mo
Monthly Payment:
$592
Principal & Interest:
$592
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $32,000 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,530sq ft $105 / sq ft SFR
Lot Size10,545sq ft Built1983 On Site57days
Short sale , approval of sellers lender may be conditioned upon the gross commission being reduced. Please submit all offers on far-bar as-is contract with pre approval letter... more
Short sale , approval of sellers lender may be conditioned upon the gross commission being reduced. Please submit all offers on far-bar as-is contract with pre approval letter or proof of funds for cash. Quick response to all offers multiple offers highest and best due by 5 pm 2/14/15 less
Listing Provided Courtesy of Connect Realty.com Inc
Popularity
$1,750,000
$6,483/mo
Monthly Payment:
$6,483
Principal & Interest:
$6,483
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $350,000 down)
Winter Park, FL 32792
Seminole County School District
N/Asq ft N/A / sq ft LND
Lot Size5.0acre BuiltN/A On Site58days
Winter Park. 5 pristine acres in upscale Bear Gully Lake area. Existing 2300 sq ft home. A1 zoning. No HOA.
Winter Park. 5 pristine acres in upscale Bear Gully Lake area. Existing 2300 sq ft home. A1 zoning. No HOA. less
Listing Provided Courtesy of Prestigious Homes Realty
Popularity
$740,000
$2,741/mo
Monthly Payment:
$2,741
Principal & Interest:
$2,741
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $148,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 2,544sq ft $291 / sq ft SFR
Lot Size15,001sq ft Built1968 On Site59days
Completely renovated, "Ready To Move-In", Florida Ranch Style, 3 bdrm/2 bth, pool home (plus 2 offices!). Nestled on a double lot in Olde Winter Park, the circular driveway sets... more
Completely renovated, "Ready To Move-In", Florida Ranch Style, 3 bdrm/2 bth, pool home (plus 2 offices!). Nestled on a double lot in Olde Winter Park, the circular driveway sets this home attractively off Phelps Avenue. Beveled glass, double doors lead into foyer, living room, and dining room, with 10 ft. ceilings. Beautifully refinished hardwood floors and plantation shutters throughout. Fabulously appointed kitchen with granite countertops and stainless steel appliances (new gas range, and double ovens). Spacious family room overlooks backyard, brick paver patio areas, and salt water pool. Great room/Sun room (23 x 12), with new AC/heat vents, is perfect for indoor/outdoor entertaining! Newly renovated bathrooms include marble vanities. The master suite offers easy access to the backyard patios and pool. The office/den/study includes built-in bookshelves. The quaint, detached cottage (12 x 15), with AC/heat and built-ins, would be perfect for a second office, game room, or pool cabana! Close to hospital, shopping, and zoned for excellent Winter Park Schools. The open floor plan provides plenty of space for easy living and entertaining, yet easy to maintain for your busy lifestyles! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$454,995
$1,819/mo
Monthly Payment:
$1,819
Principal & Interest:
$1,685
HOA Dues:
$134
(Based on a 30 year fixed loan at 3.75% with $90,999 down)
Winter Park, FL 32792
4bed 3bath 2,681sq ft $170 / sq ft SFR
Lot Size7,800sq ft Built2015 On Site59days
Brand new home in a gated community with only 41 homesites. One story floor plan features 2,800 sq ft with 4 bedrooms, 2.5 bathrooms and a 2 car garage. Open floor plan is great... more
Brand new home in a gated community with only 41 homesites. One story floor plan features 2,800 sq ft with 4 bedrooms, 2.5 bathrooms and a 2 car garage. Open floor plan is great for entertaining with the kitchen open to the family room. Split floor plan allows overnight guests or other family members privacy. The over sized master bedroom offers 16' x 24' of space to relax. Tray ceilings in the family room, master bedroom and dining room give this home extra architectural details. The kitchen is nicely appointed with 42" upper cabinets with crown moulding, built in refrigerator and gas stainless steel appliances. Home comes complete with builder warranty. (Disclaimer: Some/All photos are stock/renderings of the home.) less
Listing Provided Courtesy of Taylor Morrison Rlty Of Fla
Popularity
$819,000
$3,034/mo
Monthly Payment:
$3,034
Principal & Interest:
$3,034
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $163,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,354sq ft $244 / sq ft SFR
Lot Size13,499sq ft Built1957 On Site59days
What a treasure! You will fall in love with this one-story home, street and neighborhood! Amazing open floor plan with tons of entertaining space and natural light. Huge lot in... more
What a treasure! You will fall in love with this one-story home, street and neighborhood! Amazing open floor plan with tons of entertaining space and natural light. Huge lot in the heart if Winter Park 32789. Screened atrium porch and picturesque open heated pool and backyard backing up to Windsong multi-million dollar homes and no HOA. This house shows like a model. Wood floors and generous foyer welcome you. Lots of storage space throughout. Expansive living and dining spaces open up to French doors overlooking secluded yard and porch. Kitchen/Family room combo has wood burning fireplace. Kitchen includes breakfast bar and eat-in space with views of backyard. New state of the art induction stove. Private master with dressing area and large walk-in closet. Roomy and well-appointed bathroom has dual vanities, soaking tub and separate shower. Over-sized bedrooms and additional bonus room with desk built-ins and plenty of room to play. Nice finishes such as high ceilings, mouldings and custom blinds. Gorgeous landscaping and freshly painted interior and exterior. Enjoy long walks, bike rides, dog walking on old brick streets around lakes. Close to Park Avenue, Whole Foods, Publix and most desirable schools, Brookshire, Glenridge and WPHS. Priced to sell! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$1,445,000
$5,353/mo
Monthly Payment:
$5,353
Principal & Interest:
$5,353
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $289,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 4,300sq ft $336 / sq ft SFR
Lot Size11,819sq ft Built2014 On Site59days
Just completed! Ira kitograd and zane williams of ibk construction and z properties proudly present their newest project. This custom 4 bedroom 4.5 bath home is the perfect... more
Just completed! Ira kitograd and zane williams of ibk construction and z properties proudly present their newest project. This custom 4 bedroom 4.5 bath home is the perfect respite for any family. What sets this residence apart from others are many of its unique features. To highlight just a few; this home features two full first floor suites both with private baths. Perfect for an in-law suite or home office. The home has open contemporary styling but still is keeping true to traditional timeless architure. The home has two outdoor living / entertainment areas. The kitchen is a foodie lover's dream with ample work space, custom cabinetry and commercial style appliances. The private courtyard is an inviting entry into the residence. The first floor master consists of an oversize master retreat with spa like bathroom and ample built-ins and large closet space with views of the outdoor pool area. The second suite perfect for the in-laws or a private home office. The second floor boasts a generous oversize game room with two bedroom and two baths. Not to be missed are the ample storage and bonus spaces. Using some of the finest materials including pella windows and doors, high efficiency a/c systems and energy saving insulation, real brick accents , paver driveways and much more. This unique plan is designed for today's families and lifestyle. Perfect for entertaining family and friends. Located in one of winter park most desirable areas. less
Listing Provided Courtesy of Keller Williams Winter Park
Popularity
$594,900
$2,204/mo
Monthly Payment:
$2,204
Principal & Interest:
$2,204
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $118,980 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,457sq ft $242 / sq ft SFR
Lot Size11,068sq ft Built1963 On Site59days
Open Sun Mar 29, 1pm-4pm
Beautiful 4 bedroom 2.5 bath one of a kind home located in Winter Park. Spacious floor plan, gourmet kitchen perfect for entertaining. Large living room featuring a beautiful... more
Beautiful 4 bedroom 2.5 bath one of a kind home located in Winter Park. Spacious floor plan, gourmet kitchen perfect for entertaining. Large living room featuring a beautiful custom fireplace. Lush tropical private back yard with pool. a two car carport and outdoor air-conditioned storage. Excellent Winter Park Schools. This is truly a distinctive must see home. less
Listing Provided Courtesy of Fannie Hillman & Associates
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
Content provided and owned by Coldwell Banker Residential Real Estate.
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The information being provided by Mid Florida Regional MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Mid Florida Regional MLS. Coldwell Banker Residential Real Estate is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of Coldwell Banker Residential Real Estate, a broker participant of Mid Florida Regional MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site.

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Data last updated: Sunday, March 29, 2015 at 5:20 AM