Homes for Sale Near Leesburg High in Lady Lake - 106 homes

Remarks: Welcome to this beautifully maintained pool home in the sought-after gated community of Harbor Hills. Situated on approximately ½ 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 doors overlooking the sparkling screened pool and lanai, filling the living space with natural light. The open layout includes a formal dining area, making the home ideal for entertaining family and friends. The large kitchen is perfect for the home chef, offering granite countertops, abundant cabinetry, a gas cooktop, and a bright breakfast nook for casual dining. The primary suite is generously sized and features a walk-in closet and private bath with double sinks, large tub and beautifully tiled finishes. Two additional bedrooms are located near the great room and share a full hallway bath. A third full bathroom with direct pool access adds extra convenience for outdoor living. Enjoy Florida living at its best on the expansive screened lanai, perfect for morning coffee, evening swims, or relaxing poolside with friends. The oversized pool area is surrounded by a tall privacy hedge, creating your own peaceful backyard retreat. Additional features include: • 2-car garage plus separate golf cart space • Built-in garage cabinets and utility sink • Large laundry room with extra storage • Laminate and tile flooring throughout Major updates include: • Roof (2018) • A/C (2023) • Pool heater and plumbing (2023) • Water heater and water softener (2019) This 24-hour guard-gated community is set on one of the highest elevations in Central Florida, residents enjoy optional country club amenities including golf, tennis, pickleball, fitness center, pool, marina access to Lake Griffin, and an active social calendar. Conveniently located just minutes from The Villages, shopping, restaurants, medical facilities, and major highways, with easy access to Orlando, Ocala, and both Florida coasts. Come experience the lifestyle and charm that make Harbor Hills one of Lake County’s most desirable communities.

Listing is courtesy of: ORISON PROPERTIES INC. (352-729-3811)

Listing Agent: Stephanie Frederick (352-729-3811)

Remarks: Pre-Construction. To be built. Cresswind at Hammock Oaks, a new active 55+ community by Kolter Homes, is situated in Lady Lake, FL, famously known as the “home of lakes and sunshine.” Located near The Villages the community is only minutes from Leesburg and convenient to Orlando. This gated community in Central Florida features Cresswind's national award-winning "Set Yourself FREE" lifestyle program based on the cornerstones of Fitness, Relationships, Education and Entertainment. The resident-only clubhouse with a state-of-the-art fitness center and offers 55+ neighbors a place to gather and participate in social activities facilitated by a full-time Lifestyle Director. Outdoor amenities will include pickleball & tennis courts, walking trails, resort-style pool and spa, pool, event and entertainment areas. This flexible 2 Bedroom, 2 Bath home features a centrally located Kitchen overlooking an open floorplan that lets you live large in just the right amount of space. The Flex Room just off the Front Entry can be left open to increase your main living space or enclosed with an optional wall and double door to create a private fitness studio or home office. This Flex space also features the option to be converted into a 3rd Bedroom. You can personalize this floorplan with structural options, including Extended Lanai, Summer Kitchen, second-story Bonus Room, and more. To learn about all the ways, you can have this home built around you, contact a Cresswind at Hammock Oaks New Home Guide. Photos of a decorated model home are for reference only. Actual home will differ.

Listing is courtesy of: MALTBIE REALTY GROUP (813-819-5255)

Listing Agent: Bill Maltbie (813-819-5255)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Beautifully designed open floor plan perfect for modern living and entertaining. Boasting 4 spacious bedrooms and 2 full bathrooms, this home also includes a versatile flex space—ideal for a home office, playroom, or formal dining area to suit your lifestyle. The kitchen is a chef’s dream, complete with sleek quartz countertops, 42-inch cabinetry, and ample prep space for hosting or everyday meals. Retreat to the luxurious master suite, offering two oversized walk-in closets and a spa-inspired walk-in shower for ultimate comfort and convenience. Sample Image

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Step into luxury with this beautifully designed two-story home featuring 4 bedrooms, 3 full bathrooms, and a versatile loft space perfect for work or play. The gourmet kitchen is a chef’s dream with quartz countertops, 42" cabinets, and modern finishes throughout. Enjoy the open layout with a bedroom conveniently located on the first floor—ideal for guests or multi-generational living. Relax or entertain outdoors with the covered patio, perfect for year-round enjoyment.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: 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 flooring guides you to a cozy, full wall-to-wall brick fireplace that anchors the space with warmth and charm. The kitchen is a true showpiece, offering custom wood cabinetry, stylish accents, Top of the line appliances, custom countertops, and a comfortable dinette. The kitchen and dining area overlook the living room through a thoughtfully designed breakfast bar—perfect for entertaining. A built-in workspace with shelving adds convenience for those who work or study from home. A large laundry room, which also doubles as a home gym, provides exceptional functionality. The romantic primary suite features custom wall accents, and a beautifully refinished bathroom complete with a glass-enclosed shower and separate vanity, along with a generous walk-in closet. A second primary suite includes its own private bathroom, while a third guest bedroom sits just off the dual French doors that open to the inviting patio and swimming pool. Adding to its appeal, the property includes a huge versatile warehouse suitable for a variety of business or personal uses, a functional large storage shed, and plenty of space for a car or boat parking. The forth bedroom suite features an outside entrance, a living room and kitchen. It offers flexible options-ideal as separate living quarters, an in-law suite, or an income-producing rental unit. The home is further enhanced by a new roof and new A/C system, providing peace of mind and modern comfort. A rare find with unmatched features-this home truly has it all.

Listing is courtesy of: R HARMS REALTY INC (954-916-1070)

Listing Agent: Dinah Delgado (954-594-9791)

Remarks: Under Construction. Welcome to Boulevard Oaks, a new home community located in Lady Lake. Boulevard Oaks is a modern new home community that offers easy access to highway 27 and is just minutes from exciting shops and attractions in The Villages. Here you will find 3-to-5-bedroom homes with 2 to 3 bathrooms and 2 car garages. Built with all concrete block construction, these floorplans offer a variety of well-designed livable space. For a modern touch each home features stylish Quartz counter tops, beautiful kitchen cabinets, Whirlpool Stainless-Steel appliances, Revwood flooring in the main living areas and bathrooms and beautiful plush carpet in the bedrooms for a comfortable and polished feeling. Smart home technology is also included, allowing you the convenience to control your home at your fingertips. Enjoy a resort-style pool with sun shelf, clubhouse, walking trails, and a pickleball court all right at home in your community. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Paul King (407-519-3940)

Remarks: 2-bedroom, 2-bath home located in the County Club Hills in Lady Lake! This property offers a functional layout and a great opportunity to update and make it your own at your own pace. Enjoy the added bonus of a large workshop, perfect for hobbies, storage, or extra space to fit your needs. Conveniently located near shopping, dining, and The Villages, you'll love the easy access to everyday essentials and entertainment. A great chance to create a space that truly fits your lifestyle!

Listing is courtesy of: ROBERTS REAL ESTATE INC (352-351-0011)

Listing Agent: Aurora Poll (786-325-3745)

Remarks: One or more photo(s) has been virtually staged. Beautifully designed open floor plan perfect for modern living and entertaining. Boasting 4 spacious bedrooms and 2.5 bathrooms. The gourmet kitchen is a chef’s dream, complete with sleek quartz countertops, 42-inch cabinetry, and ample prep space for hosting or everyday meals. Retreat to the luxurious master suite, offering an oversized walk-in closet and a spa-inspired walk-in shower for ultimate comfort and convenience.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. SAMPLE IMAGE The Magellan floorplan is a versatile two-story home offering 3 bedrooms and two and a half bathrooms with ample space, spanning 2281 sq. ft. Ideal for families or those who love hosting, this layout combines functionality with modern design. The main floor opens up to a spacious great room, dining area, and covered patio, perfect for entertaining or relaxing evenings at home. Upstairs, the owner's suite boasts a spacious walk-in closet and a well-appointed bathroom, ensuring your comfort. The Magellan is thoughtfully designed for comfort and style, making it a perfect home base.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: Under contract-accepting backup offers. Wonderful Country Style Farmhouse on a Large, Cleared 1 acre + Lot in The Villages!! House has 2 stories 3 Bedrooms and a Large Glass enclosed Porch on the backside of the home. The lot is beautiful, sits just outside of town, not too far, not too close!! There are a couple of large sheds on the backside of the lot and Plenty of room to expand and add a large Garage. SO Many Options!!NO HOA, NO Deed Restrictions and NO Flood Insurance!!! All information is deemed reliable but must be verified by the buyer. Schedule your private showing before this one is gone!!

Listing is courtesy of: PREMIER PROPERTY SOLUTIONS (813-245-2068)

Listing Agent: Renee Dewolf (727-301-5757)

Remarks: Cresswind at Hammock Oaks, a new active 55+ community by Kolter Homes, is situated in Lady Lake, FL, famously known as the “home of lakes and sunshine.” Located near The Villages the community is only minutes from Leesburg and convenient to Orlando. This gated community in Central Florida features Cresswind's national award-winning "Set Yourself FREE" lifestyle program based on the cornerstones of Fitness, Relationships, Education and Entertainment. The resident-only clubhouse with a state-of-the-art fitness center and offers 55+ neighbors a place to gather and participate in social activities facilitated by a full-time Lifestyle Director. Outdoor amenities will include pickleball & tennis courts, walking trails, resort-style pool and spa, pool, event and entertainment areas. This elegant Jade model offers 2-Bedroom, 2-Bath, Flex Room, and 2-Car garage, and sits on a premium lot in a gated community, offering privacy with no homes behind it. Designed for comfort and style, the extended covered lanai and 4' garage extension provide extra space for relaxation and convenience. Inside, the frameless European-style shaker cabinets, luxury veined quartz countertops, and upgraded large cabinet crown molding elevate the kitchen’s sophistication. Thoughtful storage solutions, including pot-and-pan drawers and a decorative island wrap in a contrast color, enhance both style and functionality. The owner’s suite extension creates a spacious retreat, featuring a frameless shower enclosure with a pebble tile shower floor. Bathrooms showcase tile extending to the ceiling for a refined finish. Wood-look tile in the main living and flex space, along with upgraded carpet in the bedrooms. A designer glass and wrought iron front door, tray ceilings, and a washable flat interior paint color complete the home’s polished aesthetic. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offers valid on new sales only. See Community Home Guides for details. Promotions cannot be combined with any other offer.

Listing is courtesy of: MALTBIE REALTY GROUP (813-819-5255)

Listing Agent: Bill Maltbie (813-819-5255)

Remarks: One or more photo(s) has been virtually staged. Welcome to the Fairfield II at GreenKey Village in Lady Lake, FL. This beautifully designed single-story home offers 3 bedrooms (including a flexible room that can serve as a third bedroom or study), 2 full bathrooms, and a spacious 2-car garage. With 1,898 sq. ft. of living space, the open-concept layout features a great room that flows seamlessly into the dining area and kitchen, complete with a large island perfect for family meals and entertaining. Enjoy the privacy of the primary suite with a walk-in closet and an en-suite bath, while the secondary bedroom and bath provide comfortable accommodations for guests or family. Additional highlights include a covered lanai ideal for outdoor relaxation, a dedicated laundry room, and ample storage throughout. GreenKey Village offers a vibrant community lifestyle surrounded by natural beauty and convenient amenities. Located near major highways and local attractions, this home is perfect for those seeking quality, comfort, and a great location. Schedule your visit today and experience the charm of the Fairfield II in GreenKey Village!

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: 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 Harbor Hills 18-hole championship golf course. With 3-bedrooms, 2-baths, PLUS a spacious dedicated office/4th bedroom, this beautifully upgraded residence with a heated pool offers more than 2,500 sq. ft. under AC and over 3,200 sq. ft. of total living space. This gorgeous home showcases the epitome of Florida living. The moment you step inside, the expansive open floorplan has NO carpet and sets the tone for effortless gatherings. The wall of glass sliders FULLY recess into the walls, creating a seamless transition from the main living area to the EXPANSIVE screened-in pool and lanai. The split-bedroom layout ensures privacy for guests while providing flexible space for hobbies or working from home. This home has been meticulously enhanced with a new roof installed in 2021, a stunning $100k in renovations done just a few years ago of the primary bathroom, custom primary closet, updated kitchen cabinets, and a custom walk-in pantry with pull-out shelving. The pool area features a newer heater and pump with jets and waterfall accents, low-maintenance landscaping, and a tranquil Zen garden elevate the home’s appeal even further. The entire home has been fully re-piped, and the seller is paying for a one-year home and pool warranty for added peace of mind! The two-car garage includes a large under-air storage room, perfectly sized for a golf cart or workshop. Harbor Hills offers a 24-hour manned guard gate and a variety of optional memberships tailored to your lifestyle, including golf, sports, and social packages. Residents also enjoy access to a private community boat ramp with direct entry to Lake Griffin and the Harris Chain of Lakes. Clubhouse membership is OPTIONAL for additional fees for access to the Lloyd-Clifton designed 18-hole championship golf course. Clubhouse with dining. Ten lighted Har-Tru clay tennis courts, Pickleball courts, Fitness center with classes such as yoga and aerobics, Junior Olympic–sized swimming pool, 49-slip private marina. This all-ages community is a peaceful hidden gem, ideally located near The Villages, major highways, shopping, dining, and recreation. Experience the exceptional lifestyle this Harbor Hills home offers and schedule your private tour today!

Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)

Listing Agent: Ken Dalton (407-928-8587)

Remarks: Brand new, energy-efficient home available NOW! This open-concept floorplan creates a unified living space with a large great room that overlooks the kitchen and patio. The upstairs loft offers additional flex space to be used the way you want. The primary suite is tucked away in the rear of the home. Now selling from the low $300s, The Reserve at Hammock Oaks Signature Series offers new single-family homes in Lady Lake, FL. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

Listing is courtesy of: MERITAGE HOMES OF FL REALTY (813-703-8860)

Listing Agent: Bryan Sumner (813-336-5895)

Remarks: Brand new, energy-efficient home available NOW! Entertain guests with ease with an open kitchen which overlooks the dining and great room. First floor flex space can be best used to fit your family's needs. Upstairs primary suite features an oversized walk-in closet. Now selling from the low $300s, The Reserve at Hammock Oaks Signature Series offers new single-family homes in Lady Lake, FL. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

Listing is courtesy of: MERITAGE HOMES OF FL REALTY (813-703-8860)

Listing Agent: Bryan Sumner (813-336-5895)

Remarks: Brand new, energy-efficient home available NOW! Open first floor creates a unified living space with a large great room that overlooks the kitchen and dining area. Upstairs loft can be used to best fit your family's needs and tech area is perfect for a home office. Now selling from the high $200s, The Reserve at Hammock Oaks Classic Series offers new single-family homes in Lady Lake, FL. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

Listing is courtesy of: MERITAGE HOMES OF FL REALTY (813-703-8860)

Listing Agent: Bryan Sumner (813-336-5895)

Remarks: Brand new, energy-efficient home available NOW! Open floor plan creates a unified living space with a large great room that overlooks the kitchen and dining area. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower. Now selling from the low $300s, The Reserve at Hammock Oaks Signature Series offers new single-family homes in Lady Lake, FL. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

Listing is courtesy of: MERITAGE HOMES OF FL REALTY (813-703-8860)

Listing Agent: Bryan Sumner (813-336-5895)

Remarks: Brand new, energy-efficient home available NOW! The Yellowstone floorplan features a spacious open-concept design with 4 bedrooms, 2.5 bathrooms, and a 2-car garage. Enjoy the convenience of a first-floor primary suite, while the upstairs loft offers the perfect space to unwind or entertain. Now selling from the high $200s, The Reserve at Hammock Oaks Classic Series offers new single-family homes in Lady Lake, FL. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

Listing is courtesy of: MERITAGE HOMES OF FL REALTY (813-703-8860)

Listing Agent: Bryan Sumner (813-336-5895)

Remarks: Brand new, energy-efficient home available NOW! Prepare dinner while catching up on the day's events from this home's open kitchen which overlooks a spacious great room and dining area. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy. Now selling from the low $300s, The Reserve at Hammock Oaks Signature Series offers new single-family homes in Lady Lake, FL. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

Listing is courtesy of: MERITAGE HOMES OF FL REALTY (813-703-8860)

Listing Agent: Bryan Sumner (813-336-5895)

Remarks: Brand new, energy-efficient home available NOW! Prepare dinner while catching up on the days events from this home's open kitchen which overlooks a spacious great room and dining area. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy. Now selling from the low $300s, The Reserve at Hammock Oaks Signature Series offers new single-family homes in Lady Lake, FL. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

Listing is courtesy of: MERITAGE HOMES OF FL REALTY (813-703-8860)

Listing Agent: Bryan Sumner (813-336-5895)