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Winter Park, FL Townhomes for Sale

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  • /33

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 2,010 Sq Ft

    1471 Broad Wing Ln, Winter Park, FL 32792

    1% lender credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred lender. Ask for details! Step into comfort and style in this beautifully maintained townhome, built in 2020 and thoughtfully designed for modern living. The open-concept layout features granite countertops, sleek finishes, and an oversized, screened-in lanai that opens to a tranquil wooded

    Kathryn West EXP REALTY LLC

    1471 Broad Wing Ln, Winter Park, FL 32792
  • /37

    $950,000

    • 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
  • /37

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 1,951 Sq Ft

    595 Huntington Ave Unit 4, Winter Park, FL 32789

    You Found It!!! Beautiful Winter Park townhome that feels like a single-family residence. Situated on a private lane with no through-traffic. Ten-minute walk to Park Avenue and Rollins, five-minute walk to Lake Virginia. This exquisite end-unit is part of a sought-after 10-unit community. Three Bedrooms and two and a half Baths, volume ceilings, pristine travertine marble floors and an

    Andrew Livingston COLDWELL BANKER RESIDENTIAL RE

    595 Huntington Ave Unit 4, Winter Park, FL 32789
  • /30

    $609,900

    • 3 Beds
    • 3 Baths
    • 1,701 Sq Ft

    915 Aragon Ave, Winter Park, FL 32789

    Nestled in a peaceful enclave near Park Avenue in Winter Park, this inviting 3 bedroom, 3 bathroom, 1,701 SF townhome offers classic Florida living with modern comforts. A welcoming entry opens to bamboo wood flooring that flows through the main living areas. The living room and adjacent dining space connect seamlessly to the gorgeous kitchen, featuring 42" wood cabinets, stainless appliances,

    Shelby Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    915 Aragon Ave, Winter Park, FL 32789
  • /34

    $620,000

    • 3 Beds
    • 3.5 Baths
    • 1,937 Sq Ft

    1250 Formosa Ave, Winter Park, FL 32789

    Modern living meets unbeatable location in this stunning 3 bedroom, 3.5 bathroom home nestled in the highly sought-after Urban Green Community. Built in 2022, this move-in ready residence showcases sleek, contemporary finishes throughout all three levels. Step up to a welcoming covered and pavered front porch, fenced-in front yard, and into a thoughtfully designed layout. The first floor offers a

    Dominick Florio RE/MAX TOWN & COUNTRY REALTY

    1250 Formosa Ave, Winter Park, FL 32789
  • /28

    $479,900

    • 3 Beds
    • 2.5 Baths
    • 2,312 Sq Ft

    1330 Merrydale Way, Winter Park, FL 32792

    Welcome to Enclave at Hawks Crest! This corner-unit 3-bedroom, 2.5-bath townhome offers added privacy, extra natural light, and peaceful pond views, all in one of Winter Park’s most desirable gated communities. Built in 2021, this thoughtfully upgraded home features a custom wood-accent TV wall with LED lighting and floating console, plus a beautifully designed kitchen island with matching wood

    Marcelle Da Silva Sampaio SELECTA REALTY LLC

    1330 Merrydale Way, Winter Park, FL 32792
  • /50

    $469,000

    • 3 Beds
    • 2.5 Baths
    • 1,964 Sq Ft

    2405 Firstlight Way, Winter Park, FL 32792

    Experience refined living in the sought-after gated community of Hawks Crest. This elegant 3-bedroom, 2.5-bathroom home offers 1,964 sq ft of thoughtfully designed living space with a 2-car garage featuring a sleek epoxy finish.As you enter, natural light floods the spacious living room, highlighting the modern finishes and open layout. The gourmet kitchen is a chef’s dream—equipped with

    Carmen Acosta EXP REALTY LLC

    2405 Firstlight Way, Winter Park, FL 32792
  • /84

    $445,000

    • 3 Beds
    • 2.5 Baths
    • 1,907 Sq Ft

    1900 Erudite Way, Winter Park, FL 32792

    Step into effortless style and comfort in this beautifully crafted 2024 townhome located in Winter Park's desirable Grayson Square community. From the moment you arrive, you’ll appreciate the home’s modern curb appeal and smart features, including a convenient keypad entry and smart lighting throughout.Inside, an open-concept layout welcomes you with rich wood floors, designer lighting,

    Erica Diltz BALDWIN PARK REALTY LLC

    1900 Erudite Way, Winter Park, FL 32792
  • /28

    $524,000

    • 3 Beds
    • 2.5 Baths
    • 1,616 Sq Ft

    1745 Indiana Ave Unit J, Winter Park, FL 32789

    Welcome to this beautifully updated townhome, conveniently located near everything you need. Step inside to discover a bright, open floor plan with new luxury vinyl plank flooring that flows seamlessly throughout the main level. The kitchen has been recently updated with white cabinets and features newer appliances, including a refrigerator, dishwasher, and washer/dryer—all added in the past

    Chase Morton Tate COMPASS FLORIDA LLC

    1745 Indiana Ave Unit J, Winter Park, FL 32789
  • /34

    $452,000

    • 3 Beds
    • 2.5 Baths
    • 1,907 Sq Ft

    2033 Canny Cove, Winter Park, FL 32792

    Step into this stunning townhome and be greeted by an open-concept kitchen, dining, and living area—perfect for entertaining. The modern kitchen is equipped with stainless steel appliances, sleek gray cabinets, and elegant quartz countertops. Upstairs, the Primary Bedroom features a spacious walk-in closet and a luxurious en-suite bathroom with a dual-sink quartz vanity and a private water

    Monica Puche LPT REALTY, LLC

    2033 Canny Cove, Winter Park, FL 32792
  • /26

    $494,900

    • 3 Beds
    • 2.5 Baths
    • 1,907 Sq Ft

    2774 Bright Bird Ln, Winter Park, FL 32792

    Motivated seller! Brand new townhouse professionally decorated, and available today! Built in 2024, this property offers a great floorplan: with a lot of natural light and coziness. Fall in love with the modern and spacious house located in a prestigious area! Close to shops and markets this is an amazing opportunity for those looking for a quiet neighborhood but close to everything at the same

    Priscilla Triska FLORIDA CONNEXION PROPERTIES

    2774 Bright Bird Ln, Winter Park, FL 32792
  • /26

    $469,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,907 Sq Ft

    2949 Clever Ln, Winter Park, FL 32792

    Welcome to this stunning former model townhome built in 2023, ideally located in the highly sought-after gated community of Grayson Square in Winter Park, Florida. This beautifully designed residence offers a blend of modern finishes and functional layout, with the first floor featuring a completely open floor plan bathed in natural light. The spacious kitchen boasts quartz countertops, upgraded

    Joseph Sipp KELLER WILLIAMS WINTER PARK

    2949 Clever Ln, Winter Park, FL 32792
  • /44

    $469,900 Pre-Foreclosure

    • 3 Beds
    • 2.5 Baths
    • 1,801 Sq Ft

    2037 Canny Cove, Winter Park, FL 32792

    Nestled in the coveted Grayson Square community of highly desired Winter Park, FL, 2037 Canny Cove Lane is a contemporary 3-bedroom, 2.5-bath townhome built in 2023. The open-concept layout features a stylish kitchen with stainless steel appliances, quartz countertops, and ample storage, seamlessly flowing into the spacious gathering room. The owner's suite offers a private retreat with an

    Claire Sims LLC LPT REALTY, LLC

    2037 Canny Cove, Winter Park, FL 32792
  • /65

    $564,900

    • 3 Beds
    • 2.5 Baths
    • 1,806 Sq Ft

    5489 Baldwin Park St, Orlando, FL 32814

    MOTIVATED SELLER OFFERING FIRST YEAR HOA FEE TO BE PAID AT CLOSING!!! Luxury & Location define this sensational two story townhome.This beautiful place features an open, designer kitchen with gorgeous granite countertops throughout, upgraded appliances, and a very convenient under sink reverse osmosis system. The breakfast bar opens to a cozy dining/family room. The large, tranquil owner's suite

    Oliver Figuereo EXECUTIVE REAL ESTATE

    5489 Baldwin Park St, Orlando, FL 32814
  • /50

    $790,000

    • 4 Beds
    • 3.5 Baths
    • 2,604 Sq Ft

    438 W Swoope Ave, Winter Park, FL 32789

    Located within the private enclave of 400 West—an exclusive 9-residence community just steps from Park Avenue—this contemporary townhome offers a rare blend of quality construction, refined interiors & exceptional walkability. From the moment you step inside—whether through the private garage or along the garden-style front path—you’re met with a bright open-concept main floor that blends

    Padgett McCormick KELLY PRICE & COMPANY LLC

    438 W Swoope Ave, Winter Park, FL 32789
  • /32

    $265,000

    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft

    2398 Dominica Run, Winter Park, FL 32792

    **This property qualifies for a closing cost credit up to $3,900 through the Seller’s preferred lender.** Charming Winter Park Townhome with Vaulted Ceilings and Sun-Filled Spaces. Welcome to 2398 Dominica Way, a beautifully maintained 2-bedroom, 2-bathroom townhome nestled in the heart of Winter Park. From the moment you arrive, you'll be drawn in by the inviting front patio, complete with a

    Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

    2398 Dominica Run, Winter Park, FL 32792
  • /44

    $1,100,000

    • 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
  • /27

    $307,000

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

    638 Warrenton Rd, Winter Park, FL 32792

    Welcome to this charming 2-Bedroom, 2-Bathroom duplex located in desirable Winter Park. This duplex offers a range of amenities that will surely enhance your living experience. This duplex has tile flooring throughout, for ease of care. The kitchen boasts one year new stainless steel appliances and an eat-in area space with wonderful natural light from the window looking to the backyard, perfect

    Nicholas Musashe SUN PROPERTIES, INC.

    638 Warrenton Rd, Winter Park, FL 32792
  • /28

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,241 Sq Ft

    3153 Greenwood St Unit Winter Spr, Winter Park, FL 32792

    Move-In Ready and AFFORDABLE one-story townhouse with FENCED YARD, 1-Car Garage and LOW HOA!!!!Situated on a corner lot with a screened patio and no rear neighbors, it offers just the right mix of privacy and convenience. Inside, you’ll find ceramic tile and luxury vinyl flooring throughout...so no carpet in sight! A spacious kitchen, living and dining spaces, large bedrooms and 2 tastefully

    Allison Day RE/MAX TOWN & COUNTRY REALTY

    3153 Greenwood St Unit Winter Spr, Winter Park, FL 32792
  • /18

    $225,000

    • 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
  • /36

    $355,000

    • 3 Beds
    • 2.5 Baths
    • 1,406 Sq Ft

    3118 Crown Jewel Ct, Winter Park, FL 32792

    Come to see this beautiful townhouse blends functionality with upscale finishes, a prime location ideal for families, or professionals looking for style and convenience. This home boasts numerous upgrades for both comfort and style. PAVER DRIVEWAY is designed for two cars to park, and architectural appeal adds curb appeal. SCREENED-IN LANAIS with upgraded ceiling light fans, no rear neighbors,

    Xue Gao U KEY REALTY

    3118 Crown Jewel Ct, Winter Park, FL 32792
  • /22

    $297,999

    • 3 Beds
    • 2 Baths
    • 1,284 Sq Ft

    2376 Dominica Run, Winter Park, FL 32792

    Welcome to this beautifully updated townhouse located in the heart of desirable Winter Park! Step inside to find a bright and inviting interior featuring tile and vinyl flooring throughout—offering both style and easy maintenance. The newly renovated kitchen is a true showstopper, complete with stunning white quartz countertops, sleek new cabinetry, modern appliances, and a classic farmhouse sink

    Natasha Myers MARK SPAIN REAL ESTATE

    2376 Dominica Run, Winter Park, FL 32792
  • /15

    $375,000

    • 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
  • /15

    $340,000

    • 3 Beds
    • 3 Baths
    • 1,803 Sq Ft

    2487 Harbour Way, Winter Park, FL 32792

    Unmissable opportunity in Winter Park! Beautiful house for sale with 3 bedrooms and 3 bathrooms, perfect for those seeking comfort, convenience and quality of life.Located in one of the most sought-after areas of Winter Park, with an excellent location, close to schools, shops, restaurants, parks and much more!The community offers a complete infrastructure with a swimming pool, playground,

    Marcus Freire de Araujo WRA BUSINESS & REAL ESTATE

    2487 Harbour Way, Winter Park, FL 32792
  • /31

    $270,000

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

    3310 Royal St, Winter Park, FL 32792

    Welcome to 3310 Royal Street – a beautifully maintained mid-century gem nestled in one of Winter Park’s most desirable neighborhoods. This 2-bedroom, 1 and a half bath home offers the perfect blend of timeless charm and modern updates, ideal for families, professionals, or anyone looking to enjoy the Winter Park lifestyle.Step inside to discover an open-concept layout filled with natural light,

    Kevin Schudel BUY IT INC

    3310 Royal St, Winter Park, FL 32792
  • /30

    $244,900

    • 2 Beds
    • 2.5 Baths
    • 1,031 Sq Ft

    3254 Oak Lake Place Unit 137, Winter Park, FL 32792

    THIS GORGEOUS 2 BED/2.5BATHS MID-CENTURY MODERN ARCHITECTURALLY DESIGNED SINGLE FAMILY HOME IS NEWLY REMODELED AND NESTLED IN WINTER PARK COMMUNITY OF HIDDEN OAKS. THIS ELEGANT HOME FEATURES 1,031 SQ. FT. OF LIVING SPACE, A MODERN SWEDISH KITCHEN FEATURING CRYSTAL COUNTER TOPS WITH FUNCTIONAL DRAWERS, PORCELEN TILE FLOORS. STAINLESS STEELE APPLIANCES INCLUDE RANGE, RANGE HOOD, REFRIGERATOR AND

    Darryl Henderson, Jr GLOBAL ENTERPRISE REALTY GROUP

    3254 Oak Lake Place Unit 137, 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
  • /14

    $179,900

    • 3 Beds
    • 2 Baths

    7340 Daniel Webster Dr, Winter Park, FL 32792

    This is a 3 bedroom and 2 bathroom condo. This condo has had everything replaced. Don't miss out on this opportunity. Call listing agent today for more information and to schedule a showing.

    Robert Castro RE/MAX - City Centre Realty

    7340 Daniel Webster Dr, Winter Park, FL 32792
  • /25

    $284,900

    • 3 Beds
    • 2 Baths
    • 1,284 Sq Ft

    2335 Inagua Way, Winter Park, FL 32792

    Rare opportunity in beautiful Winter Park - Move in ready 3 bed 2 bath townhome for under $300,000. Super low HOA at only $92/month. Spacious split plan with new roof, newer AC, new carpet in bedrooms, freshly painted, tile, inside laundry, atrium off living room and open floor plan. Patio with storage room and shed. Front entrance & parking area with beautiful pavers. Townhome is on

    Marion McGrath ABSOLUTE REALTY GROUP, LLC

    2335 Inagua Way, Winter Park, FL 32792
  • /22

    $849,000 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
  • /36

    $599,900

    • 2 Beds
    • 2.5 Baths
    • 1,897 Sq Ft

    2979 Upper Park Rd, Orlando, FL 32814

    Stately Townhome in Baldwin Park! Welcome to this exquisite townhome, ideally situated adjacent to the charming Windsong community and the well-established City of Winter Park. This spacious residence offers a refined living experience with a perfect blend of comfort and elegance.Upon entry, you are greeted by a formal living and dining room, providing an open and inviting space for entertaining

    Timothy Bratcher COLDWELL BANKER RESIDENTIAL RE

    2979 Upper Park Rd, Orlando, FL 32814

Why Live in Winter Park

Winter Park, located near Orlando, Florida, began in the 1880s as a planned community appealing to northern ex-pats with its warm winters, good schools, and lively arts scene. Today, it maintains its "City of Arts and Culture" nickname with museums and a vibrant cultural atmosphere. The main commercial district, Park Avenue, features high-end boutiques and bistros, including The Ravenous Pig, a renowned gastropub. Rollins College and The Rollins Museum of Art are local highlights, along with The Alfond Inn, which serves as a social hub. The city’s nearly 30,000 residents enjoy highly rated schools such as Winter Park High and Trinity Preparatory School of Florida. Housing options range from petite bungalows to lakeside mansions, with styles including New Traditional, midcentury-era ranch homes, Colonial Revival, and Contemporary homes. The Winter Park Chain of Lakes offers boating, kayaking, and paddleboarding opportunities, while Central Park provides 11 acres of green space with walking paths and a rose garden. Annual events like the Winter Park Sidewalk Arts Festival and Christmas on Park attract visitors and foster community spirit. Residents have access to Interstate 4, SunRail, and Lynx buses for transportation, with Orlando International Airport about 20 miles away. Winter Park’s crime rates are lower than the national average, making it a safer area compared to nearby Orlando.

Home Trends in Winter Park, FL

Housing Trends

Median Sale Price
$450,000
Median Single Family Sale Price
$810,000
Median Townhouse Sale Price
$775,000
Median 2 Bedroom Sale Price
$170,000
Median 1 Bedroom Sale Price
$149,000
Average Price Per Sq Ft
$339
Number of Homes for Sale
29
Last 12 months Home Sales
174
Months of Supply
2.00
Median List Price
$630,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
1%
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