Location: Bayview, Sarasota
Do Not Show Listings
1730 WISCONSIN LN, SARASOTA, FL 34239
$1,650,0004 Days on yellowkey MLS ID: A4687426
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2910 Built: 2024 Tax: $20,687 (2025)Community: BayviewSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$20,687
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. Located West of the Trail, this newly built modern home offers exceptional value in one of Sarasota’s most desirable in-city neighborhoods. Built in 2024, the residence features 4 bedrooms, 4.5 baths, and approximately 2,900 square feet of thoughtfully designed living space. Positioned within city limits, it provides flexibility for rental opportunities (7 Night Minimum) while still delivering a luxury lifestyle just minutes from Downtown Sarasota, Southside Village, and Siesta Key Beach. Close to Sarasota Memorial Hospital and the coveted Southside school district. The home blends clean contemporary design with energy-efficient construction, open living spaces, and seamless indoor-outdoor flow ideal for entertaining. Room for a pool! With limited new construction available in this area at this price point, it stands out as a strong opportunity for both end users and investors. A rare combination of location, modern design, and long-term value in the heart of Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Keith Kleppinger (941-525-2937)
1761 SIESTA DR & 1760 WISCONSIN LN, SARASOTA, FL 34239
$2,400,000Listed 04/03/2026 12:03PM MLS ID: A4688714
Bed: 10 Bath: 0.0 Liv Area Sq Ft: 4435 Built: 1949 Tax: $9,643 (2025)Community: BayviewApartment
Taxes:$9,643
Elementary School: None
High School: None
Middle School: None
Remarks: 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: ~7.45% cap rate, under $20K in annual expenses, and projected income of $175K–$200K+ with upside potential. Do not disturb tenants. Showings by appointment only; listing agent must accompany all showings.
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
1761 SIESTA DR, SARASOTA, FL 34239
$1,100,000Listed 04/03/2026 12:00PM MLS ID: A4688614
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2020 Built: 1949 Tax: $4,880 (2025)Community: BayviewApartment
Taxes:$4,880
Remarks: 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.
1760 WISCONSIN LN, SARASOTA, FL 34239
$1,300,000Listed 04/03/2026 11:57AM MLS ID: A4688606
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 2175 Built: 1948 Tax: $4,763 (2025)Community: BayviewApartment
Taxes:$4,763
Remarks: 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.
1647 SIESTA DR, SARASOTA, FL 34239
$1,690,0003 Days on yellowkey MLS ID: A4684901
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3032 Built: 2025 Tax: $17,778 (2025)Community: BayviewSingle Family
Taxes:$17,778
Middle School: Brookside Middle
Remarks: Welcome to this stunning coastal home with elevator, featuring 5 bedrooms, 2.5 bathrooms, and 3,023 square feet of living space. Additional opportunity to add bathrooms with modification add-on with the builder. From the moment you enter, you'll be captivated by the open floor plan, pool view, and fantastic design. This dazzling property, boasts an open floor plan that features high ceilings, natural light, and high-quality finishes throughout. The home features a modern and elegant kitchen with top-of-the-line Cafe' appliances, quartz countertops, and custom cabinetry. The primary bedroom located on the upper level can be accessed by elevator is a true sanctuary, offering a plush and peaceful retreat. It boasts vaulted ceilings, en-suite bathroom that includes a soaking tub and a separate shower that's great for unwinding after a long day. The room also features a generously sized walk-in closet with abundant space for storage and organization as well as a private terrace. On the second floor you will find three vast bedrooms, with plenty of closet space for added convenience and comfort. One of the most notable features of the second floor is the sizable sundeck and balcony, which are attached to both bedrooms. The laundry room is conveniently located on the second floor as well. The spacious bonus room offers endless possibilities, from an office, den, playroom, media center or a home gym. This home has two patios with an outdoor area with a large pool and hot tub that seamlessly blend the indoor and outdoor living with meticulously planned landscaping. Situated between Siesta Key and Downtown Sarasota, you will have easy access to some of the best beaches, restaurants, and shopping in the area. Whether you are looking for a day at the beach, a night out on the town, or a quiet evening at home, this home has everything you need.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
1704 WISCONSIN LN, SARASOTA, FL 34239
$625,00039 Days on yellowkey MLS ID: A4683524
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 700 Built: 1959Community: BayviewSingle Family
Taxes:
Tax Year:
Remarks: Welcome to your perfect coastal escape—an inviting cottage offering charm, comfort, and an ideal location away from the hustle and bustle of city life. Just a few miles from Siesta Key Beach, you’re only a short bike or golf cart ride from the world-famous quartz sand shores. This beautifully renovated two-bedroom, one-bath home has been thoughtfully updated from top to bottom. Inside, you’ll find a warm and welcoming layout, while outside, a spacious screened lanai provides the perfect spot to relax and unwind. There’s also ample outdoor space designed for easy Florida living. Located on Wisconsin Lane just off the north Siesta Key Bridge, this property offers convenient access to the shops and restaurants of Southside Village, placing dining, entertainment, and everyday essentials within easy reach. Whether you’re searching for a serene winter retreat, a smart investment opportunity, or a comfortable in-law residence in a safe and highly desirable neighborhood, this prime location checks all the boxes. After a long day at the beach, come home to your private haven and relax in style.The low-maintenance landscape design features elegant stone and shell accents, complemented by irrigation and ambient landscape lighting throughout the property. Don’t miss your opportunity to own this exceptional cottage—schedule your private showing today!
Listing is courtesy of: MCCONNELL AND ASSOCIATES (941-539-1916)
Listing Agent: Oliver Mcconnell (941-539-1916)
5408 EAGLES POINT CIR #302, SARASOTA, FL 34231
$349,90072 Days on yellowkey MLS ID: A4678903
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1768 Built: 1990Community: Eagles Point At The Landings, Bayview Homes ICondo
Remarks: THIS IS THE LOWEST PRICE UNIT BY A STAGGERING $100,000, making it the clear standout for buyers who understand value. BRING THE OFFERS. Discover your slice of Sarasota paradise with panoramic Intracoastal Waterway views and unforgettable sunsets from every room of this beautifully updated third-floor condo in Eagles Point at The Landings, one of Sarasota’s most desirable West of Trail, gated communities, just minutes from world-famous Siesta Key Beach and downtown. This light-filled residence showcases brand-new, top-of-the-line impact windows and an expansive triple-glass impact sliding door, offering both peace of mind and stunning views over mangroves toward Siesta Key and the Gulf beyond. The building’s common areas have also been upgraded with impact windows for added security and value. Step inside to an inviting open-concept great room, ideal for entertaining. Features include luxury vinyl plank flooring, fresh neutral paint, and designer lighting throughout. The chef’s kitchen is a standout with quartz countertops, designer tile backsplash, newer stainless steel appliances, abundant cabinetry, and an oversized island with wine and beverage refrigerator, perfect for gatherings. Double glass doors lead to the spacious primary suite, complete with a private sitting or office niche, dual walk-in closets, and a spa-inspired bath featuring double vanities and a large walk-in shower. A generously sized guest bedroom and bath are thoughtfully positioned for privacy, with gulf-facing views sure to impress visitors. The sun-drenched flex space/sunroom off the kitchen offers the home’s best view and is ideal as a breakfast café, dining nook, or serene retreat. Additional highlights include a full indoor utility room, new washer & dryer (2021), new A/C with humidistat (2021), and water heater (2020). The unit includes under-building parking, extra storage locker, kayak or paddleboard storage, bike room access, and ample guest parking. Eagles Point residents enjoy a private pool and grill area, plus membership in The Landings Racquet Club, featuring Har-Tru tennis courts, pickleball, junior Olympic lap pool, spa, fitness center, library, and an active social calendar. Enjoy a waterfront lifestyle with mangrove-lined walking paths, fishing gazebo, kayak launch on the Intracoastal, and lush tropical surroundings, all just minutes from downtown Sarasota, fine dining, shopping, and cultural attractions. Luxury, location, and lifestyle converge here. Schedule your private showing today before this opportunity is gone!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
5400 EAGLES POINT CIR #405, SARASOTA, FL 34231
$549,000172 Days on yellowkey MLS ID: A4668182
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1695 Built: 1990Community: Bayview Homes, The Landings, Eagles PointCondo
Remarks: Discover refined living in this fully renovated fourth-floor condominium at Eagles Point, nestled within the tranquil natural beauty of The Landings. This architecturally distinctive residence is filled with natural light and designed for comfort and sophistication, featuring an open floor plan across approximately 1,695 square feet. The home offers two spacious bedrooms, two luxurious full baths, hurricane impact windows and doors and sweeping views of the lake and bay. Step into a spacious living room that truly serves as the heart of the home. This open and inviting area is designed to accommodate relaxation, gatherings, and memorable moments with family and friends. The gourmet kitchen is thoughtfully appointed with elegant cabinetry that offers both style and ample storage space. A central island provides a convenient workspace and a spot for casual dining. Exquisite stone countertops add a touch of luxury, while top-of-the-line stainless steel appliances ensure that everyday living and entertaining are effortless and enjoyable. Retreat to the serene waterfront owner’s suite, which boasts two walk-in closets and a contemporary spa-inspired bath featuring a sleek walk-in shower and double sinks. The additional bedroom offers flexibility as a comfortable workspace or guest accommodation, making it ideal for remote work or welcoming family and friends. Practical amenities enhance the experience, including a dedicated one-car carport and secure storage for bikes, kayaks, and canoes. Residents can unwind at the community pool and grilling area, surrounded by lush Floridian landscaping and overlooking a peaceful lake. Membership in the private Landings Racquet Club provides access to premier recreational facilities, including eight Har-Tru tennis courts, pickleball, a heated swimming pool, a well-equipped fitness center, meeting rooms, and a library. Safety and peace of mind are assured with 24-hour security, while the community’s beautiful natural surroundings offer access to Sarasota Bay. The Landings is regarded as one of Sarasota’s most desirable and conveniently located neighborhoods, with top-rated schools nearby and an abundance of dining, cultural attractions, beaches, and shopping just minutes away.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Stephanie Church (941-724-5448)
1740 WISCONSIN LN, SARASOTA, FL 34239
$449,000 MLS ID: N6139734
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 576 Built: 1949Community: BayviewSingle Family
Remarks: 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.
Listing is courtesy of: GULF SHORES REALTY (941-488-6644)
Listing Agent: Dan Heschmeyer (941-544-1222)
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