Property
ActiveResidential
1/60
$619,000

65 OLIVE STREET

Brooksville, FL 34601
3
Beds
3
Baths
1,961
SqFt
0.48
Acres
STELLAR
#W7886886
Updated: Jun 28, 2026, 9:23am

Property Description

Rare Double Residential Property with two Century Homes in Historic Downtown Brooksville on a HUGE oversized corner lot at the corner of two of Brooksville's most desired roads...Olive Street and Bell Ave, both roads are made from historic bricks and are lined by century-old grandfather live oak majestic trees!! Just the location will take your breath away!!

The main home, built in 1920, offers 1,961 sq feet of living space + 3 bedrooms (can be 4) + 3 bathrooms + gorgeous parlor rooms + a gorgeous brick front porch + built with all the character only a century old home can offer you! A brick wood burning fireplace takes you back in time when this home was one of the town's elite beauties!! NEW ROOF on both homes!!
The second century home was built in 1910, and offers just under 1,000 sq feet of living space + 1 bedroom + 1 bathroom. It is 2-stories with a private balcony overlooking historic Bell Ave!!
The two Century Homes are joined by a beautiful, private gazebo to enjoy your morning coffee or evening drinks to relax...and host your family gatherings and celebrations like they did over 100 years ago!! The rare property is surrounded by churches and majestic trees!
The second home can be a guest home for your guests when they visit, or a rental-income property for a long term rental or turn it into an Airbnb's with short term rentals welcoming guests to Historic Downtown Brooksville as it is in walking distance to everything amazing Brooksville has to offer from local festivals, arts and crafts shows, music on the square, dining under the stars on Main Street, horse-drawn carriage rides at Christmas with the lighting of the Christmas Tree, the parades, and all the Hallmark Town experiences Brooksville offers!!
All the character, all the charm, all the history, all the potential...this incredible property offers so much!!
Come take a look...step back in time...and image a life as it was once lived in its glory of our town's history...and then make it your own! Honor its history, honor its location, and enjoy a life well-lived in a home built with care and love...not a track home built to look like every other home in the street.
Take a stroll back in time and come view this amazing property!! Only 45 minutes north of Tampa!!
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Included Appliances
DishwasherMicrowaveRangeRefrigerator

Property Details

Highlights
View
Yes
Interior
Appliances
DishwasherMicrowaveRangeRefrigerator
Bathrooms Total Decimal
3
Building Area Total
2271
Cooling
Central Air
Fireplace Features
Wood Burning
Flooring
Ceramic TileHardwood
Furnished
Unfurnished
Heating
CentralElectric
Interior Features
Ceiling Fan(s)Crown Molding
Laundry Features
InsideLaundry Room
Living Area
1961
Rooms Total
12
Construction
Building Area Source
Public Records
Building Area Units
Square Feet
Construction Materials
Wood Frame
Direction Faces
South
Foundation Details
Concrete PerimeterPillar/Post/Pier
Levels
One
Living Area Source
Public Records
Living Area Units
Square Feet
Roof
Shingle
Stories Total
2
Year Built
1910
Site & Exterior
Exterior Features
LightingRain GuttersSidewalk
Flood Zone Code
X
I D X Participation
Yes
Lot Features
Corner Lot
Lot Size Acres
0.48
Lot Size Area
20978
Lot Size Dimensions
156 x 130
Lot Size Square Feet
20978
Lot Size Units
Square Feet
Open Parking
Yes
Other Structures
Guest House
Parking Features
Circular Driveway
Patio And Porch Features
DeckFront PorchPatioRear Porch
Public Survey Range
19E
Public Survey Section
22
Road Responsibility
Public Maintained Road
Road Surface Type
AsphaltPaved
Sewer
Public Sewer
Total Acreage
1/4 to less than 1/2
Utilities
Cable ConnectedElectricity ConnectedWater Connected
Vegetation
Trees/Landscaped
View
Trees/Woods
Water Source
Public
Zoning
CITY
Financials
Calculated List Price By Calculated Sq Ft
315.66
Contract Status Change Date
2026-06-27
Current Price
619000
Feed Types
BBO
Owner Name
FRANCES B & ROBERT A RILEY
Ownership
Fee Simple
Parcel Number
R2222219271000100010
Public Survey Township
22S
Tax Annual Amount
4448.82
Tax Block
Yes
Tax Book Number
3-1
Tax Legal Description
MICKLERS ADDN TO BROOKSVILLE BLK 1 LOT 1 ORB 1240 PG 1390
Tax Lot
Yes
Tax Year
2025

Neighborhood & Lifestyle

Community & Association
M L S Area Major
34601 - Brooksville
Subdivision Name
MICKLERS ADD TO BRKSVL
Schools
Ratings
Elementary
Brooksville Elementary
Middle
D.S. Parrot Middle
High
Hernando High
Listing provided courtesy of STELLAR via IDX. Updated: Jun 28, 2026, 9:23am.
Kimberly Pye, PA

Listing Agent

HOME LAND REAL ESTATE INC

Call Agent