Homes for Sale Near Leesburg High in Lady Lake - 92 homes

Remarks: Brand new, energy-efficient home available NOW! An open floorplan that makes entertaining easy in the open kitchen, dining, and great room that flow to the patio. 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 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! 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! Retreat to your primary suite located in the back of the home for plenty of privacy and offers a huge walk-in closet. 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! These homes elongated foyer impresses upon entry. Enjoy cooking in the spacious kitchen that overlooks the great room, dining nook and outside patio. Primary suite in the back of home features dual vanity sinks, a walk-in shower and large 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! Retreat to your luxurious primary suite upstairs with an oversized walk-in closet and dual sinks in the bath. Now selling from the mid $200s, The Reserve at Hammock Oaks Townes offers new townhomes 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! 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: 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 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.

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

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

Remarks: Move-in ready and impeccably upgraded, this stunning Winterhaven model villa built by Ryan Homes offers effortless luxury living from the moment you arrive. Thoughtfully curated finishes and designer enhancements elevate every space, including the following upgrades: * Bright Great Room with an upgraded LED lighting package * Corfu Package LVP and tile in all wet areas for durability and design * Extra outlets in the garage and lanai—perfect for your TV or hobby setup * Pre-wired fan outlets and ceiling fans in the bedroom and great room * Washer, dryer, and added laundry cabinetry for extra storage * Designer shutters throughout and a motorized roller shade on the sliders * A premium lot backing to peaceful woods and a retaining pond—no rear neighbors * Transferable warranty from Ryan Homes This exceptional villa is offered fully furnished, presenting a rare turnkey opportunity. The sellers ultimately decided against their snowbird plans, allowing the next owner to step directly into a beautifully appointed, move-in-ready retreat.

Listing is courtesy of: COLLADO REAL ESTATE (386-427-0002)

Listing Agent: Michelle Alban (954-554-7182)

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. The Pearl model is designed to meet the needs of everyone with its expansive open-concept spaces, adaptable floor plan, and generous 3-Car Garage. The home features 3 strategically placed Bedrooms, each ensuring privacy and comfort. At the heart of the home, the centrally located island Kitchen seamlessly connects to the Dining Room and Great Room, creating a cohesive living space. The walk-in pantry offers abundant storage for kitchen essentials, while the Breakfast Bar serves as a convenient spot for casual dining. The spacious Owner’s Suite includes a tray ceiling, a dual-sink vanity, and a large Walk-In Closet. 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: 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 2 Bedroom, 2 Bath home features a Kitchen-rear layout perfect for entertainers and outdoor enthusiasts alike. The home’s two Bedrooms are separated for additional privacy. The open Flex Space can be used to increase the Main Living Area or enclosed with an optional wall and double door to become a Study or Fitness Studio. You can personalize this floorplan with structural options, including Extended Owner’s Suite, Bedroom 3 in lieu of Flex, 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: 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. A kitchen-front layout highlights this open-concept floorplan. Windows flowing from the Kitchen to the Great Room fill the Eva with natural light. Owner's Suite highlights include a location tucked off the Great Room, separate dual vanities, and option to extend the rear of the home by four feet, increasing both the Owner’s Suite and Lanai. Three distinct exterior choices provide plenty of options to create curb appeal. You can personalize the Eva floorplan with structural options that include second-floor Bonus Room variations, Snore Room connected to Owner’s Suite in lieu of Bedroom 2, Fitness/Study or Bedroom 3 in lieu of Flex, or extend the Garage by 4'. 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.

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

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

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 and amenity center with a state-of-the-art fitness center 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. Flexibility is core to the layout this one-story, 3-Bedroom home. The centrally located island Kitchen anchors the Morgan, and the Great Room, Dining area and Flex space can serve both casual and formal living. One example is to utilize the Flex space as a formal Dining Room, allowing you to expand the Great Room and use the Dining area for cards, games or billiards. The secondary bedrooms are located in the front of the Morgan, with the Owner’s Suite comfortably tucked off the Great Room in the rear. Highlights of this sanctuary include a tray ceiling, split vanities, and wrap-around Walk-In Closet that gives you the option to add a door from your Closet directly into the Laundry. You can personalize the Morgan floorplan with structural options that include three different exterior choices; second-floor Bonus Room variations; Fitness/Study or Bedroom 4 in lieu of Flex; In-Law Suite or second Owner’s Suite in lieu of Flex & Bedroom 2; four-foot rear extension of home, and if you're looking for more stow space extend the Garage by 4'. 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: 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 versatile 3 Bedroom, 2 Bath floorplan provides an open main living space and options built to accommodate families of any size and structure. A spacious main living area overlooks the Lanai through a large triple slider, while the Owner’s Suite provides you with privacy in the rear of the home. You can personalize this floorplan with structural options, including Extended Garage, Owner’s Suite 2, In-Law Suite, 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.

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

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

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: Step into timeless charm with this spacious 3-bedroom, 2.5-bath home with den located at 113 Rosemary Ave in the desirable Villages Elementary district of Lady Lake. Originally built in 1910 and recognized for its historical significance, this beautifully maintained property blends character and modern updates for comfortable living. Partially fenced and shaded by a stunning oak canopy, the oversized yard offers ample room for family gatherings, pets, and even RV storage. Pear trees dot the property, adding to its classic Florida appeal. While connected to city water, the property also features a 4" well housed in a pump shed (currently unused). The home has been thoughtfully upgraded over the years, including renovations in 1948, newer windows (front windows are safety glass), upgraded HVAC, newer septic system, shingle roof- 2024, and active termite protection — giving you peace of mind and those sought-after “good bones.” Enjoy the perfect balance of location and lifestyle — just minutes from The Villages for dining, shopping, and entertainment, yet tucked away from the hustle and traffic. Head the other direction to charming downtown Leesburg for antique shopping and small-town appeal. If you're searching for a home with history, space, and opportunity to add your personal touches, this is a must-see!

Listing is courtesy of: MEADOWS REALTY, LLC (352-237-6400)

Listing Agent: Michael Phillips (706-414-1950)

Remarks: 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: One or more photo(s) has been virtually staged. Discover the perfect blend of Key West charm and modern sustainability in this Certified Florida Green Home, located in the gated, eco-friendly community of Green Key Village. Designed for energy efficiency, this net-zero solar-powered home includes a 500-gallon buried propane tank powering a whole-house generator, spray foam insulation, and an Energy Recovery Ventilator for continuous fresh air. Enjoy thousands in annual energy savings and the peace of mind that comes with full-home backup power. Step inside to 10-foot ceilings, crown molding, and an open, light-filled layout that feels both spacious and welcoming. The kitchen features Cambria quartz countertops, a Wolf induction range vented outside, soft-close cabinetry, reverse osmosis system, and a deep single-basin sink, ideal for the modern cook. The primary suite offers a peaceful retreat with a trey ceiling, fan with light/remote, walk-in shower, built-ins, his & her sinks, neutral Corian finishes, and windows that bathe the space in natural light. Enjoy Florida living with a newly screened front porch (2023), screened lanai, and a paver patio with fire pit, perfect for relaxing or entertaining. Additional upgrades include a new washer and dryer (2023), custom shutters that enhance the home’s clean, coastal aesthetic, and an epoxy-sealed garage floor. Green Key Village offers resort-style amenities: a wade-in pool, pickleball and basketball courts, dog park, community garden, fire pit, and active social events, all just minutes from The Villages’ dining and entertainment, yet without the CDD fees or crowds. Enjoy effortless living, thousands in annual energy savings, peace of mind that comes with full-home backup power, and the warmth of a community that feels like home. schedule your tour today!

Listing is courtesy of: RIGHT REALTY CONNECTION, INC. (352-530-2600)

Listing Agent: Terry-Ann Francis (352-571-2245)

Remarks: Under contract-accepting backup offers. 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 serenity. Step inside to a bright, open layout featuring high ceilings, elegant architectural details, and large windows that fill the space with natural light. The kitchen has granite countertops, stainless steel appliances, and solid wood cabinetry, flowing seamlessly into the main living areas; perfect for entertaining. The spacious primary suite includes a luxurious en-suite bath with dual vanities, a soaking tub, and walk-in shower. Outside, enjoy the screened-in lanai and sparkling pool surrounded by peaceful greenery. Located just minutes from The Villages, this home offers quiet living with easy access to shopping, dining, and world-class golf.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)

Listing Agent: Florentino Beltran (407-729-5577)

Remarks: PERFECT SIZE, PERFECT LOCATION, AND LOWEST PRICE SINGLE FAMILY HOME IN HARBOR HILLS! 8 ft doors, arched doorways, rounded corners, and soaring ceilings fill this home with Florida sunshine. The Great Room starts your tour with a generous dining area, a large seating area, and a view into the generously sized Florida Room with a beautifully landscaped yard. The kitchen is so functional with Corian countertops, a matching suite of appliances, 42-inch cabinets, and a delightful eating area with a closet pantry. Most of the floors in the home are easy-care ceramic tile or wood-look laminate for beauty and durability. Two bedrooms share a full bath on one side of the home, while the Primary bedroom (15 x 16) is located opposite and has soft beige carpeting, 2 walk-in closets, and a bay window facing the yard. The Primary bath has 2 sinks and counters, a large walk-in shower, tile floors, a comfortable garden tub, and a linen closet. Don’t forget the office with French doors and a window facing the front of the home. A 2-car garage provides space for everyone. The pergola covering the patio at the back of the house is sure to be one of your favorite features. For your piece of mine, the Roof was replaced in May 2024, and the HVAC was replaced in August 2025. Harbor Hills is an all-age, 24-hour guard-gated community situated on one of the highest elevations in Central Florida, and has a canal leading into Lake Griffin. It is close to shopping, hospitals, and entertainment. There is a Country Club, Golf, Tennis, Pool, Racquet Ball, Fitness Center, Boat Dock, Pickle Ball, and social clubs available for Club Members. Memberships are available separately. The Villages is approximately 8 minutes, Leesburg is 15 minutes, Ocala is 45 minutes, Disney World is 1 hour, and Tampa is 2 hours away from Harbor Hills. The home is in the state's center, giving easy access to both coasts. (drapes in the Great Room do not convey)

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Marge Hooper (407-622-2122)