14

Winter Park, FL Homes for Sale with Acreage

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  • /36

    $199,000

    $31K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,578 Sq Ft

    7488 Whisperwood Dr Unit 28, Winter Park, FL 32792

    Rare Two-Story 2BR/2.5BA Condo with Two Private Suites in Winter Park.Highlights: Two-story floor plan condominium with a townhome-style layout, 2 spacious bedrooms, each with its own private ensuite bathroom, 2.5 bathrooms, Functional kitchen with stainless steel appliances, Open-concept living and dining area, Private fenced patio – perfect for relaxing, grilling, or entertaining,

    Agent Photo

    Miranda Azer

    PARKVIEW REAL ESTATE

    7488 Whisperwood Dr Unit 28, Winter Park, FL 32792
  • /75

    $2,190,000

    • 3 Beds
    • 3.5 Baths
    • 2,422 Sq Ft

    1420 Aloma Ave, Winter Park, FL 32789

    Experience a rare expression of design-forward lakefront living on Lake Sylvan in the heart of Old Winter Park. Fully remodeled through a comprehensive, down-to-the-studs transformation, virtually every major component is new—giving this approximately 2,400-square-foot residence the quality, systems and finishes of a modern custom home. Framed by mature live oaks and sweeping 180-degree water

    Alejandra Silva METROPOLITAN R.E SOLUTIONS INC

    1420 Aloma Ave, Winter Park, FL 32789
  • /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

    $279,000

    $110K 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
  • /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

    Manoj Patel APPLE REALTY

    7454 Wynnewood Square Unit 188, 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
  • /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
  • /21

    $230,000

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

    200 Saint Andrews Blvd Unit 2904, Winter Park, FL 32792

    ATTENTION ** SELLER OFFERING A $5,000 CREDIT TOWARDS BUYER'S CLOSING COSTS OR INTEREST RATE BUY DOWN!! A GEM! Tucked away in a private, sought after community and so conveniently located in breathtaking Winter Park. Here’s a beautifully maintained, upgraded and move-in ready home. With 2 large bedrooms and 1.5 bathrooms, this unit spans 1,219 square feet, providing an ideal space for cozy living.

    Sharon Mikol MAINFRAME REAL ESTATE

    200 Saint Andrews Blvd Unit 2904, Winter Park, FL 32792
  • /15

    $199,000

    Open Sat 11AM - 2PM $29K PRICE INCREASE
    • 2 Beds
    • 1.5 Baths
    • 1,393 Sq Ft

    7471 Canford Ct Unit 19, Winter Park, FL 32792

    One of the lowest-priced homes in Winter Park with nearly 1,400 square feet, a private carport, screened balcony, community pool, and easy access to UCF, Full Sail, Rollins, Valencia East, Orlando International Airport, and downtown Orlando! The monthly HOA covers many exterior maintenance items so you can enjoy low-maintenance living.This 2 bedroom, 1.5 bathroom condo features a townhome style

    Karen Salter IAD REAL ESTATE

    7471 Canford Ct Unit 19, Winter Park, FL 32792
  • /15

    $115,000

    • 1 Bed
    • 1 Bath
    • 796 Sq Ft

    1000 S Semoran Blvd Unit 302, Winter Park, FL 32792

    Virtually Staged. ***Welcome to this exceptionally well-maintained 1-bedroom, 1-bathroom condominium ideally located in Winter Park! Lovingly cared for by its longtime owner, this home offers a wonderful combination of comfort, functionality, and convenience. *WASHER AND DRYER LOCATED IN UNIT* Inside, you'll find a spacious, thoughtfully designed layout featuring a generous living area, an

    Amaal Barakat KELLER WILLIAMS ADVANTAGE III

    1000 S Semoran Blvd Unit 302, Winter Park, FL 32792
  • /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
  • /14

    $239,000

    • 2 Beds
    • 2 Baths
    • 1,087 Sq Ft

    1711 Grove St Unit 519, Maitland, FL 32751

    Virtually Staged. Rare updated 2/2 | | Top-Rated SchoolsWelcome to peaceful Park Lake Villas! This fully updated single-story condo has spacious living, major energy-efficient upgrades, and an unbeatable location zoned for Dommerich Elementary, Maitland Middle, and Edgewater High.Key Features Brand New A/C (2025) & Updated R-38 Insulation Low-E Thermal Pane Windows & Slider Door replaced

    Steven Koleno BEYCOME OF FLORIDA LLC

    1711 Grove St Unit 519, Maitland, FL 32751

Home Price Trends

Median Sale Price
$490,000
Median Single Family Sale Price
$615,000
Median Townhouse Sale Price
$450,000
Median 2 Bedroom Sale Price
$258,500
Median 1 Bedroom Sale Price
$155,750
Average Price Per Sq Ft
$376
Number of Homes for Sale
325
Last 12 months Home Sales
981
Months of Supply
4.00
Median List Price
$535,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
1%
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