Sarasota FL Real Estate &

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Beds:
4
Baths:
4.00
Sq.Ft.:
1,550
Status:
Active
MLS#:
TB8460558
Type:
Duplex
Subdivision:
Siesta Rev Of
Lot size:
0.3 Acres
Year built:
1951
A broker reciprocity listing Courtesy: GENSTONE REALTY 833-396-0092
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ADDITIONAL INFORMATION

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.

Beds:
6
Baths:
5.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
A4674885
Type:
Other
Subdivision:
Central Park Sub
Lot size:
0.23 Acres
Year built:
1949
A broker reciprocity listing Courtesy: RE/MAX ALLIANCE GROUP 941-954-5454
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ADDITIONAL INFORMATION

FIVE UNIT APARTMENT COMPLEX. DTN zoned corner lot in downtown Sarasota. Fully rented month to month annual agreements paying below market value. City zoning allows weekly rentals. Purchase and earn rental income OR develop in DTN zoning. Common area laundry as an amenity for tenants. Bldg #1 has 2 units, each are 1 bedroom/1 bath. Bldg 2 has 2 units, each are 2 bedroom/1 bath. Bldg #3 is the cottage/studio. This property is in fast growing downtown Sarasota a few blocks to Main Street with downtown restaurants, shops and bars. 2 blocks from Sarasota City park with tennis courts, playground and dog park all situated around a lake! Many multimillion dollar homes and deluxe condo developments in and surrounding Gillespie Park. Close to beaches and beautiful Sarasota Bay. Investment property with huge income potential and huge future DTN development. Seller is offering owner/seller financing to prospective buyers. 30% minimum requirement. All financing terms are extremely attractive and negotiable.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,481
Status:
Active
MLS#:
TB8453606
Type:
Duplex
Subdivision:
Phillipe Gardens
Lot size:
0.25 Acres
Year built:
1970
A broker reciprocity listing Courtesy: COMPASS FLORIDA, LLC 305-851-2820
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. No CDD fees and no HOA—this fully remodeled Sarasota duplex in highly desirable Phillippe Gardens offers exceptional income potential just minutes from world-famous Siesta Key Beach. Each spacious unit features 2 bedrooms, 1.5 baths, an attached 1-car garage, private outdoor living spaces with a patio, screened lanai, and fenced backyard. Recent upgrades include brand-new flooring, beautifully renovated kitchens, updated bathrooms, new appliances (including washers and dryers), and all-new hurricane-impact windows and garage doors. The plumbing and electrical systems have been updated as well, offering added peace of mind. This property is perfect for investors or multi-generational living—live on one side and rent the other, use both units for long-term tenants, or maximize returns with short-term rental opportunities like Airbnb or VRBO (verify local regulations). The property experienced no interior flooding during the 2024 storms, a rare advantage in the area. Located just 10 minutes from Siesta Key Beach, 12 minutes to Siesta Key Village, and under 20 minutes to premier shopping and dining at University Town Center, this turn-key duplex offers unbeatable convenience near US-41, top Sarasota attractions, waterfront dining, nightlife, and award-winning Gulf beaches. Fully remodeled, ideally located, and offering outstanding income potential—this is a rare Sarasota investment opportunity you do not want to miss.

Beds:
4
Baths:
4.00
Sq.Ft.:
1,920
Status:
Active
MLS#:
A4673957
Type:
Duplex
Subdivision:
Walkers Sub
Lot size:
0.23 Acres
Year built:
1981
A broker reciprocity listing Courtesy: KW COASTAL LIVING III 941-900-4151
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ADDITIONAL INFORMATION

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.**

Beds:
n/a
Baths:
5.00
Sq.Ft.:
1,470
Status:
Active
MLS#:
A4670924
Type:
Other
Subdivision:
Pelican Gardens
Lot size:
0.9 Acres
Year built:
1955
A broker reciprocity listing Courtesy: RE/MAX ALLIANCE GROUP 941-954-5454
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ADDITIONAL INFORMATION

Rare Income-Producing Portfolio on South Lido Key – 5 Turnkey STR Units A rare opportunity to acquire a fully operating short-term rental portfolio on South Lido Key, one of Sarasota’s most coveted coastal markets. This offering includes five updated studio units within a boutique beachside community just steps from two direct beach access points and a short ride to St. Armands Circle. Each unit is managed, actively listed, and consistently booked, delivering proven performance and strong guest demand year-round. These condos have a long track record as successful Airbnb rentals, with 2024 gross income averaging $38,470 per unit and portfolio-wide net income of $113,255 after HOA, taxes, utilities, and cleaning expenses. This is a cash-flowing, turnkey asset in a high-barrier-to-entry vacation rental market. The property features a community pool and sliding glass access private patios for each unit, creating the indoor/outdoor lifestyle guests expect on Lido. Interiors have been updated over the years and show pride of ownership throughout. Major mechanical systems are in good condition, with recent A/C and hot water tank replacements across the portfolio for peace of mind. Unit Renovation & Mechanical Summary: • Unit 2 – Updated AC ~4 yrs WH < 6 yrs • Unit 6 – Updated AC ~4 yrs WH < 6 yrs • Unit 10 – Updated AC ~2 yrs WH < 6 yrs • Unit 11 – Updated AC ~3 yrs WH < 3 yrs • Unit 12 – Updated AC ~2 yrs WH < 3 yrs This type of offering is rarely available — a multi-unit STR package on Lido Key with documented income history, repeat traveler base, and proven operational infrastructure already in place. Keep as a turnkey portfolio, self-manage, or explore value-add improvements and dynamic pricing to further enhance returns. 5 units. One unbeatable coastal investment. Opportunities like this do not come around often.

Beds:
2
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
A4669635
Type:
Duplex
Subdivision:
Sarasota Springs
Lot size:
0.17 Acres
Year built:
1955
A broker reciprocity listing Courtesy: ENGEL + VOELKERS SARASOTA 941-388-9800
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ADDITIONAL INFORMATION

Welcome to an exceptional opportunity in the heart of Sarasota Springs! This versatile property offers two distinct living spaces — a comfortable 2-bedroom, 1-bath main residence and a charming studio suite with private entrance — providing flexibility for extended family, guests, a private workspace, or added rental income. Beautifully maintained and intentionally updated throughout, this home blends thoughtful design, modern finishes, and efficient systems — highlighted by a brand-new kitchen that anchors the interior with style and function. With approximately 1,152 sq ft of living space on a 7,560 sq ft lot, every detail has been curated for comfort and versatility. Step outside and discover an expansive, fully fenced backyard— thoughtfully designed with two separately fenced areas for privacy and enjoyment on both sides. Fresh new landscaping surrounds the property, creating a lush and inviting atmosphere. Enjoy evenings under the café lights, gather around the fire pit, or relax in one of the multiple seating areas that make outdoor living feel like a true extension of the home. There’s also a large storage shed for added convenience and plenty of space to garden, play, or entertain. Perfectly positioned in one of Sarasota’s most convenient central neighborhoods, you’re just minutes from shopping, dining, parks, beaches, and major roadways. The combination of location, updates, and lifestyle possibilities makes this property ideal for a wide range of buyers seeking quality, privacy, and opportunity in one. Zoned RSF3 and recognized by the county as a 2-family dwelling. Experience the perfect blend of flexibility, function, and intentional living in this beautifully updated Sarasota home.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
A4670587
Type:
Duplex
Subdivision:
South Highland Amd Of
Lot size:
0.17 Acres
Year built:
1971
A broker reciprocity listing Courtesy: AN ISLAND PLACE REALTY INC 941-720-2242
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ADDITIONAL INFORMATION

This beautiful rental property is located in the middle of Sarasota off Tamiami Trail. Walking distance to shopping and great restaurants. Close to Siesta Beach as well. The property is zoned RSF3. Monthly rental, each two bedroom , 2 bath unit epitomizes coastal living at its best. The attention to detail is everywhere. All the conveniences are included with this turnkey investment property. Beautiful outside area to relax in. Completely fenced in back yard oasis, independent from each side. The photos lend a view of this beautiful property, but go look at it you will immediately realize there is more to this great space. Located on the end of the street with no thru traffic makes this a perfect get away.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
A11900081
Type:
Duplex
Subdivision:
Crestline
Year built:
1980
Courtesy: Douglas Elliman Lourdes Ocampo 786-290-6091
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ADDITIONAL INFORMATION

Excellent investment opportunity in Sarasota County. Two units 2-Bedrooms and 1-bathroom each, in this very well situated Duplex. Only 15-minutes drive to Downtown Sarasota, 3 min drive to I-75 highway and 30min to famous Siesta Key beautiful beaches. Start receiving income as soon as you close as this property is currently Tenant-occupied. Currently paying lower than market price rent since they are long time Tenants, who can stay, or leave the units. Waiting for rent roll from owner, but should be able to get as needed. This is an excellent opportunity of getting a fair priced property with lots of potential to produce more than currently producing income. Location is very convenient and with lots of potential for future further improvement.

Beds:
4
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
C7516619
Type:
Duplex
Subdivision:
Schindler Sub
Lot size:
0.17 Acres
Year built:
1973
A broker reciprocity listing Courtesy: PROPERTY LIONS REALTY, INC 941-456-2676
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ADDITIONAL INFORMATION

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.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,729
Status:
Active
MLS#:
A4667604
Type:
Triplex
Subdivision:
Rhodes & Hale Sub
Lot size:
0.21 Acres
Year built:
1940
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 941-383-6411
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ADDITIONAL INFORMATION

3 UNITS in Laurel Park! This income-producing opportunity is in the coveted Downtown Historic District of Laurel Park, Sarasota. This beautifully renovated and meticulously maintained triplex blends timeless character with proven financial performance, offering the perfect combination of lifestyle and investment potential. Currently operating as an established Airbnb with Superhost status and professional management in place, this property provides steady, verifiable income with strong year-over-year performance and the flexibility to continue as a high-yield short-term rental or transition to long-term tenants for predictable cash flow. The triplex features three charming, fully furnished units—two front units with two bedrooms and one bathroom each, and a one-bedroom, one-bathroom rear unit. Each includes private driveways, off-street parking, patios, and either in-unit or shared laundry. Situated on an exceptional flag lot with dual frontage on both Laurel Street and Ohio Place, this property offers rare privacy, accessibility, and redevelopment potential. The lot’s size and configuration make it ideal for a future custom residence, offering one of the most desirable build opportunities within Sarasota’s downtown core. Financially, the property has a consistent and transparent performance record, generating $111,599 in 2023, $106,893 in 2024, and a projected $103,000 in 2025. Importantly, these figures already reflect reduced occupancy, as the owners reserve the property multiple times per year for family use. Without that usage, the income potential is expected to reach or exceed $120,000 annually, offering clear upside for an investor focused on maximizing returns. With stronger marketing, repeat-guest programs, and continuous availability, this property’s income could grow substantially while remaining a largely hands-off investment. This triplex stands out not only for its returns but also for its flexibility. Investors can enjoy immediate passive income with management and future bookings already in place, or occupy one unit and rent the others to offset ownership costs. The property’s prime location within the National Historic District of Laurel Park enhances its long-term value, offering walkable access to Sarasota’s Bayfront, Selby Gardens, Main Street dining, shopping, and the city’s renowned arts and theater venues. Laurel Park’s historic charm, walkability, and strong rental demand make it one of Sarasota’s most stable and appreciating neighborhoods for both investors and homeowners alike. With its combination of proven rental history, turnkey condition, desirable lot, and premier downtown location, this property represents a rare opportunity to own an asset that delivers reliable income today and exceptional upside tomorrow. Whether held as a passive income generator, a personal retreat with investment benefits, or the site of a future luxury home, this triplex embodies the best of Sarasota’s lifestyle, history, and growth potential. Don’t miss your chance to own this exceptional property in one of Sarasota’s most sought-after neighborhoods—where historic character meets lasting investment value.

Beds:
6
Baths:
5.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
A4667273
Type:
Duplex
Subdivision:
Southpointe Shores
Lot size:
0.32 Acres
Year built:
1972
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 941-366-8070
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ADDITIONAL INFORMATION

Live, Earn, or Expand—Your Sarasota Dream Awaits A rare West of the Trail gem in Southpointe Shores, this expansive 2,808 sq. ft. duplex captures the essence of Florida living—sun-drenched, private, and endlessly versatile. Perfect for investors seeking strong rental returns, homeowners dreaming of living in one side while the other pays the mortgage, or anyone with a vision to combine both residences into a single-family coastal retreat, this property delivers possibilities at every turn. Each unit has been thoughtfully updated for comfort, privacy, and modern ease. Two private entryways, fenced backyards, and brick-paver patios create an ideal balance of connection and independence—perfect for morning coffee under the palms or evening gatherings beneath the stars. Unit 1886 offers 1,639 sq. ft. with 4 bedrooms, 3 bathrooms, a screened lanai, gas range, stainless steel appliances, luxury quartz countertops, tray ceilings, and a flexible floor plan ideal for families or long-term tenants. Unit 1884 features 1,087 sq. ft., 2 bedrooms, 2 bathrooms, a sunroom, stainless steel appliances, luxury quartz countertops, tray ceilings, and a private fenced backyard, radiating coastal warmth and effortless style. Both units include indoor laundry rooms, and hurricane-impact windows— ready for immediate living or leasing. Outside, Southpointe Shores enchants with a quiet, tree-lined neighborhood and an optional HOA membership granting access to a private boat ramp and kayak launch, perfect for sunset cruises or weekend paddle adventures on Sarasota Bay. Just minutes away, enjoy Siesta Key’s sugary sands, Downtown Sarasota’s vibrant arts and dining scene, and the boutique charm of The Landings and Gulf Gate Village. More than a duplex, this property is a lifestyle investment where flexibility, location, and long-term value converge. Live beautifully, earn effortlessly, and own a piece of Sarasota’s coastal magic in Southpointe Shores.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,063
Status:
Active
MLS#:
A4667029
Type:
Fourplex
Subdivision:
Pritchard Frank
Lot size:
0.11 Acres
Year built:
1932
A broker reciprocity listing Courtesy: COASTAL CONNECTION REALTY 941-896-9991
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ADDITIONAL INFORMATION

Charming 4-unit in the Heart of Gillespie Park! 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 it to a 2/1). The roof is from 2019. The Gillespie Park neighborhood is becoming one of Sarasota's most vibrant spots - just steps away from downtown restaurants and shops and the Rosemary District. Multimillion-dollar homes are beginning the line the streets and the area will continue to revitalize. Easy walking distance to the exciting new Sarasota Bay Park, currently under development. Your tenants don’t even need a car if they work downtown. This is the perfect opportunity to get into this neighborhood before it hits its peak! Zoned DTN, this lot has development flexibility with room for up to 12 units per acre. Whether you’re an investor looking to expand your portfolio or perhaps want a fabulous location for your next dream home, this property checks the boxes.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,780
Status:
Active
MLS#:
A4660321
Type:
Triplex
Subdivision:
Siesta Beach
Lot size:
0.3 Acres
Year built:
1950
A broker reciprocity listing Courtesy: HARRY ROBBINS ASSOC INC 941-924-8346
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ADDITIONAL INFORMATION

INCOME-GENERATING TRIPLEX JUST MINUTES FROM WORLD-FAMOUS SIESTA KEY BEACH! Located in the desirable Siesta Beach neighborhood on Siesta Key, this opportunity to own Tangerine Dream offers incredible potential for investors, vacation rental owners, or anyone seeking a coastal lifestyle with income potential. This well-maintained triplex features three individual 1-bedroom, 1-bath units, totaling 2,222 of living square feet on a spacious 13,014 sq ft lot. Constructed in 1950, the property has been thoughtfully updated over the years including; a new roof, all new impact windows, and a new breaker system in 2019. A detached storage shed, provides extra space for storage or beach gear. Perfectly situated just half a mile from the powdery white sands of Siesta Key Beach, consistently ranked America’s #1 Beach. The location is walkable and bike-friendly, with convenient access to Siesta Village’s shopping, dining, and nightlife. Other nearby attractions include Turtle Beach offering endless opportunities for outdoor recreation like kayaking and paddleboarding. Positioned within a golf cart-friendly zone and free from HOA or deed restrictions, this property offers outstanding flexibility and strong short- and long-term rental potential. Whether you're an Airbnb or vacation rental investor seeking prime coastal cash flow, a multifamily buyer planning to live in one unit while renting the others, or a developer with an eye for redevelopment in a high-demand beachside area, this property checks every box. Don’t miss this rare income-producing gem near Siesta Key Beach with limitless potential.

Beds:
8
Baths:
8.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
A4657990
Type:
Other
Subdivision:
Sarasota Beach
Lot size:
0.28 Acres
Year built:
1948
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 941-349-4411
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ADDITIONAL INFORMATION

SIESTA KEY INVESTMENT PROPERTY. Great location! Welcome to the Wildflower. Just steps from the #1 Beach in USA. Nestled within a tropical oasis, this charming 8 plex 4 ground level units and 4 second level units, with 8 parking spaces offers a unique blend of comfort and natural beauty. Surrounded by vibrant tropical flora, enter the common area courtyard centered around a sparkling heated pool, perfect for relaxing after a day at the beach. The courtyard backdrop includes a standing waterfall that offers the tranquil sounds of nature. A very unique detail to any outdoor living space. Adjacent from the pool are two screened communal areas. A game room, with tv, ping pong table, pool table, arcade & washer/dryers and restroom with shower. The second lanai has a sectional sitting area with tv, fire pit and sauna. Plenty of beach and pool accessories, noodles, rafts, beach chairs, carts, etc,. for guests to enjoy. There is also a dock, across the street that is included with the sale of the property. Ideal for kayak launching or fishing. The canal leads to the Siesta Key Grand Canal. The interiors are adorned with NEW modern finishes, appliances, and furnishings. Interior spaces can be combined by interior door. Each room has been eloquently decorated with a coastal theme. Guests can take leisurely strolls to Siesta Key Village shops, restaurants and entertainment. The free trolley stop is also around the corner. This turnkey property is in like NEW CONDITION and is the perfect investment opportunity. Schedule your showing to see this amazing slice of paradise.

Beds:
8
Baths:
5.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
TB8397140
Type:
Other
Subdivision:
Shanandoah Park
Lot size:
0.8 Acres
Year built:
1947
A broker reciprocity listing Courtesy: PREFERRED SHORE LLC 941-999-1179
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ADDITIONAL INFORMATION

This centrally located, five-parcel assemblage in Sarasota’s Park East neighborhood offers a rare redevelopment opportunity in an area experiencing ongoing growth. Totaling approximately 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 within an Opportunity Zone. Zoning allows for mixed-use development with ground-floor commercial and multifamily residential uses as well as hotel developments with ground-floor commercial. The property supports a base density of 25 units per acre, with the potential to achieve up to 100 units per acre through participation in the City of Sarasota’s Attainable Housing Density Bonus Program. Building heights of up to four stories are permitted under current zoning. The property is strategically located near downtown Sarasota, US-301, Fruitville Road, and I-75, offering convenient access to local employers, retail corridors, and regional transportation. Nearby recreational and cultural amenities include Bayfront Park, Payne Park, Gillespie Park, and the Rosemary District. Rental income provides holding revenue while entitlements and development planning are pursued. Buyer is responsible for verifying all zoning regulations, density bonuses, and development entitlements with the City of Sarasota.

Beds:
n/a
Baths:
Sq.Ft.:
2,102
Status:
Active
MLS#:
A4654052
Type:
Duplex
Subdivision:
Sarasota Beach
Lot size:
0.12 Acres
Year built:
1968
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 941-349-4411
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ADDITIONAL INFORMATION

Welcome to Salty Summer & Summer Salt, a fantastic duplex with a shared pool perfectly located minutes from the turquoise waters and powder-soft sands of the Gulf and steps from Siesta Village, which offers a variety of shops and restaurants. With two bedrooms and two bathrooms in each unit, this home is perfect for your beach getaway, so pack your bags and enjoy a dream island vacation on Siesta Key. Highlights •2 Beds/2Baths, Each Unit - Sleeps 8 • Short stroll to the beach • Shared Heated Pool • Nintendo NES game • 2-minute walk to restaurants and shops • Dog Friendly • Private laundry room in each unit • Shared Outdoor Seating and BBQ grill • Free WiFi throughout the home and exterior spaces You will love the beach decor and colors as you enter the open living space. The family room has inviting conversational seating, perfect for watching a show after a day at the beach. In the kitchen, you will find stainless steel appliances, cooking essentials, and granite countertops with seating. Dine at the kitchen table or head outside for a lovely BBQ on the shared grill.

Beds:
6
Baths:
4.00
Sq.Ft.:
3,687
Status:
Active
MLS#:
A4652219
Type:
Fourplex
Subdivision:
Bay Haven
Lot size:
0.37 Acres
Year built:
1945
A broker reciprocity listing Courtesy: THE MULTIFAMILY FIRM LLC 941-444-6160
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ADDITIONAL INFORMATION

Discover a rare multifamily gem in one of Sarasota’s most desirable coastal neighborhoods, offering an inviting blend of private owner living and well-designed short-term vacation rental spaces. Spanning three city lots, this distinctive 125-foot-long masonry residence features four unique living spaces arranged to provide exceptional privacy, natural separation, and a welcoming atmosphere for both the owner and visiting guests. Lush landscaping, thoughtful outdoor areas, and the property’s elongated footprint help each residence feel independent while still contributing to the overall character of the setting. Two of the residences are styled in a chic tropical-boho theme, each with its own private outdoor retreat. Lush landscaping, privacy fencing, landscape lighting, bamboo outdoor showers, heated pools, hot tubs, and gentle waterfall elements create a secluded, resort-like atmosphere that guests consistently appreciate. These spaces feel quiet and intimate, offering a relaxing escape within the property’s overall environment. Just steps away, the owner’s unit brings a completely different kind of charm, embracing classic Old Florida character with box-beamed vaulted ceilings, pecky cypress walls, and a cozy fireplace. Its screened lanai rests beneath a magnificent 200-year-old oak tree, providing a peaceful spot to unwind. A curved-wall office adds a distinctive architectural touch and reflects the home’s long-standing character. Balancing the historic and tropical elements, the fourth residence introduces a fresh, modern feel. Completed just a year ago, it features high ceilings, upscale finishes, and a bright, open layout that blends comfortably into the property while still offering a clean, contemporary living experience. The elongated masonry design enhances privacy throughout the property and provides approximately 3,500 square feet of interior living space. Positioned on an elevated site about 17 feet above sea level and outside the flood zone, it offers added peace of mind. Carefully designed landscaping stretches across the grounds, creating a natural flow between residences while maintaining the sense of separation that gives the property its character. Only one block from a waterfront park overlooking Sarasota Bay, the location offers easy access to sunset views, shaded open space, and the relaxed coastal rhythm of the neighborhood. Blending historic charm, tropical surroundings, and a layout that accommodates both owner living and short-term vacation rentals, this property delivers a rare combination of comfort, versatility, and Sarasota appeal. View Offering Memorandum document for financial details!

Beds:
4
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
A4651311
Type:
Duplex
Subdivision:
Schindler Sub
Lot size:
0.17 Acres
Year built:
2023
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 941-366-8070
View additional info

ADDITIONAL INFORMATION

DOWNTOWN FAMILY COMPOUND OR INVESTMENT DUPLEX. TWO ADA-COMPLIANT RESIDENCES WITH THREE CAR GARAGE, ELEVATOR, SOLAR, PIPED NATURAL GAS. Welcome to one of Gillespie Park’s most extraordinary finds—a sleek, contemporary MULTI-GENERATION residence or INCOME PRODUCING INVESTMENT just steps from downtown Sarasota! This 2023 custom-built two-story was thoughtfully designed for two households to live independently yet connected, or could be transformed into a spacious single-family retreat. • TWO FULL 2200 SQ.FT. RESIDENCES: Each floor boasts a 2 bed / 2 bath ADA-compliant layout, soaring 10-ft ceilings, and abundant natural light with motorized blinds, downstairs surround sound. • Gourmet Kitchens: Downstairs: Thermador appliances, 6-burner gas cooktop, dual dishwashers, walk-in pantry, and a stylish coffee/wine bar, laundry room. Upstairs: Bosch appliances, laundry room, and two ensuite bedrooms. • Outdoor Living: Ground Floor courtyard with outdoor kitchen, hot tub, and lush privacy walls. Expansive Second Floor Balcony is partially covered, perfect for relaxing or entertaining. • Energy Smart: Natural Gas tankless hot water heaters. Solar panels currently power the second floor but can be switched to the ground level. • Rare 3-Car Garage with rear alley access—one of the few blocks in Gillespie Park with this feature. • Elevator + Wide Stairwell for seamless access between floors. • Zoned for Short-Term Rentals – a golden opportunity for investors! • Gillespie Park Amenities: Dog run, tennis courts, and a vibrant community vibe. • Walkable Lifestyle: Minutes from the Rosemary Arts District, downtown dining, shopping, and theaters.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,188
Status:
Active
MLS#:
A4650716
Type:
Duplex
Subdivision:
Terrace Gardens
Lot size:
0.23 Acres
Year built:
1950
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 941-349-4411
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ADDITIONAL INFORMATION

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 bedrooms and 1 bath, while Unit 2417 offers 1 bedroom and 1 bath—both currently rented. Inside, you'll find original wood floors in the bedrooms, generously sized closets, and a delightful lanai-style sitting room perfect for relaxing. Whether you're looking to generate rental income right away or dreaming of building your own custom home in a growing neighborhood filled with new construction, this property offers many options. Enjoy the lifestyle that comes with this prime location: bike the nearby Legacy Trail, explore downtown’s vibrant restaurants and cultural scene, play at Payne Park, or spend the day at the beach—all just minutes away.

Beds:
4
Baths:
5.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
A4645520
Type:
Triplex
Subdivision:
Long Meadow
Lot size:
0.41 Acres
Year built:
1957
A broker reciprocity listing Courtesy: EXP REALTY LLC 888-883-8509
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ADDITIONAL INFORMATION

RARE OPPORTUNITY to own a highly profitable FULLY FURNISHED vacation rental in Sarasota, complete with an in-law suite, a pool house, and a private courtyard with a pool—all set on an oversized lot just minutes from world-famous Siesta Key Beach. This fully updated property is a turnkey investment or a perfect second home. Step inside the updated main house with an open concept floor plan and set up for entertaining your friends and family. The separate in-law suite provides flexibility—ideal for guests, extended family, or additional rental income. The versatile pool house creates even more possibilities, whether you need a private escape, a game room, or an entertainment hub. In the center of this oversized property is a large pool, surrounded by ample outdoor space to host gatherings for family. Every facet of this property has been updated, featuring a new irrigation system, exterior landscape lighting, new water lines to the road, new A/C units, new roof, new electric panels and abundant parking for guests and family. Plus, with its prime Sarasota location—just 1.6 miles to Siesta Key Island and close to top-rated dining, shopping, and attractions—this is a rare investment opportunity you won’t want to miss. Move-in ready and/or ready to rent to start generating income today with over $100,000+ in current & future bookings for the first half of 2025!

Beds:
n/a
Baths:
Sq.Ft.:
3,333
Status:
Active
MLS#:
A4643081
Type:
Duplex
Subdivision:
Southpointe Shores
Lot size:
0.29 Acres
Year built:
1972
A broker reciprocity listing Courtesy: AMERICAN PROPERTY GROUP 941-923-0535
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ADDITIONAL INFORMATION

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

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
A4635909
Type:
Duplex
Subdivision:
Inwood Park
Lot size:
0.28 Acres
Year built:
1925
A broker reciprocity listing Courtesy: DOUGLAS ELLIMAN 941-867-6199
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ADDITIONAL INFORMATION

Rare Half-Acre Development Opportunity in Gillespie Park DTN-Zoned Corner Lot Located in Sarasota’s vibrant Gillespie Park neighborhood, this combined half-acre corner site at 624 Goodrich Avenue and 1705 6th Street presents a unique opportunity for infill development in one of the city’s most sought-after downtown-adjacent districts. The property is zoned DTN (Downtown Neighborhood), allowing for multi-unit residential or townhouse development by-right, with approval through the City of Sarasota’s administrative site plan review—no rezoning required. The zoning supports up to three stories (45 feet) in height and an approximate density of 12 units per acre, offering excellent flexibility for urban residential design. Surrounded by mature streetscapes and walkable to downtown Sarasota’s dining, shopping, and cultural attractions, this site combines convenience with strong neighborhood appeal. Gillespie Park continues to attract attention for its mix of historic charm, new construction, and proximity to Sarasota Bay, The Bay Park, and Lido Beach. This is a rare opportunity to design and build within a centrally located district that embodies Sarasota’s evolving urban lifestyle. All zoning, density, and development potential should be confirmed directly with the City of Sarasota Planning Department.

Beds:
4
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
A4635887
Type:
Duplex
Subdivision:
Inwood Park
Lot size:
0.24 Acres
Year built:
1972
A broker reciprocity listing Courtesy: DOUGLAS ELLIMAN 941-867-6199
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ADDITIONAL INFORMATION

Rare Half-Acre Development Opportunity in Gillespie Park DTN-Zoned Corner Lot Located in Sarasota’s vibrant Gillespie Park neighborhood, this combined half-acre corner site at 624 Goodrich Avenue and 1705 6th Street presents a unique opportunity for infill development in one of the city’s most sought-after downtown-adjacent districts. The property is zoned DTN (Downtown Neighborhood), allowing for multi-unit residential or townhouse development by-right, with approval through the City of Sarasota’s administrative site plan review—no rezoning required. The zoning supports up to three stories (45 feet) in height and an approximate density of 12 units per acre, offering excellent flexibility for urban residential design. Surrounded by mature streetscapes and walkable to downtown Sarasota’s dining, shopping, and cultural attractions, this site combines convenience with strong neighborhood appeal. Gillespie Park continues to attract attention for its mix of historic charm, new construction, and proximity to Sarasota Bay, The Bay Park, and Lido Beach. This is a rare opportunity to design and build within a centrally located district that embodies Sarasota’s evolving urban lifestyle. All zoning, density, and development potential should be confirmed directly with the City of Sarasota Planning Department.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,277
Status:
Active
MLS#:
A4637985
Type:
Duplex
Subdivision:
Terra Bea Sub
Lot size:
0.12 Acres
Year built:
1972
A broker reciprocity listing Courtesy: PREMIER SOTHEBY'S INTERNATIONAL REALTY 239-262-4242
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ADDITIONAL INFORMATION

WATERFRONT DUPLEX. Perfect investment opportunity, close to Siesta Key! Come see this delightful duplex, located on a quiet cul-de-sac street with wide open southwesterly views of Phillippi Creek. Boaters can reach the Intercoastal waterway in less than a mile. Or jump in your kayak and head out to Sarasota Bay. The duplex has 119 feet of waterfront with large deck and pool area. Featuring a 10,000 pound boat lift, Azek dock, and a new seawall. The back unit has gorgeous views and could be rented out, while the owner lives up front. Or if you are looking for an affordable way to live a boating lifestyle, you can move in and rent out the front unit. Each two bedroom home has its own electric and water meters and can be rented either annually or on a month-to-month basis. The units are being sold turnkey furnished, have a standing seam metal roof and are move in ready. Don't miss out on this centrally located, income producing property.

Beds:
7
Baths:
7.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
A4623849
Type:
Triplex
Subdivision:
Homecroft
Lot size:
0.3 Acres
Year built:
1945
A broker reciprocity listing Courtesy: LOYD ROBBINS & CO. LLC 941-957-9300
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ADDITIONAL INFORMATION

3 homes located in the HEART of PINECRAFT, A 4 bedroom, 3 1/2 bath MAIN HOME, a detached 2 BEDROOM, 2 BATH home and a 1 bedroom, 1 bath home...Use for INVESTMENT or a FAMILY COMPOUND... A renovation like no other by one of the best contractors in town. Both the MECHANICS and COSMETICS of these properties are astounding, with thought and consideration evident in every room. All the DRAINPIPES have been replaced with PVC, and the PRESSURE LINES are new and supported by TANKLESS HOT WATER HEATERS. The ELECTRICAL SYSTEM has been completely updated, including the panel, wiring, and fixtures. The NEW KITCHEN has stainless steel appliances and granite countertops, with an enormous number of cabinets and counter space. In the MAIN HOUSE, the primary bedroom is complemented by a spacious bathroom and walk-in closet, which includes an ADDITIONAL WASHER/DRYER for that end of the house. The OFFICE, located off the primary bedroom, has its own outside entrance. All the bathrooms are NEW, as are the IMPACT WINDOWS. The main house features a NEW METAL ROOF. The OUTSIDE KITCHEN is made of composite materials not prone to decay. Additionally, the property includes a DETACHED 2-bedroom, 2-bath home that has been completely renovated to the high standards of the owner/contractor, from the drainpipes to the new roof and has a 20 x 08 covered porch... There is also a DETACHED 1-bedroom, 1-bath apartment with a long-term tenant in place. The property boasts a HUGE GARAGE/WORKSHOP and a 2-car carport. Everything is connected by a spacious paver brick driveway and patio sitting area, surrounded by lush landscaping that brings the final touches to this TRULY REMARKABLE INVESTMENT or FAMILY COMPOUND

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Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of {{last updated}}. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Copyright 2026, My Florida Regional MLS DBA Stellar MLS.

Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited. © 2026 MIAMI Association of REALTORS®, all rights reserved.




Sarasota Real Estate

Sarasota is located in Florida. Sarasota, Florida has a population of 53,786. Sarasota is more family-centric than the surrounding county with 17.85% of the households containing married families with children. The county average for households married with children is 17.15%.

The median household income in Sarasota, Florida is $62,615. The median household income for the surrounding county is $69,490 compared to the national median of $69,021. The median age of people living in Sarasota is 49 years.

Sarasota Weather

The average high temperature in July is 90.7 degrees, with an average low temperature in January of 50.9 degrees. The average rainfall is approximately 56 inches per year, with 0 inches of snow per year.

Sarasota Map

Sarasota Real Estate Market Conditions

  • Median sales price

    $475,000
    31.2%
    change since last quarter
  • # Active listings

    3,073
    30-day change

Sarasota Schools and Demographics

Education near Sarasota, FL

City County
High School Graduates 90.53 93.68
College Degree - 2 year 8.1 9.58
College Degree - 4 year 38.31 37.32
Graduate Degree 10.31 11.05
Expenditures per Student 13,454 13,454
Students per Teacher 15.4 15.4

Elementary Schools near Sarasota, FL

Grades Students P/T Ratio ZIP
Alta Vista Elementary School KG - 05 635 13 34237
Ashton Elementary School PK - 05 896 16 34233
Bay Haven School of Basics Plus KG - 05 591 14.8 34234
Brentwood Elementary School PK - 05 672 12.7 34232
Emma E. Booker Elementary School PK - 05 554 12.6 34234
Florine J Abel Elementary School PK - 05 554 13.8 34243
Fruitville Elementary School PK - 05 761 13.1 34232
Gocio Elementary School PK - 05 668 13.4 34235
Gulf Gate Elementary School PK - 05 753 14.2 34231
Imagine School At Palmer Ranch PK - 08 429 14.3 34238
Kinnan Elementary School PK - 05 656 16 34243
Lakeview Elementary School PK - 05 606 15.2 34241
Phillippi Shores Elementary School PK - 05 750 15 34231
Sarasota Academy of the Arts KG - 08 207 9 34232
Sarasota Suncoast Academy KG - 05 500 15.6 34241
Southside Elementary School PK - 05 725 14.5 34239
Suncoast School for Innovative Studies PK - 08 422 10.6 34237
Tatum Ridge Elementary School PK - 05 669 14.5 34240
Tuttle Elementary School PK - 05 701 13.2 34237
Wilkinson Elementary School PK - 05 483 12.1 34231

Middle Schools near Sarasota, FL

Grades Students P/T Ratio ZIP
Booker Middle School 06 - 08 856 13.8 34234
Brookside Middle School 06 - 08 820 15.5 34239
McIntosh Middle School 06 - 08 684 13.7 34232
Sarasota Middle School 06 - 08 1,270 15.9 34233
Sarasota Military Academy Prep. 06 - 08 422 15.1 34240
Sarasota School of Arts/Sciences 06 - 08 750 17.1 34236
Sarasota Virtual Instruction (Course Offerings) 09 - 12 0 34231

High Schools near Sarasota, FL

Grades Students P/T Ratio ZIP
Booker High School 09 - 12 1,087 15.8 34234
Riverview High School 09 - 12 2,483 19.7 34231
Sarasota High School 09 - 12 2,110 19.9 34237
Sarasota Military Academy 09 - 12 1,094 15 34236
Suncoast Polytechnical High School 09 - 12 541 23.5 34233

Ungraded Schools near Sarasota, FL

Grades Students P/T Ratio ZIP
Access To Education KG - 12 39 5.6 34243
ESE Special Programs PK - 12 8 0.1 34231
Oak Park School KG - 12 345 6.3 34241
Sarasota Virtual Academy (Virtual Franchise) KG - 12 0 34233
Sarasota Virtual Instruction Program KG - 12 41 34231
Suncoast Technical College AE - AE 11 0.2 34233
Triad School 06 - 12 112 5.6 34233

Demographics near Sarasota, FL

City County
Neighborhood Type
Population 53,786 429,336
Population Density 3,653 771
Median Age 49 56.5
People per Household 2.1 2.2
Median Household Income 62,615 69,490
Average Income per Capita 48,380 48,265

Real estate near Sarasota