Location: Leesburg Chesterbrook 02 Condo, Leesburg
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500 NEWELL HILL RD #108A, LEESBURG, FL 34748
$48,000311 Days on yellowkey MLS ID: G5100448
1 Days Off yellowkey (back on 6/11/2026)
REDUCED by $11,000 (18.6%) on 05/27/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1413 Built: 1980Monthly Fee: $645 Tax: $1,273 (2024)Community: Leesburg Chesterbrook 02 CondoSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,273
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. Motivated Owner says make an offer. This 3/2 condo in the 55+ community of Chesterbrook is looking for a new owner. This community is close to everything Leesburg has to offer, restaurants, health care facilities, mall, auto dealers and 20 minutes from the Villages. The unit has a large primary bedroom with ensuite bath and dual sinks. Sit out in the morning on the porch. Call for your appointment today. Community has completed the new roofs and unit has been freshly painted.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Nicky Lerch (571-212-2077)
500 NEWELL HILL RD #110D, LEESBURG, FL 34748
$99,9005 Days on yellowkey MLS ID: G5113323
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1134 Built: 1980 Tax: $548 (2025)Community: Leesburg Chesterbrook 02 CondoCondo
Taxes:$548
Tax Year: 2025
Remarks: Discover elegance and ease in this beautifully remodeled 2-bedroom, 2-bath condo, tucked away in the premier 55+ community of Chesterbrook. Glowing with natural warmth, the spacious open-concept layout effortlessly connects the living and dining area to a serene enclosed porch, the perfect spot for your morning coffee. A bonus is additional storage in the attic space located on the enclosed porch, so nice to have that space you will not find on the 1st floor. High-end finishes elevate every corner, featuring Venatino Italian tile, durable laminate flooring, granite countertops, and custom maple cabinetry. Both bathrooms have been stunningly upgraded with Mirasol glazed ceramic wall tiles, including a luxurious jacuzzi jetted tub in the guest bath. Retreat to the generous primary suite, which easily accommodates a king-size bed and boasts an impressive, oversized walk-in closet. The large second bedroom offers fantastic flexibility, making it an ideal space for guests, a home office, or a hobby room. Outside, Chesterbrook’s sparkling community pool is ready for summer relaxation. Perfectly positioned, you are just minutes from Lady Lake, The Villages, and Lake Griffin. Your stylish, low-maintenance retreat awaits, in addition to the remodel, please note excellent mechanical updates: a BRAND NEW ROOF (February 2026) and AC (2020).
Listing is courtesy of: GARRISON REALTY GROUP LLC (352-901-3415)
Listing Agent: Jennifer Garrison (352-805-5550)
500 NEWELL HILL RD #108B, LEESBURG, FL 34748
$69,900128 Days on yellowkey MLS ID: W7882615
3 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1413 Built: 1980Monthly Fee: $645 Tax: $1,161 (2025)Community: Leesburg Chesterbrook 02 CondoCondo
Taxes:$1,161
Elementary School: Beverly Shores Elem
High School: Leesburg High
Middle School: Oak Park Middle
Remarks: Under contract-accepting backup offers. Check out this 3 bed, 2 bath Condo in the charming 55+ community of Chesterbrook, this is just minutes from Lady Lake, The Villages, and scenic Lake Griffin, part of the renowned Chain of Lakes! This ground-floor condominium features a spacious open floor plan designed for modern living. Step inside this beautiful home that features brand-new luxury vinyl flooring throughout the expansive living areas, and updated kitchen! Enjoy the convenience of direct ground-floor access with dedicated parking just steps from your door. The enclosed patio offers a perfect retreat on hot summer days, providing a comfortable indoor-outdoor space to relax in privacy. Chesterbrook boasts fantastic amenities, including a refreshing pool, a welcoming clubhouse, a bathhouse, and shuffleboard courts. With easy access to a variety of local dining options, and just a short 15-minute drive to The Villages, you’ll find everything within reach. The condo fee covers essential services such as garbage, water, sewer, and meticulous grounds maintenance, making for truly effortless living. If you’re searching for a stylish and comfortable place to call home, no need to look any further!
Listing is courtesy of: ISLAND REAL EST&PROP MGMT INC (727-804-7719)
Listing Agent: Erik Parks (727-804-7719)
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