Sarasota FL Historical Real Estate, Homes for Sale

3 Beds ⋅ 2 Baths ⋅ Hudson Bayou SubDv. ⋅ 34236 Zip Code

FULLY FURNISHED SHORT TERM RENTAL PROPERTY. Experience the best of "West of Trail" living in this impeccably maintained, renovated pool home situated on an OVERSIZED LOT. The interior features include refinished HARDWOOD FLOORS, double-paned windows, and an UPDATED KITCHEN equipped with custom cabinetry, granite countertops, and stainless-steel appliances. The inviting main living area is highlighted by a tray ceiling, gas fireplace and French doors leading to a private outdoor area and SALTWATER POOL, perfect for the Florida lifestyle. The fully FENCED professionally landscaped yard includes a PUTTING GREEN. Significant improvements offer peace of mind and long-term value, including a new standing seam METAL ROOF (2025), NEWER A/C system (2022)/mini-split (2024), and completely REPLUMBED with PVC. The air-conditioned TWO-CAR GARAGE features new epoxy flooring and is currently utilized as a versatile game room. Ideally located in the sought-after Southside Elementary district, this residence provides quick access to Southside Village, downtown Sarasota, and the renowned beaches of Siesta and Lido Key. This property has a great rental history with $85,000 in 2026 plus future bookings in 2027 so the new owner will have positive cash flow immediately. Inquire for more details.

1931 High Point Circle, Sarasota

1720 Morrill Street Unit 12-11, Sarasota

$580,000

2 Beds ⋅ 2 Baths ⋅ Laurel Park SubDv. ⋅ 34236 Zip Code

ENTIRE BLOCK-CONSTRUCTION BUILDING FOR SALE IN SARASOTA'S LAUREL PARK AREA. INCLUDES TWO FURNISHED UNITS, #11 AND #12, WHICH MAY ALSO BE SOLD INDIVIDUALLY. LOCATED IN A 12-UNIT COMMUNITY WITH CONVENIENT PARKING DIRECTLY IN FRONT. CENTRAL, WALKABLE LOCATION NEAR DOWNTOWN SARASOTA. RENTAL POTENTIAL SUBJECT TO APPLICABLE RESTRICTIONS. NEAR THE PROPOSED REDEVELOPMENT OF 1660 RINGLING BLVD. ALL ADVERTISED COSTS AND SPECIFICATIONS REFLECT BOTH UNITS COMBINED.

1720 Morrill Street Unit 12-11, Sarasota

$975,000

3 Beds ⋅ 2 Baths ⋅ Hudson Bayou SubDv. ⋅ 34236 Zip Code

Virtually Staged. Welcome to Cleary Cottage, a charming 1935 bungalow nestled in the highly sought-after Hudson Bayou neighborhood, West of Trail in the heart of Sarasota. Blending timeless character with thoughtful modern updates, this beautifully maintained 3-bedroom, 2-bath residence offers an inviting retreat just minutes from downtown Sarasota, Southside Village, Sarasota Memorial Hospital, Selby Gardens, the bayfront, and the area's renowned beaches. From the moment you arrive, the lush tropical landscaping, circular driveway, and welcoming screened front porch set the tone for this distinctive home. Inside, original hardwood floors, plaster walls, crown molding, and a classic brick fireplace celebrate the home's historic charm, while an updated kitchen featuring white cabinetry, stone-look countertops, stainless steel appliances, and tasteful finishes provides modern convenience. The comfortable floor plan offers inviting living and dining spaces, three bedrooms, and two updated bathrooms, including a primary bath with a beautifully tiled walk-in shower. A metal roof installed in 2018, an updated HVAC system, and hurricane protection improvements add to the home's appeal. Step outside to discover a private tropical oasis with mature landscaping, a backyard deck, and inviting outdoor spaces ideal for relaxing, entertaining, or enjoying Sarasota's year-round sunshine. The spacious screened front porch, complete with a charming porch swing, offers yet another place to unwind and enjoy the neighborhood. Located in FEMA Flood Zone X, this property offers the added advantage of being outside the designated high-risk flood area. Its location and zoning also create an attractive short-term rental opportunity, offering flexibility for buyers considering seasonal use, part-time occupancy, or income-producing potential. Whether you're searching for a full-time residence, seasonal escape, or a Sarasota property with flexible rental potential, Cleary Cottage delivers a special combination of character, comfort, and location. Experience the charm of Old Florida living with the conveniences of Sarasota's vibrant downtown, shopping, dining, cultural attractions, and world-famous Gulf Coast beaches close by. Schedule your private showing and discover what makes Cleary Cottage so special!

1777 Alta Vista Street, Sarasota

$290,000

1 Beds ⋅ 1 Baths ⋅ Morrill Enclave SubDv. ⋅ 34236 Zip Code

BOTH #11 AND 12 UNITS FOR SALE IN ONE BUILDING. BUY ONE OR BOTH AND OWN THE ENTIRE BUILDING. BLOCK CONSTRUCTION, LOCATED IN LAUREL PARK AREA. EXCELLENT WALKABLE, CONVIENIENT CENTRAL LOCATION. THESE UNITS CAN BE SOLD INDIVIDUALLY. EASY PARKING JUST OUT FRONT. FURNISHED WITH RENTAL POSSIBILITIES. BEST VALUE IN LAUREL PARK SARASOTA AREA. COSTS & SPECS QUOTED FOR UNIT 11 ONLY. These units are located in their own building within an exclusive 12 unit community. .02 Miles away: Exciting News Bringing unprecedented value to the area. • Redevelopment Plans: The vacant six-story former county building @ 1660 Ringling Blvd is slated for a transformation into Class A office space with ground-floor retail (capped at 38,000 square feet) by Benderson. • Current Status: City commissioners approved land-use changes in August 2026, with the site-plan process to follow.

1720 Morrill Street Unit 11, Sarasota

$1,599,000

7 Beds ⋅ 6 Baths ⋅ Valencia Terrace SubDv. ⋅ 34236 Zip Code

TURNKEY 5-UNIT APARTMENT BUILDING | INVESTMENT & VACATION RENTAL OPPORTUNITY Prime Sarasota-area investment opportunity! This well-appointed, two-story 5-unit apartment building offers exceptional flexibility for an investor looking to capitalize on multiple rental strategies, including VRBO, Airbnb, seasonal/vacation rentals, or traditional annual leases. There's two units on the lower level & three units upstairs, along with convenient semi-covered parking, individual storage & shared laundry facility. Each unit is thoughtfully designed, beautifully furnished, offered completely turnkey, allowing a new owner to begin renting with minimal additional investment. FOUR 1-BEDROOM UNITS Four of the five units feature comfortable 1-bedroom, 1-bathroom layouts with full kitchens, living rooms, & dinette areas. Each unit includes: •Spacious bedroom (King-size bed) •2 nightstands •Wall-mounted smart TV •Built-in closet •Ceiling fan and windows providing abundant natural light •Full bathroom (walk-in shower) •Separate vanity/sink area with large mirror & ample lighting •Full kitchen with Quartz countertops & tiled backsplash •Living room with wall-mounted smart TV •Fold-down couch/bed •Coffee table(s) •Dinette area •Storage closets •Separate thermostat (individualized climate control) •Ceramic tile flooring throughout •Ceiling fans (living areas & bedrooms) •Hurricane-impact windows & sliding glass doors •Separate, lockable storage unit SIGNATURE 3-BEDROOM END UNIT The largest unit is an impressive 3-bedroom end unit, offering additional living space & upgraded features. The expansive layout includes a full kitchen with upgraded stainless-steel appliances, breakfast bar with stools, dinette area & separate sunroom/dining room. The unit also features: •3-bedrooms •1 1/2 Bathrooms •Four sets of sliding glass doors •Juliet balconies •Spacious living areas •Breakfast bar •Separate Sunroom/dining room •Upgraded stainless-steel appliances •Marble ceiling beams •Tiled hallway •Ceramic tile flooring •Ceiling fans •Hurricane-impact windows & sliding glass doors •Separate lockable storage COMPLETELY TURNKEY & FURNISHED Every unit is offered fully furnished-turnkey, providing an exceptional opportunity for an investor seeking a property that is ready to operate as a vacation rental or annual rental immediately. Furnishings & household contents include: Furniture,beds & bedding,linens,dishes,utensils,cookware,silverware,appliances,décor,and other essential household items. PARKING, STORAGE & LAUNDRY Each unit has designated parking: 1-covered space plus 2-additional spaces (tandem parking). Separate shared laundry room is equipped with two full-size washers & two full-size dryers, providing ample capacity for residents and/or vacation rental operations. The driveway & shared courtyard are brick-paved, creating an attractive & welcoming exterior setting. LOCATION, LOCATION, LOCATION: Situated in a highly desirable Sarasota-area location, the property places residents & guests within minutes of downtown Sarasota, award-winning Beaches, entertainment, restaurants, shopping, & numerous area attractions. The flexible rental potential, turnkey furnishings, multiple parking spaces, individual storage, & desirable location makes this a compelling opportunity for an investor seeking both versatility & income potential. 5-units. Multiple rental strategies. Fully furnished. Turnkey. Exceptional Sarasota-area location.

1236 13th Street, Sarasota

$1,599,000

7 Beds ⋅ 6 Baths ⋅ Valencia Terrace SubDv. ⋅ 34236 Zip Code

TURNKEY 5-UNIT APARTMENT BUILDING | SARASOTA AREA INVESTMENT OPPORTUNITY Exceptional opportunity to own a fully furnished, 5-unit, two-story apartment building offering flexibility for VRBO, Airbnb, seasonal, or annual rentals. Ideally located just minutes from downtown Sarasota, award-winning Gulf beaches, restaurants, shopping, entertainment, and area attractions. Live in one unit and reap the income benefits from the others!! The property features four one-bedroom/one-bath units and a spacious three-bedroom end unit with 1.5 baths. The four one-bedroom units presents full kitchens, living rooms, dinette areas, King-size beds, smart TVs, walk-in showers, Quartz countertops, tile backsplashes, ceramic tile flooring, ceiling fans, separate thermostats, hurricane-impact windows and sliding glass doors, and private lockable storage. The larger three-bedroom end unit features upgraded stainless-steel appliances, breakfast bar, dinette, separate sunroom/dining room, four sets of sliding glass doors with Juliet balconies, one full and one-half bath, marble ceiling beams, and tiled hallway. All five units are completely turnkey and fully furnished, including furniture, bedding, linens, dishes, cookware, utensils, appliances, and décor. Additional amenities include designated parking for each unit, including carport and tandem spaces, a separate laundry room with two full-size washers and two full-size dryers, individual storage units, and a brick-paved driveway and shared courtyard. A versatile, income-producing property with exceptional rental flexibility in a highly desirable Sarasota-area location.

1236 13th Street, Sarasota

$1,695,000

3 Beds ⋅ 2 Baths ⋅ Owen Burns Sub SubDv. ⋅ 34236 Zip Code

What if you could get an interest rate of 2% lower than the going interest rates? Well, we can, and our Seller is looking to make that happen by buying down the rate! Contact your agent for further details. A rare opportunity to own a single-family residence in Sarasota’s sought-after Rosemary District. Set on a beautifully landscaped property, this home features a towering century-old oak tree that anchors the backyard and creates a distinctive outdoor setting rarely found in downtown locations. Spanish and Mediterranean architectural elements introduce the residence, offering classic Old World character paired with solid construction and an elevation of approximately 25 feet above sea level. The property is in Flood Zone X, where flood insurance is not required. Inside, the home features high ceilings, hardwood flooring and extensive crown molding throughout. A gas fireplace adds warmth and character to the living area during cooler winter evenings. Multiple windows allow natural light to flow throughout the interior spaces. The residence includes three bedrooms, with one configured as an office or study and featuring a separate exterior entrance, offering flexibility for work-from-home use or private guest access. Outdoor living spaces include a spacious garden area, an oversized patio and a pergola surrounded by mature landscaping, creating a private setting for dining and entertaining. In the heart of the Rosemary District, the home places residents within proximity to many culinary delights, Sarasota’s cultural amenities, including galleries, theaters and live music venues. More than 65 restaurants, cafés and shops are within approximately a six-block radius. The Bay Park waterfront district, a 53-acre public park along Sarasota Bay, is just five blocks away. Payne Park, the Legacy Trail for recreation and biking, Sarasota Farmers Market and Whole Foods Market are all nearby. The John Ringling Bridge provides convenient access to St. Armands Circle and Lido Beach. The property is zoned DTE, which offers future redevelopment potential, subject to city approvals. Owners may choose to enjoy the residence as a private downtown home while maintaining long-term flexibility for future planning. Or alternatively, since this is DTE zoning, this is ideal property for a restaurant possibility, just something else to consider! A unique opportunity to experience downtown Sarasota living in one of the city’s vibrant and evolving neighborhoods.

1563 4th Street, Sarasota

$715,000

3 Beds ⋅ 3 Baths ⋅ Inwood Park SubDv. ⋅ 34236 Zip Code

Virtually Staged. One or more photo(s) has been virtually staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged.

1862 6th Street, Sarasota

$715,000

3 Beds ⋅ 3 Baths ⋅ Inwood Park SubDv. ⋅ 34236 Zip Code

Virtually Staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged.

1862 6th Street, Sarasota

$555,000

3 Beds ⋅ 1 Baths ⋅ Valencia Terrace SubDv. ⋅ 34236 Zip Code

Beautiful Double Lot Near Downtown Sarasota and The Bay. Prime opportunity for future land development north of downtown Sarasota and The Bay. The value lies in the spacious double lot, nestled in a highly desirable residential neighborhood close to the international airport, Bayfront, and vibrant downtown Sarasota, close to top-rated restaurants, bars, and boutique shops. Enjoy easy access to the public boat ramp on 10th Street, offering a direct route to the Gulf of Mexico for boating and water recreation. Schematic plans and renderings for two homes, each 2500sqft illustrating what can potentially be built on 1504 Cocoanut Ave. should the buyer choose to subdivide the lot. Just a few blocks away, the renowned Ringling College of Art and Design adds to the neighborhood’s prestige. This property is ideal for a two-family home site, a strong investment opportunity in one of Sarasota’s most sought-after areas. The existing home currently generates rental income with a tenant in place. Survey available upon request.

1504 Cocoanut Avenue, Sarasota

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