Leesburg Homes with Two Story Style

Leesburg Homes with Two Story Style

Welcome to Leesburg, a charming city located in Lake County, Florida. Known for its picturesque landscapes and friendly community, Leesburg offers a wonderful place to call home for those seeking a peaceful and idyllic lifestyle.

If you're in the market for a home with a two-story style, Leesburg has a variety of options to choose from. Two-story homes offer a spacious layout, providing ample room for families or those who enjoy having separate living and sleeping areas. With their classic design and distinct appeal, two-story homes in Leesburg are a popular choice among homebuyers.

Whether you're looking for a cozy two-story cottage or a grand two-story estate, Leesburg has a diverse selection of homes to suit your preferences. From historic properties with character to modern residences with all the amenities, there is something for everyone in this vibrant city.

Explore the real estate market in Leesburg and discover the beauty and charm that this city has to offer. With its convenient location, beautiful homes, and welcoming community, Leesburg is the perfect place to find your dream two-story home.

Newest Leesburg Homes with Two Story Style

5 Beds ⋅ 4 Baths ⋅ G5116303 MLS

Need more space AND a home with a NEW roof? This home is available to be seen and it absolutely delivers! With a 2025 roof, 5 bedrooms, 3.5 baths and a flexible two-story layout, there’s room for everyone AND everything. The open kitchen and living area keeps you connected, while the first-floor primary suite gives you a private retreat. Upstairs is where this floor plan really shows off! Four bedrooms—including a junior suite—plus a HUGE bonus room ready for movie nights, a game room, home gym or whatever fits your life. Outside, enjoy an oversized, treed homesite with a covered front porch and private backyard—all just minutes from shopping, dining, Downtown Leesburg and Tavares. More space. More possibilities. Welcome home!

10528 Bronze Leaf Court, Leesburg

4 Beds ⋅ 2 Baths ⋅ G5116305 MLS

Spacious, stylish and filled with beautiful architectural details! This spacious 4-bedroom, 2-bath home offers approximately 2,420 square feet of living space and is situated on a desirable corner lot with a wonderfully private backyard. Step inside to an impressive open and inviting floor plan featuring beautiful wood flooring, high ceilings, crown molding, architectural details, tray and coffered ceilings, and abundant natural light. The home offers flexible living spaces perfect for entertaining, working from home, or simply spreading out and enjoying everyday living. The kitchen opens to the main living areas and features granite countertops, rich wood cabinetry, stainless steel appliances, a breakfast bar, and adjoining dining space. The spacious primary suite offers an impressive tray ceiling and plenty of room to create your own private retreat. One of the home's standout features is the large screened-in rear porch, perfect for relaxing, entertaining, enjoying morning coffee, or unwinding at the end of the day while overlooking the very private backyard. Additional highlights include a 2-car garage, inside laundry, attractive landscaping, brick-paver accents, and a spacious .27-acre lot. Location is another wonderful advantage! Enjoy convenient access to Downtown Leesburg, Tavares and charming Downtown Mount Dora, with their restaurants, shopping, waterfront activities, festivals and year-round events. The home is also within easy reach of The Villages and major Central Florida roadways including US-441, US-27 and SR-44, providing convenient connections toward Florida's Turnpike and the greater Orlando area. Spacious, distinctive, private and centrally located—this beautiful home is ready for its next owner!

301 Ashton Woods Lane, Leesburg

3 Beds ⋅ 2 Baths ⋅ O6430846 MLS ⋅ Unit A BLDG.

Seller will contribute $10,000 toward the buyer’s closing costs! Welcome to this charming 2-story block and stucco home located in a quiet neighborhood just minutes from historic downtown Leesburg—with NO HOA! This home offers 3 bedrooms and 2 bathrooms, featuring fresh interior paint, new flooring, GRANITE countertops, a NEWER roof, and a private fenced backyard. Conveniently located near major highways, schools, hospitals, shopping, restaurants, and downtown Leesburg, you’ll enjoy easy access to everything you need. This property offers a great opportunity for investors, first-time buyers, or anyone looking to personalize a home with their own style. With solid block construction, a newer roof, updated interior finishes, and no HOA restrictions, this home has plenty of potential.

2207 Karl Street Unit A, Leesburg

4 Beds ⋅ 3 Baths ⋅ G5116124 MLS

Auction Property. No Rear Neighbors! Discover the Providence by Lennar—a beautifully appointed and move-in-ready two-story home offering 4 bedrooms, 2-and-a-half baths, all in a quiet serene setting but so close to it all! The main level welcomes you with a spacious open-concept design that flows effortlessly from room to room. At the heart of the home, the espresso-finished kitchen, featuring stainless steel appliances, solid-surface countertops, wood-look plank tile flooring, and a center island overlooking the expansive dining and family rooms—an ideal layout for everyday living and entertaining. A versatile flex room provides additional space for a home office, library, hobby room, and even storage. Upstairs, all four bedrooms surround a comfortable loft that’s perfect for movie nights, games, reading, or relaxing. The generous owner’s suite offers a roomy walk-in closet and a private bathroom with dual sinks, along with a lovely view of the lake. A centrally located upstairs laundry room adds convenience right where it’s needed most. Lennar’s 'Everything’s Included' features elevate the home with stylish finishes throughout, including oversized tile flooring in the wet areas. Liberty Preserve offers convenient access to outdoor recreation, local gardens, parks, shopping, dining, and everyday essentials. Ideally situated near Highways 44 and 441, the community is also convenient to Venetian Gardens, UF Health Leesburg, and Leesburg International Airport. With its spacious layout, thoughtful features, and lovely homesite, this home is a standout opportunity. Schedule your private showing today!

33622 Sky Blossom Circle, Leesburg

3 Beds ⋅ 2 Baths ⋅ O6430490 MLS

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

3 Beds ⋅ 3 Baths ⋅ W7888269 MLS ⋅ 1f BLDG.

Quick move-in! With beautiful amenities, low-maintenance living, and an ideal Leesburg location, Cedar Landings makes it easier than ever to enjoy the comfort of a brand-new home in a community designed for connection, recreation, and convenience. Designed with comfort and style in mind, these thoughtfully crafted townhomes are perfect for those seeking convenience without compromise, with included lawn care, so you can spend more time enjoying your home and less time maintaining it. Conveniently located just minutes from Clermont and Minneola, Cedar Landings provides easy access to some of the area’s most popular destinations while maintaining a peaceful, relaxed atmosphere. Cedar Landings Townhomes brings modern, low-maintenance lifestyle in one of Central Florida’s most charming small-town settings. The Biscayne leads back through dual arches into the Kitchen and the Great Room. Separated from the Great Room by a breakfast bar, the Kitchen flows into the Dinette and then out onto the Patio, bringing the outdoors in. You have three generous bedrooms and two baths. All floorplans feature a 2nd floor Laundry with either stacking or side-by-side washer and dryer. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

6712 Cedar Landing Circle, Leesburg

3 Beds ⋅ 4 Baths ⋅ G5116015 MLS

Lake Lifestyle Without the HOA or AIRBNB opportunity! Experience the best of Florida living in this spacious 3-bedroom, 3.5-bath plus loft home offering over 2,500 square feet of living space on a beautiful 0.47 acre lot with views of Lake Harris. The home features two primary bedrooms with one located on the first floor. Enjoy the convenience of nearby community lake access with a private neighborhood boat ramp just moments away, making it easy to launch your boat and spend the day exploring the Harris Chain of Lakes. From the moment you arrive, you'll be welcomed by a circular driveway framed by a majestic oak tree, creating exceptional curb appeal. This property is a dream for outdoor enthusiasts, featuring a 2-car attached garage, a dedicated RV garage, and additional uncovered parking for your RV, boat, trailer, or other recreational vehicles. Inside, the open-concept floor plan is filled with natural light thanks to soaring ceilings and dramatic floor-to-ceiling windows. A cozy fireplace anchors the main living area, making it the perfect space for entertaining or relaxing with family. The upstairs bedroom offers its own private retreat, complete with a private balcony overlooking beautiful Lake Harris, where you can enjoy your morning coffee or unwind while taking in the peaceful water views. Recent updates provide peace of mind, including a roof and A/C system that are both less than 3 years old. The home has also been recently painted, features gutters throughout, and includes a water softener system. Best of all, there's no HOA, giving you the freedom to enjoy your property without additional fees or restrictions. If you've been looking for a home that combines space, lake views, abundant storage for all your toys, and an unbeatable location, this property is a must-see. Schedule your private showing today!

30216 Harris Drive, Leesburg

6 Beds ⋅ 3 Baths ⋅ G5115593 MLS

ESTATE SALE — INVESTOR OPPORTUNITY, HIGHEST & BEST DEADLINE, NO CONTINGENCIES. Historic 1927 fixer-upper on 0.48 acres in the heart of Downtown Leesburg, including an additional buildable lot (1118 W line St former home site — prior impact fees paid may reduce future construction costs). 3,462 sq ft, 6 bedrooms, 3 baths, two full kitchens, large deep pool with expansive back deck. Originally used as a boarding house with separate entrances upstairs and down — incredible flexibility for renovation, multi-generational living, or income potential. Gorgeous original wood floors, soaring ceilings, rare 1927 architecture. Recent partial PVC plumbing update. Being sold by the estate, priced to sell at or above asking. Terms: Listed at $275,000. Seller requires all offers at or above asking price with NO contingencies. Buyers may inspect during the first 7 days from list date. Closing required within 14 days of contract execution — earnest money due immediately upon acceptance. Sold as-is.

1116 W Line Street, Leesburg

4 Beds ⋅ 6 Baths ⋅ G5115411 MLS

Waterfront estate in Palmora Park, one of Leesburg's most sought-after lakefront neighborhoods, offering 4,623 square feet under heat and air with 264 feet of direct frontage on Lake Harris and full access to the Harris Chain of Lakes. Set on 1.23 acres, this 1930 Mediterranean Revival estate includes a 3-bedroom, 3.5-bath main residence with attached one-car garage, a detached boathouse with a 1-bed/1-bath guest apartment, and a detached multi-bay garage with 28'x21' workshop, 9'x8' storage room, and half bath. The main home features a grand foyer with arched double doors and twisted Corinthian columns, an open kitchen with center island cooktop, quartz countertops, stainless commercial-style hood, and painted brick accent wall. Hardwood floors flow through oversized bedrooms with crown molding. A residential lift connects levels. Large windows and multiple screened porches deliver panoramic lake views from nearly every entertaining space. The grounds are equally compelling: a stone-walled outdoor kitchen and patio, shuffleboard court, mature palm and oak canopy, manicured lawn stretching to the waterfront, private dock, and iron-fenced lake access. The boathouse features a fully enclosed ground-level boat garage with roll-up door, electric boat lift, and reinforced concrete construction, as functional as any vehicle garage. Above it, the guest apartment offers its own screened balcony overlooking Lake Harris, ideal as guest quarters, rental income, or a private home office. The 264 feet of lake frontage, 1.23-acre lot, estate layout, and architectural character are irreplaceable. Direct waterfront access from the property to the lake with no road to cross. Waterfront estates with multiple usable structures in Palmora Park rarely come to market. Minutes from downtown Leesburg, the Florida Turnpike, and The Villages. Kayak, pontoon, or bass fish directly from your dock with access to Lake Harris, Little Lake Harris, Lake Eustis, Lake Dora, and Lake Griffin. 13 month Home Warranty Included!

801 Lake Shore Drive, Leesburg

4 Beds ⋅ 2 Baths ⋅ O6426650 MLS

Take a look at this amazing 4-bedroom/2-bath pool home with 1,903 sq. ft. in the heart of beautiful Leesburg. This home has been lovingly updated with major improvements including a new roof (2023), new windows (2024), a complete kitchen remodel with modern appliances, irrigation system installed in 2024, and a new pool pump (2024). Washer and dryer are also included! This home sits on a large corner lot set back from the road with plenty of room for parking. It features a modern exterior with stacked stone accents and a front patio perfect for entertaining. Inside, enjoy an open layout with a spacious living room, dining room, and a beautifully remodeled kitchen. The kitchen boasts modern appliances, ample storage and prep space, a breakfast nook for extra seating, and opens seamlessly to the dining room. Beautiful wood-planked walls, cathedral ceilings with decorative beams, and tile flooring throughout the main living areas give the home a warm, rustic-meets-modern feel, while the bedrooms are comfortably carpeted. Access the private pool through doors off the kitchen or dining room. There are two bedrooms downstairs, including the spacious master suite with a window seat and a secondary bedroom that opens to the guest bathroom. Upstairs, you’ll find two additional large bedrooms with high ceilings and another full guest bathroom. Outside, relax in your private pool oasis featuring a large deck and bar area for entertaining, plus a refreshing inground pool. A large storage shed provides plenty of space for toys or lawn equipment. This move-in-ready home has something for everyone. Just a short walk from Lake Harris and is conveniently located near shopping and dining, yet tucked away from the hustle and bustle of the city. Recent updates make it truly turnkey

7238 Hillcrest Street, Leesburg

5 Beds ⋅ 4 Baths ⋅ S5154114 MLS

Under Construction. The quick move-in Ammolite offers a well-designed layout with functional living space throughout! Once inside, you are greeted with a private suite including a bedroom, full bath, and separate living space. As you continue down the foyer past the powder room, the home’s open floor plan is put on display featuring an expansive great room that seamlessly flows into the dining nook and upgraded kitchen, complete with a center island with quartz countertops and 42” upper cabinets. Upstairs, the primary suite includes a massive walk-in closet and an en-suite bath with dual sinks. Three additional bedrooms share a full bath, and a central loft provides flexible space for everyday living. A second-floor laundry room adds ease and efficiency to complete the home’s layout. Don’t miss the opportunity to make this home yours today! SAMPLE PHOTOS, actual homes as constructed may not contain the features and layouts depicted and may vary from image(s). Take advantage of special financing on quick move-in homes OR buy a to-be-built home and enjoy up to $20,000 in Flex Funds toward homes that can close in a timely manner! Options may vary by community, and offers are available on select homes on a first-come, first-served basis. Contact builder for more information!

10152 Turnberry Lane, Leesburg

4 Beds ⋅ 2 Baths ⋅ O6425853 MLS

Virtually Staged. This 4-bedroom, 2-bathroom property in Clermont features tile flooring throughout, modern conveniences including a smart thermostat, and flexible living spaces. An upstairs loft retreat and dedicated office provide versatile areas for work and relaxation. Inside, tile surfaces run through the main living areas for durability and easy maintenance. The kitchen centers on an island, ideal for meal preparation and entertaining. A pantry closet keeps groceries and supplies organized and accessible. Sliding glass patio doors connect the interior to outdoor living space, creating natural flow between indoor and outdoor areas. The primary suite offers a spa-inspired bath as a private retreat from daily activity. Upstairs, an additional loft retreat and dedicated office give flexibility for guests, remote work, or hobbies. A laundry room on the main level keeps household tasks contained and convenient. Climate control throughout the property is managed by programmable technology, allowing easy temperature adjustments. Outside, the fenced backyard provides a secure outdoor area for recreation and relaxation. Contact us today to schedule your showing and explore this property in person

1624 Sterns Drive, Leesburg

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