Sarasota FL Multi-Family Homes For Sale

Multi-Family Homes For Sale In Sarasota FL

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Multi-Family Homes for Sale in Sarasota FL

900 N Orange Avenue, Sarasota
$6,000,000
23 Beds ⋅ 12 Baths ⋅ Petroutsa Brothers Sub SubDv. ⋅ 34236 Zip Code
PRIME MULTIFAMILY DEVELOPMENT OPPORTUNITY IN SARASOTA’S HISTORIC DISTRICT | RESTORATION ZONE Discover a rare multifamily development opportunity in Downtown Sarasota’s Historic District, ideally positioned on a highly visible corner lot within a designated Sarasota Restoration Zone. Located just minutes from the heart of Downtown Sarasota, this property offers developers, builders, and investors the opportunity to create new construction condominiums, luxury townhomes, or a boutique multifamily residential development in one of Sarasota’s most sought-after and rapidly evolving areas. Zoned for multifamily development with potential for up to 24 residential units, this site offers exceptional flexibility for a variety of residential development concepts. The property is particularly well suited for condos, luxury townhomes, multifamily residences, or an upscale urban residential community designed to take advantage of Sarasota’s continued growth and strong demand for new housing. One of the property’s major advantages is that utilities are already on site, including water, sewer, electric, and other essential services, potentially helping reduce infrastructure costs and simplify the development process. The location provides an exceptional walkable Downtown Sarasota lifestyle, with convenient access to restaurants, cafés, shopping, entertainment, cultural attractions, art galleries, theaters, Sarasota Bay, and the vibrant downtown district. Sarasota continues to experience significant residential growth, with new construction and redevelopment transforming the surrounding area and creating increased demand for well-located multifamily housing. PROPERTY HIGHLIGHTS: Prime corner lot in Sarasota’s Historic District Located within a Sarasota Restoration Zone, Multifamily zoning, Potential for up to 24 residential units, Ideal for condominium development or luxury townhomes, Excellent opportunity for multifamily redevelopment, Water, sewer, electric and utilities already on site, Walkable to Downtown Sarasota, Close to restaurants, shopping, entertainment, arts and Sarasota Bay, Surrounded by ongoing new construction and redevelopment, Strong demand for new residential housing, High-visibility corner location, Excellent opportunity for developers, builders and investors, Potential for significant redevelopment and investment upside A rare Sarasota development opportunity in a highly desirable location. With multifamily zoning, Restoration Zone designation, utilities already on site, and the ability to potentially develop up to 24 residential units, this property offers a compelling opportunity to participate in the continued transformation and growth of Downtown Sarasota and the surrounding Historic District. Contact us today for zoning information, development details, site information, and to explore the potential of this exceptional Sarasota multifamily development site.

900 N Orange Avenue, Sarasota

9022 Midnight Pass Road, Sarasota
$5,995,000
Coral Shores SubDv. ⋅ 34242 Zip Code
An exceptionally rare opportunity to acquire an assemblage of fully renovated, income-producing, nine-unit, waterfront condominiums as an entire complex located adjacent to Turtle Beach on world-renowned Siesta Key. Coral Shores offers immediate short-term rental income opportunity, paired with long-term redevelopment and appreciation potential, in one of Florida’s most desirable and supply-constrained coastal markets. Property Highlights: • Nine (9) condominium unit assemblage, sold as a package • Just under 0.50-acre waterfront site • Direct Sarasota Bay to Gulf of Mexico access – no bridges • Four private docks with eight slips (up to ~40’+ vessels) • Heated in-ground swimming pool • Large central parking lot for tenants and guests • New shared coin laundry, ice machine and owner storage facilities • Predominantly 2BR units with select 1BR and studio layouts Renovations & Interior Upgrades: Units have recently completed renovations featuring modern coastal interiors, updated kitchens with new appliances, stone countertops and new cabinetry, glass-enclosed contemporary bathrooms, new flooring, trim, windows, and select in-unit laundry, new common coin laundry appliances with ice machine and unit storage closets, new raised HVAC units, new pool pump equipment, and more. The property is fully turnkey for continued short-term rental use. Income & Zoning Upside: Currently operating as weekly short-term rentals with strong seasonal occupancy. Zoned for low-rise condominiums (2–3 stories), with surrounding properties zoned mid-rise (4–6 stories), providing future redevelopment or density expansion potential subject to approvals. More detail is available with executed NDA.

9022 Midnight Pass Road, Sarasota

1240 Solitude Lane, Sarasota
$3,350,000
Siesta SubDv. ⋅ 34242 Zip Code
Discover Unrivaled Coastal Elegance Steps from Siesta Key Beach! This rare gem features two meticulously remodeled canal-front homes with stunning partial views of the bay, perfectly situated in a prestigious neighborhood. The main residence boasts a contemporary design with open and spacious layouts, highlighted by soaring 24 ft ceilings adorned with stylish gray wooden accent beams. Culinary enthusiasts will be captivated by the gourmet kitchen, featuring custom-made wood cabinets complemented by exquisite Carrara Quartz countertops. Equipped with top-of-the-line appliances, including a new stainless Thermador refrigerator, Bosch dishwasher, and an impressive center island with a bar area, it truly caters to the most discerning chefs. Zoned RMF2 while located in a single-family neighborhood, this property allows for daily Airbnb rentals, making it an excellent investment opportunity. A private, charming guest cottage serves as an ideal retreat or rental for additional cash flow. Recent upgrades include new Window World Hurricane-rated windows, French doors, and a newly installed seawall (2025), ensuring your investment remains safe and secure. The main house spans 3,005 sq ft, featuring three bedrooms and 2.5 baths adorned with luxurious Panaria marble and 24x48 tile flooring. Bathrooms boast contemporary Miseno vanities and premium Grohe and Hansgrohe fixtures. The decadent master suite invites relaxation with a rain cap shower and a sumptuous soaking tub. Both homes are equipped with new Rheem A/C units, while the property’s outdoor oasis features a large screened lanai overlooking the canal and bay. Dive into the newly resurfaced pool with a stunning stone waterfall or enjoy the expansive outdoor space, surrounded by tropical landscaping. The cozy guest cottage, covering 1,700 sq ft, includes three bedrooms and two full baths, showcasing beach-washed ceramic tile flooring, white wood Shaker cabinets, and modern KitchenAid and Bosch appliances. The new dock provides easy access to pristine boating waters with no bridges obstructing your path to the bay. Siesta Key is a haven for music lovers and foodies alike, while Sarasota delights with its vibrant art scene, ballet performances, the Asolo Performing Arts Center, the Ringling Art Museum, and world-class shopping. Relax with your favorite beverage on the rear patio, shaded by a majestic live oak, or grab your fishing rod, bathing suit, and water toys to fully embrace the Siesta Salt Life. Act fast! This exquisite property offers a luxurious lifestyle and lucrative potential in one of Florida’s most sought-after destinations!

1240 Solitude Lane, Sarasota

1821 20th Street, Sarasota
$3,280,000
City Park Sub SubDv. ⋅ 34234 Zip Code
SARASOTA DUPLEX PORTFOLIO | 8 DUPLEXES | 16 RENTAL UNITS | MULTIFAMILY INVESTMENT OPPORTUNITY Discover an established income-producing duplex portfolio in Sarasota, Florida 34234. Offered at $3,280,000, this eight-property multifamily investment comprises 16 residential rental units across eight separate tax parcels in Sarasota's Newtown area, near Downtown Sarasota. THE PORTFOLIO | Eight concrete-block duplex buildings, each containing two 2-bedroom, 1-bathroom residences. Seven properties are clustered along 20th Street in the City Park area, with an additional duplex nearby at 1583 20th Street. The portfolio includes properties at 1583, 1821, 1825, 1841, 1847, 1849, 1853 and 1863 20th Street, Sarasota, FL 34234. All eight properties are offered together as one investment portfolio, not individually. RENTAL INCOME | Ownership reports 100% occupancy across all 16 units. The current rent roll reflects $230,400 in scheduled annual gross rental income, equivalent to $19,200 monthly and an average of $1,200 per unit. These figures represent scheduled rents rather than independently verified historical collections. VALUE-ADD POTENTIAL | Existing rental rates offer opportunities to evaluate future rent adjustments, lease renewals and operational improvements. Investment underwriting identifies potential rental growth through market-based repositioning, subject to existing leases, tenant rights, applicable regulations and market conditions. Future income increases are not guaranteed. PROPERTY FEATURES | Eight separate duplex buildings, 16 two-bedroom residences, individual tax parcels and established residential rental operations. The concentrated location of seven properties may offer operational efficiencies for investors managing multiple rental properties in Sarasota. LOCATION | Situated near Downtown Sarasota, with convenient access to US-301, US-41, regional employment centers, shopping, dining and Sarasota's Gulf Coast amenities. THE OPPORTUNITY | A 16-unit Sarasota multifamily investment portfolio for investors evaluating established Florida rental properties, potential long-term income growth and 1031 exchange opportunities. PACKAGE-ONLY SALE | All eight duplex properties are offered together for $3,280,000. Offering memorandum, current rent roll and investment underwriting available for review. All income, expenses, occupancy, leases, zoning, property conditions and investment projections are subject to independent buyer verification.

1821 20th Street, Sarasota

161 Golden Gate Point, Sarasota
$2,995,000
4 Beds ⋅ 4 Baths ⋅ Golden Gate Point SubDv. ⋅ 34236 Zip Code
One of the Last Remaining Legacy Properties on Golden Gate Point | Rare Trophy Ownership, Redevelopment & Strategic Hold Opportunity A truly rare offering in one of Sarasota’s most exclusive and rapidly evolving luxury enclaves. With no true single-family homes currently remaining on Golden Gate Point and only a small handful of original legacy properties left, 161 Golden Gate Point represents one of the final opportunities to control a meaningful piece of “old Golden Gate” before the peninsula is fully transformed. Positioned in the heart of downtown Sarasota, across from the Ritz-Carlton and adjacent to Marina Jack, the property currently consists of a fully updated Four-unit building featuring newer central A/Cs, five-piece stainless kitchens, quartz countertops, new roof (2025), separate electrical meters, gated courtyards, hot tub, and gazebo — offering immediate usability and meaningful interim income while future plans are explored. Located within the City of Sarasota weekly vacation rental zone, this creates a rare opportunity not commonly found in downtown Sarasota — operate the property similarly to a boutique hotel. For the visionary buyer, this may represent a once-in-a-generation opportunity to create what could become Golden Gate Point’s only true single-family estate — a one-of-one trophy residence in the heart of downtown Sarasota. The property also presents compelling redevelopment potential. Golden Gate Point benefits from alternative development standards intended to support a more urban, pedestrian-friendly environment, including reduced setbacks, increased building coverage allowances, and flexible dimensional standards — enhancing redevelopment possibilities in this highly sought-after peninsula location. Similar RMF-5 sites on Golden Gate Point have supported boutique luxury residential concepts, while the adjacent rear assemblage totaling approximately 21,600 SF is also available, creating a rare opportunity for a larger strategic assemblage in one of Sarasota’s most supply-constrained luxury micro-markets. 161 also represents a compelling long-term hold opportunity. As Golden Gate Point continues its luxury transformation — and remaining legacy properties disappear — the opportunity to control irreplaceable downtown Sarasota land becomes increasingly rare. Just moments to Marina Jack, downtown Sarasota dining, St. Armands Circle, Lido Beach, and Sarasota’s transformative bayfront destination, The Bay. Whether envisioned as: • Rare short-term rental building where you control the entire property • One of Golden Gate Point’s final legacy holdings • A future one-of-one single-family estate • A boutique luxury redevelopment site • A strategic assemblage opportunity • A family office or long-term scarcity hold • Or a rare downtown Sarasota land play with meaningful interim income potential …opportunities of this nature are becoming increasingly difficult to replicate.

161 Golden Gate Point, Sarasota

Sarasota
$2,895,000
5 Beds ⋅ 7 Baths ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code
There Is Only One. Crescent Beach House was purpose-built for a different kind of ownership experience. One where beach days, family gatherings, and investment performance can coexist under the same roof. Positioned in one of Siesta Key's most enduring vacation corridors, this is the type of property people return to year after year, and increasingly, seek to own. Sited at the mouth of the Point of Rocks’ beach access located at the end of the street, Crescent Beach House is a professionally designed luxury residence and high-performing short-term vacation rental offering five bedrooms, seven baths, an elevator, resort-style pool and spa, and expansive indoor-outdoor living spaces designed to accommodate large groups with ease. Unlike traditional vacation homes, the property was intentionally engineered for the demands of luxury short-term rentals, blending resort-style living with commercial-grade durability and operational efficiency. Whether enjoyed as a private family retreat, an income-producing asset, or a combination of both, the property offers a rare blend of lifestyle and investment performance. Only one adjoining residence is attached, creating a boutique ownership environment, while the neighboring property is also available for purchase separately for those seeking a larger footprint, future family compound opportunity, or multi-generational ownership strategy. Financial performance, rental history, ADR and RevPAR data available upon request.

Sarasota

6910 Midnight Pass Road Unit B, Sarasota
$2,895,000
5 Beds ⋅ 7 Baths ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code
There Is Only One. Point of Rocks. Crescent Beach. Captain Curt's. For generations, this stretch of Siesta Key has attracted families, vacationers, and investors alike, and that demand has endured year after year for what seems to be one simple reason: people never seem to stop coming back. Positioned just moments from beach access located at the end of the street, Point of Rocks is a professionally designed luxury residence and high-performing short-term vacation rental offering five bedrooms, seven baths, an elevator, resort-style pool and spa, waterslide, and expansive indoor-outdoor living spaces designed to accommodate up to fourteen guests. Unlike traditional vacation homes, the property was intentionally engineered for the demands of luxury short-term rentals, blending resort-style living with commercial-grade durability and operational efficiency. Whether enjoyed as a private family retreat, an income-producing asset, or a combination of both, the property offers a rare blend of lifestyle and investment potential. Only one adjoining residence is attached, creating a boutique ownership environment, while the neighboring property is also available for purchase separately for those seeking a larger footprint, future family compound opportunity, or multi-generational ownership strategy. Financial performance, rental history, ADR and RevPAR data available upon request.

6910 Midnight Pass Road Unit B, Sarasota

1410 Magellan Drive, Sarasota
$2,750,000
Whitfield Country Club Heights Un 1&2 SubDv. ⋅ 34243 Zip Code
MAGELLAN APARTMENTS | 16-UNIT SARASOTA MULTIFAMILY INVESTMENT Discover an established income-producing apartment community at 1410 Magellan Drive, Sarasota, FL 34243. Offered at $2,750,000, this 16-unit property combines existing rental income, month-to-month tenancy and potential value-add opportunities in the Sarasota-Bradenton investment market. THE PROPERTY | Sixteen efficiency apartments in a two-story garden-style building. Ownership reports full occupancy, with all 16 units operating on month-to-month rental arrangements. The property features block construction, a slab foundation and approximately 5,163 square feet of building area, according to MLS property information. RENTAL INCOME | Current scheduled gross rental income of $192,000 annually, averaging $1,000 per apartment monthly. These figures represent scheduled rents, not independently verified historical collections. VALUE-ADD POTENTIAL | Month-to-month leases provide flexibility to evaluate future rental adjustments and operational improvements, subject to applicable laws and existing tenant rights. Investment underwriting identifies potential rent growth without requiring a substantial renovation program. PROPERTY IMPROVEMENTS | Major interior renovations are reported during 2016–2018, with a permit-documented reroof during 2019–2020. Buyers should verify the scope and condition of improvements. LOCATION | Located in the Whitfield area near the Sarasota-Manatee County line, with convenient access to US-41, Sarasota Bradenton International Airport, Downtown Sarasota and regional employment centers. THE OPPORTUNITY | An established 16-unit multifamily property for investors seeking existing rental income, operational flexibility and potential long-term value creation. Offering memorandum and financial underwriting available for qualified purchasers. All income, expenses, occupancy, leases, property details and investment projections are subject to independent buyer verification.

1410 Magellan Drive, Sarasota

2700 Palmadelia Avenue, Sarasota
$2,750,000
Newtown Heights First Add To SubDv. ⋅ 34234 Zip Code
PALMADELIA APARTMENTS | 10-UNIT SARASOTA MULTIFAMILY INVESTMENT Discover an established income-producing apartment community at 2700 Palmadelia Avenue, Sarasota, FL 34234. Offered at $2,750,000, this 10-unit multifamily property combines existing rental income, a desirable Sarasota location, and potential value-add opportunities near Downtown Sarasota. THE PROPERTY | Ten apartments consisting of eight 3-bedroom, 1-bathroom residences and two 2-bedroom, 1-bathroom residences. Built in 1980, the two-story apartment building offers approximately 7,744 square feet of living area on a 0.54-acre parcel with approximately 23 on-site parking spaces. Ownership reports full occupancy. RENTAL INCOME | Current scheduled gross rental income of $204,000 annually, averaging $1,700 per apartment monthly. These figures represent scheduled rents, not independently verified historical collections. VALUE-ADD POTENTIAL | Existing rental rates offer opportunities to evaluate future rent adjustments, lease renewals, and operational improvements, subject to market conditions, existing lease agreements, applicable laws, and buyer due diligence. Investment underwriting identifies potential rental growth without requiring a substantial redevelopment strategy. PROPERTY FEATURES | Established 10-unit multifamily building with a combination of spacious two- and three-bedroom apartments, on-site parking, and an existing rental history. The property's unit mix provides flexibility for long-term residential rental operations. LOCATION | Situated in Sarasota's Newtown neighborhood, near Downtown Sarasota, with convenient access to US-301, major employment centers, shopping, dining, and regional Gulf Coast amenities. THE OPPORTUNITY | An established Sarasota multifamily investment property for buyers seeking existing rental income, operational flexibility, and potential long-term value creation. Suitable for consideration by private multifamily investors and 1031 exchange purchasers. Offering memorandum, current rent roll, and investment underwriting available for qualified purchasers. All income, expenses, occupancy, leases, property details, and investment projections are subject to independent buyer verification.

2700 Palmadelia Avenue, Sarasota

126 Avenida Veneccia, Sarasota
$2,495,000
5 Beds ⋅ 4 Baths ⋅ Mira Mar Beach SubDv. ⋅ 34242 Zip Code
Just steps from vibrant Siesta Key Village and the world-famous Siesta Key Beach, this rustic coastal getaway offers an exceptional location with endless potential. This duplex is Zoned RMF1. The property currently features two fully furnished, income-producing apartments ideal for daily, weekly, monthly, or annual rentals. Apartment 126, located on the second level, includes two spacious bedrooms, two bathrooms, a cozy eat-in kitchen, and a comfortable living room. A private balcony, accessible from both bedrooms, provides a peaceful outdoor space to enjoy refreshing coastal breezes. On the third level, Apartment 128 offers three light-filled bedrooms and an inviting living and dining area with views of the Gulf of Mexico. Vaulted wood-paneled ceilings add warmth and character, while the large private terrace creates the perfect setting for relaxing, entertaining, or simply soaking in the stunning surroundings. The property also includes a three-bay garage that accommodates six tandem-parked vehicles, an invaluable convenience in this prime location. On the ground level, a spacious patio and outdoor shower provide the ideal setup for rinsing off after a day at the beach. Whether you plan to use it as a successful rental property, remodel the existing structure, or build your dream coastal home, this unique offering presents a rare opportunity to own a piece of paradise in one of Florida’s most desirable coastal destinations.

126 Avenida Veneccia, Sarasota

1236 13th Street, Sarasota
$1,599,000
7 Beds ⋅ 6 Baths ⋅ Valencia Terrace SubDv. ⋅ 34236 Zip Code
TURNKEY 5-UNIT APARTMENT BUILDING | INVESTMENT & VACATION RENTAL OPPORTUNITY Prime Sarasota-area investment opportunity! This well-appointed, two-story 5-unit apartment building offers exceptional flexibility for an investor looking to capitalize on multiple rental strategies, including VRBO, Airbnb, seasonal/vacation rentals, or traditional annual leases. There's two units on the lower level & three units upstairs, along with convenient semi-covered parking, individual storage & shared laundry facility. Each unit is thoughtfully designed, beautifully furnished, offered completely turnkey, allowing a new owner to begin renting with minimal additional investment. FOUR 1-BEDROOM UNITS Four of the five units feature comfortable 1-bedroom, 1-bathroom layouts with full kitchens, living rooms, & dinette areas. Each unit includes: •Spacious bedroom (King-size bed) •2 nightstands •Wall-mounted smart TV •Built-in closet •Ceiling fan and windows providing abundant natural light •Full bathroom (walk-in shower) •Separate vanity/sink area with large mirror & ample lighting •Full kitchen with Quartz countertops & tiled backsplash •Living room with wall-mounted smart TV •Fold-down couch/bed •Coffee table(s) •Dinette area •Storage closets •Separate thermostat (individualized climate control) •Ceramic tile flooring throughout •Ceiling fans (living areas & bedrooms) •Hurricane-impact windows & sliding glass doors •Separate, lockable storage unit SIGNATURE 3-BEDROOM END UNIT The largest unit is an impressive 3-bedroom end unit, offering additional living space & upgraded features. The expansive layout includes a full kitchen with upgraded stainless-steel appliances, breakfast bar with stools, dinette area & separate sunroom/dining room. The unit also features: •3-bedrooms •1 1/2 Bathrooms •Four sets of sliding glass doors •Juliet balconies •Spacious living areas •Breakfast bar •Separate Sunroom/dining room •Upgraded stainless-steel appliances •Marble ceiling beams •Tiled hallway •Ceramic tile flooring •Ceiling fans •Hurricane-impact windows & sliding glass doors •Separate lockable storage COMPLETELY TURNKEY & FURNISHED Every unit is offered fully furnished-turnkey, providing an exceptional opportunity for an investor seeking a property that is ready to operate as a vacation rental or annual rental immediately. Furnishings & household contents include: Furniture,beds & bedding,linens,dishes,utensils,cookware,silverware,appliances,décor,and other essential household items. PARKING, STORAGE & LAUNDRY Each unit has designated parking: 1-covered space plus 2-additional spaces (tandem parking). Separate shared laundry room is equipped with two full-size washers & two full-size dryers, providing ample capacity for residents and/or vacation rental operations. The driveway & shared courtyard are brick-paved, creating an attractive & welcoming exterior setting. LOCATION, LOCATION, LOCATION: Situated in a highly desirable Sarasota-area location, the property places residents & guests within minutes of downtown Sarasota, award-winning Beaches, entertainment, restaurants, shopping, & numerous area attractions. The flexible rental potential, turnkey furnishings, multiple parking spaces, individual storage, & desirable location makes this a compelling opportunity for an investor seeking both versatility & income potential. 5-units. Multiple rental strategies. Fully furnished. Turnkey. Exceptional Sarasota-area location.

1236 13th Street, Sarasota

420 Kumquat Court, Sarasota
$1,525,000
4 Beds ⋅ 3 Baths ⋅ Owen Burns Sub SubDv. ⋅ 34236 Zip Code
Located in the dynamic Rosemary District, 420 Kumquat Court presents a compelling opportunity for investors and developers seeking position and flexibility in a downtown growth corridor. The property includes an existing triplex generating more than $5,000 per month in potential rental income, offering immediate cash flow while future development plans are evaluated. Zoned Downtown Edge (DTE), the site allows for residential, commercial or mixed-use development. The property is adjacent to Villa Ballada, a newly constructed five-story mixed use condominium featuring 24 residences, reinforcing the area’s continued investment and redevelopment momentum. An additional opportunity exists with the neighboring parcel to the south currently available. With a combined acquisition cost of $3,220,000, this option presents the potential for increased density, with the possibility to develop up to 24 residential units, subject to municipal approvals. The seller can also transfer plans for a seven-unit condominium project designed by award-winning Halflants + Pichette, providing a ready framework for development. Positioned within approximately six blocks of more than 60 restaurants, Sarasota Farmers Market, Sarasota Bayfront, Whole Foods Market and Sarasota’s arts and theater district, the location supports strong walkability and long-term demand. The Bay Park, a 53-acre waterfront park, is approximately four blocks away, with additional access to Payne Park and Legacy Trail. Connectivity is enhanced by the Bay Runner Trolley, offering service from downtown to St. Armands Circle and Lido Beach. This offering combines current income with future development potential in one of Sarasota’s most active urban districts.

420 Kumquat Court, Sarasota

4001 Groveland Avenue, Sarasota
$1,375,000
10 Beds ⋅ 5 Baths ⋅ Grove Park SubDv. ⋅ 34231 Zip Code
LOCATION LOCATION LOCATION! Sarasota's hottest zip code is Presenting a strong multifamily investment opportunity just minutes from Siesta Key, this 5-unit hotel/ motel property offers current income, flexible rental options, and long-term upside in one of Sarasota’s most desirable rental markets. Located in a non-flood zone approximately 4 miles from Siesta Key Beach, the property is well positioned for long-term tenants, seasonal rentals, or potential short-term rental strategies. The building includes five 2-bedroom, 1-bath units, each offering broad tenant appeal and turnkey convenience. Long-term tenants are currently in place, while the property has the availability to hold a motel/hotel license, creating additional flexibility for future ownership and rental operations. Investor-friendly features include individually metered utilities, public water and sewer, paved parking, no required flood insurance, and reported general liability insurance of approximately $460. Recent improvements include exterior paint in 2024, remodeled kitchens in Units 2, 3, and 4 in 2024, updated bathrooms, major plumbing replacement completed in 2009 and 2010, roof replacement in 2014, blown-in roof insulation. The property also offers private amenities that help set it apart from typical multifamily options, including a heated and cooled swimming pool, screened patio room, and tropical outdoor space designed to enhance tenant or guest enjoyment. With current income, multiple rental strategy options, turnkey units, and a prime Sarasota location near Siesta Key, this property is a compelling opportunity for investors seeking cash flow, flexibility, and long-term appreciation potential. Schedule your private showing today.

4001 Groveland Avenue, Sarasota

3476 Winton Avenue, Sarasota
$1,300,000
9 Beds ⋅ 6 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code
A rare, one of a kind Sarasota investment opportunity offering incredible flexibility, privacy, and income potential! Come invest in one of the most highly desirable areas in Florida. 1 parcel features 3 detached single family homes, plus additional space with potential to build a fourth home. Each residence offers 3 bedrooms and 2 bathrooms with updated interiors, charming individual designs, and lush tropical landscaping throughout. At the heart of the property is an inviting shared pool area with cabana spaces, creating a private tropical setting to relax, entertain, and enjoy the Florida lifestyle. The property is extremely private, with lush surroundings and plenty of room to expand and create an even more impressive compound. Currently income producing, the property includes active vacation rentals, while one cottage is utilized as student housing with bedrooms rented individually. Its proximity to Ringling College of Art and Design and New College of Florida adds another layer of rental potential. Continue the existing strategy or reimagine the property as a multi generational retreat, artist compound, private residential compound, or a unique setup for friends who want to live close while maintaining their own private residences. Tucked away on a private dead end street with no HOA and outside of a designated flood zone, the location is exceptional. Minutes from Downtown Sarasota, The Ringling Museum, Sarasota Bradenton International Airport, Ringling College, New College, dining, shopping, and Sarasota Bay, which is even within walking distance. With 3 existing homes, a pool and cabana area, multiple income possibilities, exceptional privacy, and room for future expansion, opportunities like this are incredibly hard to find in Sarasota. Keep everything operating as is and generate income, or bring your vision and unlock even more potential. Book your private showing today before your next investment opportunity in Sarasota,Florida is gone!

3476 Winton Avenue, Sarasota

507 Madison Court, Sarasota
$1,300,000
4 Beds ⋅ 2 Baths ⋅ Owen Burns Sub SubDv. ⋅ 34236 Zip Code
Rare corner-lot duplex in Sarasota’s highly desirable Laurel Park Historic District, located approximately 0.5 miles from downtown Sarasota’s dining, shopping, arts, bayfront, and cultural attractions. Set beneath mature trees and surrounded by the timeless character of Laurel Park, this well-maintained property blends classic Old Florida charm with substantial recent improvements. Each residence offers 2 bedrooms, 1 bathroom, spacious living areas, a full kitchen, a dedicated laundry area, and its own private screened lanai overlooking fully fenced outdoor spaces that provide privacy and separation between the units. Recent improvements include a new roof installed in November 2024, new windows installed in September 2022, a full exterior repaint completed in January 2025, a remodeled bathroom, custom paver hardscaping, and refreshed landscaping. One residence also features a private putting green, a distinctive outdoor amenity rarely found near downtown Sarasota. Laurel Park is known for its historic character and convenient proximity to Burns Court, Payne Park, downtown Sarasota, and Sarasota Bay. Lido Key and Siesta Key beaches are also just a short drive away. Whether used as an owner-occupied residence with supplemental rental income, a long-term investment property, or a flexible downtown retreat, this duplex offers a variety of possibilities in one of Sarasota’s most charming and centrally located neighborhoods. An exceptional opportunity to own a versatile property offering character, privacy, recent improvements, and an outstanding downtown Sarasota location.

507 Madison Court, Sarasota

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