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, known for its rich history, picturesque landscapes, and vibrant community spirit. With its beautiful lakes, lush parks, and a warm climate, Leesburg offers an ideal setting for those seeking a tranquil yet engaging lifestyle.

In Leesburg, you’ll discover a variety of homes that come with deed restrictions, ensuring a harmonious living environment for all residents. These communities are designed to maintain the aesthetic appeal and property values of the neighborhood, fostering a sense of pride among homeowners. Whether you're looking for a cozy single-family home or a spacious estate, you’ll find an array of options that cater to diverse tastes and budgets.

One of the standout features of Leesburg is its commitment to community living. Residents enjoy access to well-maintained amenities, including clubhouses, swimming pools, and recreational facilities. Many deed-restricted communities also provide walking trails and parks, perfect for family outings or leisurely strolls with your pets.

Beyond the confines of your neighborhood, Leesburg is bustling with activities. Explore the historic downtown area, where charming boutiques and delightful eateries await. The city is also home to numerous festivals and events throughout the year, celebrating its rich culture and community spirit.

If you're searching for a place that combines the tranquility of suburban living with a vibrant community atmosphere, Leesburg, FL is the perfect destination. Discover your dream home in one of its welcoming deed-restricted communities today!

Newest Leesburg Homes with Deed Restrictions Community Features

$309,900
4 Beds ⋅ 2 Baths ⋅ Meadow Ridge Of Grand Island Phase 2 SubDv. ⋅ 34788 Zip Code
Welcome to 35669 Rose Moss Avenue, Leesburg, Florida, where modern design, everyday comfort, and an unbeatable Lake County location come together. Built in 2020, this beautifully maintained 3-bedroom, 2-bathroom single-family home offers 1,358 square feet of thoughtfully designed living space featuring an open concept layout, split-bedroom floor plan, and stylish finishes throughout. As you enter the home, you'll appreciate the bright and inviting living area accented by durable tile flooring in the main living spaces and comfortable carpet in the bedrooms. The open floor plan creates the perfect setting for entertaining family and friends while maintaining a warm and welcoming atmosphere. The kitchen serves as the centerpiece of the home, showcasing elegant wall-to-ceiling cabinetry, beautiful granite countertops, a large center island, stainless steel appliances, and abundant storage ideal for everyday living and hosting gatherings. The spacious primary suite offers privacy from the secondary bedrooms, creating a relaxing retreat after a long day. Outside, enjoy a generous lot measuring nearly 9,800 square feet, providing room to relax, entertain, or personalize your outdoor living space. The home also includes a 2-car garage with garage door opener, driveway parking, and major systems including the roof, HVAC, and water heater that are approximately six years old for added peace of mind. Located in one of Lake County's growing communities, this home provides convenient access to State Road 44, State Road 19, U.S. Highway 441, and nearby cities including Leesburg, Eustis, Mount Dora, Tavares, and The Villages. Residents enjoy close proximity to the beautiful Harris Chain of Lakes, parks, boating, shopping, dining, healthcare facilities, and everyday conveniences while enjoying the relaxation of the Haines Creek/Grand Island area. Whether you're purchasing your first home, downsizing, relocating, or investing, this move-in-ready property offers exceptional value, modern finishes, and an outstanding Central Florida lifestyle

35669 Rose Moss Avenue, Leesburg
$309,900
4 Beds ⋅ 2 Baths ⋅ Meadow Ridge Of Grand Island Phase 2 SubDv. ⋅ 34788 Zip Code
Welcome to 35685 Rose Moss Avenue in Leesburg, Florida, where modern style, comfortable living, and a peaceful Lake County setting come together beautifully. Built in 2020, this inviting 3-bedroom, 2-bathroom home offers approximately 1,358 square feet of thoughtfully designed living space with an open-concept layout, a split-bedroom floor plan, and the kind of features today’s buyers are looking for. From the moment you step inside, the home feels bright, open, and welcoming. Tile flooring runs through the main living areas, while carpet adds warmth and comfort to the bedrooms. The open floor plan creates a natural flow between the living room, dining area, and kitchen, making it easy to entertain, spend time with family, or simply enjoy everyday life in a space that feels connected and functional. The kitchen is truly the heart of the home, featuring granite countertops, wall-to-ceiling cabinetry, a large center island, stainless steel appliances, and generous storage space. Whether you're preparing a quick breakfast or hosting friends for dinner, this kitchen provides the space and functionality to make it easy. The primary suite is privately positioned away from the secondary bedrooms, offering a quiet retreat and added privacy. Outside, the nearly 9,800-square-foot lot gives you room to create the outdoor lifestyle you want—whether that means adding a patio, garden, play area, or simply enjoying extra backyard space. The home also includes a 2-car garage, garage door opener, and private driveway, with the roof, HVAC system, and water heater all approximately six years old. Located in the desirable Leesburg area of Lake County, this home offers convenient access to State Road 44, State Road 19, U.S. Highway 441, Eustis, Tavares, Mount Dora, The Villages, and surrounding Central Florida destinations. Spend weekends boating or fishing on the nearby Harris Chain of Lakes, explore local parks and recreation, or enjoy easy access to shopping, dining, healthcare, and everyday conveniences. If you've been searching for a move-in-ready 3-bedroom home in Leesburg, Florida with modern finishes, a functional split-bedroom layout, granite countertops, a spacious lot, and access to everything Lake County has to offer, 35685 Rose Moss Avenue is one you’ll want to see in person. This home offers the perfect combination of comfort, convenience, and Central Florida living.

35685 Rose Moss Avenue, 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
$325,000
4 Beds ⋅ 3 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
Virtually Staged. 4 BEDROOMS | FIRST-FLOOR PRIMARY SUITE | HUGE FENCED BACKYARD | $10,000 TOWARD BUYER'S CLOSING COSTS | BONUS LOFT | GARAGE WITH A/C! Welcome to a home that perfectly balances modern design, functional living, and exceptional value. Ideally located just off US Highway 27 in Leesburg, this beautifully maintained two-story residence offers 4 bedrooms, 2.5 baths, and a thoughtfully designed floor plan that accommodates today's lifestyle. From the moment you arrive, you'll appreciate the inviting curb appeal featuring a paver driveway, manicured landscaping, and WiFi-controlled exterior LED soffit lighting that provides both convenience and enhanced curb appeal year-round, and holidy illumincation. Step inside to discover an open-concept layout filled with natural light, where tile flooring throughout the downstairs main living areas creates a seamless flow while offering both style and easy maintenance. Designed with both everyday living and entertaining in mind, the kitchen is truly the heart of the home, featuring beautiful granite countertops, a center island with bar seating, brand-new dishwasher, stainless steel appliances, abundant cabinetry, and generous prep space. Stylish custom accent walls add character and a contemporary touch while maintaining a timeless aesthetic. One of the home's most desirable features is the first-floor primary suite, offering privacy and convenience. The spacious retreat provides a relaxing escape, complete with an en-suite bath and ample closet space. Upstairs, you'll find three additional bedrooms along with an expansive loft that offers endless possibilities. Whether you envision a media room, game room, home office, fitness area, or playroom, this flexible space easily adapts to your needs. Step outside to discover one of the property's standout features—a huge fully fenced backyard. With plenty of room for a future pool, outdoor kitchen, playground, or simply enjoying Florida's beautiful weather, this outdoor space offers endless opportunities to create your own private oasis. The garage has also been enhanced with a ventless air conditioning system, making it an ideal workspace, hobby room, home gym, or comfortable place to tackle projects throughout the year. Adding even more value, the seller is offering $10,000 toward the buyer's closing costs, providing an incredible opportunity to reduce your out-of-pocket expenses and make homeownership even more attainable. Residents of Lake Denham Estates community enjoy exceptional amenities including sidewalks perfect for evening strolls, a community swimming pool, and a playground, all while being conveniently located near shopping, restaurants, medical facilities, schools, and major highways for an easy commute. This home offers the perfect combination of modern finishes, versatile living spaces, outstanding outdoor potential, and an unbeatable location. Whether you're searching for your first home, room for a growing family, or simply a place that offers both comfort and convenience, this exceptional property is ready to welcome you home.

29460 Caspian Street, 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
$310,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Ashland Village SubDv. ⋅ 34748 Zip Code
Virtually Staged. Welcome to the vibrant lifestyle of The Plantation at Leesburg. This immaculate, move-in ready home offers two bedrooms, two bathrooms, and a generous bonus room ideal for an office, craft space, or den. The kitchen is a true chef’s delight, featuring real wood cabinetry, Corian countertops, stainless steel appliances, and a convenient breakfast bar. The primary suite includes an oversized walk-in closet, dual sinks, a large shower, and direct lanai access. The garage is a hobbyist’s dream — complete with a large workbench, durable epoxy flooring, and space for two vehicles plus a golf cart. Step outside to a spacious covered and screened rear lanai, perfect for relaxed Florida outdoor living. Situated on a roomy, manicured 0.27-acre corner lot with mature landscaping, the home also includes thoughtful updates: attic radiant barrier and foam insulation, a new roof (2022), electric water heater (2023), and HVAC (2017). Life at The Plantation is designed for staying active and engaged. Enjoy two professionally designed 18-hole golf courses, three clubhouses (including the stunning Manor Clubhouse, home to dances and special events), three heated pools, a restaurant and lounge with entertainment, fitness centers, scenic walking trails, fishing, pickleball, bocce ball, shuffleboard, horseshoes, and more than 100 activities and clubs to suit every interest. Conveniently located just minutes from The Villages’ world-class shopping, dining, entertainment, and medical facilities, as well as the 75,000-acre Harris Chain of Lakes for boating and fishing. Orlando’s attractions, international airport, and coastal beaches are approximately one hour away. Schedule your private showing today and experience the lifestyle that makes every day feel like a celebration!

25509 Laurel Valley Road, Leesburg
$345,000
3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph Q Sub SubDv. ⋅ 34748 Zip Code
Welcome to 842 Old Oaks Lane, a beautifully maintained custom home situated on a private lot in Pennbrooke Fairways, one of Central Florida’s premier gated 55+ communities. With peaceful conservation views and no rear neighbors, this inviting residence offers privacy, generous living spaces, and the relaxed Florida lifestyle. Step through the elegant leaded-glass front door into a bright, open floor plan featuring beautiful hardwood flooring, vaulted ceilings, plantation shutters in all of the bedrooms and expansive views toward the rear of the home. The spacious family room flows into the Florida room, creating an ideal setting for everyday living, entertaining, and enjoying the surrounding natural beauty. Chef inspired kitchen featuring abundant cabinetry, granite countertops, custom backsplash, stainless steel gas appliances, generous storage, and ample workspace. The thoughtfully designed floor plan includes a spacious primary suite with walk-in custom closets, vanity and shower, the second bedroom and custom full bath and shower that can easily function as a second primary suite, plus a separate den or home office with French doors. The expansive Florida room overlooking the conservation area is a true highlight, offering a peaceful setting to enjoy morning coffee, entertain friends, or simply appreciate the privacy and wildlife afforded by having no rear neighbors. Additional features include a 2018 roof, 2012 HVAC system, gas water heater, gas stove, interior laundry room, utility sink and cabinetry, oversized two-car garage, paver driveway and walkway, and mature landscaping. Pennbrooke Fairways offers three golf courses, recreation centers, swimming pools, fitness facilities, tennis and pickleball, clubs, social activities, and on-site dining, all conveniently located near The Villages. 842 Old Oaks Lane offers the space, privacy, and lifestyle that make Pennbrooke Fairways such a special place to call home.

842 Old Oaks Lane, Leesburg
$319,900
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Tara View SubDv. ⋅ 34748 Zip Code
HERE IT IS!!!! Premiere golf commumity "THE PLANTATION" with no rear neighbors just beautiful wildlife and sweeping views of the golf course to enjoy while drinking your coffee in the morning or glass of wine in the evening. Nestled in the Tara view area on a quiet cul-de-sac this future home of yours has it all. A verandah, lanai, Huge kitchen, 3rd bedroom can be office or guest room, and the oversized bonus room adds soooo many options for your florida living. Upgrades include Planataion shutters, laminate wood floors, upgraded master bath, screened garage, new roof 2022. The community has amazing resort -style amenities, so dont miss the chance to live the lifestyle you deserve!!!

25102 Meriweather Road, Leesburg
$239,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01b SubDv. ⋅ 34748 Zip Code
DISCOUNTED INTEREST RATE OPTIONS AND NO LENDER FEE FUTURE REFINANCING MAY BE AVAILABLE FOR QUALIFIED BUYERS. SEE LISTING AGENT FOR DETAILS. Welcome to this inviting home in the sought-after gated 55+ community of Highland Lakes, where peaceful water and conservation views create the perfect backdrop for everyday living. A bright and spacious living room welcomes you inside, while the dining area flows into a sunroom, offering the perfect place to relax and enjoy the surrounding scenery year-round. The eat-in kitchen features a breakfast bar, closet pantry, natural gas range, and opens to a cozy den with direct access to the sunroom and views of the shaded backyard. The split-bedroom floor plan provides added privacy for the primary bedroom offering an en-suite bathroom with dual sinks, a walk-in closet, and a walk-in shower. A comfortable guest bedroom, full guest bath, and interior laundry area complete the home's functional layout. Updates include new roof 2024, a/c 2020, water heater 2025, fresh interior paint throughout 2025 and 2026, seamless Pergo flooring with large upgraded baseboards throughout 2025, new water treatment system 2024, new kitchen appliances and washer/dryer combo 2025, new toilets 2025, and new attic insulation installed in 2025, helping improve energy efficiency and reduce monthly power costs. Highland Lakes offers an exceptional lifestyle with indoor and outdoor pools, pickleball, tennis, bocce ball, shuffleboard, fitness center, clubhouse, pool, woodworking shop, library, walking trails, fishing lakes, RV and boat storage, and a full calendar of social activities. Conveniently located near shopping, dining, and everyday conveniences, this home is ready for you to add your personal touches and make it your own. Click the Virtual Tour link to view the 3D walkthrough.

26166 Newcombe Cir, Leesburg
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