Sarasota/Pinecraft Homes with Garden Exterior Features

Sarasota/Pinecraft Homes with Garden Exterior Features

Welcome to Sarasota/Pinecraft, a hidden gem nestled in the heart of Central Sarasota, Florida. This vibrant community is renowned for its unique blend of cultural charm and natural beauty, making it an ideal place to call home. With its sunny climate, stunning beaches, and a rich tapestry of local traditions, Sarasota/Pinecraft offers an inviting atmosphere for families, retirees, and everyone in between.

The homes in this delightful region boast exquisite garden exterior features, perfect for those who appreciate the serenity of nature right at their doorstep. Imagine waking up to the gentle rustle of palm leaves and the sweet scent of blooming flowers as you sip your morning coffee on a sun-drenched patio. Many properties here are adorned with lush landscaping, vibrant gardens, and inviting outdoor spaces designed for relaxation and entertainment. Whether you’re hosting a barbecue with friends or simply enjoying a quiet evening under the stars, the gardens provide a picturesque backdrop for your lifestyle.

Beyond the beauty of the homes, Sarasota/Pinecraft is a community that thrives on connection. With nearby parks, walking trails, and community events, residents can easily engage with their neighbors and enjoy the vibrant local culture. The area is also a short drive from the stunning Gulf Coast beaches, offering a perfect blend of leisure and luxury.

If you’re seeking a home that harmonizes indoor comfort with outdoor beauty, look no further than Sarasota/Pinecraft. Discover your dream home in this enchanting region and embrace a lifestyle that celebrates the best of Florida living!

Newest Sarasota/Pinecraft Homes with Garden Exterior Features

$499,900
3 Beds ⋅ 3 Baths ⋅ South Gate Manor SubDv. ⋅ 34239 Zip Code
DON'T MISS this South Gate beauty — This meticulously cared-for 3 bed/2.5 bath pool home is centrally located to everything Sarasota has to offer. Step outside into your own private tropical paradise: The fully fenced yard boasts lush, professionally designed landscaping with LED accent lighting and wraps the saltwater pool, large paver brick deck, gazebo, and outdoor living spaces, creating a resort-like setting for entertaining or simply unwinding and recharging. Soak in the included 4-person hot tub, rinse off at the outdoor shower, or retreat to the beautifully finished, air-conditioned outbuilding — ideal as a studio, workshop, home office, or reading retreat. Inside the house, custom wood cabinetry, stainless steel appliances, and sleek granite countertops elevate the kitchen. Porcelain "plank" flooring in the bedrooms and ceramic in the living areas keep maintenance low, while a jetted spa tub in the main bath offers a relaxing soak for owners and guests alike. The indoor laundry room/pool bath keeps wet feet out of the main living space. This home should be the very last stop in your search. Major systems have been thoughtfully updated: new roofs - main and flat (6/26), AC ('24), water heater (2019), and irrigation system with well (new pump 6/26) — plus too many extras to mention. Select furnishings are available for purchase outside of the transaction; digital catalog available upon request. ***NOTE: Washer, dryer and laundry room fridge do not convey

3326 Bougainvillea Street, Sarasota
$599,000
3 Beds ⋅ 2 Baths ⋅ Forest Lakes Country Club Estates SubDv. ⋅ 34239 Zip Code
NEW PRICE — NOW UNDER $600K! $599,000 • Don’t Miss It! Experience the perfect blend of comfort, style, and privacy in this beautifully updated 3-bedroom, 2-bath home in desirable Forest Lakes Country Club. Ideally located just minutes from Siesta Key, Downtown Sarasota, the Legacy Trail, Pinecraft, The Palms Golf Club, St. Armands Circle, and Sarasota's award-winning beaches, this home offers an exceptional lifestyle in one of the area's most convenient locations. The open floor plan is designed for easy living and entertaining, with peaceful views of the lush backyard from nearly every main living area. The chef-inspired kitchen features solid wood cabinetry, quartz and granite countertops, an induction cooktop, Advantium oven technology, a Blanco faucet system, and whole-house water filtration. Step outside to your own private retreat with native Florida landscaping, tropical fruit trees, xeriscaping, new 6-foot horizontal shadowbox fencing, an expansive screened lanai, LED landscape lighting, and an updated irrigation and micro-irrigation system (2023). Hurricane-impact windows and sliding glass doors fill the home with natural light while providing security, energy efficiency, and peace of mind. Additional updates include a 2022 HVAC system and water heater, a tile roof with a newly installed flat roof over the southern portion of the home, and a custom-coated oversized garage floor. Located outside a flood zone and served by highly rated Sarasota County schools, this exceptional home offers quality updates, timeless appeal, and an unbeatable Sarasota location close to golf, shopping, dining, and the Gulf Coast's world-famous beaches.

3504 Brookline Drive, Sarasota
$445,000
2 Beds ⋅ 2 Baths ⋅ South Gate SubDv. ⋅ 34239 Zip Code
Completely renovated and rebuilt in 2023, this exceptional Sarasota residence offers the perfect blend of modern comfort, quality craftsmanship, and thoughtful design. Every major system and finish has been upgraded, including all new electrical wiring and electrical panel, all new PVC plumbing including PVC pipe to the sewer line, new water supply lines, HVAC system, insulation, and ductwork. The home’s electrical service is also underground, enhancing both reliability and curb appeal. Designed for both style and durability, the home features aluminum roof, hurricane-impact windows and doors, luxury vinyl flooring throughout, recessed lighting on dimmer switches, smoke detectors, and solid-core interior doors. The spacious open-concept layout is filled with natural light and offers generous living and family room spaces, creating an inviting atmosphere for everyday living and entertaining. The beautifully updated kitchen showcases custom cabinetry, stunning quartz countertops and backsplash, under-cabinet lighting, premium GE Profile appliances, and an impressive oversized single-basin sink that offers both functionality and style. The large family room opens to the backyard through elegant double French doors, seamlessly blending indoor and outdoor living. The primary bedroom serves as a comfortable retreat with a ceiling fan and a large closet complete with custom shelving. The primary bathroom has been thoughtfully designed with accessibility and functionality in mind, featuring a roll-in tiled shower, grab bars, built-in shelving, a shower light, and both a standard and handheld shower head. Outside, the professionally landscaped yard provides an attractive and private setting for relaxation and enjoyment. A spacious covered outdoor area creates the perfect space for entertaining, dining, or simply unwinding year-round. The property also includes a convenient carport and a storage shed, providing ample space for parking, tools, equipment, and additional storage needs. The generous lot offers ample room for the addition of a swimming pool, allowing future owners the opportunity to create their own private outdoor oasis. Ideally located in one of Sarasota’s most desirable neighborhoods, this home is just minutes from Southside Village, Downtown Sarasota, Sarasota Memorial Hospital, Arlington Park, and the city’s renowned dining, shopping, arts, and cultural attractions. World-famous Siesta Key Beach, Lido Key, St. Armands Circle, and Sarasota Bay are all within easy reach, providing endless opportunities to enjoy Florida’s exceptional lifestyle. With virtually every component replaced or upgraded in 2023, this move-in-ready home offers peace of mind, energy efficiency, and modern convenience in a prime Sarasota location.

2317 S Tuttle Avenue, Sarasota
$1,775,000
4 Beds ⋅ 3 Baths ⋅ Mcclellan Park SubDv. ⋅ 34239 Zip Code
This Spanish Mediterranean style home built in 1925 is nestled in the coveted "West of Trail" subdivision of DeSota Park in the South Poinsettia park Neighborhood just two blocks from the fine dining and boutique shopping offered in Southside Village. This home is ideally located outside of any flood zones and weathered the 2024 hurricane season without any damage. This listed historic home with detached casita is rich with character. The beautifully designed residence offers 2,330 square feet of living space. The home boasts a total of 12 rooms featuring a spacious entry, open plan living area including a formal dining room, living space and chef's kitchen and a versatile family room located directly off the pool area. The 3 bedroom main house has 2 bedrooms with their own en-suite bathrooms plus an additional 3rd bedroom/office/flex space, updated hurricane rated windows and whole home tankless hot water heater. The casita offers the 4th bedroom with en suite bath and kitchenette. Upon entering the tiled courtyard you are invited to step inside and discover an abundance of architectural details like the hurricane rated pecky cypress entry door, arched doorways, pecky cypress beams and fireplace mantel, custom built-ins and original architectural details that all add up to the unique touches of sophistication. The northern exposure fills the home with natural light, highlighting the garden views through casement dual pane hurricane rated windows adorned with tasteful and functional window treatments. Inside the spacious foyer your attention is drawn to the custom window treatments and new flooring and opens to an expansive open plan living room featuring a working fireplace with a pecky cypress mantel that adds warmth and ambiance and pecky cypress beams. The living space is flanked by a light filled dining room that opens to a second private courtyard and the recently renovated gourmet chef's kitchen that includes custom cabinetry, Taj Mahal quartzite countertops, zellige tile backsplash and top of the line appliances - SubZero refrigerator, Thermador warming drawer and Italian Fulgor Milano gas range. Down the hall the main floor primary suite includes a large ensuite bathroom with a separate shower, four closets for ample storage and a convenient laundry space. The second bedroom suite is tucked away with dual closets, dressing area, its own courtyard and private access to the pool. At the back of the home the 3rd bedroom/office/flexroom is located off a large and comfortable family room with pecky cypress beams and tile flooring that opens up through a wall of hurricane rated stack glass back doors to the pool area. The pool area is a tropical paradise featuring a heated pool and hot tub with a new remote controlled electronic system. The pool cage encompasses plenty of space for lounging and dining and includes the entry to the casita and full bath with mini split unit, tile flooring and wooden beams, includes built-in murphy bed and a dedicated generator. Outside the casita is a large paver courtyard with a custom outdoor cooking area that includes a plumbed 36" natural gas grill with rotisserie and pizza oven accessories and an outdoor refrigerator. This "West of Trail" home is ideally located in the Southside Elementary School district, convenient to Sarasota Memorial Hospital and located just steps away from Morton's Gourmet Grocery and some of Sarasota's best restaurants, shopping and art galleries.

1864 Clematis St Street, Sarasota
$2,695,000
5 Beds ⋅ 6 Baths ⋅ Hartland Park SubDv. ⋅ 34239 Zip Code
Experience modern luxury in this stunning new construction home located in Sarasota's highly sought-after West of Trail area. Offering 5 bedrooms, 5.5 bathrooms, and 4,165 square feet under air (5,614 total square feet), this exceptional residence combines custom design with everyday functionality. A grand entry welcomes you with soaring 12-foot ceilings, a spacious foyer, and a striking staircase that sets the tone for the home's contemporary elegance. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, creating the perfect space for entertaining and daily living. The chef-inspired kitchen features custom solid wood cabinetry, quartz countertops, premium Thermador appliances, and an oversized island designed for gathering with family and friends. A custom built-in feature wall in the living room adds both style and practicality. The bright first-floor office, complete with convenient bathroom access, can easily function as a guest suite and overlooks the beautifully landscaped front yard. Upstairs, 10-foot ceilings enhance the spacious feel throughout. The luxurious primary suite serves as a private retreat, accessed through double doors and opening to a private balcony that extends the second-floor living space. Each additional bedroom offers its own en-suite bathroom and walk-in closet, providing comfort and privacy for family and guests alike. A spacious second-floor laundry room with built-in cabinetry adds convenience. Outside, lush tropical landscaping and a full irrigation system complement the home's impressive curb appeal. Premium upgrades include impact-rated windows and doors, epoxy-coated garage floors, designer exterior lighting, pre-wiring for security cameras, and dual HVAC systems for enhanced comfort and energy efficiency. Ideally located West of Trail, this exceptional home is just minutes from downtown Sarasota, Sarasota Memorial Hospital, premier dining and shopping, local parks, and the world-renowned beaches of Siesta Key. Schedule your private showing today and discover the perfect blend of luxury, location, and modern living.

1870 Jasmine Drive, Sarasota
$569,000
2 Beds ⋅ 1 Baths ⋅ Hibiscus Park SubDv. ⋅ 34239 Zip Code
Great Opportunity to own your own Mid Century block built cottage near Sunnyside Park, Arlington Park and Sarasota Memorial Hospital, Or build NEW on the 9681 sq ft lot.... Ready to move right in, this 2 bedroom 1 bath home ...Enjoy the great back yard. AC 2014, Roof 2019.. Hot Water Heater 2020.....Located within the City of Sarasota limits, this home allows for weekly (7-day minimum) rentals, making it uniquely suited for those seeking both personal enjoyment and income potential.

2165 Sunnyside Lane, Sarasota
$215,000
2 Beds ⋅ 2 Baths ⋅ Orchid Oaks SubDv. ⋅ 34239 Zip Code
Top-floor corner unit at Orchid Oaks that comes fully furnished, turnkey, and move-in ready. This beautifully updated 2BD/2BA, 1,376 sq ft condominium is tucked beneath a canopy of mature oaks just off Phillippi Creek, offering the rare combination of natural serenity and central Sarasota convenience. The updated kitchen has been opened up and features a hood, wine fridge, and ample cabinetry. Open living and dining areas flow seamlessly to a screened lanai with electric fireplace and TV overlooking the community pool with a true treetop escape. Primary suite has a king bed, walk-in closet, and en suite bath. Guest bedroom with two twins. No carpet, only tile and LVP throughout the unit. The in-unit laundry is right off the entry with cabinetry. One covered assigned parking space. Community has additional parking available and amenities include a pool, clubhouse, gazebo, walking trails, a dog run, plus a creekside dock. The association maintains and provides private access to the shopping center next door and the HOA dues include elevator, water, sewer, cable, pest control, roof, painting, lawn service, exterior maintenance and building insurance. 30-day minimum lease allowed up to three times per year which makes it an excellent for option for seasonal use or income production. Minutes to Siesta Key, Downtown Sarasota, SRQ Airport, golf, dining, and shopping. Relaxed Florida living at its finest.

2746 Orchid Oaks Drive Unit 301, Sarasota
$2,099,000
4 Beds ⋅ 6 Baths ⋅ Purtz Sub SubDv. ⋅ 34239 Zip Code
NEW PRICE — AN EXCEPTIONAL OPPORTUNITY IN SOUTH SARASOTA! Not every luxury home earns a name. This one does. Welcome to “ The Corner Estate ” an exceptional new construction that combines one of Arlington Park's largest corner homesites with timeless contemporary design, offering an opportunity that's becoming increasingly difficult to find in Sarasota. Positioned on an impressive 10,200-square-foot corner lot and offering nearly 3,600 square feet of thoughtfully designed living space, this residence delivers something today's luxury buyers value above all else: space, privacy, and versatility. Unlike homes that ask you to compromise, The Corner Estate was designed to adapt to every stage of life. A private elevator connects both levels, while two luxurious primary suites, one on each floor, create an ideal layout for multigenerational living, long-term guests, or homeowners who simply appreciate exceptional flexibility. The home's clean architectural lines, soaring ceilings, and expansive gathering spaces create an atmosphere that feels refined without sacrificing comfort. Whether hosting an intimate dinner, welcoming friends for the weekend, or enjoying a quiet evening at home, every space was designed to feel effortless. Outside, the experience continues. The heated saltwater pool and spa overlook a generously sized backyard, an uncommon luxury in Arlington Park, offering room to entertain, relax, or simply enjoy the privacy that only an oversized corner homesite can provide. Location is where convenience becomes lifestyle. From your front door, you're only minutes from Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, Siesta Key Beach, and some of the city's finest restaurants, boutiques, galleries, and waterfront destinations. The Corner Estate represents one of the strongest values in Arlington Park's luxury new construction market. While others compete on size or price, this home delivers the rare combination of location, design, functionality, and long-term value. Some homes are easy to compare. The Corner Estate isn't one of them. Experience it in person and discover why this is one of Arlington Park's most compelling luxury opportunities.

2010 Hyde Park Circle, Sarasota
$869,000
3 Beds ⋅ 2 Baths ⋅ Hibiscus Park SubDv. ⋅ 34239 Zip Code
Virtually Staged. Get ready to view and call your home in this pristine and immaculately kept move-in-ready. This stunning Mid-Century Modern residence is located in the heart of the highly sought-after Southgate neighborhood! Minutes to Sarasota Hospital and Downtown Sarasota. This beautiful original-quality 3-bedroom, 1 large bathroom with a tub in the house, and 1 beautifully updated Walk-in Shower Bathroom in the garage that also assists as a pool bathroom. Original terrazzo flooring, solid wood doors beautifully trimmed, real wood cabinets, and other quality designs with a history of craftsmanship and updated functionality. As you walk around your home, feel the unique, timeless design of a functional kitchen, all appliances included, with even a gas stove. Move into your traditional spacious dining area for meals with family and friends. Wander into the true comfort of a spacious Florida room filled with natural light and air conditioning, currently used as an artist studio and for large gathering dinners, offering many future possibilities. Open your French doors and step out to an oversize Pool and lanai enclosed with screens. Lanai is prepared to insert a “safety screen” around the water edge that is compliant with the Florida Residential Swimming Pool Safety Act. Enjoy a beautiful outside sanctuary retreat at the comfort of your home. But it does not end there. Walk out beyond your lanai to your well-kept private landscaping. The total property sits on a 0.349-acre lot and seamlessly blends timeless design with modern luxury and functionality. Step inside again to view your spacious master bedroom, plus two additional bedrooms. Recent upgrades provide peace of mind and exceptional value, including a newly installed AC unit in 6/2026, hurricane-impact windows, a new hurricane-impact garage door, and a new roof installed in 2019. A new water heater was installed in 12/24. The house was recently re-plumbed in 2026. This type of quality home is unmatched. Enjoy the freedom of no HOA fees while being conveniently located near all that Sarasota offers. This home offers timeless quality, style, comfort, and location in one of Sarasota’s most desirable neighborhoods. Schedule your private showing today and experience Southgate living at its finest.

2068 Sunnyside Lane, Sarasota
$2,997,000
4 Beds ⋅ 3 Baths ⋅ Mcclellan Park SubDv. ⋅ 34239 Zip Code
Find your sanctuary in this exquisite Allegra custom home, ideally located on one of the few non-throughfare streets in the highly coveted West of the Trail neighborhood. Serene and understated from the outside, the home opens to a breathtaking entry that reveals an extraordinary Great Room featuring soaring 21-foot beamed ceilings, a dramatic windowed rotunda, and an open-concept design bathed in natural light. Oversized 10-foot doors frame every room, while hurricane-impact sliding glass doors seamlessly connect the interior to a resort-style outdoor oasis. The expansive pool deck showcases a stunning lighted fountain spilling from the spa into the oversized pool, a rainfall pergola, and lush tropical landscaping surrounded by a six-foot privacy fence—creating the ultimate setting for both relaxation and entertaining. Built with the signature craftsmanship of Allegra Homes, the residence features exceptional custom millwork, striking feature walls, designer lighting, and distinctive ceiling details throughout. Spanning 3,582 square feet, this thoughtfully designed home offers four spacious bedrooms, three luxurious bathrooms, a private den/office with a turret ceiling, and a versatile bonus room. The gourmet kitchen—one of Allegra’s most beloved layouts—is a true culinary showpiece, appointed with Sub-Zero and Wolf professional-series stainless steel appliances, including a five-burner natural gas cooktop, a second Sub-Zero beverage refrigerator, custom luxury cabinetry, rich 3cm granite countertops, and a glass tile backsplash with hidden electrical outlets Adjacent to the kitchen, the elegant dining room features a dramatic aquarium glass window overlooking the pool and gardens, along with a built-in buffet accented by a mirrored feature wall. The home’s split floor plan provides exceptional privacy. The serene primary suite is a private retreat, offering a spa-inspired bath with a walk-through shower, dual vanities, and a private water closet. A custom walk-in closet features built-in shelving, drawers, and a hallway dressing mirror. The bedroom is highlighted by an intricate custom ceiling design, designer lighting, and private access to the pool deck. On the opposite side of the first floor, you’ll find a built-in desk alcove, a spacious laundry room, a secondary bedroom with a walk-in closet, a full hall bath, and the bonus room with disappearing sliding glass doors that open to the screened pool area. The first level features rich porcelain wood-style flooring, while the second level is comfortably carpeted and hosts the third and fourth bedrooms, along with a media closet and additional HVAC storage. Bahama shutters and custom blinds complete the bedrooms and bathrooms. Situated on a 0.28-acre elevated lot, built above the flood plain in 2015, this exceptional residence offers privacy, luxury, and an unbeatable central location. Just minutes away are Sarasota Memorial Hospital, Southside Village, and top-rated Southside Elementary, with Siesta Key Beach, downtown Sarasota, Westfield Siesta Key Mall, and St. Armands Circle only a short drive away. This remarkable property may be purchased turnkey furnished, including original artwork, bronze sculptures, designer furnishings, and custom rugs, available under a separate bill of sale. Schedule your private showing today. Proof of funds required with all offers.

1794 Cunliff Lane, Sarasota
$625,000
2 Beds ⋅ 1 Baths ⋅ Bayview SubDv. ⋅ 34239 Zip Code
Welcome to your perfect coastal escape—an inviting cottage offering charm, comfort, and an ideal location away from the hustle and bustle of city life. Just a few miles from Siesta Key Beach, you’re only a short bike or golf cart ride from the world-famous quartz sand shores. This beautifully renovated two-bedroom, one-bath home has been thoughtfully updated from top to bottom. Inside, you’ll find a warm and welcoming layout, while outside, a spacious screened lanai provides the perfect spot to relax and unwind. There’s also ample outdoor space designed for easy Florida living. Located on Wisconsin Lane just off the north Siesta Key Bridge, this property offers convenient access to the shops and restaurants of Southside Village, placing dining, entertainment, and everyday essentials within easy reach. Whether you’re searching for a serene winter retreat, a smart investment opportunity, or a comfortable in-law residence in a safe and highly desirable neighborhood, this prime location checks all the boxes. After a long day at the beach, come home to your private haven and relax in style.The low-maintenance landscape design features elegant stone and shell accents, complemented by irrigation and ambient landscape lighting throughout the property. Don’t miss your opportunity to own this exceptional cottage—schedule your private showing today!

1704 Wisconsin Lane, Sarasota
$1,495,000
4 Beds ⋅ 5 Baths ⋅ Matheneys Sub SubDv. ⋅ 34239 Zip Code
In the "heart" of the most popular West of Trail neighborhood, step into a rare piece of Sarasota history just a short stroll to Southside Village restaurants and shops, downtown and 2 blocks to Sarasota Memorial Hospital. Behind a classic white picket fence, this 1926 home welcomes you with a generous yard framed by mature landscaping and colorful gardens. A cozy front porch sets the tone for your entrance into timeless architectural details which blend seamlessly with modern updates. Wood floors run throughout the living areas with natural light pouring in through numerous windows. Tall ceilings are complimented by original wood trim. All the details we love in an older home yet with many updates. The main home offers 2,575 sq ft thoughtfully laid out for everyday living and entertaining. The main level features multiple living spaces, separate dining room, a guest bedroom, a dedicated office and laundry room. Upstairs, the spacious owner's suite plus an additional bedroom with ensuite bathroom provide comfort and privacy. The remodeled kitchen is beautifully appointed with granite counters and custom cabinetry AND....a charming 306 sf studio-style guest cottage that has its own entrance and patio. COME SEE THIS BEAUTY, you will LOVE it.

1751 Floyd Street, Sarasota
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