Leesburg Homes with Two Story Property Description

Leesburg Homes with Two Story Property Description

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County, known for its friendly atmosphere, stunning natural beauty, and vibrant community spirit. With its picturesque lakes, lush parks, and historic downtown, Leesburg offers a delightful blend of small-town charm and modern conveniences. Residents enjoy a rich tapestry of recreational activities, from boating on the Harris Chain of Lakes to exploring the scenic trails of the nearby Lake Louisa State Park. The city hosts numerous events throughout the year, fostering a close-knit community where neighbors become friends.

If you’re searching for your dream home in this idyllic setting, look no further than our stunning two-story properties. These homes are designed for both comfort and elegance, offering spacious layouts that cater to the needs of families and individuals alike. With multiple bedrooms and bathrooms, two-story homes provide ample space for relaxation and entertainment. The open-concept living areas seamlessly blend with gourmet kitchens, perfect for hosting gatherings or enjoying quiet family dinners.

Many of these properties feature charming architectural details, large windows that invite natural light, and beautifully landscaped yards that offer a peaceful retreat. Imagine sipping your morning coffee on a balcony overlooking the serene surroundings or enjoying family game nights in a cozy living room.

In Leesburg, you’re not just buying a home; you’re investing in a lifestyle filled with warmth, community, and endless opportunities for adventure. Discover your perfect two-story home in this enchanting city today, and start making memories that will last a lifetime!

Newest Leesburg Homes with Two Story Property Description

$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
$322,230
3 Beds ⋅ 3 Baths ⋅ Cedar Landings Townhomes SubDv. ⋅ 34748 Zip Code
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
$629,900
3 Beds ⋅ 4 Baths ⋅ Mark K & T S Johnsons Sub SubDv. ⋅ 34748 Zip Code
Lake Lifestyle Without the HOA! 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
$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
$275,000
6 Beds ⋅ 3 Baths ⋅ Leesburg SubDv. ⋅ 34748 Zip Code
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; highest and best offer due by Monday August 10, 2026. Closing required within 14 days of contract execution — earnest money due immediately upon acceptance. Sold as-is.

1116 W Line Street, Leesburg
$350,000
4 Beds ⋅ 2 Baths ⋅ Shady Dells SubDv. ⋅ 34748 Zip Code
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
$459,999
5 Beds ⋅ 4 Baths ⋅ Troon Creek Preserve SubDv. ⋅ 34788 Zip Code
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
$329,900
4 Beds ⋅ 2 Baths ⋅ Overlook/Lake Griffin SubDv. ⋅ 34748 Zip Code
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
$409,900
5 Beds ⋅ 3 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
Why wait for new construction when this home already has all the upgrades? Fully fenced, featuring an owned solar system (to be paid off at closing), a whole-house water softener, and freshly painted main living area and upstairs loft — this corner-lot beauty in the highly sought-after Lake Denham Estates is truly move-in ready. Welcome to 3319 Curlew Ave — a spacious, energy-efficient home offering ultimate flexibility with up to 5 bedrooms and 2.5 bathrooms. The downstairs flex room includes a closet, making it a perfect 5th bedroom, home office, or den. Upstairs you'll find 4 additional bedrooms plus a versatile loft space, ideal for a second living area, playroom, or home gym. The open-concept kitchen shines with rich wood cabinetry, granite countertops, and a large center island with breakfast bar seating — perfect for entertaining. The primary suite features an oversized walk-in shower and dual sinks, while the secondary bathroom also offers dual sinks for added convenience. Enjoy Florida living at its best on the covered front porch or covered back patio (complete with a gas port for your grill), overlooking the private, fully fenced backyard with a storage shed for extra space. The home is all-electric with the exception of the water heater, and with solar already in place, you'll enjoy significant utility savings from day one. Located in Lake Denham Estates, residents enjoy a resort-style community pool with restrooms, a fitness area, and a playground. Don't miss this rare opportunity to own a better-than-new home with upgrades already done! All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent.

3319 Curlew Avenue, Leesburg
$164,900
2 Beds ⋅ 3 Baths ⋅ Leesburg Royal Oak Estates Sub SubDv. ⋅ 34748 Zip Code
Virtually Staged. DISCOVER THE SERENE BEAUTY OF THIS STUNNING LEESBURG HOME! GORGEOUS TWO-STORY 2-BEDROOM, 2.5-BATHROOM HOME nestled in the HIGHLY SOUGHT-AFTER Royal Oak Estates community, boasting a SPACIOUS FLOOR PLAN that effortlessly blends functionality with modern style. Upstairs, you'll find TWO SPACIOUS BEDROOMS and TWO FULL BATHROOMS, while a convenient GUEST HALF BATH is located downstairs. From the moment you step inside, you'll be greeted by an OPEN-CONCEPT LIVING AREA filled with NATURAL LIGHT, creating a warm and inviting atmosphere. Cook like a pro in the NEW KITCHEN featuring NEW QUARTZ COUNTERTOPS and SLEEK STAINLESS STEEL APPLIANCES—perfect for culinary enthusiasts. This home is LOADED WITH UPGRADES, including a NEW ROOF with 30-Year Shingles, NEW HVAC SYSTEM, RENOVATED BATHROOMS, FRESH INTERIOR & EXTERIOR PAINT, NEW LIGHT FIXTURES, FAUCETS, TOILETS and MUCH MORE. Step outside to a FULLY FENCED FRONT PATIO offering both privacy and low maintenance, making it the perfect space for relaxing, gardening, or HOSTING WEEKEND BBQs WITH FAMILY AND FRIENDS! Residents of Royal Oak Estates enjoy beautifully maintained grounds and fantastic community amenities, including lawn maintenance, a CLUBHOUSE with FITNESS CENTER, and a COMMUNITY POOL. Ideally located just minutes from DOWNTOWN LEESBURG and THE VILLAGES, with convenient access to shopping, medical facilities, restaurants, and entertainment. This MOVE-IN-READY HOME truly has it all! All measurements are approximate and should be verified by the buyer. Some photos may include virtual staging.

921 Royal Oak Boulevard, Leesburg
$1,600,000
7 Beds ⋅ 8 Baths ⋅ Leesburg East Leesburg SubDv. ⋅ 34748 Zip Code
Experience the rare opportunity to own a historic lakefront estate on the coveted Lake Harris Chain of Lakes. Tucked away at the end of a quiet cul-de-sac shared by only a handful of waterfront residences, this remarkable property offers an extraordinary 183 feet of shoreline and breathtaking panoramic views across beautiful Lake Harris. Originally built in 1923, this timeless estate is rich with history and character, having been updated throughout the years while preserving much of its original charm. Now ready for its next chapter, this is a home for someone who appreciates classic architecture, unparalleled waterfront living, and the opportunity to complete its restoration to its full grandeur. The main living area is perfectly positioned on the 2nd level to capture spectacular lake views. Wake each morning to shimmering water vistas from the spacious primary suite, complete with private access to the screened porch, a generous walk-in closet, and an oversized bath. A thoughtful split-bedroom floor plan provides exceptional privacy, while two additional bedrooms each feature walk-in closets and en-suite baths, with one also serving as the home’s guest bath. Designed for both everyday living and elegant entertaining, the formal dining room showcases beautiful built-in cabinetry and French doors opening to a charming front balcony. The inviting family room serves as the heart of the home, where custom built-ins, expansive glass doors, and sweeping lake views create an unforgettable setting. A dedicated office with built-in cabinetry and its own exterior entrance via a spiral staircase offers the perfect space for a home business, private studio, or executive workspace. The versatile first floor expands the home’s possibilities with 4 additional bedrooms (3 do not have closets), three full and two half baths, extensive utility space, and two oversized bonus rooms making the home ideal for multigenerational living, guest accommodations, recreation, hobbies, or potential income-producing opportunities. Outside, the lifestyle is simply exceptional. A sparkling deep pool and spa overlook the lake, surrounded by generous screened lanai space perfect for relaxing, entertaining, or taking in spectacular sunrises and sunsets. Two covered boat docks complete with electric and fresh water provide convenient access to the lake for recreation and enjoyment. A two-car garage, expansive driveway, and deep front yard provide abundant parking and enhance the home’s impressive curb appeal. Offering an unmatched combination of history, privacy, expansive waterfront, and endless potential, this is more than a home—it’s an opportunity to restore and preserve a true Lake Harris legacy for generations to come.

1029 Mellathon Circle, Leesburg
$390,000
3 Beds ⋅ 3 Baths ⋅ Golfview Sub SubDv. ⋅ 34788 Zip Code
POOL HOME ON NEARLY HALF AN ACRE WITH NO HOA! Welcome to this spacious 3-bedroom, 2.5-bath Leesburg home offering 2,496 heated square feet, a private in-ground pool, attached 2-car garage, downstairs primary bedroom, formal dining room, interior laundry room, and a large upstairs loft. The living room features vaulted ceilings, exposed wood beams, and a stone wood-burning fireplace, creating a warm central gathering space. The kitchen offers granite-look counters, a breakfast nook, range, microwave, refrigerator, and dishwasher. Enjoy multiple outdoor living areas, including a covered rear patio, screened upper porch, poolside gazebo, storage shed, fenced yard, mature trees, and peaceful pond views. Conveniently located near US-441, shopping, dining, downtown Leesburg, and area amenities.

9916 Jackson Road, Leesburg
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