Under contract-accepting backup offers. High upon the hill, Crafted and cared for through the years with amazing stewardship sits a home perfectly ready for only its second owner. If you’re looking for a home with storage, capabilities to easily work from home, live with in-laws, or disaster readiness this is your home. With a full dry basement for riding out Florida storms or prepping for the future and a full attic for storage, five bedrooms, and a studio with it’s own separate entrance this home is more than capable of improving your daily living. The beautiful bright and custom kitchen is just one of the many thoughtful updates. Tired of the cookie cutter builder specs? This home is the antidote. Plenty of storage space, plenty of room for the whole family with none of the useless space to waste time maintaining. Mature landscaping lovingly grown includes; persimmons, peaches, lemons, an olive tree and so much more. Come see all the reasons this house is perfect for you.
Property Details
Price:
$485,000
MLS #:
TB8529352
Status:
Active Under Contract
Beds:
5
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WOODLAND VALLEY
Neighborhood:
34602brooksville
Listed Date:
Jul 15, 2026
Finished Sq Ft:
2,860
Total Sq Ft:
2,990
Lot Size:
20,700 sqft / 0.48 acres (approx)
Year Built:
1985
See this Listing
Schools
Elementary School:
Brooksville Elementary
Middle School:
D.S. Parrot Middle
High School:
Hernando High
Interior
Appliances
Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Ceramic Tile, Hardwood
Heating
Central
Interior Features
Ceiling Fan(s), Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters
Laundry Features
In Garage
Levels
Three Or More
Exterior
Attached Garage YN
1
Construction Materials
Wood Frame
Covered Spaces
1
Direction Faces
South
Exterior Features
French Doors, Playground
Fencing
Chain Link
Garage Spaces
1
Patio And Porch Features
Front Porch
Roof
Metal
Financial
Tax Year
2025
Taxes
$1,423
Map
Community
- Address29249 WILPAYNE ROAD BROOKSVILLE FL
- SubdivisionWOODLAND VALLEY
- CityBROOKSVILLE
- CountyHernando
- Zip Code34602
Subdivisions in BROOKSVILLE
- 1-B
- AC AYERS RD/WISCON/PKWY E
- AC CO LINE N TO 50E/SPRG LAKEAC08
- AC CROOM RD/MONDON HILL/0655 AC03
- AC CROOM RD/MONDON HILL/0655AC03
- AC MOL
- AC WTH FOREST/RIDGE MNR AREA-AC05
- AC WTH FOREST/RIDGE MNR AREAAC05
- AC03
- AC04 AYERS RD/WISCON/PKWY E
- ACERAGE
- ACREAGE
- AYERS HEIGHTS
- AZ3
- BARNES ADD TO BROOKSVILLE
- BENTON HILLS
- BENTON HILLS PHASE 1 LOT 37
- BRAEWOOD MOBILE HOME SUB
- BROOKHAVEN SOUTH
- BROOKRIDGE COMM
- BROOKRIDGE COMM UNIT 3
- BROOKRIDGE COMMUNITY
- BROOKRIDGE COMMUNITY UNIT 1
- BROOKRIDGE COMMUNITY UNIT 2 BLK 28 LOT 25
- BROOKRIDGE COMMUNITY UNIT 4
- BROOKSVILLE ESTATE
- BROOKSVILLE ESTATE SOUTH
- BROOKSVILLE ESTATE WEST
- BROOKSVILLE FARMS
- BROOKSVILLE MANOR
- BURWELL ESTATE DIV
- BVLLE ACREAGE AB11
- C AYERS RD/WISCON/PKWY EAC04
- CAMPERS HOLIDAY
- CANDLELIGHT
- CANDLELIGHT UNIT 1
- CANDLELIGHT VILLAGE
- CANDLELIGHT VILLAGE UNIT 3
- CASCADES AT S H PLANT PH 1 REP
- CASCADES AT SOUTHERN HILLS PLANTATION
- CASE – CLASS 1 SUB
- CEDAR LANE SITES
- CHAMPION ESTATES
- CLASS 1 SUB PRCL B
- COGGINS – CLASS 1 SUB
- COLONIAL MANOR
- COMMERCIAL HIGHLANDS US 98
- COOGLERS SUB OF N
- COOPER TERRACE
- COUNTRY CLUB ESTATE
- COUNTRY HAVEN ESTATES
- CROOM ROAD SUB
- CROWELL ACRES
- DAMAC ESTATES
- DAMAC ESTATES FIRST ADD
- DAMAC MODULAR HOME PARK
- DAVID/MANUEL COMM PARK
- DEER HAVEN ESTATE UNREC
- DEERFIELD ESTATE PH 5
- DOGWOOD ESTATE PH I
- DOGWOOD ESTATE PH IV
- DOGWOOD ESTATESS
- DOGWOOD HEIGHTS
- ENZO ESTATES LOT 1
- FOREST HILLS UNREC
- FOX WOOD PLANTATION
- GARDEN GROVE
- GARDEN GROVE FARM LTS SEC 04
- GARDEN GRV
- GARYS MRS T H ADD
- GLEN LAKES PH 1
- GLEN RAVEN
- GLEN RAVEN PH 1
- GREEN HAMMOCK SUB
- GRELLES P H SUB
- GULF FLORIDA HIGHLANDS
- GULF RIDGE PARK
- H AND H HOMESITES
- HALEMONT ADD SEC 1
- HALES ADD TO BROOKSVL
- HAMMOCK ACRES
- HERNANDO
- HERNANDO COUNTY AIRPORT
- HERNANDO HIGHLANDS UNREC
- HERNANDO MEDICAL CENTER
- HERNANDO OAKS
- HERNANDO OAKS PH 1
- HERNANDO OAKS PH 1A
- HERNANDO OAKS PH 2
- HERNANDO OAKS PH 3
- HEXAM HEIGHTS
- HIDDEN OAKS – CLASS 1 SUB
- HIGH POINT
- HIGH POINT M H SUB ALL
- HIGH POINT M H SUB ALL2500
- HIGH POINT MH SUB
- HIGH POINT MH SUB UN 3
- HIGH POINT MOBILE HOME SUB
- HIGH POINT SUB UNIT 1
- HIGH POINT SUB UNIT 4
- HIGH POINT SUB UNIT 4 BLK 34 LOT 22
- HIGH POINT SUB UNIT 5
- HIGH POINT SUB UNIT 6 BLK 48 LOT 37
- HIGH POINT SUB UNIT 6 BLK 50 LOT 34
- HIGHLAND ACRES
- HIGHLAND ACRES UNIT 1
- HIGHLAND LAKES
- HIGHLAND PARK ADD TO BRKSVL
- HIGHPOINT
- HILL N DALE
- HILL N DALE THE VILLAGE
- HILL N DALE UNIT 2
- HULLS UNREC SUB
- ISTACHATTA ACRES
- ISTACHATTA ACRES UNREC
- JEMLANDS SUB
- JENNINGS & VARN A SUB OF
- KRUSE – CLASS 1 SUB
- LAKE LINDSEY
- LAKE LINDSEY CITY
- LAKESIDE ACRES MH SUB
- LAUREL OAKS
- LAWS ADD TO BROOKSVILLE
- LAWS ADD TO BROOKSVL
- LEYLAND PRESERVE
- LINDSEY ACRES
- LORD – CLASS 1 SUB
- LUDLOW HEIGHTS
- MASARYKTOWN
- MASARYKTOWN/OAK FOREST-2690
- MEDARD – CLASS 1 SUB
- MEETS & BOUNDS
- MELENDEZ BLVD,TRUCK BYPASS-C50C
- METES AND BOUNDS
- MOUNTAIN PARK
- NORTH BRKSVILLE HGHTS-REPLT
- NORTH BROOK
- NORTHAMPTON ESTATES
- NOT IN SUBDIVISION
- OAK HILL ADD TO BRKSVL
- OAKWOOD ACRES
- OAKWOOD ACRES DIV 2
- OAKWOOD ESTATES
- PARK VIEW COURTS REP
- PARSONS ADD TO BROOKSVILLE
- PEACH ORCHARD EST- CLASS 1 SUB
- PETERSONS UNREC SUB
- PINE CONE RESERVE
- PINE GROVE SUB
- PINECONE RESERVE
- PLATEAU, THE – CLASS 1 SUB
- PONCE DE LEON,YONTZ RD-CO LINEC981
- POTTERFIELD GARDEN AC
- POTTERFIELD GARDEN AC – G
- POTTERFIELD GARDEN AC – H
- POTTERFIELD GARDEN AC – J
- POTTERFIELD GARDEN AC – JJ
- POTTERFIELD GARDEN AC – K
- POTTERFIELD GARDEN AC – L
- POTTERFIELD GARDEN AC – M
- POTTERFIELD GARDEN AC – M 1 ADD
- POTTERFIELD GARDEN AC – MM
- POTTERFIELD GARDEN AC – N
- POTTERFIELD GARDEN ACRES
- POTTERFIELD GARDEN ACRES #23 SEC
- POTTERFIELD GARDENS ACRES
- POTTERFIELD GDN AC
- POTTERFIELD SUNNYSIDE ACRES
- QUAIL MEADOWS PH 1
- R-Z GROUND LEASE ACCOUNTS
- REIBER – CLASS 1 SUB
- RIDGE MANOR WEST
- RIDGE MANOR WEST PH II
- RIDGE MANOR WEST PH III
- RIDGE MANOR WEST PH IV
- ROCK SPRING LAKE ACRES
- ROLLING ACRES
- ROLLING ACRES A REP
- ROYAL HIGHLANDS
- ROYAL HIGHLANDS UNIT 1
- ROYAL HIGHLANDS UNIT 4
- ROYAL HIGHLANDS UNIT 5
- ROYAL HIGHLANDS UNIT 7
- ROYAL HIGHLANDS UNIT 7 BLK 435 LOT 24
- ROYAL HIGHLANDS UNIT 8
- ROYAL HIGHLANDS UNIT 9
- ROYAL OAKS ESTATE
- S1/2 OF NW1/4 OF SE1/4 OF NW1/4 FRACTL ORB 433 PG
- SANDAL KEY
- SAVANNAH OAKS-CLASS 1 SUB
- SAXONS SUB
- SAXONS SUB ADD TO BROOKSVL
- SEA GATE VILLAGE
- SHADOWLAWN ANNEX
- SHERMAN HILLS
- SHERMAN HILLS PH V
- SHERMAN HILLS SEC 2
- SHERMAN HILLS SEC 3
- SHERMAN OAKS
- SHIM – CLASS 1 SUB
- SILVER HILLS
- SILVER RIDGE
- SILVERTHORN
- SILVERTHORN PH 2A
- SILVERTHORN PH1
- SNOW CAPS
- SOUTHERN HILLS HILLTOP
- SOUTHERN HILLS PLANTATION
- SOUTHERN HILLS PLANTATION PH 1
- SOUTHERN HILLS PLANTATION PH 2
- SOUTHERN HILLS PLANTATION PH 3
- SOUTHERN HILLS PLANTATION PH2
- SOUTHERN HILLS PLANTATION PH2A
- SOUTHERN HILLS PLNT PH1- BL4-73571B
- SOUTHERN PINES CONDO
- SOUTHWORTH-CLASS 1 SUB
- SPRING HILL UN 18
- SPRING LAKE
- SPRING LAKE AREA
- SPRING LAKE AREA INCL. CLASS 1 SLLF
- SPRING LAKE FOREST
- SPRING RIDGE
- SPRINGHILL ACRES
- SPRINGWOOD ESTATE
- STAFFORD
- STENHOLM ENTERPRISES UNREC
- STENHOLM SUB IN SW1/4 UNREC
- SUNSHINE TERRACE
- TANGERINE ESTATES
- THORNTON – CLASS 1 SUB
- TRAILS AT RIVARD PH 1,2 & 6
- TRILBY
- TRILBY CROSSING
- TRILBY CROSSINGS
- TRILBY XING
- TRILBY XING PH 1
- TRILBY XING PH 2
- TRILLIUM VILLAGE
- TRILLIUM VILLAGE B
- TRILLIUM VILLAGE C PH 01
- TRILLIUM VILLAGE C PH 1
- TRILLIUM VILLAGE C PH 2A
- TRILLIUM VILLAGE C PH 2B
- TRILLIUM VILLAGE D
- TRILLIUM VILLAGE E PH 1
- TUCKER HILLS
- TUCKER HILLS UNREC
- UNRECORDED
- VISTA HEIGHTS ESTATES
- VISTA PARK
- VOSS OAK LAKE ESTATE
- W1/2 OF E1/2 OF S1/4 OF SW1/4 OF NE1/4 DES IN
- WATERFORD
- WATERFORD PH 1
- WATERFORD PH 2
- WAVRO HEIGHTS
- WAYSIDE PARK
- WESTGATE UNREC SUB
- WESTON PARK
- WHITESIDE
- WHITMAN PH 3 – CLASS 1 SUB
- WOODLAND PARK
- WOODLAND RETREATS #19
- WOODLAND RETREATS #22
Market Summary
Current real estate data for Single Family in BROOKSVILLE as of Aug 23, 2026
460
Single Family Listed
116
Avg DOM
228
Avg $ / SqFt
$512,977
Avg List Price
Property Summary
- Located in the WOODLAND VALLEY subdivision, 29249 WILPAYNE ROAD BROOKSVILLE FL is a Single Family for sale in BROOKSVILLE, FL, 34602. It is listed for $485,000 and features 5 beds, 3 baths, and has approximately 2,860 square feet of living space, and was originally constructed in 1985. The current price per square foot is $170. The average price per square foot for Single Family listings in BROOKSVILLE is $228. The average listing price for Single Family in BROOKSVILLE is $512,977. To schedule a showing of MLS#tb8529352 at 29249 WILPAYNE ROAD in BROOKSVILLE, FL, contact your CENTURY 21 Carioti agent at 2392986550.
Similar Listings Nearby
Courtesy of SOUTHERN BELLE REALTY, INC. 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 CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti 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. 29249 WILPAYNE ROAD
BROOKSVILLE, FL