Sarasota/Pinecraft Homes with Sidewalks Community Features

Sarasota/Pinecraft Homes with Sidewalks Community Features

Welcome to the enchanting region of Sarasota/Pinecraft, a hidden gem nestled in the heart of Central Sarasota, Florida. Known for its warm climate, stunning natural beauty, and vibrant community spirit, this area is an ideal destination for those seeking a serene yet engaging lifestyle.

Sarasota/Pinecraft boasts a unique charm that combines the tranquility of suburban living with the cultural richness of a bustling city. With its lush landscapes and picturesque surroundings, residents enjoy an array of outdoor activities, from leisurely strolls along the scenic sidewalks to exploring the nearby parks and nature reserves. The community is designed with walkability in mind, ensuring that sidewalks are not just a feature, but a way of life. This makes it perfect for morning jogs, evening walks, or simply enjoying the fresh Florida air.

The homes in Sarasota/Pinecraft are as inviting as the community itself. Many properties feature beautifully landscaped yards and spacious interiors, providing a welcoming atmosphere for families and individuals alike. The neighborhood is characterized by its friendly residents and a strong sense of community, where neighbors become friends and gatherings are a regular occurrence.

In addition to its residential charm, Sarasota/Pinecraft is conveniently located near a variety of amenities, including shopping, dining, and entertainment options. Whether you’re savoring fresh seafood at a local restaurant or indulging in the vibrant arts scene, there’s always something to explore.

Discover the delightful lifestyle that awaits in Sarasota/Pinecraft, where the sun shines bright, sidewalks beckon, and a warm community welcomes you home.

Newest Sarasota/Pinecraft Homes with Sidewalks Community Features

$745,000
3 Beds ⋅ 2 Baths ⋅ Grove Lawn SubDv. ⋅ 34239 Zip Code
Convenient to downtown, beaches, and SMH! This Florida 3/2 bungalow with one car garage (2019) and heated saltwater pool (2019) is full of charm and character! One of Sarasota’s more desirable neighborhoods for young families and professionals, this Arlington Park location is A++. Just east of Southside Village and walking distance to Southside Elementary. Enjoy easy care front yard and a backyard oasis with natural landscaping. From birds to bunnies, you’ll enjoy how nature finds its place in this urban location. Artistic paver patio offers cool-to-walk-on all summer long. The home offers 1,714 sq ft under air, plus a covered patio area, 3 bed rooms, 2 full baths, spacious family room, living room with fireplace, dining room, and updated kitchen. Inside you’ll find old Florida tongue and groove walls, wood floors, updated kitchen and baths. The interior and exterior painting has been refreshed. This charming home is move-in ready. Appliances; 2022 LG induction slide in, 2023 GE Café refrigerator w/ice maker and filtered in fridge water, 2023 LG Wash station (stack), 2025 GE Café Two-Drawer dishwasher, 2025 Granite Countertops, new deep sink, and filtered instant HOT/COLD tap. New Trane AC 2024. The fenced private backyard has a perfect pool setup with a 13 x 30 covered area and large paver patio area for relaxing and entertaining. The adjacent garage is wired with 200-amp service, ready for your hot tub or outdoor kitchen.

2070 Hyde Park 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
$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
$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
$1,650,000
4 Beds ⋅ 3 Baths ⋅ Hudson Bayou SubDv. ⋅ 34239 Zip Code
Rarely available 2001 built one story home on a 75 ft wide lot in the prime heart of West of Trail/ Southside Village area. One block to Sarasota Memorial Hospital and 3 blocks to the ever popular Southside Village shops and restaurants. A "true" neighborhood, Hudson Bayou is one of the most sought after areas to live in. This 4 bedroom (split bedroom plan) 3 full bath pool home has high ceilings and an oversized 2 car garage. The primary bathroom has a curbless oversized shower.

1714 Waldemere Street, Sarasota
$210,000
2 Beds ⋅ 2 Baths ⋅ Cordova Gardens SubDv. ⋅ 34239 Zip Code
Location truly makes all the difference—and this one delivers. Welcome to Cordova Gardens, a charming and peaceful community surrounded by lush, mature landscaping and ideally situated in the heart of Sarasota. Just minutes from the area’s world-renowned beaches, vibrant downtown, and iconic St. Armands Circle, you’ll have effortless access to boutique shopping, top-rated restaurants, Sarasota Memorial Hospital, art galleries, local theaters, Selby Gardens, and everything that makes this coastal lifestyle so special. This spacious ground-floor 2-bedroom, 2-bath condo offers both comfort and convenience with an inviting open-concept living and dining area, perfect for relaxing or entertaining. Ceramic tile flooring runs throughout, creating a clean, cohesive look, while the kitchen is equipped with stainless steel appliances and a convenient stacked washer and dryer. Natural light fills the home, enhanced by multiple sliding glass doors that invite in warm Florida sunshine and gentle tropical breezes. Step outside to your screened-in lanai and two private outdoor patios—ideal for enjoying a quiet morning coffee or unwinding with evening refreshments. Cordova Gardens residents enjoy a variety of amenities, including a welcoming clubhouse, a heated community pool, assigned parking, ample guest parking, and covered bike storage. With maintenance-free living, you can spend less time on upkeep and more time enjoying everything Sarasota has to offer.

2232 Bahia Vista Street Unit A1, 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
$12,750,000
5 Beds ⋅ 7 Baths ⋅ Cherokee Park SubDv. ⋅ 34239 Zip Code
One of Sarasota’s greatest bayfront estates, this stunning 1.38 acre waterfront home has recently undergone a comprehensive renovation throughout, enhancing every room with refined finishes and modern systems while preserving its timeless architectural character. Hidden away at the end of Southwest Drive within the coveted Cherokee Park neighborhood, this 5-bedroom home offers exceptional seclusion and privacy, surrounded by lush, verdant landscaping, specimen trees and mature oaks, with tranquil water views providing a serene backdrop throughout the entire home. A masterpiece by design, this architectural gem was designed by esteemed architect Clifford Scholtz and built with impeccable craftsmanship by Rich Perrone of Perrone Construction. Among the recent exterior improvements are a new roof and gutters, fresh exterior paint, new decorative landscape lighting, and a refreshed outdoor shower. Inside, thoughtfully curated modern finishes and updates seamlessly blend with classic architectural details such as columns, archways, and a mahogany-paneled office, creating interiors that feel bright, open, and timeless. New European white oak flooring flows through the main living areas, while Stark carpeting adds warmth to the staircase, select bedrooms, and the bonus room. A culinary enthusiast’s dream, the completely updated kitchen boasts Taj Mahal leathered stone countertops, White Haze dolomite backsplash, a micro cement hood, painted cabinetry, an oversized island, new sinks and faucets, a Sub-Zero fridge/freezer, and more. The charming breakfast area and adjacent family room, featuring a new micro cement fireplace with Taj Mahal hearth, are set against a backdrop of expansive windows and glass doors that capture picturesque bay views. A luxurious and peaceful retreat, the elaborate primary suite features a beautifully updated bath showcasing new vanities with Taj Mahal countertops and Brizo fixtures, plus new flooring, soaking tub, and walk-in shower. Secondary baths throughout the home have also been refreshed. Covered patios and loggias extend from the main living areas, creating ideal spaces for relaxation and enjoyment. Upstairs, the expansive gathering room impresses with its custom Perla Venata quartzite bar, freshly painted ceiling beams, large windows, and balcony access overlooking the bay, pool, and lush grounds. This is the perfect perch to enjoy large gatherings, relax at the bar, shoot pool, or have friends and family over on game day. Outside, the property unfolds as a private oasis, with a screened porch featuring Chicago brick pavers, a Wolf gas grill, Sub-Zero fridge, and refreshed finishes including a tiled backsplash, updated hardware, new sink and faucet, and refinished cabinetry. Chicago brick pavers also surround the free-form pool, creating a cohesive outdoor living environment. At the water’s edge, boaters will delight in the protected deep-water boat basin with two lifts (10,000-lb. and 16,000-lb. capacities), providing effortless maritime adventures. A detached oversized 3-car garage, connected by a covered walkway, provides ample space for storage or workshop use. Additional updates of note include updated HVAC systems, tankless water heaters, and modernized electrical throughout. A whole house generator rounds out the superlative systems. This exquisitely updated estate represents a rare offering where timeless elegance meets modern sophistication on one of Sarasota's most extraordinary waterfront settings.

3000 Southwest Drive, Sarasota
$220,000
2 Beds ⋅ 2 Baths ⋅ Cordova Gardens SubDv. ⋅ 34239 Zip Code
EXCEPTIONAL VALUE AND LOCATION. Newly renovated & minutes to downtown Sarasota, this condo is located in Cordova Gardens which is known for its beautifully maintained gardens, community pool and unbeatable location. This first-floor entry unfurnished condominium has two bedrooms and two full baths (one en suite) and three outdoor patios. There is an all-new kitchen with new appliances, new ceramic tile and renovated bathrooms, new washer/dryer, new central A/C, new window treatments, new light fixtures and freshly painted. READY TO MOVE IN. The condo includes an outdoor storage closet, assigned and guest parking, pool, grounds and building maintenance, pest control, fire/smoke detection and Association management covered by the HOA. The complex is 5 minutes from downtown Sarasota and 15 minutes from Lido and Siesta Key beaches.

2200 Bahia Vista St Unit B3, Sarasota
$1,499,000
5 Beds ⋅ 4 Baths ⋅ Granada Park SubDv. ⋅ 34239 Zip Code
Between North Siesta Key and Oyster Bay, this coastal craftsman contemporary residence offers the leisure of a maintenance-free lifestyle in a desirable location. Visit nearby shopping and dining, or just a quick drive to Siesta Key Beach or downtown Sarasota. Positioned across from the community pool, the home offers easy-care landscaping complemented by a charming herb garden. Built of solid concrete block construction for lasting durability, recent improvements include new UV purification in air-conditioning units, a new roof and fresh exterior paint. The well-designed floor plan offers four bedrooms and three baths, with a flowing open layout that connects the great room, dining area and kitchen beneath high ceilings filled with natural light. A private guest suite above the garage provides flexible space for multi-generational living, a studio or fitness retreat. Throughout the home, refined details like solid-wood cabinetry, deep-trimmed windows and fine millwork reflect craftsmanship and quality. The great room impresses with a two-story ceiling and fireplace, while the kitchen showcases shaker cabinetry, quartz countertops, a center island, stainless-steel appliances and a walk-in pantry. Living in Granada Park provides the ease of a lock-and-go lifestyle in a gated, established neighborhood. This pleasant haven is conveniently just .3 miles from Publix, .5 miles to CineBistro, 1.3 miles to Southside Village, two miles to Sarasota Memorial Hospital, 2.6 miles to downtown Sarasota and five miles to Siesta Key Beach. It’s the best of Sarasota living, wrapped in a maintenance-free, West of Trail lifestyle.

1775 Stapleton Street, Sarasota
$209,000
2 Beds ⋅ 2 Baths ⋅ Cordova Gardens SubDv. ⋅ 34239 Zip Code
Welcome to this beautifully maintained end-unit condominium ideally situated in one of Sarasota’s most sought-after neighborhoods. Just minutes to vibrant downtown Sarasota’s arts district, offering fine dining, boutique shopping, theaters, and cultural venues. Close to the scenic Bayfront Park and Marina Jack, perfect for waterfront dining, walking trails, and watching sunsets over Sarasota Bay. Easy access to Sarasota Memorial Hospital, world-class beaches (including Siesta Key and Lido Beach), and premier golf courses. This spacious 2-bedroom, 2-bath split-plan layout offers privacy and comfort, ideal for both seasonal or year-round living. As an end unit, this home features extra privacy and natural light, enhanced by soaring vaulted Pecky Cypress ceilings and large transom windows that fill the open-concept living area with abundant light, while adding warmth and architectural character. The open floor plan includes a spacious kitchen, perfect for entertaining, and flows into the main living and dining areas. Enjoy a bonus loft perfect for a home office, guest space, or creative studio, and relax on two private, screened-in lanais—ideal for morning coffee or evening cocktails. Additional features include updated bathrooms, in-unit laundry, and plenty of storage throughout. Whether you're looking for a primary residence, seasonal retreat, or an income-producing property (with 6-month rental capability), this home offers the best of Sarasota living in an unbeatable location.

2232 Bahia Vista Street Unit A6, Sarasota
$399,000
Midtown Office Park SubDv. ⋅ 34239 Zip Code
Prime Office Space – Midtown Medical Park. Potential Owner Leaseback Opportunity! Great investment opportunity! This beautifully maintained office building is in the heart of Sarasota, just minutes from Sarasota Memorial Hospital and downtown. Updated interior featuring luxury vinyl flooring and fresh paint. Plenty of free parking is available outside the building. 5 offices and conference room. Main office suite includes a private shower – perfect for long workdays or executive use. 1 Guest bathroom. Kitchenette with sink, mini fridge, ample cabinetry, and a private entry door Flexible layout suitable for medical, professional, or creative office use

1219 S East Avenue Unit 3-304, Sarasota
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