16,527

Casselberry, FL Homes

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  • /32

    $284,900

    $10K PRICE DROP
    • 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
  • /39

    Starting at $910 Per Month

    • 1 - 3 Beds

    2353 Winter Woods Blvd, Winter Park, FL 32792

    Come home to San Jose Apartments and enjoy the advantages of spacious apartments and ample parking. We have a wide variety of living spaces to choose from, all with large closets and modern amenities. You'll love our beautiful swimming pool and clubhouse. Call today to make San Jose Apartments your new home.TDD:711 for hearing impaired assistance.

    San Jose Apartments

    (689) 207-3265

    2353 Winter Woods Blvd, Winter Park, FL 32792
  • /2

    $230,000

    Sold Oct 24, 2025

    237 S Wilderness Point, Casselberry, FL 32707

    • 2 Beds
    • 2.5 Baths
    • 1,260 Sq Ft
    • Built 1986

    Last Sold Summary

    • 16% Below List Price
    • $183/SF
    • 151 Days On Market

    Current Estimated Value $242,522

    Last Listing Agent Eve Logan LPT REALTY, LLC

    237 S Wilderness Point, Casselberry, FL 32707
    • /2

      Est $408,785

      Not Listed For Sale

      409 Surrey Run, Casselberry, FL 32707

      • 3 Beds
      • 2 Baths
      • 1,548 Sq Ft
      • Built 1983
      409 Surrey Run, Casselberry, FL 32707

      Last Sold Summary

      • 52 Days On Market

  • /2

    $600,000

    • 4 Beds
    • 2.5 Baths
    • 3,040 Sq Ft

    652 Legacy Park Dr, Casselberry, FL 32707

    Virtually Staged. This move-in ready home offers the perfect combination of comfort, style, and major system updates. Recent improvements include a new roof (2026), updated HVAC systems (2019 & 2021), renovated bathrooms, new flooring, and a professionally applied interior paint refresh (2019).The spacious kitchen is designed for both everyday living and entertaining, featuring 42-inch

    Agent Photo

    Ian Trumbach

    FLORIDA PRESTIGIOUS HOMES INC

    (321) 490-3449

    652 Legacy Park Dr, Casselberry, FL 32707
  • /35

    Starting at $1,556

    Total Monthly Price

    • 1 - 3 Beds

    2015 New Stonecastle Terrace, Winter Park, FL 32792

    Stonecastle Apartments is the community you've been looking for in Winter Park, FL. With spacious one-, two-, and three-bedroom homes complete with in-home washers and dryers, stainless steel appliances, and smart thermostats, you're guaranteed to find a place to live with a lifestyle to love. What's more, as a member of the community you'll also have access to our fitness center, resident

    Stonecastle Apartment Homes

    (689) 219-6082

    2015 New Stonecastle Terrace, Winter Park, FL 32792
  • /2

    $255,000

    Sold Apr 13, 2026

    0 Lake Howell Rd Unit MFRO6346556, Maitland, FL 32751

    • Land
    • 18,730 Sq Ft
    • $593,023 per Acre

    Last Sold Summary

    • 9% Below List Price
    • 157 Days On Market

    Last Listing Agent Marta Zelaya CHARLES RUTENBERG REALTY ORLANDO

    0 Lake Howell Rd Unit MFRO6346556, Maitland, FL 32751
    • /2

      Est $227,215

      Not Listed For Sale

      239 Hill St, Casselberry, FL 32707

      • 2 Beds
      • 2 Baths
      • 905 Sq Ft
      • Built 1983
      239 Hill St, Casselberry, FL 32707

      Last Sold Summary

      • 3 Days On Market

  • /37

    $625,000

    $4K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,773 Sq Ft

    1278 Snug Harbor Dr, Casselberry, FL 32707

    Stunning Two-Story Home in Gated Oakhurst Reserve – Casselberry, FL. Welcome to this unique and spacious 4-bedroom, 4-bath home nestled on one of the largest lots in the highly sought-after Oakhurst Reserve, a private gated community near Winter Springs and Winter Park. Step inside and enjoy the comfort of a beautifully upgraded interior featuring: New bamboo flooring on the staircase and the

    Agent Photo

    Manoj Patel

    APPLE REALTY

    (321) 286-7985

    1278 Snug Harbor Dr, Casselberry, FL 32707
  • /20

    Starting at $1,229 Per Month

    • 1 - 2 Beds

    321 Hidden Pines Cir, Casselberry, FL 32707

    Hidden Pines is a single-story, villa-style community offering 1 and 2 bedroom homes. Our single-story villas feature a private patio, washer/dryer connections and extra storage. The grounds are beautifully landscaped offering residents a quiet, peaceful environment. Hidden Pines is located in Casselberry, FL, minutes from 17/92, I-4, and Maitland.

    Hidden Pines Apartments

    (689) 220-7879

    321 Hidden Pines Cir, Casselberry, FL 32707
  • /2

    $495,000

    Sold Jun 10, 2026

    2106 Kewannee Trail, Casselberry, FL 32707

    • 5 Beds
    • 3 Baths
    • 2,125 Sq Ft
    • Built 1968

    Last Sold Summary

    • 4% Below List Price
    • $233/SF
    • 9 Days On Market

    Current Estimated Value $477,886

    Last Listing Agent Jill Gallagher CHARLES RUTENBERG REALTY ORLANDO

    2106 Kewannee Trail, Casselberry, FL 32707
    • /2

      Est $406,215

      Not Listed For Sale

      1617 E Sandpiper Trail, Casselberry, FL 32707

      • 3 Beds
      • 2 Baths
      • 1,510 Sq Ft
      • Built 1981
      1617 E Sandpiper Trail, Casselberry, FL 32707

      Last Sold Summary

      • 48 Days On Market

  • /26

    $385,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,641 Sq Ft

    1968 Kindling Ct, Casselberry, FL 32707

    Welcome HOME!*****Multiple OFFERS********* A BEAUTIFUL 3/2 with office Casselberry, POOL HOME! As you drive up to the community you will notice it is not a huge community. The home is not on a thru street which should get much less thru traffic. As you pull up to the home you will notice nice colorful landscaping. Taking your first steps into the home you will see matching flooring throughout

    Agent Photo

    Dean Gonzalez

    KELLER WILLIAMS ADVANTAGE 2 REALTY

    (321) 461-3465

    1968 Kindling Ct, Casselberry, FL 32707
  • /20

    Starting at $1,179 Per Month

    • Studio - 2 Beds

    986 Rollingwood Loop, Casselberry, FL 32707

    Newly built 2 bedroom/2 bath Villas - Single Story Villas built in 2019 Two bedroom two bath, with tile through out the home, 9 foot ceilings, large pantry, Microwave ,Dishwasher ,Granite countertop, Brand new appliances, Screened in Patio .(RLNE5756897)

    Spring Tree Village

    (689) 219-4490

    986 Rollingwood Loop, Casselberry, FL 32707
  • /2

    $450,000

    Sold Feb 04, 2026

    1057 Nodding Pines Way, Casselberry, FL 32707

    • 3 Beds
    • 2 Baths
    • 1,775 Sq Ft
    • Built 1982

    Last Sold Summary

    • 9% Below List Price
    • $254/SF
    • 117 Days On Market

    Current Estimated Value $441,991

    Last Listing Agent Anne Boice FLOCK & COMPANY REAL ESTATE

    1057 Nodding Pines Way, Casselberry, FL 32707
    • /2

      Est $542,289

      Not Listed For Sale

      224 Bluestone Place, Casselberry, FL 32707

      • 4 Beds
      • 2 Baths
      • 2,169 Sq Ft
      • Built 2004
      224 Bluestone Place, Casselberry, FL 32707

      Last Sold Summary

      • 11 Days On Market

  • /27

    $264,900

    • 2 Beds
    • 2.5 Baths
    • 1,492 Sq Ft

    108 Madrid Dr Unit D, Casselberry, FL 32707

    Recently updated 1,492 square foot, 2 bedroom, 2.5 bath condo in the Sausalito Condominium community in Casselberry. Designed in a relaxing and airy contemporary style. Numerous glass sliders and outdoor patios for cheerful, sun-filled spaces. Bamboo wood flooring, and porcelain and travertine tile. New paint and trim. Ready to move in. Perfect for indoor and outdoor living, entertaining, and

    Agent Photo

    Daniel Robinson

    HOUWZER INC

    (321) 496-8217

    108 Madrid Dr Unit D, Casselberry, FL 32707
  • /20

    $2,685 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,022 Sq Ft
    • House for Rent

    2525 Kiowa Trail, Fern Park, FL 32730

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2829.90. That covers your base rent, $2685.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    (321) 985-6093

    2525 Kiowa Trail, Fern Park, FL 32730
  • /2

    $615,000

    Sold Sep 26, 2025

    2024 Flaming Arrow Ct, Casselberry, FL 32730

    • 4 Beds
    • 3 Baths
    • 2,062 Sq Ft
    • Built 1995

    Last Sold Summary

    • 4% Below List Price
    • $298/SF
    • 73 Days On Market

    Current Estimated Value $602,431

    Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC

    2024 Flaming Arrow Ct, Casselberry, FL 32730
    • /2

      Est $414,110

      Not Listed For Sale

      4371 Weeping Willow Cir Unit 12B, Casselberry, FL 32707

      • 3 Beds
      • 2 Baths
      • 1,551 Sq Ft
      • Built 1989
      4371 Weeping Willow Cir Unit 12B, Casselberry, FL 32707

      Last Sold Summary

      • 83 Days On Market

  • /61

    $289,900

    $4K PRICE INCREASE Pending
    • 2 Beds
    • 2 Baths
    • 1,063 Sq Ft

    158 Northshore Cir, Casselberry, FL 32707

    Under contract-accepting backup offers. BACK ON THE MARKET! 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 electrical panel, newer AC

    Agent Photo

    Monica Emerson

    DISCOM REALTY INC

    (321) 385-8547

    158 Northshore Cir, Casselberry, FL 32707
  • /16

    $2,625 Per Month

    • 3 Beds
    • 2 Baths
    • 1,667 Sq Ft
    • House for Rent

    1333 Sterling Oaks Dr, Casselberry, FL 32707

    Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    (689) 220-5615

    1333 Sterling Oaks Dr, Casselberry, FL 32707
  • /2

    $65,000

    Sold Oct 27, 2025

    790 Bayou Dr, Casselberry, FL 32707

    • Land
    • 5,662 Sq Ft
    • $500,000 per Acre

    Last Sold Summary

    • 13% Above List Price
    • 19 Days On Market

    Last Listing Agent dave kellam REAL ESTATE PROFESSIONALS SE

    790 Bayou Dr, Casselberry, FL 32707
    • /2

      Est $269,933

      Not Listed For Sale

      2464 Harbour Way, Winter Park, FL 32792

      • 2 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 1978
      2464 Harbour Way, Winter Park, FL 32792

      Last Sold Summary

      • 82 Days On Market

  • /36

    $425,000

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

    295 Quail Ct, Casselberry, FL 32707

    Welcome to your private Florida retreat in the highly desirable Sterling Park community — where upgraded comfort, entertaining space, and everyday convenience all come together in this beautifully updated 3 Bedroom / 2 Bathroom home situated on a quiet cul-de-sac corner lot. Designed with comfort and functionality in mind, this desirable SPLIT FLOOR PLAN offers added privacy with a spacious

    Rey Perez IAD REAL ESTATE

    295 Quail Ct, Casselberry, FL 32707
  • /15

    $2,280 Per Month

    • 3 Beds
    • 2 Baths
    • 1,745 Sq Ft
    • House for Rent

    979 N Jerico Dr, Casselberry, FL 32707

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2424.90. That covers your base rent, $2280.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    (321) 449-7754

    979 N Jerico Dr, Casselberry, FL 32707
  • /2

    $525,000

    Sold Jul 08, 2025

    1633 Pinehurst Dr, Casselberry, FL 32707

    • 4 Beds
    • 2 Baths
    • 1,929 Sq Ft
    • Built 1984

    Last Sold Summary

    • $272/SF
    • 14 Days On Market

    Current Estimated Value $513,465

    Last Listing Agent Chris Sheedy COLDWELL BANKER REALTY

    1633 Pinehurst Dr, Casselberry, FL 32707
    • /2

      Est $350,336

      Not Listed For Sale

      1517 Florentino Ln, Winter Park, FL 32792

      • 2 Beds
      • 2.5 Baths
      • 1,550 Sq Ft
      • Built 2004
      1517 Florentino Ln, Winter Park, FL 32792

      Last Sold Summary

      • 27 Days On Market

  • /43

    $335,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,687 Sq Ft

    3563 S Saint Lucie Dr, Casselberry, FL 32707

    Under contract-accepting backup offers. One or more photo(s) has been virtually staged. ***MULTIPLE OFFERS REC'D highest & best offers due Mon 5/18 11am.*** HUGE POTENTIAL - Welcome to this charming two-story pool home located in the Hollowbrook West community of Casselberry. With inviting living spaces, thoughtful updates, and an ideal layout for both everyday living and entertaining, this home

    Amber Finch FINCH REAL ESTATE COMPANY

    3563 S Saint Lucie Dr, Casselberry, FL 32707
  • /20

    $2,975 Per Month

    • 4 Beds
    • 2 Baths
    • 2,614 Sq Ft
    • House for Rent

    412 Abbeywood Ln, Casselberry, FL 32707

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3119.90. That covers your base rent, $2975.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    (321) 497-0455

    412 Abbeywood Ln, Casselberry, FL 32707
  • /2

    $355,000

    Sold Dec 12, 2025

    406 Meadowood Blvd, Casselberry, FL 32730

    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft
    • Built 1982

    Last Sold Summary

    • 1% Above List Price
    • $190/SF
    • 27 Days On Market

    Current Estimated Value $351,425

    Last Listing Agent Amanda Salazar PREMIER SOTHEBYS INT'L REALTY

    406 Meadowood Blvd, Casselberry, FL 32730
    • /2

      Est $678,835

      Not Listed For Sale

      2116 Truffle Ln, Casselberry, FL 32707

      • 4 Beds
      • 3 Baths
      • 3,744 Sq Ft
      • Built 2007
      2116 Truffle Ln, Casselberry, FL 32707

      Last Sold Summary

      • 6 Days On Market

  • /33

    $325,000

    $15K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,290 Sq Ft

    206 Temple Ave, Casselberry, FL 32730

    Under contract-accepting backup offers. Beautifully maintained one-owner home in unincorporated Seminole County with NO HOA and room for RV parking! This move-in ready 3-bedroom, 2-bath home features an updated kitchen, wood flooring, whole-home Generac generator, garage plus covered carport, workshop, storage shed, fenced backyard, and fully pavered driveway. Buyers looking for extra parking,

    Dione Collier-Larkin ADAIR REALTY INC

    206 Temple Ave, Casselberry, FL 32730
  • /20

    $2,700 Per Month

    • 4 Beds
    • 2 Baths
    • 1,984 Sq Ft
    • Unit

    1933 Varick Way, Casselberry, FL 32707

    This property is available. Please inquire on this site to schedule a showing. Discover this charming rental home located at 1933 Varick Way in the highly desirable Casselberry, FL area. This solar-powered residence offers significant monthly electricity savings. The property features attractive curb appeal with a well-maintained lawn, neatly trimmed hedges, and a paver walkway leading to

    Unit

    (407) 706-3087

    1933 Varick Way, Casselberry, FL 32707
  • /2

    $356,000

    Sold Oct 31, 2025

    412 Bridle Path, Casselberry, FL 32707

    • 3 Beds
    • 2 Baths
    • 1,659 Sq Ft
    • Built 1981

    Last Sold Summary

    • $215/SF
    • 3 Days On Market

    Current Estimated Value $355,017

    Last Listing Agent Christine Landrau MARK SPAIN REAL ESTATE

    412 Bridle Path, Casselberry, FL 32707
    • /2

      Est $441,096

      Not Listed For Sale

      2508 Osage Trail, Casselberry, FL 32730

      • 3 Beds
      • 2 Baths
      • 1,906 Sq Ft
      • Built 1971
      2508 Osage Trail, Casselberry, FL 32730

      Last Sold Summary

      • 42 Days On Market

  • /29

    $220,000

    $5K PRICE DROP Pending
    • 2 Beds
    • 1 Bath
    • 854 Sq Ft

    2400 Dominica Run, Winter Park, FL 32792

    Under contract-accepting backup offers. 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

    Laura Toppin FLORIDA HOME TEAM REALTY LLC

    2400 Dominica Run, Winter Park, FL 32792
  • /20

    $2,545 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,482 Sq Ft
    • House for Rent

    3313 Hamlet Loop, Winter Park, FL 32792

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

    (689) 329-3269

    3313 Hamlet Loop, Winter Park, FL 32792
  • /2

    $360,000

    Sold Apr 14, 2026

    107 Thrush Ln, Casselberry, FL 32707

    • 3 Beds
    • 2 Baths
    • 1,383 Sq Ft
    • Built 1973

    Last Sold Summary

    • 5% Below List Price
    • $260/SF
    • 35 Days On Market

    Current Estimated Value $357,932

    Last Listing Agent Taisha Merlo KELLER WILLIAMS ADVANTAGE III

    107 Thrush Ln, Casselberry, FL 32707
    • /2

      Est $321,759

      Not Listed For Sale

      2288 Leland Ln, Casselberry, FL 32707

      • 3 Beds
      • 2.5 Baths
      • 1,536 Sq Ft
      • Built 2006
      2288 Leland Ln, Casselberry, FL 32707

      Last Sold Summary

      • 2 Days On Market

Showing Results 41 - 80, Page 2 of 18

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