New Roof!! Welcome to this cozy and well-maintained 2-bedroom, 2-bath condo located in a 55+ community. This second-floor unit features a private entry, convenient parking, and no neighbors above for added privacy. The interior has been freshly painted and includes an enclosed porch a perfect for relaxing and enjoying the Florida lifestyle. Chesterbrook Condo offers excellent amenities, including a clubhouse, community pool, and shuffleboard. The HOA covers water, sewer, garbage, and cable, making for easy, low-maintenance living. Centrally located near shopping, dining, entertainment, and medical facilities, with a bus stop conveniently located within the community for easy access to daily needs. Enjoy!
Property Details
Price:
$40,000
MLS #:
S5140606
Status:
Active
Beds:
2
Baths:
2
Type:
Condo
Subtype:
Condominium
Subdivision:
CHESTERBROOK 2 CONDO
Neighborhood:
34748leesburg
Listed Date:
Dec 23, 2025
Finished Sq Ft:
1,134
Total Sq Ft:
1,372
Lot Size:
1,384 sqft / 0.03 acres (approx)
Year Built:
1979
See this Listing
Schools
Interior
Appliances
Other
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Luxury Vinyl
Heating
Electric
Interior Features
Other
Laundry Features
Inside
Levels
One
Exterior
Community
55+
Community Features
Clubhouse, Pool, Sidewalks
Construction Materials
Stucco, Wood Frame
Direction Faces
Northeast
Exterior Features
Balcony, Lighting, Other, Sidewalk, Sliding Doors, Storage
Roof
Shingle
Senior Community YN
1
Financial
HOA Fee
$870
HOA Fee Frequency
Monthly
HOA Includes
Other
HOA Name
Chesterbrook of Leesburg Condominium Association,
HOA Phone
(352) 617-7606
Tax Year
2025
Taxes
$1,049
Map
Community
- Address500 NEWELL HILL ROAD UNIT 106D LEESBURG FL
- SubdivisionCHESTERBROOK 2 CONDO
- CityLEESBURG
- CountyLake
- Zip Code34748
Subdivisions in LEESBURG
- ACREAGE
- ACREAGE & UNREC
- ACREAGE & UNREC PLATS
- ACREAGE OR UNREC
- ARBOR PARK
- ARLINGTON RDG PH 3-C
- ARLINGTON RIDGE
- ARLINGTON RIDGE PH 01-C
- ARLINGTON RIDGE PH 02
- ARLINGTON RIDGE PH 1-A
- ARLINGTON RIDGE PH 1-B
- ARLINGTON RIDGE PH 1-C
- ARLINGTON RIDGE PH 3A
- ARLINGTON RIDGE PH 3B
- ARLINGTON RIDGE PHASE 2
- ASHTON WOODS
- AZALEA HILLS
- BASSVILLE PARK
- BENTLEY VILLAS
- BENTWOOD SUB
- BEVERLY SHORES
- BONFIRE MOBILE HOME VILLAGE SUB
- BRADFORD RIDGE
- BRITTANY ESTATES
- BRITTANY ESTATES SUB
- C M LOVE’S SUBDIVISION
- CEDAR LANDINGS
- CEDAR LANDINGS TOWNHOMES
- CENTURY ESTATES
- CHELSEA PARK SUB
- CHESTERBROOK 2 CONDO
- CISKY PARK
- CITY/LEESBURG
- CLEARWATER RESERVE PHASE 2
- COACH HOUSES/LEESBURG 2D
- COACHWOOD COLONY
- COUNTRY CLUB VIEW
- COUNTRY CLUB VIEW SUB
- COUNTY
- CRESTVIEW ESTATES
- CYPRESS HAVEN UNIT 01
- DELOUEST LAND
- EAGLES POINT SUB
- EDGEWOOD PARK
- EDGEWOOD PARK ADD
- ESTATES AT SUNNYSIDE SUB
- FORTY EIGHT ESTATES
- FOX POINTE AT RIVERS EDGE
- GOLFVIEW SUB
- GREEN TREE SUB
- GREENLEAF BUS CENTRE
- GREENLEAF BUSINESS CENTRE
- GRIFFIN SHORES
- GROVES AT WHITEMARSH
- HAINES CREEK HEIGHTS
- HAINES LAKE ESTATES
- HAMPTON COURT
- HANSONS ADD #1
- HARBOR SHORES UNIT 01
- HARBOR SHORES UNIT 02
- HARLEM LEESBURG
- HAWTHORNE AT LEESBURG
- HAWTHORNE AT LEESBURG A COOP
- HAWTHORNE AT LEESBURG A COOPERATIVE
- HAWTHORNE AT LEESBURG A COOPERATIVE UNIT
- HAWTHORNE RESIDENTS COOPERATIV
- HAWTHORNE/LEESBURG
- HIGHLAND LAKES
- HIGHLAND LAKES PH 01
- HIGHLAND LAKES PH 01A
- HIGHLAND LAKES PH 01B
- HIGHLAND LAKES PH 02A
- 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 2-C
- HIGHLAND LAKES SUB
- HIGLEY
- HILLTOP
- HILLTOP SUB
- HILLTOP SUB 3
- HILLTOP UNIT #3
- HOWELL PARK
- INDIAN HILL
- INTERLAKEN PLAZA PH 02
- JACKSONS RIVER COUNTRY ESTATES
- JOHNSONS MARY K & T S
- KINGS PENINSULA
- LAKE DENHAM ESTATES
- LAKE DENHAM ESTATES PHASE III
- LAKE EUSTIS VILLAGE PARK
- LAKE GRIFFIN RESERVE
- LAKE GRIFFIN RESERVE PH 2
- LAKE GRIFFIN RESERVE PH2
- LAKE MYRTLE SHORES SUB
- LAKE YALE ESTATES
- LAKEWOOD PARK
- LANIER
- LEESBURG
- LEESBURG ARBORS LAKE HARRIS
- LEESBURG ARLINGTON RIDGE PH 02
- LEESBURG ARLINGTON RIDGE PH 1-A
- LEESBURG ARLINGTON RIDGE PH 1-C
- LEESBURG ASHTON WOODS
- LEESBURG BEL MAR
- LEESBURG BEULAH HEIGHTS
- LEESBURG BEVERLY HARBORS 02 CONDO
- LEESBURG BEVERLY POINT
- LEESBURG BEVERLY SHORES
- LEESBURG BIRCHWOOD SUB
- LEESBURG BLANMAY
- LEESBURG BONAIRE HEIGHTS 02
- LEESBURG BRITTANY ESTATES
- LEESBURG CASA GRANDE MANOR
- LEESBURG CENTRAL FLORIDA INDUST PARK
- LEESBURG CHESTERBROOK 02 CONDO
- LEESBURG CHESTERBROOK CONDO
- LEESBURG CITRUS PARK
- LEESBURG COACH HOUSES AT LEESBUG CONDO
- LEESBURG COACHWOOD COLONY 2ND ADD
- LEESBURG COACHWOOD COLONY THIRD ADD
- LEESBURG COMMANDER ROAD OFFICE PARK
- LEESBURG COMMONS BUS PARK
- LEESBURG EAST COACHWOOD COLONY
- LEESBURG EAST COACHWOOD COLONY ADD 02
- LEESBURG EAST LEESBURG
- LEESBURG EDGEWATER HEIGHTS
- LEESBURG FERNERY
- LEESBURG FLORADEL
- LEESBURG FLORAL HEIGHTS
- LEESBURG GAMBLE COTTRELL
- LEESBURG GREENLEAF BUS CENTRE
- LEESBURG HAMPTON COURT
- LEESBURG HANSONS SUB
- LEESBURG HERITAGE COVE
- LEESBURG HILLSIDE MANOR
- LEESBURG J W LEES SUB
- LEESBURG JAMESTOWNE SUB
- LEESBURG KERLS ADD 02
- LEESBURG KINGSON PARK
- LEESBURG L R M C PROFESSIONAL OFFICE 01
- LEESBURG LAGOMAR SHORES
- LEESBURG LAKE FOREST UNIT 01
- LEESBURG LAKE GRIFFIN PARK
- LEESBURG LAKE HARRIS ESTATES
- LEESBURG LAKE POINTE AT SUMMIT
- LEESBURG LAKEWOOD PARK
- LEESBURG LEGACY
- 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 LOVES POINT
- LEESBURG LOVES POINT ADD
- LEESBURG LSBG REALTY COS ADD
- LEESBURG MAJESTIC OAKS LANDING
- LEESBURG MAJESTIC OAKS SHORES
- LEESBURG MC WILLMAN SUB
- LEESBURG N C LEE ESTATE
- LEESBURG N MAIN ST
- LEESBURG OAK CREST
- LEESBURG OAKHILL PARK
- LEESBURG OAKRIDGE CONDO PH 01
- LEESBURG OVERLOOK AT LAKE GRIFFIN
- LEESBURG PALM HARBOR
- LEESBURG PALM HARBOR PT REP
- LEESBURG PALMORA GREEN
- LEESBURG PALMORA GREEN SUB
- LEESBURG PALMORA PARK
- LEESBURG PALMORA SUB
- LEESBURG PFAHL ADD
- LEESBURG POINCIANA HEIGHTS
- LEESBURG PULP MILL
- LEESBURG REALTY COMPANYS ADD
- LEESBURG ROYAL OAK ESTATES
- LEESBURG ROYAL OAK ESTATES SUB
- LEESBURG S MAIN ST
- LEESBURG SCHOOL VIEW
- LEESBURG SHERWOOD HIGHLANDS
- LEESBURG SLEEPY HOLLOW FIRST ADD
- LEESBURG SPANISH OAKS CONDO
- LEESBURG STOER ISLAND ADD 01
- LEESBURG STOER ISLAND ADD 03
- LEESBURG SUNNSIDE TRAILS PH 02 LT 11 O
- LEESBURG SUNSHINE PARK
- LEESBURG THE PULP MILL SUB
- LEESBURG VILLAGE SQUARE LEESBURG CONDO
- LEESBURG W C WILKINS 06
- LEESBURG WATERS EDGE SUB
- LEESBURG WENTZELS SUB
- LEESBURG WESTSIDE OAKS
- LEESBURG WHISPERING PINES
- LEESBURG WHISPERING PINES ANNEX
- LEESBURG WINFRAME TERRACE
- LEGACY LEESBURG
- LEGACY LEESBURG UNIT 02 LT 163
- LEGACY LEESBURG UNIT 06
- LEGACY OF LEESBURG
- LEGACY OF LEESBURG UNIT 02 LT 163
- LEGACY OF LEESBURG UNIT 03 LT 259
- LEGACY OF LEESBURG, UNIT 06
- LEGACY/LEESBURG UN #1
- LEGACY/LEESBURG UN 05
- LIBERTY PRESERVE
- LIBERTY PRESERVE PH TWO
- LINWOOD SQUARE TWNHMS
- LINWOOD SQUARE TWNHMS UN #1
- LISBON
- LK COUNTY FLORIDA
- LOTS
- MAGNOLIA PARK TR C
- MAJESTIC OAKS LANDING
- MAJESTIC OAKS SHORES
- MARK K & T S JOHNSONS SUB
- MARSHALL DRIVE SUBDIVISION
- MARSHALL DRIVE SUBDIVISON
- MEADOW RDG/GRAND ISLAND PH 2
- MEADOW RIDGE OF GRAND ISLAND
- MEADOW RIDGE OF GRAND ISLAND PHASE 2
- MOLOKAI CO-OP
- MOLOKAI MHP LT 02-HA
- MORNINGSIDE RESERVE
- MORNINGVIEW AT LEESBURG
- NO SUBDIVISION NAME
- NOT IN SUBDIVISION
- OAKRIDGE
- OAKSTONE FARMS
- ORVERLOOK/LK GRIFFIN
- OVERLOOK/LAKE GRIFFIN
- OVERLOOK/LK GRIFFIN
- PALM SHORES RV RESORT LT 136 AMD
- PALMORA PARK
- PALMORA PK ANX
- PALMS MOBILE HOME ESTATES
- PARK HILL PH 02
- PARK HILL SUB
- PENNBROOKE
- PENNBROOKE FAIRWAYS
- PENNBROOKE PH 01A
- PENNBROOKE PH 01H
- PENNBROOKE PH 01J LT J1 PB 50 PG 88-90 O
- PENNBROOKE PH 01K UNIT 03
- PENNBROOKE PH 02P LT P1 BEING IN 18-19-24
- PENNBROOKE PH 02R LT R23
- PENNBROOKE PH 02S LT S1 ORB 2145 PG 1477
- PENNBROOKE PH 1-I
- PENNBROOKE PH 1A
- PENNBROOKE PH IE SUB
- PENNBROOKE PH M SUB
- PENNBROOKE PH Q SUB
- PENNBROOKE PHASE 1K, UNIT III
- PLANTATION @ LEESBURG HERON RUN
- PLANTATION AT LEESBURG
- PLANTATION AT LEESBURG ASHLAND VILLAGE
- PLANTATION AT LEESBURG BELLE GROVE
- PLANTATION AT LEESBURG BELLE TERRE VILLAGE L
- PLANTATION AT LEESBURG BRAMPTON
- PLANTATION AT LEESBURG BRAMPTON VILLAGE LT
- PLANTATION AT LEESBURG CASA DEL LAGO
- PLANTATION AT LEESBURG CHANTICLEER VILLAGE L
- PLANTATION AT LEESBURG GLEN EAGLE VILLAG
- 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 TR A
- PLANTATION AT LEESBURG LAUREL VALLEY VILLAGE
- PLANTATION AT LEESBURG LONG MEADOW VILLAGE
- PLANTATION AT LEESBURG MAGNOLIA POINT
- PLANTATION AT LEESBURG MULBERRY GROVE
- PLANTATION AT LEESBURG NOTTOWAY VILLAGE
- PLANTATION AT LEESBURG OAK TREE VILLAGE
- PLANTATION AT LEESBURG RIVER CREST
- PLANTATION AT LEESBURG RIVER CREST UNIT 01
- PLANTATION AT LEESBURG RIVER CREST UNIT 02
- PLANTATION AT LEESBURG RIVERWALK VILLAGE
- PLANTATION AT LEESBURG ROSEDOWN VILLAGE LT
- PLANTATION AT LEESBURG SABLE RIDGE VILLAGE L
- PLANTATION AT LEESBURG SAWGRASS VILLAGE
- PLANTATION AT LEESBURG SUMMERBROOKE VILLAGE
- PLANTATION AT LEESBURG TARA VIEW
- PLANTATION/LEESBURG ARBORDALE
- PLANTATION/LEESBURG BELLE GROVE
- PLANTATION/LEESBURG LAUREL VLY
- PLANTATION/LEESBURG TARA VIEW
- QUAIL RIDGE ESTATES FIRST ADD
- 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 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
- ROYAL HIGHLANDS PH 2-B
- ROYAL HIGHLANDS PH I SUB
- ROYAL OAK ESTATES
- ROYAL OAK ESTATES 3RD ADD
- ROYAL OAK ESTATES FIFTH ADD
- SAGO PALM AT HAWTHORNE A COOPERATIVE
- SANDPIPER CO-OP INC MHP LT 101
- SANDPIPER CO-OP INC MOBILE HOME PARK
- SCHAEFFER SUB
- SCHOOLVIEW SUB
- SCOTTISH HIGHLANDS
- SCOTTISH HIGHLANDS CONDO PH A & AA
- SCOTTISH HIGHLANDS CONDO PH B
- SCOTTISH HIGHLANDS CONDO PH J
- SCOTTISH HIGHLANDS CONDO PH K
- SCOTTISH HIGHLANDS CONDO PH N
- SCOTTISH HIGHLANDS CONDO PH O
- SCOTTISH HIGHLANDS CONDO PH P
- SCOTTISH HIGHLANDS CONDO PH U
- SCOTTISH HIGHLANDS CONDO PH V
- SCOTTISH HIGHLANDS PHASE N CONDO
- SCOTTISH HLNDS CONDO
- SCOTTISH HLNDS PH N
- SEASONS AT PARK HILL
- SEASONS AT SILVER BASIN
- SEASONS/HILLSIDE
- SEASONS/PK HILL
- SELMA HOMESITES
- SHADEMOOR ACRES
- SHADEMOOR ACRES FIRST ADD
- SHADEMOORE ACRES FIRST ADD
- SHADY DELLS
- SHANGRI LA SHORES
- SILVER LAKE ESTATES
- SILVER LAKE ESTATES PHASE 1
- SILVER LAKE FOREST
- SILVER LAKE FOREST PH 02
- SILVER LAKE MEADOWS SUB
- SILVER LAKE POINTE
- SILVER LAKE POINTE PH 1
- SILVER LAKE SPGS
- SILVER RIDGE
- SILVER RIDGE SUB
- SILVERWOOD
- SLEEPY HOLLOW 01 ADD LT 01
- SOUTH
- STONEGATE AT SILVER LAKE SUB
- SUNNICREST
- SUNSHINE PARK
- THE PLANTATION AT LEESBURG
- THE PLANTATION AT LEESBURG – SAWGRASS VILLAGE
- THE PLANTATION AT LEESBURG RIVERWALK VILLAGE
- TREASURE ISLAND SHORES
- TROON CREEK PRESERVE
- UNINCORPORATED
- WALNUT RIDGE
- WEST POINTE COMMERCE CENTER
- WESTERN PINES PH 02
- WESTERN SHORES
- WESTERN SHORES 2ND ADD
- WESTERN SHORES SECOND ADD
- WINDSON AT LEESBURG PHASE II
- WINDSONG
- WINDSONG AT LEESBURG
- WINDSONG/LEESBURG PH 2
- WINFRAME TERRACE
Market Summary
Property Summary
- Located in the CHESTERBROOK 2 CONDO subdivision, 500 NEWELL HILL ROAD UNIT 106D LEESBURG FL is a Condo for sale in LEESBURG, FL, 34748. It is listed for $40,000 and features 2 beds, 2 baths, and has approximately 1,134 square feet of living space, and was originally constructed in 1979. The current price per square foot is $35. The average price per square foot for Condo listings in LEESBURG is $114. The average listing price for Condo in LEESBURG is $155,593. To schedule a showing of MLS#s5140606 at 500 NEWELL HILL ROAD UNIT 106D in LEESBURG, FL, contact your WINDERMERE INTERNATIONAL REALTY agent at 4079901329.
Similar Listings Nearby
Courtesy of PROFESSIONAL REAL ESTATE TEAM. 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 WINDERMERE INTERNATIONAL REALTY include the name of the listing broker. Neither the listing company nor WINDERMERE INTERNATIONAL 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 106D
LEESBURG, FL