• Skip to primary navigation
  • Skip to main content
  • Skip to footer
Florida for Boomers

Florida for Boomers

Guide to Florida Retirement Communities and Condos

  • About
  • Best Communities
  • Best Places
    • Central Florida
    • East Coast
    • Northeast Florida
    • Panhandle
    • Southeast Florida
    • Southwest Florida
    • West Coast
  • Free Newsletter
  • Recent Articles
  • Store
    • Florida Retirement Handbook
    • Florida Retirement Masterclass
    • My Book About The Villages
    • Pick the Right Place
  • Search
Search
Dashboard
Listings
Searches
Sign in / Sign up
Save
Ask
Tour
Hide
Share
$99,900
New Listing

500 NEWELL HILL RD 110D
LEESBURG, FL 34748

For Sale|Condominium|Active
2
Beds
2
Total Baths
2
Full Baths
1,134
SqFt
$88
/SqFt
1980
Built
Subdivision:
LEESBURG CHESTERBROOK 02 CONDO
County:
Lake
500 NEWELL HILL RD 110D500 NEWELL HILL RD 110D500 NEWELL HILL RD 110D500 NEWELL HILL RD 110D
Save
Ask
Tour
Hide
Share
Photos
Map
Nearby Listings

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).

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$99,900
Days On Site 
0 Days
Bedrooms 
2
Inside Area (SqFt) 
1,134 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.02 Acres
Year Built 
1980
MLS® Number 
G5113323
Status 
Active
Property Tax 
$547.58
HOA/Condo/Coop Fees 
$870 Monthly
Sq Ft Source 
Public Records
Friends & Family
React
Invite
Recent Activity
7 hours agoListing updated with changes from the MLS®
14 hours agoListing first seen on site
General Features
Acres 
0.02
Direction Faces 
West
Foundation 
Slab
Levels 
One
Number Of Stories 
1
Pets 
Yes
Property Sub Type 
Condominium
Sewer 
Public Sewer
SqFt Total 
1372
Style 
Tudor
Water Source 
Public
Zoning 
R-2
Interior Features
Appliances 
Convection OvenDisposalDryerRange HoodRefrigeratorWasher
Cooling 
Central Air
Flooring 
LaminateTile
Furnished 
Unfurnished
Heating 
Central
Laundry Features 
Laundry Closet
Window Features 
Shutters
Balcony/Porch/Lanai 
Dimensions - 7x11Level - FirstFeatures - Ceiling Fan(s)Description - Room4
Bathroom 1 
Dimensions - 5x8Level - FirstDescription - Room7
Bathroom 2 
Dimensions - 5x7Level - FirstFeatures - Double VanityDescription - Room8
Bedroom 2 
Dimensions - 10x12Level - FirstFeatures - Ceiling Fan(s)Description - Room6
Dinette 
Dimensions - 11x9Level - FirstDescription - Room2
Kitchen 
Dimensions - 11x8Level - FirstFeatures - Granite CountersDescription - Room3
Living Room 
Dimensions - 18x14Level - FirstFeatures - Ceiling Fan(s)Description - Room1
Master Bedroom 
Dimensions - 12x17Level - FirstFeatures - Ceiling Fan(s)Description - Room5
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
StuccoFrame
Exterior 
Lighting
Patio And Porch 
Enclosed
Roof 
Shingle
Windows/Doors 
Shutters
Community Features
Association Amenities 
Pool
Community Features 
PoolStreet Lights
Financing Terms Available 
CashConventional
HOA Fee Frequency 
Monthly
MLS Area 
34748 - Leesburg
Roads 
Asphalt
Senior Community 
Yes
Township 
19S
Listing courtesy of GARRISON REALTY GROUP LLC (352) 805-5550



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-06-08 11:35 PM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
Powered by Showcase IDX, a Constellation1 Company
Save
Ask
Tour
Hide
Share

Don’t see any homes? The MLS system might be down. Check back shortly!

Footer

Popular Articles

25 Best Places to Retire in Florida
Best Florida Retirement Communities
Cost of Living in Florida
Florida Property Taxes

Florida 55+ Communities

Jacksonville 55+ Communities
Ocala 55+ Communities
Orlando 55+ Communities
Tampa 55+ Communities
Full List of 55+ Communities

Popular Communities

The Villages
On Top of the World
Valencia Riverland
Del Webb Communities
Villages of Citrus Hills

Regions

Northeast Florida
Central East Coast
South Florida
Southwest Florida
Central West Coast
Central Florida
Panhandle/NW Florida

Copyright 2007-2026 Florida for Boomers

  • About
  • Advertising
  • Blog
  • Contact
  • Privacy Policy
  • Terms of Use