livingsouthwestflorida.com Search Results

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.

3 Beds ⋅ 2 Baths ⋅ Hudson Bayou SubDv.

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

$975,000

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!

3 Beds ⋅ 2 Baths ⋅ Hudson Bayou SubDv.

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

$1,195,000

Outstanding opportunity to build your dream home in an ideal location. Situated on an 80’ x 110’ corner lot in one of the most desirable areas of Hudson Bayou, this property has been cleared, graded, and is ready to build. Centrally located between the downtown bayfront and Southside Village, it is also just steps from Pomelo Park and within the highly sought-after Southside Elementary School District. Additionally, the adjacent property at 1717 Alta Vista is also for sale, offering the rare opportunity to purchase both properties and create an estate-sized homesite.

Hudson Bayou SubDv.

Outstanding opportunity to build your dream home in an ideal location. Situated on an 80’ x 110’ corner lot in one of the most desirable areas of Hudson Bayou, this property has been cleared, graded, and is ready to build. Centrally located between the downtown bayfront and Southside Village, it is also just steps from Pomelo Park and within the highly sought-after Southside Elementary School District. Additionally, the adjacent property at 1717 Alta Vista is also for sale, offering the rare opportunity to purchase both properties and create an estate-sized homesite.

1703 Alta Vista Street, Sarasota

$1,695,000

One or more photo(s) has been virtually staged. Discover Laurel on the Water — a rare waterfront enclave of seven canal-front townhomes at 1720 Alderman St, Sarasota. This newly constructed three-story residence with elevator blends striking contemporary design with effortless coastal living just blocks from downtown. Thoughtfully oriented to maximize light and water views, the home showcases expansive impact glazing, multiple balconies, and a dramatic waterfall-edge kitchen island with premium appliances and custom cabinetry. A versatile first-floor great room with a private entrance functions perfectly as an office, guest suite, or media space. The open plan flows seamlessly to outdoor living and water-facing vistas—ideal for entertaining or quiet relaxation. A private slip is available; the property sits off Hudson Bayou with direct access leading to Sarasota Bay for easy waterfront recreation (kayak, paddleboarding). Laurel on the Water delivers maintenance-free living with a resort-style pool, lush landscaping, and a spacious two-car garage for secure parking and storage. Live moments from Sarasota’s cultural core: the Ringling Museum, theaters, ballet and opera, and an exceptional dining scene featuring numerous Zagat-rated restaurants. Marina Jack, world-class beaches, including Siesta Key, are just minutes away, and multiple golf courses are within a short drive. 1720 Alderman St is more than a home—it's a refined waterfront lifestyle in one of Sarasota’s most coveted neighborhoods. Schedule your private showing today.

3 Beds ⋅ 4 Baths ⋅ Hudson Bayou SubDv.

One or more photo(s) has been virtually staged. Discover Laurel on the Water — a rare waterfront enclave of seven canal-front townhomes at 1720 Alderman St, Sarasota. This newly constructed three-story residence with elevator blends striking contemporary design with effortless coastal living just blocks from downtown. Thoughtfully oriented to maximize light and water views, the home showcases expansive impact glazing, multiple balconies, and a dramatic waterfall-edge kitchen island with premium appliances and custom cabinetry. A versatile first-floor great room with a private entrance functions perfectly as an office, guest suite, or media space. The open plan flows seamlessly to outdoor living and water-facing vistas—ideal for entertaining or quiet relaxation. A private slip is available; the property sits off Hudson Bayou with direct access leading to Sarasota Bay for easy waterfront recreation (kayak, paddleboarding). Laurel on the Water delivers maintenance-free living with a resort-style pool, lush landscaping, and a spacious two-car garage for secure parking and storage. Live moments from Sarasota’s cultural core: the Ringling Museum, theaters, ballet and opera, and an exceptional dining scene featuring numerous Zagat-rated restaurants. Marina Jack, world-class beaches, including Siesta Key, are just minutes away, and multiple golf courses are within a short drive. 1720 Alderman St is more than a home—it's a refined waterfront lifestyle in one of Sarasota’s most coveted neighborhoods. Schedule your private showing today.

1720 Alderman Street, Sarasota

How much is your home worth?

How much is your home worth?