21,136

Longwood, FL Homes

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  • /47

    $1,075,000 Open Sun 11AM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 4,151 Sq Ft

    2101 Silver Leaf Ct, Longwood, FL 32779

    Timeless Elegance Meets Resort-Style Living in Wingfield Reserve. Nestled on a beautifully manicured 1+ acre corner lot in the exclusive Wingfield Reserve, this single-story estate offers the perfect blend of traditional elegance and modern luxury. Boasting 5 spacious bedrooms, 3.5 bathrooms, and over 4,900 square feet of living space, this meticulously maintained pool home is an entertainer’s

    Elliot Shugan THE SHUGAN GROUP INC

    2101 Silver Leaf Ct, Longwood, FL 32779
  • /2

    $805,000 Sold Jul 23, 2025

    • 4,200 Sq Ft
    • $192/SF
    • 161 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1989

    2229 Earleaf Ct, Longwood, FL 32779

    **MOTIVATED SELLER; INCREDIBLE VALUE!!!** An incredible opportunity awaits at this custom estate nestled on a secluded homesite of over an acre in Wingfield Reserve. Lovingly kept by the original owner, this 5 bed, 3 full and 1 half bath POOL home also features an elegant office, loads of space for entertaining friends and family alike, and one of the most private, lushly wooded lots you'll

    Frank Benevento COLDWELL BANKER REALTY

    2229 Earleaf Ct, Longwood, FL 32779
    • /54

      Est $1,017,775 Not Listed For Sale

      • 6 Beds
      • 5.5 Baths
      • 4,490 Sq Ft

      3310 Canyon Grand Point, Longwood, FL 32779

      3310 Canyon Grand Point, Longwood, FL 32779
  • /16

    $325,000

    • 5 Beds
    • 2 Baths
    • 1,880 Sq Ft

    1140 Hamilton Ave, Longwood, FL 32750

    Price Reduced Seller Motivated Charming 5-bedroom, 2-bathroom two-story home located in the desirable Longdale neighborhood. This spacious 1,880 sq ft residence offers a versatile floor plan with a large eat-in kitchen, living and dining combos, and a decorative fireplace for cozy evenings. Enjoy the convenience of a covered car carport and indoor laundry with washer/dryer hookups. The primary

    Denise San Miguel REALTY LYNK INC

    1140 Hamilton Ave, Longwood, FL 32750
  • /2

    $685,000 Sold Jul 22, 2025

    • 2,327 Sq Ft
    • $294/SF
    • 3 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1965

    2491 Island Dr, Longwood, FL 32779

    Live the lake life without compromises in this one-of-a-kind canal-front paradise with direct boat access to Lake Brantley—a private, spring-fed, skiable lake renowned for fishing, water sports, and waterfront living. Tucked away on a quiet, dead-end street, this property feels like a private island retreat with a setting that delivers peace, privacy, and adventure all at once.The

    Tom Langmann RE/MAX 200 REALTY

    2491 Island Dr, Longwood, FL 32779
    • /23

      Est $591,385 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,200 Sq Ft

      588 Whisper Wood Dr, Longwood, FL 32779

      588 Whisper Wood Dr, Longwood, FL 32779
  • /9

    $345,000

    • Land
    • 1.09 Acres
    • $316,514 per Acre

    1766 Markham Glen Cir, Longwood, FL 32779

    Build your dream custom estate on the last available lot in Markham Glen! Nestled on a wooded 1-acre homesite at the end of a quiet cul-de-sac, this property offers ultimate privacy amid a canopy of oaks and pines. Markham Glen is an enclave of upscale homes on large lots, featuring its own private tennis court and a warm community atmosphereHere you’ll enjoy the best of both worlds – a

    Steven Koleno BEYCOME OF FLORIDA LLC

    1766 Markham Glen Cir, Longwood, FL 32779
  • /2

    $367,500 Sold Jul 22, 2025

    • 1,401 Sq Ft
    • $262/SF
    • 5 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1984

    2652 Bent Hickory Cir, Longwood, FL 32779

    This charming residence in sought-after Sabal Point community is the ideal opportunity for first-time homebuyer to step into comfort and style! Enter to find cathedral ceilings and an abundance of natural light that pours through the windows, creating a bright and airy atmosphere. A neutral color palette throughout makes it easy to add your personal touch. The cozy living room features a

    Lynda Miller PREMIER SOTHEBYS INT'L REALTY

    2652 Bent Hickory Cir, Longwood, FL 32779
    • /3

      Not Listed For Sale

      007 Ridge Ave, Longwood, FL 32750

      007 Ridge Ave, Longwood, FL 32750
  • /19

    $154,900

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

    113 Springwood Cir Unit 113D, Longwood, FL 32750

    Welcome to Springwood Village! This charming 2-bedroom, 1-bath condo is ideally situated in the heart of Longwood, just minutes from shopping, dining, and major highways, including I-4, providing easy access to Downtown Orlando. Step inside to discover a bright, open living space with sliding glass doors that lead to a private balcony, perfect for relaxing or entertaining. The spacious kitchen

    Omar Rios CENTURY 21 CARIOTI

    113 Springwood Cir Unit 113D, Longwood, FL 32750
  • /2

    $360,000 Sold Jul 21, 2025

    • 1,388 Sq Ft
    • $259/SF
    • 18 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1975

    1514 Sparrow St, Longwood, FL 32750

    Welcome to this well-maintained, adorable home in Longwood Florida of Seminole County. This home is the perfect size for most! This home has NO HOA, located in the Seminole County Public School district and an easy drive to major roads, and shopping. This community hosts playgrounds, walking path, a pond and so much more! This lovely home has a welcoming foyer that directs you to the Living room

    Mary Pat Vasquez KELLER WILLIAMS ADVANTAGE REALTY

    1514 Sparrow St, Longwood, FL 32750
    • /10

      Est $514,531 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,070 Sq Ft

      335 Albaville Ln, Longwood, FL 32750

      335 Albaville Ln, Longwood, FL 32750
  • /59

    $332,000

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft

    1510 Pelican St, Longwood, FL 32750

    3-bed, 2-bath residence nestled on a serene, tree-lined street in one of Longwood’s DESIRABLE neighborhoods. This home offers the perfect balance of easy maintenance, comfort and timeless charm, featuring hardwood flooring throughout and a spacious, open layout ideal for both everyday living and entertaining. Sitting on an oversized lot with mature trees and lush landscaping, the expansive

    Mona Cherkaoui WORLD PROPERTIES GROUP

    1510 Pelican St, Longwood, FL 32750
  • /62

    $765,000 Sold Jul 21, 2025

    • 4,695 Sq Ft
    • $163/SF
    • 155 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2003

    973 Bearded Oaks Terrace, Longwood, FL 32779

    Welcome to 973 Bearded Oaks, a stunning 5-bedroom home designed with comfort, luxury, and entertainment in mind. This exceptional property boasts a designated home office, formal living room, family room, and an ultimate man-cave/playroom. From the moment you arrive, the paver driveway and fresh exterior paint create a lasting first impression, complemented by the spacious three-car garage

    Geraldine Westfall Simply Real Estate

    973 Bearded Oaks Terrace, Longwood, FL 32779
    • /26

      Est $310,767 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,410 Sq Ft

      339 N Oak St, Longwood, FL 32750

      339 N Oak St, Longwood, FL 32750
  • /27

    $240,000

    • 2 Beds
    • 2 Baths
    • 1,143 Sq Ft

    267 Crown Oaks Way Unit 1, Longwood, FL 32779

    Welcome to 267 Crown Oaks Way—a fully renovated, replumbed, rewired, and equipped with a new AC 2-bedroom, 2-bathroom second-floor condo tucked inside the one-of-a-kind Springs community in Longwood. Bright and inviting, the home features soaring 13-foot vaulted ceilings, an oversized laundry room, and stylishly updated bathrooms. Natural light floods the open living space, while the balcony

    Kyle Grafton FANNIE HILLMAN & ASSOCIATES

    267 Crown Oaks Way Unit 1, Longwood, FL 32779
  • /2

    $408,500 Sold Jul 18, 2025

    • 1,817 Sq Ft
    • $225/SF
    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1979

    1850 North St, Longwood, FL 32750

    Fully Renovated Charmer on Expansive Lot – No HOA, Prime Location & Packed with Upgrades! Welcome to a home where modern comfort meets timeless style. Situated on a spacious third-acre lot with no HOA, this beautifully updated Seminole County property offers privacy, convenience, and an unbeatable location—just 2 minutes from I-4 and State Road 434, making your daily commute and weekend

    Steven Koleno BEYCOME OF FLORIDA LLC

    1850 North St, Longwood, FL 32750
    • /40

      Est $315,615 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,269 Sq Ft

      597 Albany Place Unit 1, Longwood, FL 32779

      597 Albany Place Unit 1, Longwood, FL 32779
  • /44

    $415,000

    • 4 Beds
    • 3.5 Baths
    • 1,968 Sq Ft

    553 Sunbranch Ln, Casselberry, FL 32707

    Attractive Victorian-style home built in 2021 in a serene, small community of only 15 residences. Glowing with timeless charm and abundant natural light. The kitchen is equipped with stainless steel appliances and opens to the dining and family room. This airy haven features 4 spacious bedrooms and 3.5 nicely appointed bathrooms, including a practical Jack-and-Jill setup. The master Suite is

    Susan Williams COLDWELL BANKER REALTY

    553 Sunbranch Ln, Casselberry, FL 32707
  • /2

    $975,000 Sold Jul 18, 2025

    • 3,315 Sq Ft
    • $294/SF
    • 5 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2020

    418 Gleaming Andover Way, Longwood, FL 32779

    Welcome Home to 418 Gleaming Andover Way – A Rare Gem in Retreat at Lake Brantley. Step into upscale Florida living at its finest in this stunning 5-bedroom, 3-bathroom pool home, located in the prestigious gated community of Retreat at Lake Brantley. Built by Pulte in 2020 with no expense spared, this meticulously maintained residence offers private community access to Lake Brantley, complete

    Virginia Bellhorn WATSON REALTY CORP

    418 Gleaming Andover Way, Longwood, FL 32779
    • /50

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,452 Sq Ft

      Unlisted Address

      Unlisted Address
  • /64

    $254,900

    • 3 Beds
    • 2 Baths
    • 1,586 Sq Ft

    413 Summit Ridge Place Unit 201, Longwood, FL 32779

    Location! Location! Location! WELCOME TO RESORT-STYLE LIVING! This home is situated in Paradise, enjoy your Morning Coffee on your Screened Porch and watch Deer and Otters frolic Pond-side, with a back-drop of Lush, Exotic Tropical Greenery! This beautifully maintained 3 bed, 2 bath Condo is nestled in the highly desirable Wekiva Springs; with proximity to Premium Restaurants, Shopping, Top-Rated

    Freida Baker MARK MORGAN REALTY LLC

    413 Summit Ridge Place Unit 201, Longwood, FL 32779
  • /2

    $535,000 Sold Jul 18, 2025

    • 2,015 Sq Ft
    • $266/SF
    • 27 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1979

    126 Duncan Trail, Longwood, FL 32779

    Step into a slice of paradise at 126 Duncan Trail, perfectly situated in the vibrant heart of the picturesque and highly coveted Wekiva Community. This spectacular home is an oasis for nature enthusiasts, featuring 4 spacious bedrooms and a dazzling private pool, all nestled beside one of Central Florida’s most beloved natural trails and a premier golf course.Imagine hosting unforgettable

    Drew Belani COMPASS FLORIDA LLC

    126 Duncan Trail, Longwood, FL 32779
    • /22

      Est $502,925 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,887 Sq Ft

      990 Grand Wildmere Cove, Longwood, FL 32750

      990 Grand Wildmere Cove, Longwood, FL 32750
  • /31

    $459,000

    • 4 Beds
    • 2 Baths
    • 1,604 Sq Ft

    112 Des Pinar Ln, Longwood, FL 32750

    UNDER APPRAISED VALUE!!!! Step into this completely renovated Longwood home where every detail has been thoughtfully updated to combine modern style with everyday comfort—all with NO HOA and a massive backyard. From the moment you arrive, the freshly painted exterior, mulch landscaping, and updated flatwork set the tone. Inside, you’re greeted by wide-plank NEW LVP flooring, smooth ceilings , and

    Yandel Ramirez VESTI LLC

    112 Des Pinar Ln, Longwood, FL 32750
  • /2

    $510,000 Sold Jul 18, 2025

    • 2,271 Sq Ft
    • $225/SF
    • 189 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1972

    306 Wild Olive Ln, Longwood, FL 32779

    Brand new roof put on in May and a price adjustment! This 3 bedroom, 2 1/2 bath home sits on a picturesque 2/3 of acre lot where deer are a common sight from your beautiful Florida room. The Springs Community is a hidden treasure with Seminole County schools and it's own access to the Springs, a huge loop to walk around the community, pickleball courts, tennis courts, pool, horse stables

    Deborah Winterhalter CHARLES RUTENBERG REALTY ORLANDO

    306 Wild Olive Ln, Longwood, FL 32779
    • /2

      Est $603,761 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,957 Sq Ft

      2053 Prairie Sage Ln, Longwood, FL 32750

      2053 Prairie Sage Ln, Longwood, FL 32750
  • /60

    $795,000

    • 5 Beds
    • 4 Baths
    • 4,618 Sq Ft

    105 Smokerise Blvd, Longwood, FL 32779

    Welcome to 105 Smokerise Blvd—an expansive 4,618 SqFt estate in the heart of Longwood. Known for its lush natural surroundings, private park, community boat ramp, and access to Lake Brantley and Sweetwater Beach - this neighborhood has it all!This 5-bedroom, 4-bathroom home is a rare blend of size, character, and functionality. From the moment you enter, you're greeted by cathedral

    Abby Greenberg COMPASS FLORIDA LLC

    105 Smokerise Blvd, Longwood, FL 32779
  • /2

    $1,210,000 Sold Jul 17, 2025

    • 4,334 Sq Ft
    • $279/SF
    • 9 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1996

    621 Estates Place, Longwood, FL 32779

    Welcome to the Estates at Spring Landing in the heart of Longwood, FL — an immaculate and completely updated 5-bedroom, 4-bathroom estate offering over 4,334 square feet of elegant living space on a private 1.77-acre lot. This stunning home is designed for both luxury and comfort, featuring an open-concept floor plan with modern finishes, two spacious primary suites, and multiple areas perfect

    Megan Winslow WINSLOW HOMES

    621 Estates Place, Longwood, FL 32779
    • /4

      Not Listed For Sale

      0 Sand Lake Rd Unit O6036597, Longwood, FL 32779

      0 Sand Lake Rd Unit O6036597, Longwood, FL 32779
  • /31

    $729,000

    • 4 Beds
    • 2 Baths
    • 2,030 Sq Ft

    513 E Wildmere Ave, Longwood, FL 32750

    This beautifully remodeled, move-in ready home sits on over half an acre of landscaped land, offering ample space to relax and enjoy. Featuring an extensive list of updates, this home must be seen in person to fully be appreciated. As soon as you drive up the extended paver driveway, you’ll immediately feel a sense of privacy and comfort. Inside, the home has been tastefully updated with high-end

    Teresa Valdes VALSTAR REALTY LLC

    513 E Wildmere Ave, Longwood, FL 32750
  • /2

    $505,000 Sold Jul 17, 2025

    • 2,150 Sq Ft
    • $235/SF
    • 21 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1977

    316 Cambridge Dr, Longwood, FL 32779

    Welcome to 316 Cambridge Drive, a well-maintained 4-bedroom, 2-bath pool home located on the 7th hole of the Wekiva Golf Club in the highly desirable Wekiva Club Estates. This home offers a spacious split bedroom floor plan with the primary suite privately situated on its own side, formal living and dining rooms, generously sized guest bedrooms, and a large family room featuring a striking

    James Clark CENTURY 21 ALTON CLARK

    316 Cambridge Dr, Longwood, FL 32779
    • /9

      Not Listed For Sale

      0 Adams St, Longwood, FL 32750

      0 Adams St, Longwood, FL 32750
  • /88

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,537 Sq Ft

    641 E Church Ave, Longwood, FL 32750

    Ready to save money on gas, your utility bills and home maintenance ? Welcome home to 641 E Church Avenue in beautiful Longwood Florida!Located in historic Longwood, your next home features a new energy efficient HVAC system, a recently replaced roof and a new fence for privacy in your back yard. Since everything has been updated and remodeled for style and comfort, this home is the

    Christina Rordam FLORIDA REALTY INVESTMENTS

    641 E Church Ave, Longwood, FL 32750
  • /2

    $1,535,000 Sold Jul 17, 2025

    • 5,355 Sq Ft
    • $287/SF
    • 71 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 1999

    1906 Oakbrook Dr, Longwood, FL 32779

    EXCEPTIONAL VALUE & SELLER MOTIVATION!!! Ultimate Privacy & Luxury in Alaqua Lakes: Don’t miss this rare opportunity to own this beautiful Signature Homes “Sandia” estate, offering unparalleled privacy on a secluded cul-de-sac with no neighbors on three sides. The seller is highly motivated—act fast to make this prestigious home yours! Residents of Alaqua Lakes can enjoy the amenities of a

    Frank Benevento COLDWELL BANKER REALTY

    1906 Oakbrook Dr, Longwood, FL 32779
    • /39

      Est $326,409 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,679 Sq Ft

      151 Golf Club Dr Unit 151, Longwood, FL 32779

      151 Golf Club Dr Unit 151, Longwood, FL 32779
  • /12

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,491 Sq Ft

    942 Malden Ct, Longwood, FL 32750

    Lovely 3 bedroom/2 bath townhome and oversized 2 car garage with garage door opener. A large privacy fenced backyard with deck. Ceiling fans, plant shelves, vinyl plank and tile flooring, spacious eat in kitchen and formal dining area. 2 sets of sliding glass doors. Split floor plans with large closets provides privacy for everyone and plenty of space for family gatherings, plus an outside

    Corinna Allman EXP REALTY LLC

    942 Malden Ct, Longwood, FL 32750
  • /2

    $549,000 Sold Jul 17, 2025

    • 2,216 Sq Ft
    • $248/SF
    • 39 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1974

    401 Sanford Ave, Longwood, FL 32750

    ***4.625% assumable VA loan *** (NO requirement to be a veteran). Imagine relaxing by your sparkling screened pool or enjoying sunsets from your spacious covered porch. With its sweeping views to its elegantly designed layout, this meticulously maintained home instantly captures your heart—with NO HOA!Nestled in an ultra-quiet neighborhood and directly on a former golf course that is now

    Rex Hunter REALTY ONE GROUP INSPIRATION

    401 Sanford Ave, Longwood, FL 32750
    • /18

      Est $260,339 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,000 Sq Ft

      183 E Pine Ave, Longwood, FL 32750

      183 E Pine Ave, Longwood, FL 32750
  • /43

    $260,000

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft

    384 Newton Place, Longwood, FL 32779

    One or more photo(s) has been virtually staged. BIG PRICE REDUCTION OF $20,000.Welcome to Governors Point West in desirable Longwood, FL. This rare end-unit 3-bedroom, 2-bath townhome which has an enclosed back porch with sliding vinyl windows overlooking a greenbelt area, plus offers a wonderful opportunity to own in the highly sought-after Wekiva Springs area. Enjoy beautifully landscaped

    Jerry Hatley WATSON REALTY CORP

    384 Newton Place, Longwood, FL 32779

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