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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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$319,000
$1,181/mo
Monthly Payment:
$1,181
Principal & Interest:
$1,181
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $63,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 975sq ft $327 / sq ft SFR
Lot Size15,364sq ft Built1971 On Site59days
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
Your search results are current and complete. Learn more
$498,000
$2,011/mo
Monthly Payment:
$2,011
Principal & Interest:
$1,845
HOA Dues:
$166
(Based on a 30 year fixed loan at 3.75% with $99,600 down)
Winter Park, FL 32789
4bed 4bath 2,604sq ft $191 / sq ft TWN
Lot SizeN/Asq ft Built2014 On Site61days
Last unit of 9 available!!!! This beautiful new modern townhome will exceed your expectations. Inside, enjoy the bright spacious rooms with light porcelain tile floors on the... more
Last unit of 9 available!!!! 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 casaerstone 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. Last chance for a great price! less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$652,200
$2,445/mo
Monthly Payment:
$2,445
Principal & Interest:
$2,416
HOA Dues:
$29
(Based on a 30 year fixed loan at 3.75% with $130,440 down)
Winter Park, FL 32792
Seminole County School District
5bed 4bath 3,319sq ft $197 / sq ft SFR
Lot Size1.2acre Built1986 On Site61days
Custom-Built Lakefront home in Pelican Bay Subdivision. Every room in the house has a view of the lake. Kitchen renovated in 2013, California style home with an open floor plan.... more
Custom-Built Lakefront home in Pelican Bay Subdivision. Every room in the house has a view of the lake. Kitchen renovated in 2013, California style home with an open floor plan. Kitchen features large pantry, wall oven and microwave, island with down-draft Jenn-Aire glass cooktop and bar sink. A garden window over the sink shows off the DuPont Quartzite countertops. Entry, kitchen, dining, laundry, workspace in the garage are all Mexican tile floors. The sunken living room, also open to the kitchen, has a view of the lake, a working fireplace, and a cathedral ceiling. Bonus room is just beyond the dining area, with pecky cypress paneling and mirrored closet doors that show off yet another view of the lake. The Master Suite is to the left of the entry with a view of the lake just beyond the spa on the porch Sporting a second working fireplace, the Master Suite is a private retreat for the homeowners. A separate wing encloses the his and her closets, with a private spa jacuzzi tub and separate shower, dual vanity, and a closeted toilet. Upstairs there are two bedrooms that share a bath, a second master bedroom with its own split bathroom and vanity sink with linen closet. Two bonus closets provide additional storage. Screened porch across the back of the house adds outdoor sitting space. The lake wall was replaced in (2013) as were both Central air units. A 65 foot dock can be used for fishing or tying up a boat. The dock is surfaced with low maintenance, long lasting Trex Composite Decking. less
Listing Provided Courtesy of LIVE FLORIDA REALTY
Popularity
$929,900
$3,666/mo
Monthly Payment:
$3,666
Principal & Interest:
$3,445
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $185,980 down)
Winter Park, FL 32789
Windsong Orange County School District
5bed 5bath 3,110sq ft $299 / sq ft SFR
Lot Size8,022sq ft Built2001 On Site61days
***Click the virtual tour icon above to watch the drone video!!!*** This classic Windsong home has been fully renovated and is ready to move in! Hard to find 5 bedroom/ 5 bath... more
***Click the virtual tour icon above to watch the drone video!!!*** This classic Windsong home has been fully renovated and is ready to move in! Hard to find 5 bedroom/ 5 bath home with a sparkling pool. Every single system in this house has been replaced , new HVAC, new Gas water heater and new electrical. The kitchen features a new stainless steel French door refrigerator, a 6 burner gas cook top and a microwave wall oven combination. The great room boasts a cozy gas fireplace with a floor to ceiling stacked stone wall. The master suite has a large walk in closet with a custom closet system and dual vanities. There is a second guest bedroom downstairs with an en suite bath. Upstairs has 3 bedrooms all with en suite baths and a large playroom for the whole family to enjoy. This house also has been installed with "smart home" technology that will run your lighting, security and HVAC systems and much more at the touch of a button. The pool area has a beautiful travertine deck and is very private with lush, mature landscaping Come see this amazing like- new home and make it yours today! less
Listing Provided Courtesy of COLEDEV REAL ESTATE LLC
Popularity
$225,000
$833/mo
Monthly Payment:
$833
Principal & Interest:
$833
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $45,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,417sq ft $159 / sq ft SFR
Lot Size10,697sq ft Built1960 On Site61days
Come check out your new home! This eclectic Winter Park mid-century modern holds so much potential and is ready for the right buyer. Perfect for anyone who loves the character... more
Come check out your new home! This eclectic Winter Park mid-century modern holds so much potential and is ready for the right buyer. Perfect for anyone who loves the character of a mid-century modern but would like to add their own personal touch or updates. Home is a 3/2 with the original pink and blue bathrooms! Formal living, dining, and family rooms will allow you or your family to spread out. The entire house except for the back family room has the original terrazzo floor hidden beneath the existing flooring. The matured back yard is big enough to add a pool to make it your own tropical oasis. Located in top rated school district and convenient to Maitland and downtown Winter Park. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$195,000
$722/mo
Monthly Payment:
$722
Principal & Interest:
$722
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $39,000 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 2bath 1,232sq ft $158 / sq ft SFR
Lot Size4,750sq ft Built1957 On Site61days
Remarks to public :Cute bungalow in Winter Park close to College Park and Dubsdread golf course. New air conditioning system, newer drain field and new roof. Open floor plan,... more
Remarks to public :Cute bungalow in Winter Park close to College Park and Dubsdread golf course. New air conditioning system, newer drain field and new roof. Open floor plan, kitchen /family room combo. Two bedrooms off living room with full bath and third bedroom off kitchen with upgraded bath. Third bedroom has access to back yard and used more as an office. Inside utility and 1 car carport. Fenced yard with water feature off patio. Currently leased until May 1. less
Listing Provided Courtesy of PARKLAND INTERNATIONAL REALTY
Popularity
$180,000
$666/mo
Monthly Payment:
$666
Principal & Interest:
$666
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $36,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,084sq ft $166 / sq ft SFR
Lot Size3,443sq ft Built1930 On Site62days
Investor special! Beautiful tree lined street in walking distance to Hannibal Square, Sunrail Station, Park Avenue and Central Park for neighborhood events. The home is perfect... more
Investor special! Beautiful tree lined street in walking distance to Hannibal Square, Sunrail Station, Park Avenue and Central Park for neighborhood events. The home is perfect for renovation with value being mainly in the land. Good proximity to I-4, downtown Orlando and all major highways. less
Listing Provided Courtesy of KELLER WILLIAMS WINTER PARK
Popularity
$449,000
$1,663/mo
Monthly Payment:
$1,663
Principal & Interest:
$1,663
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $89,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,913sq ft $235 / sq ft SFR
Lot Size8,881sq ft Built2008 On Site63days
+++traditional sale+++ opportunity knocks for a lucky buyer to purchase an authentic styled mediterranean luxury home in the heart of winter park’s orwin manor.This... more
+++traditional sale+++ opportunity knocks for a lucky buyer to purchase an authentic styled mediterranean luxury home in the heart of winter park’s orwin manor.This beautiful home boasts upgrades around every corner.As you approach you will find an “old italy” inspired solid wood front door.Inside find 18” travertine floors,6” baseboards,chef’s kitchen with granite tops,solid wood cabinets,commercial grade exhaust fan,and ss appliances.Downstairs features a 21x16 living/family room combo,dining area,and slider to fenced courtyard patio perfect for morning coffee.Upstairs boasts a beautiful oak staircase with wrought iron/wood banister and 11x8 loft at the top with solid wood floors.All bedrooms have solid patagonian rosewood floors, upgraded ceiling fans,lots of natural light,and doors out onto private balconies overlooking the front gardens.Baths have travertine tile.Master bedroom has 21 x 9 terrace with new tiled floor and concrete pillars/banisters.It will be your own private zen space to relax.Master bath features travertine floors,double sinks,walk in shower,and separate jetted tub. Finally you will find a beautifully landscaped front yard with italian cypress trees on dedicated private well,and paver driveway into 2 car garage. Added to all that you are walking distance to:hospitals, shopping, restaurants, and, winter park’s famous park avenue.Your children will reap some of the most sought after schools in orange county!You have an incredible opportunity to upgrade your lifestyle in every way!!!! less
Listing Provided Courtesy of RE/MAX ASSURED
Popularity
$89,900
$539/mo
Monthly Payment:
$539
Principal & Interest:
$333
HOA Dues:
$206
(Based on a 30 year fixed loan at 3.75% with $17,980 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,020sq ft $88 / sq ft CND
Lot SizeN/Asq ft Built1974 On Site63days
Inviting two bedroom, two bath ground floor unit with open floor plan, new carpets and plenty of storage space. The master bedroom has two double closets and a private bath.... more
Inviting two bedroom, two bath ground floor unit with open floor plan, new carpets and plenty of storage space. The master bedroom has two double closets and a private bath. Kitchen and baths have been tastefully updated. Condo is ready to move in! Washer/dryer hook up and additional exterior storage available. Unit sits quietly in the back of the community, surrounded by green space. Winter Park Woods is a desirable neighborhood and offers residents onsite management, two community pools, tennis courts, a playground, and more! Prime location is close to Full Sail, UCF, Valencia College, Downtown Orlando and Winter Park – plus neighborhood is zoned for A-rated Winter Park schools. Great investment opportunity! less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$220,000
$816/mo
Monthly Payment:
$816
Principal & Interest:
$815
HOA Dues:
$1
(Based on a 30 year fixed loan at 3.75% with $44,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,558sq ft $141 / sq ft SFR
Lot Size8,400sq ft Built1971 On Site63days
Open Sun Feb 14, 2pm-4pm Agent Insights
Seller wants to see all offers! This winter park 3 bed 2 bath home is loaded with upgrades & now available! The many features include a stunning new kitchen with beautiful wood... more
Seller wants to see all offers! This winter park 3 bed 2 bath home is loaded with upgrades & now available! The many features include a stunning new kitchen with beautiful wood cabinets, gorgeous granite counter tops, tile back splash, breakfast bar, recessed lighting, stainless steel double sink with disposal & matching faucet. All kitchen appliances included plus washer & dryer! Other features include a one year home warranty, 3 bedrooms, 2 full baths, formal living/dining areas, eat in kitchen & family room, wood burning stone fireplace, french doors, ceiling fans, large windows, walk in closets, beautiful wood laminate flooring in the bedrooms & ceramic tile in all the rest, large master with updated master bath shower, updated electrical & newer high seer energy efficient hvac system. The 2 car garage has a brand new door, cabinets for storage, electronic door opener, laundry area with utility sink & washer/dryer hookups. Outside features include concrete block construction, architectural shingle roof, a private fenced backyard, large storage shed, citrus tree, huge screened porch with insulated ceiling, decorative faux brick accents, gutters, double side gates for boat or rv storage & a patio perfect for grilling & entertaining. This is a great location with high rated schools, convenient to major roads, downtown winter park, golf courses, shopping, dinning, parks, rollins college, ucf & full sail. Call today!!! less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$399,000
$1,478/mo
Monthly Payment:
$1,478
Principal & Interest:
$1,478
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $79,800 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 2,150sq ft $186 / sq ft SFR
Lot Size8,384sq ft Built1953 On Site65days
This gem of a home boasts four bedrooms, two baths, with an additional bright office attached to the master suite with two walk-in closets. You'll feel like you're at a... more
This gem of a home boasts four bedrooms, two baths, with an additional bright office attached to the master suite with two walk-in closets. You'll feel like you're at a five-star resort when you enter the designer master bathroom with a roomy butterdish soaker tub, two large wardrobe cabinets, and walk-in shower with EIGHT sprayer jets. Home has three additional large bedrooms with plenty of windows. Main bathroom has been recently remodeled. Open concept design with brand new bamboo flooring throughout the living room, kitchen, dining, and bedrooms. Vaulted ceilings with gorgeous wood slats and plenty of canned lighting, and ceiling fans in every room. Kitchen features new stainless steel appliances, beautiful mid-century modern textured cabinets that nearly hit the ceiling. An additional butcher-block topped island with wine storage adjacent to the stove built on casters allows for mobility and flexibility when cooking. A brand new, multi-level deck was recently (September 2015) added to the back yard, allowing for an additional 500 square feet of outdoor entertaining. You'll love the pergola, which measures 10' x 16', beautifully framed by new palms and other plant-life, making for an outdoor oasis. If you're a boat or RV owner, you'll be pleased with the additional parking behind the 8' privacy fence. Utility room is large for all your recreational needs! less
Listing Provided Courtesy of ROSE PROPERTIES INC
Popularity
$199,000
$1,003/mo
Monthly Payment:
$1,003
Principal & Interest:
$737
HOA Dues:
$266
(Based on a 30 year fixed loan at 3.75% with $39,800 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
2bed 3bath 1,236sq ft $161 / sq ft CND
Lot Size1,431sq ft Built1984 On Site66days
Completely renovated, this two bedroom two and one half bath condo features an open living and dining plan filled with natural light. Character and charm flow throughout this... more
Completely renovated, this two bedroom two and one half bath condo features an open living and dining plan filled with natural light. Character and charm flow throughout this home with a wood burning fireplace, custom trim and baseboard moldings and stunning one-of-a-kind hardwood floors. A brand new kitchen includes maple cabinets, marble countertops and appliances. Sliding glass doors lead out to a screened enclosed patio with New England slate. Mater suite is generous in size with ample storage and closet space. A guest bedroom and full bath complete the home's interior layout. Located in one of Winter Park's most desirable areas, no detail here has been overlooked! Call to schedule your showing today! less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$950,000
$3,519/mo
Monthly Payment:
$3,519
Principal & Interest:
$3,519
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $190,000 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 3,951sq ft $240 / sq ft SFR
Lot Size16,136sq ft Built1965 On Site68days
This location is second to none. Quiet, dead-end street but close to everything. Very close to Winter Park Racquet Club, the YMCA and Phelps Park, and even to Park Avenue and... more
This location is second to none. Quiet, dead-end street but close to everything. Very close to Winter Park Racquet Club, the YMCA and Phelps Park, and even to Park Avenue and Central Park in downtown. This home is the perfect blend of quality, old school construction and complete internal remodeling for today's homeowner. Huge back yard and massive trees highlight the unique lot and location. Beautifully remodeled inside with plenty of space to allow for multiple room configurations. Hardwood throughout the home and master suite that is enormous. A unique detached room makes for a perfect home office, studio or entertainment room. less
Listing Provided Courtesy of FORSALEBYOWNER.COM REFERRAL
Popularity
$360,000
$2,073/mo
Monthly Payment:
$2,073
Principal & Interest:
$1,333
HOA Dues:
$740
(Based on a 30 year fixed loan at 3.75% with $72,000 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 2,120sq ft $170 / sq ft CND
Lot Size5,007sq ft Built1964 On Site69days
This stunning Penthouse is accessed via a keyed elevator. It is the sole unit on the 4th floor and offers maximum privacy, serenity and security. Spread over 2,100 sq. ft. of... more
This stunning Penthouse is accessed via a keyed elevator. It is the sole unit on the 4th floor and offers maximum privacy, serenity and security. Spread over 2,100 sq. ft. of living area, the open floor plan features a 54 ft. great room that is flanked by a 44 ft. sun room. The window wall of the sun room provides spectacular views of sunsets. The 2 bedroom/2 bath home is move-in ready with new carpet and paint. Other amenities include Brazilian cherry flooring, crown moulding, spacious indoor utility room and a dual heat & air system. Winter Park Gardens Condominium is currently accepting buyers under the age of 55. Pets are not allowed. less
Listing Provided Courtesy of WINTER PARK LAND CO.
Popularity
$309,000
$1,144/mo
Monthly Payment:
$1,144
Principal & Interest:
$1,144
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $61,800 down)
Winter Park, FL 32789
Orange County School District
3bed 1bath 1,140sq ft $271 / sq ft SFR
Lot Size8,925sq ft Built1959 On Site69days
What an amazing opportunity to live in or tear down in a wonderful Winter Park neighborhood. This wonderful three bedroom home which is situated on a beautiful corner lot (80 x... more
What an amazing opportunity to live in or tear down in a wonderful Winter Park neighborhood. This wonderful three bedroom home which is situated on a beautiful corner lot (80 x 111) has an updated kitchen, one-car garage and unlimited potential. Also located in the Dommerich School district. Don’t miss out on this one. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
6 7 8 9 10 11 12 13 14 ... 19
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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, February 13, 2016 at 7:51 PM. Properties in listings may have been sold or may no longer be available.