Sarasota Homes with Fence Exterior Features

Sarasota Homes with Fence Exterior Features

Welcome to Sarasota County, Florida, a vibrant coastal gem that perfectly blends sun-soaked beaches, cultural richness, and a welcoming community atmosphere. Nestled on the southwestern coast of the Sunshine State, Sarasota is renowned for its stunning shoreline, including the world-famous Siesta Key Beach, consistently ranked among the best beaches in the United States. With warm weather year-round, residents enjoy an outdoor lifestyle filled with boating, fishing, and golfing, alongside access to lush parks and nature preserves.

Sarasota is not only a paradise for beach lovers but also a cultural hub, offering a variety of art galleries, theaters, and the prestigious Ringling Museum of Art. The county is home to a diverse culinary scene, featuring everything from fresh seafood to gourmet dining, ensuring there’s something to satisfy every palate.

When it comes to housing, Sarasota County boasts an array of options to suit every lifestyle. Among the most sought-after features are homes with fenced exteriors, providing both privacy and security for families and pets alike. These properties often come with spacious backyards, perfect for outdoor gatherings, gardening, or simply enjoying the beautiful Florida weather. Whether you're looking for a cozy bungalow or a luxurious estate, Sarasota's real estate market has something for everyone.

Explore the charm of Sarasota County, where coastal living meets a vibrant community, and find your dream home with a fenced exterior that offers the perfect blend of comfort and tranquility. Your sunny paradise awaits!

Newest Sarasota Homes with Fence Exterior Features

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

32 Beds ⋅ 16 Baths ⋅ James Street Park SubDv. ⋅ 34236 Zip Code

SARASOTA ~ CITY OF SARASOTA ~ ROSEMARY DISTRICT ~ DOWNTOWN LIVING AND / OR INVESTMENT, WITH UPSIDE DEVELOPMENT OPPORTUNITIES! - WE ARE SELLING 4 CONTIGUOUS PROPERTIES WITH FOUR RENTAL HOMES ON AN ESTIMATED 23K SF +/- LAND!!!! Come and explore this unique opportunity to own and operate four contiguous properties with homes within the much sought after City of Sarasota "Rosemary District". The current rent roll is estimated at $100K +/-, all the current homes (4) are rented on an annual basis. The zoning does allow for short term weekly rentals, come and set up your own short term rental compound with estimated average daily rates @ $50.00 - $100.00 +/. Want another reason to look, owner will consider "owner financing" and/or selling off less then all four homes. There are just not many opportunities in the City of Sarasota to secure rezoned lands with the ability to use the current as-is property to secure carry income while waiting for the right timing to develop. The upside development in the Rosemary Zoning District: up to 7-stories with up to 30+ units. Property is very easy to show, sign is on site! NOTE: another contiguous parcel - rental home available for discussion. NOTE: future development plans viable on request!

1555 7th Street, Sarasota

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

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

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

2119 & 2125 Montclair Drive Unit 1 & 2, Sarasota

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

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, demonstrating an excellent opportunity for buyers interested in “house hacking” by living in one unit while offsetting expenses with rental income from the other. With three major colleges nearby, the property also presents excellent potential for student housing demand. Whether you are an investor seeking cash flow, a buyer looking to offset monthly expenses through owner-occupancy, or someone searching for a flexible income-producing property in a rapidly growing Sarasota location, this duplex offers outstanding versatility and long-term upside potential.

993 Gary Street Unit A & B, Sarasota

5 Beds ⋅ 2 Baths ⋅ Newtown SubDv. ⋅ 34234 Zip Code

This well-maintained duplex is ideally situated just minutes from the airport, downtown Sarasota, and the area’s world-renowned beaches. The property features two separately metered units, offering strong rental appeal and ease of management: Unit 1: 3 bedrooms, 1 bathroom Unit 2: 2 bedrooms, 1 bathroom Both units are tenant-occupied with long-term leases in place, generating a gross monthly rent of $3,350. Tenants pay their own water and electric, keeping operating expenses low for the owner. Situated on a desirable corner lot, the property also includes laundry hookups for added tenant convenience. Major updates have already been completed, providing peace of mind for investors: Newer roof Updated central A/C units Upgraded electrical and plumbing systems Unique Financing Opportunity: The seller is open to creative financing options and currently has a mortgage on the property, making this an excellent opportunity for buyers seeking flexible terms.

1610 22nd Street, Sarasota

6 Beds ⋅ 5 Baths ⋅ Sarasota Springs SubDv. ⋅ 34231 Zip Code

Being sold with the adjacent single-family home (MLS#A4682693) 3 UNITS TOTAL for $1,550,000 Welcome to Gone Coastal Villas, a rare three-unit coastal retreat just minutes from world-famous Siesta Key Beach in Sarasota. This exceptional property offers the perfect blend of personal enjoyment and income potential, ideal as a family compound, investment property, or both. Comfortably accommodating up to 12 guests, it’s perfectly suited for large gatherings or three separate vacation groups. The duplex features two mirrored two-bedroom, two-bath residences, each with private driveways, one-car garages, laundry, and storage. The beautifully updated Flamingo and Coastal cottages showcase open floor plans, vaulted ceilings, screened patios with grilling areas, and private above-ground spas. Adjacent is the Seashell Cottage, a charming single-family two-bedroom, one-bath home with a refined coastal contemporary design. All three turnkey furnished residences have been thoughtfully updated with cohesive coastal contemporary finishes. The shared courtyard offers an inviting outdoor experience with astro turf, a heated saltwater pool with sun shelf, gated vinyl fencing, lighted pathways, epoxy walkways, and paver driveways. Major improvements include new roofs (2017), on-demand hot water systems in all units, and newer HVAC systems. Located within one mile of shopping, dining, and entertainment, Gone Coastal Villas is truly move-in ready and positioned for immediate income with no upfront improvements required. Being sold with the adjacent single-family home (MLS#A4682693).

2051 Roselawn Street, Sarasota

9 Beds ⋅ 11 Baths ⋅ Siesta Sunset SubDv. ⋅ 34242 Zip Code

5.9% Seller Financing and Nightly rentals, a unicorn. This 7-unit investment property is unique in that it operates more similar to hotel than a single family vacation rental. It has years of returning guests and it's one of very few elevated properties allowing the former mentioned, nightly rentals. 2-studios, 2-1 bedrooms, 2-2 bedrooms, and a penthouse suite with wrap around balcony. Your guests will enjoy a great pool area, sizable covered space with a grill, on site laundry, and a roof top deck. It's 1 block to both the Village and beach, guests walk everywhere. Park your car in one of the 7 newly pavered spaces and don't start it again until the vacation is over. Now for you the owner, a private office/guest check in, 2 storage areas for linens housewares etc, and a commercial laundry for turnovers. These types never trade, don't let another 20 years pass before this sells again. Cap rate and NOI is proforma

5322 Calle De La Siesta, Sarasota

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

Prime Investment Opportunity in Laurel Park – Fabulous 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 premium real estate in a high demand location. The property consists of two separate buildings, each featuring an upper and lower 1-bedroom, 1-bath apartment, with ample off-street parking for tenants. All units are currently leased to reliable annual tenants, ensuring immediate income. For investors seeking to maximize returns, this property offers significant upside as a short-term rental, with the potential to generate substantially higher income through weekly bookings in a vacation-friendly market.

301 S Osprey Avenue, Sarasota

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

4 Beds ⋅ 4 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code

Rare Beach-Area Duplex Just a 7-Minute Walk to Nokomis Beach! This beautifully remodeled, income-producing duplex offers the perfect combination of coastal living, flexibility, and investment potential. Whether you're looking for a live-in-one, rent-the-other opportunity, a multi-generational property, a family compound, a seasonal retreat, or an investment property with immediate income potential, this rare offering checks all the boxes. Located at 312 Bayshore Drive, this turnkey duplex features two beautifully updated residences with nearly identical floor plans, each thoughtfully remodeled with relaxed Florida coastal style. The property is ideal for retirees seeking supplemental rental income, first-time buyers wanting help with their mortgage, investors looking for a turnkey rental property, or families wanting private space for parents, adult children, or visiting guests. Step outside to your own private tropical retreat featuring an expansive patio and a resort-style heated pool measuring approximately 35' x 16'. New pool equipment and an automated lighting system create beautiful evening ambiance while providing effortless year-round enjoyment. Major improvements provide exceptional peace of mind and long-term value, including hurricane impact windows, a newer roof, newer A/C systems, newer A/C units for both bonus rooms, newer septic system and drain field, and newer pool equipment. Even better, this property has never experienced flooding or storm damage—a rare and valuable feature this close to the Gulf. Each residence includes its own bonus room with air conditioning and television, attached to the garage structure, offering flexible space for a home office, hobby room, fitness room, guest space, or additional living area. Designated parking is provided for each unit. Enjoy an unbeatable location just minutes from the Venice Jetty, Jetty Park, Nokomis Beach, a nearby marina with boat and jet ski rentals, waterfront dining, Pelican Alley, Pop's Sunset Grill, and the charming shops and restaurants along Venice Avenue. With two separate residences, exceptional updates, beach proximity, and immediate rental potential, this property offers countless possibilities: owner-occupy one unit while generating income from the other, accommodate extended family with privacy, create a seasonal snowbird retreat, or continue operating it as a turnkey income-producing investment. Opportunities like this are rare. Beach-area duplexes with this level of renovation, flexibility, and income potential don't come along often.

312 Bayshore Road, Nokomis

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

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

1610 & 1612 N Orange Avenue, Sarasota

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