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$1,750,000
10 Beds ⋅ 8 Baths ⋅ Bayview SubDv. ⋅ 34239 Zip Code
7 Rentable Units | 10 Bed, 8 Bath Income Property – Prime Siesta Key Location! Exceptional opportunity to own a fully leased multifamily property just minutes from world-famous Siesta Key Beach. Located on Siesta Drive—the gateway to Siesta Key—this offering includes two adjacent triplexes on two separate lots, with potential to expand to 8 units. The property features a versatile mix of 1BR, 2BR, 3BR, and studio layouts, ideal for maximizing rental income. Zoned for weekly rentals (7-day minimum) within city limits, this property offers strong income potential with a blend of long-term tenants and proven short-term rental performance (Airbnb 5-star host/seasonal). Recent upgrades include newer roofs (2016–2017), new siding, updated A/C units, hot water heaters (2021+), appliances, exterior plumbing, fencing, and security lighting/cameras. Professionally landscaped grounds enhance curb appeal. On-site laundry with the ability to add laundry to every unit. Tenants pay utilities with 7 separate water and electric meters. Situated just blocks from the North Bridge and within walking distance to shopping, dining, and everyday conveniences. Located in an X flood zone – NO flood insurance required, and Level D evacuation zone. Ample parking for up to 17 vehicles, plus space for boats, kayaks, and recreational toys. Buy one or both – must be sold simultaneously: 1761 Siesta Dr & 1760 Wisconsin Ln – a rare high-income investment package on Siesta Key. Strong financials: ~5.19% cap rate, under $20K in annual expenses, and projected income of $175K+ with upside potential. Do not disturb tenants. Showings by appointment only; listing agent must accompany all showings.

1761 Siesta Dr & 1760 Wisconsin Ln, Sarasota
$1,100,000
Bayview SubDv. ⋅ 34239 Zip Code
Prime West of the Trail Sarasota four unit income property positioned approximately one half mile from the North Bridge to Siesta Key. Located near Southside Village, Sarasota Memorial Hospital, and downtown Sarasota, this fully occupied multifamily asset offers stable in place income today with future upside potential in one of Sarasota’s most desirable coastal adjacent locations. The property includes 2) two bedroom, one bath residences and 2) one bedroom, one bath residences, each with its own lanai. With 2,446 square feet under air and 2,926 total square feet, the building also offers shared laundry, individual storage for each unit, and a generous unassigned, on site parking area. New roof and interior updates to kitchens and baths were completed in 2023. With newer windows, mini splits and located in Flood Zone X, the property offers additional appeal for long term ownership. All four units are currently occupied on annual leases, with scheduled gross rental income of $73,380 once pending renewals are executed. Tenants pay electric and cable. City guidance indicates potential vacation rental flexibility may be available, subject to the seven night minimum stay requirement. This property offers the fundamentals investors look for: location, occupancy, recent improvements, and future flexibility. Well suited for an investor seeking a long term Sarasota hold with stable in place income, recent capital improvements, seller financing potential, and future upside through rent growth, repositioning, or approved vacation rental use. Seller financing may be considered for a qualified buyer with acceptable terms.

1739 Siesta Drive, Sarasota
$950,000
5 Beds ⋅ 4 Baths ⋅ Bayview SubDv. ⋅ 34239 Zip Code
Siesta Key Triplex – Weekly Rental Zoned Investment Opportunity Concrete triplex in city limits featuring one 3BR/1BA unit with attached 1BR/1BA studio and two additional 1BR/1BA units. ALL units are tenant-occupied with immediate income potential; historical annual income reported at $80K–$100K. Zoned for weekly rentals in Siesta Key City Limits...allow short- or long-term rental flexibility. Property includes four electric and four water meters, with tenants paying utilities. Expenses are kept low and are primarily limited to taxes, insurance, and landscaping. Recent updates include A/C systems, water heaters, appliances, exterior lighting, security cameras, and landscaping. Features shared on-site laundry plus private laundry in the larger unit. Concrete construction makes this the perfect investment property close to the beach and in Evacuation Zone D. No flood insurance required! Prime location near Siesta Key Beach with easy access to shopping, dining, and public transportation. Approximately two blocks to the North Bridge. Add 1761 Siesta Dr to increase your income potential and begin your Siesta Key Portfolio or scale to a 7+ unit portfolio with a potential six-figure+ income gain. Why buy just one when you can buy both! Strong in-place income makes this a rare Siesta Key investment. Intended to be sold together. Do not disturb tenants. Showings by appointment only; listing agent must accompany all showings.

1760 Wisconsin Lane, Sarasota
$800,000
4 Beds ⋅ 4 Baths ⋅ Bayview SubDv. ⋅ 34239 Zip Code
Siesta Key Triplex – High-Yield, Weekly Rental Zoned Investment! Concrete triplex in city limits featuring one 2BR/2BA and two 1BR/1BA units with long-term tenants in place...immediate cash flow from day one. Proven income of $65K–$85K annually with low overhead expenses (taxes, insurance, landscaping only). Tenants pay all utilities with separate electric & water meters for each unit. Weekly rental zoning in city limits is a major upside for short-term income potential. Ideal for investors looking to significantly increase returns or house-hack by living in one unit and renting the others. Recent upgrades include new A/C systems, water heaters, appliances, security cameras, exterior lighting, and tropical landscaping. Solid concrete construction in Evacuation Zone D and NO flood insurance is required. Prime location just minutes to Siesta Key Beach, walking distance to dining, shopping, and essentials. Quick access on/off the key only 2 blocks to North Bridge. Value-add opportunity: Purchase adjacent property at 1760 Wisconsin Lane to scale to a 7+ unit portfolio with potential six-figure+ income. Why buy just one when you can buy both! Strong in-place income makes this a rare Siesta Key investment. Do not disturb tenants. Showings by appointment only; listing agent must accompany all showings.

1761 Siesta Drive, Sarasota
$400,000
1 Beds ⋅ 1 Baths ⋅ Bayview SubDv. ⋅ 34239 Zip Code
OPPORTUNITY KNOCKS! Here is your chance to own the least expensive property in the most expensive neighborhood. It is all about location. This is a rarely available property and is situated in the highly desirable West of Osprey Ave. and just south of the Cherokee Park area. The home is a 76 year old Cracker style, one bedroom cottage built in 1949 on 50x104 lot. THIS HOME IS NOT LOCATED IN A FLOOD ZONE. The tax records show 576 sq. ft. of living but with the addition of the fully enclosed front and back FL room and storage area there is about 856 sq. feet of living. No question here, this property is being offered for it's tremendous location and potential to remodel or to build new on this quaint treelined canopy street in this historic neighborhood. This exceptional location is only 1/2 mile to the north bridge to Siesta Key, 4 minutes to Southside village shops and restaurants, 3 minutes to the "A" rated Southside Elementary School and only 5 minutes to Sarasota Memorial Hospital. Currently the home is being used as a daytime home/office and storage area. Twelve adjoining lots feature some new multimillion dollar homes and/or are in the development process. Due to it's age and condition, the property is being sold AS-IS without any seller warranties. So take a drive by. Bring your ideas, your architect, contractor and imagine the possibilities.

1740 Wisconsin Lane, Sarasota
$315,000
3 Beds ⋅ 3 Baths ⋅ Bayview SubDv. ⋅ 34240 Zip Code
Currently under contract - accepting backups. Beautiful 3-bedroom, 2.5-bath townhouse in Baytown Square, offering an open floorplan and low-maintenance Florida living. As you enter, ceramic tile flooring flows throughout the main living areas, creating a light and spacious feel. Designed with entertaining in mind, the kitchen opens seamlessly to the living and dining spaces and features espresso cabinetry, granite countertops, stainless steel appliances, and a classic subway tile backsplash. Sliding glass doors lead to a screened-in lanai, providing a comfortable outdoor space to enjoy Florida’s year-round weather. Upstairs, the spacious primary bedroom includes an en-suite bath with dual vanities, while two additional bedrooms provide flexibility for guests, family, or a home office. A convenient half bath on the main level enhances everyday functionality. Additional features include a private garage with storage and a stair lift, offering added accessibility. Baytown Square is a gated community with amenities that include a community pool, grounds maintenance, and exterior building insurance, all covered by the HOA. Ideally located near Sarasota’s local beaches, shopping, and dining, this townhome is well suited as a primary residence, second home, or seasonal retreat. Schedule your private showing today.

6461 Baytown Drive, Sarasota