1008 CHESTER DRIVE CLEARWATER FL 33756 MLS #TB8522980
Welcome to this beautifully full remodeled 4 bedroom, 2 bathroom home located in the desirable city of Clearwater. This property offers a perfect blend comfort, funtionality, and investment potential. One of the standout features is a converted garage that serves as a private in-law suite, complete with its own separate entrance and kitchenette, ideal for guests, extended family, or as an income producing rental opportunity. The home has been thoughfully updated throughout, featuring modern finishes, upgraded fixtures, and a fresh contemporary design. Whether you are looking for a primary residence or an investment property, this home offers versatility to meet your needs. Conveniently located near beaches, shopping, dining, and major roadways, this move in ready property is a must see.
Property Details
Price:
$449,900
MLS #:
TB8522980
Status:
Active
Beds:
4
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
SIRMONS HEIGHTS 1ST ADD
Neighborhood:
33756clearwaterbelleair
Listed Date:
Jun 24, 2026
Finished Sq Ft:
1,273
Total Sq Ft:
2,012
Lot Size:
8,028 sqft / 0.18 acres (approx)
Year Built:
1955
See this Listing
Schools
Interior
Appliances
Convection Oven, Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Ceramic Tile
Heating
Central
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, Solid Wood Cabinets
Laundry Features
Laundry Closet
Levels
One
Exterior
Attached Garage YN
1
Construction Materials
Block
Covered Spaces
1
Direction Faces
North
Exterior Features
Private Entrance, Private Mailbox, Private Yard
Garage Spaces
1
Roof
Shingle
Financial
Tax Year
2025
Taxes
$5,973
Map
Community
- Address1008 CHESTER DRIVE CLEARWATER FL
- SubdivisionSIRMONS HEIGHTS 1ST ADD
- CityCLEARWATER
- CountyPinellas
- Zip Code33756
Subdivisions in CLEARWATER
- 2087 EDGEWATER CONDO
- 43RD STREET INDUST PARK REP
- 440 WEST CONDO
- 450 WEST CONDO
- 51 ISLAND WAY CONDO
- 700 ISLAND WAY I CONDO
- ACKERS SUB
- ACREAGE
- ACREAGE & UNREC
- ACREAGE & UNREC PLAT
- ALCOVE MOBILE HOME COMMUNITY UNREC
- AMBLESIDE 2ND ADD
- AQUALEA RESIDENCES CONDO
- ARBOR TRACE
- ARCHWOOD
- ARDMORE PLACE REP
- ARVIS CIRCLE
- ASHLAND HEIGHTS
- AUDUBON CONDO AT FEATHER SOUND
- AUTUMN PLACE
- AVALON OF CLEARWATER THE CONDO
- AVONDALE
- AZALEA WOODS CONDO
- AZURE CONDO
- BAMBOO SUB
- BARRETT MANOR
- BASSADENA
- BAY ARISTOCRAT VILLAGE MOBILE HOME PARK UNREC
- BAY HARBOR CONDO
- BAY ISLE LANDINGS
- BAY OAKS CONDO
- BAY TERRACE & BAY TERRACE ADD
- BAYEDGE TERRACE
- BAYSHORE TWNHS
- BAYSIDE POINTE
- BAYVIEW CONDO CLEARWATER
- BECKETT LAKE ESTATES
- BEL-KEENE
- BEL-KEENE 1ST ADD
- BELCHERY SPGS
- BELLE HARBOR CONDO
- BELLE HAVEN
- BELLE HAVEN UNIT B REP
- BELLEAIR
- BELLEAIR COVE
- BELLEAIR HIGHLANDS
- BELLEAIR PARK ESTATES
- BELLEVIEW COURT
- BELMONT ADD 01
- BELMONT SUB 1ST ADD
- BELMONT SUB 2ND ADD
- BETTY DREW APTS CO-OP
- BETTY LANE HEIGHTS 2ND ADD
- BEVERLY TERRACE
- BIDWELL’S
- BLACKBURNS SUB
- BLACKSHIRE ESTATES
- BLACKSHIRE ESTATES REP
- BONAIR HILL SUB 4
- BORDEAUX ESTATES
- BORDEAUX VILLAGE
- BORDEAUX VILLAGE CONDO 1 PHASE 3 BLDG D UNIT202
- BOULEVARD HEIGHTS
- BRADFORD ACRES A CONDO
- BREEZE HILL
- BREEZY MEADOWS
- BRENTWOOD ESTATES
- BRIGADOON OF CLEARWATER
- BROOKFIELD
- BROOKFIELD OF ESTANCIA
- BROOKHILL
- BROOKHILL TERRACE
- BROOKLAWN
- BROOKSIDE UNIT ONE
- BROOKSTONE SUB
- BROOKWOOD TERRACE REV
- BRYN MAWR AT COUNTRYSIDE
- BRYNNWOOD CONDO 1
- CABANA CLUB CONDO
- CAMELOT OAKS CONDO
- CARIBAY CONDO
- CARLTON TERRACE 1ST ADD
- CARMEL OF BRYN-MAWR CONDO
- CAROLINA TERRACE
- CAROLINA TERRACE ANNEX
- CARRIAGE VIEW AT CLEARWATER CONDO
- CASA DEL SOL
- CASTLE WOODS
- CHALETS ON WHITE SANDS CONDO
- CHARTER OAKS
- CHATEAU BAYONNE CONDO
- CHATEAU BELLEAIR CONDO
- CHATEAU WOOD
- CHATEAUX DE VILLE
- CHATEAUX WOODS CONDO
- CHAUTAUQUA LAKE ESTATES
- CHELSEA WEST SUB
- CHELSEA WOODS
- CHESTERVILLA MUNDAYS ADD
- CITRUS HEIGHTS MANOR
- CITRUS HEIGHTS MANOR 1ST ADD
- CITRUS HGTS MNR 1ST ADD
- CLEARBROOKE TWNHS PH 10
- CLEARBROOKE TWNHS PH 7
- CLEARBROOKE TWNHS PH 8
- CLEARBROOKE TWNHS PH 9
- CLEARDUN
- CLEARVIEW HEIGHTS
- CLEARVIEW LAKE ESTATE
- CLEARWATER INDUST PARK
- CLEARWATER MANOR
- CLEARWATER POINT 1
- CLEARWATER POINT 2
- CLEARWATER POINT 3
- CLEARWATER POINT 4
- CLEARWATER POINT 7 TENNIS
- CLEARWATER POINT 8 TENNIS
- CLEARWATER POINT TENNIS
- CLEARWATER SAND KEY
- CLEARWATER SAND KEY CLUB
- CLEARWATER SAND KEY CLUB 1 CONDO
- CLEARWATER VILLAGE PH ONE
- CLUB AT FEATHER SOUN
- CLUB AT FEATHER SOUND
- CLUB AT FEATHER SOUND THE CONDO
- CLUBHOUSE ESTATES OF COUNTRYSIDE
- COACHMAN CREEK CONDO
- COACHMAN E H PROP OF
- COACHMAN HILL ESTATES
- COACHMAN HILL PRESERVE
- COACHMAN LAKES ESTATES
- COACHMAN RESERVE
- COACHMAN RESERVE CONDO
- COACHMAN RIDGE-TRACT A-1
- COASTAL OAKS
- COLUMBIA SUB 5
- COUNTRY CLUB ADD
- COUNTRY CLUB TWNHMS
- COUNTRY PARK CO-OP M/H UNREC
- COUNTRYGROVE EAST
- COUNTRYPARK
- COUNTRYSIDE ESTATES MOBILE HOME PARK UNREC
- COUNTRYSIDE PROFESSIONAL CENTER CONDO
- COUNTRYSIDE TR 55
- COUNTRYSIDE TR 56
- COUNTRYSIDE TR 57
- COUNTRYSIDE TR 58
- COUNTRYSIDE TR 6 REP
- COUNTRYSIDE TR 8 UNIT TWO
- COUNTRYSIDE TR 9
- COUNTRYSIDE TR 90 PH 1
- COUNTRYSIDE TRACTS 92/93-II III/94-II III
- COVE CAY 26-14 VILLAGE I
- COVE CAY 26-15 VILLAGE I
- COVE CAY 26-16 VILLAGE I
- COVE CAY 26-17 VILLAGE I
- COVE CAY 26-17 VILLAGE I CONDO APT 710
- COVE CAY 26-18 VILLAGE I
- COVE CAY 26-18 VILLAGE I UNIT 802
- COVE CAY 26-20 VILLAGE II
- COVE CAY 26-21 VILLAGE II
- COVE CAY TWENTY-SIX TWENTY VILLAGE II CONDO
- COVE CAY VILLAGE III
- COVE CAY VILLAGE IV
- COVE CAY VLG III CONDO
- CRESCENT BEACH CLUB CONDO
- CRESCENT BEACH CLUB II
- CRESCENT BEACH CLUB ONE CONDO
- CREST SUB THE
- CRYSTAL BAY
- CRYSTAL BAY CONDO
- CRYSTAL BAY CONDOMINIUM
- CRYSTAL HEIGHTS SUB
- CURLEW CITY
- CURLEW CITY FIRST REP
- CYPRESS BEND OF COUNTRYSIDE UNIT TWO
- DANS ISLAND ON SAND KEY CONDO
- DEL ORO ESTATES
- DEL ORO GROVES
- DEL ROBLES
- DIAMOND ISLE
- DIAMOND ISLE CONDO
- DIANE HEIGHTS REP
- DOCKS AT BELLAGIO CONDO
- DODGE SUB
- DOLPHIN COVE CLEARWATER
- DONOVANS TRAILER PARK UNREC
- DORAL RO ASSOCIATION INC
- DORAL RO ASSOCIATION INC UNREC
- DOUGLAS MANOR
- DOUGLAS MANOR ESTATES
- DOUGLAS MANOR ESTATES 1ST ADD
- DOUGLAS MANOR ESTATES 2ND ADD
- DOUGLAS MANOR LAKE
- DOUGLAS MANOR PARK 1ST ADD
- DOWNING SUB
- DREW GARDEN APTS
- DREW MANOR
- DREW RIDGE APTS CO-OP
- DRUID GROVES
- DRUID GROVES REP
- DRUID OAKS CONDO
- DRUID PARK
- DUNCANS A H RESUB
- EAGLE ESTATES
- EAGLE ESTATES-WARREN REP I
- EAGLES GLEN CONDO
- EAGLES LANDING CONDO
- EAGLES LANDING CONDO II
- EASTWOOD PINES
- EASTWOOD PINES TOWNEHOMES
- EASTWOOD SHORES
- EASTWOOD SHORES 1 PH 1
- EASTWOOD SHORES 1 PH 2
- EASTWOOD SHORES 2 PH 1
- EASTWOOD SHORES 2 PH 2
- EASTWOOD SHORES 3
- EASTWOOD SHORES 4 PH 1
- EASTWOOD SHORES 6
- EASTWOOD TERRACE
- EASTWOOD TERRACE 1ST ADD
- EDEN COURT
- ELDE ORO WEST
- ELDEORO
- ELDRIDGE J J
- EMERALD HILL ESTATES
- ESTANCIA CONDO
- ESTANCIA TWNHMS
- EUROPA OF COUNTRYSIDE CONDO
- FAIR BURN ADD
- FAIR OAKS 1ST ADD
- FAIR OAKS 2ND ADD
- FAIR OAKS 4TH ADD
- FAIR OAKS 5TH ADD
- FAIRMONT SUB
- FAIRWAY VILLAS AT FEATHER SOUND
- FEATHER COVE
- FEATHER POINTE I CONDO
- FEATHER SOUND CUSTOM HOME SITE
- FEATHER SOUND CUSTOM HOME SITE UNIT III
- FEATHER TREE
- FIRST ASSEMBLY OF GOD REP
- FLORADEL SUB
- FLORIDENA
- FLORIDENA REP
- FOREST WOOD ESTATES
- FORREST HILL ESTATES
- FOUNTAIN SQUARE CONDO
- FOUNTAINS AT COUNTRYSIDE CONDO
- FOUR PINES
- GATES KNOLL
- GATES KNOLL 1ST ADD
- GRAND BELLAGIO AT BAYWATCH
- GRAND BELLAGIO AT BAYWATCH CONDO
- GRAND BELLAGIO AT BAYWATCH CONDO THE
- GRAND BELLAGIO AT BAYWATCH, THE CONDOMINIUMS
- GRAND VENEZIA AT BAYWATCH CONDO
- GRAND VENEZIA AT BAYWATCH CONDO, BUILDING 11, UNIT
- GRANDE ON SAND KEY
- GRANDE ON SAND KEY CONDO
- GRANDE ON SAND KEY CONDO PHASE II UNIT 402 GAR 21
- GRANDE ON SAND KEY CONDO THE
- GREENBRIAR
- GREENBRIAR CONDO
- GREENBRIAR CONDO APT
- GREENBRIAR CONDO APTS 3
- GREENBRIAR UNIT 10
- GREENBRIAR UNIT 3
- GREENBROOK ESTATES
- GREENWOOD PARK
- GREENWOOD PARK 2
- GROVEWOOD
- GULF BREEZE ESTATES
- GULF TO BAY ACRES
- GULF TO BAY ESTATES
- GULF TO BAY ESTATES UNIT 1 REP
- GULF TO BAY GARDENS
- HAMMOCK PINE VILLAGE
- HAMPSHIRE ACRES
- HARBOR BLUFFS WATERF
- HARBOR BLUFFS WATERFRONT CONDO
- HARBOR OAKS
- HARBOR OAKS PLACE CONDO
- HARBOR VISTA
- HARBORAGE CONDO BELLEAIR BEACH
- HARBORAGE CONDO CLEARWATER
- HARBORVIEW GRANDE CONDO
- HARBOUR LIGHT TOWERS CONDO
- HARBOUR TOWNE CONDO
- HAROLD COURT TWNHMS
- HAROLD COURT TWNHMS II
- HARVARD ARMS TWNHS
- HIBISCUS GARDENS
- HICKORY GROVE CONDO
- HIDDEN COVE
- HIDDEN PINES AT COUNTRYSIDE
- HIDDEN SPGS
- HIGH POINT
- HIGH POINT MUNDAYS ADD
- HIGHLAND AVE SHOPPING CENTER
- HIGHLAND ESTATES OF CLEARWATER
- HIGHLAND GLEN
- HIGHLAND GROVES
- HIGHLAND LAKE SUB 1ST ADD
- HIGHLAND LAKE SUB 3RD ADD
- HIGHLAND LAKE SUB 4TH ADD
- HIGHLAND OAKS ESTATES
- HIGHLAND PARK VILLAS
- HIGHLAND PINES 3RD ADD
- HIGHLAND PINES 5TH ADD
- HIGHLAND PINES 6TH ADD
- HIGHLAND PINES 7TH ADD
- HIGHLAND PINES 9TH ADD
- HIGHLAND TERRACE MANOR
- HIGHPOINT
- HILL CREST VILLAS
- HILL TOP SUB
- HILLCREST ESTATES
- HILLCREST ESTATES 1ST ADD PT REP
- HILLCREST SUB 2 REV
- HOLLINGSWORTH ESTATES
- IMPERIAL COURT APT
- IMPERIAL COVE 1
- IMPERIAL COVE 10
- IMPERIAL COVE 11
- IMPERIAL COVE 12
- IMPERIAL COVE 13
- IMPERIAL COVE 14
- IMPERIAL COVE 2
- IMPERIAL COVE 3
- IMPERIAL COVE 4
- IMPERIAL COVE 5
- IMPERIAL COVE 6
- IMPERIAL COVE 7
- IMPERIAL COVE 8
- IMPERIAL COVE 9
- IMPERIAL OAKS CONDO
- IMPERIAL PARK
- IMPERIAL PARK CO-OP BLDG
- IMPERIAL PINES CONDO
- INVERNESS CONDO
- ISLAND ESTATES OF CLEARWATER
- ISLAND ESTATES OF CLEARWATER UNIT 2 LOT 15 & S 1/2
- ISLAND ESTATES OF CLEARWATER UNIT 5-A
- ISLAND ESTATES OF CLEARWATER UNIT 7B
- ISLAND KEY CONDO
- ISLAND POINT 1 CONDO
- ISLAND WAY TOWERS CONDO
- ISLAND YACHT CLUB CONDO
- ISLANDER THE CONDO
- JACKSONS C E SUB
- KALMIA CONDO
- KAPOK MANOR CONDO
- KAPOK TERRACE 1ST ADD
- KAPOK TERRACE SUB
- KEENE ACRES SUB
- KEENEAIR
- KELLETTS SUB
- KENSINGTON PARK
- KENWOOD GARDEN APTS CO-OP
- KERSEY GROVES 1ST ADD
- KEYSTONE MANOR
- KEYSTONE MANOR REV
- KNIGHTS ACRES
- KNOLLWOOD REP
- LA BRISA DEL MAR CONDO UNIT 201
- LA BRISA DEL MAR CONDO UNIT 203
- LA BRISA DEL MAR CONDO UNIT 301
- LA BRISA DEL MAR CONDO UNIT 302
- LA BRISA DEL MAR CONDO UNIT 303
- LA BRISA DEL MAR CONDO UNIT 401
- LA BRISA DEL MAR CONDO UNIT 501
- LA JOLLA SUB
- LAKE CITRUS ESTATES
- LAKE CITRUS ESTATES 1ST ADD
- LAKE CITRUS ESTATES 2ND ADD
- LAKE PINES ESTATES
- LAKEPOINTE VILLAS
- LAKES
- LAKES UNIT 01
- LAKES UNIT 1 THE
- LAKES UNIT 2 PH 4
- LAKES UNIT I THE
- LAKES UNIT II PH 1 SEC III THE
- LAKES UNIT II PH I SEC I THE
- LAKES UNIT II PH I SEC II THE
- LAKES UNIT II PH I SEC IV THE
- LAKES VILLAS CONDO 0
- LAKES VILLAS CONDO I
- LAKESIDE CROSSING CONDO
- LAKEVIEW ESTATES
- LAKEVIEW ESTATES 1ST ADD
- LAKEVIEW ESTATES 1ST ADD BLK 5, LOT 8
- LAKEVIEW HEIGHTS
- LAKEVIEW VISTA 1ST ADD REP
- LAKEWOOD REP
- LANDMARK PALMS ADD
- LANDMARK TOWERS
- LANDMARK TOWERS 1
- LANDMARK WOODS 2ND ADD
- LAURA’S PLACE
- LAURAS LITTLE FARMS
- LAURELWOOD CONDO I
- LEISURE ACRES
- LEMBO SUB
- LIGHTHOUSE TOWERS CONDO
- LILLIAN & JEAN SUB
- LINCOLN PLACE
- LITTLE PETE TR
- LONG BRANCH CREEK
- LONGBROOKE
- LONGBROOKE SUB UNIT TWO
- MAGNOLIA HEIGHTS
- MAGNOLIA PARK
- MAJESTIC OAKS REP
- MANDALAY BEACH CLUB CONDO
- MANDALAY POINT SUB 1ST ADD
- MANDALAY SUB
- MANDALAY UNIT 5
- MANDALAY UNIT 5 REP
- MARILYN PINES CONDO APTS
- MARINA BAY 880 CONDO
- MARINA BAY MASTER CONDO
- MARINA DEL REY AT SAND KEY UNIT B LOT 73
- MARSHALL MANOR
- MARYMONT
- MCMULLENS BAYVIEW
- MCVEIGH SUB
- MCVEIGH SUB 1ST ADD
- MCVEIGH SUB 2ND ADD
- MEADOW CREEK
- MEADOWS THE
- MEADOWS THE 1ST ADD
- MEDITERRANEAN VILLAGE IN THE PARK
- MERIDIAN ON SAND KEY CONDO
- METEOR PLAZA
- METEOR PLAZA 1ST ADD
- METES & BOUNDS, SEE PUBLIC RECORDS
- MIDDLECREEK
- MIDWAY ACRES
- MILTON PARK
- MILTON PARK RESUB OF BLKS 13 & 19
- MISSION HILLS CONDO
- MISSOURI HEIGHTS
- MISTY SPGS CONDO
- MISTY SPRINGS CONDO
- MOASE & HARRISON SUB
- MONTCLAIR LAKE TOWNHOMES AND VILLAS
- MONTCLAIR LAKE TWNHMS – PH 1
- MONTEREY GARDENS
- MONTEREY HEIGHTS
- MONTEREY HEIGHTS 1ST ADD
- MOORE PROP OF A J RESUB
- MOORINGS OF SAND KEY THE
- MOORINGS TOWNHOMES
- MOORINGS TWNHMS
- MORNINGSIDE EAST CONDO 3
- MORNINGSIDE ESTATES
- MORNINGSIDE ESTATES UNIT 3B
- MOSELL ACRES
- MOUNT ORANGE REV
- MYRTLEDALE
- N 70FT OF S 680FT OF E 150 FT OF W 980FT OF SW 1/
- NAVAJO PARK REV
- NELSON PLACE CONDO
- NEW MARYMONT
- NEW MARYMONT 1ST ADD
- NEWPORT UNIT 1
- NEWPORT UNIT 12
- NICHOLSONS IRA E ADD
- NORMANDY PARK OAKS CONDO
- NORMANDY PARK SOUTH
- NORTH SHORE PARK
- NORTH WHITNEY PINES
- NORTHWOOD ESTATES – TR F
- NORTHWOOD ESTATES- TR G
- NORTHWOOD WEST
- NORWOOD 1ST ADD
- OAK ACRES ADD
- OAK FOREST OF COUNTRYSIDE
- OAK HILLS
- OAK LAKE ESTATES
- OAK LAKE PARK CONDO
- OAK PARK ESTATES 1ST ADD
- OAKMOUNT SUB
- OAKS OF NORTHWOOD CONDO
- OFFICES AT PONCE DE LEON
- ON TOP OF THE WORLD
- ON TOP OF THE WORLD UNIT 4 CONDO BLDG 1 APT 49 WIN
- ORANGE BLOSSOM SUBDIVISION
- OVERBROOK
- OVERLOOK
- PADGETTS R M ESTATE RESUB
- PADGETTS SUB R H OF ORIGINAL LTS 2 & 5
- PALM BLUFF 1ST ADD
- PALM BLUFF PRESERVE – ONE
- PALM PARK
- PALM PARK REP
- PALM TERRACE
- PALMETTO TERRACE
- PARADISE COVE
- PARKSIDE OFFICE PARK LAND CONDO
- PARKWOOD 2ND ADD
- PARKWOOD ESTATES R O C INC UNREC
- PARKWOOD SUB
- PART OF SE 1/4 OF SE 1/4 3.35FT TH S89D12’20″E 304
- PENNSYLVANIA SUB
- PENNWOOD MANOR
- PENTHOUSE GROVES
- PENTHOUSE VILLAS OF MORNINGSIDE
- PIERCE 100 CONDO
- PINE BROOK HIGHLANDS
- PINE BROOK SUB
- PINE BROOK UNIT 2
- PINE CREST SUB
- PINE RIDGE
- PINELLAS GROVES
- PINELLAS TERRACE
- PINEWOOD VILLAGE CONDO
- PLAZA PARK ADD CLEARWATER IMPROV CO CORR
- PLEASURE WORLD PARK
- PONCE DELEON ESTATES
- PRELUDE 80 CONDO
- PURA VIDA RESIDENCES CONDO
- RAINTREE VILLAGE CONDO
- RANCH MOBILE
- REGATTA BEACH CLUB CONDO
- RESIDENCE AT RENAISSANCE
- RESIDENCES AT SANDPEARL RESORT CONDO
- ROGERS SUB
- ROLLING HEIGHTS
- ROLLINS SUB
- ROOSEVELT HIGHLANDS
- ROSE-ANN SUB
- ROSERY GROVE VILLA
- ROSERY GROVE VILLA 1ST ADD
- ROSERY GROVE VILLA 3RD ADD
- ROSETREE COURT
- ROYAL CAMELOT RESORT CONDO
- ROYAL PINES CONDO
- RUBIN ICOT CENTER
- RUSSELLS SUB
- RUSTLEWOOD AT COUNTRYSIDE
- RUSTLEWOOD AT COUNTRYSIDE CONDO
- SALLS LAKE PARK 2ND ADD
- SALLS REP OF 3RD ADD
- SALLS SUB
- SAND KEY CONDO-SOUTH BEACH
- SAND KEY CONDO-SOUTH BEACH 1460
- SAND KEY CONDO-SOUTH BEACH 2
- SANDPIPPER’S COVE
- SANTORINI TRACE
- SCOTIA HEIGHTS
- SEA ISLAND APTS 1 CONDO
- SEA ISLAND NORTH 3 CONDO
- SEABROOKE
- SERENA BY THE SEA
- SERENA BY THE SEA CONDO
- SEVILLE CONDO
- SEVILLE CONDO 1
- SEVILLE CONDO 11
- SEVILLE CONDO 12
- SEVILLE CONDO 14
- SEVILLE CONDO 2
- SEVILLE CONDO 4
- SEVILLE CONDO 8
- SHARON OAKS
- SHARON OAKS ESTATES REP
- SHELLEY GARDENS 1 CONDO
- SHELLEY GARDENS 2 CONDO
- SHELLEY GARDENS 3 CONDO
- SHELLEY GARDENS CONDO
- SHERWOOD GARDENS
- SHERWOOD HEIGHTS
- SHERWOOD HEIGHTS ADD
- SHERWOOD MANOR 1ST ADD
- SIDNEY STREET TWIN VILLAS
- SIRMONS HEIGHTS
- SIRMONS HEIGHTS 1ST ADD
- SIRMONS ORANGE BLOSSOM HEIGHTS
- SKIFF HARBOUR TWNHS CONDO
- SKY CREST UNIT 2
- SKY CREST UNIT 3
- SKY CREST UNIT 5
- SKY CREST UNIT 6
- SKY CREST UNIT 9
- SKY HARBOR ESTATES CORP INC CONDO
- SKYCREST GREENS 2ND ADD
- SKYCREST GREENS ADD
- SKYCREST SUBDIVISION
- SKYCREST TERRACE 1ST ADD
- SKYCREST TERRACE 2ND ADD
- SKYCREST UNIT TEN
- SKYLINE GROVES
- SKYVIEW THE CONDO
- SOUND SOUTH UNIT TWO
- SOUND WEST
- SOUTH BINGHAMTON PARK
- SOUTH GATE MOBILE HOME PARK UNREC
- SOUTHWOOD
- SPRING LAKE HEIGHTS
- SPRING LAKE OF CLEARWATER
- SPRINGFIELD SUB 1
- SPRINGFIELD SUB 2
- ST ANDREWS COVE CONDO
- ST TROPEZ CONDO
- STARBOARD TOWER
- STARR & SAVERYS ADD
- STATION SQUARE CONDO
- STEVENS CREEK SUB
- STEVENSONS HEIGHTS
- STONEGATE UNIT I PH II
- STONEGATE UNIT I-PHASE I
- SUBANS SUB
- SUMMER PLACE SUB
- SUMMERDALE SUB
- SUMMERSET VILLAS
- SUN HARBOR CONDO CLEARWATER
- SUNFISH BAY CONDO
- SUNNY PARK GROVES
- SUNSET GARDENS
- SUNSET GROVE CONDO
- SUNSET HIGHLANDS
- SUNSET LAKE ESTATES
- SUNSET POINT 1ST ADD
- SUNSET POINT 2ND ADD
- SUNSET POINT A REP
- SUNSET POINT CONDO
- SUNSET POINTE TOWNHOMES
- SUNSET POINTE TWNHMS
- SUNSET RIDGE
- SUNSET WOODS
- SUNSHINE GROVES
- SUNSHINE STATE INDUST PARK
- SUNSHINE TERRACE CONDO
- SUNSHINE TOWERS APT RESIDENCES
- SUNSTREAM SUB
- TAGARELLI SUB
- TAMPA BAY HIGHLANDS
- TENNESSEE TERRACE
- TERRA-ALTO ESTATES
- TIMBER RIDGE OF COUNTRYSIDE UNIT TWO
- TIMBERLINE CONDO
- TOWNHOME MANORS OF
- TOWNHOME MANORS OF CCOUNTRYSIDE
- TOWNHOMES OF NORTH WOOD, THE LOT 24
- TOWNS AT BELLEAIR GROVE
- TOWNS AT SPRING LAKE
- TRADEWINDS CONDO
- TRAILS OF COUNTRYSIDE
- TROPIC HILLS
- TWIN OAKS SUB
- ULMERTON INDUST CENTER
- ULTIMAR II CONDO
- ULTIMAR ONE CONDO
- ULTIMAR TWO CONDO
- UNIVERSITY PARK
- UTOPIA
- UTOPIA CONDO
- VALENCIA PARK
- VALENCIA PARK UNIT 1
- VENETIAN GARDENS
- VENETIAN POINT
- VENETIAN SHORES CONDO
- VIA VERDE
- VIA VERDE CONDO
- VICEROY RESIDENCES CLEARWATER BEACH
- VIEWPOINT-ON-THE-BAY CONDO
- VILLA DEL MAR OF CLEARWATER CONDO
- VILLAGE OAKS
- VILLAGE ON GREEN
- VILLAGE ON ISLAND ESTATES
- VILLAGE ON THE GREEN
- VILLAGE ON THE GREEN PATIO HOMES
- VILLAGE THE FIRST PT REP
- VILLAS AT COUNTRYSIDE THE
- VILLAS AT LAKEPOINT
- VILLAS OF LAKE ARBOR
- VIRGINIA GROVE TERRACE 1ST ADD
- VIRGINIA GROVE TERRACE 3RD ADD
- VIRGINIA GROVES
- VIRGINIA GROVES ESTATES
- VIRGINIA GROVES TERRACE 5TH ADD
- VIZCAYA
- WALDEN WOODS
- WATERFORD TWNHMS
- WATERS EDGE CONDO
- WAVERLY TOWERS CONDO
- WEDGEWOOD ESTATES
- WELLS COURT CONDO
- WELLS COURT CONDOMINIUM ASSOCIATION
- WESTCHESTER LAKE TOWNHOMES
- WESTCHESTER LAKE TWNHMS
- WESTCHESTER OF COUNTRYSIDE
- WHITNEY FARMS
- WHITNEY LAKES
- WHITNEY OAKS LOT 21
- WHITNEY PINES 1ST ADD
- WHITNEY TWNHMS
- WILDWOOD OF COUNTRYSIDE
- WILLOW RIDGE RE-PLAT
- WILLOWBROOK
- WINDING CREEK
- WINDING WOOD CONDO
- WINDSOR PARK
- WINDSOR PARK 1ST ADD
- WOODGATE OF COUNTRYSIDE
- WOODLAKE 1 CONDO
- WOODLAKE CONDO 01
- WOODLAND VILLAS CONDO 1
- WOODMONT PARK
- WOODMONT PARK ESTATES
- WOODRIDGE
- WOODRIDGE ESTATES
- WOODSIDE VILLAGE CONDO
- WOODSONG
- WOODVALLEY UNIT 1
- WOODVALLEY UNIT 3
- WOODVALLEY UNIT 4
Market Summary
Current real estate data for Single Family in CLEARWATER as of Jul 12, 2026
586
Single Family Listed
96
Avg DOM
321
Avg $ / SqFt
$605,048
Avg List Price
Property Summary
- Located in the SIRMONS HEIGHTS 1ST ADD subdivision, 1008 CHESTER DRIVE CLEARWATER FL is a Single Family for sale in CLEARWATER, FL, 33756. It is listed for $449,900 and features 4 beds, 2 baths, and has approximately 1,273 square feet of living space, and was originally constructed in 1955. The current price per square foot is $353. The average price per square foot for Single Family listings in CLEARWATER is $321. The average listing price for Single Family in CLEARWATER is $605,048.
Similar Listings Nearby
Courtesy of JPT REALTY LLC. 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 Strong Realty Group include the name of the listing broker. Neither the listing company nor Strong Realty Group 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. 1008 CHESTER DRIVE
CLEARWATER, FL