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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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    Contact SRN Real Estate Pros today to find out how we can be of assistance to you!

    Just Listed Winter Park FL Real Estate For Sale

    870 Carver Street, Winter Park image
    870 Carver Street, Winter Park $325,000

    Great Investment Opportunity (SOLD AS IS) This three bedroom one bath home is in need of a total makeover, or tear down and build your own new home. Home is situated in ...

    • 3 Beds
    • 1 Baths
    • O6114641 MLS
    161 Scottsdale Square Unit 161, Winter Park image
    161 Scottsdale Square Unit 161, Winter Park $135,000

    LOCATION....LOCATION.. Modern apartment in Winter Park on 1st floor near UCF and the best restaurants in the Park Avenue the city. Investment opportunity for your rental ...

    • 1 Beds
    • 1 Baths
    • S5085674 MLS
    2901 Clever Lane, Winter Park image
    2901 Clever Lane, Winter Park — 03 $464,790

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

    • 3 Beds
    • 2.5 Baths
    • O6114399 MLS
    • 03 Bldg.
    1400 Elizabeth Dr, Winter Park image
    1400 Elizabeth Dr, Winter Park $2,580,000

    Beautiful and secluded lakefront lot on quiet cove on Lake Osceola. Opportunity to design and Build with Z Properties.

    • O6114278 MLS
    2227 Howard Drive, Winter Park image
    2227 Howard Drive, Winter Park $825,000

    Fractional Ownership. WINTER PARK, FLORIDA! Gorgeous ONE STORY lakefront home in Winter Park. 2227 Howard Drive | Offered at $825,000 Beautiful inside and out, this mid...

    • 3 Beds
    • 2.5 Baths
    • O6112111 MLS
    2156 Talman Court, Winter Park image
    2156 Talman Court, Winter Park $2,495,000

    Introducing a once-in-a-lifetime opportunity to own an exquisite multi-generational home in the coveted and exclusive neighborhood of Talman Mews, situated on not one, bu...

    • 5 Beds
    • 5.5 Baths
    • G5069117 MLS
    203 Lewfield Circle Unit 203, Winter Park image
    203 Lewfield Circle Unit 203, Winter Park — 8 $200,000

    One or more photo(s) has been virtually staged. Welcome to your new home sweet home! This charming and well-maintained 2 bedroom, first floor condo in Winter Park is read...

    • 2 Beds
    • 2 Baths
    • O6113971 MLS
    • 8 Bldg.
    321 Elkhorn Court, Winter Park image
    321 Elkhorn Court, Winter Park $589,500

    Welcome to Winter Park Pines. This 4 bedroom 3 bath Pool home is ready for a new owner. The home features a split bedroom plan, Huge Screened in lanai (19x34) plus a lar...

    • 4 Beds
    • 3 Baths
    • O6113291 MLS
    7320 Forest Hill Court Unit 236, Winter Park image
    7320 Forest Hill Court Unit 236, Winter Park — 7230 #236 $244,999 ▼

    Welcome to Hidden Oaks Condos, where luxury and convenience meet. This renovated condo is an ideal choice, whether you're seeking a cozy starter home or a lucrative inves...

    • 2 Beds
    • 1.5 Baths
    • O6114011 MLS
    • 7230 #236 Bldg.
    418 Saint Dunstan Way, Winter Park image
    418 Saint Dunstan Way, Winter Park $600,000

    Welcome home to the Winter Park Pines with its beautiful tree-lined streets and where the mailman still delivers to your doorstep! This adorable 2,000 square foot home fe...

    • 3 Beds
    • 2 Baths
    • O6112299 MLS
    1640 Mayfield Ave, Winter Park image
    1640 Mayfield Ave, Winter Park $1,725,000

    Located in desirable Winter Park, this beautiful single-story home is situated on an oversized lot of 0.28 acres surrounded by mature oaks, magnolia and an array of lush ...

    • 3 Beds
    • 2.5 Baths
    • O6113882 MLS
    4434 Glenview Lane, Winter Park image
    4434 Glenview Lane, Winter Park $450,000

    One or more photo(s) has been virtually staged. Have you been on the hunt for a First Home, Second Home, or Investment Home?? Look no further! This 4 bedroom, 2 bath, up...

    • 4 Beds
    • 2 Baths
    • O6113547 MLS
    3114 Heartleaf Place, Winter Park image
    3114 Heartleaf Place, Winter Park $679,900

    It is all about LOCATION, LOCATION, LOCATION!! This beautiful spacious Winter Park home is located in the Lost Creek subdivision, a very private community with no rear ne...

    • 4 Beds
    • 3 Baths
    • O6113794 MLS
    1431 Lake Florence Way, Winter Park image
    1431 Lake Florence Way, Winter Park $670,000

    This Winter Park home is located in the Lake Florence Preserve gated community, which offers exclusivity and charm with only 28 homes. Residents have access to a communit...

    • 4 Beds
    • 3 Baths
    • O6113682 MLS
    7448 Aloma Avenue, Winter Park image
    7448 Aloma Avenue, Winter Park $1,100,000

    Nice 5-tenant retail strip center.

    • O6113754 MLS
    1000 S Semoran Boulevard Unit 113, Winter Park image
    1000 S Semoran Boulevard Unit 113, Winter Park — Villa 100 $229,000

    Are you looking for your Florida home or next investment property? This is a MOVE-IN-READY and RECENTLY REMODELED opportunity Conveniently located on the first floor wil...

    • 2 Beds
    • 2 Baths
    • A4571302 MLS
    • Villa 100 Bldg.
    1047 N Kentucky Avenue, Winter Park image
    1047 N Kentucky Avenue, Winter Park — 1047 $749,900

    This meticulous Winter Park townhouse is the epitome of thoughtful design and impeccable quality. Designed by Award-Winning modern architect Phil Kean, this unique 3-bedr...

    • 3 Beds
    • 2.5 Baths
    • O6113323 MLS
    • 1047 Bldg.
    1000 S. Semoran Boulevard Unit 401, Winter Park image
    1000 S. Semoran Boulevard Unit 401, Winter Park — 400 $159,000

    COMPLETELY REMODELED! One-bedroom condominium in Golfside Villas! This move in ready first-floor unit includes a large living room with patio, open kitchen with New stain...

    • 1 Beds
    • 1 Baths
    • S5085489 MLS
    • 400 Bldg.
    1451 Lyndale Boulevard, Winter Park image
    1451 Lyndale Boulevard, Winter Park $1,750,000

    Experience luxury living at its finest in this beautiful two-story pool home located in the highly desirable and historic Winter Park, FL. This stunning property boasts 5...

    • 5 Beds
    • 3.5 Baths
    • O6113129 MLS
    1321 Bridgeport Drive, Winter Park image
    1321 Bridgeport Drive, Winter Park $790,000

    Waterbridge of Winter Park! Rare opportunity to own in this fabulous Winter Park community being offered by the original owner. This one is ready for your special touch...

    • 4 Beds
    • 2 Baths
    • O6110390 MLS
    2112 Sycamore Drive, Winter Park image
    2112 Sycamore Drive, Winter Park $625,000

    Unbelievable opportunity to own this 4 bedroom, 3 bath PLUS Mother-in-law suite home, nestled within a charming and highly sought-after Winter Park neighborhood. This old...

    • 4 Beds
    • 3 Baths
    • V4930291 MLS
    627 Gilbert Road, Winter Park image
    627 Gilbert Road, Winter Park $610,000 ▼

    Welcome to the Neighborhood! This stunning home is nestled in the desirable location of Winter Park Pines offering a perfect setting for both comfort and convenience. TON...

    • 4 Beds
    • 2 Baths
    • O6112057 MLS
    1407 Miller Avenue, Winter Park image
    1407 Miller Avenue, Winter Park — Makeur Construction $784,900

    Under Construction. WINTER PARK NEW CONSTRUCTION!! Welcome to an amazing opportunity to own a brand new 3 bedroom 2.5 bath townhome in an incredible location! This Stunni...

    • 3 Beds
    • 2.5 Baths
    • O6112568 MLS
    • Makeur Construction Bldg.
    419 W Morse Boulevard, Winter Park image
    419 W Morse Boulevard, Winter Park — Virginia And Morse Brownstones $2,250,000

    Stunning 3 bedroom (plus Office), 3.5 bathroom townhome designed by Phil Kean. Turn-key living at its finest. Light-Filled and Spacious, this beautiful home showcases the...

    • 3 Beds
    • 3.5 Baths
    • O6112887 MLS
    • Virginia And Morse Brownstones Bldg.
    1443 Harmon Avenue, Winter Park image
    1443 Harmon Avenue, Winter Park — 1443 $615,000

    Welcome home! This move in ready 3 bedroom 3½ bath luxury townhome boasts beautiful hardwood floors, 9 ft ceilings on BOTH floors, crown molding, 2 car detached garage, a...

    • 3 Beds
    • 3.5 Baths
    • O6112611 MLS
    • 1443 Bldg.
    1320 Orchid Avenue, Winter Park image
    1320 Orchid Avenue, Winter Park $1,390,000 ▲

    One or more photo(s) has been virtually staged. Under Construction. Introducing contemporary design and luxury living in Winter Park! This stunning new construction home,...

    • 4 Beds
    • 4 Baths
    • O6112725 MLS
    220 Blossom Lane, Winter Park image
    220 Blossom Lane, Winter Park $699,500

    Welcome to 220 Blossom Lane, an exquisite NEWLY RENOVATED single-family residence nestled in highly sought-after Winter Park, FL. This luxurious 3-bedroom, 2-bathroom hom...

    • 3 Beds
    • 2 Baths
    • O6112697 MLS
    2412 Chantilly Avenue, Winter Park image
    2412 Chantilly Avenue, Winter Park $2,600,000

    Under Construction. Breathtaking modern home just weeks away from completion. This sleek five-bedroom, six-and-a-half-bath residence abounds with high-end details through...

    • 5 Beds
    • 6.5 Baths
    • O6111525 MLS
    1772 Chestnut Avenue, Winter Park image
    1772 Chestnut Avenue, Winter Park $2,275,000

    One or more photo(s) has been virtually staged. Welcome to Vimaro Homes newest completed Project! This listing showcases a stunning new construction project with an impre...

    • 5 Beds
    • 4.5 Baths
    • O6112581 MLS
    2246 King Henrys Court, Winter Park image
    2246 King Henrys Court, Winter Park $563,250 ▲

    !!!New Roof Coming soon!!! Welcome home to this 4 bedroom, 3 bathroom, single-family home located in the community of Winter Woods in Winter Park. All three bathrooms ha...

    • 4 Beds
    • 3 Baths
    • O6112308 MLS
    401 N Interlachen Avenue, Winter Park image
    401 N Interlachen Avenue, Winter Park — Village At Winterset $1,570,000

    Discover the essence of luxury living in this exceptional end unit townhome, located just steps away from Park Avenue. Rarely available, this exquisite residence showcase...

    • 3 Beds
    • 2.5 Baths
    • O6111439 MLS
    • Village At Winterset Bldg.
    210 E Lake Sue Avenue, Winter Park image
    210 E Lake Sue Avenue, Winter Park $850,000

    This is an excellent opportunity to renovate or build your dream home in the beautiful City of Winter Park. It is rare to find a lot in one of the most popular areas of C...

    • 5 Beds
    • 3.5 Baths
    • O6111813 MLS
    222 W Rockwood Way, Winter Park image
    222 W Rockwood Way, Winter Park $3,600,000

    New Construction Custom Built Masterpiece located in one of Winter Park’s most desirable neighborhoods, zoned for top-rated schools in the county and only minutes away fr...

    • 5 Beds
    • 5.5 Baths
    • O6111531 MLS
    730 Callahan Street, Winter Park image
    730 Callahan Street, Winter Park $610,000

    West Side Winter Park Investment Property

    • 3 Beds
    • 2 Baths
    • O6112106 MLS
    1461 Via Tuscany, Winter Park image
    1461 Via Tuscany, Winter Park $16,000,000

    Proudly presenting a unique opportunity to acquire one of the most significant lakefront estates in Winter Park, on beloved Via Tuscany, moments from downtown Park Avenue...

    • 5 Beds
    • 4.5 Baths
    • O6112070 MLS
    2068 Leanne Court, Winter Park image
    2068 Leanne Court, Winter Park $449,900

    Welcome home to this Winter Park charmer in the desirable Eastbrook neighborhood! This home is perfectly nestled on a quiet cul-de-sac with NO HOA! Step inside the front ...

    • 4 Beds
    • 2 Baths
    • G5068719 MLS
    2819 Parkland Drive, Winter Park image
    2819 Parkland Drive, Winter Park $2,395,000

    Pre-Construction. To be built. Experience the perfect fusion of indoor-outdoor living, clean lines, and minimalist design in the heart of Winter Park. This California Mo...

    • 4 Beds
    • 4.5 Baths
    • O6110772 MLS
    3119 Heartleaf Place, Winter Park image
    3119 Heartleaf Place, Winter Park $500,000

    Are you searching for a home that is CLEAN, MOVE-IN ready and in EXCELLENT CONDITION?? Look no further, your house hunt is over. Welcome to the friendly and much sought a...

    • 3 Beds
    • 2 Baths
    • O6112224 MLS
    2445 Lee Road, Winter Park image
    2445 Lee Road, Winter Park $605,000

    The commercial shell space located at 2443-2445 Lee Rd, Winter Park, FL 32789 offers an excellent opportunity for building a business or office within its approximately 2...

    • O6112295 MLS
    102 S Virginia Avenue Unit 110, Winter Park image
    102 S Virginia Avenue Unit 110, Winter Park — Douglas Grand $1,795,000

    Welcome to historic downtown Winter Park and one of Central Florida's most distinctive, established in-town living experiences, the Douglas Grand. <br><br> The two-sto...

    • 3 Beds
    • 3.5 Baths
    • O6104853 MLS
    • Douglas Grand Bldg.
    1038 Bradford Drive, Winter Park image
    1038 Bradford Drive, Winter Park $449,000

    You’ll be impressed with this well-cared for home in the desired Howell Estates Community of Winter Park. Extremely low yearly HOA fees of $25. You’ll notice the curb app...

    • 4 Beds
    • 2 Baths
    • O6111464 MLS
    2500 Lee Road Unit 111, Winter Park image
    2500 Lee Road Unit 111, Winter Park — N/A $199,000

    Welcome to 2500 Lee Rd. #111. This gem of a condo community is truly is a hidden luxury. 10min from downtown Orlando, 6min from Park Avenue. 2min from I-4. Just prime loc...

    • 1 Beds
    • 1 Baths
    • O6110678 MLS
    • N/A Bldg.
    2918 Sanbina Street, Winter Park image
    2918 Sanbina Street, Winter Park $495,000

    This stunningly renovated ranch-style home is situated on a tranquil street in the charming Winter Park neighborhood, offering easy access to shopping and top-rated schoo...

    • 3 Beds
    • 2 Baths
    • O6110347 MLS
    1461 Palm Avenue, Winter Park image
    1461 Palm Avenue, Winter Park $2,100,000

    Under Construction. Under construction. Beautiful New Construction home in the heart of Winter Park. This upscale Magnolia Home features upscale design features throughou...

    • 4 Beds
    • 4.5 Baths
    • O6109944 MLS
    544 Saint Dunstan Way, Winter Park image
    544 Saint Dunstan Way, Winter Park $675,000 ▼

    Beautiful 4 bedroom 2 bath Solar Home with a large pool located in the Winter Park Pine. Features large kitchen with large island, granite counter tops and 42" upper cabi...

    • 4 Beds
    • 2 Baths
    • O6107610 MLS
    3409 Ferndell Drive, Winter Park image
    3409 Ferndell Drive, Winter Park $415,000 ▼

    Welcome home to the desirable Eastbrook community located in Winter Park and zoned for top-rated schools! Currently tenant occupied through 12/31/23 but seller will reque...

    • 3 Beds
    • 2 Baths
    • O6110408 MLS
    424 Turkey Run, Winter Park image
    424 Turkey Run, Winter Park $1,297,500

    This lovingly cared for transitional pool home with oversized lot is situated on a quiet tree-lined street. This spacious home is perfect for family living or entertainin...

    • 4 Beds
    • 3.5 Baths
    • O6108870 MLS
    2019 Natalen Road, Winter Park image
    2019 Natalen Road, Winter Park $1,395,000

    Under Construction. New CUSTOM pool home a short walk to Winter Park High School. Open floor plan perfect for entertaining! Inviting front porch draws you in to spacious ...

    • 3 Beds
    • 4 Baths
    • O6109227 MLS
    700 Melrose Avenue Unit L-33, Winter Park image
    700 Melrose Avenue Unit L-33, Winter Park — Winter Park Gardens $239,000 ▼

    Charming Winter Park Gardens condo on the third floor. Open Living and Dining with cozy & bright Sun room that makes an ideal reading room or home office. . Breathtaking ...

    • 1 Beds
    • 1 Baths
    • O6109080 MLS
    • Winter Park Gardens Bldg.
    617 Penn Place, Winter Park image
    617 Penn Place, Winter Park $3,495,000

    This exquisite French Country estate is a true masterpiece, boasting a grand total of 4900 square feet of luxurious living space. Located in the highly coveted Penn Place...

    • 4 Beds
    • 3.5 Baths
    • O6108900 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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