Downtown Sarasota Multifamily Homes & Duplexes for Sale

**** $50,000 PRICE REDDUCTION******* Already generating BIG $$$$ ($80,00 in 2024 alone) income through Airbnb and remotely managed, this property holds even greater potential when listed on platforms like VRBO and Booking. com—an excellent opportunity for investors looking to maximize returns.Experience the charm of Old Florida in this beautifully maintained, turnkey, Key

Steven Weiss REDFIN CORPORATION

One or more photo(s) has been virtually staged. Step into this fully renovated, professionally designed 2-unit multifamily with a 6-bedroom, 5-bathroom main residence—and a legal 1-bedroom, 1-bath attached apartment offering exceptional income or multigenerational living potential. Perfectly positioned just east of Downtown Sarasota and adjacent to the Legacy Trail, this property blends luxury,

David Litvinov KELLER WILLIAMS ON THE WATER S

Updated Duplex ready to move in, 2 Units 2 Bedrooms 1 Bath each. Move in one side, rent the other currently occupied $1650 monthly.Within one mile of Sarasota High School and Publix grocery store. Directly across from Innovation Academy School a tuition-free public charterSchool from Pre-K through 5th grade.A/C replaced June 26,2025, Hot water tank 2022 in BAY#2225. A/C replaced Sept

Hubert Steenbakkers HUB REALTY & INVESTMENTS LLC

Well-maintained and income-producing Sarasota duplex featuring two spacious 3BD/1.5BA units, each with its own private entry. Less than 10 minutes from Downtown Sarasota! Market rents call for $4.4k/month for the building, well above current rents, providing tremendous upside for new investors. Recent upgrades include full property re-piping in 2024, tankless water heaters, and a newer roof

Owen Cascio REAL PROPERTY MANAGEMENT SUNSHINE CITY

This centrally located, five-parcel assemblage in Sarasota’s Park East neighborhood offersa rare redevelopment opportunity in an area experiencing ongoing growth. Totalingapproximately 35,000 square feet (350 road frontage x 100) deep or (0.80 acres), the site currently includes five income-producing rental units bringing in a total of $8,250 per month. The property is also situated

Connor Meckley PREFERRED SHORE LLC

Prime Investment Opportunity in Laurel Park – Historic 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

Timothy Bloch QUEST PROPERTIES INC

Don't miss this incredible opportunity to own a beautifully updated two-bedroom, two-bath villa in the sought-after community of Jefferson Pines, just minutes from vibrant downtown Sarasota. Enjoy world-class dining, shopping, theaters, opera and year-round events right at your fingertips nearby, all while in a serene, fairytale-like setting. This charming end-unit villa features a spacious, open

Sandi Ansilio PREMIER SOTHEBY'S INTERNATIONAL REALTY

Prime Redevelopment Opportunity in Gillespie ParkCurrently configured as a duplex, this property offers excellent potential to be transformed into a spacious single-family home or an income-generating multifamily residence. Located in the desirable Gillespie Park neighborhood, just north of downtown Sarasota, this DTN-zoned lot is ideal for investors or homeowners seeking value and

Vincent Ricaud INVESTUS REALTY LLC

RARE MULTIPLE-SINGLE FAMILY RESIDENTIAL COMPOUND OPTION IN DOWNTOWN SARASOTA’S GILLESPIE PARK includes this stunning 2023 custom-built dual residence with all the latest technology. Located next-door, a TOTALLY renovated two bed/two bath Florida bungalow at 1765 7th Street is also for sale. Purchasing these two properties together would create a unique ADA compliant three home compound or

Tess Herschman COLDWELL BANKER REALTY

Charming Fourplex in the Heart of Gillespie Park! This 4-unit property is bursting with character and income potential. Featuring a 2/1, two 1/1s, and a detached efficiency, all with great tenants on month-to-month leases who’d love to stay. Rents are strong and steady, with room to grow—especially if you incorporate the detached unit’s storage space as an extra bedroom (or possibly reconfigure

Randy Buff COASTAL CONNECTION REALTY

Charming 1950s Florida Ranch-Style Duplex in Sought-After Terrace Gardens! Don't miss this rare opportunity to own a classic mid-century Florida ranch home, smartly divided into two separate units in the desirable Terrace Gardens community. Situated on an expansive corner lot, this property offers flexibility, income potential, and future development possibilities. Unit 2415 features 2

Ingrid Caruso COLDWELL BANKER REALTY

Prime Central Sarasota Location – Spacious & Fully Remodeled Units!Discover your next investment property in the heart of Central Sarasota! This multi-unit property offers large, beautifully shaded yards and private fenced backyards for each unit, providing both privacy and outdoor space for tenants to enjoy. Most units have been fully remodeled inside with modern vinyl plank flooring

Arielle Corinti OCEAN BLUE REALTY,INC.

Rare Half-Acre Development Opportunity in Sarasota’s Gillespie ParkDTN-Zoned | Approved for up to Six Units | Prime Corner LotDiscover one of the most compelling infill opportunities in Sarasota’s urban core. This .5-acre double lot—positioned on a high-visibility corner in the heart of Gillespie Park—offers sought-after DTN (Downtown Neighborhood) zoning with approval for up to six

Rex Glasson DOUGLAS ELLIMAN

Rare Half-Acre Development Opportunity in Sarasota’s Gillespie ParkDTN-Zoned | Approved for up to Six Units | Prime Corner LotDiscover one of the most compelling infill opportunities in Sarasota’s urban core. This .5-acre double lot—positioned on a high-visibility corner in the heart of Gillespie Park—offers sought-after DTN (Downtown Neighborhood) zoning with approval for up to six three-story

Rex Glasson DOUGLAS ELLIMAN

Welcome to a rare Triplex in the coveted Downtown Historic District of Laurel Park, Sarasota. This well-maintained triplex is an established Airbnb property with a proven rental record. It offers a turn-key solution for savvy investors or homeowners looking to capitalize on its steady income potential.The triplex has been beautifully renovated and maintained by the current owners. It

Ryan Skrzypkowski COLDWELL BANKER REALTY

Developer alert! Gillespie Park in Downtown Sarasota.An amazing opportunity to develop 30 residential units in the charming Gillespie Park Subdivision, a short walk or bike ride to Downtown Sarasota. The architectural conceptual plan designed by Hoyt Archtitects contains a site plan with a perfect mix of smaller and larger residential units with on site parking for 30 cars and street

Ryan Miller HARRY ROBBINS ASSOC INC

Delmar Apts on 13th | Turnkey 5-Unit Investment in Downtown SarasotaWelcome to Delmar Apartments on 13th, where mid-century charm meets modern city living in one of Sarasota’s most walkable downtown pockets. This fully updated, turnkey 5-unit multifamily property offers a rare blend of character, convenience, and cash flow potential—ideal for short-term rentals, seasonal use, or long-term

Rex Glasson DOUGLAS ELLIMAN