28

Winter Park, FL Townhomes for Sale

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  • /43

    $458,000

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

    2812 Bright Bird Ln, Winter Park, FL 32792

    Built in 2024, this move-in ready 3-bedroom, 2.5-bathroom townhome is located in the gated community of Grayson Square, just a little over 15 minutes from Park Avenue in downtown Winter Park. Designed with a sleek, neutral gray color scheme and modern finishes throughout, the home features an open-concept layout filled with natural light that enhances its bright and airy feel. The main level

    Jessica Snyder EXP REALTY LLC

    2812 Bright Bird Ln, Winter Park, FL 32792
  • /41

    $479,000

    • 3 Beds
    • 2.5 Baths
    • 2,076 Sq Ft

    1628 Little Wren Ln, Winter Park, FL 32792

    Welcome to your private "nest" on Little Wren. Nestled among the trees, this modern masterpiece is located directly next to a wide open green space and also backs to a private wooded area giving you beautiful, natural, unobstructed views. The home's modern architecture style is evident from the moment you approach with its striking front door acting as a key focal point. Featuring 3 bedrooms,

    Kristin Haughwout-Osorio PARKSIDE PROPERTIES, LLC

    1628 Little Wren Ln, Winter Park, FL 32792
  • /36

    $849,990

    • 3 Beds
    • 2.5 Baths
    • 1,844 Sq Ft

    1429 Indiana Ave, Winter Park, FL 32789

    Welcome to this stunning 3-bedroom, 2.5-bathroom townhome located in the highly sought-after Winter Park, just minutes away from everything Orlando has to offer. This back unit offers peace and privacy, while still being close to the best shopping, dining, and entertainment. With 1,844 square feet of living space, this home is perfect for families or those looking for extra room to entertain and

    Joseph Sipp KELLER WILLIAMS WINTER PARK

    1429 Indiana Ave, Winter Park, FL 32789
  • /35

    $469,000

    • 3 Beds
    • 2.5 Baths
    • 2,076 Sq Ft

    2472 Firstlight Way, Winter Park, FL 32792

    Welcome to this stunning townhome in the highly desirable neighborhood of Hawk’s Crest! This end unit is filled with natural light, thanks to its abundance of windows and soaring ceilings, creating a bright and open atmosphere. Upon entering, you’ll be greeted by a spacious living and dining area, perfect for entertaining guests or enjoying cozy nights in with loved ones. Adjacent to the living

    Amy Turner KELLER WILLIAMS WINTER PARK

    2472 Firstlight Way, Winter Park, FL 32792
  • /18

    $465,000

    • 3 Beds
    • 2.5 Baths
    • 2,076 Sq Ft

    1522 Bantam Way, Winter Park, FL 32792

    Welcome to this fabulous townhome in the much sought after Hawk's Crest neighborhood. The corner townhouse has huge living room with a high ceiling when you walk into the house, screen patio with the tile floor, one half bathroom downstairs. 3 Bedrooms upstairs with a big loft. It is a perfect floor plan to live here or as an investment. Resort style pool and playground. Near to everywhere, easy

    He Gao U S GLORY REALTY

    1522 Bantam Way, Winter Park, FL 32792
  • /34

    $457,000

    • 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
  • /63

    $479,900

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

    2719 Bright Bird Ln, Winter Park, FL 32792

    Water View Home in Winter Park! Discover this like-new 3-bedroom, 2.5-bathroom townhome in Grayson Square, a newly constructed community. Home is still under the builder’s warranty. This townhome features an expansive open gathering room, perfect for entertaining, and a covered lanai that offers a serene outdoor retreat. The kitchen is equipped with stainless steel appliances, an oversized quartz

    Denise Del Castillo LPT REALTY, LLC

    2719 Bright Bird Ln, Winter Park, FL 32792
  • /31

    $469,000

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

    2229 Shadowland Loop, Winter Park, FL 32792

    PRICE IMPROVEMENT!! Welcome to this fabulous townhome in the much sought after Hawk's Crest neighborhood! This spacious 3 bedroom, 2.5 bathroom home offers an added BONUS of an additional office/den/guest room. Upon walking through the bright and airy foyer, you will be greeted into the expanse and open area of the kitchen, living room and dining room. The well appointed kitchen features

    Amy Turner KELLER WILLIAMS WINTER PARK

    2229 Shadowland Loop, Winter Park, FL 32792
  • /40

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 1,936 Sq Ft

    1392 Indiana Ave, Winter Park, FL 32789

    Nestled in the heart of Winter Park, this stunning two-story townhome seamlessly blends modern comfort with urban convenience. Offering approximately 1,936 square feet of thoughtfully designed living space, this three bedroom, two and one-half bath home is ideal for those seeking a cultured, low-maintenance lifestyle in one of Central Florida’s most desirable neighborhoods.Head inside to discover

    Cody Hancock COLDWELL BANKER RESIDENTIAL RE

    1392 Indiana Ave, Winter Park, FL 32789
  • /26

    $495,000

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

    2774 Bright Bird Ln, Winter Park, FL 32792

    Brand new townhouse available today! Just constructed this year this property offers a great floorplan: with a lot of natural light and lot of coziness. Fall in love with the modern and spacious house located in a great 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 time! Schedule a tour today!

    Priscilla Triska FLORIDA CONNEXION PROPERTIES

    2774 Bright Bird Ln, Winter Park, FL 32792
  • /42

    $895,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,265 Sq Ft

    1762 Mondrian Cir, Winter Park, FL 32789

    Introducing a stunning brand-new modern brownstone in the heart of Winter Park, offering access to Lake Killarney. Located in an exclusive community of 30 contemporary townhomes, each meticulously designed residence boasts exquisite finishes, expansive storefront-style windows, and 11' ceilings to flood the interiors with natural light. This 3-bedroom, 3 ½ bath home boasts luxury features that

    Brian Teach COLDWELL BANKER RESIDENTIAL RE

    1762 Mondrian Cir, Winter Park, FL 32789
  • /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
  • /36

    $644,900 Open Sun 10AM - 2PM

    • 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
  • /50

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 1,640 Sq Ft

    5419 Baldwin Park St, Orlando, FL 32814

    Best-priced townhome in Baldwin Park. Spring into your new townhome with price improvement and HOA specials! Enjoy the beautiful weather and this special all month long as sellers will be offering a credit $$ at closing for all $ monthly assessments paid $ for the rest of 2025. All right from your private backyard or stunning community amenities. Price improvement equals motivation to get moving

    Katherine Hoffman PREMIER SOTHEBYS INT'L REALTY

    5419 Baldwin Park St, Orlando, FL 32814
  • /32

    $400,000

    • 3 Beds
    • 2.5 Baths
    • 1,727 Sq Ft

    264 Balfour Dr, Winter Park, FL 32792

    Welcome to 264 Balfour Drive — an exclusive residence within a private enclave of just 13 elegant townhomes in the heart of Winter Park designed by architect Nils Schweizer. a student of Frank Lloyd Wright. Offering an attached two-car garage and a premier location, this home blends sophistication with comfort in every detail.Step into a grand living room where soaring ceilings and expansive

    Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

    264 Balfour Dr, 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
  • /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
  • /15

    $265,995

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

    5518 Cretan Way, Winter Park, FL 32792

    This charming 2-bedroom, 2-bath townhome in the quiet and friendly Fernbrook Trails community in Winter Park is ready for it's new owner. This one-story home has a warm, open feel with wood-look tile flooring throughout. The kitchen has everything you need—stainless steel appliances, a closet pantry, and tons of cabinet and counter space—and it opens right up to the dining area, making it great

    Liam Pool HOMEVEST REALTY

    5518 Cretan Way, Winter Park, FL 32792
  • /49

    $3,350,000

    • 3 Beds
    • 5 Baths
    • 3,180 Sq Ft

    649 N Park Ave, Winter Park, FL 32789

    At the northern end of Park Avenue, Park Hill is a distinguished collection of luxury brownstones, offering an exclusive lifestyle between Winter Park’s upscale boutiques, fine dining, cultural landmarks and historic Winter Park Golf Course. As the only brownstones in this desirable location, this residence presents a rare ownership opportunity in one of Central Florida’s most prestigious

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    649 N Park Ave, Winter Park, FL 32789
  • /30

    $249,900

    • 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

    $349,000 Open Sun 10AM - 1PM

    • 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
  • /26

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 1,682 Sq Ft

    1541 Florentino Ln, Winter Park, FL 32792

    MOTIVATED SELLER! Beautifully maintained Townhome in desirable gated community of Vistas at Lake Howell. This spacious 3 bedroom 2 and 1 half bath home is ready for its new owner. With new carpet, paint and appliances it's in move-in condition. Large kitchen overlooks the expansive dinning living room combination with sliding doors leading out to the screened-in patio. Upstairs you will find the

    Jeffrey Friedman FANNIE HILLMAN & ASSOCIATES

    1541 Florentino Ln, Winter Park, FL 32792
  • /55

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft

    2464 Harbour Way, Winter Park, FL 32792

    New Price !!Location Winter Park! Charming 2-Bedroom, 2-Bath Single-Story Townhouse – Priced to Sell! This well-located just minutes from shopping, restaurants, banks, and more. Designed for comfort, the open floor plan includes a spacious living-dining combo, tile floors, and a convenient pass-through to the kitchen equipped with granite countertops, light fixtures, wood cabinets, and

    Ana Manzo AGENT TRUST REALTY CORPORATION

    2464 Harbour Way, 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
  • /61

    $975,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,245 Sq Ft

    1760 Mondrian Cir, Winter Park, FL 32789

    Unparalleled Luxury Living: Modern townhomes on Lake Killarney where contemporary design meets lakeside tranquility! We are thrilled to announce that only a few new construction units remain, and this is the LAST corner unit available for this highly sought-after floor plan. Experience waterfront luxury living at Mondrian Winter Park, an exclusive collection of 30 contemporary townhomes situated

    Brian Teach COLDWELL BANKER RESIDENTIAL RE

    1760 Mondrian Cir, Winter Park, FL 32789
  • /19

    $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

    $899,500 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

About Winter Park

Winter Park began in the 1880s when two New Englanders set out to plan a community that would appeal to other ex-pats from the north. Along with the promise of warm, sunny winters, they established good schools and a lively arts scene to lure wealthy residents. The main commercial district, Park Avenue, was where residents shopped and ate together. The city’s chain of lakes provided endless hours of boating and fishing. Over the years, Winter Park has grown to feel more like a Central Florida city, with shopping centers and access to major high ...

Home Trends in Winter Park, FL

Home Trends

Median Price (12 Mo)
$606,000
Median Single Family Price
$799,900
Median Townhouse Price
$599,000
Median 2 Bedroom Price
$249,900
Median 1 Bedroom Price
$157,000
Average Price Per Sq Ft
$403
Number of Homes for Sale
253
Last 12 months Home Sales
695
Months of Supply
4.40
Median List Price
$649,000
Median Discount From 1st List Price
5%
Median Home Sale Price YoY Change
1%
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