Welcome to Chesterbrook — a quiet, well-kept 55+ community just minutes from Lady Lake, The Villages, and the sparkling waters of Lake Griffin on the renowned Chain of Lakes. This beautifully updated 2-bedroom, 2-bathroom ground-floor condo offers comfort, convenience, and a relaxed Florida lifestyle. Step inside to an inviting open floor plan with premium ceramic tile in the kitchen, baths and living areas for added durability and style. As an end-unit you will enjoy extra privacy and a peaceful setting. The enclosed patio provides the perfect spot to unwind on warm afternoons — a cozy indoor-outdoor retreat you can enjoy year-round. Parking is just steps from your front door, making daily living effortless.
Chesterbrook residents enjoy a friendly, active community with amenities that include:
A refreshing community pool
A welcoming clubhouse
A convenient bathhouse
Shuffleboard courts for leisurely afternoons
You’ll love the unbeatable location — close to restaurants, shopping, medical facilities, and only a short 15-minute drive to all the entertainment and conveniences of The Villages. Outdoor lovers will appreciate quick access to the Chain of Lakes for boating, fishing, and scenic adventures. The condo fee covers water, sewer, trash, and grounds maintenance, giving you true low-maintenance living. Community roof replacement is already underway. Whether you’re looking for a comfortable full-time home or a smart investment opportunity, this move-in-ready condo checks all the boxes. Come see why Chesterbrook is such a special place to call home.
Chesterbrook residents enjoy a friendly, active community with amenities that include:
A refreshing community pool
A welcoming clubhouse
A convenient bathhouse
Shuffleboard courts for leisurely afternoons
You’ll love the unbeatable location — close to restaurants, shopping, medical facilities, and only a short 15-minute drive to all the entertainment and conveniences of The Villages. Outdoor lovers will appreciate quick access to the Chain of Lakes for boating, fishing, and scenic adventures. The condo fee covers water, sewer, trash, and grounds maintenance, giving you true low-maintenance living. Community roof replacement is already underway. Whether you’re looking for a comfortable full-time home or a smart investment opportunity, this move-in-ready condo checks all the boxes. Come see why Chesterbrook is such a special place to call home.
Property Details
Price:
$68,000
MLS #:
G5108494
Status:
Active
Beds:
2
Baths:
2
Type:
Condo
Subtype:
Condominium
Subdivision:
LEESBURG CHESTERBROOK CONDO
Neighborhood:
34748leesburg
Listed Date:
Feb 25, 2026
Finished Sq Ft:
1,134
Total Sq Ft:
1,389
Lot Size:
1,389 sqft / 0.03 acres (approx)
Year Built:
1975
See this Listing
Schools
Elementary School:
Beverly Shores Elem
Middle School:
Oak Park Middle
High School:
Leesburg High
Interior
Appliances
Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Ceramic Tile
Heating
Central
Interior Features
Ceiling Fan(s), Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Thermostat
Laundry Features
Electric Dryer Hookup, Inside, Washer Hookup
Levels
One
Exterior
Association Amenities
Pool, Shuffleboard Court
Common Walls
Corner Unit
Community
55+
Community Features
Clubhouse, Community Mailbox, Deed Restrictions, Pool, Sidewalks
Construction Materials
Block
Direction Faces
Southeast
Exterior Features
Sidewalk
Lot Features
City Lot, Near Public Transit, Sidewalk
Parking Features
Assigned, Common
Patio And Porch Features
Enclosed, Patio
Roof
Shingle
Senior Community YN
1
Financial
HOA Fee Frequency
Monthly
HOA Includes
Community Pool, Maintenance Grounds, Private Road, Recreational Facilities, Sewer, Trash, Water
HOA Name
Mosaic Property Management/ Jennifer Cain
HOA Phone
352-617-7606
Tax Year
2025
Taxes
$1,041
Map
Community
- Address500 NEWELL HILL ROAD UNIT 101A LEESBURG FL
- SubdivisionLEESBURG CHESTERBROOK CONDO
- CityLEESBURG
- CountyLake
- Zip Code34748
Subdivisions in LEESBURG
- 0004
- 1925-1925
- ACREAGE
- ACREAGE & UNREC
- ACREAGE & UNREC PLATS
- ARBORMERE SUB
- ARBORS OF LAKE HARRIS
- ARLINGTON RDG – PH 3B
- ARLINGTON RDG PH 01-C
- ARLINGTON RDG PH 2
- ARLINGTON RDG PH 3A
- ARLINGTON RDG PH 3B
- ARLINGTON RDG PH 3C
- ARLINGTON RIDGE
- ARLINGTON RIDGE PH 02
- ARLINGTON RIDGE PH 1-A
- ARLINGTON RIDGE PH 1-B
- ARLINGTON RIDGE PHASE 3C
- ARLINGTON RIDGE PHASE I-A
- AZALEA HILL
- AZALEA HILL APARTMENTS
- AZALEA HILLS
- AZALEA HILLS APARTMENTS
- BASSVILLE PARK
- BENTLEY VILLAS
- BEVERLY SHORES
- BONFIRE MOBILE HOME VILLAGE SUB
- BRADFORD RIDGE
- BRITTANY ESTATES
- BRITTANY ESTATES SUB
- CENTURY ESTATES SUB
- CHESTERBROOK CONDO
- CISKY PARK
- CLEARWATER RESERVE PH 2
- CLEARWATER RESERVE PHASE 2
- COACHWOOD COLONY ADD 01
- COACHWOOD COLONY EAST
- CONSIGNY PLACE SUB
- COUNTRY CLUB VIEW SUB
- COUNTRY CORNER SUB
- CRESTVIEW ESTATES
- CYPRESS HAVEN UNIT 01
- DELOUEST LAND
- DEVELOPMENT MANE FRISCH’S
- EAGLES POINT PH II SUB
- EDGEWOOD PARK ADD
- EDWARDS NEWTOWN ADD/LEESBURG
- EMERALD POND SUB
- ESTATES AT SUNNYSIDE SUB
- FORTY EIGHT ESTATES
- FOX POINTE AT RIVERS EDGE
- FTY EIGHT ESTS
- GOLFVIEW
- GREEN OAKS RETIREMENT COOP INC TR A & B
- GREENLEAF BUS CENTRE
- GREENLEAF BUSINESS CENTRE
- GREENVIEW SUB
- GRIFFIN SHORES
- GROVES AT WHITEMARSH
- HAINES CREEK HEIGHTS
- HAINES LAKE ESTATES
- HARBOR SHORES UNIT 01
- HARBOR SHORES UNIT 02
- HAWTHORNE AT LEESBURG
- HAWTHORNE AT LEESBURG A COOP
- HAWTHORNE/LEESBURG
- HERITAGE COVE SEC 24
- HIGHLAND LAKES
- HIGHLAND LAKES PH 01
- HIGHLAND LAKES PH 01B
- HIGHLAND LAKES PH 02A
- HIGHLAND LAKES PH 02B
- HIGHLAND LAKES PH 02C
- HIGHLAND LAKES PH 02D TR A-D
- HIGHLAND LAKES PH 03 TR A-G
- HIGHLAND LAKES PH 2-A
- HIGHLAND LAKES PH 3
- HIGLEY
- HILLTOP
- HILLTOP SUB 3
- HILLTOP VIEW
- HOLLYWOOD HEIGHTS
- HOWELL PARK
- INDIAN HILL
- JOHNSONS MARY K & T S
- KINGS PENINSULA
- LAKE DENHAM ESTATES
- LAKE EUSTIS VILLAGE PARK
- LAKE GRIFFIN PRESERVE
- LAKE GRIFFIN RESERVE
- LAKE YALE COVE PH 01
- LAKE YALE ESTATES
- LAKE YALE ESTATES CONDOMINIUM
- LAKEWOOD PARK
- LANIER
- LEESBURG
- LEESBURG ARBORS LAKE HARRIS
- LEESBURG ARCHBELL SUB
- LEESBURG ARLINGTON RDG PH 3B
- LEESBURG ARLINGTON RIDGE PH 02
- LEESBURG ARLINGTON RIDGE PH 1-A
- LEESBURG ARLINGTON RIDGE PH 1-B
- LEESBURG ARLINGTON RIDGE PH 1-C
- LEESBURG ASHTON WOODS
- LEESBURG BEACH GROVE
- LEESBURG BEL MAR
- LEESBURG BEULAH HEIGHTS
- LEESBURG BEVERLY HARBORS 02 CONDO
- LEESBURG BEVERLY SHORES
- LEESBURG BIRCHWOOD
- LEESBURG BIRCHWOOD SUB
- LEESBURG BLANMAY
- LEESBURG BONAIRE HEIGHTS 02
- LEESBURG BUDDS
- LEESBURG CHESTERBROOK 02 CONDO
- LEESBURG CHESTERBROOK 02 CONDO PH 01
- LEESBURG CLEARVIEW TERRACE
- LEESBURG COACH HOUSES AT LEESBUG CONDO
- LEESBURG COACHWOOD COLONY
- LEESBURG COMMANDER ROAD OFFICE PARK
- LEESBURG COMMONS BUS PARK
- LEESBURG CRESTRIDGE AT LEESBURG
- LEESBURG EAST COACHWOOD COLONY
- LEESBURG EAST COACHWOOD COLONY ADD 01
- LEESBURG FERNERY
- LEESBURG GAMBLE COTTRELL
- LEESBURG GREENLEAF BUS CENTRE
- LEESBURG HAMPTON COURT
- LEESBURG HANSONS SUB
- LEESBURG HILLTOP VIEW
- LEESBURG HILLTOP VIEW SUB
- LEESBURG INDIAN OAKS
- LEESBURG INTERLAKEN PLAZA SUB
- LEESBURG J W LEES SUB
- LEESBURG JAMESTOWNE SUB
- LEESBURG KERLS ADD 02
- LEESBURG KINGSON PARK
- LEESBURG KNOTTS
- LEESBURG KNOTTS ADD
- LEESBURG L R M C PROFESSIONAL OFFICE 01
- LEESBURG LAGOMAR SHORES
- LEESBURG LAKE HARRIS ESTATES
- LEESBURG LAKE POINTE AT SUMMIT
- LEESBURG LAKEWOOD PARK
- LEESBURG LEES
- LEESBURG LEESBURG COMMERCE PARK PH 01
- LEESBURG LEGACY LEESBURG UNIT 02 LT 163
- LEESBURG LEGACY LEESBURG UNIT 05
- LEESBURG LEGACY LEESBURG UNIT 06
- LEESBURG LEGACY OF LEESBURG UNIT 07
- LEESBURG LEGACY UNIT 03 LT 259
- LEESBURG LIBERIA
- LEESBURG LOVES POINT ADD
- LEESBURG LOVES POINT ESTATES
- LEESBURG LSBG REALTY COS ADD
- LEESBURG MAJESTIC OAKS LANDING
- LEESBURG MAJESTIC OAKS SHORES
- LEESBURG MC WILLMAN SUB
- LEESBURG MEADOWS LEESBURG
- LEESBURG N C LEE ESTATE
- LEESBURG OAK CREST
- LEESBURG OAKHILL PARK
- LEESBURG OAKHURST AT LEESBURG CONDO
- LEESBURG OAKRIDGE CONDO PH 01
- LEESBURG ORANGE HEIGHTS
- LEESBURG OVERLOOK AT LAKE GRIFFIN
- LEESBURG PALM HARBOR SUB
- LEESBURG PALMORA GREEN SUB
- LEESBURG PALMORA PARK
- LEESBURG PALMORA PARK ANNEX
- LEESBURG PALMORA PLACE
- LEESBURG PALMORA SUB
- LEESBURG PULP MILL SUB
- LEESBURG ROYAL OAK ESTATES
- LEESBURG ROYAL OAK ESTATES SUB
- LEESBURG S MAIN ST
- LEESBURG SCHOOL VIEW
- LEESBURG SHERWOOD HIGHLANDS
- LEESBURG SLEEPY HOLLOW
- LEESBURG SLEEPY HOLLOW FIRST ADD
- LEESBURG SLEEPY HOLLOW SUB
- LEESBURG SPANISH OAKS CONDO
- LEESBURG SUNNSIDE TRAILS PH 02 LT 11 O
- LEESBURG SUNSET TERRACE
- LEESBURG SUNSHINE PARK
- LEESBURG TERRACE GREEN
- LEESBURG THE FERNERY SUB
- LEESBURG THE PULP MILL SUB
- LEESBURG VILLAGE AT LAKE POINTE LT 66 PB 05
- LEESBURG VINEWOOD SUB
- LEESBURG W C WILKINS 06
- LEESBURG W C WILKINS SUB
- LEESBURG WATERS EDGE
- LEESBURG WATERS EDGE SUB
- LEESBURG WESTSIDE OAKS
- LEESBURG WESTSIDE OAKS FIRST ADD
- LEESBURG WHISPERING PINES
- LEESBURG WHISPERING PINES ANNEX
- LEESBURG, PALM HARBOR
- LEGACY LEESBURG
- LEGACY OF LEESBURG
- LEGACY OF LEESBURG UNIT 07
- LEGACY/LEESBURG UN 04
- LEGACY/LEESBURG UN 05
- LIBERTY PRESERVE
- LIBERTY PRESERVE PH TWO
- LISBON
- LSBG LOVES SUB
- MAGDA ESTATES
- MAGDA ESTATES SUB
- MAGNOLIA PARK TR C
- MEADOW RDG/GRAND ISLAND PH 2
- MEADOW RIDGE OF GRAND ISLAND
- MEADOW RIDGE OF GRAND ISLAND
- MEADOW RIDGE/GRAND ISLAND PH 2
- MEADOWS AT SUNNYSIDE
- MOLOKAI
- MOLOKAI CO-OP
- MOLOKAI MHP LT 02-HA
- MOLOKAI MOBILE HOME PARK
- MOLOKAL MOBILE HOME PARK
- MORNINGVIEW AT LEESBURG
- MOUNT VERNON
- NEW BRADFORD MOBILE HOME ESTATES
- NON
- OAK CREST
- OAK PARK HOMESITES
- OAKMONT AT SILVER LAKE SUB
- OAKS/LEESBURG CONDO PH 1
- OVERLOOK/LK GRIFFIN
- PALM PLAZA
- PALM SHORES RV RESORT LT 136 AMD
- PALMS MOBILE HOME ESTATES
- PARK HILL PH 02
- PARK HILL SUB
- PARKSIDE
- PENNBROOKE FAIRWAYS
- PENNBROOKE PH 01A
- PENNBROOKE PH 01D
- PENNBROOKE PH 01F TR A-D & STREETS
- PENNBROOKE PH 01G TR A-B
- PENNBROOKE PH 01H
- PENNBROOKE PH 01K UNITS 01 & 02
- PENNBROOKE PH 1E SUB
- PENNBROOKE PH 1H
- PENNBROOKE PH 1J
- PENNBROOKE PH M SUB
- PENNBROOKE PH Q SUB
- PINE HARBOUR
- PINE ISLAND SHORES
- PLANTATION AT LEESBURG
- PLANTATION AT LEESBURG ARBORDALE VILLAGE
- PLANTATION AT LEESBURG ASHLAND VILLAGE
- PLANTATION AT LEESBURG ASHLAND VLG
- PLANTATION AT LEESBURG BELLE GROVE
- PLANTATION AT LEESBURG BRAMPTON VILLAGE SUB
- PLANTATION AT LEESBURG CASA DEL LAGO
- PLANTATION AT LEESBURG CHANTICLEER VILLAGE L
- PLANTATION AT LEESBURG GLEN EAGLE VILLAGE TR A-E
- PLANTATION AT LEESBURG GLENDALE VILLAGE
- PLANTATION AT LEESBURG GOLFVIEW
- PLANTATION AT LEESBURG GREENTREE
- PLANTATION AT LEESBURG HERON RUN
- PLANTATION AT LEESBURG HIDDEN OAK VILLAGE
- PLANTATION AT LEESBURG HIDDEN OAK VILLAGE TR A
- PLANTATION AT LEESBURG LAUREL VALLEY VILLAGE
- PLANTATION AT LEESBURG LAUREL VALLEY VILLAGE SUB
- PLANTATION AT LEESBURG LONG MEADOW VILLAGE
- PLANTATION AT LEESBURG MANOR VIEW VILLAGE
- PLANTATION AT LEESBURG MULBERRY GROVE
- PLANTATION AT LEESBURG MULBERRY GROVE VILLAGE
- PLANTATION AT LEESBURG NOTTOWAY VILLAGE
- PLANTATION AT LEESBURG OAK TREE VILLAGE
- PLANTATION AT LEESBURG RIVER CREST
- PLANTATION AT LEESBURG RIVER CREST UNIT
- PLANTATION AT LEESBURG RIVER CREST UNIT 01
- PLANTATION AT LEESBURG RIVER CREST UNIT 02
- PLANTATION AT LEESBURG RIVERSIDE VILLAGE
- PLANTATION AT LEESBURG RIVERWALK VILLAGE
- PLANTATION AT LEESBURG SABLE RIDGE VILLAGE L
- PLANTATION AT LEESBURG SAWGRASS VILLAGE
- PLANTATION AT LEESBURG SUMMERBROOKE VILLAGE
- PLANTATION AT LEESBURG TARA VIEW
- PLANTATION AT LEESBURG WATERBRIDGE VILLAGE
- PLANTATION OF LEESBURG
- PLANTATION/LEESBURG ARBORDALE
- PLANTATION/LEESBURG ASHLAND VL
- PLANTATION/LEESBURG GLEN EAGLE
- PLANTATION/LEESBURG NOTTOWAY V
- PLANTATION/LEESBURG TARA VIEW
- QUAIL POINTE AT SILVER LAKE
- QUAIL RIDGE ESTATES
- QUAIL RIDGE ESTATES FIRST ADD
- RAVENSWOOD PARK
- RIVERSIDE SUB
- ROYAL HIGHLANDS
- ROYAL HIGHLANDS PH 01 TR B LESS PT LYING W FOL
- ROYAL HIGHLANDS PH 01A
- ROYAL HIGHLANDS PH 01B
- ROYAL HIGHLANDS PH 01CA
- ROYAL HIGHLANDS PH 01D
- ROYAL HIGHLANDS PH 01E
- ROYAL HIGHLANDS PH 02
- ROYAL HIGHLANDS PH 02 LT 992 ORB 1976 PG 173
- ROYAL HIGHLANDS PH 02-A LT 1173 ORB 2040
- ROYAL HIGHLANDS PH 02-B LT 1317 PB 50 PG
- ROYAL HIGHLANDS PH 1 B
- ROYAL HIGHLANDS PH 1 D
- ROYAL HIGHLANDS PH 1-D
- ROYAL HIGHLANDS PH 2
- ROYAL HIGHLANDS PH I SUB
- ROYAL HIGHLANDS PH IA SUB
- ROYAL HIGHLANDS PHASE 1 B
- ROYAL HIGHLANDS PHASE 1-A
- ROYAL HIGHLANDS PHASE 1-F
- ROYAL HLNDS PH 1-B
- SANDPIPER CO-OP INC MHP LT 101
- SCOTTISH HIGHLANDS
- SCOTTISH HIGHLANDS CONDO
- SCOTTISH HIGHLANDS CONDO PH A & AA
- SCOTTISH HIGHLANDS CONDO PH B
- SCOTTISH HIGHLANDS CONDO PH H
- SCOTTISH HIGHLANDS CONDO PH I
- SCOTTISH HIGHLANDS CONDO PH N
- SCOTTISH HIGHLANDS CONDO PH O
- SCOTTISH HIGHLANDS CONDO PH S
- SCOTTISH HIGHLANDS CONDOMINIUM
- SCOTTISH HLNDS CONDO
- SEASONS AT HILLSIDE
- SEASONS AT SILVER BASIN
- SEASONS/HILLSIDE
- SEASONS/PK HILL
- SEASONS/SILVER BASIN
- SELMA HOMESITES
- SHADEMOOR ACRES FIRST ADD
- SHANGRI LA SHORES
- SHENANDOAH SUB
- SILVER LAKE ESTATES
- SILVER LAKE ESTATES PHASE 1
- SILVER LAKE FOREST
- SILVER LAKE FOREST SUB
- SILVER LAKE MEADOWS SUB
- SILVER LAKE POINTE
- SILVER RIDGE SUB
- STONEGATE AT SILVER LAKE SUB
- SUNNY DELL PARK
- SUNNY DELL PARK FIRST ADD
- SUNNYSIDE SUB
- SUNNYSIDE TRLS PH 1
- SUNSET PARK
- SUNSHINE PARK
- THE MEADOWS OF LEESBURG
- THE PLANTATION AT LEESBURG
- TREASURE ISLAND SHORES FIRST ADD
- TREASURE ISLAND SUB
- UNINCORPORATED
- UNINCORPORATED LAKE COUNTY
- VILLAGE/LK POINTE
- VLG AT LAKE POINTE
- WALNUT RIDGE
- WESTERN SHORES
- WESTERN SHORES ADD 02
- WESTERN SHORES FIRST ADD
- WESTERN SHORES SECOND ADD
- WHITEMARSH
- WHITEMARSH SUB
- WINDSONG AT LEESBURG
- WINDSONG/LEESBURG PH 2
- WOODY ACRES SUB
- X
Market Summary
Property Summary
- Located in the LEESBURG CHESTERBROOK CONDO subdivision, 500 NEWELL HILL ROAD UNIT 101A LEESBURG FL is a Condo for sale in LEESBURG, FL, 34748. It is listed for $68,000 and features 2 beds, 2 baths, and has approximately 1,134 square feet of living space, and was originally constructed in 1975. The current price per square foot is $60. The average price per square foot for Condo listings in LEESBURG is $120. The average listing price for Condo in LEESBURG is $161,719. To schedule a showing of MLS#g5108494 at 500 NEWELL HILL ROAD UNIT 101A in LEESBURG, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.
Similar Listings Nearby
Courtesy of RE/MAX PREMIER REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than Charles Rutenberg Realty include the name of the listing broker. Neither the listing company nor Charles Rutenberg Realty shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 500 NEWELL HILL ROAD UNIT 101A
LEESBURG, FL

