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619 Homes For Sale in Winter Park, FL

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New
house for sale
3 bds | 2 ba | 1,568 sqft

227 Blossom Lane, Winter Park, FL 32789

Lake Access, Private Lake Killarney. No HOA, Winter Park Address. Block Home built in 1956. Hard wood floors through out...
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$269,000
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New
condominium for sale
2 bds | 2 ba | 1,365 sqft

7476 Canford Court #12, Winter Park, FL 32792

Come see this amazing 2 bed, 1.5 bath, 2-story property located in the desirable city of Winter Park! This 1,365 sqft co...
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$138,900
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New
house for sale
3 bds | 2 ba | 1,550 sqft

5305 N Lake Burkett Lane, Winter Park, FL 32792

This one is a cream puff! Move right in! You will love this light and bright split plan three bedroom two bath home with...
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$259,900
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New
house for sale
4 bds | 4 ba | 2,811 sqft

1362 Palm Avenue, Winter Park, FL 32789

Move in ready new construction designed and built by award winning custom home builder M. Lahr Homes on one of the most ...
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$969,900
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New
condominium for sale
2 bds | 3 ba | 1,236 sqft

5170 Lazy Oaks Drive, Winter Park, FL 32792

EXPECT TO BE IMPRESSED! STUNNING 2 story condo with 2 Master Suites has been BEAUTIFULLY renovated! The redesigned kitch...
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$215,000
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New
multi family for sale
-- bds | -- ba | 1,530 sqft

1005 Garden Drive, Winter Park, FL 32789

TRIPLEX IN THE HEART OF WINTER PARK. NICELY APPOINTED AND MAINTAINED. VALUABLE LARGE LOT AND LOCATION MAKES FOR HIGH REN...
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$399,900
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New
house for sale
4 bds | 3 ba | 2,054 sqft

2947 Fitzooth Drive #16, Winter Park, FL 32792

This beautiful Winter Park Home is waiting for you. This perfectly updated split-floor plan includes a fully equipped ea...
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$399,000
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house for sale
3 bds | 2 ba | 1,524 sqft

2072 Houndslake Drive, Winter Park, FL 32792

No HOA! This home is a must see It is sure to impress everyone that walks into it. Home has only one neighbor. On one si...
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$269,750
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New
house for sale
2 bds | 1 ba | 1,201 sqft

666 Overspin Drive, Winter Park, FL 32789

Welcome home to this quintessential 2 bedroom, 1 bathroom bungalow, located in the most desirable part of the College Pa...
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$284,900
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New
house for sale
3 bds | 2 ba | 1,627 sqft

2630 Tierra Circle, Winter Park, FL 32792

This lovely 3 bedroom 2 bath split floor plan home is situated on just under a quarter of an acre in desirable Winter Pa...
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$299,900
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New
house for sale
2 bds | 1 ba | 976 sqft

500 Shoreview Avenue, Winter Park, FL 32789

Step into the perfect combination of the past and present all in one home! This wonderful historic bungalow has all the ...
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$367,900
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New
house for sale
3 bds | 1 ba | 1,178 sqft

1824 Carrigan Avenue, Winter Park, FL 32789

CHARMING Winter Park 32789 bungalow zoned for Dommerich, Maitland & Winter Park High!! This move-in home boasts NEW faux...
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$279,000
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New
house for sale
3 bds | 1 ba | 1,300 sqft

1812 Palmer Avenue, Winter Park, FL 32792

WELCOME TO LAKEMONT HEIGHTS... Secluded, single access neighborhood (no cut-though traffic) in the CITY of WINTER PARK! ...
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$289,000
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condominium for sale
-- bds | 1 ba | 600 sqft

275 Scottsdale Square #275, Winter Park, FL 32792

Excellent location!!! Great opportunity for an investor, student, or 1st-time home buyer. Centrally-located, Winter Park...
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$65,000
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New
house for sale
4 bds | 2 ba | 1,570 sqft

1494 Brazilian Lane, Winter Park, FL 32792

Welcome Home! Rare find renovated 4 bedroom 2 bathroom house with 2 car garage. Move in ready home in sought after Winte...
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$249,000
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house for sale
3 bds | 2 ba | 1,628 sqft

1848 Loch Berry Road, Winter Park, FL 32789

MAGAZINE PERFECT HOME on beautifully landscaped corner lot! Stunning front door welcomes you to this fantastically renov...
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$479,900
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Winter Park, Florida, is a paradise to vacationers and residents alike. Located adjacent and northeast to Orlando, this lush and lovely area boasts multiple parks, golf courses, and all the amenities that create a fine resort area. Home buyers looking for quaint styles on old-fashioned brick streets will be delighted by the offerings in the Olde Winter Park area, which are often punctuated by Spanish moss-draped trees. Canals and interconnected lakes provide water-loving residents recreational opportunities all year long.

Those who like warm weather and outdoor activities will find no end to the possibilities in Winter Park. Festivals abound, including the Winter Park Sidewalk Art Festival, one of the oldest and top-rated outdoor festivals in the United States. Music lovers will discover that this is the home of the Bach Festival Society of Winter Park, central Florida’s oldest performing arts organization. Combine love of the outdoors and the love of music to experience the Annual Winter Park Jazz Festival, which features multiple acts over a two-day period. Foodies will find a treasure trove of restaurant options representing popular regional flavors as well as international-themed cuisine. Parks such as Dinky Dock provide picnic facilities, swimming, and fishing.

Despite being a popular vacation spot, Winter Park is a reasonably-priced city. Housing and cost of living are considered by residents to be fair; accessibility to multiple activities and the city’s central location within Florida are two huge draws. Even though the state as a whole has a reputation for attracting a lot of retirees, Winter Park also has a number of working professionals and families making up its population, and the unemployment rate is lower than the national average. While its proximity to Walt Disney World creates a large tourist population for much of the year, employment in Winter Park is robust on its own: the Adventist Health System and Publix Super Markets, along with various educational systems, are responsible for several thousand jobs. For those worried about the severe weather that can pop up in coastal areas, Winter Park has less hurricane backlash because of its inland location. Most transportation is via car; however, there is train service in Winter Park served by Orlando’s SunRail and national passenger rail system Amtrak. To experience life in this award-winning central Florida city that has entertainment and activities to spare, browse home openings and discover just why Winter Park is a great place to live, work, and play.

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