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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

840 N Park Avenue, Winter Park $4,400,000

Magnificent-Custom Mediterranean Master Piece in prime location of Winter Park.Carefully designed and built by using European influences, this gorgeous estate was planned...

4 Beds
4.5 Baths
Golfview Terrace SubDv.
32789 Zip Code

1701 Winter Green Boulevard, Winter Park image

1701 Winter Green Boulevard, Winter Park — 00 $249,999

Beautiful 2 bed 2 bath with loft townhome in Winter Green Community. This is the one you've been waiting for!! This two story townhome boasts almost 1500 square feet of l...

2 Beds
2 Baths
Winter Green SubDv.
32792 Zip Code

344 Starling Road, Winter Park $449,900

LOCATION, LOCATION, LOCATION!! Trendy Winter Park location within minutes to Park Ave. and having deeded access to Lake Killarney! Freshly updated, including a NEW ROOF!!...

4 Beds
2 Baths
Flamingo Shores SubDv.
32789 Zip Code

3458 Arbutus Lane, Winter Park $450,000

Tastefully remodeled Home in Fantastic Location with Excellent rated Schools. Home was just freshly painted inside and out. New Luxury waterproof vinyl plank flooring t...

4 Beds
2.5 Baths
Eastbrook Sub Unit 1 SubDv.
32792 Zip Code

126 Scottsdale Square Unit 126, Winter Park image

126 Scottsdale Square Unit 126, Winter Park — 4 $155,000

Lowest priced 2 bedroom in the community. Renovated with new kitchen, bathroom, flooring, stainless appliances. Sought after Winter Park location close to shopping and pu...

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

2450 Roxbury Road, Winter Park $240,000

Attention investors and buyer looking to renovate a home and make it their own. This block home sits on almost a .25 acre in the Glenco subdivision located in Winter Park...

2 Beds
1 Baths
Glencoe Sub SubDv.
32789 Zip Code

2345 Chantilly Avenue, Winter Park image

2345 Chantilly Avenue, Winter Park $1,295,000

Sleek “like new construction” modern style home with clean lines and simply elegant architecture. This gallery-styled home is in near-perfect, impeccable condition, with...

4 Beds
3.5 Baths
Winter Park Village SubDv.
32789 Zip Code

1781 Goodrich Avenue, Winter Park $534,999

Live in the epicenter of where EVERYONE wants to live in Central Florida — in the Heart of GORGEOUS & EXCLUSIVE Winter Park 32789! The home is nestled in one of the most...

2 Beds
1 Baths
Sylvan Heights SubDv.
32789 Zip Code

3529 Australian Circle, Winter Park image

3529 Australian Circle, Winter Park $400,000

Beautifully updated and move in ready! This lovely one story range home offers 3 bedrooms 2 baths and a stunning backyard oasis with a large swimming pool. The gorgeou...

3 Beds
2 Baths
Eastbrook Sub Unit 05 SubDv.
32792 Zip Code

2551 Passamonte Drive Unit 5, Winter Park image

2551 Passamonte Drive Unit 5, Winter Park — N/A $315,000

Welcome to this move-in ready condo in the intimate, gated enclave, Via Lago of Winter Park. The Ellenton plan, originally built by M/I Homes, features 3 bedrooms, 2.5 ba...

3 Beds
2.5 Baths
Via Lago At Hanging Moss SubDv.
32792 Zip Code

921 Golfside Drive, Winter Park $650,000

Welcome home to 921 Golfside! This beautiful split plan house is waiting for you to make it your home! From the canopied street, you'll enter through the foyer and find...

4 Beds
2 Baths
Golfside Sec 02 SubDv.
32792 Zip Code

313 Sylvan Drive, Winter Park $1,500,000

An absolute FIND! Over 1/2 acre on private Lake Sylvan a spring-fed jewel that is teaming with bass and catfish. In the middle of Old Winter Park and sited on a charming ...

Sylvan Park SubDv.
32789 Zip Code

313 Sylvan Drive, Winter Park $1,500,000

An absolute FIND! Over 1/2 acre on private Lake Sylvan, a spring-fed jewel that is teaming with bass and catfish! In the middle of Old Winter Park, sited on a charming b...

3 Beds
3 Baths
Sylvan Park SubDv.
32789 Zip Code

2309 Devon Court, Winter Park $329,900

The Perfect Cottage home on a Cul-De-Sac in the Heart of Winter Park! You can't ask for a better location than being just minutes from both Downtown Orlando and Park Ave...

2 Beds
1 Baths
Glencoe Sub SubDv.
32789 Zip Code

2040 Jewell Avenue, Winter Park $550,000

TRIPLEX in Winter Park! This property has great occupancy history, and is a great investment opportunity with no HOA and very LOW Taxes and a annual gross income of $42,2...

Pines SubDv.
32789 Zip Code

3273 Ferndell Drive, Winter Park $399,000

This property is completely renovated. New updated kitchen with beautiful granite counter tops, updated cabinets and appliances, recess lighting, and a 4' X 8' eat in kit...

3 Beds
2 Baths
Eastbrook Sub Unit 15 SubDv.
32792 Zip Code

1300 Raintree Place, Winter Park $2,325,000

Stately Winter Park residence built by Rex-Tibbs on an oversized corner lot on Park Avenue is available and ready for a new owner! This 5-bedroom, 5-bath with office, bo...

5 Beds
5 Baths
Camwood Sub SubDv.
32789 Zip Code

1695 Lee Road Unit E203, Winter Park image

1695 Lee Road Unit E203, Winter Park — E $160,000

BRAND NEW ROOF, BRAND NEW TILE FLOORING! Looking for an investor to purchase this second level two bedroom condo located in the community of Waterfall Cove convenient to ...

2 Beds
1 Baths
Waterfall Cove SubDv.
32789 Zip Code

5008 Lake Howell Road, Winter Park image

5008 Lake Howell Road, Winter Park $975,000

Upon arrival you are immediately put on notice that this is a home like no other. Its strong presence is emboldened with elements such as Cor-Ten steel cladding on the cu...

5 Beds
3.5 Baths
Tanglewood Rep SubDv.
32792 Zip Code

27 Stymie Place, Winter Park $805,000

Under Construction. Rare opportunity for affordable new construction in Winter Park! Construction has commenced! Walking distance to the historic Dubsdread Golf Course a...

5 Beds
3 Baths
Golfview SubDv.
32789 Zip Code

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