65 OLIVE STREET, Brooksville, FL, 34601 | $619,000

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!!

Features

  • Rooms: 12
  • Bedrooms: 3
  • Baths: 3 full
  • Lot Size: 156 x 130
  • Laundry: Inside, Laundry Room
  • Year Built: 1910
  • Garage: Circular Driveway
  • Heating: Central, Electric
  • Cooling: Central Air
  • Approx Sq. Feet: 1,961
  • Acreage: 0.48
  • Lot Size: 156 x 130
  • Est. Taxes: $4,449
  • Lot Desc: Corner Lot
  • View: Trees/Woods
  • Elem. School: Brooksville Elementary
  • Middle School: D.S. Parrot Middle
  • High School: Hernando High
  • Appliances: Dishwasher, Microwave, Range, Refrigerator
  • MLS#: W7886886
  • Days on Market: 5 days
  • Website: https://www.raveis.com
    /prop/W7886886/65olivestreet_brooksville_fl?source=qrflyer
This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of MFRMLS (My Florida Regional MLS DBA Stellar MLS). The information being provided is 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. (last updated 7/13/2026 11:36:35 PM)
Listing courtesy of HOME LAND REAL ESTATE INC   Phone: 352-556-0909

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Melissa CohnRVP, Mortgage Banker, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 16953

917.838.7300

Melissa.Cohn@raveis.com

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65 OLIVE STREET, Brooksville, FL, 34601

$619,000

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Melissa Cohn

RVP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 917.838.7300

Melissa.Cohn@raveis.com

NMLS Mortgage Loan Originator ID 16953

5/6 (30 Yr)
Adjustable Rate Conforming*
30 Year
Fixed-Rate Conforming
15 Year
Fixed-Rate Conforming
Loan Amount $495,200 $495,200 $495,200
Term 360 months 360 months 180 months
Initial Interest Rate** 6.125% 6.500% 5.750%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.697% 6.650% 5.992%
Monthly Tax Payment $371 $371 $371
H/O Insurance Payment $92 $92 $92
Initial Principal & Interest Pmt $3,009 $3,130 $4,112
Total Monthly Payment $3,472 $3,593 $4,575

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.