36
$425,000
4 bd · 2 ba · 1,800 sqft
4157 Berkshire Road, St James City, FL
Tiffany Washington · Samson Companies, LLC
Within 2 miles of this home: 1 restaurant or café and 4 parks and green spaces.
Place data from OpenStreetMap.
American Legion Post 136
Stringfellow Road
Tropical Point Park
Tropical Point Drive
Galt Preserve
Stringfellow Road
Randell Research Center
Waterfront Drive
Calusa Point
Florida Gulf Coast Multiple Listing Service
Florida Gulf Coast MLS/Royal Palm Coast Realtor Association(SWFLMLS)
BeachesMLS
Stellar MLSThis content last refreshed on 2026-10-11 06:30:52 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
36
$425,000
4 bd · 2 ba · 1,800 sqft
4157 Berkshire Road, St James City, FL
Tiffany Washington · Samson Companies, LLC
Price Reduced36$649,000
2 bd · 3 ba · 1,484 sqft
3778 Pinetree Dr, St. James City, FL
Mike Faulkner · John R. Wood Properties · on 2 MLSs
Price Reduced20$399,900
2 bd · 2 ba · 2,075 sqft
2560 Baybreeze St, St James City, FL
Jennifer Calenda · CALENDA REAL ESTATE GROUP,INC.
28$389,000
2 bd · 2 ba · 1,391 sqft
4826 Sandpiper Dr SW, St. James City, FL
Rose Herring · Realty One Group MVP · on 2 MLSs
37$599,000
3 bd · 2 ba · 1,344 sqft
2471 Avocado St, St. James City, FL
Lois Lemke · Experience Real Estate Group · on 2 MLSs
Price Reduced39$499,000
2 bd · 1 ba · 912 sqft
3300 6th Ave, St. James City, FL
Lori Caldwell · LoKation · on 2 MLSs





Est. $3,667/mo$344/sqft · 17 days on Realty
3
Beds
2
Baths
1,599
Sqft
1999
Built
An opportunity like this rarely becomes available on Pine Island! Nearly 5.5 acres of mostly cleared, usable land with AG zoning, public water, a private well, irrigation, gated entry, and an existing 3-bedroom, 2-bath home offer a unique opportunity for anyone seeking space, flexibility, and the freedom to pursue an agricultural or homestead lifestyle. Set along Stringfellow Road, this property offers the kind of acreage that is increasingly difficult to find on Pine Island. The land has previously been used for agriculture and includes irrigation that can support the property’s potential nursery or mango operation. Whether your vision is an island homestead, agricultural venture, nursery, growing operation, hobby farm, or simply owning a substantial piece of Pine Island with room to spread out, this property deserves a serious look. The existing home provides a comfortable base while you develop the property around your vision. Recent improvements include a newer HVAC system, impact windows and front door, and luxury vinyl flooring, providing a solid foundation for immediate occupancy or future updates. Soak in the pool after a day of farm work or after coming in off the boat, with a catch of local favorites: Snook, Redfish, and Grouper. The barn also adds value, with a structure already in place to work from or store all the toys you could want on an island farm with quick access to Pine Island Sound. The zoning and potential agricultural exemptions add another important layer of value and flexibility. The gated entrance just off the main road provides privacy while the expansive acreage gives you something increasingly rare in Southwest Florida: room to breathe, room to work, and room to create. And then there is the Pine Island lifestyle. Spend your mornings tending the property, growing your own produce, working with plants, or simply enjoying the privacy of your own acreage. When the day's work is done, you're minutes from Pine Island's legendary boating, fishing, waterfront restaurants, marinas, and the laid-back Old Florida lifestyle that makes this island so special. If you've been looking for a property where you can live, work, grow, and build your own Pine Island vision, you need to see this in person. Properties with this combination of acreage, zoning, infrastructure, and location are truly once-in-a-lifetime.
Listing agent
Staci Stevens
Courtesy of Castaways Island Realty LLC
(239) 728-1728
Florida Gulf Coast Multiple Listing Service · Listing 2026040187
Listing agent
Staci Stevens
Courtesy of Castaways Island Realty LLC
(239) 728-1728
Florida Gulf Coast MLS/Royal Palm Coast Realtor Association(SWFLMLS) · Listing 2026001712
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Showing Florida Gulf Coast Multiple Listing Service
$109,980
Estimated monthly payment
$3,667/mo
Loan amount $439,920. Estimate only — your actual rate and payment depend on credit, location, and lender.
2026 roll