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A4689964 - 6050 STRINGFELLOW RD, ST JAMES CITY, FL 33956 20 Days on yellowkey
$898,000 | Single Family Home | 2 beds | 1.5 baths | 4 car
LOOKING for a Florida HORSE facility? An equestrian property that is sanctuary for both horses and their riders alike on Pine Island FL. Located on a private gated entry off Stringfellow Road, this 8.85 acres of land is YOUR opportunity to own and grow your business, which could include boarding, lessons, training and breeding too. A completely HORSE fenced property that backs to miles of trails that lead directly to Gulf waters to swim HORSES. Eight expansive and adjoining paddocks, 6 of which are interconnected, plus a dedicated paddock designed for specialized care. Riders wanting to ride and enjoy their horses or peaceful leisurely rides, the property is equipped with a Regulation Small-Size Dressage Arena that ensures the ideal setting for training or casual riding. At the heart of the farm is a professionally designed barn, laid out to meet equestrian standards. The barn houses 8 spacious stalls, each outfitted with automatic watering systems and cooling fans to ensure comfort for horses. Tack Room offers ample storage for all your riding gear, a private bathroom and a Feed Room. The barn also includes a comfortable updated 2-bedroom, 1-bathroom Living Quarters, kitchen and a balcony with tremendous farm views! This BARNDOMINIUM is a perfect home for on-site care or staff. The HORSE property is equipped with additional structures, including a hay shed, a 30’ x 50’ workshop, and a carport large enough to accommodate RVs or horse trailers. There is a run-in shed and convenient wash stalls. You will see the property offers the potential to build your custom Florida dream home, tailored to your specific equestrian lifestyle and preferences. Moonshine Acres is more than just a farm; it is an established, successful business address. The idyllic setting of Pine Island also provides easy access to the Gulf of Mexico, offering water sports, fishing, and beach outings. This is a beautiful equestrian paradise for horses and riders, coupled with the laid-back lifestyle of Southwest Florida’s Gulf Coast. This also has many other potential uses including rezoned commercial use, Public storage facility, RV and Boat storage, a must-see consideration for investment.
Listing is courtesy of: PREMIERE PLUS REALTY COMPANY (239-732-7837)Listing Agent: Glen Bigness (239-272-4663)
N6143431 - 3605 STABILE RD, ST JAMES CITY, FL 33956 48 Days on yellowkey
$2,490,000 | Single Family Home | 4 beds | 3.0 baths
One or more photo(s) has been virtually staged. Discover refined waterfront living in this distinctive 4 bedroom, 3 bathroom residence offering 3,850 square feet of thoughtfully designed interior space along a saltwater canal with access leading toward the Gulf. Blending elevated craftsmanship with meaningful upgrades, the home is anchored by a 2023 metal roof, powered hurricane shutters, and a spacious 3 car garage with overhead storage and built-in shelving. Inside, soaring ceilings create an immediate sense of scale, while elegant architectural arches, recessed lighting, and a polished, cohesive finish add warmth and sophistication throughout the main living spaces. The chef’s kitchen serves as a true centerpiece, appointed with stainless steel appliances, granite countertops, and two oversized islands, one with a sink and butcher-block surface and the other with breakfast-bar seating. Designed for both everyday living and elevated entertaining, the kitchen also features a 6-burner gas range with separate grill and flattop, pot filler, double ovens, a stainless hood, walk-in pantry, and built-in humidor. A striking double-sided fireplace gracefully separates the living and dining areas, creating an inviting backdrop for gatherings and quiet evenings alike. In the living room, a wet bar with utility sink and bar seating adds another layer of convenience, while doors open directly to the private courtyard retreat. Tile flooring enhances the main living areas, complemented by the warmth of wood flooring in the bedrooms. Upstairs, the primary suite offers a tray ceiling, fireplace, a large walk-in closet with built-ins, and two private balconies, one overlooking the water and the other overlooking the pool courtyard. Additional bedrooms feature built-in closets, with the rear bedroom enjoying its own waterfront balcony. Functional details continue with a dedicated laundry room with utility sink and cabinetry, wood stairs with decorative metal railing, and a unique pneumatic tube elevator. Outdoors, the property unfolds into a private resort-style setting. French doors lead to a covered and screened wraparound lanai with ceiling fans and lighting, creating a seamless extension of the home’s living space. The courtyard pool and spa, renovated by Aquatech Pools, are finished with marble pavers and enhanced by a water feature and built-in bench seating, creating a setting that feels both elegant and inviting. For boating enthusiasts, the waterfront infrastructure is exceptional. A composite dock wraps around the 10,000 pound covered boat lift and is accented by solar-powered lighting, making evenings on the water as effortless as they are memorable. Whether heading out for the day or returning at sunset, the dock is designed for smooth daily use. Ideally located near St. Jude Nature Trail, St. James Creek Preserve, marinas, dining, shopping, and everyday conveniences, this residence presents an exceptional opportunity to enjoy a polished waterfront lifestyle with comfort, style, and direct access to the water.
Listing is courtesy of: NEXTHOME SUNCOAST (941-882-2229)Listing Agent: Nick Flerlage (941-232-6810)
C7523384 - 3420 1ST AVE, ST JAMES CITY, FL 33956 49 Days on yellowkey
$1,484,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar
JUST REDUCED! Your Slice of Paradise Awaits! Step into this fully furnished, turnkey waterfront masterpiece and prepare to be swept away by breathtaking panoramic views of Pine Island Sound and Sanibel Island. Nestled in one of Southwest Florida’s most coveted locations, this gulf-access pool home is a rare gem that blends luxury, comfort, and island charm. Interior Elegance Meets Coastal Chic Every inch of this home is thoughtfully designed with beachy, nautical décor that instantly transports you to vacation mode. The gourmet kitchen is a chef’s dream, featuring Cambria Quartz countertops, GE High-Profile stainless steel appliances, and a layout perfect for entertaining. Peace of Mind & Premium Upgrades Enjoy the security and style of a metal roof, impact-resistant windows and doors, plank tile flooring, and plantation shutters throughout. A new AC keeps things cool, while the shiplap lanai ceiling adds a touch of coastal sophistication. Outdoor Living at Its Finest Sip cocktails from your screened balcony as dolphins and manatees glide by. Take a dip in the heated saltwater pool, then unwind with the best sunsets in SWFL. With two covered boat lifts (14k & 7k lbs.), composite docks, and a fish cleaning station, your waterfront lifestyle is ready to launch. Island Adventures & Ultimate Convenience Hop in your included golf cart (valued at $20K and loaded with extras) and explore nearby amenities, or cruise on your boat to local islands and beaches for world-class fishing and relaxation. This is more than a home—it’s a gateway to the island life you’ve always dreamed of. Fall in Love. Move to Paradise. Whether you're seeking a serene retreat or a vibrant coastal lifestyle, this home delivers it all. Don’t just buy a house—claim your piece of paradise.
Listing is courtesy of: JOHN R WOOD PROPERTIES (239-472-2411)Listing Agent: Nelson Rua (239-351-4786)
TB8477406 - 2740 SANIBEL BLVD, ST JAMES CITY, FL 33956 75 Days on yellowkey
$675,000 Reduced | Single Family Home | 3 beds | 2.0 baths | 5 car
The seller has given the green light for Storm Smart to install their Flood Smart System by Storm Smart Hurricane Protection on every door of the home, providing added protection and peace of mind, while also contributing to lower homeowners insurance costs. Airbnb rentals are allowed, offering excellent flexibility for personal use, seasonal living, or income potential. Waterfront living at its best on the quiet Henley Canal featuring 136 feet of waterfront, low boat traffic, and no bridges for quick access to open water. Boaters will love being approximately 10 minutes to Pine Island Sound, world class fishing, and the white sand beaches of Sanibel Island. The property features a covered 10,000 lb boat lift, wraparound dock, and additional davit, ideal for enjoying the true Pine Island lifestyle. Major updates provide peace of mind, including a new metal roof (2024), new A/C and heater (2023), hurricane rated front window and front door, hurricane rated living room patio door, and hurricane rated side door. A transferable flood insurance policy adds additional value. Inside, the home offers an open floor plan with beautiful canal views from the primary bedroom, guest bedroom, kitchen, living room, and dining area. The all new kitchen features quartz countertops and new 2024 LG appliances. Additional interior highlights include a fireplace and security system, creating both comfort and functionality. Outdoor living is designed for relaxation and entertaining, featuring a screened in pool (approximately 5 years old), a spacious 55 foot porch, mature landscaping, and a chain link fenced side yard. A 23x12 shed provides excellent space for storage or workshop use. Enjoy frequent wildlife sightings including manatees, ducks, and eagles right from your backyard. Conveniently located close to local restaurants, live music, and Pine Island events, all easily accessible by walk, bike, or golf cart, this property offers the perfect combination of waterfront lifestyle, privacy, and island convenience.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)Listing Agent: Shannon Stelton (727-390-7080)
TB8470527 - 2291 PALM AVE, ST JAMES CITY, FL 33956 94 Days on yellowkey
$689,900 | Single Family Home | 3 beds | 2.0 baths | 1 gar
NEW METAL ROOF APRIL 2026 Spectacular canalfront living awaits in this fully furnished 3-bedroom, 2-bathroom pool home—ready to enjoy immediately or continue as a successful Airbnb/VRBO. Situated on the highly desirable Monroe Canal, one of Saint James City's widest and deepest waterways, this property is a true boater's paradise. Boating enthusiasts will enjoy the utmost in maritime convenience with unobstructed, deep-water access that accommodates sailboats and motorboats with no height or depth restrictions. From your dock, you have quick, direct access to San Carlos Bay, Pine Island Sound, the Gulf of Mexico, and world-class destinations like Sanibel, Captiva, Ft. Myers Beach, and Cayo Costa! With no HOA and stunning views from every window, this home is bright, airy, and designed for comfort, convenience, and entertaining. The main living area features a spacious combined living and dining space, perfect for gatherings. The kitchen includes a gas stove top on the island with hood, all new appliances, and ample storage, including loft storage in the guest room and cedar-lined window seat storage. The primary suite is a private retreat with balcony access, an ensuite bathroom with tub/shower combo, and access to an enormous attic with a finished floor, 10-foot ceilings, ventilation, and walk-around space. One guest bedroom has private access to the pool and deck, while the other shares the full guest bathroom, recently updated with a new vanity. The ground floor is fully enclosed and air-conditioned, renovated with waterproof PVC wall panels, and plumbing is already installed to add an additional bathroom if desired. Outdoor living is exceptional, with a two-story deck, heated saltwater pool (renovated 2023 with new heater and saltwater system), fenced for safety, and privacy enhanced by mature landscaping. The waterside beckons you to unwind by the pool or head down to the dock, where playful dolphins are frequent visitors. Relax on your lanai, listen to the rolling tarpon, and enjoy bird watching right from your backyard. The 10,000-lb boat lift has a new motor, and the dock offers water, electric, and new decking. The outdoor AC unit is elevated to the first floor to remain unaffected by hurricanes. The septic tank was pumped in 2023. Located just yards from the marina, the home offers easy pedestrian access to waterfront restaurants and the local fish market. The St. James community allows golf carts on the roads and hosts lively events such as boat parades, family weekends, and live music. Just minutes to open water and a ½-hour boat ride to Sanibel, this custom-built 1998 home with impact-resistant doors and windows perfectly blends indoor/outdoor living, waterfront amenities, and the Florida lifestyle—ideal as a full-time residence, vacation retreat, or income-producing Airbnb/VRBO.
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)Listing Agent: Melissa Patriarca (239-383-8900)
C7520512 - 2880 8TH AVE, ST JAMES CITY, FL 33956 105 Days on yellowkey
$349,000 | Single Family Home | 2 beds | 1.0 baths
Nestled on the sought-after south end of Pine Island in the heart of St. James City, this inviting 2-bedroom, 1-bath waterfront cottage captures the essence of laid-back island living with exceptional boating access. Set on an oversized lot along a wide, deep-water canal, the property offers direct Gulf access with no bridges, making it a dream for boaters and anglers eager to reach Matlacha Pass, the Intracoastal Waterway, and the sparkling waters of Southwest Florida. The backyard opens to serene basin and mangrove views, creating a tranquil backdrop for mornings on the dock and unforgettable sunset evenings. A private dock is complemented by a boat lift with an aluminum cradle and a newer fabric cover, adding both convenience and value for water enthusiasts. Inside, the home features a classic Florida cottage layout that feels warm and welcoming, offering the perfect opportunity to personalize, renovate, or expand to suit your vision. The expansive lot provides ample space for a pool, lush gardens, or enhanced outdoor living areas, allowing you to fully embrace the island lifestyle. With no HOA restrictions and a prime location just minutes from local marinas, dining, and charming island shops, this property delivers the rare combination of peaceful waterfront living, investment potential, and everyday enjoyment. This is your opportunity to own a true slice of Pine Island paradise.
Listing is courtesy of: KELLER WILLIAMS REALTY FT MYER (239-236-4350)Listing Agent: Jessica Nolan (239-462-6885)
TB8461870 - 3435 SEA HOLLY LN, ST JAMES CITY, FL 33956 117 Days on yellowkey
$469,999 | Single Family Home | 2 beds | 1.5 baths | 2 car
SELLER CONCESSIONS AVAILABLE! Pictures available upon request. Welcome to your very own slice of island paradise in the heart of St. James City, where laid-back living meets endless waterfront adventure. This 2-bedroom, 1.5-bath home is situated on a large pie-shaped lot at the end of a quiet cul-de-sac, offering a MASSIVE 158 feet of double seawall, a concrete boat dock, and direct access to the Gulf with no bridges—an ideal setup for boaters. The expansive lot provides ample room for a future pool, workshop, RV, boat, boat lift, or additional storage, giving you flexibility and space to make it your own.
Listing is courtesy of: A-WARD WINNING REALTY LLC (518-410-4097)Listing Agent: William Ward (518-410-4097)
OM715050 - 4501 ROYAL PALM RANCH DR, ST JAMES CITY, FL 33956 142 Days on yellowkey
$995,000 | Single Family Home | 3 beds | 2.0 baths
This property is located at 4501 Royal Palm Ranch Drive in St. James City, Lee County, Florida, and consists of approximately 10.68 acres situated at the end of a private road. The parcel is bordered by county preserve land, offering a setting with limited through traffic and surrounding open space. The property includes a ranch-style residence and additional land suitable for a variety of residential or agricultural uses, subject to local zoning and permitting requirements. Purchasing the home with furniture included is negotiable. The existing home has undergone recent updates, including a remodel completed within the past year and the installation of a new metal roof. According to the owner, the home experienced no reported damage or flooding from recent hurricanes. The residence is positioned to take advantage of the western view across the property, including a pond located behind the home and evening sunsets from the back porch. The land includes cleared and usable areas, with soil already staged and prepared for potential future construction or expansion. Buyers may choose to use the existing home as a primary residence, secondary residence, or temporary housing while planning additional improvements. The acreage also allows for consideration of agricultural uses such as a small farm or grove, subject to county regulations. Access to the property is provided by Royal Palm Ranch Drive, with the parcel located at the road’s end. The surrounding county preserve contributes to privacy and limits future development immediately adjacent to the property. Utilities and infrastructure should be independently verified by buyers based on intended use. An additional feature of this offering is the potential to acquire adjoining parcels, allowing a buyer to expand the total acreage up to approximately 41.97 acres. This presents opportunities for larger-scale land ownership, agricultural operations, or long-term land investment, depending on buyer objectives and regulatory compliance. The property is located within St. James City on Pine Island, an area known for its access to coastal resources, boating, fishing, and a rural residential atmosphere. Nearby towns and cities provide access to services, shopping, dining, and healthcare.
Listing is courtesy of: WHITETAIL PROPERTIES REAL ESTATE (217-577-3699)Listing Agent: Erik Flett (239-872-7841)
O6359386 - 5209 WESTERN DR, ST JAMES CITY, FL 33956 175 Days on yellowkey
$480,000 | Manufactured Home | 3 beds | 3.0 baths
Your Homestead awaits! Country Living Meets Coastal Beauty – 13.5 Acres of Peace, Privacy & Nature! Experience true Florida living on this beautiful, fenced, agricultural property featuring a turnkey manufactured country home overlooking 13.5 acres of natural beauty. The land includes 10.51 acres of protected mangroves/preserve and 3.3 acres of uplands, offering open space, privacy, and endless potential. Enjoy your own private pond surrounded by wildlife, native plants, and tranquil walking paths through the mangroves. The home boasts a custom 900 sq. ft. wraparound screened porch with stunning western exposure, perfect for relaxing and taking in Florida’s breathtaking sunsets. Move right in—everything you need is ready for you! A rare find—private, pristine, and perfectly set up for your Florida country lifestyle! Cash Buyers Only!
Listing is courtesy of: LUXURY REAL ESTATE GROUP LLC (561-929-7304)Listing Agent: Aimee Gantt (239-747-4575)
C7508610 - 2560 BAYBREEZE ST, ST JAMES CITY, FL 33956 381 Days on yellowkey
$419,000 | Single Family Home | 2 beds | 2.0 baths | 2 gar
Pre-Construction. To be built. Pre-construction opportunity. To be built. Sale is for the lot with an existing structure, approved remodel permit with all fees PAID, and pool permit in hand with Design Concepts. Buyer need only submit an owner/builder affidavit with the building department or have their contractor provide required contractor information to the County. All remaining construction and development costs are the Buyer’s responsibility. The remodel permit took over a year to obtain, and the home is fully prepared for transformation. The existing structure requires remodel per the approved building plans, with the planned addition built on top of the existing concrete block walls—no costly house lifting required. The home has been completely gutted, concrete has been cut and hammered for new thickened footings, and all that remains is removal of the trusses and roof. Property includes two existing boat lifts (10,000 lb and 20,000 lb). The approved design features a beautiful open floor plan with vaulted ceilings, blending modern style with classic Old Florida appeal. Planned improvements include 2,075 sq ft of finished living space, a two-car garage, and approximately 1,215 sq ft of flex space on the lower level. Pool design does not encroach beneath the home, as shown in renderings. Enjoy a 10-minute boat ride to open water via the Philips Canal, with easy access to Sanibel, Captiva, and Fort Myers Beach. Located in the heart of golf cart–friendly St. James City, close to the general store, fish market, Galt Preserve, St. Jude Nature Trail, Calusa Heritage Trail, and Pine Island Sound Aquatic Preserve. Community amenities include Civic Association Park events, free concerts, biking and walking paths, tennis and pickleball courts, a heated community pool, playground, tiki restaurants, and weekly live entertainment. Come experience the laid-back island lifestyle you’ve been looking for.
Listing is courtesy of: CALENDA REAL ESTATE GROUP,INC. (941-205-8811)Listing Agent: Jennifer Calenda (941-916-0798)