Skip to main content
1 / 71

$599,000

65 OLIVE STREET, BROOKSVILLE, FL 34601

3D Tour
Active101 days on market

Beds

3

Baths

3

Sq Ft

1,961 sq ft

Year Built

1910

Lot Size

0.48 acres

Garage

—

About This Property

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!!

Property Overview

Property TypeResidential
Sub TypeSingle Family Residence
MLS #W7886886
StatusActive
Year Built1910
Stories2
Total Rooms12
ConstructionWood Frame
RoofShingle
FoundationConcrete Perimeter, Pillar/Post/Pier
FacesSouth
SubdivisionMICKLERS ADD TO BRKSVL
CountyHernando
OwnershipFee Simple

Interior Features

InteriorCeiling Fan(s), Crown Molding
FlooringCeramic Tile, Hardwood
AppliancesDishwasher, Microwave, Range, Refrigerator
LaundryInside, Laundry Room
CoolingCentral Air
HeatingCentral, Electric
FireplaceYes ()

Exterior & Lot

ExteriorLighting, Rain Gutters, Sidewalk
Other StructuresGuest House
Lot Size0.48 acres (20,978 sq ft)
Lot Dimensions156 x 130
Lot FeaturesCorner Lot
Road SurfaceAsphalt, Paved
ViewTrees/Woods
0

Utilities

WaterPublic
SewerPublic Sewer
UtilitiesCable Connected, Electricity Connected, Water Connected

Parking

GarageNo

HOA & Community

HOANo
Senior CommunityNo

Financial Details

List Price$599,000
Original Price$619,000
Annual Taxes$4,449 (2025)
FinancingCash, Conventional
ZoningCITY
Parcel #R2222219271000100010

Schools

ElementaryBrooksville Elementary
MiddleD.S. Parrot Middle
HighHernando High

Directions

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

Location

65 OLIVE STREET, BROOKSVILLE, FL 34601

Listing Information

OfficeHOME LAND REAL ESTATE INC
ListedJune 27, 2026

Schedule a Tour

Pick a Day

Preferred Time

Scheduling is free, and you can cancel anytime.

Home Price

$599,000

20% ($119,800)
6.75%

Loan Term

Principal & Interest$3,108
Property Tax (est.)$549
Insurance (est.)$150
Total Monthly$3,807
Full Calculator →

Nearby Schools

How to Buy This Home

Multiple financing options available for this $599,000 home in BROOKSVILLE.

🏦

Conventional

$29,950 Down

Traditional financing. As low as 3-5% down with good credit.

Florida Down Payment Assistance Programs

You may qualify for up to $35,000 in assistance to cover your down payment and closing costs.

Florida Hometown Heroes

Up to $35,000

First-time buyers working in FL

FL Assist

Up to $10,000

FHA, VA, or USDA borrowers

FL HLP Second Mortgage

Up to $10,000

First-time buyers, 0% deferred

Hernando County SHIP

Varies

Income-qualifying Hernando residents

Can You Afford This Home?

Quick check based on the 28% debt-to-income rule. Not a guarantee — just a starting point.

More Homes in Brooksville

More Homes in Brooksville

Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. IDX information is provided exclusively for consumers' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated: September 19, 2026.

Call (813) 733-7907TextContact