28

Casselberry, FL Townhomes for Sale

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  • /33

    $290,000

    • 2 Beds
    • 2 Baths
    • 1,020 Sq Ft

    2541 Leeward Way, Winter Park, FL 32792

    Discover One of Winter Park’s Best-Kept Secrets — Windward Square!Welcome to your beautifully renovated 2-bedroom, 2-bath townhome in the highly sought-after Windward Square community. This move-in ready home boasts a bright, open floor plan, with a modern kitchen that flows effortlessly into the spacious living area.The fully updated kitchen features brand-new stainless steel appliances,

    Agent Photo

    Jason Howell

    REAL BROKER, LLC

    (321) 241-3382

    2541 Leeward Way, Winter Park, FL 32792
  • /27

    $365,900

    • 3 Beds
    • 2.5 Baths
    • 1,628 Sq Ft

    2548 Galliano Cir, Winter Park, FL 32792

    Charming Townhome with Modern Comforts! Step into comfort and convenience in this beautifully designed 3 bedroom 2 and 1/2 bath townhome. Perfectly suited for families, professionals or anyone seeking a stylish and low maintenance lifestyle. This END UNIT brings in a ton of natural light along with a thoughtful and spacious open floor plan. The main level features an open-concept living and

    Michelle Terry SYNCHRONICITY REAL ESTATE SOLUTIONS

    2548 Galliano Cir, Winter Park, FL 32792
  • /24

    $350,000

    • 2 Beds
    • 2.5 Baths
    • 1,564 Sq Ft

    136 Teriwood Ct, Casselberry, FL 32730

    Welcome to this beautifully maintained 2-bedroom, 2.5-bathroom townhome offering 1,564 square feet of thoughtfully designed living space. Located in a sought-after, well-planned community, this home features fresh interior and exterior paint and a newer roof—ready for you to move in and enjoy.Inside, the open layout provides a comfortable and modern living experience, complemented by a spacious

    Luis Garcia HOMELUI REALTY

    136 Teriwood Ct, Casselberry, FL 32730
  • /32

    $345,000

    • 3 Beds
    • 2 Baths
    • 1,721 Sq Ft

    218 Nettlewood Ln, Casselberry, FL 32730

    Welcome home! This beautiful CORNER LOT townhome greets you with a charming COURTYARD with PAVERS, creating a warm and inviting entrance. Inside, you'll find an OPEN LAYOUT with VAULTED ceilings, CERAMIC TILE & WOOD LAMINATE flooring throughout. The primary suite features BARN DOORS for ENSUITE bathroom privacy, DUAL SINKS, and GLASS SLIDING DOORS leading to a large SUNROOM. The kitchen is

    Raymond Lopez KELLER WILLIAMS ADVANTAGE 2 REALTY

    218 Nettlewood Ln, Casselberry, FL 32730
  • /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
  • /59

    $379,900

    • 3 Beds
    • 3 Baths
    • 2,176 Sq Ft

    506 Harbor Winds Ct, Winter Springs, FL 32708

    Well maintained 2-story, 3 bedroom, 3 full bath, end unit townhouse with attached 2-car garage, in the exclusive gated community of Harbor Winds. You can enjoy peace and relaxation as this unit backs up to a serene pond view. Inside, the kitchen includes a cozy breakfast nook, granite counters, custom cabinetry, huge closet pantry and breakfast bar. The kitchen looks out to the living room area

    Anderson (Luis) Zamora OLYMPUS EXECUTIVE REALTY INC

    506 Harbor Winds Ct, Winter Springs, FL 32708
  • /63

    $355,000

    • 3 Beds
    • 2.5 Baths
    • 1,914 Sq Ft

    452 Harbor Winds Ct, Winter Springs, FL 32708

    PRICE REDUCED!!!Discover this stunning 3-bedroom, 2.5-bathroom townhome with 1,914 square feet of well-designed living space. Situated in a gated community, this home offers both luxury and convenience, including a 2-car garage and access to a sparkling community pool.Enjoy the serene views of the wooded area from your private screened porch, the perfect spot for morning coffee or evening

    Roxanna Cabrera LA ROSA REALTY PREMIER LLC

    452 Harbor Winds Ct, Winter Springs, FL 32708
  • /30

    $319,500

    • 2 Beds
    • 2 Baths
    • 1,182 Sq Ft

    410 Citrus Ln, Maitland, FL 32751

    Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable Branch Tree community with a very low annual HOA. This property offers great value in a convenient location close to shopping, dining, and major roadways. The home features a spacious and open living and dining area, perfect for both everyday living and entertaining. Enjoy the comfort of a screened-in back porch,

    Mary Harmening ROAM FLORIDA REALTY LLC

    410 Citrus Ln, Maitland, FL 32751
  • /22

    $305,000

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

    Unlisted Address

    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

    Megan Hedrick MARK SPAIN REAL ESTATE

    Unlisted Address
  • /27

    $340,000

    • 3 Beds
    • 2 Baths
    • 1,541 Sq Ft

    1110 Woodbine St, Casselberry, FL 32730

    Located in the quiet community of Lake of the Woods, convenient to shopping and major highways. The "Birch" is a one story corner unit featuring three Bedrooms, two Baths, eat-in-kitchen, Screened porch, large courtyard and two car garage. Amenities include a lakefront pool, fishing pier, basketball and tennis courts, playground and picnic area, fitness center, sauna and clubhouse.

    Gary Medley MEDLEY REALTY LLC

    1110 Woodbine St, Casselberry, FL 32730
  • /22

    $284,900

    • 2 Beds
    • 2 Baths
    • 932 Sq Ft

    2426 Windward Way, Winter Park, FL 32792

    Nestled in the heart of the highly desirable Windward Square community, this beautifully maintained home offers the perfect blend of comfort, style, and convenience. Step inside from the tranquil front patio and be welcomed by a surprisingly spacious open floor plan that instantly feels like home.The kitchen shines with newer appliances, granite countertops and beautiful upgraded cabinetry.

    Kim Coburn RE/MAX TOWN & COUNTRY REALTY

    2426 Windward Way, Winter Park, FL 32792
  • /36

    $269,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,179 Sq Ft

    489 Meadowood Blvd, Casselberry, FL 32730

    Welcome to this stylish and inviting 2-bedroom, 2-bath home in the heart of Fern Park that perfectly blends comfort and character. From the private pavered courtyard to the thoughtfully designed interior, this home shines with upgraded light fixtures, eye-catching architectural accents, and modern wallpaper touches throughout. The open-concept living and dining areas feature beautiful hardwood

    Vanessa Boyd UNITED REAL ESTATE PREFERRED

    489 Meadowood Blvd, Casselberry, FL 32730
  • /33

    $430,000

    • 3 Beds
    • 2.5 Baths
    • 1,480 Sq Ft

    2287 Park Maitland Ct, Maitland, FL 32751

    Fabulous Professionally Renovated Townhome in Gated Park Maitland Villas!Welcome to this beautifully updated 3-bedroom, 2.5-bath townhome located in the quiet, upscale community of Park Maitland Villas. Nestled toward the back of the subdivision for added privacy, this unit is one of the few that features charming stone accents, a welcoming front porch, a lawn, and convenient rear access to a

    Jacob Hara TRANSCEND REALTY

    2287 Park Maitland Ct, Maitland, FL 32751
  • /38

    $595,000

    • 3 Beds
    • 3.5 Baths
    • 2,188 Sq Ft

    2162 Lake Howell Preserve Ct, Maitland, FL 32751

    This is your opportunity to enjoy a luxurious, low-maintenance lifestyle with the perfect balance of suburban comfort and city convenience. Ideally located near downtown Orlando, historic Maitland, and the charming shops and restaurants of Winter Park’s Park Avenue, this home offers access to some of the area's most desirable destinations. Set within a private townhome community, the property is

    Nickolas McKee KELLER WILLIAMS WINTER PARK

    2162 Lake Howell Preserve Ct, Maitland, FL 32751
  • /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
  • /19

    $267,500 Open Sat 11AM - 1PM

    • 2 Beds
    • 2.5 Baths
    • 1,260 Sq Ft

    237 S Wilderness Point, Casselberry, FL 32707

    SELLER MOTIVATED!! $5000 SELLER CREDIT FOR UPGRADES!! Fantastic Location! If you are looking for a home in the middle of everything but still feels quiet, this is one to see! This charming 2-story home features 2 bedrooms, 2.5 baths AND A BONUS LOFT AREA THAT CAN BE CONVERTED TO A 3RD BEDROOM!!! Perfect starter home or investment. Step inside to find a spacious open-concept layout, featuring a

    Eve Logan LPT REALTY, LLC

    237 S Wilderness Point, Casselberry, FL 32707
  • /23

    $325,000

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

    121 Teriwood St, Casselberry, FL 32730

    Discover the perfect blend of comfort and convenience in this corner lot one-story 3-bedroom, 2-bathroom with a private 2 car garage townhome! Nestled in the charming Lake of the Woods townhome community, this home boasts a spacious open floor plan, a contemporary kitchen and beautifully updated bathrooms. This inviting residence features an open-concept layout, stainless steel appliances in the

    Cynthia Davis COLDWELL BANKER REALTY

    121 Teriwood St, Casselberry, FL 32730
  • /19

    $319,900

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    250 Raintree Dr Unit 24, Casselberry, FL 32707

    Fantastic move in ready Townhouse. Very spacious living areas. Large Master Bedroom with walk in closet. Tile throughout the living areas . Clean maintained carpet in the bedrooms. Covered patio porch. Located in a Deer Run right off Red Bug and right down the road from Red Bug Lake Park. Fantastic family neighborhood and school zones.

    TJ Tuzzeo KONA REALTY SERVICES LLC

    250 Raintree Dr Unit 24, Casselberry, FL 32707
  • /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
  • /60

    $315,000

    • 3 Beds
    • 2.5 Baths
    • 1,708 Sq Ft

    643 Underwood Cove, Casselberry, FL 32707

    Welcome to your dream home! This beautiful townhouse has everything you've been looking for. Located in a charming community, this immaculate residence features 3 bedrooms upstairs and 2.5 baths—ideal for families.The open layout seamlessly combines the living and dining areas, creating a spacious environment. The kitchen is a standout, featuring gorgeous granite countertops, ample cabinetry, and

    Catherine Knight Brewer KELLER WILLIAMS CLASSIC

    643 Underwood Cove, Casselberry, FL 32707
  • /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
  • /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
  • /27

    $339,000

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    479 Harbor Winds Ct, Winter Springs, FL 32708

    Beautiful Townhome in Gated Harbor Winds – Prime Location & Resort-Style Amenities! Don’t miss this opportunity to own a beautifully maintained 3-bedroom, 2.5-bathroom townhome located in the highly desirable gated community of Harbor Winds in Winter Springs. This spacious 1,680 sq. ft. home offers an open, airy floor plan designed for both comfort and functionality. The primary suite is

    Ryan Rogers EXP REALTY LLC

    479 Harbor Winds Ct, Winter Springs, FL 32708
  • /29

    $335,000

    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft

    432 Harbor Winds Ct, Winter Springs, FL 32708

    THE WINTER SPRINGS RETREAT // Welcome to this charming ONE STORY, end-unit in the quaint gated community of Harbor Winds in Winter Springs! ***NEW ROOF PUT ON IN 2023! *** Roof Assessment fully paid off!*** This townhome offers a serene conservation view with the added privacy of no rear neighbors, along with a convenient 2-car garage and a side entry that provides a glimpse of the community

    Kristina Mollo ALL REAL ESTATE & INVESTMENTS

    432 Harbor Winds Ct, Winter Springs, FL 32708
  • /43

    $450,000

    • 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
  • /33

    $334,000

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    456 Harbor Winds Ct, Winter Springs, FL 32708

    This spacious townhome in the heart of Winter Springs has been recently upgraded and is move-in ready! Nestled in the serene gated community of Harbor Winds, this property features new appliances, a new AC, new flooring, new interior paint, and a 2023 roof. With 3 bedrooms and 2.5 bathrooms over 1,680 square feet and a backyard bordered by a lush conservation area, there is plenty of space and

    Chandler Williams EXIT REALTY PREMIER LEGACY

    456 Harbor Winds Ct, Winter Springs, FL 32708
  • /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
  • /45

    $449,900

    • 3 Beds
    • 3.5 Baths
    • 2,103 Sq Ft

    1994 Kenaston Rd Unit 1994, Maitland, FL 32751

    Nestled in the heart of Maitland, just 3 miles from the charming Park Avenue in Winter Park, this beautifully updated 3-bedroom, 3.5-bathroom home offers a perfect blend of modern convenience, comfort, and style. With its prime location, this home is ideal for those who appreciate the best of both worlds—peaceful residential living with easy access to the vibrant dining, shopping, and

    Ben Laube EXP REALTY LLC

    1994 Kenaston Rd Unit 1994, Maitland, FL 32751

Why Live in Casselberry

Lakes and acres of green space span as far as the eye can see in Seminole County’s Casselberry. The quaint suburb is less than 15 miles north of Orlando, providing access to plenty of attractions while shielding it from big-city traffic and noise. “It’s up and coming, and many people don’t know that Casselberry exists,” says Kathy Williams, a Realtor with Compass Broker. “It’s still a hidden gem, but homebuyers are starting to come here for its lower price point. It’s also in the middle of everything.” Affordability and convenience to the Orlan ...

Home Trends in Casselberry, FL

Housing Trends

Median Sale Price
$358,000
Median Single Family Sale Price
$376,000
Median Townhouse Sale Price
$320,000
Median 2 Bedroom Sale Price
$200,000
Median 1 Bedroom Sale Price
$137,450
Average Price Per Sq Ft
$225
Number of Homes for Sale
118
Last 12 months Home Sales
479
Months of Supply
3.00
Median List Price
$369,900
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
2%
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