Quick Sarasota FL MLS Search

Browse All Sarasota FL Historical Properties for Sale

6 Beds 4.5 Baths A4614641 MLS
Discover the charm and character of this exquisitely maintained 1925 home in the heart of the Central Cocoanut Historic District. Ideally just steps from Whitaker Gateway Park and the long-awaited and celebrated 53-acre park along Sarasota Bay simply known as The Bay. Investors will love the opportunity to generate income while families will appreciate the multigenerational living options. The property is comprised of a main house and a detached building with two individual and rentable apartments that can also be used as an in-law suite and guest house. The main home boasts four bedrooms, 2½ baths and features a grand rocking chair front porch. Additional features include abundant light through numerous windows, high ceilings, original crown molding and trim details, original hardwood flooring upstairs and an original wood staircase with hand railing. The main floor includes a bright living room, formal dining room, kitchen with a picture window and granite countertops, a powder room, a laundry room and a fourth bedroom or office. The two carriage house apartments are at the rear of the property and each of the three units included in this property can be rented individually. The first apartment includes one bedroom, a living room, dining room, kitchen and full bath, while the second apartment is a studio with a kitchen and full bath. Both apartments share a private paver patio area with a privacy fence separating them from the main house. The property is ideal for entertaining with abundant off-street parking, a new 6-foot vinyl louver-style privacy fence enclosing a huge patio and a new wood deck off the back of the house. Modern updates include newer HVAC systems and a roof replaced in 2014. This property offers a desired and convenient location, minutes from downtown Sarasota, 10 minutes from Lido Beach and St. Armands Circle, 2½ miles from Sarasota Bradenton International Airport and 3 miles from Sarasota Memorial Hospital. Don’t miss this unique opportunity to own a piece of history with modern comforts and income-generating potential.

1254 15th Street, Sarasota

2 Beds 1 Baths A4613771 MLS
Under contract-accepting backup offers. Celebrate gracious Sarasota living in the sought-after Hudson Bayou area, situated West of the Trail and just moments from Southside Village, Selby Gardens, downtown Sarasota and the pristine Siesta Key beaches. This delightful bungalow, between fruit trees and blooming jasmine at the quiet corner of Pomelo and Alta Vista, is near a newly established dog-friendly neighborhood park. Further along Pomelo Avenue, you'll find access to Hudson Bayou, ideal for kayaking or fishing. The residence boasts original wooden floors, bright and spacious rooms, a covered carport for one car, and a large, fenced backyard with ample shade. Adjacent to the large kitchen with island, the dining room has sliders out to a wooden deck, an ideal setting for savoring morning coffee amid the local wildlife. Enjoy the privilege of harvesting your mangos! The front living room, featuring a picture window, offers a view of the neighborhood's daily life. This property presents limitless possibilities for expansion, allowing you to craft your dream home or maintain it as a seasonal retreat. Investors will value the chance to possess an affordable home within a neighborhood of multi-million-dollar homes. If full-time residency isn't your plan yet, the property is suited for weekly, seasonal, vacation or yearly rentals. Proximity to unlimited shopping and dining as well as Sarasota Memorial Hospital and in the Southside Elementary School District, adds to the convenience. The substantial utility room, complete with laundry facilities and located under roof next to the carport, holds potential for transformation into extra living space, an office or an art studio.

1703 Alta Vista Street, Sarasota

2 Beds 1 Baths A4612835 MLS Gillespie Park BLDG.
Rare opportunity to own a Double Corner Lot 2/1 garage home, endless possibilities. This charming 1950's bungalow has an open living space, refinished hardwood floors, breezeway to garage, kitchen with granite counters, dining area, living room & reading room. 2021 Upgrades are kitchen cabinets, tile, granite, appliances, washer & dryer, new bath tile, vanity, and fixtures, new outlets and switches, repainted in & out, attic insulation, garage door opener, rear patio door & hardware, backyard pavers, gated fence, gutters, HVAC 2010, Roof 2021, Hot Water Heater 2021. Conveniently located highly desirable Gillespie Park neighborhood, a unique, front-porch community graced with both historic homes and new construction. Just steps away you will find the walkable Rosemary District, a hip neighborhood with artisan cafes and modern bistros. It is the only downtown neighborhood with a tree-lined ten-acre park that includes a tennis & pickle ball court, a scenic pond, a dog park. The neighborhood zoning, DTN Live/Work, was put in place in 2006 and allows for a three-story home and a 600sqft. accessory dwelling unit/detached garage. Living in this easily allows for enjoyable walks to downtown Sarasota - whether you're strolling to the Farmers Market, enjoying an evening at a world-class restaurant, or admiring the sunset sky over the Bayfront, the best of this city is right at your doorstep.

516 N Osprey Avenue, Sarasota

4 Beds 3 Baths A4605684 MLS
Located west of the trail, this historic property offers unique private living on a large gated lot at the end of a cul-de-sac which overlooks Hudson Bay. The “Ringling House” is a 4B/3B turnkey furnished estate home with a heated pool and spa in a park like private setting on a nearly double sized lot. It is located between Southside Village and Burns Court and just a short walk to downtown Sarasota, Selby Gardens, and all that Sarasota has to offer. Nearby Lido and Siesta Keys with their beautiful beaches are just a short drive away! The unique character of this home was inspired and built by Leon Pickett, the chief Engineer for the Ringling Brothers in 1923. Since then it has been tastefully preserved and updated, offering the original high ceilings and a large eat-in kitchen with stainless appliances, granite countertops, and a laundry room conveniently located off the kitchen. The dining area has the original built ins and glass cabinets surrounding a dining table for ten. The living room is tastefully decorated with a tropical flair and large windows that bring the outdoors in with its lush surroundings. It has Mexican tile flooring and high painted wood beamed ceiling and built in bookshelves. There is a king sized bedroom on the main floor with a private bath and French doors out to a courtyard. The upstairs offers three additional bedrooms. One is an additional suite featuring a king sized bed, private bath and walk in closets. There are two queen sized rooms, all with huge windows and high ceilings with wood floors. The bathrooms have all been updated with modern tiled showers. An adjacent 22 X 20 cabana/garage on the property offers additional space converted into a billiards/recreation room. All of this is yours and ready to move into and/or keep as an year-around income producing property while you come and go! OWNER FINANCING AVAILABLE.

1723 Bay Street, Sarasota

Start Your Search

Equal Housing Opportunity. All information contained herein deemed reliable but not guaranteed. Buyers should personally verify all information. All content Copyright 1998-2024 Great Smoky Mountains Association of Realtors. All rights reserved. Last updated .

Sarasota Historical Real Estate

Our website features the best real estate search for historical properties available in Sarasota and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!