20

Winter Park, FL Homes for Sale with Acreage

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  • /88

    $8,500,000

    • 5 Beds
    • 6 Baths
    • 6,502 Sq Ft

    1112 Preserve Point Dr, Winter Park, FL 32789

    Presenting 1112 Preserve Point Drive, Winter Park, FL! Offered at $8,500,000 this very rare and private, nearly 2-acre lakefront estate, is absolutely gorgeous and is available for the first time! Custom built by Phil Kean Design Group and located within Windsong's Preserve Point, this extraordinary Lake Berry home has it all including 1.97 acres of land adjacent to the historic Genius Preserve

    Kelly Price KELLY PRICE & COMPANY LLC

    1112 Preserve Point Dr, Winter Park, FL 32789
  • /52

    $180,000

    • 1 Bed
    • 1 Bath
    • 727 Sq Ft

    200 Saint Andrews Blvd Unit 705, Winter Park, FL 32792

    This isn’t your average condo. It’s professionally updated with large rooms and more closet space than you’ll know what to do with. There’s even a washer and dryer right in the unit (no more laundry runs!), newer appliances, and parking right outside your door. On a scale from 1 to 10, this place is easily a TWENTY! Seriously, no expense was spared to make it super comfortable. You’ll love the

    Jonathan Lacko WINTER PARK REAL ESTATE CO LLC

    200 Saint Andrews Blvd Unit 705, Winter Park, FL 32792
  • /28

    $170,000

    • 1 Bed
    • 1 Bath
    • 793 Sq Ft

    200 Saint Andrews Blvd Unit 312, Winter Park, FL 32792

    Beautifully maintained condo in a prime Winter Park location! This bright and inviting unit has been exceptionally well cared for and shows true pride of ownership. The interior is spotless, featuring a clean, modern feel with comfortable living spaces that make it easy to feel right at home. Enjoy a well-designed layout with plenty of natural light and a welcoming atmosphere throughout. The

    Reinaldo Roman ROMAN'S PRO REALTY LLC

    200 Saint Andrews Blvd Unit 312, Winter Park, FL 32792
  • /21

    $129,900

    • 2 Beds
    • 2 Baths
    • 1,030 Sq Ft

    3053 George Mason Ave Unit 8, Winter Park, FL 32792

    Updated 2-bedroom, 2-bath condo featuring modern finishes throughout! This condo features laminate floors, sleek granite countertops, and stainless steel appliances in the kitchen. A rare find with an in-unit washer and dryer for added convenience. Step out onto the brand new deck, upgraded with durable composite decking—perfect for relaxing or entertaining. Ideally located just minutes from Full

    Daniel Graves GRAVES REALTY

    3053 George Mason Ave Unit 8, Winter Park, FL 32792
  • /43

    $169,000

    • 1 Bed
    • 1 Bath
    • 793 Sq Ft

    200 Saint Andrews Blvd Unit 315, Winter Park, FL 32792

    **One or more photos were virtually stages**Experience elevated living in this beautifully appointed 1-bedroom, 1-bath residence located on the second floor in the heart of Winter Park, Florida. The home showcases elegant wood-look tile flooring throughout, creating a seamless, upscale aesthetic with both style and durability.The primary bedroom is enhanced with classic plantation shutters,

    Eric Zimmerman RE/MAX Advantage

    200 Saint Andrews Blvd Unit 315, Winter Park, FL 32792
  • /11

    $198,000

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft

    3060 George Mason Ave Unit 12, Winter Park, FL 32792

    Welcome to your new home in Winter Park!Completely remodeled unit with luxury finishes, ceramic floors, modern bathrooms, brand new kitchen with steel appliances and a nice quartz counter. Community amenities include pool, tennis and playground. Great Schools - zoned for Winter Park HS. Just minutes to Full Sail, UCF & Valencia. Don’t miss out on this gem!

    Adriana Sanchez WF REALTY CORP.

    3060 George Mason Ave Unit 12, Winter Park, FL 32792
  • /49

    $189,999

    • 2 Beds
    • 1.5 Baths
    • 1,365 Sq Ft

    7468 Canford Ct Unit 24, Winter Park, FL 32792

    This charming 2-bedroom, 1.5-bath condo offers a desirable townhome-style layout with spacious living areas and thoughtful storage throughout. The community features deluxe vinyl fencing installed by the HOA, along with a clubhouse and a community pool, providing great amenities for residents to enjoy. Inside, you’ll find the convenience of an in-unit washer and dryer combo, ample storage under

    Javier Albelo Rivera EMPIRE NETWORK REALTY

    7468 Canford Ct Unit 24, Winter Park, FL 32792
  • /25

    $314,900

    • 1 Bed
    • 1 Bath
    • 570 Sq Ft

    311 E Morse Blvd Unit 7-11, Winter Park, FL 32789

    Charming Downtown Winter Park Pied-à-Terre – Steps from Park Avenue!Welcome to Whispering Waters, a beautifully maintained mid-century community nestled on the shores of Lake Osceola. This light-filled corner studio offers a rare opportunity to own a piece of Winter Park’s most coveted location—just steps from Park Avenue, Central Park, and all the cultural charm the city has to

    Mary Colton FANNIE HILLMAN & ASSOCIATES

    311 E Morse Blvd Unit 7-11, Winter Park, FL 32789
  • /24

    $127,000

    • 2 Beds
    • 2 Baths
    • 1,066 Sq Ft

    3057 Aaron Burr Ave Unit 2, Winter Park, FL 32792

    Welcome to 3057 Aaron Burr Ave #2, a beautifully updated 2-bedroom, 2-bathroom condo in the desirable Colonies community. Whether you're looking for a stylish home or a fantastic investment opportunity, this property checks all the boxes! Step inside to find brand-new stainless-steel appliances, granite countertops, and spacious walk-in closets. The open layout creates a bright and inviting

    Claudia Villarroel JASON MITCHELL REAL ESTATE FLO

    3057 Aaron Burr Ave Unit 2, Winter Park, FL 32792
  • /35

    $165,000

    • 2 Beds
    • 2.5 Baths
    • 1,090 Sq Ft

    3027 Aaron Burr Ave Unit 1, Winter Park, FL 32792

    Step into this beautifully renovated two-story condo offering the perfect blend of modern style and everyday comfort. Featuring 2 spacious bedrooms and 2.5 updated bathrooms, this home has been thoughtfully upgraded from top to bottom. The first floor showcases elegant marble-look tile flooring, creating a sleek and durable living space ideal for both relaxing and entertaining. Upstairs, you’ll

    Rosa Rodriguez STIRLING INTERNATIONAL REAL ES

    3027 Aaron Burr Ave Unit 1, Winter Park, FL 32792
  • /11

    $116,000

    • 2 Beds
    • 2 Baths
    • 1,066 Sq Ft

    3057 Aaron Burr Ave Unit 1, Winter Park, FL 32792

    Back in market for Buyer finance .A great living in Winter Park. This 2-bedroom, 2-bath Furnished condo in The Colonies offers an excellent opportunity for investors or first-time buyers. Recently updated with new flooring and new painting the unit is ready for a new owner. The location is a major draw, just minutes from Full Sail University,Sam Wearhouse, Valencia College, UCF, Park Avenue,

    Amin Abraham FLORIDA REALTY INVESTMENTS

    3057 Aaron Burr Ave Unit 1, Winter Park, FL 32792
  • /89

    $8,950,000

    • 7 Beds
    • 11 Baths
    • 11,255 Sq Ft

    1120 Preserve Point Dr, Winter Park, FL 32789

    In the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean estate is a private oasis. With over 11,000 square feet of living area and a beautifully landscaped lakefront lot, this residence offers an exceptional blend of elegance, charm and privacy rarely found in Winter Park. The home features seven spacious bedrooms and nine full and two half baths.

    Hal George PREMIER SOTHEBY'S INTL. REALTY

    1120 Preserve Point Dr, Winter Park, FL 32789
  • /19

    $89,900

    • Studio
    • 1 Bath
    • 549 Sq Ft

    3071 George Mason Ave Unit 5, Winter Park, FL 32792

    NEW PRICE!!! Charming Studio Condo Near UCF & Full Sail – Ideal Investment or Cozy Retreat!Welcome to this well-maintained ground-floor studio condo, offering 549 square feet of comfortable living space in a prime location near UCF and Full Sail University. Perfect for a student, professional, or investor, this move-in-ready unit features tile flooring throughout, making it clean and easy to

    Katherine Bordelon CASTLE & COTTAGE REALTY LLC

    3071 George Mason Ave Unit 5, Winter Park, FL 32792
  • /19

    $205,000

    • 2 Beds
    • 1.5 Baths
    • 1,393 Sq Ft

    7471 Canford Ct Unit 19, Winter Park, FL 32792

    This 2 bedroom, 1.5 bathroom condo features a townhome style layout with spacious living areas. Recent enhancements include the removal of dated laminate to reveal ceramic tile flooring throughout the main level, installation of stylish luxury vinyl plank on the upper level, new carpeting on the staircase and landing, and a full interior repaint. In addition, the sliding glass doors were

    Karen Salter IAD FLORIDA LLC

    7471 Canford Ct Unit 19, Winter Park, FL 32792
  • /40

    $359,000

    • 1 Bed
    • 1 Bath
    • 482 Sq Ft

    311 E Morse Blvd Unit 7-5, Winter Park, FL 32789

    Major Price Improvement! Here is your rare opportunity to own a studio apartment in Whispering Waters, a 55+ iconic Condominium located just steps from Park Avenue and fabulous historic downtown Winter Park! This architectural mid-century beauty was built in 1960 and has survived every major hurricane since then. Whispering Waters has passed the Milestone and Structural Integrity Reserve Study

    Jeff Dodds CHARLES RUTENBERG REALTY ORLANDO

    311 E Morse Blvd Unit 7-5, Winter Park, FL 32789
  • /34

    $299,900

    • 1 Bed
    • 1 Bath
    • 482 Sq Ft

    311 E Morse Blvd Unit 7-19, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. One or more photos have been virtually staged. Welcome to an exceptional opportunity to own a beautifully maintained, move-in ready third-floor, water-view, corner unit studio residence in one of Winter Park’s most coveted locations—directly adjacent to Lake Osceola and just moments from iconic Park Avenue. This rare downtown setting places you

    Mathew Kelly TURN-KEY MOVES REALTY

    311 E Morse Blvd Unit 7-19, Winter Park, FL 32789
  • /2

    $120,000

    • 2 Beds
    • 1 Bath

    1695 Lee Rd Unit B204, Winter Park, FL 32789

    2 bedroom, 2 bathroom condo located in the desirable and well maintained Waterfall Cove community in Winter Park. Unit is long-term tenant occupied, offering immediate rental income for an investor buyer. Interior is in original condition and presents an excellent opportunity for updates and value enhancement. Enjoy a highly walkable location close to Whole Foods, LA Fitness, Winter Park Village,

    Mauricio Toro MTRE GROUPE LLC

    1695 Lee Rd Unit B204, Winter Park, FL 32789
  • /26

    $179,900 Open Sun 1PM - 4PM

    • 2 Beds
    • 1.5 Baths
    • 990 Sq Ft

    7336 Forest Hill Ct Unit 240, Winter Park, FL 32792

    Updated Winter Park Townhome!! If you are looking for LOCATION this is the property for you. This well maintained END unit is move in ready: two-story 2 Bedrooms 1.5 Bath townhome style condo with two designated parking spaces. Upon entering you are greeted with a large living and dining room space. Tiled floors, tons of light, neutral colors, wet bar area are a few of the amazing qualities of

    Steven Looper CHARLES RUTENBERG REALTY ORLANDO

    7336 Forest Hill Ct Unit 240, Winter Park, FL 32792
  • /50

    $1,195,000

    • 2 Beds
    • 2 Baths
    • 1,402 Sq Ft

    1602 Alabama Dr Unit 403, Winter Park, FL 32789

    Perched on the top floor in the heart of Winter Park, this luxury, open-concept residence offers a rare blend of elevated design and everyday ease. Enjoy the peace of no neighbors above, plus the privacy, security, and lock-and-leave convenience that only condo living can provide without sacrificing space, light, or lifestyle. The Alabama delivers a rare Winter Park combo of modern living and

    Matthew Burks CORCORAN PREMIER REALTY

    1602 Alabama Dr Unit 403, Winter Park, FL 32789
  • /34

    $165,000

    • 2 Beds
    • 2.5 Baths
    • 1,108 Sq Ft

    7300 Daniel Webster Dr Unit 7, Winter Park, FL 32792

    Welcome home to this stunningly updated two-story condo that perfectly combines modern elegance with everyday comfort. Featuring 2 spacious bedrooms and 2.5 baths, this home has been thoughtfully updated with high-end designer finishes throughout. The first floor showcases stunning new tile flooring in a striking neutral pattern, creating a modern and inviting living space, while the second floor

    Rosa Rodriguez STIRLING INTERNATIONAL REAL ES

    7300 Daniel Webster Dr Unit 7, Winter Park, FL 32792

Home Trends in Winter Park, FL

Housing Trends

Median Sale Price
$481,250
Median Single Family Sale Price
$600,000
Median Townhouse Sale Price
$459,500
Median 2 Bedroom Sale Price
$202,500
Median 1 Bedroom Sale Price
$154,500
Average Price Per Sq Ft
$371
Number of Homes for Sale
304
Last 12 months Home Sales
1,016
Months of Supply
3.60
Median List Price
$530,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
1%
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