Sarasota/Pinecraft Homes with Pool Community Features

Sarasota/Pinecraft Homes with Pool Community Features

Welcome to the enchanting community of Sarasota, specifically the delightful neighborhood of Pinecraft, where sunshine, serenity, and a sense of community blend seamlessly. Nestled in the heart of Sarasota County, this charming area is renowned for its unique atmosphere, showcasing a rich tapestry of cultural influences and a vibrant lifestyle that appeals to residents and visitors alike.

Pinecraft is characterized by its picturesque streets lined with swaying palm trees and the warm, inviting ambiance that comes with year-round Florida sunshine. This quaint neighborhood is particularly popular among those seeking a slower pace of life, with its close-knit community feel and an array of local amenities that cater to all needs. Enjoy leisurely strolls to nearby shops, indulge in delicious dining options, or participate in community events that foster connections among neighbors.

One of the standout features of homes in Pinecraft is the abundance of properties with private pools. Imagine lounging by your own sparkling oasis, surrounded by lush landscaping, where you can unwind after a long day or entertain friends and family under the sun. These homes not only provide a refreshing escape from the Florida heat but also enhance the overall lifestyle, making it easy to host gatherings or simply enjoy quiet moments of relaxation.

With its perfect blend of community spirit, beautiful surroundings, and the allure of poolside living, Pinecraft in Sarasota is truly a hidden gem waiting to be explored. Whether you're looking for a permanent residence or a seasonal retreat, this enchanting neighborhood promises to be a place you’ll love to call home.

Newest Sarasota/Pinecraft Homes with Pool Community Features

$385,000
2 Beds ⋅ 2 Baths ⋅ South Gate Manor SubDv. ⋅ 34239 Zip Code
Welcome to 2915 Webber Street, where comfort, flexibility, and location come together in the heart of Sarasota. This move-in-ready home features an updated kitchen with modern cabinetry, granite countertops, and a functional layout that’s perfect for everyday living and entertaining. A spacious flex room offers the ideal home office, playroom, or can be easily converted into a true third bedroom to meet your needs. Step outside to the oversized, fully fenced backyard with endless possibilities. With plenty of room for a custom pool, outdoor kitchen, or lush tropical landscaping, you can create the backyard oasis you’ve always envisioned. Ideally located just minutes from vibrant Downtown Sarasota and approximately 6 miles from world-renowned Siesta Key Beach, you’ll enjoy quick access to award-winning beaches, shopping, dining, parks, and cultural attractions while still being tucked away in an established neighborhood. Whether you’re searching for a primary residence, seasonal retreat, or investment opportunity, this centrally located home offers exceptional value, versatility, and the best of the Sarasota lifestyle.

2915 Webber Street, Sarasota
$598,000
3 Beds ⋅ 2 Baths ⋅ Arlington Park SubDv. ⋅ 34239 Zip Code
Ideally just one block from Arlington Park, this thoughtfully reimagined Tropical Mid-Century Bauhaus residence captures the effortless Sarasota lifestyle so many dream about. Filled with natural light, the inviting split-bedroom floor plan offers three generously sized bedrooms, two beautifully renovated baths, luxury vinyl plank flooring throughout, and an open kitchen that naturally becomes the heart of the home, flowing seamlessly into comfortable living and entertaining spaces. Walls of windows blur the line between indoors and out, creating a bright, cheerful atmosphere that immediately feels like home. Set on an oversized homesite, the expansive backyard offers abundant space to create the resort-style pool you've always imagined while providing generous room for outdoor dining, entertaining, gardening, pets or play. A detached studio invites endless possibilities as a yoga retreat, art studio, fitness room, workshop, or private creative space. Recent updates provide added value and peace of mind, including a new roof (2024), four year old HVAC, and a full suite of Whirlpool kitchen appliances that are approximately 2½ years old. To preserve the home's clean Bauhaus architecture, the roof vents were thoughtfully relocated to the rear of the home. Offered turnkey furnished, this exceptional residence is ready for you to unpack, unwind and begin enjoying everything Sarasota has to offer from the moment you arrive. Arlington Park is one of Sarasota's treasured neighborhoods, featuring a heated lap pool, aquatic center, tennis and pickleball courts, basketball courts, playground, dog park, recreational trails, outdoor fitness areas and expansive green spaces just a short distance away. Ideally minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, Siesta Key Beach, exceptional dining, boutique shopping, and Sarasota's renowned arts and cultural attractions, you'll enjoy the ideal balance of relaxation, recreation and convenience. The neighborhood continues to flourish with underground electric utilities planned throughout the area and striking new homes completed and under construction nearby, underscoring the enduring desirability and long-term value of this sought-after location. Whether you're searching for a full-time residence, seasonal escape or investment in one of Sarasota's vibrant neighborhoods, this is a rare opportunity to own a beautifully updated architectural home on an oversized lot where timeless design, modern comfort and an exceptional lifestyle come together. Schedule your private showing today and discover why so many buyers fall in love with Arlington Park.

2719 Temple Street, Sarasota
$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
$539,000
2 Beds ⋅ 2 Baths ⋅ La Linda Terrace SubDv. ⋅ 34239 Zip Code
Charming Key West–style bungalow in the highly desirable Arlington Park neighborhood. Beautifully updated while maintaining original character, including hardwood floors, glass doorknobs, and detailed trim. Flexible floor plan with two potential primary suites, each with en suite baths. MOVE IN READY. The light and bright kitchen features stone countertops, stainless range hood, bar seating, and a secondary sink area ideal for a wet bar. Multiple living spaces include a family room with decorative fireplace, a sun-filled Florida room perfect for an office or reading space, and a versatile bonus room for a gym, playroom, or additional workspace. Formal dining room and ample storage add to the functionality. Exterior features include a carport, extended driveway with room for a boat or golf cart, and a large fenced backyard. Separate storage/workshop space with built-ins provides additional flexibility. Ideally located just steps from Arlington Park with walking trails, pool, tennis courts, playground, and dog park. Minutes to Sarasota Memorial Hospital, downtown Sarasota, and Siesta Key. A perfect primary home, vacation retreat, or investment opportunity in one of Sarasota’s most sought-after areas.

2250 Arlington Street, Sarasota
$269,000
2 Beds ⋅ 2 Baths ⋅ Orchid Oaks SubDv. ⋅ 34239 Zip Code
Welcome to this beautifully updated 2-bedroom, 2-bathroom condo in the highly sought-after Orchid Oaks community. This spacious, wheelchair-accessible ground-floor residence combines comfort, convenience, and peace of mind, making it the perfect place to call home. Designed for long-term peace of mind, this home includes hurricane-impact windows, upgraded plumbing and electrical systems, a newer AC system and water heater, and the added benefit of being elevated above flood level. One of the standout features of this unit is its exceptional accessibility. The assigned carport is the very first parking space directly in front of the condo, making unloading groceries, luggage, or everyday essentials incredibly easy. With no stairs to navigate, this home offers effortless living for all. Inside, you'll find 1,365 square feet of thoughtfully updated living space featuring luxury vinyl plank flooring throughout and an open-concept floor plan filled with natural light. The remodeled kitchen boasts modern appliances, generous counter space, and abundant cabinetry, while both bathrooms have been tastefully renovated with contemporary finishes and fixtures. Enjoy your morning coffee or unwind in the evening on the screened lanai overlooking peaceful Phillippi Creek—a tranquil setting just minutes from Sarasota's renowned shopping, dining, and Gulf Coast beaches. Additional features include: Spacious primary suite with updated, spacious en-suite bathroom, Luxury vinyl plank flooring throughout, Pet friendly community with nearby dog park and Community walking paths. Condo fees include clubhouse, pool, insurance, exterior maintenance, pest control, water, sewer and trash! Located in the desirable Orchid Oaks community, this move-in-ready condo offers low-maintenance living in an ideal Sarasota location. Whether you're looking for a full-time residence or a seasonal retreat, this beautifully updated home is ready for you to move in and enjoy.

2753 Orchid Oaks Drive Unit 104, Sarasota
$159,500
2 Beds ⋅ 1 Baths ⋅ Sunland Apts SubDv. ⋅ 34239 Zip Code
Virtually Staged. GREAT LOCATION for Seasonal or Full time 55+ Residents. Just minutes from downtown Sarasota & a straight drive to Siesta Keys world-famous beaches. Interior completely remodeled, designed the Kitchen with an open layout with Quartz Countertops, custom white cabinets, & SS Appliances. Bathroom got a complete makeover. New Luxury Vinyl flooring throughout, new modern interior Doors, Fans & Lighting. Community Pool, Laundry facilities & storage space for each unit. Walk to Dining, Shopping & CMX Cinemas/Bistro. Low HOA Monthly Fee.

3755 S School Avenue Unit 54, Sarasota
$869,000
3 Beds ⋅ 3 Baths ⋅ South Gate SubDv. ⋅ 34239 Zip Code
A beautifully reimagined South Gate residence, this 3 bedroom, 3 bathroom home blends modern sophistication with timeless Sarasota charm. Set on an elevated 14,005 sq ft corner lot, the property offers exceptional privacy, mature landscaping, and an abundance of fruit-bearing trees, all supported by an irrigation system. Inside, the split floor plan provides effortless livability, complemented by a dedicated private office and an additional bonus room ideal for flexible lifestyle needs. Two of the bedrooms are ensuite, creating comfortable retreats for family or guests. The heart of the home is the gourmet kitchen, featuring 42" cabinetry, quartz countertops, stainless steel appliances, and a large picture window that fills the space with natural light. The adjoining dining area offers generous room for gatherings, while the family room with its sleek electric fireplace creates a warm, inviting atmosphere. Thoughtful upgrades continue throughout: a totally renovated interior, and an oversized two-car garage with epoxy flooring. Outside, a paver circular drive and a charming covered front porch with new Trex decking elevate curb appeal. With its expansive lot, there is ample room to add a pool and create a true Sarasota oasis. Located in the coveted South Gate community, this home offers unmatched convenience just minutes to fine dining, boutique shopping, world renowned beaches, and vibrant downtown Sarasota.

2465 Foster Lane, Sarasota
$664,900
4 Beds ⋅ 3 Baths ⋅ Southgate SubDv. ⋅ 34239 Zip Code
Beautiful 4BR/3Bath Pool Home in the highly desirable Southgate neighborhood close to everything great that Sarasota has to offer. Sitting on a perfect rectangular 10,500 Sq’ lot the home boast 2895 Sq’ of indoor livingspace, offering plenty of room for multi-generational living or converting the primary suite (with 2 doors to the exterior) into a Mother-In-Law apartment or ADU (AuxiliaryDwelling Unit) as a possible income generator. When you enter the home, you are greeted by a massive living room and tastefully updated ceramic tile on the diagonal that carries throughout the home. The open plan main living areas are complemented with spacious split bedrooms for privacy. The light and bright kitchen has 2 windows and recessed LED lighting and ample stone counters that a cook or baker will appreciate, plus upscale Samsung black stainless steel appliances, and a breakfast bar to the bonus room that has 2 large pantry closets and a built in desk with shelves. French doors lead out to the paver brick; lanai, patio and sunny pool area, on a spacious fully fenced backyard. The home is on county water and sewer and has  9.5 year old roof, 2 zones of HVAC; one is 2021 14 SEER Trane 2 ton for the primary BR side of the home, and the other is a 13 year old 15 SEER 3.5 ton Comfortmaker that is serviced regularly for the rest of the home. Large overhanging roof provides shade for passive cooling and coverage for outdoor storage. The stand-up attic offers excelent additional storage or oportunity to dormer and make into additional living space. Book your private showing and scoopup this rare opportunity NOW!

3612 S Lockwood Ridge Road, Sarasota
$186,000
2 Beds ⋅ 2 Baths ⋅ Cordova Gardens SubDv. ⋅ 34239 Zip Code
Welcome to maintenance-free living the the heart of Sarasota! This beautifully maintained 2-bedroom, 2-bath condominium offers an ideal blend of comfort, convenience and location. The spacious floor plan is light filled and has a great split bedroom floor plan and an ideal blend of comfort, convenience and location. In addition to the bright living areas, a functional kitchen and generously sized bedrooms there is a private primary suite with en suite bath. Enjoy relaxing mornings on one of 2 private lanais and take advantage of the community pool. Located just minutes from downtown and minutes to world class Siesta Key Beach and Village as well as South Side Village with many restaurants and shops as well as Sarasota Memorial Hospital. Whether you're looking for a year-round residence, seasonal retreat, or investment opportunity, this move-in ready condo is a fantastic value in a highly desireable location. New AC

2224 Bahia Vista Street Unit E6, Sarasota
$749,000
3 Beds ⋅ 2 Baths ⋅ Highland Park SubDv. ⋅ 34239 Zip Code
Welcome to a refined corner-lot home directly across from Arlington Park — one of Sarasota's most beloved neighborhood amenities. With 1,955 sqft of thoughtful living space, three bedrooms with walk-in closets, two updated baths, and a true 2-car garage, this property offers a combination that simply doesn't exist at this price point in the heart of the city. Every detail has been considered for Florida living. A 2022 metal roof with a 50-year warranty, two new Trane HVAC systems, impact-resistant windows, and a new water heater mean lower insurance, lower utilities, and no deferred maintenance. Located in evacuation Zone E and high and dry through every recent storm season, this is the rare home that lets you stop worrying about Florida ownership. Inside, character meets quality: stained solid wood doors, crown molding, hardwood bamboo flooring, a maple stairwell, and warm wooden ceilings. Walk out to a generous screened lanai, private hot tub, and lush tropical landscaping framed by palms, bamboo, and fruit trees. The fully fenced yard provides quiet privacy in a setting most Sarasota buyers only dream about. Step out your front door to Arlington Park's 50-meter lap pool, tennis courts, basketball courts, dog park, and walking trails. Sarasota Memorial Hospital, Southside Village dining, and downtown are all within minutes. Beaches at Siesta Key are a short drive away. Zoned for top-rated Southside Elementary (A-rated). A rare opportunity: turnkey, insurable, and irreplaceable location — directly across from the park.

2690 Temple Street, 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
$650,000
2 Beds ⋅ 2 Baths ⋅ South Gate SubDv. ⋅ 34239 Zip Code
Stunning, mid-century modern home in highly desirable South Gate with views you must see to believe! If you could have picked one of the best lots in South Gate back in the 1960’s this may have been it. The two-bedroom plus office, two bath home sits on a bluff overlooking a wide portion of Philippi Creek including a large aquatic preserve. You’ll be mesmerized by long, unobstructed views in every direction. A nature lovers delight and absolutely intoxicating. But while location is important, there are many more features in this classic home to consider. Entering through the large foyer you’ll immediately notice beautiful terrazzo floors throughout and a great room with vaulted ceilings. There’s an adjacent dining area off the kitchen and all of these spaces look out through what appears to be a “wall of glass” dedicated to the world class view of flora and fauna. The primary bedroom also has views and access to the back yard and the primary bathroom has been upgraded with a separate tub and walk in shower. The den/office can be made more private with sliding pocket doors and function as a guest bedroom. It even has a dedicated, enclosed patio and garden space. There’s an attached, oversized garage with room for your workshop and a double wide driveway with plenty of parking. While this home has been appropriately updated and improved over the years you’ll find it’s all been done with a great sensibility to the original intent, quality and “hipness” so many are learning to appreciate, again.

2940 Bougainvillea Street, Sarasota
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