21

Casselberry, FL Homes for Sale under $300,000

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  • /17

    $265,000

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

    1028 Sherrywood Ct, Casselberry, FL 32730

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

    Agent Photo

    Gary Medley

    MEDLEY REALTY LLC

    (321) 483-8212

    1028 Sherrywood Ct, Casselberry, FL 32730
  • /36

    $269,900

    • 2 Beds
    • 2 Baths
    • 1,495 Sq Ft

    2501 Tahoe Cir Unit 32501, Winter Park, FL 32792

    Welcome home to this spacious two-story Winter Park condo located in the sought-after Cedarwood Village community. Tucked away among mature landscaping yet close to everything, this residence offers a comfortable blend of privacy, architectural character, and convenience in a prime Central Florida location.The main living area features soaring 16.5-foot vaulted ceilings, a wood-burning

    Agent Photo

    Sarah Doyer

    COLDWELL BANKER REALTY

    (321) 510-4129

    2501 Tahoe Cir Unit 32501, Winter Park, FL 32792
  • /26

    $270,000

    • 3 Beds
    • 2 Baths
    • 1,050 Sq Ft

    1952 Spring St, Winter Park, FL 32792

    Discover the opportunity to own in Winter Park at 1952 Spring Street—a well loved 3-bedroom, 2-bath townhouse offering charm, functionality, and a private yard, a rare find in this desirable area. Nestled in a well-established neighborhood, this home provides a peaceful residential feel and tranquility while remaining just minutes from everything Winter Park has in store.The interior features

    Agent Photo

    Bethanne Baer

    BEAR TEAM REAL ESTATE

    (321) 517-0753

    1952 Spring St, Winter Park, FL 32792
  • /48

    $295,000

    • 3 Beds
    • 2 Baths
    • 1,291 Sq Ft

    1873 Casselwood St, Winter Park, FL 32792

    Welcome to this enchanting 3-Bedroom, 2-Bathroom townhouse in Winter Park! Walk into an open floor plan giving you comfort and that homey feeling with a modern touch. A gorgeous kitchen area with a granite countertop, that flows with the home and is perfect for hosting. Tile flooring throughout, this home is move in ready!! Coming with a one car garage that was converted into a bonus space that

    Devin Costley ERA GRIZZARD REAL ESTATE

    1873 Casselwood St, Winter Park, FL 32792
  • /29

    $249,900

    • 2 Beds
    • 2 Baths
    • 1,137 Sq Ft

    1162 Carmel Cir Unit 440, Casselberry, FL 32707

    Live the Lakefront Lifestyle at Carmel by the Lake Welcome to this beautifully maintained third-floor, two-bedroom, two-bath condo nestled in the highly desirable gated community of Carmel by the Lake. This light and bright unit offers a spacious layout with newer tile flooring added in 2023 and a private balcony that overlooks the beautifully landscaped grounds—ideal for enjoying your morning

    Corey Smallman MARKET CONNECT REALTY LLC

    1162 Carmel Cir Unit 440, 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
  • /28

    $292,500

    • 2 Beds
    • 2 Baths
    • 1,105 Sq Ft

    2519 Windward Way, Winter Park, FL 32792

    Welcome to 2519 Windward Way, a beautifully maintained single-story townhome located in the highly sought-after Windward Square community in Winter Park. This move-in ready residence offers 2 bedrooms, 2 bathrooms, plus a versatile office. Step inside to an open-concept floor plan designed for both everyday living and effortless entertaining. The spacious layout flows seamlessly into a

    Itzel Sotorosa NONA LEGACY POWERED BY LA ROSA

    2519 Windward Way, Winter Park, FL 32792
  • /26

    $295,000

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

    2941 Lowell Ct, Casselberry, FL 32707

    Welcome to this beautifully updated and well-maintained townhome offering comfort, style, and low-maintenance living. The first floor features a bright open layout with stunning new flooring and a spacious living and dining area perfect for entertaining. No Carpet! The heart of the home is the modern kitchen, showcasing sleek shaker-style cabinetry, granite countertops, a center island, and all

    Daniel Goodman CHARLES RUTENBERG REALTY ORLANDO

    2941 Lowell Ct, Casselberry, FL 32707
  • /28

    $229,000

    • 2 Beds
    • 1 Bath
    • 819 Sq Ft

    177 Hill St, Casselberry, FL 32707

    Welcome to this inviting townhouse-style condominium offering comfort, privacy, and low-maintenance living in a convenient Casselberry location. This 2-bedroom, 1-bath home backs onto a peaceful greenway and features a private screened patio, creating a relaxing outdoor retreat with natural views. A/C SYSTEM IS 2 YEARS OLD, WATER HEATER IS BRAND NEW. Inside, the home offers a combined living and

    Devinee Overton-Morgan MORGAN PROPERTY SOLUTIONS INC

    177 Hill St, Casselberry, FL 32707
  • /28

    $279,900

    • 3 Beds
    • 2.5 Baths
    • 1,565 Sq Ft

    308 Coral Beach Cir, Casselberry, FL 32707

    Rare affordability! Introducing Antigua Bay, a small desirable community in desirable Casselberry, with easy access to shopping and all major highways tucked between Winter Park and Longwood. This large 3 bedroom 2 1/2 bath townhome offers a 2-car attached garage with remote opener for easy access. Brick paver driveway and decorator paint interior, Carpet replaced last year and all appliances to

    Claire Schwartz CLAIRE SCHWARTZ & ASSOCIATES

    308 Coral Beach Cir, Casselberry, FL 32707
  • /13

    $299,000

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

    1529 N Carolwood Blvd, Casselberry, FL 32730

    Highly desired Lake of the Woods end unit town home, single story with 2 car garage. This home was well taken care of for over 20 years by the prior owner. It is move-in ready and appropriately priced to sell considering some outdated cosmetics. Tile throughout the unit, open floor plan with high vaulted ceilings.

    Robert Borr BORR BROKERAGE HOUSE LLC

    1529 N Carolwood Blvd, Casselberry, FL 32730
  • /24

    $238,000

    • 3 Beds
    • 2 Baths
    • 1,151 Sq Ft

    1140 Exceller Ct Unit 100, Casselberry, FL 32707

    Experience the perfect blend of comfort and convenience in this peaceful, gated community. This thoughtfully designed single-story home features an open layout with no interior stairs—ideal for easy move-ins and seamless daily living.Key Home Features: Spacious Living with 3 bedrooms and 2 full bathrooms. The third bedroom offers great flexibility as a dedicated home office. Property comes

    Kevin Buckley JASON MITCHELL REAL ESTATE FLO

    1140 Exceller Ct Unit 100, Casselberry, FL 32707
  • /14

    $215,000

    • 2 Beds
    • 2 Baths
    • 1,342 Sq Ft

    975 Northern Dancer Way Unit 101, Casselberry, FL 32707

    Welcome home to this beautifully maintained 2-bedroom, 2-bath first-floor condominium in the desirable Hunters Chase community of Casselberry. This inviting residence features a spacious open layout, generous bedrooms, abundant natural light, charming shutters, and a cozy wood-burning fireplace that adds warmth and character to the living space. Enjoy peaceful community surroundings with

    Lisa Martinez KELLER WILLIAMS WINTER PARK

    975 Northern Dancer Way Unit 101, Casselberry, FL 32707
  • /74

    $279,000

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    700 N Winter Park Dr, Casselberry, FL 32707

    Welcome Home! Come see this fully REMODELED Home, situated in the heart of Casselberry with tons of upgrades, fully REMODELED Kitchen with NEW cabinets, NEW QUARTZ counter top and NEW Appliances, NEW Roof, NEWER AC, NEW light Fixtures, NEW vinyl floor plank, NEW Baseboards, NEW windows, NEW Ceiling fans with remote control, Fully REMODELED master bathroom and guest bathroom, NEW interior /

    Venersy Tejeda NONA LEGACY POWERED BY LA ROSA

    700 N Winter Park Dr, Casselberry, FL 32707
  • /39

    $265,000

    • 2 Beds
    • 2 Baths
    • 1,199 Sq Ft

    2530 Leeward Way, Winter Park, FL 32792

    Well-maintained 2-bedroom, 2-bath home with 1,199 sq ft in a desirable Winter Park 32792 location offering a fenced backyard, low HOA, and a flexible bonus space ideal for a home office, study, or hobby area. The functional split-bedroom layout provides privacy, while the open living and dining areas create a comfortable space for everyday living or entertaining. The kitchen offers ample

    Jennifer Wemert WEMERT GROUP REALTY LLC

    2530 Leeward Way, Winter Park, FL 32792
  • /25

    $216,900

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

    520 Georgetown Dr, Casselberry, FL 32707

    Perfectly Priced! Well-maintained 3BR/1.5BA townhouse in Casselberry — ideal for owner-occupants or investors. Previously rented at $1,950/month. Tile flooring throughout first floor, updated bath, full-size washer/dryer, and ceiling fans in every room. Private fenced courtyard offers low-maintenance outdoor living with backyard privacy. Community features access to 400-acre Lake Howell with boat

    Reuben Simmonds, Jr BLAIR REALTY GROUP INC

    520 Georgetown Dr, Casselberry, FL 32707
  • /13

    $245,000

    • 2 Beds
    • 1 Bath
    • 650 Sq Ft

    620 Lilac Rd, Casselberry, FL 32707

    Charming 2-bedroom, 1-bath home located in an established Casselberry neighborhood with convenient access to shopping, dining, and major roadways. The home is in average condition and offers a functional layout with comfortable living space. A standout feature is the very large backyard, providing ample room for outdoor entertaining, gardening, pets, or future expansion. Ideal for first-time

    Michael Mullvain WESTIN REALTY GROUP

    620 Lilac Rd, Casselberry, FL 32707
  • /19

    $220,000

    • 2 Beds
    • 2 Baths
    • 1,189 Sq Ft

    935 Northern Dancer Way Unit 105, Casselberry, FL 32707

    Experience serene living with a truly low-maintenance lifestyle in the heart of Casselberry! Comfortable and Flexible are the words that best describe the layout. TOUR THE HOUSE WITH THE VIRTUAL TOUR LINK. Step inside this ground floor unit to find beautiful bay windows bathing the large living room with natural light. A cozy wood-burning fireplace adds character and charm to the space, as does

    Chris Winn BLOOM HOME GROUP REALTY LLC

    935 Northern Dancer Way Unit 105, Casselberry, FL 32707
  • /13

    $220,000

    • 2 Beds
    • 2 Baths
    • 1,610 Sq Ft

    195 Pine Knoll Ct, Casselberry, FL 32707

    This is a spacious 2 bedroom 2 bath single story townhouse with single car garage ready for your personal touch. This is an opportunity to customize and add value. Community amenities include a community pool, playground including tennis courts.

    Pat Long FLORIDA HOME TEAM REALTY LLC

    195 Pine Knoll Ct, Casselberry, FL 32707
  • /10

    $299,999

    • 3 Beds
    • 1 Bath
    • 975 Sq Ft

    327 Salina Dr, Altamonte Springs, FL 32701

    Welcome to this charming and move-in ready home in the heart of Altamonte Springs! This inviting 3-bedroom, 1-bath residence offers a thoughtfully updated kitchen featuring granite countertops and stainless-steel appliances. The living areas showcase ceramic tile flooring and neutral paint, while the bedrooms has comfortable laminate flooring. Enjoy indoor-outdoor living with French doors leading

    Mona Khalil LA ROSA REALTY PREMIER LLC

    327 Salina Dr, Altamonte Springs, FL 32701
  • /4

    $259,000

    • Land
    • 0.29 Acre
    • $893,103 per Acre

    0 434th Unit MFRS5100991, Winter Springs, FL 32708

    Price reduction! Affordable small site on busy SR 434 with 100ft of frontage. This lot is ideal for an Automotive Car Lot or a small retail use. Easy Access to HWY 17-92, 427, 419, 417 and I-4.

    Rose Soto EMPIRE REALTY & MANAGEMENT SERVICES

    0 434th Unit MFRS5100991, Winter Springs, FL 32708

Home Trends in Casselberry, FL

Housing Trends

Median Sale Price
$353,500
Median Single Family Sale Price
$375,000
Median Townhouse Sale Price
$282,500
Median 2 Bedroom Sale Price
$179,950
Median 1 Bedroom Sale Price
$143,000
Average Price Per Sq Ft
$222
Number of Homes for Sale
76
Last 12 months Home Sales
464
Months of Supply
2.00
Median List Price
$369,900
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-1%
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