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 picturesque landscapes and vibrant community, Leesburg offers a unique blend of small-town warmth and modern conveniences. With its rich history, beautiful lakes, and an array of recreational activities, it’s no wonder that this delightful city is a sought-after destination for families and retirees alike.

One of the standout features of Leesburg is its stunning real estate market, particularly the availability of beautiful two-story homes. These spacious properties provide the perfect backdrop for family living, offering ample space for both relaxation and entertainment. Imagine stepping into a grand foyer that leads to open-concept living areas, where natural light pours in through large windows, illuminating the stylish interiors. Many two-story homes in Leesburg boast gourmet kitchens, cozy family rooms, and elegant dining spaces, perfect for hosting gatherings with loved ones.

Upstairs, you'll find well-appointed bedrooms, often featuring en-suite bathrooms and walk-in closets, providing a private retreat for everyone in the family. Outdoor living spaces are equally impressive, with many homes offering expansive backyards, perfect for weekend barbecues or peaceful evenings under the stars.

In addition to the beautiful homes, Leesburg is conveniently located near shopping, dining, and top-rated schools, making it an ideal place to settle down. Experience the charm and warmth of Leesburg, where your dream two-story home awaits!

Newest Leesburg Homes with Two Story Property Description

$325,000
4 Beds ⋅ 16 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
$82,500
3 Beds ⋅ 2 Baths ⋅ Leesburg Chesterbrook 02 Condo SubDv. ⋅ 34748 Zip Code
DISCOVER EASY FLORIDA LIVING-in the desirable Chesterbrook Condominiums in Leesburg! This centrally located 3-bedroom 2- bath home is nestled in a welcoming 55+ community featuring a community pool and clubhouse. NEW ROOF 2026, AND NEWER AC. The HOA also covers water, sewer, trash, and cable making for a truly hassle-free living. Whether you're looking for a full time residence or the perfect winter retreat , this is an opportunity you want to miss!!

500 Newell Hill Road Unit 108D, Leesburg
$729,000
5 Beds ⋅ 4 Baths ⋅ Palmora Pk Anx SubDv. ⋅ 34748 Zip Code
Nestled in a charming and well-established neighborhood in Leesburg, SC. This 3280 sq ft home offers the versatility of five-bedrooms and three and half baths. And this home was built for entertaining! Step inside to discover gorgeous hardwoods floors, a formal living room and a formal dining room perfect for hosting gatherings. In addition, a 14x20 room with a gas log fireplace opens to the remodeled kitchen. The spacious kitchen is designed with functionality in mind and comes complete with range/oven, dishwasher, refrigerator, abundant cabinetry, exceptional amount of counter space and two pantries. For larger gatherings, this home also offers a 21x22 room with a 15 ft wet bar. Sitting on a quiet lagoon in Palmora Park with access to Lake Harris & Chain of Lakes, spend early mornings or evenings relaxing with the view of the lagoon and wildlife from the comfort of the screened in porch or the dock. While the 2nd floor offers four bedrooms and 2 full baths, perfect for flexibility and comfort for guests. The 14x23 primary suite, with a cozy gas fireplace and walk in closet, is conveniently situated on the first floor offering a private retreat with access to the screened porch. The oversized garage welcomes 2 to 4 vehicles, depending on size and a generous amount of overhead loft storage. Outside, you'll find an additional storage building, large paver driveway, irrigation system, fenced back yard and a private dock. With a new roof (2020), new water heaters (2021), and recent paint inside and out, this home move in ready. And don't forget about the neighborhood! Palmora Park has long been regarded as one of Leesburg's most desirable neighborhoods with historic charm, modern amenities and strong neighborly connections. Venetian Gardens, Ski Beach, and the downtown, with quaint shopping and excellent dining, are all either within short distance or a short golf cart ride away! No need to be stuck in traffic during the City Fireworks displays, festivals or events held a Ski Beach... as it all happens right in the neighborhood, as waterfront homes in Palmora Park are rarely available and this home won't stay on the market long.

1105 S 9th Street, Leesburg
$520,000
3 Beds ⋅ 3 Baths ⋅ Leesburg SubDv. ⋅ 34748 Zip Code
Picture your mornings starting on your own private, second-story balcony, sipping coffee as the sun rises over the quiet woods behind your home. Located in one of Leesburg’s premier communities, this beautiful property welcomes you with a picture-perfect paver driveway, a cozy front porch, and the effortless upkeep of premium Rhino Shield exterior paint. Step inside to a perfectly cooled sanctuary, courtesy of the brand new HVAC, where real hardwood floors flow through an open and airy layout. Feel the comfort of light-filled gourmet kitchen where baking and hosting feel effortless. Crisp double ovens stand ready for holiday meals, while a generous central island and breakfast bar invite friends to pull up a stool and chat while you cook. This beautiful space flows naturally into a formal dining room, making it easy to transition from casual meal prep to elegant candlelit dinners. Downstairs also features a cozy fireplace in the living room and a bright, dedicated office that could easily become a fourth bedroom or a creative studio. The layout offers a rare and luxurious setup with two separate primary suites. The main-floor suite is perfect for guests, while the upstairs serves as your ultimate personal sanctuary, complete with a charming reading loft. When it's time to unwind, step out into the massive, screened-in lanai. With a dramatic two-story screen and a backyard that backs right up to the trees with no rear neighbors, it feels like your own private, peaceful oasis. Welcome home.

5384 Aurora Drive, Leesburg
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