Sarasota County Homes with Fence Exterior Features

Sarasota County Homes with Fence Exterior Features

Welcome to Sarasota County, Florida, a vibrant gem on the Gulf Coast that offers an enchanting blend of natural beauty, cultural richness, and a welcoming community. Known for its stunning beaches, including the world-renowned Siesta Key, Sarasota is a haven for outdoor enthusiasts and art lovers alike. The county boasts a thriving arts scene, with attractions such as the Ringling Museum of Art and the Sarasota Opera, ensuring there's always something to inspire and entertain.

Sarasota's real estate market is as diverse as its landscapes, featuring homes that cater to a variety of lifestyles. One of the most sought-after features in this sunny paradise is homes with fenced exterior spaces. These properties provide not only security and privacy but also a perfect area for family gatherings, pets to roam freely, or simply a serene retreat to enjoy the beautiful Florida weather. Imagine sipping your morning coffee on a patio surrounded by lush greenery, or hosting summer barbecues in your spacious backyard, all while feeling at ease knowing your space is secure.

With a range of architectural styles, from charming bungalows to luxurious waterfront estates, Sarasota offers something for everyone. Whether you're a first-time homebuyer or looking to invest in a vacation home, the fenced properties in Sarasota County provide an ideal blend of comfort and functionality. Explore the possibilities of calling this vibrant community home and experience the best of Florida living, where every day feels like a vacation. Come discover your dream home in Sarasota County today!

Newest Sarasota County Homes with Fence Exterior Features

4711 Hollingsworth Avenue, Sarasota
$655,000
1 Beds ⋅ 3 Baths ⋅ Sunset SubDv. ⋅ 34233 Zip Code
The Hollingsworth presents a unique income-producing investment opportunity in central Sarasota featuring three separately accessed furnished-rental spaces and favorable seller financing. The property has a strong historical furnished-rental operating record, averaging approximately $102,000 in annual revenue during 2024–2025, with current underwriting reflecting a projected 7.60% Year 1 cap rate and approximately 14% Year 1 cash-on-cash return based on modeled seller-financing assumptions. Complementing its strong rental performance, the property has an established historical Airbnb operating record with a strong guest review track record. The interiors have been extensively updated with renovated kitchens and bathrooms, updated flooring, HVAC improvements, new entry doors, recessed lighting and additional upgrades. The property also offers dedicated on-site parking and an inviting fenced rear common area with outdoor seating, mature shade trees and string lighting. Its central Sarasota location provides convenient access to Siesta Key, area beaches, dining, shopping and other major Sarasota demand drivers. Favorable seller financing available; see Offering Memorandum for financial details and modeled terms.

4711 Hollingsworth Avenue, Sarasota
25 1st Avenue, Englewood
$299,000
2 Beds ⋅ 4 Baths ⋅ Tyler & Darlings SubDv. ⋅ 34223 Zip Code
Less than three miles from the beach, this property is in the X flood zone and offers both a welcoming main home and a detached 320-square-foot efficiency apartment, making it the perfect setup for a family home with added income potential. Live in the main residence and rent out the guest cottage, or keep it for visiting family and friends. Outside you will find low-maintenance xeriscaping, a brand new garage door, and privacy fencing. Step inside the main home where there is easy care tile flooring throughout the main living areas and a kitchen with granite countertops, soft-close wood cabinetry, and plenty of storage. A cozy dinette sits just off the kitchen with sliding glass doors to the screened lanai, letting you open the home and enjoy salty coastal breezes flowing through the home. Both bedrooms have reach-in closets, while the shared bathroom has been updated with a granite vanity and a shower-tub combination. In the single-car garage there is a laundry area and a convenient half bath. The backyard is designed for outdoor living, complete with an oak shade tree, privacy hedge along the lanai, and a paver patio that’s ready for entertaining or quiet evenings outside. The detached efficiency cottage is a wonderful bonus. With tongue-and-groove ceilings that add warmth and character, this open layout combines living, dining, sleeping, and a kitchenette into one versatile space. A walk-in shower and single-sink vanity finish out the bathroom, making it ideal for generating rental income, creating a personal retreat, or accommodating multi-generational living. Located close to everything in Englewood you will be able to easily enjoy the weekly Farmer’s Market on Dearborn, listen to live music at one of the several tiki bars and restaurants after a trip to the beach, take in a ballgame at one of the two major league Spring Training Facilities, visit one of the many nature parks or hike the trails for exercise. No matter what you enjoy, you will find everything within close proximity. Venice Beach and Downtown is less than 15 miles away and Port Charlotte is less than 17 miles away, you will be right in the middle of all the hub and activity of the area, yet enjoy the privacy and small town charm Englewood provides. Here, you’ll enjoy the privacy and small-town charm of Englewood with the convenience of nearby cities and attractions. This home with a guest cottage located at 25 1st Avenue truly combines lifestyle and opportunity. Schedule your showing today and see for yourself everything it has to offer.

25 1st Avenue, Englewood
4749 David Avenue, Sarasota
$599,000
6 Beds ⋅ 4 Baths ⋅ Ringling Blvd Sub SubDv. ⋅ 34234 Zip Code
Virtually Staged. Great opportunity to own an income-producing duplex in Sarasota. Located on a dead-end street, this property offers two separate 3-bedroom, 2-bath units with solid block construction and a durable metal roof. Each unit features tile flooring, an in-unit washer and dryer, a screened-in lanai, and fenced backyard space. The property also offers additional parking with room for trailers, adding even more flexibility for tenants. Current rental numbers are $4,800 per month bringing the cap rate to 8%. Lease both units for rental income or occupy one while generating income from the other. Conveniently located just off Tamiami Trail with easy access to University Parkway, Sarasota-Bradenton International Airport, The Ringling, New College, downtown Sarasota, and Bradenton. Shopping, dining, major employers, and everyday conveniences are all nearby, making this a practical option for long-term rental use. With no HOA, two separate units, fenced outdoor space, additional parking, block construction, and a metal roof, this property offers a solid opportunity for an investor looking to add a Sarasota duplex to their portfolio.

4749 David Avenue, Sarasota
1912-14 Marcia Street, Sarasota
$399,000
4 Beds ⋅ 2 Baths ⋅ North Vamo SubDv. ⋅ 34231 Zip Code
Move-in-ready Sarasota duplex offering immediate income and flexible owner-occupant or investment potential. Each unit has 2 bedrooms, 1 bathroom, a private entrance, central air, tile flooring, and separately metered water and electricity. The front unit is vacant and ready to occupy or lease; the rear unit is leased at $1,749 per month through April 2027. Improvements include a 2017 roof, separate HVAC systems installed in 2019 and 2021, a septic system replaced in 2021, and fencing installed in 2024. Enjoy a large fenced yard, shared on-site laundry, driveway parking, and no HOA. Convenient to US 41, shopping, dining, Costco, and Siesta Key Beach. Live in one unit while collecting income from the other, or rent both for projected gross income of approximately $41,000 annually.

1912-14 Marcia Street, Sarasota
2251 and 2253 19th Street, Sarasota
$412,777
4 Beds ⋅ 2 Baths ⋅ 0524 Beach Road SubDv. ⋅ 34234 Zip Code
Attractive 1983 concrete block duplex on .25 acre lot. Tenants are in place. Two identical units, each offering two bedrooms and one bathroom. The duplex provides a strong rental appeal. X-rated flood designation represents the lowest risk. Mandatory flood insurance is typically not required. The property has a new 2026 roof with premium Atlas shingles. Freshly painted exterior. Water heaters like new. HVAC midlife. Each unit has dedicated washer-and-dryer hookups. Each unit has its own meter. Situated less than two miles from vibrant downtown Sarasota and under ten miles from THE beaches. Prime convenience. A growing investment area within a quasi-industrial neighborhood. A newer income duplex sits immediately next door to the left. Very nice. The duplexes on the right are getting rehabbed after this one sells. This will help improve a neighborhood that needs upgrading. There is a major development nearby. This is a buy-and-rent opportunity. If you want to buy one of the other two duplexes AS-IS and plan to rehab it, call the listing broker.

2251 and 2253 19th Street, Sarasota
431 N East Avenue, Sarasota
$999,000
5 Beds ⋅ 4 Baths ⋅ Gillespie Park Sub SubDv. ⋅ 34237 Zip Code
Three renovated units, one corner parcel, four blocks from Main Street. A fully occupied Sarasota triplex producing $7,200 per month, or $86,400 annually, against a $999,000 asking price. That is an 8.65% gross yield and a basis of $333,000 per door. Every unit has been rebuilt inside. Large-format marble-look porcelain tile runs wall to wall through all three, with no carpet anywhere in the building. Walls and ceilings are crisp white under flush-mount LED fixtures in every room. Kitchens carry light flat-panel cabinetry, and stainless appliances, with stacked laundry inside the unit rather than a shared machine down the hall. Bathrooms are white vanities, chrome fittings and framed mirrors over the same tile. The finish package is deliberately consistent across all three units, and that consistency is what makes it turnkey: one material palette, one maintenance standard, and no unit sitting in line for work before it can lease. The mix spans three price points. A three-bedroom, two-bath at $3,800. A two-bedroom, one-bath at $1,900. A studio at $1,500. All three are occupied. The building is single-story concrete block on a slab under a shingle roof, with central air, public water and public sewer, and off-street parking for ten. Three water meters and three electric meters measure consumption per unit. The parcel sits in Flood Zone X. Between masonry construction and Flood Zone X, the two variables that drive Florida insurance both point the same direction. Ownership is fee simple with no HOA, no condominium association and no CDD fee. Two levers sit on top of the in-place rent. The first is vacation rental. The City of Sarasota extended its vacation rental ordinance to the Downtown Neighborhood zone district in March 2024, and this parcel falls inside it. Stays of seven nights or longer are permitted with a city certificate, which is a materially different revenue profile than a twelve-month lease in a location four blocks off Main Street. The second is the land. A 12,472 square foot corner site, zoned DTN and sitting under the City's Missing Middle Overlay, which can support density beyond the three units standing today where attainable-housing, design and permitting standards are satisfied. Nothing further is approved and any concept requires confirmation with the City, but the parcel carries a second thesis that a stabilized triplex elsewhere does not. Renovated, occupied, individually metered, insurable, and sitting on urban ground with room to grow. Income now, optionality later.

431 N East Avenue, Sarasota
121 Granada Boulevard, North Port
$425,000
6 Beds ⋅ 2 Baths ⋅ Warm Mineral Springs SubDv. ⋅ 34287 Zip Code
PRICED TO SELL. Beautifully Large Duplex with Income Potential – 121 & 123 Granada Blvd, North Port, FL 34287 6 beds | 2 baths | 2,304 sq ft | 7,534 sq ft lot | Zoned RMF-1 | No HOA| Not in Flood Zone This is a rare opportunity to own a spacious and income-generating duplex in one of North Port’s most desirable neighborhoods—Warm Mineral Springs. With 2,304 square feet of living space on a 7,534 square foot lot, this duplex combines long-term investment value with comfortable living. The property features two large 3-bedroom, 1-bath units (plus 1 unit has 1 shower and the other half bath), each with a private entrance, central air, and separate electric meters. One side offering a move-in-ready residence ideal for a homeowner, seasonal occupant, or short-term rental. Modern kitchen, bathroom and a separate shower, luxury vinyl plank flooring, interior paint in Benjamin Moore’s Chantilly Lace, and GFCI outlets throughout. The other unit is currently occupied by a long-term tenant, providing immediate and stable rental income. Tenant-occupied unit is in good condition; seller is happy to provide interior photos upon request. Tenants pay their own electricity, and with well and septic systems, overall utility costs are low. Roof replaced in 2017, offering peace of mind for years to come. Additional features include: • Private driveway parking for each unit • Ceiling fans throughout • Inside laundry • No HOA or deed restrictions—pets are welcome • One-story layout with slab foundation • Located outside flood zones. This property is ideally situated near schools, parks, shopping, beaches, and the famous Warm Mineral Springs, making it an excellent choice for homeowners and investors alike.

121 Granada Boulevard, North Port
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
1555 7th Street, Sarasota
$2,529,000
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
3731 Papai Drive, Sarasota
$449,777
5 Beds ⋅ 2 Baths ⋅ Ridgewood Estates SubDv. ⋅ 34232 Zip Code
Rare investment opportunity in Sarasota! Multi-family properties are seldom available in this predominantly single-family neighborhood, making this duplex a unique addition to any real estate portfolio. This income-producing property offers two separately leased units with a combined living area of approximately 1,818 square feet on a 7,800-square-foot lot. The front unit features 3 bedrooms, 1 bathroom, & a dedicated laundry room while the second (Back) unit offers 2 bedrooms, 1 bathroom, and backyard access. Both units are currently occupied through 3/31/2026, providing immediate rental income and minimizing vacancy risk for investors seeking stable cash flow. Electric/Water are not separately metered and Landlord pays these two utilities. Several major improvements have already been completed, including a new roof in 2019, updated HVAC in 2023 (back unit uses window units), and an updated electrical panel in 2023. The property is in the central Sarasota area with easy access to shopping, dining, schools, employment centers, downtown Sarasota, and the area's world-famous Gulf Coast beaches. Gross rents of $4,010. Annual Leases. Seller will consider owner financing. Showings require advanced notice. Call today!

3731 Papai Drive, Sarasota
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
2119 & 2125 Montclair Drive Unit 1 & 2, Sarasota
$889,500
6 Beds ⋅ 6 Baths ⋅ Montclair Villas SubDv. ⋅ 34231 Zip Code
Montclair Villas offers a rare opportunity to own a 2007 masonry construction duplex in the Coquina Island area, just minutes from Siesta Key. The property features two spacious, two-story 3-bedroom / 2.5-bathroom units, each with an open living area, tile flooring, sliding glass doors, recessed lighting, decorative tray ceiling with crown molding, private swimming pool, screened patio, private yard, and two-car garage. The property is currently fully occupied, however, both units are MTM, providing the potential for an owner occupant acquisition! Each unit also includes spacious bedrooms with decorative tray ceilings, crown molding, recessed lighting, and ceiling fans. All utilities are separately metered and paid directly by tenants, helping reduce owner-paid expenses. Additionally, each unit and the common area have separate parcel IDs, offering potential future flexibility through an individual condo sell-off strategy. Given its proximity to Siesta Key, the property may also be well-positioned for potential vacation rental use, providing multiple paths for future ownership flexibility. With quality construction, private outdoor amenities, garage parking, and a highly desirable location, Montclair Villas offers a compelling blend of residential appeal and long-term investment upside.

2119 & 2125 Montclair Drive Unit 1 & 2, Sarasota
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