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Search All Winter Park FL Real Estate For Sale

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Search All Winter Park FL Real Estate For Sale

Our website features the best Winter Park FL 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.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Winter Park FL Real Estate Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

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Search All Winter Park FL Luxury Homes Over $1 Million For Sale

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Curious about what’s happening in your neighborhood? You can view a current Winter Park FL Real Estate Market Report to see what’s active, under contract, and sold in your neighborhood! 

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Just Listed Winter Park FL Real Estate For Sale

2825 Fitzooth Drive Unit 6, Winter Park image
2825 Fitzooth Drive Unit 6, Winter Park $610,000

Winter Park Pines offers countless amenities from a neighborhood public golf course to bike rides on Cady trail, all within a walk from this updated 4 bedroom 3 full bath...

  • 4 Beds
  • 3 Baths
  • A4557527 MLS
2817 Prince John Road, Winter Park image
2817 Prince John Road, Winter Park $620,000

Stunning 4 Bedroom 3.5 Bathroom Home with two Master Suites in sought after Winter Park is ready for a new owner! From the moment you enter into the foyer, you will be i...

  • 4 Beds
  • 3.5 Baths
  • O6086294 MLS
1017 Via Tuscany Oaks Way, Winter Park image
1017 Via Tuscany Oaks Way, Winter Park $2,250,000

Modern Mediterranean on quiet cul-de-sac street off of Via Tuscany with oversized beautiful treed lot… Spacious flexible floor plan with private owner’s suite and home of...

  • 5 Beds
  • 5.5 Baths
  • O6086002 MLS
243 Scottsdale Square Unit 243, Winter Park image
243 Scottsdale Square Unit 243, Winter Park — 243 $128,000

Resting in quiet Winter Park this can become a home for you and your family or an income-producing condo which is ready for you to add to your network! Close to local col...

  • 2 Beds
  • 2 Baths
  • O6085778 MLS
  • 243 Bldg.
1636 Elizabeths Walk, Winter Park image
1636 Elizabeths Walk, Winter Park $1,975,000

Welcome home to this custom 4-bedroom, 4.5-bath home in the highly desirable community of Windsong. Meticulously and beautifully built by Kim Goehring, of Goehring and Mo...

  • 4 Beds
  • 4.5 Baths
  • O6086466 MLS
851 Miles Avenue Unit 15, Winter Park image
851 Miles Avenue Unit 15, Winter Park — 1 $244,800

Fully renovated, turn-key, light-filled, ground floor condominium home with new kitchen and appliances, granite counter tops, custom walnut cabinets, double hung windows ...

  • 2 Beds
  • 1 Baths
  • O6085450 MLS
  • 1 Bldg.
648 W Webster Avenue Unit A, Winter Park image
648 W Webster Avenue Unit A, Winter Park $649,900

DUPLEX!!! Completely Renovated Beautiful 3/2 & 3/1 Duplex Homes in the Quiet Carver Town Area of Winter Park. Renovations were professionally done and offer potential inv...

  • 6 Beds
  • O6086401 MLS
2918 Antique Oaks Circle Unit 31, Winter Park image
2918 Antique Oaks Circle Unit 31, Winter Park — 2918 $224,900

This lovely updated two-bedroom, two-bathroom ground-floor condominium is ready for you to call home in the Parkview Village Community. Featuring an open floor plan with ...

  • 2 Beds
  • 2 Baths
  • O6084666 MLS
  • 2918 Bldg.
2107 Edwin Boulevard, Winter Park image
2107 Edwin Boulevard, Winter Park $450,000

Welcome home to this beautiful 4 bedroom, 2 bathroom home located in the center of Winter Park. This home was fully renovated in 2016 and has a variety of features inclu...

  • 4 Beds
  • 2 Baths
  • O6085870 MLS
1849 Viburnum Lane, Winter Park image
1849 Viburnum Lane, Winter Park $399,900

LOCATION, LOCATION, LOCATION! This charming home is located near the highly desirable area of Winter Park! 4 bedroom 2 bath, single family, concrete home with a 2-car car...

  • 4 Beds
  • 2 Baths
  • O6086292 MLS
2008 Natalen Road, Winter Park image
2008 Natalen Road, Winter Park $599,999

One or more photo(s) has been virtually staged. One or more photos are virtually staged. Beautifully renovated! This Winter Park family house is located on a quiet, priva...

  • 3 Beds
  • 2 Baths
  • O6081088 MLS
2559 Eastbrook Boulevard, Winter Park image
2559 Eastbrook Boulevard, Winter Park $325,000

Welcome to this east Winter Park pool home! The flexible floor plan offers two living spaces on each side of the kitchen and creates an easy flow. A split plan, with the ...

  • 3 Beds
  • 2 Baths
  • O6085789 MLS
1451 Broad Wing Lane, Winter Park image
1451 Broad Wing Lane, Winter Park — Na $475,000

Experience this newly built luxury townhome in the highly desirable Winter Park area, located in the gated community of Enclave at Hawk's Crest in Seminole County. Built ...

  • 3 Beds
  • 2.5 Baths
  • O6086136 MLS
  • Na Bldg.
7336 Forest Hill Court Unit 240, Winter Park image
7336 Forest Hill Court Unit 240, Winter Park — 7336 $214,000

Great investment opportunity with tenant in place willing to stay! Great location in Glenridge Middle School and Winter Park H.S District! Two-story 2 Bedrooms 1.5 Bath t...

  • 2 Beds
  • 1.5 Baths
  • O6085846 MLS
  • 7336 Bldg.
1936 Whitehall Drive, Winter Park image
1936 Whitehall Drive, Winter Park $519,900

This adorable and meticulously maintained home is beautifully situated in the heart of Winter Park. Step inside the front door, you won't be disappointed. Large Living...

  • 3 Beds
  • 2 Baths
  • O6085458 MLS
2029 Canny Cove, Winter Park image
2029 Canny Cove, Winter Park — 06 $406,590

Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your family’s needs, making your life better, happier...

  • 3 Beds
  • 2.5 Baths
  • O6085665 MLS
  • 06 Bldg.
1790 Hollywood Avenue, Winter Park image
1790 Hollywood Avenue, Winter Park $698,500

Renovated Bungalow in the Heart of Winter Park. Only minutes drive to Park Ave. This charming 2 bed 2 bath home boast hardwood floors throughout, custom cabinetry with ...

  • 2 Beds
  • 2 Baths
  • A4558339 MLS
4400 Tuscany Island Court, Winter Park image
4400 Tuscany Island Court, Winter Park $3,999,777

Welcome to Tuscany Island in Winter Park! Private gated enclave of 5 magnificent luxury estate homes, resting on the lake shore of Bear Gulley. This highly sought-after a...

  • 4 Beds
  • 5.5 Baths
  • O6084698 MLS
5080 Lake Howell Road, Winter Park image
5080 Lake Howell Road, Winter Park $395,000

Create your Winter Park dream home! This property is less than 1 minute to Interlachen Country Club with multiple million dollar homes in close proximity. Great to remode...

  • 3 Beds
  • 2 Baths
  • O6085015 MLS
239 Lewfield Cir, Winter Park image
239 Lewfield Cir, Winter Park $208,000

Don't miss this lovely first floor 2 bedroom 2 bath condo in Winter Park! Well maintained brick building with lovely curb appeal and newer roof. Updated kitchen with gr...

  • 2 Beds
  • 2 Baths
  • O6084989 MLS
2009 Canny Cove, Winter Park image
2009 Canny Cove, Winter Park — 06 $440,390

Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your family’s needs, making your life better, happier...

  • 3 Beds
  • 2.5 Baths
  • O6085115 MLS
  • 06 Bldg.
2013 Canny Cove, Winter Park image
2013 Canny Cove, Winter Park — 06 $408,790

Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your family’s needs, making your life better, happier...

  • 3 Beds
  • 2.5 Baths
  • O6085112 MLS
  • 06 Bldg.
2017 Canny Cove, Winter Park image
2017 Canny Cove, Winter Park — 06 $404,590

Under Construction. Classic: At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your family’s needs, making your life better...

  • 3 Beds
  • 2.5 Baths
  • O6085095 MLS
  • 06 Bldg.
2021 Canny Cove, Winter Park image
2021 Canny Cove, Winter Park — 06 $411,790

Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your family’s needs, making your life better, happier...

  • 3 Beds
  • 2.5 Baths
  • O6085084 MLS
  • 06 Bldg.
2025 Canny Cove, Winter Park image
2025 Canny Cove, Winter Park — 06 $406,590

Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your family’s needs, making your life better, happier...

  • 3 Beds
  • 2.5 Baths
  • O6085069 MLS
  • 06 Bldg.
2500 Lee Road Unit Unit 136, Winter Park image
2500 Lee Road Unit Unit 136, Winter Park — 136 $200,000 ▲

Adorable 2 bedroom/1 bathroom condo located in the charming Lakeside Manor community on gorgeous Lake Killarney! This first floor Winter Park residence offers stunning su...

  • 2 Beds
  • 1 Baths
  • V4928319 MLS
  • 136 Bldg.
2250 Venetian Way, Winter Park image
2250 Venetian Way, Winter Park $1,200,000

Great opportunity to build in Winter Park with easy access to the Winter Park Chain of Lakes. This 80x150 lot on the Venetian Canal features quick access to Lake Maitla...

  • 3 Beds
  • 2 Baths
  • O6083816 MLS
2250 Venetian Way, Winter Park image
2250 Venetian Way, Winter Park $1,200,000

Great opportunity to build in Winter Park with easy access to the Winter Park Chain of Lakes. This 80x150 lot on the Lake Howell Canal features quick access to Lake Mait...

  • O6083817 MLS
580 Ololu Drive, Winter Park image
580 Ololu Drive, Winter Park $1,495,000

Luxury Lifestyle on Beautiful Lake Killarney. Enjoy the serenity of lakeside living on the largest and cleanest private lake in Winter Park. Lake Killarney is the hidden ...

  • 3 Beds
  • 2.5 Baths
  • O6084616 MLS
2180 Linden Road, Winter Park image
2180 Linden Road, Winter Park $399,000

FULLY RENOVATED charming 3 bedroom homes located about 10 minutes from Rollins College. This home has everything new and no expense sparred on the upgrades. You will begi...

  • 3 Beds
  • 2 Baths
  • O6084732 MLS
2955 Sanbina Street, Winter Park image
2955 Sanbina Street, Winter Park $550,000

Newly updated home perfect for all-year round entertaining. The home has been tastefully updated throughout. 3 bedroom 2 bath ranch style split floor plan home with bon...

  • 3 Beds
  • 2 Baths
  • O6083616 MLS
Winter Park image
Winter Park $650,000

This beautiful new two-story home in Winter Park’s exclusive gated community of Hawk’s Crest. Community has lake access with canon launch. This home was build by Taylor M...

  • 4 Beds
  • 2.5 Baths
  • O6084433 MLS
Winter Park image
Winter Park $375,000

FREESTANDING COMMERCIAL PROFESSIONAL OFFICE IN WINTER PARK. Turn-key, unique well maintained building located in an established professional atmosphere. You no longer n...

  • O6083948 MLS
5639 Garden Grove Circle, Winter Park image
5639 Garden Grove Circle, Winter Park $369,900

Professionally Maintained and Managed 3 bedroom 2 bathroom. home. Features updated exterior paint as well as an updated interior throughout. Kitchen is updated and featur...

  • 3 Beds
  • 2 Baths
  • T3421670 MLS
660 W Morse Boulevard, Winter Park image
660 W Morse Boulevard, Winter Park — Morse $2,500,000

This Home is a classically set up modern brownstone on three floors with a private elevator. Situated within walking distance to Hannibal Square and Park Avenue, the pr...

  • 3 Beds
  • 3.5 Baths
  • O6084405 MLS
  • Morse Bldg.
252 Lewfield Circle Unit 252, Winter Park image
252 Lewfield Circle Unit 252, Winter Park — 12 $195,000

Welcome home! This 2 bedroom, 2 bath condo is located on the second in the Stratford community. It has been meticulously maintained and is move in ready. The current home...

  • 2 Beds
  • 2 Baths
  • O6083689 MLS
  • 12 Bldg.
811 Overspin Dr. Drive, Winter Park image
811 Overspin Dr. Drive, Winter Park $299,990

Winter Park! DEVELOPMENT OPPORTUNITY on this 7000 SF lot (50 x 140) nestled between Winter Park and College Park, just two blocks north of the Dubsdread Golf Course! D...

  • 2 Beds
  • 1 Baths
  • O6083749 MLS
311 E Morse Boulevard Unit 7-3, Winter Park image
311 E Morse Boulevard Unit 7-3, Winter Park — 7 $429,000

A charming and updated downtown Winter Park ground floor pied-a-terre located steps from Park Avenue and Central Park. Beautifully updated with European touches through...

  • 1 Beds
  • 1 Baths
  • O6082003 MLS
  • 7 Bldg.
1545 Indiana Avenue Unit A, Winter Park image
1545 Indiana Avenue Unit A, Winter Park $535,000 ▲

Beautiful 3-bedroom 2.5 bath in Winter Park now available! Nestled in an ideal location minutes away from the best Winter Park restaurants and coffee shops, Publix, Orwin...

  • 3 Beds
  • 2.5 Baths
  • O6082382 MLS
130 Scottsdale Square Unit 130, Winter Park image
130 Scottsdale Square Unit 130, Winter Park — Winter Park Woods $165,999

Welcome to 130 Scottsdale Square in Winter Park, Fl! This perfect 2 Bedroom ,2 Bath condo is exactly what you've been searching for! Clean and spacious lines are everyone...

  • 2 Beds
  • 2 Baths
  • O6083492 MLS
  • Winter Park Woods Bldg.
170 S Phelps Avenue, Winter Park image
170 S Phelps Avenue, Winter Park $2,800,000

Under Construction. Soon to be completed. A stunning modern transitional home located in the heart of Winter park minutes from Park Ave. As you enter this home through th...

  • 4 Beds
  • 4.5 Baths
  • O6081597 MLS
5101 Orange Avenue, Winter Park image
5101 Orange Avenue, Winter Park $460,000

Attention investors or Homeowners! Great opportunity knocking with 6 beds /2 baths home divided into (2) 3/1 units with separate meters. Excellent tenants! one unit pays ...

  • 3 Beds
  • O6083240 MLS
1920 Woodcrest Drive Unit 17, Winter Park image
1920 Woodcrest Drive Unit 17, Winter Park — Woodcrest Condos $182,784

Cozy 1 bedroom condo is located in Woodcrest Community with only 18 condo units in total. Conveniently located in beautiful Winter Park, just minutes from Advent Hospital...

  • 1 Beds
  • 1 Baths
  • O6081510 MLS
  • Woodcrest Condos Bldg.
3720 Vinsetta Court, Winter Park image
3720 Vinsetta Court, Winter Park $1,100,000

Located within the Winter Park gated community of Lakeside Estates, this beautiful, luxury home, located on a quiet cul-de-sac, is ready to welcome a new family. This wel...

  • 6 Beds
  • 5 Baths
  • O6082646 MLS
1290 Park Ave, Winter Park image
1290 Park Ave, Winter Park $4,750,000 ▼

Nestled along the shores, on approximately an acre property on Lake Maitland walking distance to downtown Park Ave, with one of the most sought-after addresses in Winter ...

  • 4 Beds
  • 3.5 Baths
  • O6082393 MLS
1300 Blue Stem Lane, Winter Park image
1300 Blue Stem Lane, Winter Park $699,000 ▼

KITCHEN AND BATHROOM CABINETS JUST GOT UPDATED!! Your search is over! Welcome to the exclusive gated community, Meadows at Hawk's Crest, located in sought-after Winter Pa...

  • 4 Beds
  • 3.5 Baths
  • O6082943 MLS
690 N New York Avenue, Winter Park image
690 N New York Avenue, Winter Park $4,600,000

April 2022 construction! This newly constructed home is move-in ready and available for a quick closing! Do not miss the once-in-a-lifetime opportunity to own this rare...

  • 4 Beds
  • 4.5 Baths
  • O6082781 MLS
2232 Banchory Road, Winter Park image
2232 Banchory Road, Winter Park $976,000

Get Busy Living the Winter Park lifestyle! Come and experience this exquisite Winter Park home situated on an oversized corner lot. This open floor plan, modern masterpie...

  • 4 Beds
  • 3 Baths
  • O6082168 MLS
2140 Nairn Drive, Winter Park image
2140 Nairn Drive, Winter Park $374,900

Live in Winter Park close to the Winter Park hospital for under $400K or build to suit up to 3200 SF among three other new construction homes nearby on Loch Lomond valued...

  • 2 Beds
  • 1 Baths
  • O6081273 MLS
450 Ololu Drive, Winter Park image
450 Ololu Drive, Winter Park $1,699,000

Enjoy fabulous direct views of Lake Killarney from all living areas, kitchen & master suite. Unbelievable upscale finishes include marble flooring, imported Indonesian te...

  • 5 Beds
  • 5.5 Baths
  • O6081800 MLS
© 2023 Northeast Florida Multiple Listing Service, Inc. All rights reserved. This data is up-to-date as of . For the most current information, contact Real Estate Company.

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