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Winter Park, FL Townhomes for Sale

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  • /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
  • /53

    $469,000 Open Sat 1PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 2,308 Sq Ft

    1447 Broad Wing Ln, Winter Park, FL 32792

    This 3-bedroom, 2.5-bath townhome combines style, functionality, and low-maintenance living and is ready for you to move right in.It features a paver driveway and walkway framed by lush landscaping. As you step inside the home, you will find a versatile flex space, which is perfect as a home office, or additional living room.The main level boasts soaring 9+ foot ceilings. The

    Gaelle Cenord FOWLKES REALTY CO

    1447 Broad Wing Ln, Winter Park, FL 32792
  • /37

    $675,000 Open Sun 12PM - 2PM

    • 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
  • /34

    $620,000

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

    1250 Formosa Ave, Winter Park, FL 32789

    Seller is offering $10,000 toward buyer’s closing costs with an acceptable offer. 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,

    Dominick Florio RE/MAX TOWN & COUNTRY REALTY

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

    $475,000

    • 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
  • /44

    $467,400

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

    2037 Canny Cove, Winter Park, FL 32792

    One of the Best Lots available! TWO CAR GARAGE AND NO SIDE NEIGHBORS. 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

    Claire Sims LLC LPT REALTY, LLC

    2037 Canny Cove, Winter Park, FL 32792
  • /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

    $429,990 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
  • /39

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 1,662 Sq Ft

    3704 Lower Union Rd, Orlando, FL 32814

    Immaculate, well-maintained and completely remodeled townhome, with a warm and inviting ambience in the distinguished community of Baldwin Park! This 3 bedroom, 2.5 bathroom home features a new roof, new luxury vinyl plank flooring throughout, plenty of natural light, and a thoughtfully-designed floor plan. The kitchen boasts wood cabinetry, granite countertops, stainless steel appliances, custom

    Christen McCamie NESTA REAL ESTATE CONSULTANTS

    3704 Lower Union Rd, Orlando, FL 32814
  • /36

    $579,900

    • 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

    Timothy Bratcher COLDWELL BANKER RESIDENTIAL RE

    2979 Upper Park Rd, Orlando, FL 32814
  • /33

    $275,000 Open Sat 12AM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft

    7777 Fernbrook Way, Winter Park, FL 32792

    Completely Renovated 2 bedroom and 2 bath Townhome in Winter Park!Welcome to 7777 Fernbrook Way, a beautifully updated 2 bedroom, 2 bath home in the desirable Fernbrook Trails community. This move-in ready property has been fully renovated with high-end finishes, modern conveniences, and thoughtful upgrades throughout.Step inside to find tile flooring throughout (2023), freshly

    Vonda Fields CHARLES RUTENBERG REALTY ORLANDO

    7777 Fernbrook Way, Winter Park, FL 32792
  • /9

    $195,000

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

    7444 Woodburn Ct Unit 29, Winter Park, FL 32792

    *** SELLER WILL PAY SPECIAL ASSESSMENT AT CLOSING BRING MONTHLY ASSESSMENT TO $420****Sought after Winter Park Location! 2-bedroom, 2.5-bath townhome located in the desirable Hidden Oaks community. 1,031 sq. ft. newer roof installed in 2023. The exterior is thoughtfully landscaped, enhancing the home’s inviting curb appeal. Conveniently located just: 10 minutes to Downtown Orlando, 15

    Abranette Lopez LPT REALTY, LLC

    7444 Woodburn Ct Unit 29, Winter Park, FL 32792
  • /16

    $314,900

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    Unlisted Address

    Welcome to 2462 Harbour Way, a beautifully maintained single-story townhome nestled in the highly sought-after Windward Square community of Winter Park. This move-in ready 3-bedroom, 2-bathroom home offers comfort, style, and convenience—all in one of Central Florida’s most desirable areas. Step inside to discover a sunlit dinette that flows seamlessly into a spacious kitchen, featuring gleaming

    Itzel Sotorosa NONA LEGACY POWERED BY LA ROSA

    Unlisted Address
  • /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
  • /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
  • /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
  • /36

    $352,000

    • 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
  • /15

    $360,000

    • 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

    $319,900

    • 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

    Marcus Freire de Araujo WRA BUSINESS & REAL ESTATE

    2487 Harbour Way, 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
  • /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

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
$480,000
Median Single Family Sale Price
$610,000
Median Townhouse Sale Price
$469,000
Median 2 Bedroom Sale Price
$217,750
Median 1 Bedroom Sale Price
$152,000
Average Price Per Sq Ft
$368
Number of Homes for Sale
319
Last 12 months Home Sales
1,021
Months of Supply
3.70
Median List Price
$525,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
2%
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