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Winter Park Homes is our specialty. My staff and I are committed to making the buying and selling of Winter Park real estate in Orange County is an easy and rewarding experience. My website allows you to search all active Winter Park homes, condos, & land for sale. It is easy to use and navigate through property searches. You can also save searches and get daily email alerts of new listings as they become available.

Our website features the best Winter Park real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

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Living in Winter Park

Winter Park is a suburb of Orlando with a population of 30,189. Winter Park is in Orange County and is one of the best places to live in Florida. Living in Winter Park offers residents an urban suburban mix feel and most residents own their homes.

Winter Park is so charming and has that perfect small town vibe. It is pedestrian-friendly and family-friendly beautiful city. Lakes, downtown area and parks are gorgeous. Rollins college is in the heart of Winter Park. Definitely more of a high end town. Shopping and restaurants are great. Real estate is very expensive but the homes are absolutely gorgeous. It's a great place to live and work, it's also a safe place to live.

Looking to move to Winter Park , FL? We’ve got everything you want to know about the key factors that could make this the best place for you, including Winter Park , FL real estate. Let’s start with the basics: Winter Park , FL is located in Orange County . It has a population of 29,182, and we have a cool graph below that shows the city’s ethnic diversity, as well as other important facts and figures.

What about cost of living in Winter Park , FL? The median income in Winter Park , FL is $59,405 and the median home value is $320,300, which should give you a pretty good idea of its affordability. Winter Park , FL is also the perfect place to break in your new shoes, due to its WalkScore ® of 41.1454.

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Latest Winter Park Homes For Sale

1020 Minnesota Avenue Unit 8, Winter Park image

1020 Minnesota Avenue Unit 8, Winter Park — Casa Cielo Condo Or 6314 6111 $389,000

Beautiful Mediterranean-Themed condominium conveniently located in the heart of Winter Park. Minutes from downtown Orlando, Rollins College, Park Ave, Winter Park Village...

3 Beds
3 Baths
Casa Cielo Condo Or 6314 6111 SubDv.
32789 Zip Code

2615 Oglesby Avenue, Winter Park $2,600,000

Luxury lakefront custom home awaits. This Parade of Homes winner features spacious open floor plan with great attention to detail. Large gourmet kitchen opens to spacious...

7 Beds
8 Baths
Dudsdread Heights SubDv.
32789 Zip Code

1421 Woodale Avenue, Winter Park $529,800

This charming and updated split 3 bedroom 2 bath bungalow on an oversized fenced-in lot, It is located on a quiet cobblestone street in the heart of one of Florida’s mos...

3 Beds
2 Baths
Lake Knowles Terrace SubDv.
32789 Zip Code

654 Montego Bay Court, Winter Park image

654 Montego Bay Court, Winter Park — 654 $164,900

Updates galore in an amazing location, minutes from Downtown Winter Park. You enter a serene, welcoming, neighborhood ready to be your new home. Brand new Spanish tiled r...

2 Beds
2 Baths
Winter Park Villas SubDv.
32792 Zip Code

1695 Lee Road Unit C211, Winter Park image

1695 Lee Road Unit C211, Winter Park — C $129,950

Beautiful 2 Bedrooms 2 bathrooms in the heart of Winter Park, near to Winter Park Village, close to the I4 and all major highways. This 2 Bedrooms 2 bathroom located in t...

2 Beds
1 Baths
Waterfall Cove SubDv.
32789 Zip Code

2094 Laurelwood Way, Winter Park $688,000

One or more photo(s) has been virtually staged. Prepare to be amazed by this ultra modern home. This incredible home is a true smart home with modern finishes, controlled...

5 Beds
4 Baths
Preserve At Hawks Crest SubDv.
32792 Zip Code

1813 Harland Park Drive, Winter Park image

1813 Harland Park Drive, Winter Park $1,160,000

Gorgeous 4 bedroom pool home located in the exclusive Windsong neighborhood of Winter Park. This home features quality construction and attention to detail with open conc...

4 Beds
3 Baths
Windsong-Knowles Place SubDv.
32789 Zip Code

5123 Lake Howell Road, Winter Park image

5123 Lake Howell Road, Winter Park $369,900

WOW! Come check out this amazing mid-century modern completely updated and remodeled home! Move-in ready, the effective date is 2016, in which it was completely refurbish...

4 Beds
2 Baths
Tanglewood Sec 3 Rep SubDv.
32792 Zip Code

2500 Lee Road Unit 135, Winter Park image

2500 Lee Road Unit 135, Winter Park — 135 $131,500

Welcome to paradise! This diamond-in-the-rough apartment is ready for your personal touches. Located in Lakeside Manor, a beautiful lakefront community on Winter Park’s p...

2 Beds
1 Baths
Lakeside Manor Apts Condo SubDv.
32789 Zip Code

112 Oak Grove Road, Winter Park $199,000

LOCATION, LOCATION! 3/2 Block home located within the city limits of Winter Park, Florida in Orange County close to where 17/92 meets Lee Road. This newer home has grani...

3 Beds
2 Baths
Winter Park Oaks SubDv.
32789 Zip Code

1784 Mondrian Circle Unit 14, Winter Park image

1784 Mondrian Circle Unit 14, Winter Park — 1784 $875,000

Lakefront Living in Winter park! Welcome to this fantastic end unit townhome on Lovely Lake Killarney. You'll be amazed at the architectural details that abound in these ...

3 Beds
3 Baths
Lake Killarney Townhomes SubDv.
32789 Zip Code

2255 Chantilly Avenue, Winter Park image

2255 Chantilly Avenue, Winter Park $990,000

Captivating and Traditional Southern Home in Winter Park! Situated on a sizeable 0.26+acre lot, this storybook 4BR/4BA abode captures attention with a muted buttercream e...

4 Beds
3 Baths
Fontainebleau SubDv.
32789 Zip Code

7757 Fernbrook Way, Winter Park — 7757 $235,000

One or more photo(s) has been virtually staged. This Winter Park home has two stories. This home has been virtually staged to illustrate its potential.

3 Beds
2 Baths
Fernbrook Trails Ph 3 SubDv.
32792 Zip Code

Winter Park $88,000

Great for investors, can have income since day 1. Cozy yet spacious 1/1 ground floor unit with ceramic tile through the unit is in a perfect location! Located in the hea...

1 Beds
1 Baths
32792 Zip Code

2386 Sun Valley Circle, Winter Park image

2386 Sun Valley Circle, Winter Park — 2386 $183,000

MAITENANCE FREE LIVING IN SOUGHT-AFTER WINTER PARK! 1-story condo community centrally located with easy access to Park Ave, Rollins College, Full Sail and major highways....

2 Beds
2 Baths
Cedarwood Village 1 SubDv.
32792 Zip Code

432 Fletcher Place, Winter Park $829,000

Beautiful Mediterranean Ranch home in the heart of Winter Park. Fully renovated throughout. The 8-foot mahogany front door opens up to a stunning Barrel-Vaulted foyer. Lo...

4 Beds
3 Baths
Sorensen Heights SubDv.
32789 Zip Code

1365 Grove Terrace, Winter Park $985,000

Beautifully renovated one-story home with charm and quality you will love. This 4-bedroom, 3-bath home sits on an oversized corner lot nestled on a quiet street and is a ...

4 Beds
3 Baths
Sylvan Lake Shores SubDv.
32789 Zip Code

3354 Coleus Court, Winter Park $325,000

One or more photo(s) has been virtually staged. **EASY TO SHOW** Delightful Single Story 4BD/3BA HOME with *DOUBLE PRIMARY BEDROOMS, *NEWER ROOF 2017, *NEW ELECTRICAL 202...

4 Beds
3 Baths
Eastbrook Sub Unit 14 SubDv.
32792 Zip Code

375 W Welbourne Avenue Unit 107, Winter Park image

375 W Welbourne Avenue Unit 107, Winter Park — Douglas Grand $850,000

This is your opportunity to own a two-story, three-bedroom, three and a half bathroom townhome with its own private street entrance in historic downtown Winter Park at th...

3 Beds
3 Baths
Douglas Grand SubDv.
32789 Zip Code

342 Scottsdale Square Unit 342, Winter Park image

342 Scottsdale Square Unit 342, Winter Park — O $75,000

***Multiple offers, seller requests highest and best offer by 3/3/2021 @10:00 am** Tenants occupied. This 2 Bedroom and 1.5 Bath condo is perfect for any investor. Locate...

2 Beds
1 Baths
Winter Park Woods Condo SubDv.
32792 Zip Code

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