Homes for Sale Near Leesburg High in Lady Lake - 105 homes

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: 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)

Remarks: Brand new, energy-efficient home available NOW! Configure the flex room in the front of the home to an at home office space or hobby space. Past the foyer, the open kitchen flows to the dining space, great room and outside patio. Private primary suite offers a spacious area to relax. 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 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: One or more photo(s) has been virtually staged. Under Construction. Sample Image This Key West Style Edison Plan is a roomy 2 Bedroom 2 Bath with a Flex room for a cozy Study or Office Space. Open Concept Kitchen/Living/Dining area with 5.25 inch baseboards, 8ft doors, upgraded plank wood look tile, and a beautiful 12' Slider leading to the Covered Lanai. Gourmet Kitchen with Stainless steel appliances and Enlarged Center Island with Quartz Counter Tops, Stained Quill Cabinets, 42" Linen Cabinets on the perimeter, and Butler Pantry. Master Suite complete with an oversized Walk-in Closet, Spa Package Shower with Bench Seat. 2-car garage, and a large Laundry Room. Pavers on the Drive and Walkway give it the special touch!

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

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

Remarks: Welcome to Harbor Hills – Luxury Golf Course Living at Its Finest Located in the prestigious, 24-hour gated community of Harbor Hills, this meticulously maintained 4-bedroom, 2.5-bath home offers refined living just minutes from shopping, dining, lake access, and more. Spanning 2,945 square feet, this beautifully designed residence sits along the 18th fairway and features a private pool with serene golf course views — a rare and highly desirable setting within the neighborhood. Pride of ownership shines throughout. Major updates include a brand-new roof (2025), new A/C, new water heater, new appliances, whole-home vacuum system, and water softener — providing peace of mind for years to come. Inside, you’ll be impressed by the open split floor plan, soaring ceilings, elegant molding, and a cozy gas-burning fireplace that anchors the main living space. The kitchen showcases stone countertops and a charming breakfast nook overlooking the pool area. A dedicated bonus office provides the perfect work-from-home space. The oversized primary suite is sure to impress, featuring expansive golf course and pool views, a spacious primary bath, and generous walk-in closets. On the opposite side of the home, two additional bedrooms share a convenient Jack-and-Jill bath. The fourth bedroom offers flexibility and could easily serve as a private study or home office. The expansive 3-car garage offers ample storage and is ideal for a golf cart to take full advantage of the community lifestyle. As a Harbor Hills resident, you’ll enjoy: 24-hour gated security. Championship golf course, Clubhouse and resort-style pool, Tennis, pickleball, and racquetball courts Fitness center and Private boat ramp with lake access - all with separate membership This home truly embodies the Florida lifestyle — luxury, comfort, and recreation all in one exceptional property. Fully furnished option available to make this incredible opportunity even more turnkey. This one is not to be missed.

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

Listing Agent: Harry Pool, Iii (203-912-5931)

Remarks: Pre-Construction. To be built. Welcome to the Harmony at The Reserve at Hammock Oaks, where modern living meets thoughtful design just 2 miles from The Villages. Situated on a stunning homesite, this one-story residence combines elegance and practicality, from the front covered porch to the screened-in rear lanai, perfect for year-round gatherings. Inside, the open-concept layout features a great room seamlessly connected to a versatile den with French doors, ideal for a home office, media retreat, or quiet escape. Ceramic plank tile floors extend through the main living spaces, while plush carpeting defines the bedrooms. The kitchen shines with granite countertops, abundant cabinetry, and easy access to the lanai for all-weather cookouts. The primary suite is a private sanctuary, complete with a tiled walk-in shower, dual vanities, and an oversized walk-in closet. A private ensuite guest room and two additional secondary bedrooms are strategically positioned to maximize privacy. The next-gen suite provides its own living room, bedroom, bathroom, and kitchenette, perfect for guests, extended family, or a personal retreat. A three-car garage accommodates vehicles, storage, and workshop projects, blending functionality with style. With resort-style community amenities, tree-lined streets, and thoughtful neighborhood planning, The Reserve at Hammock Oaks delivers a lifestyle of comfort, convenience, and charm. This home is designed for modern living in every detail—schedule your appointment today and step into your future.

Listing is courtesy of: NEW HOME STAR FLORIDA LLC (407-803-4083)

Listing Agent: Charles Pennant (407-305-4317)

Remarks: 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 into a bright, open layout with 10' ceilings and tile flooring throughout. The great room, dining room, kitchen, and primary bedroom all enjoy beautiful views and direct access to the screened lanai and private pool/spa, surrounded by lush trees and landscaping. The living room centers around a propane gas fireplace, perfect for cozy evenings. The spacious primary suite includes a walk-in closet with direct bath access and a generous ensuite. Secondary bedrooms are large with designer closet makeovers, and the baths are equally well-appointed. Topped with a brand new roof and offered with no bonds to pay, this home checks every box in one of Central Florida's most sought-after multi-generational communities.

Listing is courtesy of: AKIN REALTY COMPANY (352-804-2446)

Listing Agent: Fran Dann-Akin (352-266-7795)

Remarks: Fabulous 2 Bed/2 Bath home close to Spanish Springs Square, golfing, pools, pickleball, tennis, shopping, gas stations, restaraunts, hospitals, medical/dental care, Ace/Lowes/Home Depot and a few blocks from Chula Vist Rec Center. Large great room with lots of light. Owners suite has roll-in shower. New roof and water heater 12/24. Whole house has been re-pipped 11/24.New Lanai Cage 12/24. Stainless Steele Appliances and Granite Counter Tops! Come and see your new home today..

Listing is courtesy of: WATERFRONT REALTY GROUP INC (239-263-1000)

Listing Agent: Jason Gibson (610-906-7161)

Remarks: Built in 2024, this former model home is a beautifully appointed 3-bedroom, 2-bath residence located in the rapidly growing Hammock Oaks community in Lady Lake. Thoughtfully designed, the home showcases premium, top-of-the-line finishes throughout, delivering both style and functionality. The kitchen and bathrooms feature high-end cabinetry and quartz countertops, creating a clean, modern aesthetic with low-maintenance appeal. Upgraded flooring, stainless steel appliances, and designer touches elevate the overall living experience. Enjoy true turnkey living—this home is fully completed with upgrades already in place, eliminating the need for costly post-purchase improvements often required with new construction. Exterior maintenance is included, allowing for easy Florida living, while residents enjoy access to a community pool and cabana. Ideally located just 3 miles from Spanish Springs in The Villages, you’re minutes from shopping, dining, entertainment, and everyday conveniences. Why wait to build? This home is already completed, and move-in ready—offering the privacy, serenity, and quality of new construction in a thriving community, available now.

Listing is courtesy of: KELLER WILLIAMS CORNERSTONE RE (352-369-4044)

Listing Agent: Rafael Semidei (352-209-8452)

Remarks: Step into a home that blends thoughtful upgrades with everyday comfort in the charming Mi-Lu Estates community. This well-maintained property at 615 Third Ave welcomes you with a freshly painted exterior and interior, creating a clean, modern feel from the moment you arrive. Inside, you’ll find new quality-grade LVP flooring complemented by new baseboard trim, giving the home a fresh, cohesive look throughout. The kitchen has been tastefully updated with new countertops, an undermount stainless steel sink, and a full suite of new Whirlpool stainless-steel appliances, including a sleek slim-line over-the-range microwave, offering both style and functionality. Both bathrooms have been upgraded with new countertops and undermount stainless steel sinks, adding a modern touch and continuity in design. Additional improvements include a new front window that enhances natural light, durable copper piping, and key system updates such as an A/C installed in 2016 and a roof from 2009. The home also includes a new washer (2025), with dryer details undisclosed, making it truly move-in ready. Enjoy the added benefit of NO HOA, allowing flexibility without extra fees or restrictions. Conveniently located near shopping, dining, medical facilities, and major roadways, this home offers easy access to everything you need while still being tucked into a quiet, established neighborhood. With continued growth in the surrounding area, this location presents both immediate comfort and long-term value. Whether you're searching for a primary residence, seasonal getaway, or investment opportunity, this property delivers on all fronts.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Ernie Plaza, Sr (407-334-9959)

Remarks: One or more photo(s) has been virtually staged. Glenwood Model in Gated Green Key Village! This beautifully designed Glenwood plan by Dream Finders Homes offers 3 bedrooms, 3 full bathrooms, and 2,035 sq. ft. of well-planned living space. The open-concept layout includes a spacious kitchen, dining, and living area—ideal for both everyday living and entertaining. Each bedroom offers privacy, and the third full bath adds flexibility for guests or a multi-generational setup. The home also features a 2-car garage and sits within the energy-efficient, Key West-style Green Key Village community. Community Highlights: Gated entry, resort-style pool, tennis and pickleball courts, basketball court, dog park, firepit with seating, picnic areas, and a community garden. Enjoy comfort, style, and an unbeatable lifestyle in this unique and vibrant community.

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

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

Remarks: Opportunity knocking. Welcome to a home that offers space, flexibility, and rare opportunity. This well-maintained 3-bedroom, 2-bath block and stucco home with an extra lot, creating exceptional potential for expansion, investment, or added privacy. Whether you need room for a growing family, a home-based business, equipment and storage, or simply value of extra land, this property offers options that are increasingly hard to find. Inside, the home features luxury vinyl plank flooring, 5¼-inch base molding, high ceilings, six-panel doors, oak cabinetry, and charcoal stainless steel appliances. There is no popcorn ceiling, and the thoughtful updates continue with a new roof in February 2024, a water heater in 2024, and a new HVAC system in 2025, providing peace of mind for years to come. Situated on a corner lot, the property includes an additional fenced lot behind the home with garden space and existing poultry enclosures, ideal for those interested in homesteading or personal food production. There is an adjacent lot beside the home that is mostly cleared, offering space for recreation, storage, or the benefit of extra distance from neighboring homes. The additional lot is ready for future use, including the potential to build at an additional cost. The seller is relocating, creating a unique opportunity for the next owner. The location is convenient to shopping, grocery stores, schools, hospitals, and everyday necessities, while also being just minutes from everything The Villages provides, including nightly entertainment. The Harris Chain of Lakes is also nearby for boating, fishing, and outdoor recreation. Schedule your private showing today, or arrange a FaceTime tour if you are not local.

Listing is courtesy of: COLDWELL BANKER VANGUARD LIFESTYLE REALTY (352-648-0096)

Listing Agent: Patrick Shores (352-728-7425)