Multi-Family Homes For Sale In Sarasota

6 Beds ⋅ 6 Baths ⋅ Montclair Villas SubDv. ⋅ 34231 Zip Code

Montclair Villas offers a rare opportunity to own a 2007 masonry construction duplex in the Coquina Island area, just minutes from Siesta Key. The property features two spacious, two-story 3-bedroom / 2.5-bathroom units, each with an open living area, tile flooring, sliding glass doors, recessed lighting, decorative tray ceiling with crown molding, private swimming pool, screened patio, private yard, and two-car garage. Each unit also includes spacious bedrooms with decorative tray ceilings, crown molding, recessed lighting, and ceiling fans. All utilities are separately metered and paid directly by tenants, helping reduce owner-paid expenses. Additionally, each unit and the common area have separate parcel IDs, offering potential future flexibility through an individual condo sell-off strategy. Given its proximity to Siesta Key, the property may also be well-positioned for potential vacation rental use, providing multiple paths for future ownership flexibility. With quality construction, private outdoor amenities, garage parking, and a highly desirable location, Montclair Villas offers a compelling blend of residential appeal and long-term investment upside.

2119 & 2125 Montclair Drive Unit 1 & 2, Sarasota

$800,000

6 Beds ⋅ 4 Baths ⋅ Phillippi Gardens SubDv. ⋅ 34231 Zip Code

This nicely updated two-unit duplex in the desirable Phillippe Gardens community on Coquina Island offers excellent income potential in a highly sought-after location. Situated on a generous corner lot, each unit features 3 bedrooms and 2 bathrooms, including a private primary bath, along with a newer eat-in kitchen that flows seamlessly into the living room. UPDATES INCLUDE- 3 NEW BATHROOMS, NEW QUARTZ COUNTERTOPS, NEW FLOORS, NEW GARAGE DOORS. Both units include a private backyard, an attached garage, and the convenience of a large side drive with ample parking. The property is ideally located just 10 minutes from Siesta Key Beach, 12 minutes from Siesta Key Village, and less than 20 minutes from major shopping, downtown Sarasota, and top local attractions. With easy access to US-41, waterfront dining, vibrant nightlife, and award-winning Gulf beaches, this turn-key duplex is perfectly positioned for strong rental demand. Priced to sell, it presents a rare opportunity for investors seeking a ready-to-go property in an exceptional Sarasota location.

2227-2229 Montclair Drive Unit 1&2, Sarasota

$749,000

3 Beds ⋅ 3 Baths ⋅ Inwood Park SubDv. ⋅ 34236 Zip Code

One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged.

1862 6th Street, Sarasota

$724,900

4 Beds ⋅ 4 Baths ⋅ Phillippi Park SubDv. ⋅ 34231 Zip Code

Great investment opportunity with strong income potential! This well-maintained duplex features two spacious units, each offering 2 bedrooms, 2 bathrooms, and a single-car garage, each on its own water and electric meter. One unit is being sold fully furnished and is ready for immediate rental, making it easy to start generating income right away. Both units have been remodeled and offer comfortable, inviting living spaces. The flexible layout makes this property ideal for a variety of investment strategies. Live in one unit while renting the other, lease both units for maximum income, or create the perfect multi-generational living setup. The choice is yours! Recent updates provide added peace of mind, including a roof installed in 2022 and updated AC units installed in 2022 and 2024. The property also weathered the recent storms with no damage, further highlighting its durability and care. Located just minutes from world-renowned beaches, including Siesta Key Beach, this property offers easy access to golf courses, shopping, dining, and the vibrant arts and cultural scene of Sarasota. Whether you're expanding your investment portfolio or searching for a property with income-producing potential and lifestyle appeal, this duplex presents a rare opportunity in a highly desirable location. Come see, come sigh and make this property your own!

2214 Michele Drive, Sarasota

$719,000

4 Beds ⋅ 4 Baths ⋅ Desoto Terrace SubDv. ⋅ 34234 Zip Code

NEW PRICE-Well-maintained, income-producing turn-key duplex located at 3710 & 3712 Iroquois Avenue in the established Sapphire Shores submarket of Sarasota. Each unit is configured with 2 bedrooms and 1 bath each 852 square feet, offering functional layouts with updated kitchens, remodeled baths, and efficient living and dining spaces that support consistent tenant demand. Interior renovations were completed in 2017, followed by substantial capital improvements in 2020, including new stucco, roof, windows, flooring, kitchens, and baths—reducing near-term capital exposure. Each unit operates independently with separate utilities and in-unit laundry, supporting operational efficiency and long-term tenancy. One A/C was replaced with new, in 2024. All furnishings convey, allowing for a turnkey transition and uninterrupted rental operations. The property demonstrates consistent occupancy and documented performance of both 2024 and 2025, each north of $70,000 gross, with forward bookings already in place for 2026. No HOA and no CDD provide added flexibility and help contain ongoing ownership costs. Operating expenses are tracked annually and available for review. Sapphire Shores remains a durable rental location due to its proximity to Downtown Sarasota, the Ringling Museum District, bayfront parks, and direct access to US-41, beaches, and major employment corridors. This asset offers a proven rental history, completed capital upgrades, and stable location fundamentals—well-suited for an investor prioritizing durability, efficiency, and long-term hold potential. Complete financials, operating history, available. Showing scheduled on the turnover days schedule, permitting.

3710 Iroquois Avenue, Sarasota

$679,777

2 Beds ⋅ 4 Baths ⋅ Shenandoah Park SubDv. ⋅ 34237 Zip Code

Rare opportunity for a Quadplex in Sarasota City limits and 2 blocks from Downtown now available with potential to purchase 620 N East Ave (2bd/1ba single family) next door for a combined .35acres! This quadplex features 2 block buildings, 2 studio units in one building at 610/612 East Ave and 2, 1 bedroom units in the other building at 2115/2117 6th St. Studio units are occupied while the 1 bedroom units are currently vacant and rent ready. See photos for current condition of all units. Walkthrough Video of units available upon request. Realtors please check showing details. Vacant units can be shown at anytime. Short-Term Rental, Property enhancements, and/or development opportunities await the next owner!

610 N East Avenue, Sarasota

$650,000

8 Beds ⋅ 8 Baths ⋅ Poinsettia Park SubDv. ⋅ 34239 Zip Code

Investor alert!! Grandfathered Duplex located West of the Trail in Poinsettia Park. You have a few options with this property. You can keep it as duplex and rent it out long term or short term because it's in the city limits. But please note the property needs work and it's prime for a remodel. Currently it's a 2 bedroom and two bath on each side. Alternatively tear it down and put up a single family home. The real value is in the dirt. Million dollar homes surround the property on every side.

1824 Webber Street, Sarasota

$649,000

3 Beds ⋅ 2 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code

Come see this charming and peaceful Old Florida gem with detached cottage ideally situated in the desirable Indian Beach/Sapphire Shores neighborhood located west of the trail. Here is a rare opportunity to own two meticulously maintained homes within the city limits in Indian Beach/Sapphire Shores, a community rich with art, culture, and history. This property has been a high-yielding asset for the seller. The seller gets a high volume of applicants, and it has required minimal effort to lease. Picture tree-lined streets, character-filled homes, and being just moments from the shimmering Sarasota Bay. You are in for a treat as you enter the main home through a central air-conditioned enclosed front porch into a home with all of its original, timeless character including glass doorknobs, lovely baseboards and trim, vintage light fixtures, painted heart of pine floors, and functional double-hung windows. This original 1930s home (732 sf) features two bedrooms (freestanding wardrobes), one bath, and a spacious combination dining/living area. An additional wonderful highlight is the central air conditioned detached guest cottage (478 sf) with kitchen, living area, one bathroom and bedroom alcove along with a screened porch and patio, and attached one-car garage. This cottage is ideal for multi-generational living or Airbnb or full-time lease opportunities. All furnishings and fixtures convey: the front unit is partially furnished; the back unit is turn-key furnished. The property includes a very nice new 12x16 Tuff Shed ideal for an artist’s studio, workshop, or just additional storage. Set on a lush 12,000+ square foot lot, the property is spacious with plenty of room for parking, entertainment and other possibilities. You are sure to enjoy the established vegetable and flower gardens. Adding to the charm, you may catch sight of the neighborhood's colorful wild peacocks who love to display their feathers. Excellent location just minutes from the Ringling Museum, SRQ Airport, and downtown Sarasota as well as close proximity to Lido Key Beach, St. Armands Circle, and Siesta Key. Two high-end homes are currently under construction on the block. This sweet property is waiting to fit your needs whether as live-in residences, a rental investment, multi-generational living, or any combination thereof. This peaceful neighborhood in "Turks Cap" (sometimes referred to as the Museum District) has a rural feel with narrow, tree-lined streets and roaming peacocks. This is a no through street with no traffic. If you want quiet and relaxed, you have found the neighborhood.

708 42nd Street, Sarasota

$639,800

4 Beds ⋅ 2 Baths ⋅ Gillespie Park Sub SubDv. ⋅ 34236 Zip Code

Prime Sarasota DTN Zoning property. Discover this beautifully remodeled duplex ideally located just minutes from Lido Beach, St. Armands Circle, and downtown Sarasota. Each unit features 2 bedrooms and 1 bathroom, Newer Roof, Newer Air conditioners, offering bright, open living spaces with updated finishes throughout. The interiors have been tastefully remodeled, complemented by new windows that bring in plenty of natural light. Outside, enjoy a newly installed paver driveway providing great curb appeal and low-maintenance living. Perfect opportunity for an investor or owner-occupant looking for income potential in a prime Sarasota location.

721 N Osprey Avenue, Sarasota

$620,000

Ramblewood/Carolina Est Area SubDv. ⋅ 34237 Zip Code

Discover the potential of this multi-tribe property located at 1213 Benedict Ct, Sarasota, FL. This property accords a fantastic opportunity for those looking to invest in a versatile space. Situated in a convenient Sarasota location, this property is designed to accommodate multiple households, making it an superb choice for generating rental income or housing extended tribe members. The property is nestled in a neighborhood that provides easy access to local amenities, ensuring a comfortable and convenient lifestyle for its residents. With its strategic location in Sarasota, this multi-tribe residence accords a unique combination of privacy and community living. Whether you are an investor or seeking a home for multiple occupants, this property holds the promise of a rewarding real estate venture. Don't miss the chance to explore the possibilities that 1213 Benedict Ct has to accord.

1213 Benedict Court, Sarasota

$599,900

4 Beds ⋅ 4 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code

An exceptional opportunity on coveted Siesta Key, this duplex property with two units is offered as-is, with flexibility to restore the existing structure or rebuild to suit your vision. Situated on an expansive lot just minutes from Shell Beach and Siesta Key Public Beach, the property offers convenient access to world-famous sand beaches, dining, and shopping. Whether you are a builder, investor, or owner looking to create a custom coastal retreat or income-producing duplex, this property presents outstanding potential in one of Florida’s most desirable island communities. All offers are welcomed and encouraged.

3615 Higel Avenue, Sarasota

$599,000

3 Beds ⋅ 4 Baths ⋅ Sapphire Heights SubDv. ⋅ 34234 Zip Code

AGGRESSIVELY PRICED BELOW THE APPRAISAL VALUE!! Excellent investment opportunity or perfect personal retreat in beautiful Sarasota! This single family home well-maintained property at 4925 Remington Dr is currently operating as a successful short-term rental/Airbnb, offering immediate income potential for investors or flexibility for part-time use. The home features a bright and comfortable layout with inviting living spaces, making it ideal for both guests and full-time residents. The property offers a relaxed Florida lifestyle with outdoor areas perfect for entertaining or enjoying the warm Sarasota weather. Conveniently located near world-class beaches, shopping, dining, and entertainment, this property attracts vacationers year-round. Its desirable location and established rental use make it a rare opportunity for buyers seeking income-producing real estate in Sarasota. Whether you’re looking for a turnkey investment, seasonal getaway, or full-time residence, this property offers versatility, location, and excellent potential.

4925 Remington Drive, Sarasota

$575,000

1 Beds ⋅ 1 Baths ⋅ Casa Mar SubDv. ⋅ 34242 Zip Code

PRIVATE BEACHFRONT CONDO! Experience the ultimate Siesta Key lifestyle with this beautifully updated, TURNKEY FURNISHED 1-bedroom, 1-bath residence in the highly sought-after Casa Mar community, offering 300ft of GULF/OCEAN FRONT, WATERFRONT, WATER ACCESS to the world-famous Siesta Key Beach. This property is ALREADY GENERATING INCOME with a strong short term rental history, making it an exceptional investment opportunity or personal beach vacation retreat. Perfectly positioned within the complex and just steps from the pool, this bright and modern unit features a spacious layout with a welcoming foyer (found in only select units), a large bedroom with abundant closet space, and a versatile Florida room overlooking the courtyard and pool...ideal for relaxing, morning coffee, or hosting guests. Hurricane-rated windows and doors provide peace, quiet, and year-round comfort. Enjoy resort-style amenities including two pools (one heated), tennis and pickleball courts, shuffleboard, BBQ grilling areas, picnic spaces, and lush tropical landscaping, all within a no-road-to-cross beachfront setting. Recent community upgrades include a NEW ROOF, NEW SEAWALL, landscaping, and a secure gated entry for added privacy. Additional conveniences include covered parking just steps from your door, nearby laundry facilities, onsite management, and a private mailbox. This high-demand weekly rental property offers both immediate income and future upside, with OWNER FINANCING AVAILABLE for added flexibility. Located just minutes from dining, shopping, and Siesta Key Village, with trolley access right outside, this is a rare opportunity to own a piece of paradise that seamlessly blends income potential with effortless coastal living. Seller financing and private financing available. Do NOT WAIT, it will not last long!

6006 Midnight Pass Road Unit 51, Sarasota

$550,000

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

A compelling investment opportunity within Sarasota city limits and only one mile from Downtown. This side by side duplex features two matching 2 bedroom, 1.5 bath townhome style units that have been updated to attract quality tenants and support strong rental performance. Being located inside the city limits also allows weekly rentals if desired, giving investors valuable flexibility in their strategy. Each unit offers bright, modern interiors with durable tile flooring on the main level, upgraded kitchens with shaker cabinetry, stainless appliances, contemporary backsplash details, and clean finishes that keep future maintenance simple and predictable. The upstairs layout includes two comfortable bedrooms and a full bath, creating an efficient and easy to lease floor plan that works well for both long term and short term tenants. Both 1610 and 1612 enjoy fully fenced private backyards with one featuring a spacious grassy area with a dedicated patio setting, while the other includes a relaxed fire pit lounge framed by mature Florida trees. This separation gives each unit its own appeal and enhances the property’s overall appeal. Parking directly in front of each entrance adds another convenience tenants appreciate and owners benefit from. With no association fees, modern updates, low maintenance features, and strong demand in the surrounding area, this duplex performs well as a straightforward income producing asset. Investors can maximize returns across both units, while those seeking flexibility have the option to live on one side and lease the other. A turn key opportunity in a highly desirable location near parks, cultural venues, Sarasota’s waterfront, and the downtown core. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

1610 & 1612 N Orange Avenue, Sarasota

$525,000

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

$524,900

3 Beds ⋅ 4 Baths ⋅ Marlowe Park SubDv. ⋅ 34234 Zip Code

Virtually Staged. Rare 4-unit multifamily income opportunity in Sarasota's North Trail corridor, just minutes from downtown Sarasota, the bayfront, and the Ringling College of Art & Design district. The offering pairs dependable in-place cash flow with real value-add and redevelopment upside on an oversized ~0.40-acre city lot (17,555 SF). Four income-producing units include three residences at 3917 (a 1BR/1BA plus two efficiencies) and a spacious 2BR-plus-bonus home at 3919, with the 3919 unit turning now and targeting a market lease. All units are currently month-to-month, giving a new owner full flexibility to raise rents to market or reposition on their own timeline, with no long-term leases to inherit and clear upside as rents step up. Recent ownership has reinvested in the major systems, lowering near-term capital exposure: the shared 3917 roof was replaced within the last five years, water heaters for the three 3917 units were updated in 2023, and Unit A carries a 2022 AC air handler, while 3919 adds a newer AC and water heater, a carport, and a paved patio. Located in the City of Sarasota's North Trail redevelopment overlay, the parcel offers long-term assemblage and development optionality in one of Southwest Florida's most supply-constrained infill pockets, backed by steady rental demand from the surrounding Ringling College submarket. Offered at $524,900

3917 Royal Palm Avenue, Sarasota

$499,000

3 Beds ⋅ 3 Baths ⋅ Las Lomas De Sarasota SubDv. ⋅ 34231 Zip Code

Live in One, rent the Other. A rare opportunity to own a primary residence with the ability to generate supplemental rental income. *Sold fully furnished and turnkey.* This newer construction corner lot residence provides reliability as well as a smart income play: a 2-bedroom, 2-bath main residence paired with a fully separate 1-bed, 1-bath studio with its own private entrance, kitchenette, and bathroom enabling the tenant to be completely independent. With recorded revenue of over $12,000 annually for the studio, you will experience real cash flow to help offset your mortgage from day one where affordable living is at high demand. The open-concept, split floor plan in the main house features in-house laundry, a primary suite with walk-in closet and ensuite, plus a 2-car garage for storage. This home is situated in a prime location just 10 minutes to downtown Sarasota and Siesta Key. It is also located within Sarasota County's top school district and local hospitals. Built to modern code with impact-rated windows, updated plumbing, and updated electrical systems, this home offers the peace of mind of newer construction with no aging infrastructure, no surprise repairs, just reliable, low-maintenance living from day one. Here you can live comfortably and rent confidently — this is smart living at its finest.

2011 Outer Drive, Sarasota

$460,000

4 Beds ⋅ 2 Baths ⋅ Harriet Sub SubDv. ⋅ 34234 Zip Code

Lender incentive available for qualified borrowers on primary residents only. Exceptional income-producing duplex located within the Sarasota city limits in desirable Flood Zone X, meaning no flood insurance is required. This solid block construction property offers multiple investment opportunities including owner-occupancy, short-term rentals, long-term rentals, student housing, or a hybrid income strategy. Located directly across from the revitalized North Water Tower Park, residents and guests can enjoy paved walking trails, a disc golf course, playground, covered picnic areas, public restrooms, and a water bottle filling station. Each private unit features 2 bedrooms and 1 bathroom with beautifully updated kitchens showcasing shaker cabinetry, quartz countertops, timeless restored terrazzo flooring, open-concept living areas, private laundry rooms, screened lanais, and covered carports with locked storage. Unlike many duplexes, the units do not share a common wall or yard space, offering enhanced privacy and reduced noise between occupants. Major capital improvements have already been completed within the past seven years, including the roof, dual HVAC systems, and water heaters. Additional investor-friendly features include separate utilities and durable block construction. The property’s central location provides quick access to Downtown Sarasota, Bradenton, Lakewood Ranch, SRQ Airport, Ringling College, New College, University of South Florida, and world-famous Gulf beaches, supporting a strong tenant and guest pipeline with future rental growth potential. According to the City of Sarasota permitting website, the occupancy use is listed as R1 Hotels/Motels/Boarding House, creating flexibility for multiple income-producing uses. Unit B has been operating as a short-term rental through Airbnb and VRBO since January 2026 and has already generated approximately $13,926 in rental revenue. Unit A is currently owner-occupied. The current owners originally purchased the property using FHA financing as their primary residence, demonstrating an excellent opportunity for buyers interested in “house hacking” by living in one unit while offsetting expenses with rental income from the other. With three major colleges nearby, the property also presents excellent potential for student housing demand. Whether you are an investor seeking cash flow, a buyer looking to offset monthly expenses through owner-occupancy, or someone searching for a flexible income-producing property in a rapidly growing Sarasota location, this duplex offers outstanding versatility and long-term upside potential.

993 Gary Street Unit A & B, Sarasota

$449,900

4 Beds ⋅ 2 Baths ⋅ North Vamo Sub 2 SubDv. ⋅ 34231 Zip Code

Attention income seekers: here's a full duplex where two complete homes share one smart investment, each offering two bedrooms, one bath, and a floor plan ready to put money to work. With 1,694 square feet spread across both sides, this property practically hands you a built-in revenue stream from the moment you turn the key. The math is refreshingly straightforward. Two rentable units mean two monthly checks, giving you the flexibility to lease both for maximum yield or live in one while the other quietly covers your costs. Each home comes equipped with a range, refrigerator, and its own washer and dryer—amenities that keep tenants happy and turnover low. Better still, the property carries genuine renovation upside; a few thoughtful updates could lift rents and boost your return in short order. Location does plenty of the heavy lifting when it comes to attracting quality renters. Sprouts Farmers Market sits practically next door for effortless grocery runs, while Wharf Road Park offers green space for weekend leisure just around the corner. A nearby bus stop along Tamiami Trail keeps tenants well connected, and the surrounding Sarasota neighborhood adds steady demand that landlords love. Whether you're building a rental portfolio, seeking a house-hack that pays your mortgage, or simply chasing dependable cash flow, this duplex delivers the fundamentals plus room to grow. Opportunities that combine location, layout, and upside like this move quickly. Schedule your private showing today and start counting the returns. New Septic System being installed.

1805 Marbeth Street Unit 1805/1807, Sarasota

$449,000

4 Beds ⋅ 2 Baths ⋅ Hudson Park SubDv. ⋅ 34237 Zip Code

A Rare Find in the Heart of Sarasota — Two Homes, One Exceptional Opportunity In a city where inventory is tight and opportunities like this surface only once in a while, this dual-unit property stands apart. Whether you're an investor chasing cash flow, a family seeking connected-but-separate living, or a homeowner looking to let rental income offset your mortgage — this is the one. The Main Home is warm and welcoming, with two bedrooms, a full bath, and a den that adapts to whatever life demands — home office, reading room, guest space. The eat-in kitchen keeps things bright and functional, and the screened lanai is your front-row seat to everything that makes Florida living worth it. A covered carport, plus shared laundry just steps away, keeps daily life effortless. The Rear Dwelling operates as a fully independent two-story residence — its own driveway, its own entrance, its own world. Two bedrooms, one bath, and a smart layout split across two floors give tenants or family members the privacy they want without sacrificing connection to you. And when you're not relaxing on the lanai? You're minutes from Sarasota's celebrated dining and arts scene, the Legacy Trail, and some of the most beautiful beaches on the Gulf Coast — Siesta Key, Lido Key, all within easy reach. Extra storage on site fits a boat, trailer, or RV. Because why not? Two units. Endless possibilities. One showing to change everything.

2564 Wood Street, Sarasota

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