65 OLIVE STREET | Brooksville

$609,000 | 3 Beds | 3 Baths (3 Full) | 1,961 Sq. Ft.

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!! StellarMLS W7886886

Directions to property: US 50 (Cortez Blvd) turns into W Jefferson St, left onto Ponce De Leon Blvd, right onto W Fort Dade Ave, left onto Howell Ave, right onto Olive St, house on left

MLS Listing ID: 
StellarMLS W7886886
Basic Property Information
Fields containing basic information about the property.
Property Type: 
Residential
Property Sub Type: 
Single Family Residence
Primary Market Area: 
Brooksville
Address: 
65 OLIVE STREET, Brooksville, FL 34601, US
County: 
Hernando
Community Information
Elementary: 
Brooksville Elementary
Middle: 
D.S. Parrot Middle
High: 
Hernando High
Subdivision: 
MICKLERS ADD TO BRKSVL
Building Details
Details about the building on a property.
Year Built: 
1910
New Construction: 
0
Living Area: 
1,961
Interior: 
Crown Molding
Construction
Construction Materials: 
Wood Frame
Roof: 
Shingle
Exterior Features: 
Lighting, Rain Gutters, Sidewalk
Porch: 
Deck, Front Porch, Patio, Rear Porch
Room Details
Details about the rooms in the building.
Total Rooms: 
12
Total Bedrooms: 
3
Total Bathrooms: 
3
Total Full-Bathrooms: 
3
Total Half-Bathrooms: 
0
Utilities
Information about utilities available on the property.
Heating System: 
Central, Electric
Cooling System: 
Central Air
Water Source: 
Public
Sewer: 
Public Sewer
Lot/Land Details
Details about the lots and land features included on the property.
Acres: 
0.48
Lot Size (Area): 
20,978
Lot Size (Dimensions): 
156 x 130
View: 
Trees/Woods
Waterfront: 
0
Lot Features
Parking Type: 
Circular Driveway
Public Record
Parcel Number: 
R2222219271000100010
Annual Tax: 
$4,448.82
Property Zoning: 
CITY
Listing Dates
Dates involved in the transaction.
Listing Entry Date/Time: 
6/27/2026
Listing Participants
Participants (agents, offices, etc.) in the transaction.
Listing Agent Name: 
Kimberly Pye, PA
Listing Office Name: 
HOME LAND REAL ESTATE INC