Sarasota/Pinecraft Homes with Other Exterior Features

Sarasota/Pinecraft Homes with Other Exterior Features

Welcome to the enchanting region of Sarasota, specifically the charming enclave of Pinecraft, where the sun-kissed Florida lifestyle meets a vibrant community spirit. Nestled in the heart of Sarasota County, Pinecraft is renowned for its unique blend of cultural influences, making it a delightful destination for both residents and visitors alike.

Pinecraft is particularly famous for its Amish and Mennonite communities, creating a warm and inviting atmosphere that is hard to resist. The area is adorned with lush greenery, picturesque streets, and a sense of tranquility that invites leisurely strolls and friendly chats with neighbors. With its close proximity to the stunning Gulf Coast beaches, residents can easily enjoy sun-soaked days by the water or partake in a variety of outdoor activities, from biking to kayaking.

When it comes to homes in Pinecraft, you’ll find an array of charming properties that boast unique exterior features, ensuring each home has its own character and appeal. Many residences showcase delightful porches, spacious yards, and beautifully manicured gardens that reflect the area's serene ambiance. Whether you're seeking a cozy cottage or a more expansive family home, the architectural diversity in Pinecraft caters to various tastes and lifestyles.

Living in Pinecraft is not just about the homes but also about the community. With local markets, quaint shops, and community events, there’s always something happening to engage with your neighbors. If you’re looking for a place that combines beautiful homes with a rich community spirit, Pinecraft in Sarasota is the perfect destination to call home. Come explore this hidden gem and discover the charm that awaits you!

Newest Sarasota/Pinecraft Homes with Other Exterior Features

2141 Sunnyside Lane, Sarasota
$579,000
3 Beds ⋅ 1 Baths ⋅ Hibiscus Park SubDv. ⋅ 34239 Zip Code
SARASOTA - CITY OF SARASOTA - ARLINGTON PARK AREA - LOCATION - LOCATION, SOUTHSIDE SCHOOL DISTRICT, LONG STANDING TENANT IN PLACE @ 2,750.00 MONTHLY (would like to stay - but will move). The much sought after "Hibiscus Park Neighborhood" - "Arlington Park Area", this three bed (or optional family room) / one bath (easy to add second bath) is close to everything including but not limited to; beaches / schools / hospital / downtown and the list goes on. All coupled with the affordability of a popular "East of Trail" neighborhood, home has been kept in great condition, updated: roof - a/c - water heater - garage door - well - outside paint - washer dryer and more. Easy to show, we look forward to your calls and subsequent showing. New construction next door and down street for examples of what can happen in the future.

2141 Sunnyside Lane, Sarasota
2112 S Brink Avenue, Sarasota
$515,000
3 Beds ⋅ 2 Baths ⋅ South Gate SubDv. ⋅ 34239 Zip Code
Welcome to 2112 S Brink Avenue, a rare opportunity in Sarasota’s highly sought-after Southgate neighborhood. This inviting 3-bedroom, 2-bath home offers nearly 2,000 square feet with a flexible layout designed for comfortable everyday living. The main living room features a wood-burning fireplace, while a bonus living area provides even more space to gather, work, or relax. The kitchen offers granite countertops and newer appliances, and the spacious primary suite includes a generous bathroom. The home features hurricane windows, a roof and flooring updated in 2021, plus a large laundry room and 2-car garage for added convenience and storage. Outside, the back patio and fire pit create an inviting spot for enjoying Florida evenings. Located outside the flood zone and close to Sarasota’s shopping, dining, beaches, and downtown, this is the kind of well-located home that doesn’t come along often.

2112 S Brink Avenue, Sarasota
2410 Valencia Drive, Sarasota
$587,500
2 Beds ⋅ 2 Baths ⋅ South Gate SubDv. ⋅ 34239 Zip Code
**A South Gate Gem!** Move-in ready and beautifully updated throughout, this 2-bedroom, 2-bath home combines classic Florida charm with modern improvements inside and out! Walk inside to a light-filled open floor plan featuring original terrazzo floors that are in fantastic shape, abundant recessed lighting, and a seamless flow between the main living spaces. The kitchen was updated in 2025 with Quartz countertops, solid wood cabinetry, SS appliances, pendant lighting, oversized pantry and bar! Both bathrooms were refreshed in 2023. **Other major improvements include a New Roof and Hurricane-Impact Windows in 2023, Updated Plumbing and much more!** No expense was spared in the renovation of this beautiful property. Outside, fresh sod and an expanded two-car-wide driveway enhance the home's curb appeal, while the backyard features a combination of concrete, permeable turf, and sod/mulch for an attractive, low-maintenance outdoor space. The garage has been upgraded with an epoxy-finished floor and includes a brand-new washer and dryer that convey with the home. Located in the Southside school district and a short distance to World famous Siesta Key, Lido Key, St. Armands, Downtown Sarasota and more! With its extensive updates, inviting layout, great curb appeal, prime location, and thoughtfully improved indoor and outdoor spaces, this home is ready for its next owner to move right in and enjoy! A great opportunity for a primary residence, seasonal getaway or investment opportunity! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

2410 Valencia Drive, Sarasota
1640 Waldemere Street, Sarasota
$5,400,000
5 Beds ⋅ 6 Baths ⋅ Lewis Combs Sub SubDv. ⋅ 34239 Zip Code
AMAZING PRICE REDUCTION, THIS HOME IS NOW PRICED BELOW MARKET VALUE. Take advantage of this opportunity now! Where the World's Most Exclusive Resorts Inspire Everyday Living. Imagine waking each morning in a residence that rivals the refined elegance of an Aman Private Estate, the clean architectural sophistication of a Bulgari Resort, and the effortless indoor-outdoor lifestyle of a Four Seasons Oceanfront Villa. This extraordinary contemporary masterpiece is more than a home—it's a private luxury retreat designed for those who expect nothing less than the exceptional. Perfectly positioned West of the Trail in one of Sarasota's most prestigious neighborhoods, this custom-built architectural showpiece offers an unparalleled blend of modern design, innovative technology, and timeless sophistication just moments from Sarasota Bay, Downtown Sarasota, St. Armands Circle, and the white sands of Lido and Siesta Key. Every detail has been intentionally curated to create a sense of understated luxury. Towering ceilings, walls of floor-to-ceiling glass, oversized 48-inch Spanish porcelain tile, Level 5 drywall finishes, floating architectural staircases, and dramatic open-air sightlines create an atmosphere that feels both grand and remarkably serene. Natural light pours through the home while clean modern lines and premium finishes evoke the feeling of an internationally acclaimed boutique hotel. At the heart of the residence, a striking European-inspired kitchen delivers both beauty and performance. Outfitted with premium Miele appliances, custom minimalist cabinetry, waterfall-edge surfaces, and an expansive butler's pantry, the space was designed to host intimate dinners just as effortlessly as lavish entertaining. A private elevator and fully integrated smart home technology elevate everyday living with seamless convenience. The primary suite is a sanctuary worthy of a luxury spa retreat, complete with a boutique-inspired dressing room featuring illuminated custom cabinetry, expansive walls of glass, and a tranquil atmosphere designed for complete relaxation. Spacious guest suites, a dedicated executive office, and a private fitness studio provide exceptional comfort while maintaining privacy for family and guests. Beyond the disappearing automated glass walls, the estate transforms into a true private resort. Inspired by the world's finest luxury destinations, the outdoor living experience features a spectacular saltwater pool, elevated spa, refreshing cold plunge, oversized sun shelf with submerged loungers, lush tropical landscaping, and expansive terraces that blur the distinction between architecture and nature. Every space has been thoughtfully designed to capture Sarasota's year-round sunshine while offering the perfect backdrop for entertaining or peaceful relaxation. Technology is woven seamlessly throughout, including a comprehensive smart home automation system, Sonos whole-home audio, smart privacy glass, multi-zone climate control, motion-sensor lighting, EV charging, and an oversized 2.5-car garage—delivering the ultimate balance of innovation, security, and luxury. Located within Sarasota's coveted West of Trail neighborhood, this exceptional residence places you minutes from Sarasota Memorial Hospital, Southside Village, Downtown Sarasota's acclaimed restaurants and performing arts, championship boating, private clubs, luxury shopping, and some of Florida's most celebrated Gulf Coast beaches.

1640 Waldemere Street, Sarasota
1824 Webber Street, Sarasota
$625,000
8 Beds ⋅ 8 Baths ⋅ Poinsettia Park SubDv. ⋅ 34239 Zip Code
Investor alert!! Grandfathered Duplex located West of the Trail in Poinsettia Park. You have a few options with this property. You can keep it as duplex and rent it out long term or short term because it's in the city limits. But please note the property needs work and it's prime for a remodel. Currently it's a 2 bedroom and two bath on each side. Alternatively tear it down and put up a single family home. The real value is in the dirt. Million dollar homes surround the property on every side.

1824 Webber Street, Sarasota
1905 Tulip Drive, Sarasota
$1,695,000
3 Beds ⋅ 3 Baths ⋅ Hartland Park SubDv. ⋅ 34239 Zip Code
**This is the One!** Welcome to a beautifully renovated 3-bedroom, 2.5-bath pool home blending modern luxury with Sarasota charm in one of the area's most desirable locations. Completely remodeled, the home features soaring 10-foot ceilings, an open-concept floor plan, abundant natural light, designer finishes, and stylish furnishings throughout that are included with the sale. The spacious living areas include a living room, separate study/den , dining space, and a stunning kitchen with quartz countertops, stainless steel appliances and bar seating. The oversized primary suite offers a spa-inspired bath with dual vanities, walk-in shower, dedicated workspace, sitting area, and an expansive walk-in closets. Two additional guest bedrooms provide comfortable accommodations for family and visitors. Step outside to your private tropical retreat featuring turf throughout, a heated saltwater pebble-finish pool, covered outdoor dining area, lounge space, grilling area, and fully fenced backyard designed for entertaining and relaxation. Ideally located West of the Trail, this home is just a short bike ride to Siesta Key, minutes from Southside Village, Downtown Sarasota, shopping, dining, Publix, and top-rated schools. A rare opportunity to enjoy resort-style living in a prime Sarasota location. Reach out today to schedule a time to see! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

1905 Tulip Drive, Sarasota
1824 Webber Street, Sarasota
$625,000
4 Beds ⋅ 4 Baths ⋅ Poinsettia Park SubDv. ⋅ 34239 Zip Code
Investor / Builder Alert! Exceptional WEST OF TRAIL opportunity in one of Sarasota’s desirable neighborhoods, Poinsettia Park. Located just steps from top-rated Southside Elementary School, this property offers incredible potential for redevelopment. The existing structure is a grandfathered duplex that is in very poor condition and best suited for teardown. The true value lies in the land — a 50’ x 118’ lot ideally positioned for a stunning new custom home. But if you prefer, you can keep it as a duplex and rent it. Consider it a blank canvas. Located within the city limits so short term rentals are acceptable. Enjoy a highly sought-after location just minutes to the shops and dining of Southside Village, the world-renowned beaches of Siesta Key, and the vibrant arts, dining, and waterfront lifestyle of Downtown Sarasota. Whether you’re a builder, investor, or end user looking to create a dream home, this is a rare chance to build new in an established, high-demand area surrounded by luxury properties. Opportunities like this are becoming increasingly scarce—don’t miss your chance to capitalize on this premium location! Sold as is with right to inspect.

1824 Webber Street, Sarasota
3360 S Osprey Avenue Unit 104B, Sarasota
$299,000
2 Beds ⋅ 2 Baths ⋅ Bermuda On Osprey SubDv. ⋅ 34239 Zip Code
Move-in ready 2-bedroom, 2-bath tastefully decorated ground floor condo located in the desirable Oasis of Osprey, West of the Trail. This well-maintained unit features an upgraded kitchen with granite countertops and stainless steel appliances, along with updated bathrooms. Enjoy indoor-outdoor living with a screened lanai and brick paver patio, plus the added convenience of a private 6x6 storage space. Just steps from the Oasis condo community pool and fitness center, this condo offers both comfort and functionality. Ideally situated in the heart of Sarasota, this property offers quick access to Siesta Key Beach, downtown Sarasota, Sarasota Memorial Hospital, the Hillview area, and I-75. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this condo offers exceptional value and convenience in a prime location. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING THE PREFERRED LENDER, INQUIRE FOR DETAILS***

3360 S Osprey Avenue Unit 104B, Sarasota
2163 Waldemere Street, Sarasota
$2,290,000
5 Beds ⋅ 6 Baths ⋅ Loma Linda Park SubDv. ⋅ 34239 Zip Code
Experience modern Sarasota living at its finest in this stunning five-bedroom, five-and-a-half-bath residence located in the heart of Arlington Park. Designed for style and comfort, this exceptional home offers a bright, open floor plan and a seamless indoor-outdoor lifestyle just minutes from Siesta Key, downtown Sarasota, and St. Armands Circle. The gourmet kitchen serves as the centerpiece of the home with a spacious island, premium appliances, and contemporary finishes ideal for both daily living and entertaining. The adjoining living and dining areas feature clean lines and abundant natural light, creating an inviting flow throughout the main level. Each bedroom suite provides generous space and privacy, including four king suites and a flexible fifth suite with a queen and twin bunk—perfect for guests or multi-generational living. Designer bathrooms with custom tilework and upscale fixtures deliver a spa-inspired experience. The outdoor spaces elevate the property even further with a heated pool and spa, summer kitchen, fireplace, and putting green. A rooftop deck expands the living area with panoramic views and room for sunset gatherings. Additional highlights include a game room, multiple patios, and ample parking. Set within one of Sarasota’s most convenient neighborhoods, this home combines luxury design, entertainment amenities, and proximity to everything the Gulf Coast has to offer—an ideal choice for a full-time residence, vacation escape, or investment opportunity.

2163 Waldemere Street, Sarasota
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