Leesburg Homes with Deed Restrictions Community Features

Leesburg Homes with Deed Restrictions Community Features

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County, where Southern hospitality meets modern convenience. Known for its picturesque landscapes and vibrant community spirit, Leesburg offers a unique blend of small-town charm and urban amenities. With its serene lakes, lush parks, and a rich history, this region is perfect for those seeking a peaceful yet engaging lifestyle.

When it comes to housing, Leesburg boasts a variety of neighborhoods, including those with deed restrictions that ensure the preservation of community aesthetics and property values. These deed-restricted communities are designed to foster a cohesive environment, where homeowners can enjoy beautifully maintained surroundings and a sense of pride in their neighborhood. Residents benefit from well-planned amenities such as clubhouses, pools, walking trails, and recreational facilities, creating an inviting atmosphere for families and retirees alike.

Living in Leesburg means embracing a lifestyle filled with outdoor adventures, cultural events, and a strong sense of community. The city's historic downtown area is brimming with charming shops, delightful eateries, and vibrant local markets, perfect for leisurely strolls and weekend outings. Additionally, Leesburg's convenient location offers easy access to the stunning lakes of the Harris Chain, providing endless opportunities for boating, fishing, and water sports.

Whether you're looking to settle down in a family-friendly neighborhood or seeking a serene retirement haven, Leesburg's deed-restricted communities offer the perfect blend of comfort, security, and beauty. Explore the possibilities and discover your dream home in this enchanting Florida city!

Newest Leesburg Homes with Deed Restrictions Community Features

$345,000
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 02-B Lt 1317 Pb 50 Pg SubDv. ⋅ 34748 Zip Code
Beautifully updated Edinburgh model in the sought-after 55+ community of Royal Highlands, offering 3 bedrooms, 2 baths, an oversized 2-car plus golf cart garage, and a spacious screened lanai for enjoying the Florida lifestyle. Thoughtfully maintained and improved, this home features a NEW ROOF AND GUTTERS IN 2025, along with a 2026 HVAC inspection and NEW CONDENSER, providing valuable updates where they matter most. A covered and screened front entry welcomes you into a bright, comfortable floor plan with ceramic tile throughout the main living areas, new bedroom flooring, updated ceiling fans, and new LED lighting. The spacious great room features a cathedral ceiling and large picture window, while the formal dining area provides plenty of room for entertaining. The kitchen offers granite countertops, abundant cabinetry with convenient pull-outs, a breakfast nook, and newer appliances including oven, dishwasher, microwave, and exhaust fan. The generous primary suite includes an additional sitting area and a beautifully designed custom closet. The primary bath features a double-sink vanity and walk-in shower. Two additional bedrooms provide flexibility for guests, a home office, hobby room, or den. Other improvements include a NEW WATER HEATER WITH RECIRCULATOR, refreshed garage floor, and new screens on the large lanai. An additional patio extends the outdoor living space even further. The exterior has also received thoughtful attention with the front and side yards resodded and attractive stone landscaping added along the front yard wall, creating welcoming curb appeal. Royal Highlands is a resident-owned 55+ community offering an impressive array of amenities, including a professionally staffed gated entrance, indoor and outdoor pools, tennis and pickleball, fitness center, recreation facilities, softball, billiards, library, clubs and activities, and a grand hall for community events and entertainment. The community is also home to an 18-hole golf course, restaurant and pro shop, with golf available separately. HOA services include cable and high-speed internet along with secure RV and boat storage. Conveniently located near shopping, dining, medical facilities, and all that Central Florida has to offer, this move-in-ready Edinburgh is ready for its next chapter.

20512 Queen Alexandra Drive, Leesburg
$325,000
3 Beds ⋅ 3 Baths ⋅ Royal Highlands Ph 01b SubDv. ⋅ 34748 Zip Code
Virtually Staged. Desired Duke Model with 3 bedrooms, 3 baths, 2,369 sq. ft. under air, and an enclosed rear lanai overlooking peaceful pond views. This sought-after floor plan is known for its large private courtyard and separate casita ensuite—ideal for guests, multigenerational living, or anyone who appreciates a private retreat. The casita features a Murphy bed that conveys with the sale, a three-piece bath, walk-in closet, and its own temperature control. Situated on an oversized lot, this home offers a 2026 roof, irrigation, a whole-house generator, and an oversized 22 x 27 garage. Inside, the kitchen features granite counters, wood cabinetry, stainless steel appliances, and a dinette with charming courtyard views and lush garden scenery. Additional features include abundant closet space, solar skylights, sliders, engineered wood floors, high ceilings, and generous room sizes throughout. The primary suite offers a jetted tub and step-in shower, while the flexible bonus space is perfect for an office, music room, or reading retreat. Designed for entertaining, the Duke delivers spacious living areas, privacy, and spectacular pond views from nearly every room. Priced to find its buyer quickly—do not delay! Come tour this special home in Royal Highlands, a 55+ active, gated golf community offering two pools, a fitness center, Great Hall with entertainment stage and dance floor, courts, clubs, and more. Conveniently located near Florida’s Turnpike, MCO, attractions, historic districts, shopping, restaurants, medical facilities, and The Village Squares.

21815 Tartan Street, Leesburg
$395,000
4 Beds ⋅ 2 Baths ⋅ Ashton Woods SubDv. ⋅ 34748 Zip Code
Spacious, stylish and filled with beautiful architectural details! This spacious 4-bedroom, 2-bath home offers approximately 2,420 square feet of living space and is situated on a desirable corner lot with a wonderfully private backyard. Step inside to an impressive open and inviting floor plan featuring beautiful wood flooring, high ceilings, crown molding, architectural details, tray and coffered ceilings, and abundant natural light. The home offers flexible living spaces perfect for entertaining, working from home, or simply spreading out and enjoying everyday living. The kitchen opens to the main living areas and features granite countertops, rich wood cabinetry, stainless steel appliances, a breakfast bar, and adjoining dining space. The spacious primary suite offers an impressive tray ceiling and plenty of room to create your own private retreat. One of the home's standout features is the large screened-in rear porch, perfect for relaxing, entertaining, enjoying morning coffee, or unwinding at the end of the day while overlooking the very private backyard. Additional highlights include a 2-car garage, inside laundry, attractive landscaping, brick-paver accents, and a spacious .27-acre lot. Location is another wonderful advantage! Enjoy convenient access to Downtown Leesburg, Tavares and charming Downtown Mount Dora, with their restaurants, shopping, waterfront activities, festivals and year-round events. The home is also within easy reach of The Villages and major Central Florida roadways including US-441, US-27 and SR-44, providing convenient connections toward Florida's Turnpike and the greater Orlando area. Spacious, distinctive, private and centrally located—this beautiful home is ready for its next owner!

301 Ashton Woods Lane, Leesburg
$525,000
2 Beds ⋅ 3 Baths ⋅ Arlington Ridge SubDv. ⋅ 34748 Zip Code
THIS is what Florida retirement should look like! Welcome to 4419 Bent Creek Lane, a custom-built 2019 home offering over 2,300 SQFT on a premium cul-de-sac lot within the guard-gated, 55+ golf community of Arlington Ridge. Thoughtfully designed with ADA accessibility at the forefront, this home combines comfort, functionality, and modern Florida living. The open, split-bedroom floor plan features TWO PRIVATE PRIMARY-style suites with en suite baths, plus a spacious 15' x 14' den/office that can easily serve as a THIRD BEDROOM. Accessibility features are incorporated throughout the home, complemented by ADA compliant handrails, curbless walk-in showers, and heated bathroom floors in the main primary suite for an added touch of everyday luxury. This home also features solar tubes for additional natural lighting, a full-home smart system, granite countertops throughout, soft-close cabinetry, pull-out kitchen shelving, and a generously sized laundry room with additional cabinetry and utility sink. Out back, your private screened retreat is ready for year-round enjoyment with a heated saltwater lap pool featuring an ADA-certified pool lift, PLUS an 8-person Jacuzzi that conveys with the home. Additional upgrades include a Generac whole-home generator, two auxiliary generators, whole-house water treatment, Bluetooth water-leak detection, and a pavered driveway and entry. Beyond the home, Arlington Ridge delivers the resort lifestyle with a Gary Koch-designed golf course, community pools, pickleball, tennis and bocce courts, fitness center, sauna, movie theater, recreation facilities, and an on-site café, restaurant and pub. The community is golf cart friendly, and the HOA includes lawn mowing, cable TV, and internet. Comfort. Accessibility. Amenities. Florida living. 4419 Bent Creek Lane brings them all together in one incredibly unique home. Schedule your private showing today!

4419 Bent Creek Lane, Leesburg
$169,900
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg SubDv. ⋅ 34748 Zip Code
*MOVE-IN READY**UPDATED KITCHEN**2 CAR GARAGE* You must see this cute home with pretty landscaping. You''ll enter the front door into a large, light-filled living room with tall ceilings. Off of the living room, there is a pretty sunroom that can serve as an office, hobby room, or extra sleeping space for company. Sunroom not listed in the square footage. The dining room is outfitted with a built-in buffet for serving and good storage. Newly updated kitchen has butcher block counters and farmhouse sink. Down the hall you'll find the second bedroom with a good-sized closet and bath directly across the hall. This bath features a tub/shower combo and tall commode. At the end of the hall is the large primary bedroom with walk-in closet and ensuite bath. This bath has a step-in shower and tall commode. An attached 2 car garage is a real bonus and has shelving that stays with the home. Roof was replaced in 2020. Home is truly move-in ready! Buy now so you'll be all set to enjoy Florida living in this wonderful home and community. Plantation is a 55+, gated community with golf courses, pools, tennis and pickleball courts, beautiful clubhouse, restaurant and lots of amenities and activities for everyone. There is also boat and RV storage available. Come and see this home today!!!

25201 Clifford, Leesburg
$79,900
Majestic Oaks Shores SubDv. ⋅ 34748 Zip Code
Don’t miss this opportunity to build your Florida dream home in this gated, waterfront community complete with access to Lake Griffin and the Harris Chain of Lakes! This quarter acre lot has been completely cleared and fortified with fill-dirt making it the perfect canvas for your new home. Majestic Oaks Shores offers sizeable, utility-ready lots just minutes from the heart of Leesburg. Lake County is known for it’s numerous lakes, clear natural springs, and rolling hills – a rarity in Florida. Bring your boat, paddleboard and fishing gear. You can do it all here! This lovely rural setting will provide the backdrop to the Florida lifestyle you’ve been dreaming of. Explore the possibilities!

817 Oaks Shores Road, Leesburg
$119,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Virtually Staged. FURNISHED 2-BEDROOM HOME IN HAWTHORNE AT LEESBURG! Looking for a spacious Florida home in an active, award-winning 55+ community? This 1,350 sq. ft., 2-bedroom, 2-bath manufactured home in Hawthorne at Leesburg is being sold furnished and has several important improvements already completed! HOME FEATURES & UPDATES New windows, roof-over, and new exterior vinyl siding in 2011. New water heater in 2024. Newer sprinkler system. Shrubs were removed, and landscape rock was installed for easier maintenance. Laminate flooring in the kitchen, living room, and dining room. Carpet in bedrooms, vinyl flooring in the bathroom. Being offered furnished, the owner will provide an inventory list. This home offers plenty of space for comfortable year-round or seasonal Florida living. With many of the exterior improvements already completed and furnishings included, you can move in and start making it your own. Hawthorne at Leesburg is a private, gated 55+ community offering an exceptional variety of amenities, activities, and services in a relaxed setting. Whether you prefer an active social calendar, recreation with friends, or a quiet afternoon by the pool, Hawthorne offers something for everyone. Community amenities include: Outdoor geothermal-heated swimming pool and two enclosed therapeutic pools Fitness room, saunas, library, clubhouse with Wi-Fi, card rooms, and billiard room Tennis, pickleball, bocce, croquet, and 24 lighted tournament-class shuffleboard courts Softball field, putting area, and 18-hole pitch & putt course Two dragon boats for recreational and competitive use Garden plots and RV, boat, and trailer storage Courtesy bus service with door-to-door transportation for scheduled shopping and errands Annual concert series and a wide variety of clubs, games, and social activities Hawthorne also offers additional amenities for a separate fee, including a 120+ slip marina with an on-site boat launch, a fully equipped 1,500+ sq. ft. woodcrafters’ shop, and an on-site laundromat. Contact the HOA for current availability and fees. A standout feature of Hawthorne is its private, community-dedicated emergency response services. State-certified firefighter/EMTs are on duty 24/7, with emergency response vehicles located within the community. Homes are equipped with emergency alarm buttons, and remote necklace alarms are available for an additional fee. The community also features a staffed gatehouse, controlled-access entrances, and routine community patrols. Hawthorne at Leesburg combines recreation, convenience, security, and an active lifestyle, all within one established 55+ community.

104 Caladium Street, Leesburg
$179,900
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg SubDv. ⋅ 34748 Zip Code
* MUST SEE**MANY UPDATES**CONVENIENT TO CLUBHOUSE* You must come and see this nice big home. When you walk in the front door, you'll be wowed by the large, light-filled family room with beautiful windows. Then you'll step into the good-sized living and dining rooms with nice tall ceilings. A built-in buffet in the dining room is great for serving and storage. Entering the kitchen you'll find updated cabinets, granite counter tops, stainless appliances, pantry and eating area. The inside laundry room is just off of the kitchen and leads out to the lanai. One bedroom is a good size with a walk-in closet and updated bath just across the hall. The large primary bedroom features a walk-in closet and updated ensuite bath. All flooring is laminate for easy care. On the outside of the home you'll find covered parking, a large lanai and a separate storage area, with storage closets that remain with the home. This home has a newer roof, newer windows, sinks, lights, appliances etc. all done in 2020. It is truly move-in ready! Buy now so you'll be all set for resort-style living in this wonderful home and community. Plantation is a 55+, gated community golf courses, pools, tennis and pickleball courts, beautiful clubhouse, restaurant and lots of amenities and activities for everyone. There is also boat and RV storage available. Come and see this home today!!!

25047 Bellevue, Leesburg
$485,000
3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy SubDv. ⋅ 34748 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bath pool home located in the gated 55+ community of Legacy of Leesburg. Offering approximately 2,152 square feet of comfortable living space, this custom Scarsboro model features a desirable split-bedroom floor plan, high ceilings, abundant natural light, and no carpet throughout. The spacious kitchen is designed for both everyday living and entertaining, featuring stone countertops, stainless-steel appliances, a large breakfast bar, center island, built-in desk, GAS cooktop, built-in oven, and a separate dining area overlooking the family room. Formal living and dining spaces provide additional room for hosting family and friends. The generous primary suite is privately positioned on one side of the home and includes direct access to the screened lanai and pool, dual walk-in closets, and a REMODELED en-suite bathroom with a large walk-in shower, updated vanities, stone countertops, tile flooring, mirrors, lighting, sinks, and fixtures. Two additional bedrooms and a guest bathroom are located on the opposite side of the home. Step outside to an expansive screened outdoor living area featuring a private heat controlled SALTWATER pool—the perfect setting for relaxing or entertaining. The backyard offers peaceful water and nature views with no rear neighbors, along with mature fruit trees. The home’s SOLAR system will be paid in full at closing, allowing the new owner to enjoy the benefits without assuming a solar loan or lease. Additional highlights include a 2021 AIR-CONDITIONING system, a 2019 ROOF, an oversized two-car garage, inside laundry room, sliding-glass doors from multiple living areas, and durable hard-surface flooring throughout. Legacy of Leesburg offers an active lifestyle surrounded by scenic wetlands, conservation areas, and miles of walking and biking trails. Community amenities include a resort-style pool and spa, clubhouse, fitness center, aerobics studio, ballroom, billiards, pickleball, tennis, softball, horseshoes, RV and boat storage, and numerous clubs and social activities. HOA services include lawn maintenance, cable, internet, and access to the community recreational facilities. This move-in-ready pool home combines privacy, spacious living, valuable upgrades, and an exceptional community lifestyle.

5519 Aurora Drive, Leesburg
$375,000
3 Beds ⋅ 2 Baths ⋅ Windsong At Leesburg SubDv. ⋅ 34748 Zip Code
Welcome to 5516 Windsong Oak Drive, an exceptionally upgraded, light & bright 3-bedroom, 2-bath home featuring a huge 3-car garage, a 0.28-acre homesite, & a cozy covered back porch, perfect for morning coffee or evening relaxation. Built in 2020 by Hanover Family Builders, this home offers a rare combination of premium finishes, thoughtful upgrades, & long-term affordability. All appliances, including the washer and dryer, plus all window treatments, are included. The community also features a pool & playground just moments from your front door. Step inside and you'll immediately appreciate the spacious feel created by the 9-foot, 3-inch ceilings, abundant natural light, upgraded porcelain tile flooring throughout the main living areas & bathrooms, designer matte black hardware and fixtures, ceiling fans, stylish lighting with dimmers, and upgraded door hardware. This is far from a cookie-cutter home—every finish has been thoughtfully enhanced. The beautifully appointed kitchen serves as the heart of the home, featuring upgraded cherry cabinetry with 42-inch upper cabinets, elegant angled crown molding, convenient triple-drawer base cabinets, quartz countertops, a Kohler Vault K-15160-CP stainless steel double-basin apron-front sink, garbage disposal, three designer pendant lights, and a microwave vented directly to the exterior. A spacious center island with a breakfast bar overlooks the family room, creating an ideal layout for entertaining. Just beyond, the covered back porch extends your living space outdoors, making gatherings with family and friends effortless. The primary suite is a true retreat, enhanced with two additional windows that fill the room with natural light. The spa-inspired bathroom features a frameless glass shower, an upgraded Kohler electric push-button rainfall shower system, a private water closet, a matching triple-drawer vanity cabinet, a ceiling fan, and custom barn doors. The impressive 8-foot by 6-foot walk-in closet has been professionally customized with built-in shelving and storage, offering exceptional organization. The oversized, insulated 3-car garage is a standout feature, boasting 11-foot ceilings, a 200-amp electrical service upgrade—perfect for EV charging, welding, or a workshop—pre-wiring for the third bay, and a keypad-entry garage door opener. Additional upgrades include a spacious laundry room with a double-basin stainless steel utility sink, an upgraded Samsung washer and dryer with steam features, a whole-house water filtration system requiring no filter changes, and a water softener. The exterior of the home has also been freshly painted, and the upgraded paver driveway and front porch add beautiful curb appeal. The value extends well beyond the upgrades. This home offers an incredible 2.7% FHA transferable interest rate—ask for details. For additional peace of mind, the air conditioning system has been fully serviced with maintenance components replaced and includes a one-year Del-Air warranty. Outdoor enthusiasts will appreciate being just moments from the community's beautiful 30-acre nature preserve, while Pear Park, located less than a quarter mile away, offers hiking trails, pickleball courts, and a dog park. Conveniently located near The Villages, you'll enjoy easy access to premier shopping, dining, golf, and entertainment. 5516 Windsong Oak Drive presents an exceptional opportunity to own a truly upgraded home in one of Lake County's most desirable communities.

5516 Windsong Oak Drive, Leesburg
$399,999
3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy Of Leesburg Unit 07 SubDv. ⋅ 34748 Zip Code
Virtually Staged. Welcome to this beautifully updated 3-bedroom, 2-bath pool home in the sought-after 55+ gated community of Legacy of Leesburg! Offering 2,245 sq. ft., this home features an open floor plan, new luxury vinyl plank flooring, and a new A/C. The spacious kitchen includes a gas range and opens to the main living areas, making it ideal for entertaining. Step outside to your private screen-enclosed, solar-heated saltwater pool overlooking a peaceful pond with no rear neighbors. Additional features include plantation shutters, a gas dryer, and a screened garage door. Rare opportunity to assume the seller's low INTEREST mortgage (subject to lender approval and qualification). Enjoy resort-style amenities including a clubhouse, pool, tennis, fitness center, and a full calendar of activities—all conveniently located near shopping, dining, and medical facilities.

27127 Stoney Brook Drive, Leesburg
$345,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Rosedown Village Lt SubDv. ⋅ 34748 Zip Code
Welcome to your dream home, located at The Plantation at Leesburg! This stunning updated home boasts serene golf course views and BRAND NEW APPLIANCES; which include Refrigerator, Dishwasher and Range in July 2026. As you walk through this beautifully maintained 3 bedroom/2 bathroom home which includes all the furniture, you will enjoy 1,897 sq ft of comfortable living space, while knowing the ROOF was replaced in October 2022, the HVAC in June 2024 and WATER HEATER in June 2024. This home offers an open floor plan with-in the living room/dining room and also has a family room located off of the kitchen; both great spaces for entertaining. The primary suite offers ample space, a walk in closet complete with a private en-suite bath complete with a walk-in shower along with a garden tub. The Plantation at Leesburg is an active 55+ community, with several amenities including 3 club houses, two 18 hole golf courses, 2 fitness centers, pickle ball, bocce ball, shuffleboard, softball/baseball fields, horseshoes, fishing and so much more; along with multiple clubs for you to join. This home truly has it all - style, space and the Florida lifestyle you have been dreaming of. Call for a private showing today.

24403 Amberleaf Court, Leesburg
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