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SARASOTA INVESTMENT OPPORTUNITY • $42,000 ANNUAL RENTAL INCOME • 9.55% GROSS RENTAL YIELD • UPDATED DUPLEX • SEPARATE UTILITIES! Looking for an income-producing property in Sarasota? This recently updated duplex offers an attractive opportunity for investors seeking rental income, long-term appreciation potential, and a valuable addition to their real estate portfolio. Offered at $440,000 and generating $42,000 annually in gross rental income, this property offers a 9.55% gross rental yield at the asking price! One of the standout features for investors is that EACH UNIT HAS SEPARATE WATER AND ELECTRIC METERS, AND TENANTS PAY THEIR OWN UTILITIES! This arrangement helps control operating expenses and simplifies property management, allowing investors to retain more of the rental income. Both units have been recently updated, minimizing the need for immediate improvements. A NEW WHITE VINYL FENCE adds privacy and enhances the property's appearance. Please note that the new fence is not reflected in the current listing photographs. LOCATION MATTERS! Conveniently located along a bus route and close to I-75, this property offers easy access to transportation, shopping, employment centers, and all that Sarasota has to offer—an appealing feature for prospective tenants. For investors seeking an income-producing property, this duplex offers $3,500 in monthly gross rental income, separately metered utilities, tenant-paid utility expenses, and recent improvements. But the possibilities extend beyond traditional rental investing! This property also offers an excellent HOUSE-HACKING OPPORTUNITY—live in one unit while renting the other to help offset your mortgage payment and build equity. MULTIGENERATIONAL LIVING IS ANOTHER GREAT OPTION! With two separate residences under one ownership, extended family members can enjoy living close to one another while maintaining their own private living spaces. It's an ideal arrangement for families who want to stay connected while preserving independence and privacy. Whether you're expanding your investment portfolio, purchasing your first rental property, exploring multigenerational living, or looking for a home that can help pay for itself, this versatile Sarasota duplex offers flexibility and opportunity. Owner-occupancy options are subject to existing lease terms. TWO UNITS. SEPARATE UTILITIES. RECENT UPDATES. MULTIPLE POSSIBILITIES. Schedule your showing today!

4 Beds ⋅ 3 Baths ⋅ Lake Sarasota SubDv. ⋅ 34241 Zip Code

SARASOTA INVESTMENT OPPORTUNITY • $42,000 ANNUAL RENTAL INCOME • 9.55% GROSS RENTAL YIELD • UPDATED DUPLEX • SEPARATE UTILITIES! Looking for an income-producing property in Sarasota? This recently updated duplex offers an attractive opportunity for investors seeking rental income, long-term appreciation potential, and a valuable addition to their real estate portfolio. Offered at $440,000 and generating $42,000 annually in gross rental income, this property offers a 9.55% gross rental yield at the asking price! One of the standout features for investors is that EACH UNIT HAS SEPARATE WATER AND ELECTRIC METERS, AND TENANTS PAY THEIR OWN UTILITIES! This arrangement helps control operating expenses and simplifies property management, allowing investors to retain more of the rental income. Both units have been recently updated, minimizing the need for immediate improvements. A NEW WHITE VINYL FENCE adds privacy and enhances the property's appearance. Please note that the new fence is not reflected in the current listing photographs. LOCATION MATTERS! Conveniently located along a bus route and close to I-75, this property offers easy access to transportation, shopping, employment centers, and all that Sarasota has to offer—an appealing feature for prospective tenants. For investors seeking an income-producing property, this duplex offers $3,500 in monthly gross rental income, separately metered utilities, tenant-paid utility expenses, and recent improvements. But the possibilities extend beyond traditional rental investing! This property also offers an excellent HOUSE-HACKING OPPORTUNITY—live in one unit while renting the other to help offset your mortgage payment and build equity. MULTIGENERATIONAL LIVING IS ANOTHER GREAT OPTION! With two separate residences under one ownership, extended family members can enjoy living close to one another while maintaining their own private living spaces. It's an ideal arrangement for families who want to stay connected while preserving independence and privacy. Whether you're expanding your investment portfolio, purchasing your first rental property, exploring multigenerational living, or looking for a home that can help pay for itself, this versatile Sarasota duplex offers flexibility and opportunity. Owner-occupancy options are subject to existing lease terms. TWO UNITS. SEPARATE UTILITIES. RECENT UPDATES. MULTIPLE POSSIBILITIES. Schedule your showing today!

7013 Brentford Road, Sarasota

$655,000

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

$574,000

Virtually Staged. Great opportunity to own an income-producing duplex in Sarasota. Located on a dead-end street, this property offers two separate 3-bedroom, 2-bath units with solid block construction and a durable metal roof. Each unit features tile flooring, an in-unit washer and dryer, a screened-in lanai, and fenced backyard space. The property also offers additional parking with room for trailers, adding even more flexibility for tenants. Current rental numbers are $4,800 per month bringing the cap rate to 8%. Lease both units for rental income or occupy one while generating income from the other. Conveniently located just off Tamiami Trail with easy access to University Parkway, Sarasota-Bradenton International Airport, The Ringling, New College, downtown Sarasota, and Bradenton. Shopping, dining, major employers, and everyday conveniences are all nearby, making this a practical option for long-term rental use. With no HOA, two separate units, fenced outdoor space, additional parking, block construction, and a metal roof, this property offers a solid opportunity for an investor looking to add a Sarasota duplex to their portfolio.

6 Beds ⋅ 4 Baths ⋅ Ringling Blvd Sub SubDv. ⋅ 34234 Zip Code

Virtually Staged. Great opportunity to own an income-producing duplex in Sarasota. Located on a dead-end street, this property offers two separate 3-bedroom, 2-bath units with solid block construction and a durable metal roof. Each unit features tile flooring, an in-unit washer and dryer, a screened-in lanai, and fenced backyard space. The property also offers additional parking with room for trailers, adding even more flexibility for tenants. Current rental numbers are $4,800 per month bringing the cap rate to 8%. Lease both units for rental income or occupy one while generating income from the other. Conveniently located just off Tamiami Trail with easy access to University Parkway, Sarasota-Bradenton International Airport, The Ringling, New College, downtown Sarasota, and Bradenton. Shopping, dining, major employers, and everyday conveniences are all nearby, making this a practical option for long-term rental use. With no HOA, two separate units, fenced outdoor space, additional parking, block construction, and a metal roof, this property offers a solid opportunity for an investor looking to add a Sarasota duplex to their portfolio.

4749 David Avenue, Sarasota

$407,700

Attractive 1983 concrete block duplex on .25 acre lot. Tenants are in place. Two identical units, each offering two bedrooms and one bathroom. The duplex provides a strong rental appeal. X-rated flood designation represents the lowest risk. Mandatory flood insurance is typically not required. The property has a new 2026 roof with premium Atlas shingles. Freshly painted exterior. Water heaters like new. HVAC midlife. Each unit has dedicated washer-and-dryer hookups. Each unit has its own meter. Situated less than two miles from vibrant downtown Sarasota and under ten miles from THE beaches. Prime convenience. A growing investment area within a quasi-industrial neighborhood. A newer income duplex sits immediately next door to the left. Very nice. The duplexes on the right are getting rehabbed after this one sells. This will help improve a neighborhood that needs upgrading. There is a major development nearby. This is a buy-and-rent opportunity. If you want to buy one of the other two duplexes AS-IS and plan to rehab it, call the listing broker.

4 Beds ⋅ 2 Baths ⋅ 0524 Beach Road SubDv. ⋅ 34234 Zip Code

Attractive 1983 concrete block duplex on .25 acre lot. Tenants are in place. Two identical units, each offering two bedrooms and one bathroom. The duplex provides a strong rental appeal. X-rated flood designation represents the lowest risk. Mandatory flood insurance is typically not required. The property has a new 2026 roof with premium Atlas shingles. Freshly painted exterior. Water heaters like new. HVAC midlife. Each unit has dedicated washer-and-dryer hookups. Each unit has its own meter. Situated less than two miles from vibrant downtown Sarasota and under ten miles from THE beaches. Prime convenience. A growing investment area within a quasi-industrial neighborhood. A newer income duplex sits immediately next door to the left. Very nice. The duplexes on the right are getting rehabbed after this one sells. This will help improve a neighborhood that needs upgrading. There is a major development nearby. This is a buy-and-rent opportunity. If you want to buy one of the other two duplexes AS-IS and plan to rehab it, call the listing broker.

2251 and 2253 19th Street, Sarasota

$999,000

Three renovated units, one corner parcel, four blocks from Main Street. A fully occupied Sarasota triplex producing $7,200 per month, or $86,400 annually, against a $999,000 asking price. That is an 8.65% gross yield and a basis of $333,000 per door. Every unit has been rebuilt inside. Large-format marble-look porcelain tile runs wall to wall through all three, with no carpet anywhere in the building. Walls and ceilings are crisp white under flush-mount LED fixtures in every room. Kitchens carry light flat-panel cabinetry, and stainless appliances, with stacked laundry inside the unit rather than a shared machine down the hall. Bathrooms are white vanities, chrome fittings and framed mirrors over the same tile. The finish package is deliberately consistent across all three units, and that consistency is what makes it turnkey: one material palette, one maintenance standard, and no unit sitting in line for work before it can lease. The mix spans three price points. A three-bedroom, two-bath at $3,800. A two-bedroom, one-bath at $1,900. A studio at $1,500. All three are occupied. The building is single-story concrete block on a slab under a shingle roof, with central air, public water and public sewer, and off-street parking for ten. Three water meters and three electric meters measure consumption per unit. The parcel sits in Flood Zone X. Between masonry construction and Flood Zone X, the two variables that drive Florida insurance both point the same direction. Ownership is fee simple with no HOA, no condominium association and no CDD fee. Two levers sit on top of the in-place rent. The first is vacation rental. The City of Sarasota extended its vacation rental ordinance to the Downtown Neighborhood zone district in March 2024, and this parcel falls inside it. Stays of seven nights or longer are permitted with a city certificate, which is a materially different revenue profile than a twelve-month lease in a location four blocks off Main Street. The second is the land. A 12,472 square foot corner site, zoned DTN and sitting under the City's Missing Middle Overlay, which can support density beyond the three units standing today where attainable-housing, design and permitting standards are satisfied. Nothing further is approved and any concept requires confirmation with the City, but the parcel carries a second thesis that a stabilized triplex elsewhere does not. Renovated, occupied, individually metered, insurable, and sitting on urban ground with room to grow. Income now, optionality later.

5 Beds ⋅ 4 Baths ⋅ Gillespie Park Sub SubDv. ⋅ 34237 Zip Code

Three renovated units, one corner parcel, four blocks from Main Street. A fully occupied Sarasota triplex producing $7,200 per month, or $86,400 annually, against a $999,000 asking price. That is an 8.65% gross yield and a basis of $333,000 per door. Every unit has been rebuilt inside. Large-format marble-look porcelain tile runs wall to wall through all three, with no carpet anywhere in the building. Walls and ceilings are crisp white under flush-mount LED fixtures in every room. Kitchens carry light flat-panel cabinetry, and stainless appliances, with stacked laundry inside the unit rather than a shared machine down the hall. Bathrooms are white vanities, chrome fittings and framed mirrors over the same tile. The finish package is deliberately consistent across all three units, and that consistency is what makes it turnkey: one material palette, one maintenance standard, and no unit sitting in line for work before it can lease. The mix spans three price points. A three-bedroom, two-bath at $3,800. A two-bedroom, one-bath at $1,900. A studio at $1,500. All three are occupied. The building is single-story concrete block on a slab under a shingle roof, with central air, public water and public sewer, and off-street parking for ten. Three water meters and three electric meters measure consumption per unit. The parcel sits in Flood Zone X. Between masonry construction and Flood Zone X, the two variables that drive Florida insurance both point the same direction. Ownership is fee simple with no HOA, no condominium association and no CDD fee. Two levers sit on top of the in-place rent. The first is vacation rental. The City of Sarasota extended its vacation rental ordinance to the Downtown Neighborhood zone district in March 2024, and this parcel falls inside it. Stays of seven nights or longer are permitted with a city certificate, which is a materially different revenue profile than a twelve-month lease in a location four blocks off Main Street. The second is the land. A 12,472 square foot corner site, zoned DTN and sitting under the City's Missing Middle Overlay, which can support density beyond the three units standing today where attainable-housing, design and permitting standards are satisfied. Nothing further is approved and any concept requires confirmation with the City, but the parcel carries a second thesis that a stabilized triplex elsewhere does not. Renovated, occupied, individually metered, insurable, and sitting on urban ground with room to grow. Income now, optionality later.

431 N East Avenue, Sarasota

$1,300,000

Rare corner-lot duplex in Sarasota’s highly desirable Laurel Park Historic District, located approximately 0.5 miles from downtown Sarasota’s dining, shopping, arts, bayfront, and cultural attractions. Set beneath mature trees and surrounded by the timeless character of Laurel Park, this well-maintained property blends classic Old Florida charm with substantial recent improvements. Each residence offers 2 bedrooms, 1 bathroom, spacious living areas, a full kitchen, a dedicated laundry area, and its own private screened lanai overlooking fully fenced outdoor spaces that provide privacy and separation between the units. Recent improvements include a new roof installed in November 2024, new windows installed in September 2022, a full exterior repaint completed in January 2025, a remodeled bathroom, custom paver hardscaping, and refreshed landscaping. One residence also features a private putting green, a distinctive outdoor amenity rarely found near downtown Sarasota. Laurel Park is known for its historic character and convenient proximity to Burns Court, Payne Park, downtown Sarasota, and Sarasota Bay. Lido Key and Siesta Key beaches are also just a short drive away. Whether used as an owner-occupied residence with supplemental rental income, a long-term investment property, or a flexible downtown retreat, this duplex offers a variety of possibilities in one of Sarasota’s most charming and centrally located neighborhoods. An exceptional opportunity to own a versatile property offering character, privacy, recent improvements, and an outstanding downtown Sarasota location.

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

Rare corner-lot duplex in Sarasota’s highly desirable Laurel Park Historic District, located approximately 0.5 miles from downtown Sarasota’s dining, shopping, arts, bayfront, and cultural attractions. Set beneath mature trees and surrounded by the timeless character of Laurel Park, this well-maintained property blends classic Old Florida charm with substantial recent improvements. Each residence offers 2 bedrooms, 1 bathroom, spacious living areas, a full kitchen, a dedicated laundry area, and its own private screened lanai overlooking fully fenced outdoor spaces that provide privacy and separation between the units. Recent improvements include a new roof installed in November 2024, new windows installed in September 2022, a full exterior repaint completed in January 2025, a remodeled bathroom, custom paver hardscaping, and refreshed landscaping. One residence also features a private putting green, a distinctive outdoor amenity rarely found near downtown Sarasota. Laurel Park is known for its historic character and convenient proximity to Burns Court, Payne Park, downtown Sarasota, and Sarasota Bay. Lido Key and Siesta Key beaches are also just a short drive away. Whether used as an owner-occupied residence with supplemental rental income, a long-term investment property, or a flexible downtown retreat, this duplex offers a variety of possibilities in one of Sarasota’s most charming and centrally located neighborhoods. An exceptional opportunity to own a versatile property offering character, privacy, recent improvements, and an outstanding downtown Sarasota location.

507 Madison Court, Sarasota

$2,529,000

SARASOTA ~ CITY OF SARASOTA ~ ROSEMARY DISTRICT ~ DOWNTOWN LIVING AND / OR INVESTMENT, WITH UPSIDE DEVELOPMENT OPPORTUNITIES! - WE ARE SELLING 4 CONTIGUOUS PROPERTIES WITH FOUR RENTAL HOMES ON AN ESTIMATED 23K SF +/- LAND!!!! Come and explore this unique opportunity to own and operate four contiguous properties with homes within the much sought after City of Sarasota "Rosemary District". The current rent roll is estimated at $100K +/-, all the current homes (4) are rented on an annual basis. The zoning does allow for short term weekly rentals, come and set up your own short term rental compound with estimated average daily rates @ $50.00 - $100.00 +/. Want another reason to look, owner will consider "owner financing" and/or selling off less then all four homes. There are just not many opportunities in the City of Sarasota to secure rezoned lands with the ability to use the current as-is property to secure carry income while waiting for the right timing to develop. The upside development in the Rosemary Zoning District: up to 7-stories with up to 30+ units. Property is very easy to show, sign is on site! NOTE: another contiguous parcel - rental home available for discussion. NOTE: future development plans viable on request!

32 Beds ⋅ 16 Baths ⋅ James Street Park SubDv. ⋅ 34236 Zip Code

SARASOTA ~ CITY OF SARASOTA ~ ROSEMARY DISTRICT ~ DOWNTOWN LIVING AND / OR INVESTMENT, WITH UPSIDE DEVELOPMENT OPPORTUNITIES! - WE ARE SELLING 4 CONTIGUOUS PROPERTIES WITH FOUR RENTAL HOMES ON AN ESTIMATED 23K SF +/- LAND!!!! Come and explore this unique opportunity to own and operate four contiguous properties with homes within the much sought after City of Sarasota "Rosemary District". The current rent roll is estimated at $100K +/-, all the current homes (4) are rented on an annual basis. The zoning does allow for short term weekly rentals, come and set up your own short term rental compound with estimated average daily rates @ $50.00 - $100.00 +/. Want another reason to look, owner will consider "owner financing" and/or selling off less then all four homes. There are just not many opportunities in the City of Sarasota to secure rezoned lands with the ability to use the current as-is property to secure carry income while waiting for the right timing to develop. The upside development in the Rosemary Zoning District: up to 7-stories with up to 30+ units. Property is very easy to show, sign is on site! NOTE: another contiguous parcel - rental home available for discussion. NOTE: future development plans viable on request!

1555 7th Street, Sarasota

$2,995,000

One of the Last Remaining Legacy Properties on Golden Gate Point | Rare Trophy Ownership, Redevelopment & Strategic Hold Opportunity A truly rare offering in one of Sarasota’s most exclusive and rapidly evolving luxury enclaves. With no true single-family homes currently remaining on Golden Gate Point and only a small handful of original legacy properties left, 161 Golden Gate Point represents one of the final opportunities to control a meaningful piece of “old Golden Gate” before the peninsula is fully transformed. Positioned in the heart of downtown Sarasota, across from the Ritz-Carlton and adjacent to Marina Jack, the property currently consists of a fully updated Four-unit building featuring newer central A/Cs, five-piece stainless kitchens, quartz countertops, new roof (2025), separate electrical meters, gated courtyards, hot tub, and gazebo — offering immediate usability and meaningful interim income while future plans are explored. Located within the City of Sarasota weekly vacation rental zone, this creates a rare opportunity not commonly found in downtown Sarasota — operate the property similarly to a boutique hotel. For the visionary buyer, this may represent a once-in-a-generation opportunity to create what could become Golden Gate Point’s only true single-family estate — a one-of-one trophy residence in the heart of downtown Sarasota. The property also presents compelling redevelopment potential. Golden Gate Point benefits from alternative development standards intended to support a more urban, pedestrian-friendly environment, including reduced setbacks, increased building coverage allowances, and flexible dimensional standards — enhancing redevelopment possibilities in this highly sought-after peninsula location. Similar RMF-5 sites on Golden Gate Point have supported boutique luxury residential concepts, while the adjacent rear assemblage totaling approximately 21,600 SF is also available, creating a rare opportunity for a larger strategic assemblage in one of Sarasota’s most supply-constrained luxury micro-markets. 161 also represents a compelling long-term hold opportunity. As Golden Gate Point continues its luxury transformation — and remaining legacy properties disappear — the opportunity to control irreplaceable downtown Sarasota land becomes increasingly rare. Just moments to Marina Jack, downtown Sarasota dining, St. Armands Circle, Lido Beach, and Sarasota’s transformative bayfront destination, The Bay. Whether envisioned as: • Rare short-term rental building where you control the entire property • One of Golden Gate Point’s final legacy holdings • A future one-of-one single-family estate • A boutique luxury redevelopment site • A strategic assemblage opportunity • A family office or long-term scarcity hold • Or a rare downtown Sarasota land play with meaningful interim income potential …opportunities of this nature are becoming increasingly difficult to replicate.

4 Beds ⋅ 4 Baths ⋅ Golden Gate Point SubDv. ⋅ 34236 Zip Code

One of the Last Remaining Legacy Properties on Golden Gate Point | Rare Trophy Ownership, Redevelopment & Strategic Hold Opportunity A truly rare offering in one of Sarasota’s most exclusive and rapidly evolving luxury enclaves. With no true single-family homes currently remaining on Golden Gate Point and only a small handful of original legacy properties left, 161 Golden Gate Point represents one of the final opportunities to control a meaningful piece of “old Golden Gate” before the peninsula is fully transformed. Positioned in the heart of downtown Sarasota, across from the Ritz-Carlton and adjacent to Marina Jack, the property currently consists of a fully updated Four-unit building featuring newer central A/Cs, five-piece stainless kitchens, quartz countertops, new roof (2025), separate electrical meters, gated courtyards, hot tub, and gazebo — offering immediate usability and meaningful interim income while future plans are explored. Located within the City of Sarasota weekly vacation rental zone, this creates a rare opportunity not commonly found in downtown Sarasota — operate the property similarly to a boutique hotel. For the visionary buyer, this may represent a once-in-a-generation opportunity to create what could become Golden Gate Point’s only true single-family estate — a one-of-one trophy residence in the heart of downtown Sarasota. The property also presents compelling redevelopment potential. Golden Gate Point benefits from alternative development standards intended to support a more urban, pedestrian-friendly environment, including reduced setbacks, increased building coverage allowances, and flexible dimensional standards — enhancing redevelopment possibilities in this highly sought-after peninsula location. Similar RMF-5 sites on Golden Gate Point have supported boutique luxury residential concepts, while the adjacent rear assemblage totaling approximately 21,600 SF is also available, creating a rare opportunity for a larger strategic assemblage in one of Sarasota’s most supply-constrained luxury micro-markets. 161 also represents a compelling long-term hold opportunity. As Golden Gate Point continues its luxury transformation — and remaining legacy properties disappear — the opportunity to control irreplaceable downtown Sarasota land becomes increasingly rare. Just moments to Marina Jack, downtown Sarasota dining, St. Armands Circle, Lido Beach, and Sarasota’s transformative bayfront destination, The Bay. Whether envisioned as: • Rare short-term rental building where you control the entire property • One of Golden Gate Point’s final legacy holdings • A future one-of-one single-family estate • A boutique luxury redevelopment site • A strategic assemblage opportunity • A family office or long-term scarcity hold • Or a rare downtown Sarasota land play with meaningful interim income potential …opportunities of this nature are becoming increasingly difficult to replicate.

161 Golden Gate Point, Sarasota

$429,000

This well-maintained duplex is ideally situated just minutes from the airport, downtown Sarasota, and the area’s world-renowned beaches. The property features two separately metered units, offering strong rental appeal and ease of management: Unit 1: 3 bedrooms, 1 bathroom Unit 2: 2 bedrooms, 1 bathroom Both units are tenant-occupied with long-term leases in place, generating a gross monthly rent of $3,350. Tenants pay their own water and electric, keeping operating expenses low for the owner. Situated on a desirable corner lot, the property also includes laundry hookups for added tenant convenience. Major updates have already been completed, providing peace of mind for investors: Newer roof Updated central A/C units Upgraded electrical and plumbing systems Unique Financing Opportunity: The seller is open to creative financing options and currently has a mortgage on the property, making this an excellent opportunity for buyers seeking flexible terms.

5 Beds ⋅ 2 Baths ⋅ Newtown SubDv. ⋅ 34234 Zip Code

This well-maintained duplex is ideally situated just minutes from the airport, downtown Sarasota, and the area’s world-renowned beaches. The property features two separately metered units, offering strong rental appeal and ease of management: Unit 1: 3 bedrooms, 1 bathroom Unit 2: 2 bedrooms, 1 bathroom Both units are tenant-occupied with long-term leases in place, generating a gross monthly rent of $3,350. Tenants pay their own water and electric, keeping operating expenses low for the owner. Situated on a desirable corner lot, the property also includes laundry hookups for added tenant convenience. Major updates have already been completed, providing peace of mind for investors: Newer roof Updated central A/C units Upgraded electrical and plumbing systems Unique Financing Opportunity: The seller is open to creative financing options and currently has a mortgage on the property, making this an excellent opportunity for buyers seeking flexible terms.

1610 22nd Street, Sarasota

$999,000

Prime Investment Opportunity in Laurel Park – Fabulous 4-Plex with Exceptional Income Potential! Discover your next smart investment in the heart of Laurel Park, one of Sarasota’s most desirable and historic neighborhoods. Just three blocks from vibrant Main Street and minutes from the city’s renowned Gulf Coast beaches, this charming 4-unit multifamily property offers a rare chance to own premium real estate in a high demand location. The property consists of two separate buildings, each featuring an upper and lower 1-bedroom, 1-bath apartment, with ample off-street parking for tenants. All units are currently leased to reliable annual tenants, ensuring immediate income. For investors seeking to maximize returns, this property offers significant upside as a short-term rental, with the potential to generate substantially higher income through weekly bookings in a vacation-friendly market.

4 Beds ⋅ 4 Baths ⋅ Towles Sub SubDv. ⋅ 34236 Zip Code

Prime Investment Opportunity in Laurel Park – Fabulous 4-Plex with Exceptional Income Potential! Discover your next smart investment in the heart of Laurel Park, one of Sarasota’s most desirable and historic neighborhoods. Just three blocks from vibrant Main Street and minutes from the city’s renowned Gulf Coast beaches, this charming 4-unit multifamily property offers a rare chance to own premium real estate in a high demand location. The property consists of two separate buildings, each featuring an upper and lower 1-bedroom, 1-bath apartment, with ample off-street parking for tenants. All units are currently leased to reliable annual tenants, ensuring immediate income. For investors seeking to maximize returns, this property offers significant upside as a short-term rental, with the potential to generate substantially higher income through weekly bookings in a vacation-friendly market.

301 S Osprey Avenue, Sarasota

$480,000

Investment opportunity, a corner lot duplex, located between downtown and Ringling College. Each unit has 725 sq ft with 2 bedrooms, 1 bath and the convenience of an attached carport. New Roof in 2025, Re-pipe, roof 2011. Each unit has a fenced in yard, Mango and Avocado trees in one side. Tenants are currently in place on a month to month. Being sold As Is. Please do not disturb tenants. A great investment in an unbeatable location, with all of the amenities of downtown Sarasota, local colleges, St Armands Circle, and beaches near by.

4 Beds ⋅ 2 Baths ⋅ Walpoles Sub SubDv. ⋅ 34237 Zip Code

Investment opportunity, a corner lot duplex, located between downtown and Ringling College. Each unit has 725 sq ft with 2 bedrooms, 1 bath and the convenience of an attached carport. New Roof in 2025, Re-pipe, roof 2011. Each unit has a fenced in yard, Mango and Avocado trees in one side. Tenants are currently in place on a month to month. Being sold As Is. Please do not disturb tenants. A great investment in an unbeatable location, with all of the amenities of downtown Sarasota, local colleges, St Armands Circle, and beaches near by.

2100 9th Street, Sarasota

$1,300,000

Rare Income-Producing Portfolio on South Lido Key – 4 Turnkey STR Units A rare opportunity to acquire a fully operating short-term rental portfolio on South Lido Key, one of Sarasota’s most coveted coastal markets. This offering includes 4 updated studio units within a boutique beachside community just steps from two direct beach access points and a short ride to St. Armands Circle. Each unit is managed, actively listed, and consistently booked, delivering proven performance and strong guest demand year-round. These condos have a long track record as successful Airbnb rentals, with 2024 gross income averaging $38,470 per unit and portfolio-wide net income of $85804 after HOA, taxes, utilities, and cleaning expenses. This is a cash-flowing, turnkey asset in a high-barrier-to-entry vacation rental market. The property features a community pool and sliding glass access private patios for each unit, creating the indoor/outdoor lifestyle guests expect on Lido. Interiors have been updated over the years and show pride of ownership throughout. Major mechanical systems are in good condition, with recent A/C and hot water tank replacements across the portfolio for peace of mind. Unit Renovation & Mechanical Summary: • Unit 10 – Updated | AC ~2 yrs | WH < 6 yrs • Unit 11 – Updated | AC ~3 yrs | WH < 3 yrs • Unit 12 – Updated | AC ~2 yrs | WH < 3 yrs Unit 6 - Updated AC is 3 years and WH is 3 years This type of offering is rarely available — a multi-unit STR package on Lido Key with documented income history, repeat traveler base, and proven operational infrastructure already in place. Keep as a turnkey portfolio, self-manage, or explore value-add improvements and dynamic pricing to further enhance returns. 4 units. One unbeatable coastal investment. Opportunities like this do not come around often.

4 Baths ⋅ Pelican Gardens SubDv. ⋅ 34236 Zip Code

Rare Income-Producing Portfolio on South Lido Key – 4 Turnkey STR Units A rare opportunity to acquire a fully operating short-term rental portfolio on South Lido Key, one of Sarasota’s most coveted coastal markets. This offering includes 4 updated studio units within a boutique beachside community just steps from two direct beach access points and a short ride to St. Armands Circle. Each unit is managed, actively listed, and consistently booked, delivering proven performance and strong guest demand year-round. These condos have a long track record as successful Airbnb rentals, with 2024 gross income averaging $38,470 per unit and portfolio-wide net income of $85804 after HOA, taxes, utilities, and cleaning expenses. This is a cash-flowing, turnkey asset in a high-barrier-to-entry vacation rental market. The property features a community pool and sliding glass access private patios for each unit, creating the indoor/outdoor lifestyle guests expect on Lido. Interiors have been updated over the years and show pride of ownership throughout. Major mechanical systems are in good condition, with recent A/C and hot water tank replacements across the portfolio for peace of mind. Unit Renovation & Mechanical Summary: • Unit 10 – Updated | AC ~2 yrs | WH < 6 yrs • Unit 11 – Updated | AC ~3 yrs | WH < 3 yrs • Unit 12 – Updated | AC ~2 yrs | WH < 3 yrs Unit 6 - Updated AC is 3 years and WH is 3 years This type of offering is rarely available — a multi-unit STR package on Lido Key with documented income history, repeat traveler base, and proven operational infrastructure already in place. Keep as a turnkey portfolio, self-manage, or explore value-add improvements and dynamic pricing to further enhance returns. 4 units. One unbeatable coastal investment. Opportunities like this do not come around often.

170 Roosevelt Drive Unit 10, Sarasota

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