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 picturesque landscapes meet vibrant community living. Known for its serene lakes, historic downtown, and friendly atmosphere, Leesburg offers a unique blend of small-town charm and modern conveniences. With its rich history and an array of recreational activities, it’s no wonder that this area is a sought-after destination for families, retirees, and everyone in between.

One of the standout features of Leesburg is its diverse range of homes, particularly those located within deed-restricted communities. These neighborhoods are designed to maintain aesthetic appeal and uphold property values, ensuring that residents enjoy a well-kept environment. Living in a deed-restricted community often comes with added perks, such as access to amenities like swimming pools, clubhouses, and walking trails, fostering a sense of community and providing opportunities for social engagement.

In Leesburg, you’ll find a variety of home styles, from charming single-family residences to modern townhomes, all thoughtfully designed to cater to various lifestyles. The deed restrictions typically include guidelines on property maintenance, landscaping, and architectural changes, which help create a cohesive and attractive neighborhood.

Surrounded by lush parks and pristine lakes, Leesburg is perfect for outdoor enthusiasts. Whether you’re boating on Lake Harris, strolling through the scenic waterfront parks, or exploring the local shops and eateries, there’s something for everyone in this delightful city. Embrace the Leesburg lifestyle where community spirit meets natural beauty, and discover your dream home today!

Newest Leesburg Homes with Deed Restrictions Community Features

5804 Cliffbow Loop, Leesburg
$329,115
4 Beds ⋅ 2 Baths ⋅ Groves At Whitemarsh SubDv. ⋅ 34748 Zip Code
Virtually Staged. Under Construction. The Juniper combines modern style with practical comfort, offering a design that fits the way you live. A spacious two-car garage and optional covered lanai provide flexibility inside and out, while three main-level bedrooms are thoughtfully positioned at the front of the home. These bedrooms share a dual-vanity bath with a walk-in laundry room conveniently located across the hall. At the heart of the home, the open kitchen and dining area create the perfect setting for dinners or holiday gatherings. Afterward, relax in the expansive 17x17 great room, ideal for entertaining or quiet evenings together. With options for enhanced outdoor living, the Juniper brings the best of Florida’s sunshine and a functional layout together in one inviting design. *Photos are from a similar home.

5804 Cliffbow Loop, Leesburg
4952 Heron Run Circle, Leesburg
$240,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Heron Run SubDv. ⋅ 34748 Zip Code
Welcome to 4952 Heron Run, located in The Plantation at Leesburg, one of Central Florida’s premier 55+ gated communities! This inviting 2-bedroom, 2-bath home offers 1,286 square feet of comfortable living space, a NEW ROOF in 2026, a fenced backyard, beautiful open rear views, and multiple outdoor living spaces. Step inside to a bright, open floor plan featuring vaulted ceilings and attractive flooring throughout the main living areas. The spacious living and dining areas provide plenty of room for entertaining, while the kitchen offers stainless steel appliances, ample cabinetry and counter space, and a convenient pass-through to the dining area. The generously sized primary suite features a walk-in closet and private bath with a dual-sink vanity. One of the unique features of this home is its three separate outdoor living areas. Enjoy your morning coffee from the welcoming front porch, create your own private retreat in the side atrium, or step through the sliding glass doors to an additional side patio that's perfect for a grill and outdoor dining. At the rear of the home, the enclosed Florida room is surrounded by windows and takes full advantage of the peaceful, wide-open views beyond the backyard. Just outside is a fenced yard—a particularly desirable and hard-to-find feature in many 55+ communities—providing added privacy and a convenient outdoor space for pets. With no home immediately behind you, the setting feels open and relaxing. Major updates include a NEW ROOF IN 2026 and a 2024 WATER HEATER, offering added peace of mind for the next owner. The Plantation at Leesburg offers an active 55+ lifestyle with an impressive array of amenities, including clubhouses, swimming pools, fitness centers, walking trails, tennis and pickleball, softball, golf, and a variety of clubs, activities and social opportunities. With three outdoor living spaces, a fenced yard, enclosed Florida room, open rear views and a brand-new roof, 4952 Heron Run offers a combination of features that can be difficult to find. Come see what makes this home—and The Plantation lifestyle—so special!

4952 Heron Run Circle, Leesburg
32802 Crooked Oaks Lane, Leesburg
$250,000
3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 01k Units 01 & 02 SubDv. ⋅ 34748 Zip Code
WELCOME TO PENNBROOKE FAIRWAYS! This beautiful 3-bedroom, 2-bath home sits on a desirable corner lot and offers a comfortable layout with plenty of space for everyday living and entertaining. A welcoming foyer with a convenient coat closet opens to the spacious living and dinning area. ROOF 2018 | AC 2026. The kitchen flows naturally into a generous breakfast nook, creating an inviting gathering space. Two well-sized guest bedrooms provide comfortable accommodations, while sliding glass doors lead to the screened-in lanai—an ideal spot to enjoy your morning coffee or unwind in the Florida sunshine. The spacious primary suite features dual vanity sinks, a linen closet, and TWO LARGE WALK-IN CLOSETS for exceptional storage. An interior laundry room offers additional storage space, while the water softener adds convenience. The home also includes a TWO-CAR GARAGE PLUS A SEPARATE GOLF CART GARAGE, making it easy to take advantage of all the community has to offer. PENNBROOKE FAIRWAYS is a 24-HOUR GUARD-GATED, BEAUTIFULLY MAINTAINED COMMUNITY with an impressive array of amenities and activities. Enjoy TWO HEATED POOLS, water aerobics, volleyball, two community centers offering parties, bingo and trivia, and 3-9 HOLES OF GOLF. Residents can also enjoy the on-site RESTAURANT AND BAR, pickleball, tennis, shuffleboard, horseshoes, baseball, and a fitness center. Whether you prefer staying active, socializing with neighbors, or simply relaxing by the pool, there is always something to enjoy. Wait there's more, just a short drive to The vIllages for dinning, shopping and nightly entertainment without the fees. WHAT MORE COULD YOU ASK FOR? Call today for a private showing.

32802 Crooked Oaks Lane, Leesburg
27033 White Plains Way, Leesburg
$240,000
2 Beds ⋅ 2 Baths ⋅ Leesburg Arlington Ridge Ph 1-C SubDv. ⋅ 34748 Zip Code
QUICK MOVE-IN POSSIBLE! Built in 2020, Less than 1 block to the amenities, golf course, restaurant & pub, 2 bedroom, 2 bath with low maintenance concrete block & stucco villa with 1 1/2 car garage w/epoxy floor, 8 foot glass entry door for more natural light and lanai & birdcage with no homes behind it for added privacy. Enjoy the luxury feel of wood cabinetry, quartz countertops, waterproof LVP flooring, open kitchen perfect for entertaining, 4 seat bar-top, stainless kitchen appliances that stay, indoor laundry room with washer & dryer that stay, Low HOA of $303/month includes full lawn care, irrigation water & system, new roof when needed, exterior painting, high-speed internet, Wi-Fi, and over 200 cable channels. Community has On-site RV and boat parking available, . Safe & Secure gated community With hardly no yardwork to worry about, What will you do with all your free time? Arlington Ridge is more than a community it’s a way of living. Spend your mornings on the championship 18-hole golf course (no Membership Required. Pay only when you play as well as numerous amenities at no extra charge, Spend your afternoons at the heated pools or well-equipped fitness center with a pool view..., and your evenings with friends and neighbors at the on-site restaurant, tavern, or free movie theater. Enjoy tennis, pickleball, bocce, billiards, all just a 1 block walk or quick golf cart ride away. Take a peaceful stroll, walk the dog or bike ride along sidewalk lined streets. Conveniently located near shopping, dining, medical services, and a short drive to Orlando’s attractions and both coasts’ beaches, this home blends resort-style living with everyday practicality. Home includes gutters with lifetime leaf guard, power awning in bird cage, garage shelving, water softener & generator for the very rare times the power has been off. One of the most affordable communities to purchase homeowner's insurance in.

27033 White Plains Way, Leesburg
10427 Pleasant View Drive, Leesburg
$389,900
3 Beds ⋅ 2 Baths ⋅ Oakmont At Silver Lake Sub SubDv. ⋅ 34788 Zip Code
Virtually Staged. Welcome to your beautiful pool home in the heart of Leesburg! Situated on a quiet cul-de-sac, this inviting home offers the perfect combination of comfort, functionality, and Florida outdoor living. Inside, the open floor plan features sliding glass doors that showcase the beautiful pool views and create a seamless indoor-outdoor flow. The newly renovated kitchen offers modern finishes, Corian countertops, and a great view of the living room, making it ideal for entertaining and everyday living. A versatile office/flex space with French doors provides the perfect setting for a home office, playroom, or additional living space and could easily be used as a fourth bedroom. The split-bedroom floor plan offers privacy, with two bedrooms and a convenient pool bath located on one side of the home. The spacious primary suite features dual granite vanities, a walk-in shower, and a relaxing garden tub. Step outside and discover your own private backyard oasis. The sparkling pool includes a spa and a new pool heater, making it enjoyable year-round. The expansive pool deck and oversized, fully fenced backyard provide plenty of space for entertaining, pets, a trampoline, outdoor toys, or simply relaxing with family and friends. Mature trees add shade, privacy, and natural beauty, while the cul-de-sac location offers a peaceful setting. Conveniently located near shopping, dining, and access to the Chain of Lakes, this home truly checks all the boxes. With its renovated kitchen, flexible living spaces, private pool and spa, oversized fenced yard, mature landscaping, and numerous major updates, this is Florida living at its best!

10427 Pleasant View Drive, Leesburg
803 Dundee Circle Unit 803, Leesburg
$229,900
2 Beds ⋅ 2 Baths ⋅ Scottish Highlands SubDv. ⋅ 34788 Zip Code
Welcome to this beautifully upgraded 2-bedroom, 2-bath home with a dedicated office, located in Scottish Highlands, one of the premier Pringle communities in Lake County. Extensive remodeling includes a new roof, 2 new electrical panels, RELATIVELY new refrigerator, new washer and dryer, new gas heated hot water tank with circulation valve; luxury vinyl flooring throughout. Additional upgrades include new ceiling fans and light fixtures, carriage lights added to the garage, a new alarm system, and a convenient new exterior water tap at the front of the home, along with a surface-level water main shut-off valve; new toliets and new kitchen sink. The guest bath has a spa-like walk-in tub with jets along with a new sink, counter, toliet and ceramic floor tiles. On the exterior, a new concrete pad was installed for a stand-by gas generator, along with dedicated electrical power and an automatic transwer switch. The back porch has been upgraded to include steel footers and poly-resin, along with new flooring in this inviting outdoor living area. Step outside onto the back porch and enjoy tremendous views overlooking one of the community's small ponds—a peaceful setting for morning coffee, entertaining, or simply relaxing and enjoying the Florida lifestyle. Location is another highlight. The home is just a short distance from the clubhouse, where residents enjoy indoor and outdoor swimming pools, tennis and pickleball courts, and a wide variety of activities and social opportunities. With extensive recent improvements, beautiful water views, a versatile office, and an excellent location within Scottish Highlands, this home offers an exceptional opportunity to enjoy a move-in-ready Florida lifestyle in one of Lake County's sought-after Pringle communities.

803 Dundee Circle Unit 803, Leesburg
512 Palo Verde Drive, Leesburg
$79,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg SubDv. ⋅ 34748 Zip Code
Enjoy the best of Florida living in this charming 2-bedroom, 2-bath home located in the highly desirable 55+ community of Hawthorne at Leesburg! Offering resort-style amenities, a convenient Central Florida location, and a low-maintenance lifestyle, this home is an excellent opportunity for full-time residents or those seeking the perfect seasonal retreat. Ideally situated between The Villages and Orlando, you’ll enjoy easy access to shopping, restaurants, entertainment, medical facilities, and the Florida Turnpike. Inside, the home features a bright and functional kitchen with ample cabinet storage, an adjoining dining area, and a spacious living room that opens to an enclosed Florida Room. This additional living space is perfect for enjoying your morning coffee, relaxing with a good book, or entertaining friends and family year-round. The home offers two primary bedroom suites, each with its own full bathroom, providing comfort, privacy, and flexibility for visiting guests. Outside, the covered carport provides convenient sheltered parking, while the attached storage shed offers additional space for tools, seasonal décor, and other belongings. Hawthorne at Leesburg offers an exceptional resort-style lifestyle with an impressive array of amenities! Residents can enjoy a clubhouse, fitness center, sauna, tennis courts, pickleball, shuffleboard, bocce ball, card rooms, a softball field, and an 18-hole grass putting course. For boating and outdoor enthusiasts, the community also offers access to the Lake Harris Chain of Lakes, featuring boat slips and a private boat launch, along with boat and RV storage. Enjoy boating, fishing, water sports, and a variety of outdoor recreational activities, all adding to the appeal of this vibrant community. An active social calendar, clubs, and community events provide plenty of opportunities to meet neighbors and make lasting friendships. Whether you’re looking for a full-time Florida home, a seasonal escape from colder weather, or a place to enjoy an active and social retirement lifestyle, this home offers a wonderful opportunity to experience the Florida lifestyle you’ve been dreaming of!

512 Palo Verde Drive, Leesburg
25419 Crestwater Drive Drive, Leesburg
$245,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg, River Crest SubDv. ⋅ 34748 Zip Code
Welcome to the Plantation at Leesburg, a 55+ guard-gated community that enjoys a low HOA fee and many amenities. Upon entering the Foyer, you’ll appreciate the open floor plan which oversees the spacious Dining Room and Family Room. Four tall sliding glass doors allow for an abundance of natural light and lead to the screened 21’x23’ Lanai. The Kitchen is complete with granite countertops, ample cabinetry, an Eat-In Breakfast Area and a Laundry closet complete with washer & dryer. This 2 Bedroom, 2 Bath home with a Den offers a split-floor plan which allows privacy for you and visiting guests. HVAC 2022, ROOF 2017, new interior ceiling and wall paint 2026. This home is priced to sell. (Equal Opportunity Housing}. Easy To Show!

25419 Crestwater Drive Drive, Leesburg
5808 Cliffbow Loop, Leesburg
$309,415
3 Beds ⋅ 2 Baths ⋅ Groves At Whitemarsh SubDv. ⋅ 34748 Zip Code
Virtually Staged. Under Construction. The Portland is the perfect floorplan to take advantage of the Florida lifestyle. In this home guests are greeted by a covered entryway that leads into a spacious main level living area. No matter where you are in this space, the open floorplan is a great place for entertaining family and friends. The kitchen island, allows for natural movement through the main level, keeping the kitchen as the focal point of the home. Two spacious bedrooms share a hall bath on the main level, and the real showcase of this home is the primary suite which offers the utmost luxury and privacy. You have everything you need with dual vanities, a large walk-in closet, and standing shower. This home is an oasis for those looking for a new construction home, built for the way you live! *Photos are from a similar home.

5808 Cliffbow Loop, Leesburg
6220 Cliffbow Loop, Leesburg
$342,415
4 Beds ⋅ 3 Baths ⋅ Groves At Whitemarsh SubDv. ⋅ 34748 Zip Code
Virtually Staged. Under Construction. The Seaton is the perfect single-family home for growing families and first-time buyers. Step from your front door or two car garage into a light, airy living area with an open kitchen overlooking the great room- complete with access to private patio or large covered lanai for those who enjoy outdoor activities or entertaining guests alike! On the other side of this ideal setup lie three bedrooms, two bathrooms, a walk-in laundry room and more! The secluded primary suite has all you need in privacy; dual sinks, spacious closet plus extra linen storage make it feel like nothing else matters but restful comfort! Get ready to settle down somewhere special – come see why this 2,001 square foot new construction could be just what you've been looking for! *Photos are from a similar home.

6220 Cliffbow Loop, Leesburg
1409 New Abbey Avenue, Leesburg
$219,900
2 Beds ⋅ 2 Baths ⋅ Scottish Highlands SubDv. ⋅ 34788 Zip Code
Virtually Staged. SCOTTISH HIGHLANDS 55+ COMMUNITY – OVERSIZED LOT ** EXPANDED IMPERIAL MODEL WITH BONUS ROOM AND FLORIDA ROOM. **ALL NEW LUXURY VINYL PLANK FLOORING. ** BRAND NEW WATER HEATER. ** ROOF 2023. FRESHLY PAINTED. LONG DRIVEWAY LEADS YOU TO HOME WHICH FEATURES A COVERED SCREENED FRONT PORCH. AS YOU ENTER YOU WILL VIEW AN OPEN FLOORPLAN WITH CATHEDRAL CEILINGS AND AN ABUNDANCE OF NATURAL LIGHT. THE SPACIOUS KITCHEN OFFERS PLENTY OF CABINET AND COUNTERTOPSPACE AND HAS DINETTE AREA. TWO PANTRYS. SEPARATE DINING ROOM PROVIDES PERFECT SETTING FOR SPECIAL MEALS AND FAMILY GATHERINGS. BONUS ROOM CAN BE USED FOR OFFICE, HOBBY OR MUSIC AREA. ENJOY EVEN MORE LIVING SPACE IN THE FLORIDA ROOM WHICH IS A WONDERFUL SPOT TO RELAX AND VIEW OPEN BACKYARD. THE HOME FEATURES TWO NICE SIZE BEDROOMS WITH WALL CLOSETS. PRIMARY HAS EN-SUITE BATH WITH UPDATED VANITY AND DUAL SINKS, WALK IN SHOWER. GUEST BATHROOM WITH TUB/SHOWER COMBINATION. TWO LINEN CLOSETS IN HALLWAY. GARAGE HAS PULLDOWN STAIRS, SIDE ENTRY AND WASHER AND DRYER HOOKUP. FEES FOR SCOTTISH HIGHLANDS INCLUDE BASIC CABLE, INTERNET, PRIVATE SEWER AND ALL OF THE AMENITIES INCLUDING INDOOR OLYMPIC SIZE POOL,SPA, LIBRARY, OUTDOOR POOL, RECREATION BUILDINGS AND LOADS OF ACTIVITIES TO CHOOSE FROM. STORAGE FOR RV/BOAT AREA. VIEW TODAY AND MAKE THIS SCOTTISH HIGHLANDS HOME YOUR NEW ADDRESS.

1409 New Abbey Avenue, Leesburg
5336 Tidewater Street, Leesburg
$325,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Riverside Village Lt SubDv. ⋅ 34748 Zip Code
Looking for a spectacular 2 bed + den home in the premier 55+ gated golf community of Plantation at Leesburg? Well, look no further! This exceptional property is striking from the moment you pull into the driveway, greeting you with updated landscaping, fresh exterior lighting, and a crisp, newly painted exterior. Open the front door and WOW—this home shows like an absolute model. The expansive layout features soaring ceilings and brand-new luxury vinyl plank flooring that flows seamlessly through the main living spaces. Every inch of the interior has been refreshed, including a STUNNING, brand-new custom Kitchen that belongs on the cover of a design magazine. This unique culinary space boasts: • Custom solid wood cabinetry in a sophisticated, trending sage green tone. • Striking pattern-tile backsplash that adds incredible character and designer flair. • Premium quartz countertops paired with a massive, commercial-grade stainless steel farmhouse sink and handsome modern hardware. • Brand-new 2026 appliances complete the ultimate chef's setup. The kitchen transitions beautifully into a sunlit breakfast nook accented by handsome rustic ceiling beams and stylish modern lighting fixtures. Slip away to the expansive primary suite, featuring a massive, completely updated bathroom that offers a true spa-like escape. Solidly built in 2004, the home also features an oversized garage. A spacious covered lanai—the perfect private oasis to enjoy your morning coffee or unwind in the beautiful Florida weather. With major components entirely updated, you can move in with total peace of mind: Roof (2023), A/C (2020), and a brand-new Garage Door Opener, Kitchen Appliances, and Disposal all new for 2026. Enjoy resort-style living at THE PLANTATION AT LEESBURG, A 55+ GATED COMMUNITY, with TWO GOLF COURSES, pools, tennis, pickleball, softball, clubs, and endless activities in one of Central Florida’s premier active adult communities. The life you have waited your whole life for is conveniently located near major hospitals, shopping, parks, and the airport. Don't miss this opportunity to own a move-in-ready home that offers comfort, quality updates, and exceptional outdoor living!

5336 Tidewater Street, Leesburg
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