Leesburg Homes with Custom Architectural style

Leesburg Homes with Custom Architectural style

Welcome to Leesburg, Florida, a hidden gem nestled in the heart of Lake County! Known for its picturesque lakes, lush landscapes, and vibrant community, Leesburg offers a perfect blend of small-town charm and modern amenities. Whether you’re drawn to its rich history, outdoor recreational opportunities, or the friendly atmosphere, Leesburg has something for everyone.

As you explore this delightful city, you’ll find an array of homes that showcase custom architectural styles, each with its own unique flair. From Mediterranean-inspired villas to contemporary masterpieces, the homes in Leesburg reflect the creativity and individuality of their owners. These custom designs not only enhance the aesthetic appeal of the neighborhood but also provide a personal touch that sets each residence apart.

Imagine waking up in a stunning home that features soaring ceilings, intricate moldings, and expansive windows that invite natural light to dance throughout the space. Many of these custom-built properties boast luxurious amenities such as gourmet kitchens, serene outdoor living areas, and resort-style pools, making them perfect for entertaining or simply enjoying the tranquility of your surroundings.

Living in Leesburg means embracing a lifestyle filled with adventure and leisure. Explore the nearby lakes for boating and fishing, stroll through the charming downtown area filled with shops and eateries, or take part in community events that bring neighbors together. With its welcoming spirit and unique homes, Leesburg is truly a place where you can create lasting memories. Come discover your dream home in this enchanting city today!

Newest Leesburg Homes with Custom Architectural style

410 Hawthorne Boulevard, Leesburg
$123,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg SubDv. ⋅ 34748 Zip Code
Welcome to 410 Hawthorne Boulevard in Hawthorne at Leesburg, Lake County's premier guard-gated 55+ community. This updated 2-bedroom, 2-bath home sits on a scenic boulevard with a landscaped median. It has 1,312 heated square feet and 1,698 total square feet, and the big ticket item upgrades are already done. A premium rubber membrane roof-over was added in 2017. It's rated ENERGY STAR by the U.S. Department of Energy and comes with a lifetime warranty. The added insulation helps the AC run more efficiently, cuts outside noise and stands up better to wind. ENERGY STAR dual-glazed windows run throughout the main house, except the kitchen and bathroom windows. The exterior was freshly painted in 2024, and new awnings were added in 2025. The home has an energy-efficient Carrier AC system (2017) with advanced R6 flex ductwork for better airflow. All of the original plumbing has been replaced, and the water heater was updated in 2025. The home has a 200-amp electrical service with an updated premium breaker panel that meets all current codes. Intermatic surge protection covers the whole house at the main breaker, with a second unit protecting the AC. This home has passed the pre listing 4-point inspection so it is ready and able to be insured. Inside, the home is carpet-free. Laminate flooring runs through every room, including both Florida rooms and the utility room, over a subfloor reinforced with plywood for extra durability. The kitchen has new waterproof flooring, stone wall covering below the cabinets and stainless steel appliances. It also has room for a full-size 30" refrigerator, a garbage disposal and an under-counter drinking water filter. The master bedroom is spacious and features a large walk-in closet plus a long wall closet and the guest bedroom is also large in size and also has a walk-in closet plus a wall closet. The remodeled guest bath has a full 5-foot tub with shower, an updated vanity and countertop, a Kohler sink and toilet, and AirStep vinyl flooring. Four more closets hold linens, pantry items, medicine and jackets. You can reach the laundry without going outside. The front Florida room is cooled by the home's central AC through floor ducts, so you can use it year-round for morning coffee or evening relaxing. A second enclosed Florida room at the carport has dual-glazed windows. Vertical blinds are included. Community amenities include a clubhouse, pool, fitness center, tennis, a marina, a boat ramp and access to the Harris Chain of Lakes. Also: service pets are welcome. It's golf-cart friendly and just minutes from shopping and dining in The Villages.

410 Hawthorne Boulevard, Leesburg
4513 Antietam Creek Trail, Leesburg
$437,500
3 Beds ⋅ 3 Baths ⋅ Arlington Rdg SubDv. ⋅ 34748 Zip Code
RARE FIND IN ARLINGTON RIDGE: 3-CAR GARAGE | NEW ROOF 6/2026 | TWO MASTER SUITES | DOUBLE OVEN | GOLF COURSE FRONTAGE. Discover a lifestyle of comfort and leisure you’ve waited your whole life for in this charming home located in the popular, high-demand 55+ active adult, guard-gated community of Arlington Ridge. Designed for luxurious, low-maintenance living with stucco construction and a low HOA fee of just $126 per month, this property is the ultimate retreat. FOUR PRIME HIGHLIGHTS: **THE 3 CAR GARAGE: Features ample room for vehicles, golf carts, and extra storage, over 700 sq ft complete with a screened garage door enclosure. **THE TWO MASTERS: Includes two full master suites (ideal for an in-law suite or multi-generational living), each featuring en-suite baths, step-in Roman showers for safety, private water closets, and expansive walk-in closets. **THE DOUBLE OVEN: Gourmet kitchen built for hosting, featuring rich wood cabinets, quartz countertops, a closet pantry, upgraded stainless steel appliances, and a convenient extra wall oven. **THE GOLF COURSE FRONTAGE VIEW: Step through sliding glass doors to your 450 sq. ft. golf-front, always-shady lanai overlooking the fairway, plus two paver patios perfect for grilling and watching sunsets. INTERIOR & ENERGY HIGHLIGHTS: Zero Carpet: 9-foot ceilings and sleek engineered hardwood & tile flooring throughout. Open-Concept Layout: High ceilings seamlessly connect the Great Room, dining area, and chef's kitchen. Turnkey Ready: Indoor laundry room with washer and dryer included. Major Insurance Savings: High construction standards built to modern wind codes, high elevation for flood protection, and low-wind zone status qualify this home for lower). UNBEATABLE HOA VALUE ($126/MONTH INCLUDES): Full lawn care (mowing, edging, and blowing). High-speed 250MB Wi-Fi with router coverage throughout the home. 200+ Cable TV channels with 2 DVRs included RESORT-STYLE COMMUNITY AMENITIES: Located just a 5-minute golf cart ride to the community center: 18-hole championship golf course with year-round tee times (NO mandatory social or golf membership required!). Driving range & putting greens. Heated swimming pools, hot tub, and state-of-the-art fitness facilities. Lighted tennis & pickleball courts, billiards, and a free movie theater. On-site restaurant and tavern. Nearby free boat ramp and fishing pier on a 15,000-acre lake (5 minutes away). Conveniently located near grocery stores, banks, pharmacies, and dining. Just 20 minutes from regional malls and a 12-screen movie theater, 45 minutes from Orlando, major theme parks, and the airport, and 90 minutes from both Daytona Beach and Clearwater!

4513 Antietam Creek Trail, Leesburg
35015 Radio Road, Leesburg
$700,000
3 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 34788 Zip Code
BEAUTIFUL COUNTRY ESTATE WITH 3/3 GUEST HOUSE ON 4.7 ACRES. Welcome home to a wooded paradise where natural beauty, privacy, and peaceful country living come together on 4.7 acres. With plenty of room to roam, expand, and create your dream outdoor oasis, this property offers a rare combination of tranquility and convenience. From the moment you arrive, the charming home welcomes you with its gabled rooflines, screened front porch, and attached 2-car garage featuring a separate storage space and epoxy flooring. Follow the winding path to the front porch and step inside to a warm, inviting interior with a neutral color palette ready for your personal style. Wood-look laminate flooring flows throughout the main living areas. A formal living room offers flexibility as a home office or additional sitting area, while the spacious combination family room, dining area, and kitchen create an ideal gathering space for everyday living and entertaining. Vaulted ceilings, a cozy brick fireplace, and custom built-ins add character and functionality. French doors open to the lanai, creating an easy indoor-outdoor flow that is perfect for entertaining or simply enjoying the peaceful natural surroundings. The well-appointed kitchen features granite countertops, abundant wood cabinetry, generous storage drawers, a built-in pantry, and stainless-steel appliances, including double ovens—perfect for holiday baking and entertaining. A French-door refrigerator and breakfast bar add everyday convenience, while a nearby walk-in storage closet offers the potential for an impressive walk-in pantry. The adjacent laundry room includes a utility sink, additional storage, and convenient garage access. The split-bedroom floor plan provides privacy for everyone. The spacious primary suite features engineered wood flooring and peaceful backyard views. Its en-suite bathroom includes a walk-in closet, built-in storage drawers and shelving, an expansive vanity, tiled shower, and jetted tub for a relaxing retreat at the end of the day. Two additional bedrooms share a hall bathroom with a tiled shower. Have peace of mind with a new roof (2026), double insulated windows (2010), a newer water heater and a new mini-split system in the enclosed lanai. A separate guest house, built in 2017, adds exceptional versatility. This beautifully appointed 3-bedroom, 3-bathroom cottage is ideal for multigenerational living, extended-stay guests, a private retreat, or potential income-producing use. A charming front porch welcomes you inside to a light-filled living room, full kitchen with granite countertops and dining bar, abundant storage, laundry closet, two bedrooms with private bathrooms, and a third bedroom with convenient Jack and Jill access to the hallway bathroom. Outside, shaded porches, a rear lanai, mature trees, and nearly five acres create countless opportunities to relax, entertain, garden, explore, or design the outdoor retreat you've always envisioned. Privacy abounds, yet everyday conveniences are only a short drive away. Come experience the peaceful setting, flexible living spaces, and incredible possibilities this unique country property has to offer.

35015 Radio Road, Leesburg
2207 Hialeah Avenue, Leesburg
$215,990
3 Beds ⋅ 2 Baths ⋅ Indian Hill SubDv. ⋅ 34748 Zip Code
Welcome to 2207 Hialeah Avenue, a brand-new, energy-efficient home set on an expansive quarter-acre lot with no HOA and no lot rent in Leesburg’s Indian Hill neighborhood. Offering true land-and-home ownership just minutes from the Harris Chain of Lakes, this move-in-ready property features 3 bedrooms, 2 bathrooms, and over 1,400 sq. ft. of modern living space. Step inside to an open-concept floor plan highlighted by a custom board-and-batten accent wall, low-maintenance luxury flooring, LED recessed lighting, and craftsman trim throughout. The chef-inspired kitchen boasts 42” shaker cabinetry, brand-new stainless-steel appliances, a sleek chimney range hood, and a center island with canopy pendant lights and breakfast bar seating. The primary suite serves as a private retreat with a large walk-in closet and a spa-like en-suite bath featuring dual vanities, built-in storage, a 60” shower, and a free-standing soaking tub. Additional features include a dedicated laundry room, guest bath with tub/shower combo, and Energy Star certification (R-38 roof, R-22 floor, R-13 walls) for maximum energy savings. Enjoy room to park boats or trailers on your own land!

2207 Hialeah Avenue, Leesburg
5606 Rosewall Circle, Leesburg
$307,500
3 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01 SubDv. ⋅ 34748 Zip Code
EASY WALKING DISTANCE TO THE CLUBHOUSE! This 3 bed / 2 bath home is a unique Pringle built floor plan for Highland Lakes. It offers over 2,000 sq ft of living space with a split plan bedroom design for privacy. NO CARPET, with easily maintained luxury vinyl plank throughout the whole house. The kitchen is updated and the maple cabinets all have soft close drawers & doors, there are granite counters and newer appliances. The primary bathroom is also updated with soft close cabinetry & comfort height granite counters and also a solar powered Velux skylight. Solar tubes in the living room and laundry room brighten the home with natural light and in the evening close the Plantation Shutters in the living room and bedrooms for privacy. A brand new water heater, a roof, replacement in 2022, screen enclosure in 2020, double pane windows in 2018, LVP flooring in 2018 and the Challenger electric panels & breakers replaced with Siemens units show the sellers attention to detail in maintaining the home. Your outside Florida living is taken care of with a Florida Room and large lanai. Yes, the hot tub stays and conveys with the sale. Located in the highly active Highland Lakes community, residents enjoy a low monthly HOA fee with exceptional amenities including a driving range, walking and biking trails, catch-and-release fishing lakes, library, indoor and outdoor pools, fitness center, tennis and pickleball courts, as well as metal and woodworking shops and much more. Highland Lakes is located in South Leesburg, you’ll be close to grocery stores, pharmacies, medical facilities, and restaurants. Plus, you’re less than an hour from Orlando’s world-famous attractions and international airport, with both the East and West Coast beaches under two hours away. Come and check out this delightful home for yourself before someone else makes it theirs!

5606 Rosewall Circle, Leesburg
310 Tomato Hill Road, Leesburg
$425,000
5 Beds ⋅ 3 Baths ⋅ Crestview Estates SubDv. ⋅ 34748 Zip Code
The vision of an elegant home surrounded by the privacy of 1.3 acres is what you could have AFTER the fix up inside is completed. This Block and Stucco home has great bones just needs a major makeover inside. The Exterior could be left natural or polished landscaping to perfection could be added. The over sized attached side entry garage has a step in shower and workbench area. The laundry mud room is off the kitchen hallway. The home is on Well and septic with inspections on file. The solar panels will be removed before closing. There is an apartment or in law suite with private entrance attached off of the back of the home. Also a large screened in lanai with concrete flooring is off of the back of the home. There are 3 unfinished full baths, one with an over sized walk in shower, one with a walk in bathtub and one with a regular tub shower unit. There is also a detached garage and small storage outbuilding. The driveway is concrete. There is dual hvac units for this spacious home with a separate apartment.

310 Tomato Hill Road, Leesburg
30437 Orange Drive, Leesburg
$800,000
4 Beds ⋅ 3 Baths ⋅ Cisky Park SubDv. ⋅ 34748 Zip Code
Welcome to this beautifully renovated 3-bedroom, 2-bathroom lakefront home with a detached 1-bedroom, 1-bath cottage, ideally located in Leesburg’s desirable Sunnyside area. As you step inside the main home, you’re greeted by original refinished hardwood floors, 5-inch baseboards, and an open-concept layout filled with natural light. A wall of windows frames breathtaking views of Lake Harris, while the stone wood-burning fireplace creates a warm and inviting focal point in the living room. The upgraded kitchen is designed to impress, featuring stone countertops, stainless steel appliances, a spacious island, and a striking backsplash that ties the space together beautifully. Both bathrooms in the main home have been thoughtfully updated with tiled showers, built-in benches, new vanities, and modern fixtures, offering a clean and contemporary feel. Outdoor living is just as impressive, with wide open lake views from both the main house and cottage patios—perfect for relaxing or entertaining while enjoying the peaceful waterfront setting. The detached cottage offers exceptional versatility and can serve as a short- or long-term rental, in-law suite, or private guest retreat. It features its own open floor plan, a full kitchen with stone countertops, ample cabinetry, and serene lake views from inside. Major updates have already been completed, including new roofs in 2023, repiping and rewiring of both the main home and cottage in 2021, a kitchen renovation in 2023, and new double-pane windows in the Florida room, giving peace of mind to the next owner. Conveniently located just 10 minutes from shopping and dining, this property is perfectly suited as a primary residence, vacation home, or income-producing opportunity. Schedule your private showing today and experience the best of lakefront living.

30437 Orange Drive, Leesburg
32510 Whitney Road, Leesburg
$569,900
5 Beds ⋅ 3 Baths ⋅ N/A SubDv. ⋅ 34748 Zip Code
Escape to your own private lakefront countryside retreat with this picturesque pond-front property set on 8± acres, offering incredible equestrian potential and peaceful, open space. This charming 5-bedroom, 2.5-bath ranch-style home spans 2,381 square feet and is perfectly positioned with a generous setback, creating a serene sense of arrival through the expansive front yard. Designed for both comfort and functionality, the property features two cross-fenced pastures shaded by mature trees, a garden area, a large parking pad, and a 20x20 metal carport with a workshop. A paver walkway leads to the inviting front porch—an ideal spot to unwind with morning coffee or enjoy a refreshing drink on a warm afternoon. Inside, vaulted ceilings and low-maintenance tile flooring enhance the bright, open-concept layout. The living room centers around a cozy wood-burning fireplace and flows seamlessly into the kitchen and dining areas, creating the perfect space for everyday living and entertaining. The kitchen is well-equipped with abundant wood cabinetry, stainless-steel appliances—including a French-door refrigerator—and a convenient breakfast bar for casual gatherings. Double French doors open to a spacious Florida room, where panoramic windows invite in natural light, backyard views, and gentle breezes. The primary suite offers a relaxing retreat with a walk-in closet and a private en-suite bath featuring dual sinks and a walk-in shower. Four additional bedrooms provide flexibility for family and guests, and the home also features a dedicated home office. Additional highlights include a laundry room, an oversized storage space currently used as a pantry, a whole-house surge protector, a newer A/C system, a whole-house water filtration and softener system, and a durable metal roof—ensuring comfort and peace of mind. Outdoors, the property continues to impress with a variety of fruit trees, a storage shed, and a second metal carport ideal for boats or extra vehicles. A small barn offers excellent potential for conversion into horse stables. Wander to the back of the property to discover Lake Robinson nestled beneath a canopy of mature trees—your own private fishing and relaxing escape. Whether you're an equestrian enthusiast or simply seeking space, privacy, and natural beauty, this exceptional property offers the perfect place to call home.

32510 Whitney Road, Leesburg
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