Location: Highland Shores, Ellenton
Do Not Show Listings
339 SHORE DR, ELLENTON, FL 34222
$499,000134 Days on yellowkey MLS ID: A4674158
1 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1400 Built: 1961 Tax: $2,454 (2024)Community: Highland Shores Third UnitSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,454
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Nestled along a peaceful canal feeding into the Manatee River, 339 Shore Drive offers the perfect blend of classic Florida waterfront charm and modern upgrades. This single-story, block/stucco ranch home sits on a generous 0.37-acre lot and features 2 bedrooms and 2 full bathrooms across approximately 1,400 sq ft of living space, plus an oversized 2-car garage with extra electrical capacity, ideal for parking large vehicles or an RV (with a dedicated 50 AMP + 20 AMP service and pump-out capability). Step inside to discover a home transformed. The fully remodeled kitchen boasts new cabinetry, quartz countertops, and brand-new Whirlpool stainless-steel appliances, perfect for both everyday cooking and entertaining. Throughout the home, updated wood laminate flooring in the bedrooms complements all-new light fixtures and ceiling fans. Both bathrooms have been completely renovated, and fresh paint inside and out gives the home a crisp, move-in-ready appeal. In 2024, a new roof was installed, and in 2025 both soffits and fascia were replaced, ensuring long-term durability and curb appeal. You’ll also appreciate a brand-new central air conditioning system and a new irrigation well pump. Outside, the property truly shines. A 30-foot private dock extends off your canal frontage, complete with a 14,000-lb boat lift with water and electricity, ready for your boat, jet-skis, or just relaxing over the water. The backyard is fully fenced and spacious, offering plenty of room for a pool, garden, or outdoor entertaining. The oversized garage/workshop provides ample storage or workspace, a rare find in a waterfront home. Originally built in 1961 in the established subdivision of HIGHLAND SHORES 3rd Unit, 339 Shore Drive sits among a community of waterfront homes, many with similar canal-to-river access, with the public boat ramp right up the streets just a few houses down. Whether you’re looking for a serene boating lifestyle, ready-to-go vacation retreat, or a home that’s been thoughtfully updated. 339 Shore Drive offers a rare opportunity. With its combination of solid structure, modern comforts, and direct water access, it’s more than just a home, it’s your private slice of Florida waterfront living.
Listing is courtesy of: TIM LESTER INTERNAT'L REALTY (941-981-5388)
Listing Agent: Tim Lester (941-981-5388)
358 HIGHLAND SHORES DR, ELLENTON, FL 34222
$365,00072 Days on yellowkey MLS ID: TB8471554
1 Days Off yellowkey (back on 3/31/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1504 Built: 1972 Tax: $4,651 (2024)Community: Highland Shores Third UnitSingle Family
Taxes:$4,651
Remarks: Under contract-accepting backup offers. **One or more photos have been virtually staged.** Around the corner from the neighborhood boat ramp on the Manatee River, this updated ranch charmer has room for all your toys. In addition to the 2-car garage, 2 covered 9'x24' porticos, a fenced-in backyard that can fit up to a 32-foot boat, and a 110V/30-amp RV hookup, this 0.27-acre corner lot has no HOA restrictions. Shaded by deep-rooted, ancient oak trees, the modern interior features a brand-new kitchen with stainless steel appliances, granite countertops, and soft-close white cabinets. Durable epoxy flooring throughout gives peace of mind, and triple sliding glass doors opens the dining room into a large screen porch. Brand new appliances come with the home, including the refrigerator, washer, and dryer. There are no short-term rental restrictions, the neighborhood’s boat ramp is one street over, and it’s only an 11-mile cruise to Anna Maria Island and some of the best beaches in America. This updated gem, on it’s oversized lot, offers the ultimate Florida lifestyle.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (727-898-6800)
Listing Agent: Ezekiel Walters (727-310-8408)
333 SALLY LEE DR, ELLENTON, FL 34222
$699,900133 Days on yellowkey MLS ID: A4673900
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3067 Built: 1964 Tax: $6,619 (2025)Community: Highland Shores Second UnitSingle Family
Taxes:$6,619
Elementary School: James Tillman Elementary
High School: Palmetto High
Tax Year: 2025
Middle School: Lincoln Middle
Remarks: One or more photo(s) has been virtually staged. Discover the potential of true Florida waterfront living at 333 Sally Lee Dr in Ellenton, a canal front property thoughtfully priced to allow the next owner to bring their own updates, style, and vision to life. Set along approximately 130 feet of protected saltwater canal frontage, this property offers direct access to the Manatee River in about 10 minutes, opening the door to the Intracoastal Waterway, Regatta Point Marina, waterfront dining, and endless days exploring the Gulf Coast by boat. From your backyard, watch manatees glide through the canal while coastal birds drift overhead and sunsets shimmer across the water. Inside, the three bedroom, three bathroom home features a bright, open layout with tile flooring throughout the main living areas. The newly remodeled kitchen serves as the heart of the home with modern finishes and a functional design that flows easily into the surrounding living spaces. The primary suite offers a comfortable retreat with dual sinks, a walk in shower, a generous walk in closet, and direct access outdoors. French doors open to a versatile bonus room that can easily function as a home office, den, or additional bedroom depending on your needs. Ideal for extended family or guests, the approximately 1,000 square foot in law suite offers a private entrance, bedroom, full bath, and a balcony overlooking the water where evening breezes and sunset views create a peaceful setting. The oversized two car garage with dedicated workshop space provides room for hobbies, projects, and additional storage. Outside, the fenced backyard with mature tropical landscaping and a covered lanai creates a relaxed waterfront setting where you can unwind while enjoying the surrounding nature. Set on a nearly half acre lot, the property offers exceptional space and flexibility, giving the next owner the opportunity to enhance the home and outdoor living areas to fully capture the potential of this waterfront setting. With no HOA and no deed restrictions, you have the freedom to design the property around the lifestyle you want, whether that means customizing the home, expanding outdoor entertaining areas, or creating the ultimate boating retreat. Tucked within the quiet Highland Shores neighborhood just off US 301, the location offers privacy while remaining conveniently close to I 75 and I 275, providing easy access to St Petersburg, Sarasota, and the surrounding Gulf Coast communities. For buyers who recognize the value of location, waterfront access, and the opportunity to create something truly their own, 333 Sally Lee Dr offers the chance to shape a canal front property into a remarkable Florida waterfront retreat. Schedule your private showing today and imagine the possibilities.
Listing is courtesy of: INNOVATE REAL ESTATE (941-202-1723)
Listing Agent: George Dustman, Iii (941-212-0042)
336 S ORCHID DR, ELLENTON, FL 34222
$2,499,000154 Days on yellowkey MLS ID: A4672181
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 4969 Built: 1963 Tax: $9,597 (2024)Community: Highland Shores Third UnitSingle Family
Taxes:$9,597
Elementary School: Blackburn Elementary
Remarks: ONE OF A KIND Waterfront Estate on the Manatee River on over an ACRE of land! This PENINSULA property is the pinnacle of Florida waterfront living! This property is zoned for MULTI-FAMILY and is already setup for MULTI-GENERTIONAL living!!! This home sits on over an acre and boasts it’s own peninsula with 644+ feet of river frontage with direct access to the Gulf of Mexico. This custom-built home is truly a one-of-a-kind property, offering unparalleled luxury and space for both relaxation and entertainment! In the main house there is just under 5,000 square feet of living space, thoughtfully designed for modern comfort and luxury plus detached mother-in-law suite with a separate entrance! Chef’s kitchen featuring custom cabinetry, granite countertops, top-of-the-line Wolf and Sub-Zero appliances, a double oven, 6-burner gas stove with built in griddle, warming drawers, and more – perfect for cooking and entertaining. An open concept living room seamlessly connects to a beautiful Florida room, offering abundant natural light and stunning panoramic views of the river. The spacious family room is adorned with custom built wall unit for a TV, art and storage. Enjoy family nights with the gas fireplace and beautiful marble mantel. An unparalleled game room with a full size custom pool table with a step up into the bar complete with granite countertops, an ice maker, refrigerated drawers, dual-zone wine coolers, and all the essentials for entertaining for you and your guests! The secluded Primary suite features panoramic river views, a custom walk-in closet, and a spa-like en suite with dual vanities and a walk-in shower with a rainhead—your private retreat. Outdoor living area includes an incredible outdoor kitchen with a gas 36” grill, sink, refrigeration, and more—ideal for alfresco dining with you watch the dolphins play in the river as you dine! A detached guest house allows for extra privacy for guests or live-in family members, offering 2 additional bedrooms, a bathroom, and a fully equipped kitchen—perfect for visitors or as a private retreat for guests. Some additional features of the home are, ample storage space with a 2-car garage and an additional unique built-in storage area behind the garage. A dock with a 9,000 lb lift, providing easy access to the Gulf and perfect for boating enthusiasts. This house has OPEN WATER access at the river with the opportunity to put a 300’ dock & lift, the canal side of the property has a dock & 9,000lb lift. This estate is truly an exceptional property—perfectly located on the Manatee River, providing unparalleled access to the Gulf and all of Florida's natural beauty, boating, and outdoor adventures. Don’t miss the chance to own this ONE OF A KIND property!
Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: Shannon O'Brien Kerney (941-737-5153)
322 LINDEN DR, ELLENTON, FL 34222
$425,00092 Days on yellowkey MLS ID: A4678300
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1785 Built: 1974Community: Highland ShoresSingle Family
Taxes:
Tax Year:
Remarks: THIS IS A MUST SEE. Welcome to this RENOVATED 3-bedroom, 2-bathroom home situated on an oversized corner lot in the sought-after Highland Shores neighborhood. Set on MORE THAN HALF AN ACRE, this property offers a rare combination of space, privacy, and peace of mind — with BRAND NEW IMPACT WINDOWS and custom 28-inch water barriers installed at every exterior doorway for added storm and flood protection. Inside, you'll find two living areas, an eat-in kitchen, and a desirable split floor plan that creates separation between the primary suite and guest bedrooms. A flexible front living space offers potential for a home office, den, or creative fourth-bedroom setup for the right buyer. Each bedroom is generously sized, and the primary suite features a spacious closet and private en-suite bath. Recent updates make this home truly move-in ready, including NEW FLOORING, NEW INTERIOR AND EXTERIOR PAINT, NEW APPLIANCES, and NEW CABINETS AND COUNTERTOPS in both the kitchen and bathrooms. Step outside to enjoy a fully fenced yard with a 6-foot vinyl fence, providing plenty of room for pets, entertaining, or storing your BOAT, RV, or other toys. A spacious shed adds extra storage, and the community BOAT RAMP is just moments away for easy days on the water. Enjoy nearby dining and waterfront favorites like Woody’s and Whiskey Joe’s — accessible by road or boat. Conveniently located near everyday shopping and dining, this home blends a peaceful Florida lifestyle with accessibility and versatility, whether you’re looking for extra land, updated finishes, or a flexible layout that suits full-time or seasonal living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Angela Adams (941-809-9760)
336 HIGHLAND SHORES DR, ELLENTON, FL 34222
$450,000 MLS ID: A4656395
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1343 Built: 1964Community: Highland ShoresSingle Family
Remarks: WATERFRONT W/DIRECT ACCESS TO THE GULF OF MEXICO & PRICED TO SELL! Enjoy direct, bridge-free access to the Gulf of Mexico from this beautifully located home on a deepwater canal. Situated on an oversized lot, there’s ample space for future expansion or outdoor entertaining. The home features a 2015 roof and a brand-new A/C system installed in 2023. Recent upgrades include a stunning new kitchen with all-new appliances, luxury vinyl plank flooring throughout the main living areas, and fresh carpeting in the bedrooms. Bring your boat, RV, or outdoor toys—there's plenty of space to park, play, and fully enjoy the Florida lifestyle. The nearby community boat ramp makes weekend adventures on the water a breeze. Ideally located close to shopping and dining, this home offers the perfect blend of peace and convenience. Whether you're seeking extra space, room for your hobbies, or a laid-back coastal lifestyle—this home has it all. This is Florida waterfront living at its best!
Listing is courtesy of: THE ORANGE REAL ESTATE GROUP (941-500-4091)
Listing Agent: Adrian Alanis Arredondo (941-345-0141)
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