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$15,900,000
4 Beds 5 Baths Sanderling Club SubDv. 34242 Zip Code
Inspired by the timeless grandeur of Louisiana's legendary Oak Alley Plantation, this extraordinary Gulf-to-lagoon estate is one of the most architecturally distinctive residences on Siesta Key. Positioned on a rare 1.97-acre Gulf-to-bay homesite within the private gates of The Sanderling Club, this home evokes the sophistication of a Southern manor while embracing the relaxed sophistication of Florida's Gulf Coast. A sweeping palm-lined drive, stately columned façade, and symmetrical architecture create a memorable first impression, echoing the enduring beauty that inspired its design. Constructed by Christner Bros., the residence encompasses approximately 8,209 square feet under air with four bedrooms, four full baths, one half bath, elevator access, and an oversized five-car collector's garage with dedicated workshop space. Designed for both grand-scale entertaining and refined everyday living, the home showcases soaring ceilings, handcrafted millwork, marble flooring, and a dramatic curved staircase that anchors the elegant interiors. Expansive living and dining rooms flow effortlessly onto an exceptional wraparound covered terrace, creating seamless indoor-outdoor living while framing panoramic views of the Gulf of Mexico, Heron Lagoon, and the surrounding tropical landscape. The chef's kitchen is equally suited for intimate gatherings and large-scale entertaining, featuring custom cabinetry, granite countertops, Wolf and Sub-Zero appliances, double wall ovens, generous preparation areas, and direct terrace access. A richly detailed executive office with custom built-ins, an extensive butler's pantry, media room, and abundant utility spaces further enhance the home's thoughtful design. The primary suite is a private sanctuary with terrace access, generous sitting areas, and a spa-inspired bath featuring dual vanities, extensive custom cabinetry, a walk-in shower, and abundant natural light. Three additional guest suites, each with en-suite baths, provide luxurious accommodations while overlooking the estate's lush tropical grounds. The lower level offers exceptional flexibility with expansive bonus space ideal for a wellness center, fitness studio, golf simulator, game room, collector's gallery, workshop, or additional recreational living. Impact-rated windows and doors, hurricane shutters and screens, a security system, and a newer 24-kW Kohler generator contribute to the home's enduring quality and peace of mind. The estate's setting is equally remarkable. With approximately 150 feet of pristine Gulf frontage and 150 feet of frontage along tranquil Heron Lagoon, opportunities to own a true Gulf-to-lagoon property are exceedingly rare. Launch a kayak or paddleboard from the private dock, spend afternoons on the secluded beach, or experience spectacular sunsets over the Gulf from your own backyard. Residents also enjoy the exclusive amenities of The Sanderling Club, including a private beach, marina, tennis courts, clubhouse, and one of Siesta Key's most private and prestigious waterfront communities. Just beyond the gates await Siesta Key's internationally acclaimed quartz-sand beaches, the boutiques and restaurants of Siesta Village, and the arts, dining, and cultural attractions of downtown Sarasota. 8132 Sanderling Road is a legacy estate where inspired architecture, timeless elegance, and one of Florida's rarest Gulf-to-lagoon settings come together to create an offering of exceptional significance.

8132 Sanderling Road, Sarasota

$389,900
4 Beds 2 Baths Port Charlotte Sub SubDv. 34288 Zip Code
Welcome to a stunning example of modern luxury living in the highly desirable city of North Port. This brand-new 2026 fully custom-built MODEL HOME showcases exceptional craftsmanship, upscale finishes, and a thoughtfully designed layout that perfectly blends sophistication with everyday comfort. Spanning 1,650 square feet, this BEAUTIFUL 4-bedroom, 2-bathroom home features a bright open-concept floor plan highlighted by soaring 10’4” ceilings, elegant tray ceiling details, and oversized double glass entry doors that flood the interior with natural light. Throughout the home, impressive 48x48 porcelain tile flooring enhances the clean, contemporary aesthetic while creating a seamless flow from room to room. The designer kitchen serves as the centerpiece of the home, crafted to impress both visually and functionally. It features Level 4 quartz countertops with dramatic waterfall edges, full wood soft-close cabinetry, stylish pendant lighting, stainless steel appliances, a charming farmhouse sink, and decorative hardware accented with slick black trim, creating a space that feels both luxurious and welcoming. The expansive primary suite offers a true private retreat, complete with dual walk-in closets and a spa-inspired bathroom showcasing a floor-to-ceiling tiled shower with modern 64x12 tile, dual-sink vanity, and elegant designer mirrors and fixtures. Additional bedrooms are generously sized, while the fourth bedroom provides the perfect space for a home office, den, or flexible living area. Premium upgrades continue throughout the home and include: * Impact-rated front door and bronze impact windows * Electric fireplace * Whole-home water softener system * Full irrigation system * *Professional landscape package * Plus a worry free complimentary 10-YEAR HOME WARRANTY * Ideally situated in the growing community of North Port, the property offers convenient access to Interstate 75, HWY 41, the brand-new, soon-to-be-built state-of-the-art hospital, plus quick access to some of the area's finest shopping, dining, parks, schools, warm mineral springs and more. This exceptional new construction home combines modern luxury, high-end finishes, and a prime location—an outstanding opportunity to experience the very best of Florida living. So don't let your Florida dream home become someone else's address, set up your showing today! ** Be Sure To Check Out the Beautiful Fly Through Video of This Gorgeous Home **

2830 Billberry Street, North Port

$539,950
2 Beds 2 Baths Country Club Estates SubDv. 34285 Zip Code
Location! Location! Location! Located in the highly sought-after heart of Venice Island, this charming home at 814 Guild Dr offers the perfect blend of coastal comfort and unbeatable convenience. And high and dry, never flooded! Step inside to find a beautifully designed interior that feels incredibly light, bright, and open, creating an inviting and airy atmosphere perfect for relaxing or entertaining. Beyond the front door, you are perfectly positioned to enjoy the very best of Venice: The Legacy Trail: Just steps away! A quick 2-minute walk (approx. 0.1 miles) connects you directly to this premier paved trail for miles of biking, walking, and running. Historic Downtown Venice: Only a 3-minute drive or a scenic 15-minute walk (approx. 0.7 miles) to incredible boutique shopping, award-winning dining, and local theater. Publix Super Market (Venice Shopping Center): An effortless 2-minute drive or 7-minute walk (approx. 0.4 miles) makes grocery runs a absolute breeze. Live where everything is just around the corner—beaches, parks, and daily conveniences are all within easy reach!

814 Guild Drive, Venice

$289,000
Portofino On The Bay SubDv. 34231 Zip Code
Located in the highly sought-after Portofino on the Bay neighborhood in Sarasota, this cleared homesite presents a rare opportunity to build your dream home in one of the area’s most desirable coastal communities. The property has already been cleared and is ready for construction, offering a smooth and convenient start for your custom build. A builder of your choice can be selected, however plans have been made for this lot - an option of a 3,357 sq. ft. home, providing the opportunity to streamline the building process with a thoughtfully designed home. Buyers may choose to utilize the existing plans or customize them to suit their vision and lifestyle. Building plans must be approved by the board group of the community. The property is also located within the district for the highly regarded Pine View School, along with other highly rated public and private schools nearby. This private and gated neighborhood is great for boaters, offering community deeded access to the bay and a community day dock, that is available upon reservation. Enjoy direct access to the Intracoastal Waterway. Boat slips could potentially become available for purchase if a community member is selling. Located just 2 miles from downtown Sarasota, residents enjoy quick access to vibrant dining, shopping, and entertainment while still enjoying the privacy and tranquility of this waterfront-friendly community.

1740 Assisi Drive, Sarasota

$369,000
3 Beds 1 Baths South Gate Ridge SubDv. 34233 Zip Code
Welcome to 4200 Des Plaines Drive, Sarasota, FL, where timeless Florida charm meets thoughtful modern updates in the highly desirable South Gate Ridge community. This 3-bedroom, 1-bath home offers comfortable living space and presents an exceptional opportunity for first-time homebuyers, seasonal residents, investors, or anyone seeking an updated Sarasota home with no HOA restrictions. Enhanced with numerous recent improvements, the home features a bright and inviting interior highlighted by durable tile flooring throughout, dark quartz kitchen countertops, and ceiling heights ranging from 8 to 10 feet that create an open, spacious feel. Stylish wood beam accents, recessed lighting, updated ceiling fans, and new sliding glass doors add character and functionality while maintaining the home's welcoming atmosphere. The kitchen serves as the heart of the home, offering ample workspace and contemporary finishes, while the updated bathroom features white quartz countertops that elevate the space. A BRAND-NEW ROOF provides valuable peace of mind for future ownership. Step outside to enjoy a fully fenced-in backyard designed for both relaxation and entertaining. The brick paver patio extension and continued tile flooring create a seamless indoor-outdoor flow, making the outdoor living space feel like a natural extension of the home. A spacious 13' x 7' x 8' storage shed offers excellent flexibility for tools, hobbies, lawn equipment, or additional storage needs. The updated landscaping brings the backyard to life with a vibrant collection of tropical and ornamental plantings, including Bird of Paradise, Crotons, Areca Palms, Hibiscus, Plumbago, Ti Plants, and other Florida-friendly greenery, creating a lush and colorful outdoor setting that can be enjoyed year-round. Conveniently located near shopping, dining, medical facilities, parks, and world-famous Gulf Coast beaches, this Sarasota property offers easy access to everything that makes the area one of Florida's most sought-after destinations. Whether you're looking for a primary residence, vacation home, or investment property, 4200 Des Plaines Drive combines location, updates, and value in one attractive package. Schedule your private showing today and discover the possibilities this Sarasota home has to offer.

4200 Des Plaines Drive, Sarasota

$469,777
4 Beds 2 Baths Harbor Oaks SubDv. 34231 Zip Code
Excellent opportunity to own a well-maintained duplex in a highly desirable Sarasota location just minutes from world-famous Siesta Key Beach, Downtown Sarasota, shopping, dining, and transit. This property features two separate 2-bedroom, 1-bathroom units, making it ideal for investors seeking strong rental income or owner-occupants looking to offset their mortgage with rental revenue. Both entrances have enclosed lanai areas. The front unit lanai has laundry hookups. Tile flooring throughout, large kitchens, tub with tiled shower walls. Ceiling fans in bedrooms. Fenced on back and side of building. Both units offer comfortable floor plans with central air conditioning and charming fireplaces that add character and appeal. The rear unit includes a valuable two-car carport, dedicated storage area, and laundry hookups, providing additional convenience for tenants. 2011 Metal Roof, 2021 & 2022 HVAC. Owner pays water, electric separately metered. Attractive units and setup for long-term renters. Situated on a quiet street with easy access to Sarasota's beaches, cultural attractions, restaurants, and everyday conveniences, this duplex combines location, functionality, and investment potential. Buyer to verify all measurements, rental information, and property details.

2110 Palm Terrace, Sarasota

$410,900
4 Beds 3 Baths North Port SubDv. 34291 Zip Code
Under Construction. Under Construction! Introducing the NEW Sanibel Floor Plan by LGI Homes — an expansive and luxurious home designed with growing families in mind. Featuring 4 spacious bedrooms, a versatile den, and 3 full bathrooms, 2 car garage, the Sanibel offers the perfect blend of comfort, functionality, and modern style. With 2,519 square feet of thoughtfully designed living space, this stunning floor plan provides plenty of room for entertaining, relaxing, and creating lasting memories. The open-concept layout flows seamlessly from the chef-inspired kitchen to the spacious family room, while the additional den offers flexibility for a home office, playroom, or guest space. Nestled in the heart of North Port, the Sanibel Floor Plan delivers the lifestyle your family deserves in one of Southwest Florida’s most desirable locations. Discover elevated living with the newest floor plan from LGI Homes.

1447 Webster Street, North Port

$387,900
4 Beds 2 Baths 1572 - Port Charlotte Sub 25 SubDv. 34286 Zip Code
Under Construction. Under Construction! The Palmetto plan includes LGI Homes’ CompleteHome™ package, featuring impressive upgrades already included and at no extra cost to you. Through the energy-efficient Whirlpool® appliances, such as the refrigerator, stove, microwave, Moen® faucets and LED flush mount ENERGY STAR kitchen lights, homeowners and guests can use the chef-ready kitchen as soon as they move in. In addition, gorgeous granite countertops, lush front yard landscaping and a Wi-Fi-enabled garage door opener are included with the Palmetto home! The master bedroom in the Palmetto plan is a retreat of its own. Enjoy starting and ending each day in this space. The sizable bedroom includes a walk-in closet, and a master bathroom with dual sinks and a step-in shower. The Palmetto plan includes high-value features throughout the home. Front yard landscaping, a two-car garage and a covered entryway are a few stunning features residents love about the exterior. Inside, the kitchen is fully loaded with all brand-new kitchen appliances and gorgeous countertops. Another favorite feature of this home is the covered patio, perfect for spending time outdoors in the shade.

North Port

$35,000
Port Charlotte Sub SubDv. 34286 Zip Code
Lot #5 is currently combined with an adjacent parcel and will be split at closing, with the new deed reflecting the separate lot. Build your Florida dream home on this beautiful, cleared lot located in one of North Port’s most desirable and peaceful neighborhoods. This ready-to-build property offers a fantastic opportunity for homeowners or investors looking for convenience, flexibility, and long-term value. The lot is already cleared, saving you time and money, and features a shed and existing parking pad, making it immediately functional for storage or staging your future build. City water is available for connection, and a sewer system can be installed, providing modern utility options and added value. Ideally situated in a rapidly growing area of North Port, this property is less than 2 miles from the new Sarasota Memorial Hospital currently under construction—making it a prime location for future growth and demand. With easy access to I-75, commuting to Sarasota or Fort Myers is quick and convenient. Enjoy being just minutes from the Atlanta Braves Spring Training facility at CoolToday Park, offering year-round events, dining, and entertainment. You’re also close to Warm Mineral Springs, a one-of-a-kind natural attraction known for its relaxing, mineral-rich waters. Surrounded by well-maintained homes and a thriving community, this location offers a quiet residential feel while still being close to shopping, restaurants, schools, and everyday conveniences. Whether you're ready to build now or invest for the future, Monfero Ave Lot #5 is a standout opportunity in a high-growth area of North Port. Don’t miss your chance to secure this prime piece of land!

3778 Monfero Avenue, North Port

$23,000
North Port SubDv. 34291 Zip Code
Excellent opportunity to build your dream home on this vacant residential lot in the growing city of North Port! Conveniently located just minutes from I-75, this property offers easy access for commuting while still providing the privacy and tranquility of a residential neighborhood. Enjoy close proximity to shopping, dining, schools, parks, golf courses, and everyday conveniences. North Port is one of Southwest Florida's fastest-growing communities and is known for its natural beauty, abundant outdoor recreation, and convenient access to the Gulf beaches of Venice, Englewood, and Manasota Key. Whether you're looking to build now or invest for the future, this property is ideally situated to take advantage of all that the area has to offer.

Lot #32 Henrietta Avenue, North Port

$344,999
4 Beds 3 Baths North Port SubDv. 34288 Zip Code
PRICE IMPROVEMENT!!! Welcome to this stunning *brand-new* 4-bedroom, 3-bathroom home in the growing community of North Port! Thoughtfully designed with style and functionality in mind, this modern home features an expansive open-concept floor plan filled with natural light, creating a warm and inviting atmosphere from the moment you step inside. The spacious great room flows seamlessly into the beautifully appointed kitchen, complete with soft-close cabinetry, Samsung stainless steel appliances, elegant solid-surface countertops, a subway tile backsplash, and a large center island perfect for entertaining. The luxurious primary suite serves as a private retreat, featuring two spacious walk-in closets and a spa-inspired en-suite bathroom with a floor-to-ceiling tiled shower and glass enclosure. A second private suite offers its own full bathroom and linen closet, making it ideal for guests, extended family, or a home office setup. Two additional generously sized bedrooms share a centrally located guest bathroom. Triple-panel sliding glass doors and soaring ceilings fill the main living area with natural light and open to the covered lanai, creating the perfect space for entertaining, grilling, or simply relaxing with family and friends. Conveniently located near I-75, shopping, dining, parks, and everyday amenities, this home also provides easy access to world-class fishing, boating, Gulf beaches, and endless outdoor recreation opportunities. Thoughtful design and an exceptional location, this North Port gem offers the perfect blend of comfort, lifestyle, value and no HOA restrictions.

4175 Polynesia Road, North Port

$22,000
Port Charlotte Sub SubDv. 34291 Zip Code
Build your Florida dream home on this exceptional residential NOT FLOOD ZONE lot in the rapidly growing city of North Port. Located in a peaceful neighborhood, this property offers the perfect blend of privacy and convenience. With no HOA or CDD fees, you have the freedom to design and build the home that fits your lifestyle. North Port continues to attract homeowners and investors alike thanks to its strong growth, natural beauty, and easy access to major highways, shopping, dining, golf courses, parks, and Gulf Coast beaches. Enjoy being just a short drive from Warm Mineral Springs, CoolToday Park, and the area's world-class boating, fishing, and outdoor recreation opportunities. Whether you're looking to build now or invest for the future, this lot presents an outstanding opportunity in one of Southwest Florida's most desirable markets.Residential building lot.No HOA or CDD fees.Growing North Port locationClose to I-75 and US-41Near beaches, golf, shopping, and dining.Excellent opportunity for builders, investors, or future homeowners.

LOT 1 Alwood Street, North Port

$369,000
3 Beds 2 Baths Port Charlotte Sub SubDv. 34291 Zip Code
Virtually Staged. Built in 2020 and well cared for since, this 3 bedroom, 2 bathroom home sits on a quarter acre lot with no HOA and no CDD fees. Oversized front doors set the tone from the moment you arrive. The open floor plan flows from the foyer through the dining and living areas into the kitchen, accented by a tray ceiling, crown molding, and tall baseboards. Granite countertops tie the living space together. The primary suite sits privately on one side of the home, with a spa inspired bathroom featuring a doorless walk in shower, soaking tub, double vanity with a dedicated makeup area, and a walk in closet that genuinely impresses. On the opposite side, two additional bedrooms and a full bath offer flexibility, one currently used as a home office. An oversized laundry room includes a utility sink. Recent upgrades include a new water heater, new washer and dryer, water softener, and a whole home RO system. Solar panels save about $50 a month on average, even after the lease payment. The south facing backyard offers plenty of room for a pool or expanded outdoor living. A sprinkler system, private well, septic (pumped April 2026), and a storage shed complete the package. Just 5 minutes from the new Sarasota Memorial Hospital and the upcoming Detwiler's Farm Market (2028), and centrally located for easy access to Sarasota, Punta Gorda, and Fort Myers airports. Move in ready. Thoughtfully upgraded. Perfectly positioned. This is the one.

6755 Tropicaire Boulevard, North Port

$674,000
4 Beds 2 Baths Petroutsa Brothers Sub SubDv. 34236 Zip Code
Virtually Staged. Welcome to the heart of Sarasota living in the desirable Gillespie Park neighborhood! This spacious 4-bedroom, 2-bath residence offers over 1,800 square feet of comfortable living space with an open floor plan, soaring ceilings, and durable tile flooring throughout. Built in 1996 and thoughtfully updated with a new AC system and new windows, the home combines modern efficiency with everyday functionality. The enclosed garage provides exceptional flexibility and can serve as a bonus room, home office, den, fitness space, or potential in-law suite opportunity. Step outside to your own private backyard sanctuary featuring a fully fenced yard—perfect for entertaining, gardening, pets, or simply enjoying Florida’s outdoor lifestyle. Located within Sarasota city limits, this property offers excellent short-term rental potential and places you just minutes from vibrant downtown Sarasota, world-renowned beaches, SRQ Airport, shopping, dining, arts, and entertainment. Residents of Gillespie Park enjoy access to the community’s beautiful 10-acre park featuring tennis courts, walking paths, a scenic pond, playground, and expansive green space. Whether you’re searching for a primary residence, investment property, or seasonal retreat, this home delivers the best of Sarasota living with location, versatility, and lifestyle all in one exceptional package.

1649 8th Street, Sarasota