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Lady Lake, FL Homes for Sale with Private Pool

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  • /65

    $465,000

    • 4 Beds
    • 3 Baths
    • 2,662 Sq Ft

    317 Woodland Trail, Lady Lake, FL 32159

    Welcome to this beautifully maintained 4 bedroom, 3 bathroom POOL home with a 2-car garage in Lady Lake. Step inside to discover tile and laminate flooring throughout. The spacious kitchen features light wood cabinetry, tile backsplash, stainless steel appliances, a large closet pantry, and an oversized peninsula with breakfast bar seating. Open to the inviting family room with fireplace, this

    Agent Photo

    Regina Rodriguez

    CENTURY 21 ALTON CLARK

    (352) 660-8481

    317 Woodland Trail, Lady Lake, FL 32159
  • /47

    $622,000

    $28K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,544 Sq Ft

    39500 Hillrise Ln, Lady Lake, FL 32159

    4 Bedroom, 3 Bathroom Canary Model Pool Home in Harbor Hills Country Club | Sparkling Pool & Spa | Outdoor Kitchen | Side-Load Garage | Guard-Gated Golf Community | Seller Offering Club Initiation Fee WELCOME HOME to luxury living in the highly sought-after, truly guard-gated community of Harbor Hills Country Club in Lady Lake, Florida. Perfectly positioned on an elevated corner homesite with

    Patti Belton REALTY EXECUTIVES IN THE VILLAGES

    39500 Hillrise Ln, Lady Lake, FL 32159
  • /41

    $350,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,256 Sq Ft

    5311 Saddleback Ct, Lady Lake, FL 32159

    One or more photo(s) has been virtually staged. Short Sale. This is a shortsale, needs third party approval. Nestled at the end of a peaceful cul-de-sac, 5311 Saddleback Court offers the perfect blend of privacy, comfort, and sustainability. This beautifully maintained solar-powered pool home sits on nearly an acre of lush, landscaped property with mature trees that provide natural shade and

    Florentino Beltran KELLER WILLIAMS ADVANTAGE 2 REALTY

    5311 Saddleback Ct, Lady Lake, FL 32159
  • /29

    $625,000

    $90K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,398 Sq Ft

    39742 Gella Way, Lady Lake, FL 32159

    This remarkable property sits on a totally fenced 1.05 acres and impresses from the moment you arrive, greeted by a beautiful oversize circular driveway and exceptional attention to detail throughout. The front porch spans the entire front of the home. Stepping through the front door, you’ll find a spacious great room featuring an expansive living and dining area. Elegant ceramic wood-look tile

    Dinah Delgado R HARMS REALTY INC

    39742 Gella Way, Lady Lake, FL 32159
  • /30

    $299,999

    • 3 Beds
    • 2 Baths
    • 1,534 Sq Ft

    40140 Palm St, Lady Lake, FL 32159

    A FURNISHED Lady Lake POOL home with NO HOA. This 3-bedroom, 2-bath home offers luxury vinyl flooring, a bright open feel, and a private inground pool surrounded by a fully fenced backyard. Sitting on nearly a quarter-acre lot, this property gives you space, privacy, and flexibility just minutes from shopping, dining, medical, golf, and The Villages. Whether you’re looking for a full-time home,

    Muhammad Mufti US REALTY HUB LLC

    40140 Palm St, Lady Lake, FL 32159
  • /71

    $484,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,120 Sq Ft

    39320 Harbor Hills Blvd, Lady Lake, FL 32159

    Golf course FRONTAGE, Oversized lot, poolside living, and over $13,000 in exterior upgrades—welcome to your Harbor Hills oasis! This stunning pool home sits on an oversized lot overlooking the 17th fairway and offers the perfect blend of elegance, comfort, and Florida lifestyle. Welcome to your dream home in the picturesque and gated golf community of Harbor Hills! This stunning 3-bedroom,

    Kimberly Ducharme MORRIS REALTY AND INVESTMENTS

    39320 Harbor Hills Blvd, Lady Lake, FL 32159
  • /40

    $499,000

    $21K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,584 Sq Ft

    39125 Tacoma Dr, Lady Lake, FL 32159

    Welcome to this beautifully maintained pool home in the sought-after gated community of Harbor Hills. Situated on approximately 1⁄2 acre, this property features a circular driveway and charming columned front entrance, creating a warm sense of Southern hospitality from the moment you arrive. Inside, the home opens to a spacious great room with high ceilings, decorative touches, and sliding glass

    Stephanie Olsson ORISON PROPERTIES INC.

    39125 Tacoma Dr, Lady Lake, FL 32159
  • /59

    $519,000

    $6K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,204 Sq Ft

    37237 Grays Airport Rd, Lady Lake, FL 32159

    Charming pool home on over half an acre! No HOA. Open spaces and relaxing places. This home delivers on every level. With 4 Bedrooms and 3 full bathrooms this home is perfect for the family, multi-generational living or entertaining guests. There is plenty of room to gather in the kitchen and Great Room as well as a separate Family room for a cozier atmosphere. Enjoy the Florida weather on the

    Melissa Vu BHHS FLORIDA REALTY

    37237 Grays Airport Rd, Lady Lake, FL 32159
  • /22

    $52,000

    $3K PRICE DROP
    • 1 Bed
    • 1 Bath

    609 County Road 466 Unit 342, Lady Lake, FL 32159

    Motivated Seller! Beautiful park model home featuring 1 bedroom and 1 bathroom in a fantastic location. This fully furnished home offers a large living room with furniture included, plus a separate dining room complete with dining table and chairs. The bathroom features a tub/shower combination, vanity, and additional storage. The bedroom offers a large closet and plenty of storage space

    Shirley Harvey American Dream Home Sales LLC

    609 County Road 466 Unit 342, Lady Lake, FL 32159
  • /50

    $444,444

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,931 Sq Ft

    1208 Darcy Rd, Lady Lake, FL 32159

    5 ACRE POOL HOME!!! 5 MINUTES FROM EVERYTHING!!! Enjoy serene country living in this amazing 3-bedroom, 2-bath, two-story Jim Barna log cabin pool home. Nestled on five fenced acres surrounded by pine trees, towering oaks, and flowering bushes. A large front covered porch invites you to swing or rock with your morning coffee, while the back covered porch is perfect for BBQs and relaxing by the

    Hank Paxson CREEGAN GROUP

    1208 Darcy Rd, Lady Lake, FL 32159
  • /62

    $515,000

    $45K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,504 Sq Ft

    39819 Grove Heights, Lady Lake, FL 32159

    Just reduced! GOLF FRONTAGE POOL HOME! Corporate relocation - Motivated seller! Enjoy "Resort Style Living" feeling safe and secure 24/7 in this guard gated, sought after, all age Golf Community where luxury meets tranquility! Minutes from the Villages, residents have convenient access to world-class shopping, dining, and entertainment. This immaculate POOL home sits directly on the award-winning

    Ken Dalton COLDWELL BANKER REALTY

    39819 Grove Heights, Lady Lake, FL 32159
  • /19

    $56,500

    $1K PRICE DROP
    • 1 Bed
    • 1 Bath

    609 Highway 466 Unit 305, Lady Lake, FL 32159

    MOTIVATED SELLER - A MUST-SEE HOME! This like-new, beautiful park model offers 1 bedroom and 1 full bathroom and is truly move-in ready. The stunning kitchen features all appliances, plenty of beautiful white cabinets, and ample countertop space to meet all your cooking needs. A charming dining area includes a table and comfortable seating, perfect for everyday meals or entertaining. The lovely

    Shirley Harvey American Dream Home Sales LLC

    609 Highway 466 Unit 305, Lady Lake, FL 32159
  • /63

    $539,000

    • 3 Beds
    • 2.5 Baths
    • 2,377 Sq Ft

    38701 Oak Place Ct, Lady Lake, FL 32159

    POOL HOME on a PREMIUM 3⁄4-ACRE LOT in Guard-Gated Harbor Hills! Don’t miss this exceptional opportunity to own a beautifully maintained 3-bedroom, 21⁄2-bath home with a den/office, ideally located within a 24/7 guard-gated golf community offering true resort-style living. Situated on a premium upgraded cul-de-sac lot of approximately 3⁄4 acre, this property offers a private backyard with no rear

    Julie Gordon SALLY LOVE REAL ESTATE

    38701 Oak Place Ct, Lady Lake, FL 32159
  • /36

    $775,000

    $24K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,890 Sq Ft

    5500 Meadow Hill Loop, Lady Lake, FL 32159

    Magnificent golf front former model Pool Home. Beautiful custom Medjool model home with large lanai, summer kitchen, and a cascading pool overlooking the Harbor Hills Championship Golf Course.vvNatural light beams into this modern open floor plan featuring 4 bedrooms and 3 and ½ baths, with a spacious 2 car plus golf cart garage with extra wide door opening. The gourmet kitchen is open to casual

    Sean Rich HARBOR HILLS SALES, INC

    5500 Meadow Hill Loop, Lady Lake, FL 32159
  • /50

    $465,000

    • 3 Beds
    • 2 Baths
    • 1,388 Sq Ft

    1411 Juarez Place, Lady Lake, FL 32159

    Rare 3/2 POOL HOME under $500k. NO BOND & TURNKEY (Flat Screen Smart T.V.'s Included). Newly Furnished and Decorated. Great location for Owner Occupied, 2nd Home or for Rental Income. Short cart ride to Spanish Springs (4 Minutes) or Sumter Landing (Less than 10 Minutes). NEW ROOF 2024, No Popcorn Ceilings, NEW Granite Countertops in Kitchen (10 Foot Counter with 3 Barstools) and Bathrooms, New

    Mike Ritzenthaler BLACK TIE REAL ESTATE PROFESSIONALS, INC.

    1411 Juarez Place, Lady Lake, FL 32159
  • /65

    $689,000

    $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,512 Sq Ft

    39513 Hillrise Ln, Lady Lake, FL 32159

    INCREDIBLE OPPORTUNITY –POOL HOME WITH AN ASSUMABLE VA LOAN AT 4.25% - Ask us more about this feature!Welcome to this exceptional pool home located in an exclusive gated golf community with 24/7 guard service, offering both luxury and lifestyle. This elegant, upgraded residence features a highly desirable open-concept, split-bedroom floor plan with engineered wood flooring, crown molding, and

    Theresa Morris MORRIS REALTY AND INVESTMENTS

    39513 Hillrise Ln, Lady Lake, FL 32159
  • /21

    $85,000

    • 2 Beds
    • 1 Bath

    609 County Road 466 Unit 113, Lady Lake, FL 32159

    MOTIVATED SELLER! Charming 2-bedroom, 1-bathroom home with a large Florida room and beautiful front porch, perfect for relaxing and enjoying the Florida lifestyle. This well-maintained home features a separate dining room, a full bathroom, and a spacious master bedroom with a bed, two nightstands, dresser, large closet, and space for a TV. Enjoy lovely landscaping and a convenient shed for extra

    Shirley Harvey American Dream Home Sales LLC

    609 County Road 466 Unit 113, Lady Lake, FL 32159
  • /62

    $707,150

    $4K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,586 Sq Ft

    5084 Greens Dr, Lady Lake, FL 32159

    As you step through the front door, your gaze is immediately drawn through the living room, past the sparkling pool, and out to the beautifully manicured fairway of the par-5 third hole. It truly captures the best of Florida living, seamlessly blending resort-style poolside relaxation with stunning golf course views. Welcome to this beautifully maintained home nestled in the heart of Lady Lake,

    Moe Mossa SAVVY AVENUE, LLC

    5084 Greens Dr, Lady Lake, FL 32159
  • /31

    $42,500

    609 Highway 466 Unit 224, Lady Lake, FL 32159

    MOTIVATED SELLER - A MUST-SEE HOME! This like-new, beautiful park model offers 1 bedroom and 1 full bathroom and is truly move-in ready. The stunning kitchen features all appliances, plenty of beautiful white cabinets, and ample countertop space to meet all your cooking needs. A charming dining area includes a table and comfortable seating, perfect for everyday meals or entertaining. The lovely

    Shirley Harvey American Dream Home Sales LLC

    609 Highway 466 Unit 224, Lady Lake, FL 32159
  • /38

    $650,000

    • 4 Beds
    • 3.5 Baths
    • 2,502 Sq Ft

    39407 Treeline Dr, Lady Lake, FL 32159

    Welcome to Harbor Hills — an exclusively gated golf, tennis, and boating community nestled on the shores of Lake Griffin, offering some of the finest views in all of Central Florida.This thoughtfully designed concrete block and stucco home features 4 bedrooms, a large office/den, and 3.5 full baths, all set on an elevated lot with a side-entry 3-car garage. Step through the double entry doors

    Fran Dann-Akin AKIN REALTY COMPANY

    39407 Treeline Dr, Lady Lake, FL 32159
  • /63

    $900,000

    $300K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,046 Sq Ft

    38922 Ella Dr, Lady Lake, FL 32159

    LIFE IS BETTER AT THE LAKE — YOUR WATERFRONT RETREAT AWAITS Welcome to a place where mornings begin with mist rising over the water and evenings end under a canopy of stars sitting around the campfire. Tucked away on a private dead-end road, this updated 4-bedroom, 4.5-bath waterfront estate is more than a home—it’s a lifestyle designed for family fun, memory-making, and pure Central Florida

    Steven Simpkins LOKATION

    38922 Ella Dr, Lady Lake, FL 32159
  • /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

Home Prices in Lady Lake, FL

Home Price Trends

Median Sale Price
$337,125
Median Single Family Sale Price
$349,900
Median Townhouse Sale Price
$225,644
Average Price Per Sq Ft
$211
Number of Homes for Sale
255
Last 12 months Home Sales
525
Months of Supply
5.80
Median List Price
$364,594
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
1%
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