17

Winter Park, FL Homes for Sale with Acreage

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  • /29

    $229,000

    • 3 Beds
    • 2.5 Baths
    • 1,151 Sq Ft

    7454 Wynnewood Square Unit 188, Winter Park, FL 32792

    Updated Winter Park Townhome!! If you are looking for LOCATION this is the property for you. This well maintained unit is move in ready: two-story 3 Bedrooms 2.5 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 this

    Agent Photo

    Manoj Patel

    APPLE REALTY

    7454 Wynnewood Square Unit 188, Winter Park, FL 32792
  • /31

    $230,000

    • 2 Beds
    • 1.5 Baths
    • 1,219 Sq Ft

    200 Saint Andrews Blvd Unit 3206, Winter Park, FL 32792

    **Welcome to Four Seasons — Where Winter Park Living Meets Modern Convenience**This sharp 2-bedroom, 1.5-bath townhome puts you right in the heart of one of Central Florida's most coveted zip codes. With 1,219 square feet of updated, move-in-ready living space, it's the perfect low-maintenance home base for a busy professional who wants style, comfort, and location all in one.The renovated

    Agent Photo

    Ginny Adkins

    EXP REALTY LLC

    200 Saint Andrews Blvd Unit 3206, Winter Park, FL 32792
  • /63

    $230,000

    • 2 Beds
    • 2.5 Baths
    • 1,578 Sq Ft

    7488 Whisperwood Dr Unit 28, Winter Park, FL 32792

    Welcome to Whisperwood, where space, convenience, and investment potential come together in one exceptional opportunity.This rare gem is a beautifully maintained 2-bedroom, 2.5-bath residence offering a rarely available townhome-style floor plan that combines generous living spaces, exceptional functionality, and outstanding investment potential. The spacious multi-level layout features

    Agent Photo

    Miranda Azer

    PARKVIEW REAL ESTATE

    7488 Whisperwood Dr Unit 28, Winter Park, FL 32792
  • /25

    $1,350,000

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft

    1881 Lake Spier Dr, Winter Park, FL 32789

    Lakefront home on over 1 acre in Winter Park with direct frontage on Lake Spier.Positioned on a private, spring-fed lake, this property presents a rare opportunity to build a brand-new luxury residence or thoughtfully renovate the existing home into a refined lakefront retreat. The expansive lot, tranquil water views, and ownership extending into the lake create a setting defined by privacy,

    Rafael Zenke Pinhao NOVA REAL ESTATE SERVICES INC

    1881 Lake Spier Dr, Winter Park, FL 32789
  • /11

    $198,000

    $2K PRICE DROP
    • 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 AROD PARTNERS REALTY

    3060 George Mason Ave Unit 12, Winter Park, FL 32792
  • /25

    $299,000

    $90K PRICE DROP
    • 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
  • /35

    $245,900

    $4K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,580 Sq Ft

    7470 Canford Ct Unit 23, Winter Park, FL 32792

    New updates, a new fence, and extra outdoor space on a desirable corner lot. Beautifully updated 3 bedroom, 2.5 bath corner unit townhome located in the heart of Winter Park, offering 1,580 square feet of bright and open living space. This home features a deluxe vinyl-fenced backyard with plenty of privacy and no rear neighbors.The property is currently tenant occupied,making it a great

    Sam Nguyen FLORIDA REALTY INVESTMENTS

    7470 Canford Ct Unit 23, Winter Park, FL 32792
  • /35

    $159,000

    $6K PRICE DROP
    • 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
  • /27

    $164,999

    • 1 Bed
    • 1 Bath
    • 793 Sq Ft

    200 Saint Andrews Blvd Unit 704, Winter Park, FL 32792

    Excellent opportunity in the heart of Central Florida! Welcome to this charming 1-bedroom, 1-full-bath condominium located in the desirable Four Seasons Condominiums of Winter Park. Step inside to a spacious living area that flows seamlessly into the dining and kitchen spaces, creating a comfortable and functional layout perfect for everyday living or entertaining. The primary bedroom features a

    Veronica Figueroa EXP REALTY LLC

    200 Saint Andrews Blvd Unit 704, 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

    $10K PRICE DROP
    • 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
  • /15

    $199,000

    $29K PRICE INCREASE
    • 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 REAL ESTATE

    7471 Canford Ct Unit 19, Winter Park, FL 32792
  • /34

    $284,900

    $45K PRICE DROP
    • 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
  • /21

    $130,000

    • 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. New tile floor was installed and freshly painted. Long term tenant moved out recently and on the market for sale and for rent as well. Enjoy a highly walkable location close to Whole Foods, LA Fitness, Winter Park Village, shopping, dining, and more. Community amenities include a

    Mauricio Toro MTRE GROUPE LLC

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

    $169,900

    $15K PRICE DROP
    • 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
  • /34

    $229,900

    • 2 Beds
    • 1.5 Baths
    • 1,219 Sq Ft

    Unlisted Address

    Welcome to this spacious and well-maintained two-story townhome nestled in the highly desirable Four Seasons community in the heart of Winter Park. Offering 2 bedrooms, 1.5 bathrooms, and 1,219 square feet of comfortable living space, this home features a functional floor plan designed for both everyday living and entertaining. The spacious kitchen offers abundant cabinetry, generous countertop

    Laila Ocampo COMPLETE REALTY STORE, LLC

    Unlisted Address
  • /34

    $159,000

    $6K PRICE DROP
    • 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 Price Trends

Median Sale Price
$479,000
Median Single Family Sale Price
$615,000
Median Townhouse Sale Price
$450,000
Median 2 Bedroom Sale Price
$250,000
Median 1 Bedroom Sale Price
$154,900
Average Price Per Sq Ft
$372
Number of Homes for Sale
322
Last 12 months Home Sales
1,005
Months of Supply
3.80
Median List Price
$535,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
0%
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