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Active - House for sale

65 OLIVE STREET, Brooksville, FL

3 bds|3 bth|1,961 sqft

Facts & features

House Property type
140 days on Beycome
1910 Year built
$305 Price/Sqft.
20,978 sqft Lot size

Why you’ll love it

  • Guest house
  • New roof
  • Corner lot
  • Fireplace
  • Gazebo

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!!

Translating description...

Listings courtesy of HOME LAND REAL ESTATE INC as distributed by MLS GRID.

Listed by: Kimberly Pye, Pa • kimberly.homeland@gmail.com • HOME LAND REAL ESTATE INC

Co-listed by: HOME LAND REAL ESTATE INC

Source: Stellar MLS as distributed by MLS GRID, MLS#: W7886886 Stellar MLS as distributed by MLS GRID logo

Based on info available as of Nov 13, 2026 at 12:33 PM EST.

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Affordability

$390,000$810,000
1%20%
0%90%
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Estimated monthly payment

$3,400/mo

  • Mortgage$3,029
  • Property tax$371
  • HOA fee
  • Homeowners insurance
Due at closing$476,205
Down payment held in escrow$119,800
Closing costs$8,985
beycome credit Est.$11,980

Beycome estimates only. Actual amounts and terms vary by lender and location.

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Travel times

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Flood & climate risk

FEMA Flood Zone X

Outside the high-risk Special Flood Hazard Area — flood insurance is usually optional but still worth considering.

More details

Source: FEMA National Flood Hazard Layer. Confirm on the FEMA Flood Map.

Disclaimer

Based on information submitted to the MLS GRID as of Nov 13, 2026 at 12:33pm EST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

$599,000 Listed price

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$11,980 Credit back

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