Leesburg Homes with 55+ Only

Leesburg Homes with 55+ Only

Welcome to Leesburg, a charming city nestled in Lake County, Florida. Known for its picturesque landscapes and vibrant community, Leesburg offers a wonderful blend of small-town charm and modern amenities.

For those looking to settle down in a welcoming 55+ community, Leesburg has a variety of homes that cater exclusively to this age group. These homes are designed to meet the unique needs and preferences of active adults, providing a peaceful and comfortable living environment.

With a range of housing options to choose from, including cozy cottages, spacious villas, and luxurious condos, 55+ residents can find the perfect home to suit their lifestyle. Many of these communities also offer a host of amenities such as swimming pools, fitness centers, and social clubs, ensuring that there is always something to do and new friends to meet.

In addition to its fantastic housing options, Leesburg boasts a vibrant downtown area with boutique shops, delicious restaurants, and cultural attractions. Outdoor enthusiasts will appreciate the city's numerous parks, lakes, and golf courses, providing plenty of opportunities for recreation and relaxation.

Whether you're looking to retire in style or simply enjoy the benefits of a 55+ community, Leesburg has something for everyone. Come and discover the beauty and warmth of this wonderful city in the heart of Florida's Lake County.

Newest Leesburg Homes with 55+ Only

no property photo
$240,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34748 Zip Code
Virtually Staged. Welcome to 26118 Newcombe Circle, located in Highland Lakes, a gated 55+ active-adult community in Leesburg. This single-story home offers 2 bedrooms, 2 full baths, 1,446 heated square feet, a 2-car garage, and a spacious 0.26-acre lot. Major improvements include a shingle roof replaced in 2020 and HVAC system replaced in 2015. Highland Lakes offers an extensive array of amenities including indoor and outdoor pools, clubhouse, fitness facilities, tennis and pickleball courts, shuffleboard, bocce, softball, walking and nature trails, fishing lakes, a driving range, and RV/boat storage. Conveniently located near shopping, dining, medical facilities, and major roadways. Schedule your private showing today. Some photos have been virtually staged.

26118 Newcombe Circle, Leesburg
28506 Helena Run Drive, Leesburg
$128,000
2 Beds ⋅ 2 Baths ⋅ Shenandoah Sub SubDv. ⋅ 34748 Zip Code
PHOTO SHOW AND OVERHEAD SHOTS COMING SOON ! FANTASTIC CORNER HOMESITE, LAND OWNERSHIP, LAKE ACCESS, COMMUNITY BOAT RAMP, & AN INCREDIBLE OPPORTUNITY IN LAKE HARRIS LANDING! Welcome to Lake Harris Landing, a wonderfully convenient and inviting community where Florida living is all about relaxation, recreation, and enjoying the great outdoors! This well-maintained DOUBLE-WIDE MANUFACTURED HOME is situated on a FANTASTIC CORNER HOMESITE, AND BEST OF ALL, THE LAND IS INCLUDED WITH THE PROPERTY! That's right, you own the land! Whether you're searching for a full-time Florida residence, a seasonal getaway, or an affordable opportunity to enjoy the Florida lifestyle, this home deserves your attention! Lovingly maintained and PRICED TO SELL, the home offers the opportunity to move right in and enjoy it as it is or add your own personal touches and updates over time. AS AN ADDED BONUS, AN OLDER ELECTRIC GOLF CART IS INCLUDED WITH THE SALE! Perfect for enjoying leisurely rides throughout the community and taking advantage of the golf cart trail leading toward beautiful Lake Harris! LOCATION, LOCATION, LOCATION! Lake Harris Landing offers an appealing combination of convenience and recreational amenities. Enjoy access to a community boat ramp, perfect for boating enthusiasts and those who love spending time on the water. Take a leisurely stroll or golf cart ride along the community trail leading to PICTURESQUE LAKE HARRIS, where beautiful scenery and the natural beauty of Central Florida await! The community also features a SWIMMING POOL, CLUBHOUSE, AND SOCIAL ACTIVITIES, providing wonderful opportunities to relax, meet neighbors, and enjoy an active Florida lifestyle. Add in the convenient location near everyday shopping, dining, and area attractions, and it's easy to see why Lake Harris Landing is such an appealing place to call home. A GREAT CORNER LOT, LAND OWNERSHIP, COMMUNITY AMENITIES, AN INCLUDED ELECTRIC GOLF CART, AND A WELL-KEPT HOME AT AN ATTRACTIVE PRICE! Opportunities like this are worth a closer look. Whether you choose to enjoy its existing charm or make it your own, the possibilities are yours to explore. DON'T MISS YOUR CHANCE TO ENJOY AFFORDABLE FLORIDA LIVING NEAR BEAUTIFUL LAKE HARRIS! SCHEDULE YOUR PRIVATE SHOWING TODAY!

28506 Helena Run Drive, Leesburg
5546 Rosewall, Leesburg
$229,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34748 Zip Code
*EASY LIFESTYLE*YARD MAINTENANCE INCLUDED*FURNISHED-MOVE RIGHT IN* This home is the lifestyle you need now for easy full-time living or for seasonal living. You can lock the door and walk away with no worries. Enter the cute little courtyard where you can sit out and visit with neighbors. Once inside, you'll find the kitchen on the left. There is a pantry, small eating area and plenty of good cabinet and counter top space. Large, modern rectangular stainless steel sink is wonderful. The living/ding room is a great size, with high ceilings, storage for dishes, tablecloths, games and a solar tube. This room continues to the Florida room. What at great place to relax, read a book and see pretty green space. This room contains a sleeper sofa. The split floor plan offers a large bedroom, a good-sized closet and bath at each end of the home. Primary bath features a vanity area, 2 separate sinks, step-in shower. 2nd bath has a tub/shower combo. What a great plan for guests! This home offers lots of good closet/storage space--look up in bedroom 2. There is an attached garage for your convenience. Roof was replaced in 2020. New water heater in 2024. Updated electric panel box. Your monthly fee includes lawn maintenance, water for irrigation, termite bond, exterior washing and escrow account for siding and roof replacement. Highland Lakes is a wonderful, friendly, active, 55+, gated community. This home is in near proximity to the clubhouse. The beautiful clubhouse contains a large arena with a walking track, indoor pickleball and tennis courts, stage for shows and concerts, room for dinners, bingo and more. Also in the clubhouse you'll find a fitness room, library, billiard room, craft room, rooms for card playing etc. You can stay active with indoor and outdoor swimming pools, bocce, shuffleboard, horseshoes, and softball. There's a wonderful craftsman shop and free boat and RV parking in the community. Location is convenient to shopping, restaurants, banks and major highways and attractions. Come and see this home today!!!

5546 Rosewall, Leesburg
5070 El Destino Drive, Leesburg
$225,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Casa Del Lago SubDv. ⋅ 34748 Zip Code
Enjoy Resort-Style Living in The Plantation at Leesburg! This charming 2 bed 2 bath home located in the highly desirable, Guard-gated 55+ community of The Planation at Leesburg. The kitchen features beautiful solid oak wood cabinetry and stone countertops, offering both style and functionality. Relax and unwind on the screened in back porch, the perfect spot to enjoy your morning coffee and Florida's beautiful weather. The Planation at Leesburg offers an incredible resort-style lifestyle with over 100 clubs and activities, a clubhouse, fitness center, three swimming pools, tennis and pickleball courts. three 9-hole golf courses, softball field, shuffleboard, bocce ball, archery, a wood working shop and scenic walking and biking trails. Whether you enjoy staying active, or exploring new hobbies, or simply relaxing, this vibrant community has it all.

5070 El Destino Drive, Leesburg
26233 Newcombe Circle, Leesburg
$243,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01b SubDv. ⋅ 34748 Zip Code
Partially RENOVATED 2-bedroom POOL home featuring 2 full baths in sought after GATED community of Highland Lakes. Ready for new owners and PRICED TO MOVE! GRANITE countertops | BRAND NEW Luxury Vinyl Plank flooring in living, dining, hallway and both bedrooms (Oct. 2026) | freshly painted ENTIRE INTERIOR (Oct. 2026) | Enclosed covered front entry | covered lanai off the pool deck | ROOF 2014 | HVAC 2026 | Water Heater newer, seller unsure of age | UPDATED electrical panels (Siemens). Highland Lakes is a gated 55+ community situated in Central Florida just south of Leesburg & offers residents the following amenities: Recreational Clubhouse with two swimming pools; indoor (heated) & outdoor, a softball field complete with concession stand, an indoor arena with a stage for comm. events, complete kitchen, billiard/ping pong rm., 4 tennis courts (2 courts are lighted), 1 indoor tennis court, 8 lighted shuffle board courts, bocce ball courts, 2 outdoor and 4 indoor pickleball courts, 7 horseshoe pits, covered picnic pavilion with picnic tables & grills to barbeque, library, meeting/card room, exercise room/fitness, craft room, golf driving range, RV/boat storage (included in HOA) & has 260 spaces on a secured lot (fenced & lockable), a Craftsmen building/woodworking shop (homeowners can join the club for only $12 annually and use any/all tools available), there's also a Nature Trail within the community & seven lakes scattered throughout Highland Lakes; 4 are used by residents for catch & release fishing! Don't wait............. call now to schedule your private tour!

26233 Newcombe Circle, Leesburg
4632 Nottoway Drive, Leesburg
$399,900
3 Beds ⋅ 3 Baths ⋅ Plantation At Leesburg Nottoway Village SubDv. ⋅ 34748 Zip Code
Welcome home to resort-style living in The Plantation at Leesburg, a premier 55+ golf course community offering an exceptional blend of comfort, space, and an active Florida lifestyle! Nestled on a generous .36-acre cul-de-sac lot, this impressive 3-bedroom, 2.5-bath home offers over 2,800 square feet of thoughtfully designed living space, complete with a rare dual-primary suite layout, ideal for multi-generational living, or accommodating guests by providing added privacy and flexibility. Step inside to discover high ceilings, an inviting split floor plan, and beautiful hard-surface flooring throughout — no carpet anywhere! Ceiling fans in every bedroom and living area enhance comfort, while newer interior and exterior paint give the home a fresh, welcoming feel. Both spacious primary suites feature private en-suite bathrooms with split vanities, dual sinks, and generous walk-in closets, while one offers a relaxing garden soaking tub for an added touch of luxury. One of the home's standout features is the oversized, fully enclosed and air-conditioned Florida Room, providing an incredible extension of the living space for enjoyment in every season. Whether entertaining friends, hosting family gatherings, or simply relaxing with a good book, this versatile space offers endless possibilities. An additional screened lanai provides the perfect setting to enjoy Florida's beautiful weather year-round with no rear neighbors. For those seeking ample parking and storage, this property truly delivers! The oversized 3-car garage includes dedicated golf cart parking, while the expansive driveway can accommodate up to six additional vehicles — a rare and valuable feature! Additional highlights include a roof and solar panels installed in 2020, offering modern improvements and potential energy savings. Beyond the home, discover everything that makes The Plantation at Leesburg such a desirable destination for active adult living. This 24/7 guard-gated golf course community offers an onsite restaurant and an impressive array of recreational opportunities, social activities, and resort-style amenities, all with a remarkably affordable monthly HOA fee. Whether you're enjoying a round of golf, connecting with neighbors on the courts or in activity halls, or taking advantage of any of the community's many offerings, there's something for everyone. With its spacious dual-primary design, expansive indoor and outdoor living areas, exceptional parking capacity, and desirable cul-de-sac setting, this home offers a unique opportunity to enjoy the very best of Florida's 55+ lifestyle. ***PRICED to SELL, DON'T MISS OUT ON THIS OPPORTUNITY! Schedule your private showing today and discover why so many love calling The Plantation at Leesburg home!***

4632 Nottoway Drive, Leesburg
124 Trailwood Drive, Leesburg
$249,500
3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 01h SubDv. ⋅ 34748 Zip Code
Located in a highly sought-after Gated community, with a wealth of amenities, including a golf course, vibrant community center, social activities, and on-site support services. Cable, Internet, lawn maintenance are included in the HOA fee. This home is a perfect opportunity for full-time or seasonal living, offering a new owner to bring their personal touch and make it their own. This home has 3 bedrooms or 2 bedrooms and a den depending on how you want to use the ample space. A large kitchen with eat in space, large breakfast bar and built in desk area. The primary bedroom has a very large walk in closet, large bathroom with dual sink vanities. Enjoy your private enclosed lanai as well as a screened in patio overlooking the peaceful pond. Close to shopping and entertainment your new home is ready for you to enjoy the Florida Lifestyle. (More Photos coming soon)

124 Trailwood Drive, Leesburg
4608 Nottoway Drive, Leesburg
$375,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Nottoway Village SubDv. ⋅ 34748 Zip Code
Welcome to resort-style living in this premier 55+ golf course community located at 4608 Nottoway Drive in Leesburg, offering immediate equity and peace of mind having already appraised for full list value! This impressive 3-bedroom, 2-bathroom home features fresh, new flooring updated throughout the entire interior, delivering a modern and seamless flow. The thoughtful floor plan includes a dedicated indoor laundry room complete with a built-in utility sink, as well as a spacious three-car garage with ample room for vehicles, a golf cart, and extra storage. Outdoor living shines with two distinct screened spaces—one fully enclosed with windows for comfortable, year-round fairway views, and a second traditional screened patio ideal for soaking in the Florida breeze. Positioned directly on the golf course and close to outstanding community amenities, this turn-key residence offers the ultimate blend of relaxation and active living—schedule your tour today!

4608 Nottoway Drive, Leesburg
3749 Arlington Ridge Boulevard, Leesburg
$469,900
3 Beds ⋅ 2 Baths ⋅ Arlington Rdg Ph 3a SubDv. ⋅ 34748 Zip Code
Golf Front Elegance & Unmatched Upgrades | Premium Calla II Model | Gated 55+ Resort Lifestyle Welcome home to 3749 Arlington Ridge Blvd, a pristine, original-owner, smoke-free residence positioned on a premium lot with NO REAR neighbors and exceptional GOLF COURSE VIEWS of the 13th green. Offering 3 bedrooms, 2 bathrooms, and 2,031 sq. ft. of refined living space, this expanded Calla II model has been thoughtfully upgraded from top to bottom with high-end finishes and major mechanical peace of mind. Major Upgrades & Mechanical Highlights: • Roof & Generator: NEW roof installed in Dec 2024 featuring a full-roof leak-prevention water membrane (10-yr transferable warranty thru Dec 2034) paired with a 24 kWh Generac whole-house generator (10-yr warranty through 2035). • HVAC & Efficiency: 16 SEER Carrier A/C system, R38 roof insulation with radiant barrier • Tankless Water Heater • Security & Peace of Mind: Hardwired 8-camera CCTV NVR security system and Eufy double-view doorbell. • Flooring & Trim: Wood-look porcelain tile with ultra-tight 1/8" grout lines throughout, 9' ceilings, 5 1/4" baseboards, 5 1/2" crown molding, and smooth glazed doors. • Chef's Kitchen & Dining: • Upgraded 42" wall cabinets with crown molding, 15" deep upper cabinets, soft-close doors, pull-out shelving, and built-in wall/microwave ovens with countertop smooth stove. • Quartz countertops with an extended island, stylish mosaic backsplash, kidney-shaped sink, tilt-out sponge trays, concealed dual trash cans, and a Samsung Bespoke stainless steel refrigerator. • Relocated extended pantry with added base and 15" wall cabinets in the dedicated laundry room. • Primary Retreat & Accommodations: • Stretched Primary Suite: Expanded layout featuring a bay window extension (+98 sq. ft. combined extra space), wall-mount TV setup, and custom Elfa designer closet system. • Spa-Inspired Bathrooms: Roman walk-in shower (no squeegeeing required!), floor-to-ceiling tile, grab bars, shower bench, multiple shower niches, medicine cabinets, and ADA toilets. • Dryer is plumbed for both gas and electric. Outdoo Living & Garage: • Lanai & BBQ Area: Smooth-gliding extra-large sliders lead to a private lanai with epoxy flooring, roll-down sun/bug screens, privacy wall, and a dedicated exterior BBQ pad with epoxy coating. • Front Entry: Screened front porch with tight bug mesh and out-swing wind mitigation entry door. • Garage & Storage: Epoxy-finished garage and front porch with a dedicated golf cart parking space, My-Q Wi-Fi door opener, utility sink, salt-free whole-house water filtration system, screened overhead garage door and a functional attic with fold-down stairs and extended floored storage. • WiFi controlled sprinkler system module. Located in the gated Arlington Ridge community featuring an 18-hole golf course, resort style pool, clubhouse, tennis/pickleball courts, movie theater, many daily activities/clubs, Restaurant and Pub! and on-site RV/boat parking lot. Minutes from the Florida Turnpike to Orlando, Ocala and Tampa! 50 Minutes to MCO Airport! Schedule your private showing today!

3749 Arlington Ridge Boulevard, Leesburg
1038 Scotch Pine Court, Leesburg
$187,900
2 Beds ⋅ 2 Baths ⋅ Scottish Highlands Condo Ph J SubDv. ⋅ 34788 Zip Code
Welcome to effortless Florida living at 1038 Scotch Pine Court! Nestled in the highly desirable Scottish Highlands 55+ community, this charming home offers the perfect blend of modern updates and relaxed resort-style living. Step inside and immediately feel the difference—this move-in-ready residence has been thoughtfully refreshed so you can unpack and start enjoying the lifestyle you deserve. Enjoy peace of mind and comfort with a brand-new A/C system installed in 2023. Beautiful new LVP flooring flows throughout the main living areas, while soft Berber carpet creates a cozy retreat in the bedrooms. The second bathroom features a stylish new vanity, and the kitchen is ready for everyday meals or entertaining with a brand-new refrigerator and dishwasher (2025). Located on a quiet street in one of Leesburg’s most popular active-adult communities, you’ll love the low-maintenance lifestyle and outstanding amenities: heated indoor Olympic-sized pool and spa, outdoor pool, fitness center, tennis and pickleball courts, clubhouse activities, and more. Monthly HOA fees conveniently cover amenities, basic cable, internet, and sewer—leaving you free to focus on fun. Conveniently close to shopping, dining, medical facilities, and just a short drive to The Villages, Mount Dora, and Orlando attractions, this home delivers the Florida lifestyle you’ve been dreaming about. Don’t miss this opportunity to own a freshly updated home in a premier 55+ community. Schedule your private showing today and fall in love with your next chapter at 1038 Scotch Pine Court!

1038 Scotch Pine Court, Leesburg
933 Eagles Landing, Leesburg
$234,900
2 Beds ⋅ 2 Baths ⋅ Pennbrooke Fairways SubDv. ⋅ 34748 Zip Code
This Move In Ready and Partially furnished 2-bedroom, 2-bathroom residence with NO POPCORN ceilings is located in the desirable 55+ gated golf community of Pennbrooke Fairways. Step inside this OPEN Floorplan to soaring vaulted ceilings, neutral colors and NO CARPET! The eat-in kitchen features tile flooring, a closet pantry, and a large pass-through opening to the living room, making it easy to stay connected with family and friends. The spacious primary suite offers a large walk-in closet and an updated ensuite bathroom complete with a dual-sink vanity and a walk-in shower with built-in seats. The second bedroom is also large in size and easily accommodates a queen bedroom set. The living room can easily accommodate many guests and it has sliding doors that open to a spacious tiled lanai and 14 x 6 concrete patio (perfect for grilling) creating the perfect space to relax or entertain! Major updates include a 2019 roof and a 2018 HVAC, TANKLESS Water Heater, Solar Tubes, All WINDOWS REPLACED in 2020, Vapor Barrier in attic, PLUS a Generac 13 KW WHOLE House generator providing added peace of mind. Enjoy maintenance-free living with a low monthly HOA fee of just $265, which includes lawn care, high-speed internet, cable, and access to an outstanding selection of community amenities. Pennbrooke Fairways features 27 holes of golf, a pro shop, an on-site restaurant, two recreation centers, swimming pools, a fitness center, and countless activities including pickleball, tennis, shuffleboard, softball, horseshoes, water volleyball, and cornhole. Conveniently located near shopping and dining and just minutes from The Villages' Brownwood Paddock Square, this home offers the perfect combination of comfort, convenience, and an active Florida lifestyle.

933 Eagles Landing, Leesburg
4631 Glen Coe Street, Leesburg
$314,900
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 02-A Lt 1173 Orb 2040 SubDv. ⋅ 34748 Zip Code
Welcome to this Windsor model in the highly desirable 55+ gated community of Royal Highlands! Featuring several significant updates, this home offers comfort, convenience, and peace of mind for its next owner. Major improvements include a NEW ROOF (2023), HVAC SYSTEM (2024), and GENERATOR (2024), along with three replacement windows in 2023 and six additional replacement windows in 2010. Inside, you'll appreciate the attractive solid surface flooring throughout the main living areas, providing a clean, cohesive look and easy maintenance. The kitchen features beautiful stone countertops, while both bathrooms have also been enhanced with stone countertops, adding a touch of elegance throughout the home. One of the home's inviting features is the LARGE ENCLOSED LANAI, offering additional space to relax, entertain guests, or simply enjoy Florida living throughout the year. These desirable features, combined with the major mechanical updates, make this Windsor an appealing choice for buyers looking to enjoy their next chapter without the worry of several big-ticket improvements. Royal Highlands is a resident-owned, gated golf community offering an exceptional variety of amenities and activities. Residents enjoy two swimming pools, one indoor and one outdoor, an 18-hole golf course, restaurant and pro shop, lighted tennis courts, pickleball, bocce ball, shuffleboard, softball, and a driving range with putting practice facilities. The recreation center features a fitness center, billiards, library, activity rooms, and a grand hall hosting social gatherings, entertainment, concerts, and community events. The HOA fee includes Xfinity cable and high-speed internet, along with access to secure RV and boat storage. Conveniently located near the Florida Turnpike, shopping, dining, medical facilities, and Orlando attractions, Royal Highlands offers the perfect combination of an active lifestyle and everyday convenience. Discover the possibilities of this well-appointed Windsor model and start enjoying everything this wonderful community has to offer!

4631 Glen Coe Street, Leesburg
Start Your Search

How much is your home worth?

Get instant property value now!