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. The property is currently fully occupied, however, both units are MTM, providing the potential for an owner occupant acquisition! 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

$849,000

Southpointe Shores SubDv. ⋅ 34231 Zip Code

Property Size: 1,993 SF Total, +/- 996 SF Units This exceptional duplex offers an excellent investment opportunity in Sarasota, FL. With two spacious units, each featuring 2 bedrooms and 2 bathrooms, this property is perfect for owner-occupants or investors looking for rental income potential. The property boasts a rare RV full hookup pad, a two-car garage, and access to a community boat dock, adding to its unique appeal and versatility. 2 units, each with 2 bedrooms and 2 bathrooms RV full hookup pad 2-car garage Access to community boat dock

1860 Southpointe Drive, Sarasota

$799,900

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

Rare investment opportunity in Sarasota's highly sought-after Indian Beach neighborhood for under $800K! This vintage mid-century 4-plex features durable concrete block construction, thoughtfully designed as two facing duplexes surrounding a private, complex-only pool. Each of the 4 units offers 2 bedrooms, 1 bathroom, its own dedicated carport, and an individual laundry room for maximum tenant convenience. The back two units highlight recent remodeling upgrades and new appliances. With 2 units currently rented below market value, & 2 still vacant, this property offers immediate upside potential and increased cash flow for investors. Unbeatable location just minutes from Ringling College, Downtown Sarasota, US-41, and local beaches. Don't miss this high-demand, low-turnover income generator!

3509 Norwood Court, Sarasota

$699,000

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

$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

$676,000

Anderson SubDv. ⋅ 34236 Zip Code

NEVER BEFORE AND NEVER AGAIN! Introducing a once in a lifetime historic collaboration between the areas two best architects-Halflants & Pichette and Jonathan Parks of Solstice Planning and design. This Unit (zoned commercial) is best suited for a small business owner with an eye for design or collector/purveyor of real estate. The A+ retail location directly on 4th Street and walkability to all city amenities anchors the value but this unique unit boasts architectural bones and design features that are not easily replicated. Features include a large central conference area/dining room with 14 foot volume ceilings, a private living room with pullout sleeper sofa and personal gym including free weights and a heavy bag, in-unit washer and dryer, custom clothes and AV closet, a kitchenette with two refrigerators, microwave, and designer sink, a front office with custom built-in bookshelf, a gorgeous ADA accessible fully tiled bathroom with designer shower and even a napping loft with full size bed. Live and work in the hottest neighborhood in the city with countless shops and restaurants right outside your door. Unit can be purchased turnkey furnished with the right offer. ***Please note this is a commercial unit with a "napping loft".

1558 4th Street Unit 108, Sarasota

$650,000

4 Beds ⋅ 2 Baths ⋅ South Highland SubDv. ⋅ 34231 Zip Code

Fully renovated, income-producing duplex in a prime Sarasota location, perfect for investors or owner-occupants! This property has been completely redone with all work permitted, offering true peace of mind and zero deferred maintenance. Major upgrades include a new shingle roof, new AC systems, full electrical rewire, new plumbing, and impact-rated windows and doors for hurricane protection. Both units feature modern, move-in-ready interiors with tile flooring throughout, new drywall, updated cabinetry, and stainless steel appliances, making this a turnkey opportunity ready for immediate occupancy or rental. Situated on a quiet dead-end street, this property offers privacy while still being close to everything. Conveniently located just 3.8 miles to the beach and only 2.4 miles to Sarasota Memorial Hospital, with easy access to shopping, dining, and popular local restaurants, an ideal setup for strong and consistent rental demand. Whether you're looking to house hack, short- or long-term rent, or expand your portfolio, this fully upgraded duplex checks every box.

1802 Robinhood Street, 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

$640,000

6 Beds ⋅ 6 Baths ⋅ 0000 - Not Part Of A Subdivision SubDv. ⋅ 34237 Zip Code

Rare Find Sarasota duplex opportunity with a private swimming pool and exceptional flexibility for investors, multigenerational living, or an owner-occupant looking to generate rental income! Tucked away on a quiet cul-de-sac, 1213/1215 Benedict Ct offers two spacious units with a total of 6 bedrooms and 6 full bathrooms. Each unit features 3 bedrooms and 3 full baths, with every bedroom having access to its own full bathroom—an ideal layout for privacy, guests, extended family, or rental use. The property also offers mother-in-law suite functionality with a kitchenette for additional flexibility. One unit has been beautifully renovated, including an extensively renovated kitchen in approximately 2020, and is being offered fully furnished for a potential turnkey rental opportunity. Seller represents roof was replaced in approximately 2020; buyer to verify permitting, age, and condition. Enjoy the Florida lifestyle with a private swimming pool and patio area perfect for relaxing and entertaining. Additional highlights include two separate addresses and a versatile duplex configuration. Conveniently located near Downtown Sarasota with easy access to shopping, dining, entertainment, and Sarasota's world-famous Gulf Coast beaches. The property offers excellent potential for traditional, furnished, or short-term vacation rental use, subject to applicable City of Sarasota requirements. Live in one side and rent the other, accommodate extended family, or add a versatile Sarasota income property to your portfolio. Buyer and buyer's agent to verify room configuration, permitting, rental requirements, measurements, and all information deemed important to buyer.

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

$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

$524,995

4 Beds ⋅ 2 Baths ⋅ Southgate SubDv. ⋅ 34239 Zip Code

Investor Opportunity or Ideal Owner-Occupant Duplex in Desirable Southgate – Sarasota, FL Exceptional opportunity to own a solid block construction duplex in the highly sought-after Southgate area of Sarasota. Offered at $524,995, this versatile, well-maintained property is perfect for investors seeking reliable rental income or buyers looking to live in one unit while generating income from the other. With no HOA and separate electric and water meters for each unit, this property offers the flexibility and convenience today’s buyers and investors are looking for. Each spacious unit features 2 bedrooms, 1 full bathroom, an open-concept kitchen, dining area, and a comfortable great room, creating a bright, inviting living space that appeals to both homeowners and tenants. Ceramic tile flooring throughout provides durability, easy maintenance, and a clean, timeless look. Each unit also includes a pantry/laundry room with washer and dryer hookups, adding valuable storage and everyday convenience. A convenient two-car carport is located between the units, providing covered parking and additional convenience for both residences. This property has been meticulously maintained and offers numerous valuable updates that provide peace of mind for years to come. Highlights include a 75-year-rated metal roof installed approximately eight years ago, HVAC systems replaced within the last four and five years, respectively, and newer water heaters in both units. The beautifully landscaped grounds reflect pride of ownership and enhance the property’s curb appeal. Location is one of this property’s greatest assets. Nestled in the established Southgate neighborhood, you’ll enjoy the convenience of being just 10 minutes from vibrant downtown Sarasota, where exceptional dining, shopping, arts, entertainment, and cultural attractions await. Even better, you’re only 15 minutes from the world-renowned white sands of Siesta Key Beach and beautiful Lido Beach, making this an outstanding location for both residents and tenants alike. Whether you’re expanding your investment portfolio, searching for a multi-generational living opportunity, or looking to offset your mortgage with rental income, this duplex offers exceptional value in one of Sarasota’s most desirable and centrally located neighborhoods. Don’t miss this rare opportunity to own a move-in-ready, income-producing property in the heart of Sarasota.

2911 Bentley Street, Sarasota

$499,000

3 Beds ⋅ 2 Baths ⋅ Alta Vista Heights SubDv. ⋅ 34239 Zip Code

INVESTOR OPPORTUNITY! This fully furnished, income-producing duplex currently generates more than $60,000 annually, with the potential to further maximize its rental performance for an even higher return. Located just minutes from downtown Sarasota, the property offers two complete residences: a spacious two-bedroom, one-bath unit and a one-bedroom, one-bath unit. Each has its own kitchen, dining area, and living room. Both units are being sold turnkey, complete with furniture, kitchenware, bedding, linens, and a washer and dryer. Major improvements include a brand-new roof installed in 2025 and newer air-conditioning systems installed in 2022 and 2025. The current weekly housekeeping and turnover staff are also willing to remain in place, helping provide a smooth transition for the new owner. The City of Sarasota currently permits seven-day minimum rentals at this location, with the potential to apply for a certificate allowing shorter rental periods. Continue operating it as an established rental, occupy one unit while generating income from the other, or explore future redevelopment possibilities. New construction has become increasingly common along this street, creating an opportunity to generate income today while holding the property for its land value and long-term potential. Rental income and expenses are available for review. Rental regulations, zoning, and redevelopment options should be independently verified by the buyer.

2245 Bahia Vista Street, Sarasota

$485,000

5 Beds ⋅ 4 Baths ⋅ De Soto Lakes SubDv. ⋅ 34235 Zip Code

Rare opportunity to own two separate homes on one legally established parcel in the heart of Sarasota. Set on an oversized 0.38-acre double lot in desirable DeSoto Lakes, this property offers incredible flexibility for homeowners, investors, and multi-generational living. While the interiors are ready for your personal vision and cosmetic touches, the costly updates are already done making it FULLY FINANCEABLE AND INSUREABLE. Brand new roof, July 2026. Brand new central A/C in the main home, July2026. New split system A/Cs in the smaller home, July 2026. New water heater and brand new windows throughout, July 2026. Brand new electric panel, July 2026. The main home features four bedrooms, three baths, and just under 1800 square feet. The detached second home is a true one-bed, one-bath residence with five hundred and seventy-two square feet. Live in one, rent the other to help offset your mortgage. Lease both for investment income. Carve out a suite within the main home for added flexibility or enjoy a private guest house for friends and family. Buyers may also explore future redevelopment options. Location, location, location. You are minutes to University Town Center, US-41, I-75, SRQ Airport, Downtown Sarasota, Downtown Bradenton, and our world-famous Gulf Beaches. This is a rare chance to secure a versatile property in one of Sarasota's most connected pockets, priced to sell and ready for your vision.

4734 Delmonte Avenue, Sarasota

$480,000

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

$475,000

4 Beds ⋅ 4 Baths ⋅ Bay Haven SubDv. ⋅ 34234 Zip Code

Virtually Staged. ***PRICE REDUCED***Updated duplex with private pool and new roof in Prime location only 1/2 mile to Sarasota Bay and Bay Shore Rd with million dollar homes. The property features two separate 2 BD 2BA units which are both included. The front Unit A is currently rented for $1,600/mo & the rear unit B is vacant with a rental estimate between $1750-$1800/mp. Live in one side and rent the other or rent them both! Both units have same sq ft L/A of 899 sq ft but are slightly different. Unit A has a fireplace in the living rm. New roof in 2025. Additional updates include appliances, cabinets, flooring & water heater. Lots of parking with the tandem style driveway. Prime location just minutes to downtown Sarasota, Ringling School of Art, Jungle Gardens, Univeristy of South Florida, Bayfront and so much more! Great investment opportunity in prime Sarasota location!

1003 Patterson Drive, Sarasota

$469,777

4 Beds ⋅ 2 Baths ⋅ Harbor Oaks SubDv. ⋅ 34231 Zip Code

Excellent opportunity to own a well-maintained duplex in a highly desirable Sarasota location just minutes from world-famous Siesta Key Beach, Downtown Sarasota, shopping, dining, and transit. This property features two separate 2-bedroom, 1-bathroom units, making it ideal for investors seeking strong rental income or owner-occupants looking to offset their mortgage with rental revenue. Both entrances have enclosed lanai areas. The front unit lanai has laundry hookups. Tile flooring throughout, large kitchens, tub with tiled shower walls. Ceiling fans in bedrooms. Fenced on back and side of building. Both units offer comfortable floor plans with central air conditioning and charming fireplaces that add character and appeal. The rear unit includes a valuable two-car carport, dedicated storage area, and laundry hookups, providing additional convenience for tenants. 2011 Metal Roof, 2021 & 2022 HVAC. Owner pays water, electric separately metered. Attractive units and setup for long-term renters. Situated on a quiet street with easy access to Sarasota's beaches, cultural attractions, restaurants, and everyday conveniences, this duplex combines location, functionality, and investment potential. Buyer to verify all measurements, rental information, and property details.

2110 Palm Terrace, Sarasota

$450,000

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

Unit A is currently owner-occupied, while Unit B—previously operated as a short-term rental—has recently been converted to a long-term rental with a tenant paying $2,050 monthly, excluding utilities. This current setup perfectly demonstrates the property’s income flexibility and “house hacking” potential, allowing an owner-occupant to live in one unit while generating rental income from the other. 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. The current owners originally purchased the property using FHA financing as their primary residence, further illustrating the property’s potential 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

$449,777

5 Beds ⋅ 2 Baths ⋅ Ridgewood Estates SubDv. ⋅ 34232 Zip Code

Rare investment opportunity in Sarasota! Multi-family properties are seldom available in this predominantly single-family neighborhood, making this duplex a unique addition to any real estate portfolio. This income-producing property offers two separately leased units with a combined living area of approximately 1,818 square feet on a 7,800-square-foot lot. The front unit features 3 bedrooms, 1 bathroom, & a dedicated laundry room while the second (Back) unit offers 2 bedrooms, 1 bathroom, and backyard access. Both units are currently occupied through 3/31/2026, providing immediate rental income and minimizing vacancy risk for investors seeking stable cash flow. Electric/Water are not separately metered and Landlord pays these two utilities. Several major improvements have already been completed, including a new roof in 2019, updated HVAC in 2023 (back unit uses window units), and an updated electrical panel in 2023. The property is in the central Sarasota area with easy access to shopping, dining, schools, employment centers, downtown Sarasota, and the area's world-famous Gulf Coast beaches. Gross rents of $4,010. Annual Leases. Seller will consider owner financing. Showings require advanced notice. Call today!

3731 Papai Drive, Sarasota

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