22

Casselberry, FL Homes for Sale under $300,000

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  • /17

    $250,000

    • 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
  • /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

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    Bethanne Baer

    BEAR TEAM REAL ESTATE

    (321) 517-0753

    1952 Spring St, Winter Park, FL 32792
  • /32

    $294,900

    • 3 Beds
    • 2.5 Baths
    • 1,409 Sq Ft

    1637 Orrington Payne Place, Casselberry, FL 32707

    Tucked inside the gated community of The Parke at Hanover Place, this move-in ready, end-unit townhome offers a great combination of space, privacy and low-maintenance living. Located in a super convenient Seminole County location, this townhome has three bedrooms, 2.5-baths, and a one-car garage, giving you plenty of space for all your needs. When you arrive, you'll notice the oversized

    Agent Photo

    Melissa Flores

    PREMIER SOTHEBYS INT'L REALTY

    (321) 359-8090

    1637 Orrington Payne Place, Casselberry, FL 32707
  • /61

    $285,900

    • 2 Beds
    • 2 Baths
    • 1,063 Sq Ft

    158 Northshore Cir, Casselberry, FL 32707

    Welcome to this beautifully maintained lakefront home on the shores of Triplet Lake in Casselberry. This charming 2-bedroom, 2-bathroom residence offers the perfect blend of comfort, updates, and serene waterfront living. The home has been thoughtfully cared for, featuring a new hot water heater, updated eletrical panel, newer AC system, and a newer roof-providing peace of mind for years to come.

    Agent Photo

    Monica Emerson

    DISCOM REALTY INC

    (321) 655-2398

    158 Northshore Cir, Casselberry, FL 32707
  • /25

    $274,000

    • 2 Beds
    • 2 Baths
    • 1,002 Sq Ft

    260 N Post Way, Casselberry, FL 32707

    5% closing cost credit with a full price offer. Beautiful end-unit 2BR/2BA townhome in Deer Run (Casselberry). Completely remodeled with high-end finishes, open-concept living, modern kitchen, new baths and flooring, and community pool — move-in ready. Listed at appraised value; appraisal available for review. 4-point inspection, WDO, and wind mitigation reports also provided.

    Austin Cummings NEXTDWELL

    260 N Post Way, Casselberry, FL 32707
  • /17

    $207,000

    • 3 Beds
    • 2 Baths
    • 986 Sq Ft

    3708 Idlebrook Cir Unit 212, Casselberry, FL 32707

    Welcome to effortless living in the heart of Casselberry! Step into this beautifully maintained, owner-occupied, move-in-ready second-floor condo that perfectly blends comfort, style, and convenience. From the moment you enter, you're greeted by a bright and airy open-concept living space highlighted by soaring vaulted ceilings and a charming wood-burning fireplace—creating a warm, inviting

    Dawood Bedrosian EXP REALTY LLC

    3708 Idlebrook Cir Unit 212, Casselberry, FL 32707
  • /29

    $225,000

    • 2 Beds
    • 1 Bath
    • 854 Sq Ft

    2400 Dominica Run, Winter Park, FL 32792

    CHARMING 2/1 MOVE IN READY TOWNHOME in highly sought-after Windward Square community of Winter Park! NEWER Roof 2025! Spacious floor plan with soaring ceilings! Inviting entertainment space with dining/living combo off kitchen. Ample natural light fills this home with double glass sliders and multiple skylights all in living area! Relaxing views of back park like green space! Convenient location

    Laura Toppin FLORIDA HOME TEAM REALTY LLC

    2400 Dominica Run, Winter Park, FL 32792
  • /28

    $279,500

    • 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. Featuring a large lot with 4 assigned parking spaces. Step inside to an open-concept floor plan designed for both everyday living and effortless entertaining.

    Itzel Sotorosa NONA LEGACY POWERED BY LA ROSA

    2519 Windward Way, Winter Park, FL 32792
  • /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
  • /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
  • /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
  • /28

    $225,000

    • 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
  • /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
  • /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
  • /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
  • /25

    $216,800

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

    520 Georgetown Dr, Casselberry, FL 32707

    Welcome to 520 Georgetown Dr! This charming 3-bedroom townhome features two en-suite and bathrooms upstairs and a convenient half bath downstairs, offering both comfort and functionality. The home includes tile flooring throughout the first floor, an updated bathroom, full-size washer and dryer, and ceiling fans in every room.Enjoy a private, fenced courtyard—perfect for low-maintenance

    Reuben Simmonds, Jr BLAIR REALTY GROUP INC

    520 Georgetown Dr, Casselberry, FL 32707
  • /52

    $244,000

    • 2 Beds
    • 2 Baths
    • 1,166 Sq Ft

    4008 W Maryland Place, Casselberry, FL 32707

    WATER VIEW FROM HUGE LANAI!!! Welcome to your tranquil oasis, where the serene beauty of a pond meets the comforts of modern living! This charming 2-bedroom, 2-bath townhome features two master suites, one conveniently located on the main floor and another upstairs for added privacy. Imagine sipping your morning coffee on the expansive screened porch, enveloped by lush trees and vibrant bushes,

    Hank Paxson CREEGAN GROUP

    4008 W Maryland Place, Casselberry, FL 32707
  • /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
  • /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

    Mya Adloo COLDWELL BANKER REALTY

    2501 Tahoe Cir Unit 32501, Winter Park, FL 32792
  • /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
$356,000
Median Single Family Sale Price
$375,000
Median Townhouse Sale Price
$282,500
Median 2 Bedroom Sale Price
$180,000
Median 1 Bedroom Sale Price
$143,000
Average Price Per Sq Ft
$222
Number of Homes for Sale
74
Last 12 months Home Sales
459
Months of Supply
1.90
Median List Price
$369,900
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
0%
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