Leesburg Homes with Custom Architectural style

Leesburg Homes with Custom Architectural style

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County, where the warm sunshine and vibrant community create the perfect backdrop for your dream home. Known for its picturesque landscapes and rich history, Leesburg offers a delightful blend of small-town charm and modern conveniences, making it an ideal place to settle down.

As you explore the real estate options in Leesburg, you'll discover a stunning array of homes that showcase custom architectural styles. From Mediterranean-inspired villas to contemporary masterpieces, these unique properties reflect the individuality of their owners and the artistry of skilled architects. Each home is a canvas of creativity, featuring thoughtful designs, exquisite details, and innovative layouts that cater to a variety of lifestyles.

The city is not only known for its beautiful homes but also for its vibrant community spirit. With a plethora of parks, recreational facilities, and local events, residents enjoy a rich, fulfilling lifestyle. Whether you’re strolling through the historic downtown district, enjoying the scenic views of Lake Harris, or participating in community festivals, there’s always something to do in Leesburg.

For those seeking a home that stands out from the crowd, Leesburg’s custom architectural offerings provide the perfect opportunity to embrace a lifestyle of sophistication and comfort. Discover your place in this enchanting city, where your dream home awaits amidst the beauty and charm of Florida living. Come and experience Leesburg – where every home tells a story, and every story begins with a place to call home.

Newest Leesburg Homes with Custom Architectural style

$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
$229,900
2 Beds ⋅ 2 Baths ⋅ Pennbrooke Fairways SubDv. ⋅ 34748 Zip Code
Welcome home to this charming 2-bedroom, 2-bathroom residence in the gated golf community of Pennbrooke Fairways. Step inside to soaring vaulted ceilings and beautiful French doors that open to a spacious tiled lanai, creating the perfect space to relax or entertain. The eat-in kitchen features tile flooring, a closet pantry, and a large pass-through opening to the living room, making it easy to stay connected with family and guests. Plantation shutters throughout the home add timeless style and privacy. The spacious primary suite offers a large walk-in closet and an updated ensuite bathroom complete with a dual-sink vanity and an updated walk-in shower with a built-in seat. Major updates include a 2019 roof and a 2022 HVAC, providing added peace of mind. Enjoy maintenance-free living with a low monthly HOA fee of just $265, which includes lawn care, high-speed internet, cable, and access to an outstanding selection of community amenities. Pennbrooke Fairways features 27 holes of golf, a pro shop, an on-site restaurant, two recreation centers, swimming pools, a fitness center, and countless activities including pickleball, tennis, shuffleboard, softball, horseshoes, water volleyball, and cornhole. Conveniently located near shopping and dining and just 6 miles from The Villages' Brownwood Paddock Square, this home offers the perfect combination of comfort, convenience, and an active Florida lifestyle.

909 Eagles Landing, Leesburg
$359,000
3 Beds ⋅ 2 Baths ⋅ Sandpiper Co-Op Inc Mhp Lt 101 SubDv. ⋅ 34788 Zip Code
LAKEFRONT ON LAKE YALE WITH YOUR OWN PRIVATE SANDY BEACH — a rare find in Sandpiper, a resident-owned 55+ co-op where your purchase includes a share of the entire community. No lot rent, no land lease — just $115/month, with a pool, marina, covered boat slips, community dock, clubhouse, and shuffleboard on the Harris Chain of Lakes. Add an oversized attached 2-car garage — almost unheard of at this level — and 90 feet of premium lake frontage, and this 3-bedroom, 2-bath home stands alone in its market. Inside, 1,663 square feet live large: a welcoming living room plus a separate family room, both oriented to the water, with skylights, vaulted ceilings, and an open flow built for entertaining. The updated kitchen features quartz countertops, a designer backsplash, soft-close cabinetry, a pantry, and a view from the sink straight across Lake Yale — the detail every buyer remembers. All three bedrooms have walk-in closets, with a split plan giving the primary suite privacy and its own remodeled bath. The enclosed lanai is true year-round living space — insulated windows with tall slider panels that open to screens, so you shift from climate-controlled comfort to lake breeze in seconds. A custom bar with a live-edge wood countertop anchors the space, and just beyond, a concrete patio delivers front-row sunrises over the water (and the occasional rocket launch on the horizon). Metal roof, sprinkler system, rain gutters, and a large, quiet lot round it out. Sandpiper is recognized by the State of Florida as real property ownership — you're not renting the land under your home, you own your piece of the community. Homes with this combination of lakefront, private beach, garage, and ownership structure almost never come to market. Priced below the Lake Yale area median. Schedule your private showing today.

119 Lake Shore Circle, Leesburg
$332,500
3 Beds ⋅ 2 Baths ⋅ Pennbrooke Fairways SubDv. ⋅ 34748 Zip Code
Bring an offer and Welcome to this beautiful 3-bedroom, 2-bath pond view pool home located in the desirable Pennbrooke Fairways community. Step inside to discover freshly painted walls, brand-new carpet, and neutral tile flooring, creating a bright and inviting atmosphere. The spacious kitchen offers plenty of room to cook and gather, featuring white cabinetry, a convenient breakfast bar, and a closet pantry for added storage. The primary suite is a relaxing retreat with tile flooring, a walk-in closet, and an ensuite bathroom complete with a jetted tub and separate walk-in shower. The second bedroom is generously sized and filled with natural light, while the third bedroom offers flexibility as a guest room, office, or hobby space. An indoor laundry room with a utility sink provides additional storage and functionality. The roof and HVAC were replaced in 2017, while in 2019 the water heater was replaced and solar panels were installed. Also, the home has newer glass sliding doors to the lanai. The low monthly HOA fee of $265 includes lawn care, high-speed internet, cable, and access to an impressive array of amenities. Pennbrooke Fairways is a gated golf community featuring 27 holes of golf, a pro shop, and an on-site restaurant. Residents also enjoy two recreation centers, swimming pools, a fitness center, and a variety of outdoor activities including shuffleboard, pickleball, tennis, softball, horseshoes, water volleyball, and cornhole. Conveniently located near shopping and dining, and just 6 miles east of The Villages’ Brownwood Paddock Square, this home truly has it all.

333 Ranchwood 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
$589,000
5 Beds ⋅ 3 Baths ⋅ N/A SubDv. ⋅ 34748 Zip Code
SELLER WILL CONTRIBUTE AND BUY DOWN THE BUYER'S INTEREST RATE! 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 filtration water softener, and a durable metal roof—ensuring both 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
$322,000
3 Beds ⋅ 3 Baths ⋅ Legacy Of Leesburg Unit 05 SubDv. ⋅ 34748 Zip Code
Discover this beautiful casita-style home located on a corner lot, A cat lovers dream with 3-bedrooms 3-baths offering 2,044 sq. ft. of bright, open living space along with a private guest house—perfect for visitors, hobbies, or a peaceful personal retreat. Ideally This home welcomes you with comfort, charm, and exceptional curb appeal. New Roof 2021, AC 2019. Step through the entrance into a serene, spacious courtyard featuring a soothing spa—your own quiet escape. From here, enter the inviting living room where an open, airy floor plan unfolds, enhanced by tile and luxury vinyl flooring throughout for a clean, cohesive, and low-maintenance style. The formal dining room is perfect for gatherings, while the kitchen offers stainless steel appliances, Quartz countertops, a breakfast bar, and a cozy dinette. A large picture window in the dinette overlooks the courtyard, filling the space with natural light. Nearby, a convenient laundry room with extra cabinetry leads directly to the garage. The main bedroom offers a calming retreat with a generous walk-in closet. The main bathroom provides a spa-like feel with a walk-in shower, double vanities, and a built-in cabinet chest for added storage and seating. The second bedroom features tiled flooring and sits next to a full tub/shower bathroom—ideal for guests. Just off the living room is a versatile office or craft room complete with a bay window and tile flooring. The third bedroom, located within the courtyard as a private casita, is perfect for an in-law suite or guest hideaway. It features a spacious sleeping area, walk-in closet, and full tub/shower bathroom. Each bedroom in this home enjoys its own private outdoor retreat into the courtyard creating peaceful nooks to relax and unwind, with the spa nearby adding to the tranquil atmosphere. This exceptional home combines flexible living, beautiful finishes, and a resort-like ambiance, making it a perfect blend of elegance, comfort, and relaxation. The Legacy of Leesburg community enhances the lifestyle further with a wealth of amenities, including a sparkling pool, tennis courts, shuffleboard, an exercise room, meeting space for neighborhood gatherings, a Bocce Ball court, a baseball field, and a variety of engaging clubs such as the Veterans Club, Quilt Club, GFWC Woman’s Club, and Book Club. Around the community there are 14 scenic nature trails winding around picturesque wildlife and peaceful retention ponds, there's always something to enjoy. Be sure to pick up a Trails and Pond Guide from the HOA office, along with the monthly newsletter, to explore all the exciting happenings in this wonderful community.

5510 Celebration Way, Leesburg
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