Longwood, FL Homes for Sale with Pool

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  /54

  $795,000

  • 4 Beds
  • 2 Baths
  • 2,493 Sq Ft

  1450 W Lake Brantley Rd, Longwood, FL 32779

  Welcome to 1450 W Lake Brantley Rd, a beautifully renovated home designed for today’s modern lifestyle. Thoughtfully updated throughout. Designed to complement a refined lifestyle, this home offers effortless everyday living with the flexibility to entertain guests with elegance. Offering This is a rare opportunity in Longwood, featuring an exceptional 1.58-acre lot with no HOA and direct

  Jonathan Minerick HOMECOIN.COM

  1450 W Lake Brantley Rd, Longwood, FL 32779
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  /23

  $435,000

  • 3 Beds
  • 2.5 Baths
  • 1,984 Sq Ft

  492 S Pressview Ave, Longwood, FL 32750

  Spacious Pool Home on Double Lot Near Altamonte Mall.Perfectly positioned just minutes from I-4 and Altamonte Mall, this inviting home sits on adouble, fully fenced lot offering privacy and plenty of room to enjoy the outdoors. The backyardis a true retreat, featuring an in-ground pool, screened porch, and an open deck—ideal forbarbecues, gardening, or simply relaxing in your own

  Jeff Jones MARK SPAIN REAL ESTATE

  492 S Pressview Ave, Longwood, FL 32750
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  /53

  $305,000

  • 2 Beds
  • 2 Baths
  • 1,427 Sq Ft

  193 Durham Place, Longwood, FL 32779

  Welcome to your beautiful remodeled condo in the highly desirable Wekiva Hunt club right across the street from Wekiva Island, the fun part of Wekiva Springs. Located on the second floor and overlooking the scenic golf course, this charming home of the perfect blend of comfort style and tranquility tucked away in a peaceful courtyard. It includes a one car garage with attic storage, a rare find.

  Greg Owen EASY REALTY

  193 Durham Place, Longwood, FL 32779
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  /38

  $324,000

  • 3 Beds
  • 2.5 Baths
  • 1,313 Sq Ft

  1924 Saint Andrews Place, Longwood, FL 32779

  One or more photo(s) has been virtually staged. SHOW-STOPPING views in this beautiful GOLF FRONT townhome! Located in the highly desirable Wekiva Fairways subdivision where you are in the perfect location with the best amenities! Wekiva Recreation Facilities includes a golf course, tennis courts, baseball fieds, clubhouse, trails, and so much more! A MUST-SEE 3 bedroom 2.5 bathroom with GOLF

  Bebe Correll WEICHERT REALTORS HALLMARK PRO

  1924 Saint Andrews Place, Longwood, FL 32779
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  /33

  $739,000

  • 4 Beds
  • 2 Baths
  • 2,500 Sq Ft

  394 Woodstead Cir, Longwood, FL 32779

  Beautifully updated gem nestled in the highly desirable Springs Landing community in the Markham Woods area of Longwood. Expansive tongue and groove ceilings welcome you as you enter the front double doors along with abundant natural light assured by skylights and clerestory windows. Your focus will immediately turn to the floor-to-ceiling fireplace in the great room complemented by Southern

  Robert Brown PREFER 1 REAL ESTATE, INC.

  394 Woodstead Cir, Longwood, FL 32779
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  /15

  $450,000

  • 4 Beds
  • 2 Baths
  • 2,720 Sq Ft

  210 Banbury Ct, Longwood, FL 32779

  New Improved Price! Your new pool home in the desirable Wekiva Hills community is waiting for you. This 4 bedroom, 2 bathroom home sits on a spacious corner lot with a fenced backyard. The Kitchen recently updated with granite countertops, stainless steel appliances, ample cabinetry, and a breakfast. Inviting Family room with cozy fireplace, vaulted ceilings, and expansive windows fill the space

  JoAnn Bonilla MIGHTY REALTY INC

  210 Banbury Ct, Longwood, FL 32779
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  /70

  $549,000

  • 5 Beds
  • 5 Baths
  • 4,388 Sq Ft

  107 Palm Springs Dr, Longwood, FL 32750

  This expansive estate offers 5 bedrooms, 5 bathrooms, a guest house, in-law suite/man cave, media room, and a sparkling pool, all on one incredible property! With over 4,300 square feet, there’s ample space for a home office, guest accommodations, and year-round entertaining. The main home features 4 bedrooms, 3 bathrooms, a den, and a media room. The updated kitchen boasts new cabinets, quartz

  Nehad Darwish DIVINE ESTATES REALTY LLC

  107 Palm Springs Dr, Longwood, FL 32750
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  /62

  $1,350,000

  • 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 ORLANDO

  3235 Winding Pine Trail, Longwood, FL 32779
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  /54

  $483,000

  • 3 Beds
  • 2 Baths
  • 1,798 Sq Ft

  1661 Overlook Rd, Longwood, FL 32750

  Charming canal-front home offering character, updates, and no mandatory HOA!Surrounded by beautiful live oak trees, this well-maintained home features a private in-ground pool, great curb appeal, a split-bedroom floor plan, and an open-concept layout centered around a gorgeous kitchen. Enjoy Florida living on the massive screened-in patio and wooden deck overlooking the canal to Lake Myrtle,

  Kelley Nolan LPT REALTY, LLC

  1661 Overlook Rd, Longwood, FL 32750
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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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  /15

  $325,000

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

  942 Malden Ct, Longwood, FL 32750

  Back on the Market with new interior paint, new flooring in the bedrooms and new bathroom vanity. 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

  Corinna Allman EXP REALTY LLC

  942 Malden Ct, Longwood, FL 32750
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  /25

  $585,000

  • 3 Beds
  • 2 Baths
  • 2,115 Sq Ft

  133 Margate Mews, Longwood, FL 32779

  Welcome to 133 Margate Mews, a stunning corner lot home that offers both luxury and comfort in one of the area's most sought-after neighborhoods. With an expansive circular driveway and a fully fenced backyard, privacy and curb appeal are at the forefront of this meticulously maintained property.Chef’s Dream KitchenThis home’s kitchen is truly a showstopper, designed for both

  Teri Webster LPT REALTY, LLC

  133 Margate Mews, Longwood, FL 32779
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  /25

  $515,000 Pre-Foreclosure

  • 4 Beds
  • 2.5 Baths
  • 2,403 Sq Ft

  2551 Jennifer Hope Blvd, Longwood, FL 32779

  Beautiful 4-bedroom, 2.5-bath home with 2,403 sq ft located at 2551 Jennifer Hope Blvd in highly desirable Longwood, FL. This property offers stunning lake views and community access to Lake Brantley—perfect for boating, paddleboarding, and enjoying Florida sunsets. Situated in a top-rated school district and quiet, established neighborhood, this home combines comfort, space, and location.

  Paula Wells PRIMAC GROUP, INC

  2551 Jennifer Hope Blvd, Longwood, FL 32779
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  /50

  $1,410,000

  • 4 Beds
  • 4.5 Baths
  • 4,698 Sq Ft

  202 Red Bud Ln, Longwood, FL 32779

  This mid-century modern home boasts extensive architectural features. Upon entering through the impressive 8-foot entrance doors you’re welcomed into the enormous living room that features engineered hardwood flooring, 10-foot ceilings, a wood-burning fireplace, and floor to ceiling Pella doors that not only emit a multitude of natural light but also allow you to connect with the outside

  Laura Hodges SOUTHERN HOME REALTY LLC

  202 Red Bud Ln, Longwood, FL 32779
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  /68

  $170,000

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

  117 Crown Oaks Way Unit 117, Longwood, FL 32779

  Stunning, RENOVATED FIRST FLOOR CONDO 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 discover a bright, modern interior featuring

  Monique Sola CENTURY 21 INTEGRA

  117 Crown Oaks Way Unit 117, Longwood, FL 32779
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  /45

  $550,000

  • 4 Beds
  • 2 Baths
  • 2,208 Sq Ft

  300 Sweetwater Bay Ct, Longwood, FL 32779

  One or more photo(s) has been virtually staged. This beautifully maintained 4-bedroom, 2-bath home is tucked away on a quiet cul-de-sac just minutes from Wekiva Springs State Park. Lovingly cared for by its original owners, the property has been thoughtfully updated with new windows and sliders throughout, a new roof, a new A/C system, updated plumbing, and fresh interior paint. Inside, an

  Kris Kennedy COMPASS FLORIDA LLC

  300 Sweetwater Bay Ct, Longwood, FL 32779
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  /48

  $379,900

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft

  580 Devonshire Blvd, Longwood, FL 32750

  Investor special!!! MUST SEE!!! Dont miss this incredible opportunity in one of Longwood’s most sought-after historic neighborhoods! This spacious 4 bedroom, 2 bath pool home sits proudly on a desirable corner lot and offers unmatched potential for investors, renovators, or buyers looking to customize a home to their own style. Surrounded by top-rated schools and just minutes from parks, boutique

  Amanda Johnson HOMERUN REALTY, LLC

  580 Devonshire Blvd, Longwood, FL 32750
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  /27

  $334,000

  • 3 Beds
  • 2.5 Baths
  • 1,369 Sq Ft

  628 Joyful Blossom Place, Longwood, FL 32750

  Welcome to your perfect Longwood retreat,the gated community of Hanover Pointe! As you pull up to this end unit you'll notice the extended HOA approved driveway, creating valuable space for additional parking. This beautifully maintained home offers a bright, open layout with modern finishes and plenty of natural light throughout. which holds the living room, kitchen, and half bath. All 3

  Most Nuzhat LA ROSA REALTY CW PROPERTIES L

  628 Joyful Blossom Place, Longwood, FL 32750
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  /19

  $249,900

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

  420 Summit Ridge Place Unit 316, Longwood, FL 32779

  BRAND NEW A/C SYSTEM!!! Great bones and the ability to make this home a showstopper! This spacious three-bedroom and two-bathroom condo PLUS GARAGE WITH RESERVED PARKING SPACE in the wonderful community of Residences at Sabal Point is a showstopper! This open and airy home features laminate wood floors in the living and dining rooms, and tile in the kitchen, bathrooms, and laundry area. Also

  Dan Snyder DAN SNYDER REALTY SERVICES,INC

  420 Summit Ridge Place Unit 316, Longwood, FL 32779
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  /18

  $340,000

  • 3 Beds
  • 2 Baths
  • 1,396 Sq Ft

  2745 Night Hawk Ct, Longwood, FL 32779

  Don’t miss out on this opportunity to own a 3 bedroom, 2 bath townhouse in Shadowbay Club. This move-in ready home offers an updated eat-in kitchen, dining room, spacious living room with soaring ceilings, primary bedroom on first floor with updated bath and walk-in closet, guest bedrooms and bath on second floor, fenced in rear patio, 2-car garage, Carpet only in bedrooms. Community features

  Susan Aloisio SOUTHERN REALTY ENTERPRISES

  2745 Night Hawk Ct, Longwood, FL 32779
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  /87

  $2,945,000

  • 4 Beds
  • 5.5 Baths
  • 4,956 Sq Ft

  1351 N Classic Ct, Longwood, FL 32779

  A rare opportunity to own one of the most distinguished lakefront estates on Lake Brantley, Central Florida’s premier private, sand-bottom ski lake. This custom-built estate spans 4,956 square feet, featuring 4 spacious bedrooms, 5.5 baths, a private library, wine cellar/basement, and an oversized three-car garage with a stately porte-cochere. Gas lanterns invite you beyond custom mahogany

  Dione Collier-Larkin ADAIR REALTY INC

  1351 N Classic Ct, Longwood, FL 32779
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  /60

  $587,000

  • 5 Beds
  • 3 Baths
  • 2,357 Sq Ft

  401 Magnolia Oak Dr, Longwood, FL 32779

  PRICE IMPROVED BY $23,000! ADDITIONAL UPDATES AND PAINT- POOL BATH, DINING ROOM AND BEDROOM 4. Nestled on a lush corner lot in the sought-after Sweetwater Oaks community, this RARE 5-BEDROOM, 3-BATH, POOL HOME combines modern updates with timeless charm in one of Central Florida’s most desirable neighborhoods. Recent improvements include a NEW ROOF (2022), A/C (2023), WATER HEATER (2025), POOL

  Sherre Fatula WATSON REALTY CORP

  401 Magnolia Oak Dr, Longwood, FL 32779
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  /22

  $285,000

  • 2 Beds
  • 2 Baths
  • 1,375 Sq Ft

  177 W Sabal Palm Place Unit 70, Longwood, FL 32779

  THIS CONDO WAS BUILT TO BE A CONDO, NOT A CONVERTED APARTMENT.THIS HOME HAS A DEDICATED ENTRYWAY AND A PRIVATE PATIO.LOCATED ON A CUL-DU-SAC IN PRESTIGOUS SABAL POINT SUBDIVISION THAT FEATURES MILES OF WALKING TRAILS, A BASKETBALL COURT, BASEBALL DIAMOND AND A LARGE PLAYGROUND. ONLY 2.1MILES TO INTERSTATE 4. EASY WALK TO SHOPPING, RESTAURANTS, DOCTORS AND BANKS. FIRE STATION -

  Stephen Hachey FLAT FEE MLS REALTY

  177 W Sabal Palm Place Unit 70, Longwood, FL 32779
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  /31

  $199,000

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

  494 N Pin Oak Place Unit 302, Longwood, FL 32779

  **Currently this unit is also available as a rental listing at $1,750.** Resort-style living or a smart investment opportunity—welcome to 494 N Pin Oak Place, Unit 302, nestled in the highly desirable Windsor at Sabal Walk community in Longwood, FL. Surrounded by lush tropical landscaping, this bright and airy 2-bedroom, 2-bath condo offers the perfect blend of peaceful Florida living and modern

  Todd Schroth EXP REALTY LLC

  494 N Pin Oak Place Unit 302, Longwood, FL 32779
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  /29

  $799,907

  • 5 Beds
  • 3 Baths
  • 2,611 Sq Ft

  504 Smokerise Blvd, Longwood, FL 32779

  Welcome to the experience of high-end living at 504 Smokerise Blvd—a fully reimagined masterpiece in Sweetwater Oaks, Longwood’s premier lakeside community. Recently completed by a professional interior designer to be their own showcase home, this 2,611 sqft four-bedroom plus office, three-bath split-plan residence presents the absolute finest in modern Florida style. Welcoming you with soaring

  REYNALDO Sanchez GALLERY PROPERTIES INTERNATIONAL

  504 Smokerise Blvd, Longwood, FL 32779
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  /30

  $995,000

  • 3 Beds
  • 3 Baths
  • 3,107 Sq Ft

  3429 Regal Crest Dr, Longwood, FL 32779

  Timeless Elegance Meets Modern Luxury in the area's premier golf course community of Alaqua Lakes.Step through custom iron entry doors into a light-filled, upscale home where elegance is evident in every detail. Luxurious travertine marble flooring graces the main living areas, complemented by rich Brazilian rosewood floors in the office and two bedrooms—completely carpet-free for a clean,

  Alain Hart CHARLES RUTENBERG REALTY ORLANDO

  3429 Regal Crest Dr, Longwood, FL 32779
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  /47

  $525,000

  • 5 Beds
  • 3 Baths
  • 2,609 Sq Ft

  600 Chelsea Rd, Longwood, FL 32750

  Spacious 5-Bedroom Home Rebuilt in 2019! This beautifully refreshed single-family residence offers 5 bedrooms and 3 bathrooms, giving everyone room to stretch out, breathe, and claim a favorite corner. Mature trees cradle the home on a generous 0.31-acre lot, so time outdoors feels like slipping into a green, sunlit haven. After a fire, the property underwent a full rebuild in 2019, gifting it

  Mark Ramey EXP REALTY LLC

  600 Chelsea Rd, Longwood, FL 32750
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  /12

  $219,900

  • 2 Beds
  • 2 Baths
  • 1,191 Sq Ft

  190 W Sabal Palm Place, Longwood, FL 32779

  "New Price Reduction!" Seller Offering $3000 towards Buyer's closing costs at full price offer. BRAND NEW HVAC just installed. BRAND NEW Hot Water Heater just installed. Lovely end-unit home is situated in the Sabal Point Community, conveniently located near Wekiva Springs with easy access to I-4 and many amenities. The vaulted ceilings in the main living area make the home feel both spacious and

  JJ Antequino SAND DOLLAR REALTY GROUP INC

  190 W Sabal Palm Place, Longwood, FL 32779
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  /65

  $253,000

  • 2 Beds
  • 2 Baths
  • 1,202 Sq Ft

  258 W Sabal Palm Place Unit 22, Longwood, FL 32779

  Enjoy low-maintenance living & a terrific investment opportunity! This stylish 2-bedroom, 2-bath villa, which offers a light-filled split floor plan with soaring tall ceilings and gorgeous laminate floors throughout. Each oversized bedroom features its own en-suite bathroom, while the living room showcases a fireplace and a built-in wine/and or coffee bar. The kitchen is complete with stainless

  Joseph Santin Realty Pros Assured

  258 W Sabal Palm Place Unit 22, Longwood, FL 32779
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  /11

  $234,000

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

  413 Summit Ridge Place Unit 305, Longwood, FL 32779

  Two bedroom 2 bathroom condominium on the 3rd floor in the gated community of the Residences at Sabal Point. The view from the balcony overlooks a pond and trees. A split plan with one bedroom having a bathroom with a tub and the second bedroom bathroom has a shower. New carpet in the living room, dining room and bedrooms. The community amenities include a swimming pool, fitness center, tennis

  Jim Bals VIDA REAL ESTATE SERVICES LLC

  413 Summit Ridge Place Unit 305, Longwood, FL 32779
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  /77

  $825,000

  • 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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  /30

  $795,000

  • 4 Beds
  • 2 Baths
  • 2,574 Sq Ft

  478 Wild Oak Cir, Longwood, FL 32779

  Experience refined Florida living at its best in this elegantly appointed, move-in-ready home in the prestigious Sweetwater Oaks community of Longwood. Nestled in one of Seminole County’s most coveted, award-winning school districts, this established neighborhood features beautiful tree-lined streets, in a warm and welcoming neighborhood, with low HOA fees. Residents enjoy an ideal blend of

  Jorge Zea BLUE LIGHTHOUSE REALTY INC

  478 Wild Oak Cir, Longwood, FL 32779
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  /54

  $115,000

  • 2 Beds
  • 2 Baths
  • 1,119 Sq Ft

  205 Crown Oaks Way Unit A202, Longwood, FL 32779

  One or more photo(s) has been virtually staged. Welcome to Your Peaceful Retreat in 'The Springs'. Step into comfort and charm with this FRESHLY PAINTED second-floor, 2-bedroom, 2-bath condo, nestled in the highly sought-after guard-gated community of The Springs. Surrounded by nature and packed with resort-style amenities, this home offers the perfect blend of relaxation and convenience. Inside,

  Joseph Pacholski KELLER WILLIAMS HERITAGE REALTY

  205 Crown Oaks Way Unit A202, Longwood, FL 32779
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  /32

  $199,900

  • 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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  /100

  $3,650,000

  • 5 Beds
  • 6.5 Baths
  • 7,970 Sq Ft

  921 Sweetwater Club Blvd, Longwood, FL 32779

  Welcome to an extraordinary estate blending timeless elegance with modern sophistication. Built by renowned luxury home builder Dave Brewer, this recently fully remodeled, executive residence showcases exceptional craftsmanship & offers an elevated living experience. Nestled within the 24-hour guard-gated Sweetwater Club, the property spans nearly three acres of meticulously landscaped grounds,

  Ralph Harvey LISTWITHFREEDOM.COM

  921 Sweetwater Club Blvd, 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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  /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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  /36

  $35,000

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  891 Tumbleweed Loop Unit 22, Casselberry, FL 32707

  This floor plan is unique with a formal dinning room off kitchen and living room. The kitchen is very spacious with plenty of cabinets, counter space and stainless appliances. There is room to add an island bar if desired. The main bath has a beautiful walk-in shower updated faucet and smart flush comfort height commodes. The driveway will hold several cars and the large screened porch is perfect

  Marilyn Kinsell Summerloch Green

  891 Tumbleweed Loop Unit 22, Casselberry, FL 32707

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