Longwood, FL Homes for Sale with Pool

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  /53

  $514,000

  • 4 Beds
  • 2 Baths
  • 2,147 Sq Ft

  302 Needles Trail, Longwood, FL 32779

  ***ROOF WILL BE REPLACED WITH A FULL PRICED OFFER*** Don't miss this 4-bed pool home in Wekiva Club Estates with over 2100 square feet and a true split bedroom layout at 302 Needles Trail in Longwood, FL. Enjoy a fenced .24 acre lot and a screened pool with paver decking near Wekiva’s scenic trail system.This home is designed for comfortable Florida living. The split floor plan places the

  Todd Schroth EXP REALTY LLC

  302 Needles Trail, Longwood, FL 32779
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  /33

  $194,900

  • 2 Beds
  • 2 Baths
  • 1,110 Sq Ft

  486 N Pin Oak Place Unit 308, Longwood, FL 32779

  Recently remodeled 2-bedroom, 2-bath condo in Longwood with over $20,000 in upgrades. This move-in-ready home features a brand-new HVAC system, luxury vinyl plank flooring throughout (no carpet), fresh interior paint, and newly reglazed tubs and showers.Located in the desirable Windsor at Sabal Walk community, this Longwood condo offers a bright, open floor plan with a spacious living room,

  Ken Pozek REAL BROKER, LLC

  486 N Pin Oak Place Unit 308, Longwood, FL 32779
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  /34

  $442,900

  • 3 Beds
  • 2 Baths
  • 1,996 Sq Ft

  107 Pineapple Ct, Longwood, FL 32750

  One or more photo(s) has been virtually staged. This well-maintained property features three comfortable bedrooms and two full bathrooms, providing ample space for daily living. Recent major updates include a new HVAC system installed in 2024 and a complete roof replacement in 2023, ensuring reliable comfort and protection. Two expansive screen porches extend the living area, creating protected

  Brice Gill ELITE REAL ESTATE & FINANCE LLC

  107 Pineapple Ct, Longwood, FL 32750
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  /34

  $595,000

  • 5 Beds
  • 3 Baths
  • 2,742 Sq Ft

  1833 Crowley Cir E, Longwood, FL 32779

  One or more photo(s) has been virtually staged. Welcome to 1833 Crowley Circle, a beautifully maintained POOL home offering comfort, freedom, and an unbeatable location — with NO HOA! This inviting property features a private backyard oasis with a lovely pool, perfect for Florida living and entertaining year-round. Enjoy peace of mind knowing the home has been thoughtfully updated, including a

  Christina Rampersad KELLER WILLIAMS ADVANTAGE 2 REALTY

  1833 Crowley Cir E, Longwood, FL 32779
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  /72

  $3,250,000

  • 5 Beds
  • 7.5 Baths
  • 7,673 Sq Ft

  810 Sweetwater Club Blvd, Longwood, FL 32779

  A Private European Estate in the Heart of Longwood!! Hidden beyond iron gates and a winding brick drive shaded by timeless-old oaks, this 5.13-acre estate emerges with quiet authority — a residence designed not to follow trends, but to transcend them. Spanning more than 7,600 square feet, the architecture draws inspiration from European manor homes, where craftsmanship was paramount and every

  Luke Miller COLDWELL BANKER REALTY

  810 Sweetwater Club Blvd, Longwood, FL 32779
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  /21

  $120,000

  • 1 Bed
  • 1 Bath
  • 666 Sq Ft

  127 Springwood Cir Unit D, Longwood, FL 32750

  Move-in ready and thoughtfully updated! Inside, you’ll find newer laminate flooring throughout, granite counter tops, and stainless steel appliances that create a clean, modern feel. Step out onto your private balcony- ideal for morning coffee or unwinding at the end of the day. A brand new [2026] hot water heater adds additional value and peace of mind. The community offers a full suite of

  Michael Beck WEICHERT REALTORS HALLMARK PR

  127 Springwood Cir Unit D, Longwood, FL 32750
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  /37

  $739,900

  • 4 Beds
  • 2.5 Baths
  • 2,272 Sq Ft

  216 Thistlewood Cir, Longwood, FL 32779

  Located in the highly desirable Sweetwater Oaks neighborhood of Longwood with Lake Access. This beautifully renovated 4-bedroom, 2.5-bath Pool home sits on an expansive .32-acre fenced lot and features a spacious 2-car garage. From the moment you arrive, the home’s exceptional curb appeal, lush manicured landscaping, and inviting presence set the tone for what awaits inside. Step through the

  Julian Jackson LOKATION

  216 Thistlewood Cir, Longwood, FL 32779
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  /12

  $575,000

  • 4 Beds
  • 3.5 Baths
  • 2,623 Sq Ft

  450 Longmeadow Ln, Longwood, FL 32779

  Excellent opportunity in Sabal Point. POOL house with two NEW HVACs. 4 bedrooms, 3.5 bathrooms with office. Master on first floor.

  Laura Hilton CHARLES RUTENBERG REALTY ORLANDO

  450 Longmeadow Ln, Longwood, FL 32779
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  /62

  $1,250,000

  • 4 Beds
  • 5.5 Baths
  • 4,262 Sq Ft

  3235 Winding Pine Trail, Longwood, FL 32779

  Life unfolds beautifully in this golf front estate in the desirable guard gated community of Alaqua Lakes. Framed by mature landscaping and views of the 12th fairway, this home blends timeless elegance with modern comfort. Soaring ceilings, expansive living areas, and designer finishes create an inviting flow for both grand entertaining and relaxed everyday living. The gourmet kitchen is the

  Brian Hyser THE AGENCY FL

  3235 Winding Pine Trail, Longwood, FL 32779
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  /29

  $318,475

  • 3 Beds
  • 2.5 Baths
  • 1,404 Sq Ft

  1554 Downy Birch Ln, Longwood, FL 32750

  SELLER CONTRIBUTING $2,000 IN BUYERS CLOSING COSTS AND PRE PAIDS- WITH AN ACCEPTABLE CONTRACT. Welcome to this charming 3-Bedroom, 2.5-Bath Townhome in the highly sought-after Hanover Pointe Community. Perfect for first-time buyers, those looking to downsize, or investors, this home offers the ideal blend of comfort and low maintenance living. Step inside to find tile flooring throughout the main

  Jason Zinno RE/MAX ASSURED

  1554 Downy Birch Ln, Longwood, FL 32750
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  /23

  $337,000

  • 3 Beds
  • 2 Baths
  • 1,378 Sq Ft

  1303 Dunhill Dr, Longwood, FL 32750

  Come and get this gem of a townhome! If you are looking for unique comfort, style, and amenities all wrapped up in one property, look no further. This beautifully kept home boasts 3 bedrooms and 2 bathrooms to accommodate any family. With no carpets throughout the home, no worries about any spills the guests might do. There is a wood fireplace and indoor garden area with natural lighting and

  Glenn Stewart PRESTIGE REALTY GROUP LLC

  1303 Dunhill Dr, Longwood, FL 32750
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  /63

  $1,450,000

  • 5 Beds
  • 4.5 Baths
  • 4,007 Sq Ft

  1856 Alaqua Dr, Longwood, FL 32779

  Welcome to Alaqua Drive, Luxurious Upgraded Excutive Home Reflects Timeless Appeal **Sprawling Over An Acre of Tropical Green & Fresh Landscape**Enclaved in the Estate Gates of Alaqua- the Areas Most Respected Gold Gated Communities**Features Include:Sun-filled Home**Natural Stone &Hardwood Floors on a spectacular Open Space that Boasts **5 Bedrooms* & *a Family Lounge. Large cathedral ceilings**

  Louis Joachim DOVER INTERNATIONAL CO., INC.

  1856 Alaqua Dr, Longwood, FL 32779
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  /30

  $626,640 Pre-Foreclosure

  • 4 Beds
  • 3 Baths
  • 2,436 Sq Ft

  280 Springside Rd, Longwood, FL 32779

  **** Price Reduction*** Floor Plan: Excellent layout with the master bedroom downstairs and a large upstairs loft that can serve as a second master suite.Amenities: Screened private swimming pool with convenient access from three rooms (living room, master bath, guest bath).Interior Highlights: Vaulted ceilings, abundant natural light via skylights and transom windows, ceramic tile

  Dr April Joh Johnson FIDICITY REALTY INC

  280 Springside Rd, Longwood, FL 32779
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  /25

  $520,000

  • 3 Beds
  • 3 Baths
  • 2,001 Sq Ft

  248 Cambridge Dr, Longwood, FL 32779

  **Low HOA** Move-in ready pool home in an established Longwood neighborhood with timeless brick-front curb appeal and generously sized rooms throughout. Versatile floor plan offers expansive living spaces ideal for gathering or everyday comfort. Just off the kitchen, a built-in dual desk workspace provides the perfect spot for organization or creative projects. Updated bathrooms add a fresh,

  Diana Gonzalez Adams, Cameron & Co., Realtors

  248 Cambridge Dr, Longwood, FL 32779
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  /68

  $155,000

  • 2 Beds
  • 2 Baths
  • 1,252 Sq Ft

  117 Crown Oaks Way Unit 117, Longwood, FL 32779

  Stunning, RENOVATED FIRST FLOOR CONDO WITH EXPANSIVE OUTDOOR PRIVATE PAVER PATIO in The Springs! Welcome home to this beautifully updated move-in–ready condo located in the highly sought-after, guard-gated community of The Springs in Longwood. This rare first-floor corner unit offers exceptional privacy, an expansive outdoor living area, and extensive upgrades throughout.Step inside to

  Monique Sola DENIZ REALTY PARTNERS LLC

  117 Crown Oaks Way Unit 117, Longwood, FL 32779
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  /52

  $410,000

  • 4 Beds
  • 1.5 Baths
  • 1,476 Sq Ft

  428 Longwood Cir, Longwood, FL 32750

  Welcome to 428 Longwood Circle in Longwood, a true slice of paradise tucked away on a spacious 0.36-acre lot in highly desirable Seminole County. This 4-bedroom home with a pool offers incredible outdoor living, beautiful mature landscaping, and a private backyard retreat that makes everyday living feel like a vacation. As you arrive, you're welcomed by a charming covered front patio, the perfect

  Anna DiCrescenzo REALTY EXCHANGE, LLC

  428 Longwood Cir, Longwood, FL 32750
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  /48

  $170,000

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft

  104 Fairway Dr Unit 101B, Longwood, FL 32779

  This amazing 2 Bedroom, 1 Bath condo sits nestled amongst some of the most beauitul mature Florida landscape in the highly sought after neighborhood "The Springs" in Longwood. As you walk into this ground floor unit you will find the primary bedroom with to your left with a cozy screened in porch and beautiful wooden ceilings. Walk through the Foyer and you will see the Living Room full of

  Terri Smock WATSON REALTY CORP

  104 Fairway Dr Unit 101B, Longwood, FL 32779
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  /90

  $1,250,000

  • 4 Beds
  • 4.5 Baths
  • 5,230 Sq Ft

  301 Sweetwater Club Cir, Longwood, FL 32779

  Some homes are built. Others are crafted with intention, elevated by time, and destined to leave a lasting impression on every soul that crosses the threshold. 301 Sweetwater Club Circle is unequivocally the latter. Nestled behind the private gates of one of Longwood's most prestigious luxury gated communities, this extraordinary estate sits on more than one acre of lush, manicured grounds and

  Ryan Raymond PA THE NEWCOMER GROUP

  301 Sweetwater Club Cir, Longwood, FL 32779
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  /65

  $769,900

  • 5 Beds
  • 3.5 Baths
  • 3,430 Sq Ft

  262 Oakmont Reserve Cir, Longwood, FL 32750

  Welcome to Oakmont Reserve, a gated community in the heart of Longwood. This spacious five-bedroom, 3.5-bath home offers a flexible, light-filled floor plan designed for everyday living and entertaining. The primary suite is conveniently on the first floor, while additional bedrooms provide ample space for family or guests. Kitchen boasts 42-inch cabinetry, oversized quartz island and stainless

  Kristen Wenderfer PREMIER SOTHEBYS INT'L REALTY

  262 Oakmont Reserve Cir, Longwood, FL 32750
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  /91

  $815,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 3.5 Baths
  • 3,186 Sq Ft

  3668 Watercrest Dr, Longwood, FL 32779

  Nestled in the heart of Sweetwater Springs, a beautiful, gated enclave bordering Wekiwa Springs State Park, this exceptional canal-front residence offers an opportunity to live immersed in Old Florida’s natural beauty. With deeded access to both the Wekiva River and spring-fed Lake Brantley, residents enjoy a lifestyle designed for skiers, paddlers, boaters, and nature enthusiasts alike. The

  Kelly Hildebrand FANNIE HILLMAN & ASSOCIATES

  3668 Watercrest Dr, Longwood, FL 32779
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  /38

  $409,900

  • 2 Beds
  • 2.5 Baths
  • 1,746 Sq Ft

  100 Hidden Oak Dr, Longwood, FL 32779

  Wonderful end-unit townhome located in a guard-gated community with an array of amenities. This freshly painted residence welcomes you with laminate flooring, neutral tones, and a spacious family room adjacent to the kitchen and living area. Soaring 20-foot ceilings and floor-to-ceiling windows fill the space with natural light. Upstairs features an oversized primary suite with a walk-in closet.

  Cleve Loveland LOVELAND PROPERTIES

  100 Hidden Oak Dr, Longwood, FL 32779
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  /80

  $499,900

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

  1040 Waverly Dr, Longwood, FL 32750

  One or more photo(s) has been 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.VERY IMPORTANT INFORMATION: Seller is offering a $20,000 concessions to buyer.The property has been fully appraised by a bank-certified

  Jose Hernandez LA ROSA REALTY CW PROPERTIES L

  1040 Waverly Dr, Longwood, FL 32750
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  /74

  $2,250,000

  • 4 Beds
  • 3.5 Baths
  • 3,788 Sq Ft

  2471 Jennifer Hope Blvd, Longwood, FL 32779

  This luxury lakefront estate on Lake Brantley delivers the ultimate Central Florida waterfront lifestyle. Originally built in the 1980s and completely reimagined, the home features a new roof (2020), fully repiped plumbing, natural gas, a new gas water heater, and dual HVAC systems (2018). Interior upgrades include a brand-new chef’s kitchen with 42” cabinetry, Cambria quartz countertops, double

  Danielle Pensala KELLER WILLIAMS HERITAGE REALTY

  2471 Jennifer Hope Blvd, Longwood, FL 32779
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  /30

  $325,000 Open House 4/19

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

  519 Stanton Place, Longwood, FL 32779

  Charming one-story townhome located on a quiet cul-de-sac, offering extra privacy and minimal traffic. The home is nestled in a well-maintained community with mature landscaping and features a relaxing screened-in porch, perfect for enjoying the outdoors year-round. Situated in a desirable area with shopping, dining, and everyday conveniences just minutes away, plus easy access to major roads for

  Pamela Ortiz ELITE PERFORMANCE REALTY

  519 Stanton Place, Longwood, FL 32779
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  /17

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,852 Sq Ft

  320 Ferdinand Dr, Longwood, FL 32750

  One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 2-bathroom home located in the highly desirable Columbus Harbor community in Longwood. Known for its friendly atmosphere and vibrant neighborhood events, residents enjoy access to pickleball courts, a private boat ramp, and unforgettable holiday gatherings that make this community truly special. Inside, the home

  Joanne Otero KELLER WILLIAMS ADVANTAGE III

  320 Ferdinand Dr, Longwood, FL 32750
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  /77

  $785,000

  • 4 Beds
  • 3.5 Baths
  • 3,496 Sq Ft

  204 Green Lake Cir, Longwood, FL 32779

  Welcome to this great Sweetwater Oaks home!! This expansive 4 bedroom, 3 and a 1/2 bathroom home has so much to enjoy!! The home is located on a quiet street and surrounded by beautiful tropical landscaping on the private .55 acre low maintenance lot! The interior of this home features split plan bedrooms, 3 full bathrooms, a pool bathroom, a private bathroom shared between two bedrooms(Jack and

  Mark Humphreys RE/MAX ASSURED

  204 Green Lake Cir, Longwood, FL 32779
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  /32

  $194,500

  • 2 Beds
  • 1 Bath
  • 1,271 Sq Ft

  408 Summit Ridge Place Unit 210, Longwood, FL 32779

  Welcome to The Residences at Sabal Point! This freshly updated second-floor condominium offers comfort, convenience, and a lifestyle full of amenities. Featuring brand new carpeting throughout the main living areas and bedrooms, fresh interior paint, and a newer HVAC system, this home is move-in ready. The kitchen boasts granite countertops, ceramic tile flooring, a closet pantry, and a spacious

  Nicole Van Treese SUNDIAL REAL ESTATE LLC

  408 Summit Ridge Place Unit 210, Longwood, FL 32779
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  /49

  $1,085,000

  • 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, five-bathroom

  Nicholas Vaseloff PRIMEFIT PROPERTIES LLC

  814 Miami Springs Dr, Longwood, FL 32779
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  /40

  $474,900

  • 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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  /30

  $549,000 Open Sat 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 2,596 Sq Ft

  342 Coble Dr, Longwood, FL 32779

  One or more photo(s) has been virtually staged. Welcome to your own private poolside oasis in the heart of Wekiva Hills! This stunning 3BR/2BA home delivers immediate wow-factor with soaring ceilings, skylights that bathe the interior in natural light, and a dramatic stone fireplace that anchors the living space with warmth and character. The charming formal dining room overlooks the living room,

  Veronica Parker COLDWELL BANKER REALTY

  342 Coble Dr, Longwood, FL 32779
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  /17

  $169,000

  • 2 Beds
  • 1 Bath
  • 959 Sq Ft

  486 N Pin Oak Place Unit 106, Longwood, FL 32779

  THIS IS A FANTASTIC 1ST FLOOR, CENTRALLY LOCATED 2 BEDROOM, 1 BATH, WITH ADDITIONAL VANITY, SINK AND CLOSET IN MASTER. LARGE SCREENED PATIO, WITH 2 SLIDING GLASS DOORS, OUTSIDE STORAGE, EASY ACCESS TO GREAT SCHOOLS, SHOPPING, AND I-4

  Scott Lochridge SCOTT LOCHRIDGE

  486 N Pin Oak Place Unit 106, Longwood, FL 32779
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  /36

  $35,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  867 Tumbleweed Loop Unit 16, Casselberry, FL 32707

  This home offers an open floor plan with spacious kitchen, breakfast bar, dining area and large living room. The 2 bedroom 2 bath's floor plan features plenty of closet space and is ready for your customization. Both bedrooms are spacious and have walk-in closets. Guest bath has a tub, and master bath has a walk in shower. Come see this home with a expansive front screened porch with pull down

  Marilyn Kinsell Summerloch Green

  867 Tumbleweed Loop Unit 16, Casselberry, FL 32707

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