Leesburg Homes with Courtyard Exterior Features

Leesburg Homes with Courtyard Exterior Features

Welcome to Leesburg, Florida – a hidden gem nestled in the heart of Lake County! Known for its charming small-town atmosphere and rich history, Leesburg offers a perfect blend of natural beauty, vibrant community, and modern conveniences. With its picturesque lakes, lush parks, and warm climate, it's no wonder that this delightful city is a popular destination for families, retirees, and everyone in between.

One of the standout features of homes in Leesburg is their enchanting courtyard exterior designs. These homes are thoughtfully crafted to create inviting outdoor spaces, perfect for relaxation and entertaining. Imagine stepping out of your living room into a serene courtyard, adorned with vibrant flowers, cozy seating areas, and perhaps even a soothing fountain. These courtyards not only enhance the aesthetic appeal of the home but also encourage a lifestyle that embraces the outdoors.

Living in Leesburg means enjoying a wealth of recreational opportunities. From boating and fishing on the stunning Harris Chain of Lakes to exploring the scenic trails of nearby parks, nature enthusiasts will find endless ways to connect with the great outdoors. The city also boasts a vibrant downtown area filled with charming shops, delightful eateries, and community events that foster a strong sense of belonging.

Whether you're seeking a peaceful retreat or an active lifestyle, Leesburg has something for everyone. With homes featuring captivating courtyard exteriors, you can enjoy the best of both indoor and outdoor living in this idyllic Florida city. Discover your dream home in Leesburg, where charm meets convenience!

Newest Leesburg Homes with Courtyard Exterior Features

4719 Heritage Trail, Leesburg
$519,900
2 Beds ⋅ 2 Baths ⋅ G5118803 MLS
BRING YOUR RV, BOAT OR CAR COLLECTION! Located on a private cul-de-sac in Arlington Ridge, this move-in-ready home offers 1,761 square feet of comfortable living, a LONG DRIVEWAY with plenty of room to pull in your RV, and a rare 50-by-16-foot RV garage with hookups, boat parking and a community pump-out station conveniently located just a block away. Major upgrades include a BRAND-NEW ROOF (2025) and whole-home Generac generator (2021), providing valuable peace of mind. Inside, you’ll find an inviting open layout with tile flooring, crown molding, plantation shutters and a gas fireplace. The beautiful kitchen features granite countertops, a center island, stainless steel appliances, pull-out storage and a breakfast nook. The spacious primary suite offers TWO walk-in closets and an ensuite bath with dual sinks, a garden tub and large walk-in shower. Outdoor living is just as impressive with a huge screened courtyard, retractable awning for shade and an expansive HALF-ACRE LOT offering plenty of backyard space to explore adding a pool. The location is fantastic, just minutes from UF Health Leesburg Hospital, with convenient access to Florida’s Turnpike and nearby P.E.A.R. Park offering hiking and biking trails, pickleball and a dog park. You’re also a short drive from The Villages town squares, shopping, dining and entertainment. Boaters will appreciate convenient access to nearby Lake Harris boat ramps and the incredible Harris Chain of Lakes for boating, fishing and waterfront dining. Arlington Ridge is a sought-after 55+ community offering a championship golf course, clubhouse, tavern, resort-style pools, fitness center, tennis, movie theater and an active Florida lifestyle. BEAUTIFUL UPGRADED HOME, RV GARAGE, A LARGE 1/2 ACRE LOT AND A GREAT CENTRAL FLORIDA LOCATION...THIS ONE HAS SO MUCH TO OFFER! Schedule your private tour today!

4719 Heritage Trail, Leesburg
8943 Silver Lake Drive, Leesburg
$649,900
5 Beds ⋅ 4 Baths ⋅ TB8553526 MLS
Lakefront living on Silver Lake with 151 feet of water frontage on a 1.47 acre lot in established Silver Lake Estates. This 5 bedroom, 3.5 bath pool home offers over 3,200 heated square feet and room to spread out inside and out. Step into the oversized great room with vaulted ceilings, a brick wood burning fireplace, and large windows framing the lake. The updated kitchen features newer appliances, and the interior has been freshly painted. A private office/library with built in bookcases makes working from home easy. The primary suite is a true retreat with a walk in closet and a private bath with dual vanities. Out back, the screened in ground pool is made for entertaining, and the adjacent game room/guest house with its own bedroom and sitting area is ideal for guests, extended family, or a studio. Gothic windows, bay windows with window seats, and a side entry 2 car garage with plenty of storage add character and function. No HOA and no CDD. The deep lakefront lot offers space to add a dock, expand, or simply enjoy the view. Minutes to Lake Sumter State College, Treadway Elementary, downtown Leesburg dining and shopping, and Leesburg International Airport.

8943 Silver Lake Drive, Leesburg
4711 Heritage Trail, Leesburg
$535,000
2 Beds ⋅ 2 Baths ⋅ G5118224 MLS
Love to travel? Then you will want to see where the RV parks when you get home. This turnkey home is one of the few in Arlington Ridge with an RV garage, so your RV or motorcoach stays right at home. The RV garage measures 47' long x 15' wide with a 12' wide x 14' high door. Use it for an RV, boat, classic car, motorcycles, storage, or a workshop. It is in addition to a separate two-car garage, so there is no choosing between the things you love and the room to keep them. The community RV clean-out station is just down the street. Inside, the kitchen opens to the living room. Between the home and the RV garage sits a Tuscan-inspired courtyard with a gas stone fireplace, gas-lit wall sconces, a wrought-iron gate, and potted lemon and lime trees. It is a private spot for morning coffee or winding down after a day on the road. No rear neighbors adds privacy in the backyard, and HOA-approved pool renderings are available from the seller for anyone considering a future pool. Recent improvements include a 2023 roof and a 2026 A/C unit. The 18-hole championship golf course flows through the entire community. The low HOA for this home is $134.91 per month. It covers lawn mowing, edging, and blowing, premium cable TV, high-speed internet, and 24/7 paid security guards at the front gate. It also covers the resort-style amenities: fitness center, aerobics room, lap pool, and a large community pool with a beach area and a secluded hot tub. There is plenty to do. Catch a film in the movie theater. Head to Fairfax Hall for events, dancing, shows, and plays staged by the resident Little Theater Group. Join arts and crafts, social groups, and charities. Play tennis, pickleball, bocce, or softball on a community team. Walk or bike the trails. Enjoy great food at both the Grill and the Tavern. Arlington Ridge is a 55+ community that allows a set percentage of residents under 55. The Florida Turnpike, grocery stores, restaurants, medical offices, and hospitals are minutes away. Schedule your private tour and see how well this home fits the lifestyle you have been looking forward to.

4711 Heritage Trail, Leesburg
5440 Rosewall Circle, Leesburg
$229,900
2 Beds ⋅ 2 Baths ⋅ G5118163 MLS
Virtually Staged. BEAUTIFULLY RENOVATED VILLA OFFERING EASY, LOCK-AND-LEAVE FLORIDA LIVING! Whether you're searching for a full-time residence or a seasonal getaway, this thoughtfully updated villa offers the perfect combination of comfort, convenience, and low-maintenance living. With more than $50,000 in improvements, much of the work has already been done for you! Step inside to discover a bright, inviting interior featuring updated flooring throughout, fresh paint, modern lighting, and a beautifully remodeled kitchen. Four skylights fill the home with natural light, while a natural gas fireplace adds warmth and character to the living area. One of the home's standout features is the enclosed lanai, thoughtfully incorporated into the living space to create additional room for entertaining, a home office, or a comfortable retreat for visiting guests. The updated primary bathroom features a raised vanity, and the home's extensive improvements continue with a new roof and skylights (2022/2023), HVAC system, electrical panel (2024), garage door (2024), and water heater (2025). Even the garage has received attention with recessed lighting, providing flexibility for additional seasonal use. Step outside to enjoy your own private courtyard, an inviting space for morning coffee or relaxing Florida evenings. LOVE TO TRAVEL? THIS IS THE LOCK-AND-LEAVE LIFESTYLE YOU'VE BEEN LOOKING FOR! The HOA takes care of many exterior maintenance responsibilities, including irrigation and termite protection, includes a roof replacement reserve, AND OFFERS FREE BOAT AND RV STORAGE—an added convenience that's perfect for enjoying the Florida lifestyle. Spend less time worrying about home maintenance and more time enjoying everything Central Florida has to offer. With extensive renovations, flexible living spaces, and the convenience of villa living, this home is ready for your next chapter. Pack your bags and start enjoying the Florida lifestyle!

5440 Rosewall Circle, Leesburg
33116 Irongate Drive, Leesburg
$400,000
3 Beds ⋅ 3 Baths ⋅ G5116594 MLS
Stunning custom designed 3/3 located in the gated community of Stonegate At Silver Lake. Chicago brick pavers on the drive and walk lead the way into this fabulous home. There is a large 25x20 screened courtyard with matching pavers and gas fireplace. Huge chef's kitchen with cherry cabinets, large breakfast bar, center island and stainless steel appliances. The dining room is separated from the kitchen and overlooks the screened courtyard. The living room with built- in entertainment center with gas fireplace and bookcases. There is additional space beyond the living room that would work as office space or craft area or child's play area. Large master bedroom that will accommodate a king size bed and has lovely sitting area with 3 windows. The ensuite has counter height dual vanity, oversized jetted tub, separate shower, and an oversized walk-in closet with a large shelving unit included. The second bedroom has a large built in closet and double doors leading to the screened courtyard. The second bathroom has counter height single vanity and is across the hall. A pocket door closes for complete privacy. The third bedroom with a private ensuite is detached from the main home with double doors leading to the courtyard and has a private entrance and dedicated HVAC. Elegant 8 foot doors and crown molding throughout. Stonegate offers a community pool, clubhouse and playground. Conveniently located close to shopping, restaurants, downtown festivities, the Harris Chain of Lakes, Lake Sumter State College and Beacon College.

33116 Irongate Drive, Leesburg
25102 Meriweather Road, Leesburg
$279,900
3 Beds ⋅ 2 Baths ⋅ G5115853 MLS
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
420 Glen Arbor Lane, Leesburg
$254,000
2 Beds ⋅ 2 Baths ⋅ O6412207 MLS ⋅ 420 BLDG.
Welcome to Pennbrooke Fairways, a sought-after gated golf community in Leesburg! This well-maintained condominium at 420 Glen Arbor Lane offers comfortable, low-maintenance living with access to an impressive array of community amenities. Inside, you’ll find a bright and inviting floor plan designed for both everyday living and entertaining. Enjoy a spacious living area, well-appointed kitchen, and comfortable bedrooms, along with a private outdoor space perfect for relaxing with your morning coffee or evening beverage. Pennbrooke Fairways residents enjoy access to golf courses, swimming pools, fitness facilities, tennis and pickleball courts, clubhouse activities, and a vibrant social calendar. Conveniently located near shopping, dining, medical facilities, and major roadways, this home provides the perfect blend of comfort, convenience, and active Florida living. Schedule your private showing today and discover everything this wonderful community has to offer!

420 Glen Arbor Lane, Leesburg
21849 Tartan Street, Leesburg
$424,900
3 Beds ⋅ 2 Baths ⋅ G5108275 MLS
Virtually Staged. Welcome to your dream home in Royal Highlands! This stunning, updated pool home boasts serene waterfront views and a BRAND-NEW ROOF, offering worry-free living. Step inside this CBS-constructed, custom model to discover thoughtful upgrades at every turn—from the paver-accented drive and patios to lush, low-maintenance landscaping perfect for soaking up Florida's sunshine and wildlife from your private retreat. Inside, a chef-inspired kitchen awaits, complete with a massive island, granite sink, European fixtures, high-end cabinets, and modern appliances including a double oven and dedicated drink fridge. Entertain effortlessly, with panoramic water views from all main living spaces thanks to the 2022 Anderson windows package. The guest suite promises comfort, privacy, and a relaxing poolside ambiance. This home has been meticulously renovated, featuring redesigned bathrooms, optimized storage, and beautiful finishes throughout. The garage is a handyman’s haven with an oversized workshop and space for a golf cart. Enjoy energy efficiency with 2021 solar panels, an updated HVAC, and a 2025 electric water heater. Swim year-round in the 40' lap pool, upgraded in 2021, or fish right from your backyard! Additional highlights include a transferable termite bond, water softener, garbage disposal, included TVs, durable LVP flooring, and a neutral color palette inside and out. Royal Highlands, a gated 55+ golf community, offers amenities galore: fitness and event centers, on-campus restaurant, clubs, sports courts, a softball field, and easy access to the Florida Turnpike, I-75, major attractions, and shopping. Don't miss your chance—schedule a tour today and make this exceptional waterfront oasis yours!

21849 Tartan Street, Leesburg
4900 Heron Run Circle, Leesburg
$219,900
2 Beds ⋅ 2 Baths ⋅ G5106484 MLS
Discover an outstanding value in the sought-after Plantation at Leesburg! This partially furnished 2-bedroom residence is perfectly situated on a spacious, private lot that backs to a tranquil conservation area, offering both serenity and beautiful views. Featuring the popular 1995 Sandpiper model, you’ll enjoy 1,289 sq. ft. of comfortable living space with inviting southern exposure. The home comes mostly furnished (some exclusions may apply) and boasts numerous updates, including a garage door roll-up screen, vinyl fencing, fresh sod, and a new roof and garbage disposal installed in 2024. Additional improvements include leaf filters (2023), refrigerator (2022), water heater (2019), upgraded AC, double-pane windows, vertical blinds, and elegant kitchen (w/pull-out shelves) and bathroom cabinetry completed in 2016. Experience the charm of small-town living with resort-style amenities—schedule your private tour today! Move right in and start living your best life! Schedule a tour of this beautifully maintained property today. Located in one of Central Florida’s premier 55+ active adult communities. The Plantation at Leesburg boasts 2,820 homes surrounded by manicured lawns, cascading waterfalls, and lush palm trees. Enjoy peace of mind with 24-hour staffed security and a wealth of amenities designed for every interest and budget. Residents have access to three multi-purpose clubhouses, three swimming pools, spring-fed fishing ponds, scenic walking and biking trails, and much more. The community features championship golf courses, tennis, equity memberships, large clubhouses, heated pools, full-time activity directors, over 100 weekly activities, state-of-the-art fitness centers, and is just a short drive to Orlando’s world-class attractions. Please note: property taxes are subject to reassessment after the sale. Schedule your tour today—this home is truly a must-see!

4900 Heron Run Circle, Leesburg
2911 Pecan Avenue, Leesburg
$160,000
2 Beds ⋅ 3 Baths ⋅ G5105884 MLS
****Affordable Opportunity in a Gated Community!!**** Don’t miss this value-packed townhouse Featuring new flooring and a newer roof and HVAC system in a Family Friendly resort style community - amenities including a pool, fitness center, and clubhouse, this property offers both comfort and convenience with 2 spacious upstairs bedrooms, each with private bath and balconies overlooking your own courtyard. One bedroom also enjoys peaceful views of the pasture behind the community. All appliances are included. The home does need a deep cleaning. Photos and video are current. This home qualifies for FHA, VA, USDA and Conventional financing - Seller is easy to work and this listing agent is an absolute peach and very resourceful if you need assistance! Additional highlights include two reserved parking spaces, so you’ll never have to search for parking. Schedule your showing today—this is a deal you don’t want to miss!

2911 Pecan Avenue, Leesburg
2942 Poplar Avenue, Leesburg
$173,000
2 Beds ⋅ 3 Baths ⋅ G5099603 MLS
Virtually Staged. GATED Community, Private Patio, Granite Counter-tops, UPDATED kitchen, New HVAC, desirable location Across from the POOL and Fitness Center, Bedrooms are upstairs each with their own private en-suites and each with its own private balcony overlooking courtyard. ALL APPLIANCES are included and this home is MOVE IN READY and can close quickly!!! BEST location in the neighborhood. This townhome is very spacious and features nearly 1300 sq ft of living space excluding the courtyard, plus 2 bedrooms and 2 1/2 baths. Great layout with an open and updated kitchen with sliding glass doors to patio. Living room and dining area are mirrored creating the illusion of massive rooms and there is a 1/2 bath downstairs for your guests. Both bedrooms are upstairs each with a balcony overlooking patio and each with its own private bath. Two private reserved parking spaces. Washer and dryer included along with clicker for gate. CALL TO SCHEDULE A TIME TO SEE TODAY

2942 Poplar Avenue, Leesburg
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