Longwood, FL Homes for Sale with Pool

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  $899,500

  • 4 Beds
  • 3.5 Baths
  • 2,564 Sq Ft

  129 Laurel Oak Dr, Longwood, FL 32779

  WATERFRONT. PRIVATE DOCK. SUNSET VIEWS THAT STOP YOU IN YOUR TRACKS. Tucked along a quiet street in sought-after Sweetwater Oaks, this light-filled, single-story retreat delivers a vacation lifestyle every day. Step outside to a sprawling, terraced lanai designed for real Florida living, complete with a generous pool, spa, and panoramic water views that feel like they are straight out of a

  David Plasencia COLDWELL BANKER REALTY

  129 Laurel Oak Dr, Longwood, FL 32779
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  $613,000

  • 4 Beds
  • 2 Baths
  • 3,077 Sq Ft

  116 Windmill Way, Longwood, FL 32750

  Reduced price! Best value in the area! Beautiful, charming and spacious pool home on a nearly half-acre corner lot in the desirable Sleepy Hollow community of Longwood. This 4-bedroom residence offers over 3,000 square feet of living space with a functional split floor plan and generous living areas throughout. The ROOf IS NEW, only 2 years old, AC is 6 months old, and brand new insulation as

  Sandra Montano URBAN CITY REALTY LLC

  116 Windmill Way, Longwood, FL 32750
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  $580,000

  • 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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  $5,200,000

  • 7 Beds
  • 10 Baths
  • 10,684 Sq Ft

  3545 Legacy Hills Ct, Longwood, FL 32779

  Behind three private gates, this extraordinary home offers a rare opportunity to own one of Central Florida’s most impressive luxury residences located in the gated Enclave within the guard-gated community of Alaqua Lakes! This compound is sited on 1.55 acres overlooking the 8th hole of the Legacy Club golf course and no neighbors on three sides is truly a buyer’s dream come true. The property

  Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO

  3545 Legacy Hills Ct, Longwood, FL 32779
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  $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

  Short Sale. 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

  Michael Beck WEICHERT REALTORS HALLMARK PR

  127 Springwood Cir Unit D, Longwood, FL 32750
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  $365,000

  • 3 Beds
  • 2.5 Baths
  • 1,789 Sq Ft

  113 Durham Place, Longwood, FL 32779

  Welcome to this well-maintained condominium in a desirable, established Longwood community. The home offers a bright, functional layout with a ground-floor primary suite featuring a full bathroom and closet, plus a half bath for guests. Upstairs includes two additional bedrooms and a full bathroom. All windows are impact windows. Residents enjoy a beautifully maintained community with amenities

  Edward Acevedo Phantom Real Estate

  113 Durham Place, Longwood, FL 32779
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  /25

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft

  1405 Cricket Ct, Longwood, FL 32750

  Wake up to tranquil lake views in this beautifully updated Coventry home, where comfort meets effortless elegance. This 3-bedroom, 2-bath residence offers a spacious design and a 2-car garage, complemented by thoughtful upgrades throughout.At the heart of the home, newer luxury vinyl plank flooring in living, dining and kitchen in addition to a fully remodeled kitchen that shines with quartz

  Tonya Giddens CFRP REALTY LLC

  1405 Cricket Ct, Longwood, FL 32750
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  $293,000

  • 2 Beds
  • 2 Baths
  • 1,303 Sq Ft

  601 Albany Ct, Longwood, FL 32779

  One or more photo(s) has been virtually staged. Welcome to 601 Albany Court, an updated 2 bedroom, 2 bath, single story townhome in Wekiva that blends a carefree lifestyle, comfort and convenience with modern upgrades. From the moment you arrive, you’ll love the setting with trees and a view of the woods across the street. You enter the home into the foyer to the eat-in kitchen with a full

  John Herndon COLDWELL BANKER REALTY

  601 Albany Ct, Longwood, FL 32779
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  $1,349,000

  • 5 Beds
  • 4 Baths
  • 4,293 Sq Ft

  811 Greenshire Ct, Longwood, FL 32779

  Welcome to 811 Greenshire Ct, a rare opportunity to own a fully renovated private estate in the heart of Longwood, FL, where luxury, space, and multigenerational living come together on nearly 2 acres. Ideally located just minutes from Wekiva Island, Publix at Shoppes of Sweetwater, and top-rated Seminole County schools, this exceptional 5-bedroom, 4-bath residence offers 4,293 square feet of

  Gina Hutchinson KELLER WILLIAMS WINTER PARK

  811 Greenshire Ct, Longwood, FL 32779
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  /12

  $539,000

  • 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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  $950,000

  • 4 Beds
  • 4 Baths
  • 2,981 Sq Ft

  1837 Wingfield Dr, Longwood, FL 32779

  Welcome to 1837 Wingfield Drive, a rare opportunity to own a private ranch-style retreat in the highly sought-after Markham Woods corridor. Perfectly situated on a sprawling 1.5-acre homesite, this property offers an exceptional blend of space, privacy, and natural beauty. The oversized backyard showcases wooded & pond water views, while the neighboring community tennis courts provide an added

  Jennifer Wemert WEMERT GROUP REALTY LLC

  1837 Wingfield Dr, Longwood, FL 32779
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  /23

  $307,500

  • 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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  $249,900

  • 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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  $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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  $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 STARLINK REALTY

  280 Springside Rd, Longwood, FL 32779
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  /25

  $505,000

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

  248 Cambridge Dr, Longwood, FL 32779

  Price Improvement - Now $505,000! 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.

  Diana Gonzalez Adams, Cameron & Co., Realtors

  248 Cambridge Dr, Longwood, FL 32779
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  $485,000

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft

  1310 Ridge Rd, Longwood, FL 32750

  Welcome to your own private oasis in the highly desirable Longwood area! This beautifully maintained home is nestled in a great neighborhood and offers the perfect blend of comfort, style, and outdoor living.Step outside to a backyard designed for entertaining and relaxation. Enjoy the sparkling pool, ideal for cooling off on warm Florida days, or unwind at the charming tiki bar that brings a

  Amanda Linsey VYLLA HOME

  1310 Ridge Rd, Longwood, FL 32750
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  $399,900

  • 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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  $2,800,000

  • 5 Beds
  • 5.5 Baths
  • 5,435 Sq Ft

  880 Brantley Dr, Longwood, FL 32779

  Once-in-a-lifetime opportunity to own a privately gated estate on acreage(12 total acres, approx 3 dry) along the pristine shores of Lake Brantley. This astounding 5-bedroom, 5.5-bath estate welcomes you through a striking private gated entrance, featuring a grand circular driveway, lush landscaping, and a tranquil fountain. Enjoy the pinnacle of true privacy with seemingly endless land.

  Frank Benevento COLDWELL BANKER REALTY

  880 Brantley Dr, Longwood, FL 32779
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  $469,900

  • 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. Please visit our 3D tour.VERY IMPORTANT INFORMATION: The property has been fully appraised by a bank-certified appraiser, indicating a value of

  Jose Hernandez LA ROSA REALTY CW PROPERTIES L

  1040 Waverly Dr, Longwood, FL 32750
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  $6,999,999

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

  2878 Markham Woods Rd, Longwood, FL 32779

  One or more photo(s) has been 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

  Matt McKee COMPASS FLORIDA LLC

  2878 Markham Woods Rd, Longwood, FL 32779
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  $355,000

  • 4 Beds
  • 2.5 Baths
  • 1,490 Sq Ft

  741 Longdale Ave, Longwood, FL 32750

  Beautifully Maintained Pool Home – No HOA! This inviting pool home blends comfort, style, and updates throughout – plus the freedom of no homeowners association. Freshly painted interior with a bright, welcoming feel, New appliances in the kitchen with solid wood cabinetry and pull-out drawers Newly resurfaced pool (2017 - 2025) – sparkling and ready for year-round enjoyment,New ceiling

  Patty Perez INVESTOR'S REAL ESTATE LLC

  741 Longdale Ave, Longwood, FL 32750
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  $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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  $425,000

  • 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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  /30

  $295,000

  • 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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  $460,000

  • 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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  /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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  /32

  $174,900

  • 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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  /40

  $645,000

  • 4 Beds
  • 2.5 Baths
  • 2,529 Sq Ft

  478 Sabal Trail Cir, Longwood, FL 32779

  Welcome to the desirable Sabal Point community! Located at 478 Sabal Trail Circle in Longwood, this well-maintained home sits on a nearly one-third acre lot, offering a spacious front yard and one of the larger rear yards in the neighborhood. The home features a split-bedroom floor plan and an open layout with both a large living room and separate family room, providing flexibility for everyday

  Daniel Araque KELLER WILLIAMS LEGACY REALTY

  478 Sabal Trail Cir, Longwood, FL 32779
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  $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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  $535,000

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

  342 Coble Dr, Longwood, FL 32779

  One or more photo(s) has been virtually staged. Perfect for Summer! Welcome to your new POOL home in the heart of Wekiva Hills! This stunning 3 bedroom, 2 full bath home delivers soaring ceilings, skylights flooding the interior in natural light, and a dramatic stone fireplace that anchors the living area with warmth and charm. The formal dining room overlooks the living room, creating the

  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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  $25,000

  • 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

  $15,000

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  892 Tumbleweed Ln Unit 7, Casselberry, FL 32707

  Wow . . . Well-maintained 55+ neighborhood. Two bedrooms, 2 baths with plenty of living space. Vinyl wood plank flooring throughout replaced in 2022, New roof and AC replaced in 2021. Enjoy your morning coffee on the large screen patio. This home is move-in ready. Take advantage of all the social activities and amenities there is to offer such as, tennis, pickleball, bocce, newly renovated

  Marilyn Kinsell Summerloch Green

  892 Tumbleweed Ln Unit 7, Casselberry, FL 32707
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  /36

  $140,000

  • 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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