Historical Homes in Southwest Florida

Discover these historic homes, each with a unique story waiting for you to make it your own. Explore these timeless treasures and discover a home that connects you to the past.

$425,000

4 Bed

2 Bath

SAINT PETERSBURG

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**THIS PROPERTY HAS FLOOD DAMAGE FROM HURRICANE HELENE ON THE FIRST FLOOR** Being sold AS-IS. The second floor of this home is completely intact with no damage from the hurricane. You could remodel the first floor, tear the home down, or raise the home up. The sellers were given a ballpark of $150,000 to raise the home and another $40,000 - $50,000 to redo the mechanicals. Many of the photos are what the home looked like prior to Hurricane Helene. This stunning Dutch Colonial home was built in 1924 along with a handful of other historic homes from the 1920s in the neighborhood. While this home is celebrating turning 100 this year, it has all the modern amenities and updates you’ve come to expect. Much of the original character has been preserved. Upon walking up to the home, you are greeted with wood columns flanking the brick front porch along with a curved beadboard ceiling. Step inside to the luxurious and welcoming entryway. Off the back of the home is a Florida room that could also be used as a great office. There is an indoor laundry closet attached to the first-floor bathroom. Walking up the wide stairs to the second floor you will notice the original steps, railing, and wood banisters. There are three generously sized bedrooms upstairs along with a smaller fourth bedroom/nursery/office. Upstairs you’ll notice the original hardwood flooring, crown molding, framed-out windows/doors, and high baseboards. The primary bedroom has its own door that connects to the one full bathroom on the second floor. The bathroom has a newer vanity, charming hexagon tile flooring, wainscoting, and a tub with subway tile. All the additional upgrades are as follows: roof (2020), hurricane-rated impact windows (2018), new hurricane-rated steel front door w/ side lights (2024), crawlspace completely encapsulated by LRE Foundation & Repair(2022, and second-floor A/C system (2017). Step outside to the outdoor oasis complete with a newer in-ground pool, large brick paver patio, mature landscaping, and a fully fenced-in yard. There is plenty of parking out front with the half-circle driveway. Off the kitchen is an enclosed mud room/storage room that also has access to the rear yard.

$129,900

2 Bed

1 Bath

LAKELAND

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Investor opportunity!! 3 bedroom 1 bath home waiting for the next savvy investor. Great opportunity you secure an investment in good location. Close to restaurants, shopping malls, gyms and more. Hurry to see! Tenant occupied, need notice for access.

$275,000

3 Bed

2 Bath

Fort Myers

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Zoned CG on .40 Acre 2922 Evans Ave at the intersection of Evans and Hanson Street. Functioning as a duplex, 2 Units, (1) 3-Bedroom,1 Bathroom previously rented for $1,200 Monthly Now Vacant (1) 1 bedroom, 1 bath., Currently renting for $ 800 per month. CG Zoning- Commercial General permitted use multi-family, multi-unit, office building, retail. Diverse range of businesses for redevelopment. ***OWNER FINANCING AVAILABLE***

$599,000

2 Bed

2 Bath

NEW PORT RICHEY

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EXQUISITELY REMODELED COTTAGE on the WATER ** AirBnb Ready! A true Turnkey Gem! Bring your kayaks! Located right on the Cotee River (Pithlachascotee River) and so close to the ** HISTORIC DOWNTOWN NEW PORT RICHEY scene with all the eateries and shops, this home is ideally situated. Imagine taking your gulf cart to dinner in the evenings or visiting your favorite local coffee shop in the morning in this gulf-cart friendly community. So much has been remodeled from the PLUMBING 2024, ELECTRICAL 2024, ROOF 2024 to the designer’s touch on the ** NEW FLOORING, NEW KITCHEN, NEWLY REMODELED BATHS. ** 2023 HWH & 2013 HVAC. ** 1979 Seawall ** The owner focused on preserving all the historic details on the home during the remodeling phases to keep the character alive. ** Please check out our Upgrades & Features List. Whether your intention is to live your best life here or cash flow on this incredibly peaceful and wonderfully remodeled waterfront home (or BOTH!), you’ll want to see this home up close. Historically named the Rooster Home among the locals, this home has come alive with everything renew, repaired or remodeled from the inside out. It’s our pleasure to share with you this wonderful masterpiece on the water, nestled in a town with endless charm!

$599,000

2 Bed

2 Bath

NEW PORT RICHEY

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$350,000

3 Bed

2 Bath

BRADENTON

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One or more photo(s) has been virtually staged. Welcome to 2312 14th Ave W, a stunningly remodeled 3-bedroom, 2-bathroom home on almost a .25 acre lot, located in a NON Flood Zone, just 1.5 miles from downtown Bradenton and the picturesque Riverwalk overlooking the Manatee River. This updated property combines modern finishes with classic charm, offering a perfect blend of comfort and style. New Roof being installed before closing! The open-concept living space is flooded with natural light, featuring fresh LVP flooring, new fixtures, and a contemporary color palette throughout. The kitchen is a chef’s dream, with new stainless steel appliances, sleek countertops, and ample cabinet space, perfect for preparing meals or entertaining guests. Both bathrooms have been fully renovated, offering a spa-like experience. The three Bedrooms provide a peaceful retreat, and the master suite features an en-suite bath for added convenience. Outside, you'll find a large low-maintenance yard—ideal for outdoor living and enjoying the warm Florida weather. With fresh landscaping and plenty of room for relaxation or play, this home is ready to become your personal oasis. Enjoy the convenience of being close to local shopping, dining, award winning beaches and recreational activities, including the highly sought-after Riverwalk, offering scenic views, walking trails, parks, and more. Don't miss out on this turn-key home that offers both modern living and a prime location.

$410,000

3 Bed

2 Bath

LARGO

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Beautifully remodeled 3 BEDROOM, 2 BATH home located on an OVERSIZED CORNER LOT and DEAD-END STREET that's 69 FT ABOVE SEA LEVEL/NON EVACUATION ZONE and ready to welcome you home! Boasting a host of high-end upgrades, 2 SHEDS/WOSKSHOPS with power, a DOUBLE GATE, and plenty of SPACE for all your toys/hobbies - this is the perfect way to start the NEW YEAR! Or if you prefer, add this home to your investment portfolio as an AIRBNB. This home has NO HOA/NO FLOOD ZONE/NO CDD and with the size of the lot, there is so much versatility. Roof 2016, NEW AC, NEW WATER HEATER, NEW SAMSUNG WASHER AND DRYER and so much more! Upon entry, you will appreciate the light & bright floor plan with BRAND NEW LUXURY VINYL PLANK floors that continue throughout the home and complement the freshly painted walls and new baseboards. The kitchen is a chef's dream with luxurious QUARTZ countertops, a COFFEE BAR AREA with a PREMIUM WINE/BEVERAGE COOLER, STAINLESS STEEL SAMSUNG APPLIANCES, new cabinets with a lazy susan corner cabinet, LED lighting, new sink and fixture, new garbage disposal, and custom tiled backsplash. It's a perfect blend of elegance and functionality. The spacious and open floor plan also allows plenty of space for entertainment and features a LARGE lot that is a canvas for so many possibilities such as building an additional in-law suite or rental cottage. The primary bedroom features a private en-suite bathroom with brand-new walk-in shower, fixtures, and chic stone topped vanity with soft close drawers. The additional 2 bedrooms are also spacious and bright. The 2nd hall bath has also been tastefully redesigned with stylish tile, new tub and shower with glass doors, modern lighting, stone topped vanity with soft close drawers, and new chrome fixtures. Don’t miss your chance to own this slice of private paradise with NO HOA restrictions! This home is a perfect choice for those seeking space, privacy, and/or potential income opportunities. Prime location and only MINUTES to local BEACHES with easy access to major airports, medical facilities, dining, shopping, and entertainment. Call and schedule your private showing today before this unique property is gone!

$410,000

3 Bed

2 Bath

LARGO

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$269,900

2 Bed

1 Bath

SAINT PETERSBURG

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Updated St Pete Charmer just on the market at an incredible price point! 2 bedroom, 1 bath bungalow with a huge newly fenced in backyard with double gated access to the alley and an expansive parking pad-- great for vehicle, boat, or any type of additional storage space needed! The home has been renovated with brand new light oak laminate flooring throughout the entire home, brand new HVAC system and a brand new kitchen with white shaker cabinetry along with brush nickel hardware, slow close drawers, stone quartzite countertops and new stainless appliances to include a bottom freezer fridge, a new range with the upgraded convection fryer oven feature and microwave. The bathroom has also been upgraded with a modern, touchless feature toilet, contemporary vanity and a subway tiled shower to also include brush nickel fixtures and a high end showerhead. Centrally located, right off of US Hwy 19 with easy access to I-275 and within a few minutes drive to the downtown core and our beautiful local beaches!

$335,000

3 Bed

1 Bath

SAINT PETERSBURG

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Welcome to your gorgeous & fully updated BLOCK home- high and dry from storms. All of the big ticket items have been updated- NEW Roof, NEW Water Heater, NEW A/C. Flood Zone-X, NO flood insurance required. This home has been completely renovated to perfection, featuring a fresh and stylish design. The exterior has been freshly painted with a neutral soft shade of beige. As you step inside there is a bar with your dining space and abstract flooring to give it a pop of style. As you enter the living room you will notice the warmth and character brought out by the refinished original hardwood floors and fireplace. Fresh paint on all interior walls and new baseboards throughout. The newly designed kitchen with gorgeous navy blue under-cabinet storage, white upper cabinets, sleek new fridgidaire stainless steel appliances, quartz countertops, a beautiful white hexagon ceramic tile floor, a stylish new backsplash, and boho-chic lighting. The completely renovated bathroom features modern fixtures and new tile giving it a clean, fresh look. All ceiling fans have been updated with modern/boho-chic style design, adding a unique and stylish touch to the home. The HUGE fenced in backyard provides plenty of space for outdoor relaxation or activities- a blank canvas for you to create your own sanctuary. Conveniently located near DTSP, Shopping centers, the YMCA, and i-275. Don’t miss out on this affordable home- with every update done, you can enjoy it for years to come without worry.

$1,200,000

6 Bed

4 Bath

GULFPORT

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RARE GULFPORT INCOME-PRODUCING SINGLE FAMILY HOMES (3) ZONED FOR LEGAL NIGHTLY RENTALS IN THE GULFPORT WATERFRONT REDEVELOPMENT DISTRICT | Exceptional Income-Producing Opportunity in Gulfport's Thriving Downtown. This rare triple-bungalow property in the heart of vibrant downtown Gulfport, Florida, represents an exceptional investment opportunity. Generating an impressive annual rental income, these three charming bungalows are poised to deliver strong cash flow and long-term appreciation. Each bungalow which is a stand-alone structure x 3 is fully licensed for nightly rentals, an invaluable asset in this vibrant vacation destination. The three bungalows include a 3-bedroom, 2-bath unit, a 2-bedroom, 1-bath unit, and a 1-bedroom, 1-bath unit. Ideally situated just steps from Gulfport's finest dining, shops, beach, marina, and entertainment, the property provides an unbeatable location for short-term guests seeking the authentic charm of this coastal town. With a combined total of six bedrooms and four bathrooms spread across the three units, the layout accommodates large groups and families comfortably. And with the properties being sold fully furnished, including all indoor and outdoor furnishings, this truly is a turnkey investment ready to generate income immediately. Also, for a value-add play, there is a wonderful opportunity to remodel and revamp the vibe to increase total rental income.Boasting classic bungalow architecture, in-unit laundry, and spacious outdoor amenities like a large courtyard, off-street parking, and lush landscaping, these meticulously maintained properties offer the historic character and modern conveniences that today's discerning travelers demand. Own knowing you have security in Flood Zone X which remained high and dry even during these last 2 storms of 2024. This investment is primed to capitalize on Gulfport's thriving vacation rental market. Don't miss this exceptional opportunity to own a highly profitable, low-maintenance portfolio of income-producing properties in one of Florida's most desirable coastal destinations.

$149,900

3 Bed

2 Bath

LAKELAND

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Mediterranean/Spanish Historic home built 1925. 3 BDRM 2 BA , Living room w/fireplace, family/bonus room, kitchen. Tar gravel roof. Detached block workshop Seller has no knowledge of the history or condition as it was obtained in foreclosure. The interior and exterior (stucco) appears to be in need of rehab. Property to be Sold AS IS - CASH .

$339,900

2 Bed

2 Bath

DUNEDIN

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NO HURRICANE DAMAGE IN THIS HOME. HIGH AND DRY....GREAT LOCATION If you desire to be close to Downtown Dunedin you will not be far, living at this is the two bedroom, two bath home waiting for you. The carport is large enough for two vehicles, room for your Golf Cart.. Open floor plan with vaulted ceilings and ceiling fans. Enjoy breakfast on the breakfast bar complete with the breakfast bar chairs. Kitchen pantry and laundry closet in kitchen. The house is connected to gas as well as electric. The bedrooms are connected by a Jack and Jill bathroom with an additional bathroom in the main area of the house. The Great room and bathrooms are tiled and the bedrooms are laminated flooring. Gas hot water heater was recently purchased. The yard is fenced in with a screened porch in the backyard. Storage shed for your garden tools. Shade trees around the property. The roof is 2021. The house is situated on a dead end street on a bus line. Walk to several restaurants. . All measurements are believed to be accurate, buyers to verify. Michigan Drive is not in a flood zone, evacuation zone is E.

$499,900

3 Bed

2 Bath

GULFPORT

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This charming Gulfport cottage is situated on a spacious double lot (120x125) with alley access, offering endless possibilities. Recent updates include the electrical panel and hot water heater that were replaced in 2024. The backyard features a concrete pad, perfect for parking an RV or boat, while the freshly painted cypress shingle siding enhances its character. There is a split floor plan with a cozy wood-burning fireplace in the front living room and a built-in cabinet in the kitchen for added storage. The large, screened porch is an ideal spot to relax, overlooking mature avocado, mango, and kumquat trees that provide ample shade. A sprinkler system fed by well water keeps your garden lush and vibrant. Located close to the beaches, Stetson Law School, Pasadena Golf and Yacht Club, and shopping. This well-maintained home is a fantastic opportunity you won't want to miss!! No storm issues from Hurricane Helene or Milton.

$499,900

3 Bed

2 Bath

GULFPORT

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$299,900

5 Bed

2 Bath

ARCADIA

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Motivated seller. Priced to move quickly. Looking for a beautiful grand historic home in Historic Arcadia? Look no further. This home is located on a beautiful oversized lot. The high ceilings, the incredible detail in the wood work, the original wood floors will leave you the impression that you stepped back in time to a period where your home was a spectacular showcase to entertain in and enjoy family. The pool, the pool house, the workshop and the yard is where you will spend glorious days enjoying all that Florida has to enjoy. The workshop could be converted into a mother-in-law suite as well. Even the trees on the property are historic. Some of them are a century old and incredibly majestic. The roof is new, the kitchen and bathrooms are partially renovated. All that is missing is the family that will make it their estate. Step back in time, book an appointment and make this home your own.

$575,000

2 Bed

2 Bath

TAMPA

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*This home had no flooding or suffered any damage from either hurricane! Welcome home to your updated, two bedroom, two full bathroom Craftsman bungalow in the heart of Seminole Heights Historic District on a massive corner lot. Find out why this is such a sought-after neighborhood, walking distance to award-winning restaurants, shops, bars and more. As you walk up to this charming brick home, you’ll be greeted by an authentic tile porch and a bench swing, perfect for morning coffee or an evening glass of wine. Refinished original hardwood floors throughout and built-in shelves add to the charm as soon as you step through the front door. A sunroom with private entry makes the perfect office, work-out room or extra bedroom. This bonus space is designed to elevate your lifestyle. Windows decorate the entire home and bring in copious amounts of natural light. Your updated kitchen includes Pecky Cypress cabinets, granite countertops, a brand-new, three-tier dishwasher, garbage disposal and stainless steel appliances. No detail is overlooked, with under-cabinet lighting and modern flooring. Both oversized bedrooms boast luxurious en-suite bathrooms; the primary suite also includes a spacious walk-in closet. Enjoy a separate laundry room and massive backyard, complete with a pergola, electricity, fire pit and custom shed. This completely fenced in property includes beautiful bamboo, fruit trees and Star Jasmine vines. Other recent updates include: professionally installed pipes and sprinkler system, fresh paint in sunroom and second bedroom, restored pillars in front of the home and resealed windows. This move-in ready bungalow comes with transferrable termite insurance. Don’t miss this opportunity to own an updated, historic home in the heart of Tampa!

$429,900

2 Bed

3 Bath

ARCADIA

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UNIQUE PROPERTY Downtown Arcadia, Historic cottages, in walking distance to parks and main street antique shopping. Property has plenty of yard space and privacy. Lined with heritage oak trees and mango trees and custom arbors gives the yard a charming setting. All sitting on more than half acre. The cottage is packed with style, featuring a large size custom kitchen with marble counter tops and tall glass cabinet doors / bar. Two master bedroom suites with private baths that have been newly remodeled make the interior space all the more special. Other features include, hardwood oak flooring thru out with inlayed tile for the front and back entrances. All new appliances and Washer and dryer are all included. This sweet cottage is packed with finishing touches. The details are in the custom closets with built in shelving and over head niches for extra storage. There is a cozy finished shed out back to accommodate a visiting guest or use as extra living space for library/ artis studio ..all with all the same trimmings as the main house interior.Classic historic cottage made modern. New roof, siding, A/C electrical wiring Plumbing with all new fixtures, and impact windows. Also a wrap around porch has been added to the south side to tie in front and back porch. Large enough for outdoor dining. This is a must see and certainly a serious consideration for professionals and artists that work from home.

$649,900

3 Bed

2 Bath

ARCADIA

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Do you love beautiful old Florida homes? Do you love to entertain? Check out this spectacular 3 Bedroom, 2 Bath 1921 brick bungalow located on its own island in the city! The home is an anchor property in the Arcadia Historic District, listed on the National Historical Registry. Originally built for V.O.Fussell, the home is largely unaltered with original built-in bookcases and woodwork. Enjoy the large wood-burning fireplace in the living room with restored chimney. The details and charm of this beautiful home abound. Have you ever seen such cozy wrap around porches with screened enclosures? Look at the covered large porch. The patio is the epitome of great entertaining. This home is unique in every aspect. The county kitchen, the beautiful dining room, the cozy living room with the fireplace. Newly restored ribbon driveway leads from one side of the property to the other. New metal roof and AC. Two story 20x30 garage was added in 2022. You will fall in love with this home. Close to Historic Downtown Arcadia, shopping, medical and Desoto Memorial Hospital. Arcadia is amazing with it's central location. 45 minutes from Sarasota (Hwy 72), Bradenton (Hwy 70), 50 minutes to Fort Myers (Hwy 31). Port Charlotte and Punta Gorda is 45 Minutes away (Hwy 17) Even Orlando is up Hwy 17. Don't miss this opportunity, book your showing now.

$298,000

2 Bed

1 Bath

DAVENPORT

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A Must See!!! Live comfortable in History Downtown Davenport! A perfect property for small business owners looking to save on workspace and storage. No HOA restrictions, walking distance to Elementary school, City Hall, Rust Civic Center and Davenport Fire Department, minutes away from hospital and 30 minutes to Disney World. Property includes Central air and Heat, 2-bedroom, 1-bath open concept living and Kitchenette with separate laundry room. Also home has 200 amps service, tankless water heater, covered car port, screened-in front porch and beautiful view of the city. Enjoy the 6x8 shed and an outdoor cooking area for your entertainment. Separate from the house is a 625 sqft shop with an additional 100 amps service and own meter, 2 overhead doors 10ft and 8ft wide. 30-amps RV Service, security camaras and security lights, PVC privacy to east side of the property. Must See!!! Call today for a private tour!!!