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Winter Park Townhomes for Sale

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  • /37

    $899,000

    • 3 Beds
    • 3.5 Baths
    • 2,116 Sq Ft

    1251 Arlington Place, Winter Park, FL 32789

    STUNNING WINTER PARK TOWNHOME - NO HOA, DESIGNER KITCHEN, PRIVATE BACKYARD OASISWelcome to this rare gem in the heart of Winter Park — a beautifully updated 3-bedroom, 3.5-bath townhome that lives like a single-family home WITH NO HOA! From the moment you walk in, you’ll be impressed by 20-FOOT CEILINGS in the foyer and family room, elegant hardwood floors, and OVERSIZED 8.5-FOOT DOORS

    Brad Barnett ANNE ROGERS REALTY GROUP INC

    1251 Arlington Place, Winter Park, FL 32789
  • /26

    $714,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,866 Sq Ft

    1275 Michigan Ave, Winter Park, FL 32789

    Welcome to this stunning townhome in the heart of Winter Park, built by award-winning Osprey Custom Home Builders. This residence combines timeless design, coastal aesthetic, certified greb construction, energy efficiency, and modern smart-home conveniences.Featuring 3 bedrooms, 2.5 baths, and an open-concept layout, the home is filled with designer finishes and thoughtful details

    Brandon Geers COMPASS FLORIDA LLC

    1275 Michigan Ave, Winter Park, FL 32789
  • /44

    $1,050,000

    • 4 Beds
    • 3.5 Baths
    • 2,826 Sq Ft

    512 Clarendon Ave, Winter Park, FL 32789

    Beautifully updated 4BD/3.5BA townhome in highly sought-after Virginia Heights, just steps from Park Ave, Rollins College and zoned for Audubon K-8! This spacious 2,826 SF home features two primary suites—one on each level—ideal for guests or multi-gen living. Gorgeous hardwood like tile floors throughout, high ceilings, crown molding, and two fireplaces add timeless elegance. The chef’s kitchen

    Sarah Tomlinson COMPASS FLORIDA LLC

    512 Clarendon Ave, Winter Park, FL 32789
  • /39

    $649,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,772 Sq Ft

    2304 Depauw Ave, Orlando, FL 32804

    Welcome to your dream home in vibrant College Park! This exquisite new construction townhome by David Weekley Homes offers modern living with a touch of elegance, boasting 1,772 square feet of thoughtfully designed space. Perfect for families and professionals alike, this residence features. 3 Spacious Bedrooms: Enjoy restful retreats in generously sized bedrooms, each designed with comfort and

    Robert St. Pierre WEEKLEY HOMES REALTY COMPANY

    2304 Depauw Ave, Orlando, FL 32804
  • /22

    $819,700 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,051 Sq Ft

    1917 S Lakemont Ave, Winter Park, FL 32792

    Special financing or closing cost credits available for qualified buyers!Introducing the 2024 PARADE OF HOMES ORLANDO WINNER - BEST IN CLASS! This exceptional, move-in ready residence is perfectly situated between the serene shores of Lake Spier and Lake Compton in the exclusive Lake Spier Crossing community of Winter Park.Discover modern luxury with 10 impeccably designed

    Nickolas McKee KELLER WILLIAMS WINTER PARK

    1917 S Lakemont Ave, Winter Park, FL 32792
  • /42

    $849,900 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,063 Sq Ft

    1907 S Lakemont Ave, Winter Park, FL 32792

    Special financing or closing cost credits available for qualified buyers!Introducing the 2024 PARADE OF HOMES ORLANDO WINNER - BEST IN CLASS! This exceptional, move-in ready residence is perfectly situated between the serene shores of Lake Spier and Lake Compton in the exclusive Lake Spier Crossing community of Winter Park.Discover modern luxury with 10 impeccably designed

    Nickolas McKee KELLER WILLIAMS WINTER PARK

    1907 S Lakemont Ave, Winter Park, FL 32792
  • /25

    $215,000

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    607 Saint Johns Ct Unit 607, Winter Park, FL 32792

    This stylish condo lives more like a townhouse, offering two stories, a private patio, and a fenced yard for added privacy and outdoor enjoyment.Inside, you’ll find an open floor plan with vaulted ceilings and a cozy wood-burning fireplace. The updated kitchen and bathrooms pair perfectly with ceramic tile and luxury vinyl flooring throughout—no carpet in sight! A versatile first-floor

    Allison Day RE/MAX TOWN & COUNTRY REALTY

    607 Saint Johns Ct Unit 607, Winter Park, FL 32792
  • /39

    $331,985

    • 2 Beds
    • 2 Baths
    • 1,362 Sq Ft

    638 Warrenton Rd, Winter Park, FL 32792

    BACK ON THE MARKET AFTER EXTENSIVE RENOVATIONS!!! BRAND NEW KITCHEN, BATHS, BRAND NEW GORGEOUS LUXURY VINYL PLANK FLOORING THROUGHOUT! BRAND NEW ROOF AS WELL! Welcome to this beautiful 2-Bedroom, 2-Bathroom patio home located in desirable Winter Park. This duplex offers a range of amenities that will surely enhance your living experience. This beauty has BRAND NEW Luxury Vinyl

    Nicholas Musashe SUN PROPERTIES, INC.

    638 Warrenton Rd, Winter Park, FL 32792
  • /18

    $215,000

    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft

    3220 Netherwood Dr, Winter Park, FL 32792

    Incredible Investment Opportunity in a Desirable Location!This 2-bedroom, 1.5-bath home is full of potential and ready for a transformation. It's a fantastic opportunity for investors, flippers, or anyone seeking a high-potential investment. With just a little TLC, this property can be turned into a beautiful primary residence or a strong income-producing rental. Whether you're looking to

    Nimrah Ashraf THE FIRM RE

    3220 Netherwood Dr, Winter Park, FL 32792
  • /15

    $329,999

    • 3 Beds
    • 2.5 Baths
    • 1,837 Sq Ft

    2417 Passamonte Dr Unit 1E, Winter Park, FL 32792

    Location! Location! Location! Winter Park, Top Rated Florida Zone Schools, Move-In Ready, 3 Bedroom Town Home with a Garage in the VIA LAGO GATED community?? ABSOLUTELY! Meticulously maintained and spacious town home is just waiting for its new owner! Elegant brick paver driveway and entryway greet you as you pull up. The downstairs is open, light and bright. The beautifully appointed kitchen has

    Stephen Hachey FLAT FEE MLS REALTY

    2417 Passamonte Dr Unit 1E, Winter Park, FL 32792
  • /41

    $339,000

    • 2 Beds
    • 1.5 Baths
    • 1,056 Sq Ft

    3204 Netherwood Dr, Winter Park, FL 32792

    Discover this beautifully renovated 2-bedroom, .5 -bathroom villa in the heart of Winter Park! Nestled on a private cul-de-sac lot with no HOA, this home has been completely upgraded to offer modern comfort and style. Step inside to luxury vinyl flooring throughout, an open-concept living space, and a sleek kitchen with stainless steel appliances. The high-end bathroom remodel adds a spa-like

    Renee Anthony WATSON REALTY CORP.

    3204 Netherwood Dr, Winter Park, FL 32792

Why Live in Winter Park

Winter Park, a neighborhood rich in history and charm, offers a glimpse into “Old Florida” with its hanging Spanish moss and lakeside views. Originally a resort community for northern business magnates in the 19th century, Winter Park features a mix of architectural styles, from ranchers and midcentury modern to Victorian and Spanish designs. Several homes and districts, including the Hannibal Square District, are listed on the National Register of Historic Places. The Hannibal Square Heritage Center honors the historic African American community with exhibitions and educational programs. The neighborhood is adorned with lush greenery and tranquil lakes, accessible through parks like Mead Botanical Garden, which has walking trails, an amphitheater, and a butterfly garden. Central Park, located in the heart of the shopping district, hosts year-round events and the annual Winter Park Sidewalk Art Festival. The Winter Park community center provides various programs and facilities, including a fitness center and community pool. Daily needs are met by grocery stores like Whole Foods and Trader Joe’s, while niche retailers and dining options, such as Hillstone Restaurant and Bosphorous Turkish Cuisine, are plentiful. Cultural institutions like Casa Feliz and the Charles Hosmer Morse Museum of Art add to the neighborhood's artistic appeal. Winter Park is safer than the national average and offers convenient access to major roadways like Interstate 4 and state Route 50.

Home Trends in Winter Park, FL

Housing Trends

Median Sale Price
$675,000
Median Single Family Sale Price
$905,000
Median Townhouse Sale Price
$770,000
Median 2 Bedroom Sale Price
$242,850
Median 1 Bedroom Sale Price
$165,000
Average Price Per Sq Ft
$438
Number of Homes for Sale
211
Last 12 months Home Sales
626
Months of Supply
4.00
Median List Price
$725,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
2%
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