Leesburg Sleepy Hollow First Add Real Estate

Welcome to the charming subdivision of Leesburg Sleepy Hollow First Add in Leesburg, Lake County, Florida! Nestled in the heart of this vibrant city, Sleepy Hollow offers a peaceful retreat for those looking to call this beautiful area home.

With a serene atmosphere and a close-knit community feel, Sleepy Hollow is the perfect place to settle down and enjoy all that Leesburg has to offer. The neighborhood features a mix of single-family homes, each with its unique character and charm, making it a diverse and welcoming place to live.

Residents of Sleepy Hollow have easy access to a range of amenities and attractions, including parks, shopping centers, restaurants, and more. Whether you're looking to spend a day exploring the great outdoors or trying out the local cuisine, there is something for everyone just a stone's throw away from your front door.

Conveniently located in Lake County, Sleepy Hollow provides residents with a peaceful retreat while still being close to major highways and urban centers. Enjoy the tranquility of suburban living while having easy access to all the excitement and opportunities that come with living in the bustling city of Leesburg.

Come and discover the beauty and charm of Sleepy Hollow - where community spirit meets modern convenience, creating the perfect place to call home in Leesburg, Florida.

Newest Listings in Leesburg Sleepy Hollow First Add

$350,000

4 Beds ⋅ 3 Baths ⋅ Leesburg Sleepy Hollow First Add SubDv. ⋅ 34748 Zip Code

Welcome to 2721 Athens Drive, a spacious 4-bedroom, 3-bath pool home with over 2,000 sq. ft. of living space. This inviting home features an open-concept layout connecting the living, dining, and kitchen areas, with stainless steel appliances, ample cabinetry, and a breakfast bar. The generous primary suite offers a walk-in closet and private bath with dual sinks, soaking tub, and separate walk-in shower. Enjoy Florida living in the screened-in outdoor area featuring a heated saltwater pool, covered patio, and fully fenced backyard—perfect for relaxing or entertaining. Conveniently located just behind the City of Leesburg Sports Complex and close to shopping, dining, and everyday amenities. Additional features include a 2-car garage, irrigation system, and low HOA fees. Offered at $360,000 with up to $5,000 Seller contribution toward Buyer’s closing costs and/or prepaid expenses. Schedule your private showing today

2721 Athens Drive, Leesburg

$440,000

4 Beds ⋅ 3 Baths ⋅ Leesburg Sleepy Hollow First Add SubDv. ⋅ 34748 Zip Code

** THE SELLER IS OFFERING $5,000 IN BUYER CLOSING COST ASSISTANCE ** Bright, bold, and completely move-in ready, this updated pool home brings modern comfort and effortless entertaining together in one incredible package. Step inside to find high ceilings, recessed lighting, and fresh interior paint that create a bright, open feel throughout. The functional floor plan makes the space both inviting and practical for daily living or entertaining. The spacious primary suite features a large walk-in closet, a fully renovated ensuite bathroom, and private access to the pool area, which is perfect for relaxing mornings or evening swims. Major updates provide peace of mind, including a new roof (2022), HVAC system (2024), and water heater (2024). Outside, you'll find a well-manicured lawn, low-maintenance landscaping, and a fully fenced backyard offering privacy around the screened-in pool area. The pavered pool deck adds a touch of elegance, while the smart color-changing pool light, operable from your phone, enhances evening ambiance. The guest bathroom's direct pool access ensures convenience and keeps wet feet out of the main living areas. Bedroom #2 comes with its own en-suite full bathroom which is perfect for multigenerational living or added guest privacy. This home truly combines style, functionality, and thoughtful updates. It is move-in ready and waiting for its next chapter! This home can be purchased with NO MONEY DOWN or NO INCOME VERIFICATION!

2720 Savannah Drive, Leesburg

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