Sumter County FL Homes for Sale with Private Pool

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  /57

  $380,000

  $25K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,333 Sq Ft

  2644 SE 75th Blvd, Bushnell, FL 33513

  Welcome home to this spacious and versatile two-story gem in the desirable Jumper Creek Manor subdivision of Bushnell!Built in 2008 and offering an impressive 2,333 square feet of living space on a double lot, this 4-bedroom, 31⁄2-bath home is designed with flexibility and comfort in mind. From the moment you step inside, you’ll appreciate the seamless tile and luxury vinyl plank flooring

  Asheley Raybon DUTEAU REALTY INC

  2644 SE 75th Blvd, Bushnell, FL 33513
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  /18

  $349,900

  • 3 Beds
  • 2 Baths
  • 2,128 Sq Ft

  2946 SE 21st Ave, Sumterville, FL 33585

  Situated directly on SR 471 in Sumterville with nearly 350 feet of road frontage, this 5.5± acre parcel offers prime investment potential with the continued expansion of The Villages®—the nation’s fastest growing and largest single-site development. For qualified buyers, SELLER FINANCING is available, making this an even more exciting opportunity. The property is fully fenced and includes a 1990

  Robbie Shoemaker Flamingo Real Estate & Mngmt

  2946 SE 21st Ave, Sumterville, FL 33585
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  /50

  $937,000

  • 4 Beds
  • 4 Baths
  • 3,852 Sq Ft

  9060 County Road 128c, Wildwood, FL 34785

  Stunning home now available in the desirable Fox Hollow Neighborhood. Looking for a beautifully updated home that checks all of your boxes??? Look no further. This 4 Bedroom, 4 Bathroom, 2 Office/Bonus Rooms,2 Car Garage, Pool and Spa home is sure to fulfill all your desires and needs. Complete with a very large Detached 30 x 36 Game Room (Added in 2007) that allows for endless entertaining

  Victoria Allen MAJESTIC OAKS REALTY

  9060 County Road 128c, Wildwood, FL 34785
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  $615,000

  Open Sat 11AM - 1PM $60K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,228 Sq Ft

  2983 Saint Thomas Ln, The Villages, FL 32162

  Welcome to this OUTSTANDING ! RANCHO MIRAGE PREMIER HOME located in The VILLAGE OF GLENBROOK on a quiet Cul-De-Sac. BOND PAID, ROOF 2019, HVAC 2016, 3 NEW FRONT WINDOWS 2025, SWIMMING POOL, GOLF CAR INCLUDED, just minutes from Spanish Springs and Sumter Landing ! This PRIVATE, LARGER HOMESITE, features a relaxing outdoor area with a solar-heated pool, perfect for entertaining family and friends.

  Steve Savage REALTY EXECUTIVES IN THE VILLAGES

  2983 Saint Thomas Ln, The Villages, FL 32162
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  /75

  $1,400,000

  • 5 Beds
  • 4 Baths
  • 3,359 Sq Ft

  923 Moses Loop, The Villages, FL 32162

  ~NO BOND~ ~SALTWATER POOL AND FOUNTAIN~ ~2024 ROOF~ ~ 2026 HVAC~ ~CUL-DE-SAC~ ~2025 248sf ADDITION~ ~OUTDOOR KITCHEN~ ~GARAGE ELEVATOR~ Stunning 5/4 EXPANDED and CUSTOMIZED LANTANA in the highly sought-after Village of VIRGINIA TRACE! Nestled on a private CUL-DE-SAC homesite, this exceptional POOL HOME offers the perfect blend of luxury, space, and functionality with a recent addition and an

  Debbie Schoonover REALTY EXECUTIVES IN THE VILLAGES

  923 Moses Loop, The Villages, FL 32162
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  /96

  $3,200,000

  • 4 Beds
  • 4.5 Baths
  • 4,647 Sq Ft

  2870 NW 87th Ave, Wildwood, FL 34785

  Welcome to an exceptional private farmhouse estate in the prestigious Preserves at Oak Hill—one of Central Florida’s premier gated equestrian communities, offering scenic riding trails, community stables, and surrounded by like-kind luxury farms. Situated on 8.17 fully fenced and privately gated acres at the end of a quiet cul-de-sac, this stunning farmhouse estate offers the perfect balance of

  Tammy Jo Gaylord CHARLES RUTENBERG REALTY INC

  2870 NW 87th Ave, Wildwood, FL 34785
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  /3

  $1,300,000

  • 4 Beds
  • 3 Baths
  • 3,460 Sq Ft

  2766 Livery Ln, The Villages, FL 32162

  ~SMALL, PRIVATE GATED COMMUNITY~ ~CLEAN SLATE - CREATE YOUR OWN DESIGN~ ~CUL-DE-SAC~ ~HORSE PASTURE VIEW~ ~POOL~ ~2022 ROOF~ ~2018 CARRIER HVAC~ ~BRAND NEW SOD~ Originally a 3,460 square feet, 2-story home with attached garage is now ready for YOU to become the artist, designing your own retreat. You could choose your exterior theme: Mid-Century Modern, Deep South, Craftsman? Add a garden...grow

  Debbie Schoonover REALTY EXECUTIVES IN THE VILLAGES

  2766 Livery Ln, The Villages, FL 32162
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  /60

  $999,500

  $51K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,395 Sq Ft

  4564 County Road 103g, Oxford, FL 34484

  **$50,500 PRICE ADJUSTMENT - SELLER MOTIVATED!!!** Welcome to a home that truly has it all! More than just a property, this is a lifestyle opportunity—a private retreat offering space, flexibility, and thoughtful design on 3.08 acres with RR1C zoning (allowing residential and low-impact agricultural-related uses). With room to breathe, room to grow, and room to dream, this is the freedom today’s

  Kate Scott KELLER WILLIAMS ELITE PARTNERS III REALTY

  4564 County Road 103g, Oxford, FL 34484
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  /76

  $929,000

  • 3 Beds
  • 3 Baths
  • 2,013 Sq Ft

  2074 Biller Cir, The Villages, FL 32163

  ~2019 ROOF/HVAC/HOT WATER HEATER~ ~HEATED SALTWATER POOL~ ~GOLF COURSE / WATER VIEW~ ~GOLF CART GARAGE~ Welcome to this exceptional LINDEN model in the desirable Village of MCCLURE, perfectly positioned on the 3rd green of the Loblolly Golf Course with stunning GOLF COURSE and WATER VIEWS. Surrounded by beautiful, mature landscaping and enhanced by a STAMPED CONCRETE DRIVEWAY, this home offers

  Debbie Schoonover REALTY EXECUTIVES IN THE VILLAGES

  2074 Biller Cir, The Villages, FL 32163
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  $440,000

  $10K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 2,402 Sq Ft

  4942 NE 123rd Ln, Oxford, FL 34484

  One or more photo(s) has been virtually staged. NEW PRICE FOR THIS GORGEOUS POOL HOME!! WELCOME TO YOUR DREAM POOL/SPA HOME LOCATED AT END OF CUL-DE-SAC. This beautifully updated 5 bedroom, 2 full baths and 2 half bath residence offers you the perfect blend of modern style and family friendly comfort. NEW ROOF 2025, FRESHLY PAINTED 2026, VINYL PLANK FLOORING 2020, UDATED KITCHEN 2020, GUEST

  Cynthia Wheeler ERA GRIZZARD REAL ESTATE

  4942 NE 123rd Ln, Oxford, FL 34484
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  /60

  $724,900

  $25K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 2,703 Sq Ft

  11041 White Terrace, Oxford, FL 34484

  **Price Reduction!! — A Fresh Opportunity in Oxford Oaks**Welcome to elevated resort-style living in highly sought-after Oxford Oaks. This extensively upgraded residence showcases a breathtaking 16x40 saltwater pool with sun shelf and dual waterfalls, surrounded by 1,600 sq ft of elegant paver decking designed for exceptional outdoor living. The expansive 11x57 covered lanai features a custom

  Michelle Bobadilla STELLAR REAL ESTATE AGENCY LLC

  11041 White Terrace, Oxford, FL 34484
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  /55

  $950,000

  $35K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,608 Sq Ft

  2744 Alder Ave, Middleton, FL 34762

  Get ready to knock it out of the park with this Home Run pool home with water views and no back yard neighbors! Welcome to 2744 Alder Avenue in Middleton Phase 2, where space, privacy, and location come together. Ideally positioned between Lake Harlow Park and Dry Creek Park, this property sits in a completed area of the neighborhood, allowing you to enjoy the benefits of one of the newest areas

  Kaitlyn Walker LPT REALTY, LLC

  2744 Alder Ave, Middleton, FL 34762
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  /58

  $462,900

  Open Thu 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,319 Sq Ft

  Unlisted Address

  TURNKEY POOL & SPA HOME • BOND PAID • Welcome to this beautifully UPDATED and CUSTOMIZED 2/2 AUSTIN MODEL in the highly sought-after Village of Summerhill, offering the perfect blend of comfort, style, and investment potential. Being offered FULLY FURNISHED and MOVE-IN READY, this exceptional property is ideal as a personal retreat, seasonal getaway, or proven vacation rental opportunity. Step

  Joanie Snaith REALTY EXECUTIVES IN THE VILLAGES

  Unlisted Address
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  /53

  $608,000

  $127K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,642 Sq Ft

  5288 Hurtt St, The Villages, FL 32163

  MOTIVATED SELLER Welcome Home to Cade Villas, a small-charming neighborhood in the Villages of Marsh Bend. As you arrive at this MONTCLAIR Courtyard Villa, you’ll appreciate the two-car garage facing the east side of Hurtt Street and the charming ENCLOSED front porch LANAI— the perfect place to sip your morning coffee. Step inside to an open-concept kitchen, dining, and living area featuring

  Talia Franchi WORTH CLARK REALTY

  5288 Hurtt St, The Villages, FL 32163
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  /62

  $995,000

  Open Thu 10AM - 12PM $95K PRICE DROP

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

  3218 Zipperer Way, The Villages, FL 32163

  RARE OPPORTUNITY! This ONE IS WAITING FOR YOU!! ONE YEAR HOME WARRANTY INCLUDED!! Located in one of ONLY FOUR NON-RENTAL neighborhoods (units) in all of The Villages, this home offers a rare sense of COMMUNITY, CONSISTENCY, and CONNECTION. With FULL-TIME RESIDENTS throughout the neighborhood, neighbors truly become friends, social groups stay established, and the community atmosphere is warm,

  Erica Jacobs JACOBS PREMIER PROPERTIES

  3218 Zipperer Way, The Villages, FL 32163
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  /53

  $550,000

  Open Fri 11AM - 1:30PM

  • 3 Beds
  • 2 Baths
  • 1,602 Sq Ft

  1147 Elizabeth Ct, The Villages, FL 32162

  Welcome to your private Oasis in the highly sought-after Village of Caroline—just under a mile from the vibrant Lake Sumter Landing. This stylish and meticulously maintained 3-Bedroom, 2-Bath Courtyard Villa offers the perfect blend of luxury, comfort, and convenience in one exceptional package. From the moment you arrive, you’ll be captivated by the Lush Landscaping, Outstanding Curb Appeal,

  Judy Blundell VISIONARY PROPERTIES INC

  1147 Elizabeth Ct, The Villages, FL 32162
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  /55

  $1,199,000

  Open Fri 1PM - 3PM $51K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 3,082 Sq Ft

  2254 Isleworth Cir, The Villages, FL 32163

  Live the lifestyle you’ve earned in this stunning golf course view premier home with a private pool, outdoor entertaining, and no rear neighbors in the centrally located Village of Pinellas. This Expanded Williamsburg Premier model offers 3BR/2BA, over 3,000 square feet of living space, an oversized 3-car garage, and an exceptional blend of privacy, elegance, and resort-style living.From the

  Deborah Adelman REALTY EXECUTIVES IN THE VILLAGES

  2254 Isleworth Cir, The Villages, FL 32163
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  $1,550,000

  $150K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,976 Sq Ft

  2756 Cutters Corner, The Villages, FL 32162

  One or more photo(s) has been virtually staged. ~HUGE PRICE REDUCTION~ ~POLO FIELDS HORSE PASTURE VIEW~ ~CUL DE SAC~ ~HEATED, SALTWATER POOL~ ~2023 ROOF~ ~2023 2ND FLOOR HOT WATER HEATER~ ~UPGRADED IRRIGATION~ Welcome to an exceptional CUSTOM-BUILT home in GLEN HOLLOW FARMS—showcasing breathtaking Polo Field horse views. This thoughtfully designed residence blends luxury, space, and

  Debbie Schoonover REALTY EXECUTIVES IN THE VILLAGES

  2756 Cutters Corner, The Villages, FL 32162
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  $1,749,000

  $126K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,829 Sq Ft

  2655 NW 102nd Blvd, Wildwood, FL 34785

  Welcome to this distinguished estate in the exclusive community of Equine Acres. Set on ten fully fenced and cross-fenced acres in Wildwood, just south of Ocala and moments from The Villages, this property offers a refined blend of luxury, privacy and functionality for both horse enthusiasts and those seeking an expansive country retreat. With two separate residences on the property, it is quite

  Angela Rose PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2655 NW 102nd Blvd, Wildwood, FL 34785
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  /43

  $364,000

  $11K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,751 Sq Ft

  9785 Pepper Tree Trail, Wildwood, FL 34785

  Get ready for the most epic pool party ever! This incredible POOL HOME is waiting for you in the fancy Pepper Tree Village, just a stone's throw from The Villages. We're talking a jaw-dropping 4/2/2 pad, built in 2018, with a whopping 1751 square feet of living space and a private inground salt pool that's basically a tropical oasis. And let's not forget the expansive patio space and vinyl fenced

  Larry Quartararo, III RE/MAX PREMIER REALTY LADY LK

  9785 Pepper Tree Trail, Wildwood, FL 34785
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  /73

  $569,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,326 Sq Ft

  5105 Jareds Landing Way, Oxford, FL 34484

  Welcome to this 2022 BERKSHIRE MODEL in The Enclave at LAKESIDE LANDING, offering 4 BEDROOMS, 2 BATHS, and LOADED WITH UPGRADES. This move-in ready home features TILE FLOORING THROUGHOUT MAIN LIVING AREAS with CARPET IN BEDROOMS, GRANITE COUNTERTOPS, TILE BACKSPLASH, CROWN MOLDING, UNDER CABINET LIGHTING and a SPACIOUS KITCHEN PANTRY. Enjoy an OPEN FLOOR PLAN with INDOOR LAUNDRY and a LARGE

  Robyn Cavallaro FLORIDA REALTY INVESTMENTS

  5105 Jareds Landing Way, Oxford, FL 34484
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  /45

  $399,900

  Open Mon 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,134 Sq Ft

  7478 Savanna Dr, Sumterville, FL 33585

  Experience the best of Florida living in this NEWLY BUILT (2025) 2-bedroom, 2-bath Paradise Found PRIVATE POOL HOME, where MODERN DESIGN and OUTDOOR ENJOYMENT come together seamlessly! Located in the VIBRANT Village of Waters Edge - JUST MINUTES to BOTH Sawgrass Grove and the NEW Eastport Town Square with shopping, dining, and live nightly entertainment! ENHANCED TIERED HARDSCAPING accented by

  Guy Williams, Jr. RE/MAX PREMIER REALTY

  7478 Savanna Dr, Sumterville, FL 33585
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  /26

  $650,000

  • 6 Beds
  • 2 Baths
  • 4,606 Sq Ft

  78 Cr 540, Bushnell, FL 33513

  This is more than just land—it’s a strategic investment along Bushnell’s emerging mixed-use commercial corridor on Highway 301. Priced at $650,000, this 9-acre corner parcel offers a rare chance to secure a key position in Sumter County’s future. Located just about 3 miles from I-75 and roughly 6 miles from the Florida Turnpike, this parcel offers unbeatable access in the heart of Sumter County.

  Connie Mahan CONNIE MAHAN REAL ESTATE GROUP

  78 Cr 540, Bushnell, FL 33513
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  /15

  $465,000

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

  498 Weston Manor Dr, The Villages, FL 32162

  THE VILLAGES, FL - FANTASTIC LOCATION - TURN-KEY/FURNISHED - DESIGNER BLOCK/STUCCO - POOL HOME - BOND PAID (approx $4,400 savings). Open concept floor plan features 3 bedrooms, 2 bath, 2 car garage with Florida Room (an additional 135 sq ft with vented heat/air). Pool completed by T&D Pools NOV 2017. Other upgrades and features: Gas stove and microwave (2025) - Aluminum Garage Screen (2025) -

  LD Black RE/MAX PREMIER REALTY LADY LK

  498 Weston Manor Dr, The Villages, FL 32162
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  /100

  $925,000

  $325K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 2,993 Sq Ft

  2577 Zawacki Path, Middleton, FL 34762

  ~$72,500 PRICE REDUCTION~ ~WATER VIEW~ ~HEATED SALTWATER POOL~ ~GOLF CART GARAGE~ ~10’ CEILINGS~ ~GOLF CART OPTION~ ~2023 ROOF/HVAC/HOT WATER HEATER~ Welcome to the Ultimate Move-in Ready DOUBLE PLAY model, a Luxury Retreat in MIDDLETON, The Villages--Exceptional 2-story POOL home offering WATER VIEWS, over $100,000 in PREMIUM UPGRADES throughout. Situated on beautifully landscaped grounds with

  Linda Paulsen REALTY EXECUTIVES IN THE VILLAGES

  2577 Zawacki Path, Middleton, FL 34762
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  /38

  $199,000

  $21K PRICE DROP Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft

  2548 Cr 422, Lake Panasoffkee, FL 33538

  Welcome to 2548 County Road 422 in Lake Panasoffkee — a property full of potential, flexibility, and opportunity in a quiet Central Florida setting. Whether you are a cash buyer, investor, first-time buyer, seasonal homeowner, or a buyer using financing, this property provides a great chance to secure a home in a peaceful area with room to personalize and add value over time. With the right

  Eman Helaly DIVINE ESTATES REALTY LLC

  2548 Cr 422, Lake Panasoffkee, FL 33538
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  /26

  $470,000

  $65K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,836 Sq Ft

  903 Ramos Dr, Lady Lake, FL 32159

  Best priced pool home in the Villages! You don’t want to miss this opportunity. Great location, convenient to both Spanish Springs and Lake Sumter squares, hospital and shopping. Bond is paid! This 3 bed, 2 bath, 2 car garage home has a bonus workspace/storage that has the potential of being converted to a golf cart parking spot. Nice deep garage. The home comes with its own private pool that was

  Gordon Veling REALTY HUB

  903 Ramos Dr, Lady Lake, FL 32159

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