Homes for Sale Near Leesburg High in Lady Lake - 98 homes

Remarks: Pre-Construction. To be built. Welcome to Hammock Oaks in Lady Lake, Florida! Featuring a collection of single-family homes located directly east of The Villages. Only 2 miles from everything Lake Sumter Landings has to offer. Catch a movie at the Old Mill Playhouse, grab a bite to eat at The Flying Biscuit Café, or do a little shopping at the local stores. 15 minutes away is Lake Griffin State Park, which you can explore on the multiple hiking trails, with a paddleboard, or on a guided pontoon boat tour. Choose from some of our most popular one and two-story homes, with natural gas and included lawn maintenance. We offer personalized design options with our coordinated designer finishes. The Lynn Haven single-family home lives up to expectations. Relax on the long front porch. Inside, flex space makes an ideal den, or add doors for a quiet study. The foyer leads to the open family room and gourmet kitchen with island, where favorite meals and memories will be made. Enjoy outdoor living on the extended lanai. There’s even more to love upstairs with a loft, 3 bedrooms and a full bath. In your deluxe owner’s suite, enjoy beautiful tray ceilings, double vanities and a walk-in closet. You can have it all in The Lynn Haven. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

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

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

Remarks: Pre-Construction. To be built. Welcome to Hammock Oaks in Lady Lake, Florida! Featuring a collection of single-family homes located directly east of The Villages. Only 2 miles from everything Lake Sumter Landings has to offer. Catch a movie at the Old Mill Playhouse, grab a bite to eat at The Flying Biscuit Café, or do a little shopping at the local stores. 15 minutes away is Lake Griffin State Park, which you can explore on the multiple hiking trails, with a paddleboard, or on a guided pontoon boat tour. Choose from some of our most popular one and two-story homes, with natural gas and included lawn maintenance. We offer personalized design options with our coordinated designer finishes. The Adeline single-family home is the next level of great living. Enter through your inviting front porch or two-car garage into your large foyer. Inside, laughter comes from your spacious great room, the heart of your home. Your adjoining gourmet kitchen, with large center island and connected dining space can flow seamlessly outside to your optional lanai. After you’ve relaxed with loved ones, let them retreat to either of two bedrooms while you recharge in your main-level owner’s suite with its dual vanity bath and expansive walk-in closet. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

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

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

Remarks: Pre-Construction. To be built. Welcome to Hammock Oaks in Lady Lake, Florida! Featuring a collection of single-family homes located directly east of The Villages. Only 2 miles from everything Lake Sumter Landings has to offer. Catch a movie at the Old Mill Playhouse, grab a bite to eat at The Flying Biscuit Café, or do a little shopping at the local stores. 15 minutes away is Lake Griffin State Park, which you can explore on the multiple hiking trails, with a paddleboard, or on a guided pontoon boat tour. Choose from some of our most popular one and two-story homes, with natural gas and included lawn maintenance. We offer personalized design options with our coordinated designer finishes. The Hadley Bay single-family home has it all. Use versatile flex space as an office or library. The great room looks onto the dining area and scenic lanai, perfect for relaxing while delicious meals cook in the gourmet kitchen with island. Behind the 2-car garage, a quiet study can be converted into an extra bedroom with full bath to make a main-level guest suite. Upstairs, 2 bedrooms and a full bath provide comfort after all the fun that’ll be had in the loft. Your luxurious owner’s suite will wow with dual walk-in closets, double vanities and a seated shower. Come home to The Hadley Bay. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

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

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

Remarks: Pre-Construction. To be built. Welcome to Hammock Oaks in Lady Lake, Florida! Featuring a collection of single-family homes located directly east of The Villages. Only 2 miles from everything Lake Sumter Landings has to offer. Catch a movie at the Old Mill Playhouse, grab a bite to eat at The Flying Biscuit Café, or do a little shopping at the local stores. 15 minutes away is Lake Griffin State Park, which you can explore on the multiple hiking trails, with a paddleboard, or on a guided pontoon boat tour. Choose from some of our most popular one and two-story homes, with natural gas and included lawn maintenance. We offer personalized design options with our coordinated designer finishes. The Adeline single-family home is the next level of great living. Enter through your inviting front porch or two-car garage into your large foyer. Inside, laughter comes from your spacious great room, the heart of your home. Your adjoining gourmet kitchen, with large center island and connected dining space can flow seamlessly outside to your optional lanai. After you’ve relaxed with loved ones, let them retreat to either of two bedrooms while you recharge in your main-level owner’s suite with its dual vanity bath and expansive walk-in closet. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

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

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

Remarks: Under Construction. 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: DREAM HOME ALERT located in an all age, 24/7 Guard-Gated Golf Community! Tucked away on a quiet cul-de-sac, this half-acre is situated on GOLF FRONTAGE (15th Green). This beautifully designed home offers the perfect blend of comfort, elegance, and unforgettable entertaining. The open-concept floor plan features a chef-inspired kitchen with granite countertops, a huge island with wine refrigerator, gas cooktop, double convection ovens, walk-in pantry, and snack bar seating for up to nine guests! The spacious dinette area could also serve as a combo family room features a built-in desk or Bar area. The luxurious primary suite with a decorative electric wall fireplace, is a private retreat with French doors to the pool, spa-like bath, and dual custom walk-in closets. Oversized bedrooms 2 & 3 share a remodeled bath with a jetted tub. Working from home is a delight in your own private Den/Office! Step outside and fall in love with your own backyard paradise! Enjoy the sparkling pool and an incredible CUSTOM SUMMER KITCHEN complete with a built-in grill, smooth cooktop, dishwasher, sink, and granite countertops—perfect for hosting family and friends year-round. Patio furniture and gas firepit convey!! Surrounded by majestic oak trees with no rear neighbors, you'll enjoy the privacy and tranquility you've been searching for. Homes like this rarely become available. Don't wait—schedule your private showing today before someone else is living your dream!

Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)

Listing Agent: Theresa Morris (352-360-3736)

Remarks: Welcome to this wonderfully maintained home located in the heart of Lady Lake. 242 Skyline Dr offers a functional layout with beautiful vinyl floors throughout and an elevated kitchen look all in excellent condition. A spacious master bedroom with an ensuite and walk in closet, along with two guest bedrooms with walk-in closets for optimal storage and living space. Step just outside the back door to a nicely finished back deck and an above ground pool for cooling off on these Florida hot summer nights, all enclosed with beautiful privacy fencing. This homes prime location is just minutes to all the amenities available through the 27/441 corridor. The Leesburg, Fruitland Park, Lady Lake and The Villages restaurants, shopping, cafes, medical services, professional services are all at your fingertips. You can conveniently access town via cycling, walking or public transportation. Everything this home offers is in great working order and ready for its next owner. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this charming home offers comfort, convenience and value in an unbeatable location. Make an appointment today.

Listing is courtesy of: TRANSITIONS REAL ESTATE OF FLORIDA (352-267-5255)

Listing Agent: Gregory Laufersky (352-267-5255)

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: Under contract-accepting backup offers. 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: Brand new, energy-efficient home available by Dec 2025! 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 by Jan 2026! 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: Under contract-accepting backup offers. 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 soaring ceilings throughout. Besides the guest suite area and a dedicated office with 3rd bathroom adjacent to laundry and garage entrance, is the spacious great room showcases a stunning floor-to-ceiling stacked stone gas fireplace and expansive tinted sliding glass doors with transom windows, filling the home with natural light and seamlessly connecting indoor and outdoor living. The gourmet kitchen is a chef’s dream, featuring, Granite countertops and full backsplash, Large snack bar for additional seating, Premium stainless-steel appliances, Bosch induction cooktop, Built-in oven & microwave, LG dishwasher, Double-door refrigerator with craft ice maker, Generous walk-in pantry. Step outside thru the expansive sliding doors to your private saltwater pool oasis, perfect for entertaining or relaxing in true Florida style. Complimented by a Private back yard and oversized 2-car garage PLUS golf cart garage—ideal for enjoying the community and nearby amenities.

Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)

Listing Agent: Theresa Morris (352-360-3736)

Remarks: Short Sale. STUNNING, MOVE-IN-READY POOL HOME WITH MULTIPLE ENSUITES! Don’t miss this exceptional opportunity to own a beautifully upgraded four-bedroom, three-bath residence featuring three ensuite bedrooms, located within a 24/7 guard-gated golf community offering authentic resort-style living. From the moment you arrive, the extra-wide brick paver driveway, refreshed landscaping, and stone accents create striking curb appeal. Inside, an open, three-way split floor plan is enhanced by soaring ceilings, plantation shutters, and wall-to-wall sliding glass doors that bathe the home in natural light while showcasing serene pool views. The oversized foyer welcomes guests into the expansive great room, highlighted by an electric fireplace with a dramatic stone surround. The gourmet kitchen is both functional and elegant, featuring quartz countertops, a large butcher-block island, gas range, built-in oven, stainless steel appliances, a spacious walk-in pantry, abundant cabinetry with pull-out drawers, and a convenient built-in butler’s desk. The dining area sparkles beneath a crystal chandelier and opens directly to the lanai, ideal for seamless indoor-outdoor entertaining. The luxurious primary suite is a true retreat with dual raised vanities, an oversized soaking tub, a walk-in shower, a private water closet, two generous walk-in closets, and tranquil pool views. Additional bedrooms offer exceptional flexibility: one ideal for an office or den; another with an ensuite bath and pocket door to the hall; a third guest bedroom with a walk-in closet; and a fourth guest suite near the kitchen, complete with its own walk-in shower. Step outside to the oversized screened lanai, equipped with dual automatic screens, overlooking a sparkling solar-heated pool and surrounded by thoughtfully placed landscaping for privacy. This outdoor sanctuary also includes a summer kitchen with grill, perfect for entertaining and relaxed Florida living. Additional highlights include an inside laundry room with extensive cabinetry and utility sink, an oversized garage with room for two cars and a golf cart, plus added overhead storage. Recent upgrades include interior repainting, new whole-home generator, new light fixtures and fans, new quartz countertops, new butcher-block island, widened driveway, new birdcage with expanded decking (2024), and new HVAC (2025). Residents enjoy a peaceful setting just minutes from The Villages, with a required $180 monthly social membership providing access to luxury amenities, including a clubhouse, fitness center, Olympic-size pool, tennis, pickleball, racquet sports, and boating and fishing on the Harris Chain of Lakes. Golf memberships and RV/boat storage are available at an additional fee. This exceptional home blends luxury, comfort, and resort-style amenities. Seller will entertain a lease option or a lease purchase agreement.

Listing is courtesy of: SALLY LOVE REAL ESTATE (352-399-2010)

Listing Agent: Julie Nay Gordon (407-969-9590)

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: Calling ALL BOATERS and FISHERMEN to this private island where airboats and all water sports are welcomed! Whether you love boating, birdwatching, fishing, biking, hiking, or paddle boarding, this location offers it all. With the nearby conservation areas and unrestricted access to the Harris Chain of Lakes, there’s endless outdoor adventure awaiting. FULLY REMODELED 3/2 on Big Pine Island, a small community of single family homes surrounded by the Ocklawaha River which is the principal tributary of the St Johns River and part of the Harris Chain of Lakes. Community boat ramp less than 50 yards from your circular crushed rock driveway makes it easy to launch your airboat, fishing boat or kayaks anytime. From the moment you enter this home, you will love the bright open floor plan with brand new luxury vinyl floors, new lighting fixtures, new leaded glass front door, ring doorbell, new paint, new bathrooms and a five star kitchen with SS Appliances, wood cabinetry, gas range and stylish granite countertops. Next to the kitchen is a custom designed floor to ceiling pantry that mimics the kitchen and offers a wine cooler refrigerator and tons of storage for just about anything!! Both bathrooms have brand new vanities, lighting and new tile work that is top notch. This island beauty sits on just under an acre of land and is surrounded by natural landscapes and Florida wildlife. Plenty of room for toys, boats, camper, tractor etc. and parking up to eight vehicles with a 22' x 22' TWO CAR ATTACHED GARAGE AND A FOUR BAY DETACHED METAL 26' x 48' WORKSHOP/GARAGE with 110 & 220 power. Three roll up doors measuring 8' wide x 12' high and one 6' x 9' door along with a side entry door make this the perfect spot for all your cars, boats, motorcycles and other toys. Enjoy the 12' x 24' covered screened lanai off back of home overlooking the detached garage. Other updates include new roof in 2020, newer windows and sliders. Short drive to hospitals, golfing, shopping & restaurants of all kinds in The Villages which is only a few miles away. If you're tired of the hustle and bustle then escape the city and make this special place your private oasis! Low HOA and covers road maintenance on island. Call today for your private showing.

Listing is courtesy of: WATSON REALTY CORP (352-536-6530)

Listing Agent: Lisa West (352-267-9912)

Remarks: Beautiful 3 bedroom, 3.5 bath golf front home located in Lakes of Lady Lake, just minutes from The Villages. Situated on a .36 acre lot, this home offers an open design with 10 foot and 12 foot ceilings throughout. Plantation shutters, crown molding, custom casings, and architectural columns add timeless elegance and architectural detail. Each bedroom features its own en-suite bath, providing privacy and convenience. The spacious primary suite includes a low maintenance onyx shower installed in 2020. Recent updates include a new HVAC system and fresh interior and exterior paint in 2020. The water heater was replaced in 2025. There is also a whole home water filtration system. Enjoy outdoor living and year around relaxation in the Hot Springs saltwater spa. Generous living spaces, abundant natural light, and a functional layout make this home ideal for everyday living and entertaining. Well maintained, thoughtfully updated, and move-in ready-schedule your showing today.

Listing is courtesy of: FLATFEE.COM (954-965-3990)

Listing Agent: Cliff Glansen

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! 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, 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! 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! First-floor primary suite ensures everyone has their own private space. Second floor features a spacious loft that can be used to best fit your family's needs. Enjoy preparing meals in the open kitchen with spacious work island. Now selling from the high $200s, The Reserve at Hammock Oaks Classic Series features 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)