24

Casselberry, FL Homes for Sale under $300,000

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  • /26

    $275,000

    • 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
  • /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
  • /24

    $275,000

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

    1403 Pylewood St, Casselberry, FL 32730

    Some images are virtually staged. 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

    Agent Photo

    Gary Medley

    MEDLEY REALTY LLC

    (321) 481-2791

    1403 Pylewood St, Casselberry, FL 32730
  • /36

    $279,900

    • 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 RESIDENTIAL RE

    (321) 510-4129

    2501 Tahoe Cir Unit 32501, 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
  • /5

    $279,800

    • Land
    • 0.43 Acre
    • $650,698 per Acre

    0 Lake Howell Rd Unit MFRO6346556, Maitland, FL 32751

    Lake Howell Rd with a Maitland city address. Build your home and professional office or mixed use such as office space and apartments above and live rent free. The city will allow up to approximately 3,700 sq ft of building area. You will not be able to find another opportunity like this close to everything: Semoran Blvd, restaurants, shopping and more!

    Marta Zelaya CHARLES RUTENBERG REALTY ORLANDO

    0 Lake Howell Rd Unit MFRO6346556, Maitland, FL 32751
  • /16

    $300,000

    • 3 Beds
    • 2 Baths
    • 1,216 Sq Ft

    730 Seminola Blvd, Casselberry, FL 32707

    3 bedroom 2 bathroom starter home. Has a bonus room of 500 sq ft Has terrazzo floors throughout. Large fenced backyard. Newer kitchen, roof and windows.

    Jamie Richard A2Z REALTY GROUP

    730 Seminola Blvd, 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

    $255,000

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

    2651 Cayman Way, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. ALL PLAY and NO WORK! Imagine coming home to a space where weekends are made for relaxing, entertaining, and enjoying the best of Florida living. This single-story, two-bedroom, two-bath townhome offers an effortless lifestyle in a location that puts everything within reach. Vaulted ceilings create an open, airy feel in the spacious living and

    Kyle Clark RE/MAX TOWN & COUNTRY REALTY

    2651 Cayman Way, Winter Park, FL 32792
  • /52

    $249,000

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

    4008 W Maryland Place, Casselberry, FL 32707

    WATER VIEW OF 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, all

    Hank Paxson LPT REALTY, LLC

    4008 W Maryland Place, 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
  • /36

    $239,000

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

    4000 Crossroads Place, Casselberry, FL 32707

    Move-in ready townhome with tasteful interior updates completed within the last five years. The kitchen features stainless steel appliances, and the home is clean, functional, and well maintained throughout.Major systems are in solid condition, with HVAC and water heater approximately 7–10 years old. The HOA replaced the roof for the entire building in 2021–2022, offering added peace of mind.

    Shadi Tamimi SET HOMES REALTY LLC

    4000 Crossroads Place, 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
  • /31

    $239,900

    • 3 Beds
    • 2.5 Baths
    • 1,532 Sq Ft

    156 Lago Vista Blvd, Casselberry, FL 32707

    One or more photo(s) has been virtually staged. Short Sale. Short sale — third-party approval required. Property is being sold as-is. Welcome to 156 Lago Vista Blvd, a spacious 3-bedroom, 2.5-bath townhome located in the highly sought-after Lago Vista community in Casselberry. Offering over 1,530 square feet of living space, this two-story home features an open main level, generous room sizes,

    Miguel Martinez RE/MAX TOWN CENTRE

    156 Lago Vista Blvd, Casselberry, FL 32707
  • /16

    $299,000

    • 2 Beds
    • 2 Baths
    • 1,136 Sq Ft

    111 Raintree Dr, Casselberry, FL 32707

    Welcome to the neighborhood of Deer Run! A beautifully re-modeled home in a well established neighborhood. This home has been completely remodeled. All new modern colors, brand new stainless steel appliances, all new kitchen cabinets, with stunning granite countertops. New flooring throughout, all new fixtures, and so much more. The home has a garage and carport, a nice patio area, and a separate

    Ralph Harvey LISTWITHFREEDOM.COM

    111 Raintree Dr, Casselberry, FL 32707
  • /24

    $235,000

    • 3 Beds
    • 2 Baths
    • 1,406 Sq Ft

    416 Banyon Tree Cir Unit 108, Maitland, FL 32751

    GORGEOUS, SPACIOUS AND MOVE-IN READY! This Beautiful Home Is Offering 3 Bedrooms, 2 baths. The kitchen has been beautifully designed with new counter tops, cabinets and Stainless-Steel Appliances. Large master bedroom with walk-in closet. Beautiful, upgraded Bathroom. Ceramic title throughout. This community has 3 pools, fitness center, playground and laundry facilities. Conveniently and

    Yuly Bonilla VENCORP REAL ESTATE

    416 Banyon Tree Cir Unit 108, Maitland, FL 32751
  • /25

    $219,500

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

    520 Georgetown Dr, Casselberry, FL 32707

    Price Improvement!!! Ready for immediate showings, this well-maintained 3BR/1.5BA townhouse in Casselberry offers flexibility for owner-occupants or investors seeking strong rental potential. The spacious layout features tile flooring throughout the first floor, an upgraded bathroom, full-size washer and dryer, and ceiling fans in every room for year-round comfort. A large private fenced

    Reuben Simmonds, Jr BLAIR REALTY GROUP INC

    520 Georgetown Dr, Casselberry, FL 32707
  • /36

    $299,999 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,451 Sq Ft

    430 Pinesong Dr, Casselberry, FL 32707

    Welcome home to this adorable 3-bedroom 2 bath patio town home nestled in the charming Pine Tree Village Community in desirable Deer Run. The home is light and bright with lots of windows. The cozy living room boasts hard wood floors, vaulted ceiling with wood beams and a cozy wood burning fireplace. From the kitchen/dining area walk through sliding glass doors onto a large private screened porch

    Lisa Edwards KELLER WILLIAMS ADVANTAGE REALTY

    430 Pinesong Dr, Casselberry, FL 32707
  • /22

    $289,900

    • 3 Beds
    • 2 Baths
    • 1,388 Sq Ft

    360 Kentia Rd, Casselberry, FL 32707

    BACK ON MARKET!!!! LOCATION, LOCATION, LOCATION! Close to shopping and restaurants. Very nice large corner lot with wonderful landscaping! Property has been owned and very well maintained by the same owner for the past 30+ years. Owned solar panels keep electric power bills very low. Beautiful walk-in tub/shower recently installed in master bathroom. New carpet installed throughout. Wonderful

    Robert Kilcourse EXCLUSIVE REAL ESTATE

    360 Kentia Rd, Casselberry, FL 32707
  • /31

    $239,900

    • 2 Beds
    • 2.5 Baths
    • 1,194 Sq Ft

    2954 Embassy Ct, Casselberry, FL 32707

    One-owner townhome, loved and cherished for 40+ years! Welcome home to 2954 Embassy Court, a cozy and inviting retreat tucked away in the heart of Casselberry. This charming 2-bedroom, 2.5-bath residence offers 1,194 square feet of thoughtfully designed living space where comfort meets peace of mind. Built in 1985 and lovingly maintained, the home features a newer roof, newer HVAC, and new water

    Christen McCamie NESTA REAL ESTATE CONSULTANTS

    2954 Embassy Ct, Casselberry, FL 32707
  • /15

    $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

    $229,000

    • Land
    • 0.29 Acre
    • $789,655 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
  • /46

    $299,000

    • 4 Beds
    • 1.5 Baths
    • 1,134 Sq Ft

    508 Peach Tree Ln, Altamonte Springs, FL 32701

    RARE OPPORTUNITY under $300K! This charming 4-bedroom, 1.5-bath block home in Altamonte Springs is the one you’ve been waiting for. Boasting a functional layout with no carpet, you’ll love the seamless flow between the comfortable family room and the dining space.The expansive, fenced-in backyard offers ultimate privacy, while the large screened front porch is the perfect spot for your

    Caridad Pool CHARLES RUTENBERG REALTY ORLANDO

    508 Peach Tree Ln, Altamonte Springs, FL 32701
  • /15

    $264,900

    • 2 Beds
    • 2 Baths
    • 1,295 Sq Ft

    2487 Tahoe Cir, Winter Park, FL 32792

    This 2 bedroom, 2 bathroom condo is located in Winter Park's Cedarwood Village near local shops, restaurants, and schools. Features include a spacious floor plan with custom upgrades throughout, a lovely kitchen with stainless steel appliances, waterfall countertops, and breakfast bar, an open living room with fireplace, dining room with wine bar, and gorgeous primary suite with a walk-in closet

    Shelby Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    2487 Tahoe Cir, Winter Park, FL 32792

Home Trends in Casselberry, FL

Housing Trends

Median Sale Price
$355,000
Median Single Family Sale Price
$373,000
Median Townhouse Sale Price
$291,250
Median 2 Bedroom Sale Price
$179,900
Median 1 Bedroom Sale Price
$139,999
Average Price Per Sq Ft
$222
Number of Homes for Sale
74
Last 12 months Home Sales
474
Months of Supply
1.90
Median List Price
$369,900
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
2%
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