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The Hollingsworth presents a unique income-producing investment opportunity in central Sarasota featuring three separately accessed furnished-rental spaces and favorable seller financing. The property has a strong historical furnished-rental operating record, averaging approximately $102,000 in annual revenue during 2024–2025, with current underwriting reflecting a projected 7.60% Year 1 cap rate and approximately 14% Year 1 cash-on-cash return based on modeled seller-financing assumptions. Complementing its strong rental performance, the property has an established historical Airbnb operating record with a strong guest review track record. The interiors have been extensively updated with renovated kitchens and bathrooms, updated flooring, HVAC improvements, new entry doors, recessed lighting and additional upgrades. The property also offers dedicated on-site parking and an inviting fenced rear common area with outdoor seating, mature shade trees and string lighting. Its central Sarasota location provides convenient access to Siesta Key, area beaches, dining, shopping and other major Sarasota demand drivers. Favorable seller financing available; see Offering Memorandum for financial details and modeled terms.

1 Beds ⋅ 3 Baths ⋅ Sunset SubDv. ⋅ 34233 Zip Code

The Hollingsworth presents a unique income-producing investment opportunity in central Sarasota featuring three separately accessed furnished-rental spaces and favorable seller financing. The property has a strong historical furnished-rental operating record, averaging approximately $102,000 in annual revenue during 2024–2025, with current underwriting reflecting a projected 7.60% Year 1 cap rate and approximately 14% Year 1 cash-on-cash return based on modeled seller-financing assumptions. Complementing its strong rental performance, the property has an established historical Airbnb operating record with a strong guest review track record. The interiors have been extensively updated with renovated kitchens and bathrooms, updated flooring, HVAC improvements, new entry doors, recessed lighting and additional upgrades. The property also offers dedicated on-site parking and an inviting fenced rear common area with outdoor seating, mature shade trees and string lighting. Its central Sarasota location provides convenient access to Siesta Key, area beaches, dining, shopping and other major Sarasota demand drivers. Favorable seller financing available; see Offering Memorandum for financial details and modeled terms.

4711 Hollingsworth Avenue, Sarasota

$525,000

Virtually Staged. Welcome to this updated three-bedroom, two-bath home in Flora Villa, tucked onto a quiet dead-end street beneath mature trees and spread across an oversized 0.29-acre lot. This charming home has curb appeal to spare with a sweeping front porch that invites you to sit a spell, and have a cold glass of ice tea. Inside, the one-story plan opens easily from a generous living room with a wood-burning fireplace through to the renovated kitchen, where granite counters, solid wood cabinetry, stainless appliances, and a breakfast nook make cooking and dining a real joy. A flexible bonus room works just as well as an office, den, playroom, or extra guest space, and waterproof, scratch-resistant vinyl plank flooring runs throughout the home. Both bathrooms have been renovated, the primary bath includes a fabulous spa shower plus a lovely vanity with double sinks, and both the primary as well as one of the guests bedrooms have roomy well organized walk-in closets. The backyard is where you will truly enjoy Florida living. The yard is fully fenced, the pavers create a true outdoor living floor, and the pergola turns the space into a shaded room for morning coffee, long dinners, and weekend gatherings without leaving home. It is private and perfect for pets and children, large enough to linger, and set up as an extension of the house rather than an afterthought. Out front, a French drain and gutter guards help keep the property tidy, and the exterior has fresh paint. The oversized side-load two-car garage includes an EV charger, newly painted floor, and a newer garage door opener. Practical updates continue inside with whole-house water filtration/water softener and reverse osmosis in the kitchen (sink and refrigerator), added attic insulation, whole-house surge protection, a newer washer, microwave, brand new garbage disposal, kitchen faucet, and laundry cabinet. There are no deed restrictions here, so you can make this home and lot your own without an association dictating paint colors, parking, or how you use your backyard. This home sits in FEMA Flood Zone X, which means it is mapped outside the high-risk floodplain. In practical terms, that is one of the strongest flood designations you can have in this part of Sarasota: federally backed lenders typically do not require flood insurance the way they do in coastal A and V zones, and the mapped flood risk is far lower than homes closer to the water. You still get a short drive to Siesta Key, Lido Beach, and St. Armands Circle, without taking on that high-risk beach flood zone. Bee Ridge Park is a walk away for playground time, sand volleyball, baseball, and basketball, and everyday shopping and dining line the Bee Ridge and Clark Road corridors. HCA Florida Sarasota Doctors Hospital is nearby on Bee Ridge Road, with Sarasota Memorial a short drive toward downtown. What really sets the location apart is how close the Gulf is: Siesta Key’s world-famous quartz sand is a short drive west, Lido Beach and St. Armands Circle are close enough for an after-work sunset or a Saturday on the water, and downtown Sarasota’s bayfront, dining, and arts scene is an easy trip when you want the city without living in the middle of it.

3 Beds ⋅ 2 Baths ⋅ Flora Villa Final Survey SubDv. ⋅ 34231 Zip Code

Virtually Staged. Welcome to this updated three-bedroom, two-bath home in Flora Villa, tucked onto a quiet dead-end street beneath mature trees and spread across an oversized 0.29-acre lot. This charming home has curb appeal to spare with a sweeping front porch that invites you to sit a spell, and have a cold glass of ice tea. Inside, the one-story plan opens easily from a generous living room with a wood-burning fireplace through to the renovated kitchen, where granite counters, solid wood cabinetry, stainless appliances, and a breakfast nook make cooking and dining a real joy. A flexible bonus room works just as well as an office, den, playroom, or extra guest space, and waterproof, scratch-resistant vinyl plank flooring runs throughout the home. Both bathrooms have been renovated, the primary bath includes a fabulous spa shower plus a lovely vanity with double sinks, and both the primary as well as one of the guests bedrooms have roomy well organized walk-in closets. The backyard is where you will truly enjoy Florida living. The yard is fully fenced, the pavers create a true outdoor living floor, and the pergola turns the space into a shaded room for morning coffee, long dinners, and weekend gatherings without leaving home. It is private and perfect for pets and children, large enough to linger, and set up as an extension of the house rather than an afterthought. Out front, a French drain and gutter guards help keep the property tidy, and the exterior has fresh paint. The oversized side-load two-car garage includes an EV charger, newly painted floor, and a newer garage door opener. Practical updates continue inside with whole-house water filtration/water softener and reverse osmosis in the kitchen (sink and refrigerator), added attic insulation, whole-house surge protection, a newer washer, microwave, brand new garbage disposal, kitchen faucet, and laundry cabinet. There are no deed restrictions here, so you can make this home and lot your own without an association dictating paint colors, parking, or how you use your backyard. This home sits in FEMA Flood Zone X, which means it is mapped outside the high-risk floodplain. In practical terms, that is one of the strongest flood designations you can have in this part of Sarasota: federally backed lenders typically do not require flood insurance the way they do in coastal A and V zones, and the mapped flood risk is far lower than homes closer to the water. You still get a short drive to Siesta Key, Lido Beach, and St. Armands Circle, without taking on that high-risk beach flood zone. Bee Ridge Park is a walk away for playground time, sand volleyball, baseball, and basketball, and everyday shopping and dining line the Bee Ridge and Clark Road corridors. HCA Florida Sarasota Doctors Hospital is nearby on Bee Ridge Road, with Sarasota Memorial a short drive toward downtown. What really sets the location apart is how close the Gulf is: Siesta Key’s world-famous quartz sand is a short drive west, Lido Beach and St. Armands Circle are close enough for an after-work sunset or a Saturday on the water, and downtown Sarasota’s bayfront, dining, and arts scene is an easy trip when you want the city without living in the middle of it.

4598 Cactus Avenue, Sarasota

$449,900

Welcome to 4644 Sawyer Road, a beautifully maintained home featuring high ceilings and double tray ceilings with accent lighting. The kitchen boasts granite countertops, rich cherry wood cabinets with raised panel doors, and stainless-steel appliances, creating a kitchen that's both elegant and functional. The spacious primary suite offers dual sinks and generous closet space for added convenience. Enjoy Florida living year-round on the large, screened patio, perfect for relaxing or entertaining. Ideally located just 6.1 miles from world-famous Siesta Key Beach, this home is centrally located with convenient access to shopping, dining, entertainment, and everyday amenities. A wonderful opportunity to enjoy the best of the Sarasota lifestyle with no deed restrictions. Motivated seller!!

3 Beds ⋅ 2 Baths ⋅ Suniland SubDv. ⋅ 34233 Zip Code

Welcome to 4644 Sawyer Road, a beautifully maintained home featuring high ceilings and double tray ceilings with accent lighting. The kitchen boasts granite countertops, rich cherry wood cabinets with raised panel doors, and stainless-steel appliances, creating a kitchen that's both elegant and functional. The spacious primary suite offers dual sinks and generous closet space for added convenience. Enjoy Florida living year-round on the large, screened patio, perfect for relaxing or entertaining. Ideally located just 6.1 miles from world-famous Siesta Key Beach, this home is centrally located with convenient access to shopping, dining, entertainment, and everyday amenities. A wonderful opportunity to enjoy the best of the Sarasota lifestyle with no deed restrictions. Motivated seller!!

4644 Sawyer Road, Sarasota

4528, 4530, 4532 South Lockwood Ridge Road, Sarasota

$300,000

3 RESIDENTIAL BUILDABLE LOTS right next to each other. Each lot is 40x137 and can connect to public services. These lots are located a few miles from Siesta Key and close to downtown Sarasota. Great place for three residential family houses or one big house, located next to Bee Ridge Park and Wilkinson elementary school.

Flora Villa Final Survey SubDv. ⋅ 34231 Zip Code

3 RESIDENTIAL BUILDABLE LOTS right next to each other. Each lot is 40x137 and can connect to public services. These lots are located a few miles from Siesta Key and close to downtown Sarasota. Great place for three residential family houses or one big house, located next to Bee Ridge Park and Wilkinson elementary school.

4528, 4530, 4532 South Lockwood Ridge Road, Sarasota

$299,999

With NO HOA, a large fenced backyard, and a flexible 2 or 3-bedroom layout, this Sarasota home offers the versatility to make it your own or capitalize on its investment potential as a desirable rental property. The living room sets the stage for everything from casual conversation to hosting company. The kitchen features granite countertops, white cabinetry, and stainless steel appliances, while the nearby dining room provides a dedicated setting for everyday meals, holidays, and special occasions. The primary bedroom stands out for its generous size, offering a spacious retreat at the end of the day. The second bedroom is well-suited for family or guests, and a large bonus room on the opposite side of the home gives you the option of a third bedroom or an entirely different space to enjoy, such as a home theater, game room, home office, or hobby room. Two full bathrooms have been updated with modern finishes for a polished, refreshed look. Outside, the NO HOA lifestyle becomes one of the home’s biggest advantages. The fenced backyard is yours to enjoy and personalize, whether you envision a garden filled with tropical plants, evenings around a fire pit, a shaded spot to unwind, an outdoor dining area for weekend cookouts, or plenty of room for kids and pets to enjoy the outdoors. Mature trees and tropical landscaping already provide a beautiful backdrop, while the paver patio gives you a place to relax and enjoy the yard from day one. The location puts you close to everything that makes Sarasota such a desirable place to live, from shopping, dining, parks, and entertainment to the restaurants, boutiques, arts, and waterfront of Downtown Sarasota. St. Armands Circle and the world-famous white-sand beaches of Siesta Key and Lido Key are also just a short drive away, making it easy to spend an afternoon by the Gulf and still come home to your own private backyard. This property is being sold strictly AS-IS. Please ask your agent for a copy of the comprehensive home inspection, 4-point, and wind mitigation report.

3 Beds ⋅ 2 Baths ⋅ Suniland SubDv. ⋅ 34233 Zip Code

With NO HOA, a large fenced backyard, and a flexible 2 or 3-bedroom layout, this Sarasota home offers the versatility to make it your own or capitalize on its investment potential as a desirable rental property. The living room sets the stage for everything from casual conversation to hosting company. The kitchen features granite countertops, white cabinetry, and stainless steel appliances, while the nearby dining room provides a dedicated setting for everyday meals, holidays, and special occasions. The primary bedroom stands out for its generous size, offering a spacious retreat at the end of the day. The second bedroom is well-suited for family or guests, and a large bonus room on the opposite side of the home gives you the option of a third bedroom or an entirely different space to enjoy, such as a home theater, game room, home office, or hobby room. Two full bathrooms have been updated with modern finishes for a polished, refreshed look. Outside, the NO HOA lifestyle becomes one of the home’s biggest advantages. The fenced backyard is yours to enjoy and personalize, whether you envision a garden filled with tropical plants, evenings around a fire pit, a shaded spot to unwind, an outdoor dining area for weekend cookouts, or plenty of room for kids and pets to enjoy the outdoors. Mature trees and tropical landscaping already provide a beautiful backdrop, while the paver patio gives you a place to relax and enjoy the yard from day one. The location puts you close to everything that makes Sarasota such a desirable place to live, from shopping, dining, parks, and entertainment to the restaurants, boutiques, arts, and waterfront of Downtown Sarasota. St. Armands Circle and the world-famous white-sand beaches of Siesta Key and Lido Key are also just a short drive away, making it easy to spend an afternoon by the Gulf and still come home to your own private backyard. This property is being sold strictly AS-IS. Please ask your agent for a copy of the comprehensive home inspection, 4-point, and wind mitigation report.

4620 Violet Avenue, Sarasota

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