Longwood, FL Homes for Sale with Pool

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  /61

  $1,300,000

  • 5 Beds
  • 5 Baths
  • 4,364 Sq Ft

  359 Vista Oak Dr, Longwood, FL 32779

  Welcome to an exceptional estate in the prestigious guard gated community of Wingfield North, ideally positioned along Lake Mary’s renowned Markham Woods Corridor. Set on a private cul-de-sac surrounded by distinguished one-acre homes, this custom residence offers an extraordinary combination of privacy, sophistication, and natural beauty. A circular driveway welcomes you to the home, framed by

  Maria Nunez COMPASS FLORIDA LLC

  359 Vista Oak Dr, Longwood, FL 32779
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  /28

  $220,900

  • 2 Beds
  • 2 Baths
  • 1,111 Sq Ft

  824 Hillary Ct, Longwood, FL 32750

  Virtually Staged. Welcome! This 2-bedroom, 2-bathroom townhouse sits on a quiet dead-end street in the heart of Longwood, offering privacy and convenience in equal measure. Inside, a soaring cathedral ceiling greets you and extends throughout the main space, creating an open, airy feel that flows naturally throughout the home. Luxury vinyl plank flooring covers the main areas and bedrooms, while

  Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  824 Hillary Ct, Longwood, FL 32750
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  /43

  $229,900

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,243 Sq Ft

  123 Tomoka Trail Unit 123, Longwood, FL 32779

  True Florida Paradise ! Possible owner financing is just an added bonus True gated and guarded Community. Enjoy your ground level 2 bedroom, 2 bath home with many community features. new CARPETS, STOVE, flooring and lighting. Home has nice fireplace in Living room that overlooks the private courtyard. Master has New carpet new lighting and over look private courtyard! Community features of the

  Sheila Campbell DELTONA LAKES REALTY INC

  123 Tomoka Trail Unit 123, Longwood, FL 32779
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  /69

  $209,988

  $18K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,271 Sq Ft

  420 Summit Ridge Place Unit 310, Longwood, FL 32779

  * PRICE IMPROVEMENT * Top-floor privacy meets modern comfort in this completely remodeled, move-in-ready 2-bedroom, 1-bath condo located in the highly desirable Wekiva Springs area within the gated Residences at Sabal Palm community. This beautifully updated home features new luxury vinyl flooring throughout, a fully renovated kitchen with all-new cabinetry and appliances, and a stylishly

  Charles Kohlinger BHHS FLORIDA REALTY

  420 Summit Ridge Place Unit 310, Longwood, FL 32779
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  /39

  $284,900

  $13K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,616 Sq Ft

  121 Crown Point Cir Unit 204, Longwood, FL 32779

  Welcome home to this beautifully renovated 2 story, 3 bedroom, 2 1/2 bath condo in the sought-after community of Crown Point By The Springs!! Seller is offering up to $5,000 toward the buyer's allowable closing costs and/or prepaid expenses with an acceptable contract! Enjoy maintenance free living in this lovingly cared for and meticulously maintained home. The spacious kitchen features

  Cheryl Browning CHARLES RUTENBERG REALTY ORLANDO

  121 Crown Point Cir Unit 204, Longwood, FL 32779
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  /53

  $164,990

  $34K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,368 Sq Ft

  425 Summit Ridge Place Unit 211, Longwood, FL 32779

  Virtually Staged. Seller offering 8,000 towards buyer's closing costs! Welcome to 425 Summit Ridge Place, Unit 211, a spacious 2-bedroom, 2-bathroom second-floor condo located in the desirable gated Residences at Sabal Point community in Longwood. Offering 1,368 square feet of living space, this well-designed home provides comfort, privacy, and convenience with the added benefit of no neighbors

  Todd Schroth EXP REALTY LLC

  425 Summit Ridge Place Unit 211, Longwood, FL 32779
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  /73

  $469,900

  • 4 Beds
  • 3 Baths
  • 2,140 Sq Ft

  1040 Waverly Dr, Longwood, FL 32750

  Virtually Staged. This is your opportunity to own a Gorgeous, Amazing, Stunning Oversized Pool, FULLY REMODELED Home on a Huge Corner Lot in the highly desirable City of Longwood Next to Markham Woods area! And no HOA. Please visit our 3D tour. Property offers a brand-new architectural shingle roof and a new resurfaced pool, this home is move-in ready and packed with upgrades. Completely

  Rosa Hernandez LA ROSA REALTY CW PROPERTIES L

  1040 Waverly Dr, Longwood, FL 32750
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  /53

  $759,000

  • 5 Beds
  • 3 Baths
  • 2,959 Sq Ft

  455 Longmeadow Ln, Longwood, FL 32779

  Welcome to this beautifully updated, move-in-ready pool home in the highly sought-after Sabal Point community! Surrounded by mature landscaping and featuring elegant stone pavers, double-door entry, and a hardwood foyer, this open-concept split-bedroom floor plan is designed for both comfort and entertaining. The upgraded kitchen showcases Travertine tile flooring, soft-close cherry cabinetry,

  RANDY MCKNIGHT MARK SPAIN REAL ESTATE

  455 Longmeadow Ln, Longwood, FL 32779
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  /51

  $500,000

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,792 Sq Ft

  1931 Lost Spring Ct, Longwood, FL 32779

  Updated Well Appointed Home, Gated Community, Walk to the Residents Only Park with a Spring Fed Lake, Community Pool, Clubhouse, Gazebo, Tennis Courts, Basketball Court and Playground. Beautiful Oak Trees are all over the Neighborhood, Truly a Special Place to Live. Engineered Hardwood Flooring throughout the downstairs, Kitchen has Shaker Cabinetry, Stainless Steel Appliances, The Floor Plan is

  Devin Greene RCI REAL ESTATE INC.

  1931 Lost Spring Ct, Longwood, FL 32779
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  /100

  $3,499,000

  $201K PRICE DROP

  • 7 Beds
  • 9 Baths
  • 7,313 Sq Ft

  3147 Tala Loop, Longwood, FL 32779

  Renovated, remodeled & reimagined with breathtaking water views in Alaqua. An incredible opportunity to own a turn-key masterpiece nestled on a one-acre homesite in Seminole County's premier luxury 24-hour guard-gated neighborhood. Skip the construction timeline and step directly into your dream home, ideally positioned within an established golf community. A brand-new brick-paver driveway and

  Frank Benevento COLDWELL BANKER REALTY

  3147 Tala Loop, Longwood, FL 32779
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  /24

  $384,900

  $4K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,140 Sq Ft

  115 Meadowfield Ln, Longwood, FL 32779

  Virtually Staged. Completely renovated and move-in ready! This beautifully updated 3-bedroom, 2-bathroom home offers modern style, quality craftsmanship, and a functional open layout perfect for everyday living and entertaining. The stunning new kitchen features quartz countertops, new shaker cabinets, stainless steel appliances, and a spacious island overlooking the living and dining areas. Both

  Erica Giraldo Martinez LA ROSA REALTY LLC

  115 Meadowfield Ln, Longwood, FL 32779
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  /54

  $1,750,000

  • 5 Beds
  • 3.5 Baths
  • 3,216 Sq Ft

  236 S Shadowbay Blvd, Longwood, FL 32779

  Welcome to Paradise: A Rare Lakefront Opportunity Location, Location, Location. This isn't just a home, it's a lifestyle. Waterfront living on beautiful Lake Brantley, one of Central Florida’s premier Private ski lakes. Nestled on the water with resort style living at every turn, this beautiful lakefront property offers 5 bedrooms plus a home office and 3.5 bathrooms. Designed for both everyday

  Sinan Zakaria LISTED SIMPLY

  236 S Shadowbay Blvd, Longwood, FL 32779
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  /56

  $675,000

  • 4 Beds
  • 2 Baths
  • 2,868 Sq Ft

  215 Palmetto Concourse, Longwood, FL 32779

  Welcome to 215 Palmetto Concourse in the beautiful and amenity full Sweetwater Oaks community!! The home is in a fantastic location, just a few doors away from the lake park and the incredible Sweetwater Beach, how fun and relaxing???This great 2868 square foot 4 bedroom, 2 bathroom split bedroom home has a great floor plan and has been redone very nicely, this home is ready to move

  Mark Humphreys RE/MAX ASSURED

  215 Palmetto Concourse, Longwood, FL 32779
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  /10

  $212,900

  • 2 Beds
  • 2 Baths
  • 1,274 Sq Ft

  420 Summit Ridge Place Unit 204, Longwood, FL 32779

  Welcome to the Residences at Sabal PointDiscover comfortable, low-maintenance living in this bright 2-bedroom, 2-bath second-floor condominium overlooking a peaceful greenbelt in Longwood. The spacious split-bedroom floor plan offers excellent privacy, with bedrooms thoughtfully separated for quiet living or convenient guest accommodations.Enjoy your morning coffee or evening breeze on

  Bridgette Ross BRIDGETTE ROSS P A

  420 Summit Ridge Place Unit 204, Longwood, FL 32779
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  /59

  $6,999,999

  • 10 Beds
  • 17 Baths
  • 25,706 Sq Ft

  2878 Markham Woods Rd, Longwood, FL 32779

  Virtually Staged. The Estate at Markham Woods. Set behind private electronic gates and a guarded entry, a rare sense of arrival unfolds across more than seven acres of secluded, high and dry landscape in the heart of Markham Woods. Here, architecture, land, and infrastructure converge to create something far beyond a residence, a fully realized, multi generational compound designed for those who

  Matt McKee COMPASS FLORIDA LLC

  2878 Markham Woods Rd, Longwood, FL 32779
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  /80

  $4,499,000

  • 7 Beds
  • 10 Baths
  • 12,006 Sq Ft

  3540 Legacy Hills Ct, Longwood, FL 32779

  A rare opportunity to own one of the most extraordinary estate residences in Alaqua Lakes. Privately positioned behind the exclusive gates of The Enclave at Alaqua Lakes on a 1.2 acre double lot, this exceptional 12,000-square-foot custom Dave Brewer estate offers unparalleled privacy, luxury, and time-honored craftsmanship throughout. A rare achievement for any builder is when their name becomes

  Frank Benevento COLDWELL BANKER REALTY

  3540 Legacy Hills Ct, Longwood, FL 32779
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  /33

  $549,900

  • 6 Beds
  • 4 Baths
  • 3,600 Sq Ft

  230 Bay Meadow Rd, Longwood, FL 32750

  Your chance to own a 2.25 acre property well under market value. The house needs TLC but bones are in great shape. The main house features 5 bedrooms and 3 bathrooms, and the in-law suite is 1 bedroom 1 bathroom. A large pool awaits it's new owner to bring it back to its former glory. The home features a brand new water filtration system. Bring your toys, your cars, your plants, your animals, and

  Nadine Jubara NB ELITE REALTY

  230 Bay Meadow Rd, Longwood, FL 32750
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  /58

  $429,000

  $9K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,806 Sq Ft

  111 Juniper Ln, Longwood, FL 32779

  Beautiful 3 Bedroom, 2 Bath End Unit Town Home in the Glenwood Village area of the Springs (Once a Public Park) This Guard Gated Community is a Wildlife Lovers Paradise Where You Will Have the Opportunity to Enjoy Mother Nature at Her Finest Living Amongst the Peacocks, Deer, Raccoons, Opossums, Bears, Squirrels and Many Species of Birds. The Home Features Fresh Paint, Newer Roof and Window

  Shari Lawrence UNITED REAL ESTATE PREFERRED

  111 Juniper Ln, Longwood, FL 32779
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  /57

  $1,450,000

  • 4 Beds
  • 3 Baths
  • 3,955 Sq Ft

  2214 Earleaf Ct, Longwood, FL 32779

  This stunning 4-bedroom, 3-bathroom home is nestled in a highly sought-after neighborhood, offering the perfect blend of luxury, comfort, and entertainment. Designed with modern elegance, the residence boasts a gourmet kitchen that serves as the heart of the home. Equipped with top-of-the-line appliances, custom cabinetry, and a spacious island, it's ideal for both casual meals and elaborate

  Valentina Vakhova LA ROSA REALTY KISSIMMEE

  2214 Earleaf Ct, Longwood, FL 32779
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  /49

  $1,750,000

  • 5 Beds
  • 4.5 Baths
  • 4,092 Sq Ft

  3450 Foxmeadow Ct, Longwood, FL 32779

  Custom estate home on an oversized lot in the 24-hour guard-gated community of Alaqua Lakes, with water and golf course views and beautiful sunsets from the living room. This five-bedroom, four-and-one-half-bath residence features a private office, three-car garage, soaring ceilings, and a thoughtfully designed floor plan with the primary living areas on the main level. The renovated kitchen

  Richard Palmano PALMANO GROUP RE BROKERAGE LLC

  3450 Foxmeadow Ct, Longwood, FL 32779
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  /40

  $215,000

  • 2 Beds
  • 2.5 Baths
  • 1,365 Sq Ft

  3116 Clubside Dr Unit 3116, Longwood, FL 32779

  Virtually Staged. This beautifully appointed and updated condo features new kitchen cabinets and granite countertops, TWO bedrooms each with an ensuite bath and huge walk in closet plus linen closes, and a spacious great room that looks out to the screen rear porch and tranquil green space. There is a half bath and large closet in the foyer and a laundry room with washer and dryer. Excellent

  Kathleen Bousquet WEICHERT REALTORS HALLMARK PRO

  3116 Clubside Dr Unit 3116, Longwood, FL 32779
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  /35

  $395,000

  • 3 Beds
  • 1.5 Baths
  • 1,431 Sq Ft

  880 Seminole Ave, Longwood, FL 32750

  Welcome to this spacious 3-bedroom, 1.5 bath pool home in Longwood, FL, offering comfortable single-story living, an oversized screened outdoor area, and a large backyard with plenty of room to enjoy the Florida lifestyle. Major updates add extra peace of mind, including a brand-new roof that is less than a year old, newer HVAC system, and newer water heater. Inside, the home features a bright,

  Neeza Gomez RE/MAX Signature

  880 Seminole Ave, Longwood, FL 32750
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  /26

  $405,000

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,947 Sq Ft

  175 Sheridan Ave, Longwood, FL 32750

  A Thoughtfully maintained 4-bedroom, 2-bath home in the heart of Longwood offering approximately 1,947 sq ft on a spacious quarter-acre lot. Designed for both comfort and entertaining, the home features open living areas and a private backyard retreat with a 10-ft deep pool. Enjoy added peace of mind with a security system and the flexibility of no mandatory HOA—participation optional. Located

  Dejahne Johnson SET HOMES REALTY LLC

  175 Sheridan Ave, Longwood, FL 32750
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  /24

  $275,000

  $75K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,289 Sq Ft

  519 Stanton Place, Longwood, FL 32779

  Virtually Staged. Discover the charm of this inviting one-story townhome tucked away on a peaceful cul-de-sac—offering exceptional privacy, minimal traffic, and a true sense of retreat. Surrounded by mature, well-kept landscaping, the home sits within a beautifully maintained community that enhances both curb appeal and everyday comfort. Enjoy a serene screened-in porch, perfect for morning

  Pamela Ortiz ELITE PERFORMANCE REALTY

  519 Stanton Place, Longwood, FL 32779
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  /62

  $449,500

  $11K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,127 Sq Ft

  106 Hidden Oak Dr, Longwood, FL 32779

  Tucked beneath a canopy of towering oaks on a quiet, tucked-away street, this 3-bedroom, 2-bath townhome in The Springs feels like a private retreat from the moment you arrive. A brick paver driveway and lush, mature landscaping set the tone, leading you through a gated entry courtyard that creates a sense of arrival—and just enough separation from the outside world. Inside, the home opens up in

  Melissa Hastings METROPOLIS R.E. SOLUTIONS, LLC

  106 Hidden Oak Dr, Longwood, FL 32779
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  $1,350,000

  • 5 Beds
  • 6 Baths
  • 3,362 Sq Ft

  306 N Sweetwater Cove Blvd, Longwood, FL 32779

  Welcome to an exceptional lakefront residence in the highly sought-after Sweetwater Oaks community of Longwood, where thoughtfully designed upgrades, resort-style outdoor living, and direct access to Lake Brantley create a distinctive Central Florida lifestyle. Extensively renovated with over $230,000 in luxury improvements, this impressive residence offers five bedrooms, four full bathrooms, two

  Shanti Stewart TRIPLE S REALTY

  306 N Sweetwater Cove Blvd, Longwood, FL 32779
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  /27

  $615,000

  $35K PRICE DROP

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

  513 E Wildmere Ave, Longwood, FL 32750

  Motivated Seller!This beautifully remodeled, move-in ready home sits on over half an acre of landscaped land, offering plenty of space, privacy, and comfort. With an extensive list of updates throughout, this is a home you truly need to see in person to fully appreciate.From the moment you arrive, the extended paver driveway gives the home a welcoming feel and adds to the sense of

  Teresa Valdes VALSTAR REALTY LLC

  513 E Wildmere Ave, Longwood, FL 32750
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  /25

  $235,000

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

  420 Summit Ridge Place Unit 316, Longwood, FL 32779

  Welcome to this beautifully maintained 3-bedroom, 2-bath unit in the GATED Residences at Sabal Point, where LOW MAINTENANCE LIVING meets an unbeatable Longwood location! Recent updates are already complete, including a BRAND NEW RANGE (2026), BRAND NEW WASHER/DRYER (2026), NEW KITCHEN SINK (2026), and an UPDATED A/C (2024), additionally the screened balcony will receive NEW SCREENS before closing

  Jennifer Wemert WEMERT GROUP REALTY LLC

  420 Summit Ridge Place Unit 316, Longwood, FL 32779
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  /49

  $1,050,000

  $35K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 3,706 Sq Ft

  814 Miami Springs Dr, Longwood, FL 32779

  Welcome to 814 Miami Springs Drive, an exceptional private estate nestled in one of Longwood’s most desirable locations near the Wekiva River and Wekiva Island. Positioned on a beautifully landscaped homesite backing to a tranquil natural preserve, this residence offers a rare blend of elegance, privacy, and resort-style living with no HOA restrictions.This impressive five-bedroom,

  Nicholas Vaseloff PRIMEFIT PROPERTIES LLC

  814 Miami Springs Dr, Longwood, FL 32779
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  /40

  $474,900

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,872 Sq Ft

  3523 Vestavia Way, Longwood, FL 32779

  Traditional elegance and extraordinary craftsmanship exude from this beautifully maintained estate-style POOL home nestled in the heart of Longwood! Step inside to magnificent tile and laminate flooring gracefully flowing throughout the entire home! NEWER ROOF (2017)! The open design, split floor plan allows for unparalleled flow and privacy. The living room boasts soaring ceilings and a

  Elliot Shugan THE SHUGAN GROUP INC

  3523 Vestavia Way, Longwood, FL 32779
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  /36

  $135,000

  $45K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  864 Spanish Moss Dr Unit 113, Casselberry, FL 32707

  This beautifully maintained 1,248 square foot manufactured home, built in 2019 by Skyline Homes, offers a spacious and modern living experience in Casselberry. Featuring two bedrooms and two full bathrooms, the home showcases an inviting open-concept floor plan filled with abundant natural light, creating a bright and airy atmosphere throughout.The well-appointed kitchen is the heart of the home,

  Marilyn Kinsell Summerloch Green

  864 Spanish Moss Dr Unit 113, Casselberry, FL 32707

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