Sarasota/Pinecraft Homes with Sidewalk Exterior Features

Sarasota/Pinecraft Homes with Sidewalk Exterior Features

Welcome to Sarasota/Pinecraft, a charming enclave nestled in the heart of Central Sarasota, Florida. This vibrant community is known for its warm climate, lush landscapes, and a rich tapestry of culture that beautifully blends relaxation with recreation. With its close proximity to the stunning Gulf Coast beaches, residents enjoy year-round sunshine and a laid-back lifestyle that epitomizes Florida living.

Sarasota/Pinecraft is particularly famous for its welcoming atmosphere and friendly neighborhood vibe, making it an ideal place for families, retirees, and anyone seeking a tight-knit community. The area is dotted with delightful parks, quaint shops, and local eateries that offer a taste of the region's unique flavors. Whether you’re strolling through the picturesque streets or enjoying a leisurely bike ride along the scenic paths, you'll quickly discover why this area is cherished by its residents.

One of the standout features of homes in Sarasota/Pinecraft is their charming sidewalk exterior. These well-designed properties often boast inviting front porches and manicured lawns, encouraging neighbors to connect and enjoy the outdoors. The sidewalks create a sense of community, making it easy for families to take evening strolls, children to ride their bikes, and friends to gather for casual chats.

With a variety of homes available, from cozy bungalows to spacious family residences, Sarasota/Pinecraft offers something for everyone. If you’re looking for a place that combines comfort with a vibrant community spirit, look no further than this enchanting corner of Florida. Discover the perfect home where you can put down roots and create lasting memories in beautiful Sarasota/Pinecraft!

Newest Sarasota/Pinecraft Homes with Sidewalk Exterior Features

$2,220,000
3 Beds 3 Baths Desota Park SubDv. 34239 Zip Code
Perfectly positioned West of Trail in Sarasota's coveted Flower Streets, this exceptional one-story Allegra residence offers an unparalleled lifestyle. Residents are steps from Southside Village's premier shopping and dining, minutes from the scenic Bayfront, Downtown Sarasota and Siesta Key Beach, and zoned for the highly regarded Southside School district. This impeccably designed 3-bedroom plus office and bonus room home epitomizes modern coastal living and showcases the esteemed Kristi Ann single story floor plan. Double doors open to the soaring 18' ceiling and wall of expansive 10' pocketing sliders which draw you towards the resort-like outdoor retreat. The living room features a dramatic floating tray ceiling with Halo-LED lighting and a focal wall complete with a remote-controlled electric fireplace and TV. The chef's kitchen is equipped with stainless steel appliances, a 5-burner gas range, Quartz island and countertops, and a generous walk-in pantry. The dining area, both intimate and elegant, includes a built-in Quartz-topped buffet, creating a serene space for family meals or hosting guests. The primary suite offers a tranquil escape, with a vaulted ceiling accented by charming wood beams, a spacious custom walk-in closet and a spa-like en-suite bathroom with glass-enclosed shower and designer tile. Two additional large guest bedrooms, along with a well-appointed guest bathroom and powder room, offer comfort and privacy for family or visitors. Step outside and discover an expansive lanai with a resort-style heated pool, spa, and impressive summer kitchen, all surrounded by lush landscaping and illuminated by custom lighting. This home is packed with custom features including designer lighting and built-ins, PGT impact windows, disappearing corner sliders, solid-core interior doors, spray foam insulation, remote-controlled Kevlar shades, 2025 AC unit with UV lights, 2023 mini split AC unit in the garage, and a whole-home air purifier. Built to the latest hurricane codes and outside the flood zone, the home provides peace of mind along with timeless design.

1959 Hibiscus Street, Sarasota

$1,150,000
3 Beds 2 Baths Hyde Park Heights SubDv. 34239 Zip Code
This is the one * Welcome to your BEAUTIFULLY REDESIGNED FAMILY HOME in the rarely available ARLINGTON PARK NEIGHBORHOOD * CUSTOM BUILT BY THE BUILDER FOR HIS PRIVATE RESIDENCE IN 2014 and sold to the current owner in 2016 * All aspects of this custom home are new! * Craftsman exterior with a coastal modern interior * Terrific opportunity to live in Hyde Park, one of Sarasota's best neighborhoods * Walk 2 blocks to Arlington Park! * This home will impress even the most discerning buyer * QUALITY BUILT WITH HIGH END, LUXURY FINISHES & FEATURES * PRIDE OF CURRENT OWNERSHIP SHOWS * The Custom Chef's Kitchen showcases a WOLF 6 Burner GAS COOK-TOP, a MIELE Built-in Oven + Microwave, Solid Wood Cabinetry, CAMBRIA QUARTZ Kitchen Counters + Island, an Eat-in Kitchen area & an island offering additional seating, and is perfectly positioned toward the large Great Room & Dining Room * This is the perfect home to entertain family & friends, or for just simply relaxing in your slice of paradise * The Primary Retreat is VERY PRIVATE with a large sitting area & French doors to your Lanai & Pool as well as a SPACIOUS Walk-in Closet with Custom Built-ins, a Freestanding Tub, Walk-in Shower & Dual Sinks * 2 Guest Bedrooms PLUS A SEPARATE DEN/OFFICE or a 4th Bedroom * FOR YOUR PEACE OF MIND, DUAL PANE LOW E IMPACT HURRICANE WINDOWS & DOORS * Plantation Shutters * WIDE PLANK ENGINEERED HARDWOOD FLOORS THROUGHOUT * Tile Floors in Baths * Generator Hook-up with 250 gallon propane tank * Tankless Hot Water Heater * YOUR OVERSIZED 2 CAR GARAGE HAS A MINI SPLIT A/C UNIT * All this wraps your Private Backyard Oasis with a 29 ft long Lanai with Custom Built-ins, Vaulted Ceilings & REMOTE CONTROLLED LANAI SCREENS FOR YEAR ROUND ENJOYMENT * The SALTWATER POOL is one of a kind with a custom sliding cover you must see * FENCED BACKYARD * Paver Brick Driveway + TRAVERTINE LANAI & POOL DECK AREA * CUSTOM LANDSCAPING * This is the ideal home, PRICED RIGHT WITH TOO MANY UPGRADES TO LIST * Put this one on your short list * Minutes to Southside shopping & dining, Arlington Park, Siesta Key Beach, Sarasota Memorial Hospital & Downtown Sarasota * IDEAL LOCATION * Tired of the big box homes? THIS HOME HAS CHARACTER & CHARM! * IT HAS EVERYTHING YOU'VE BEEN LOOKING FOR! * One look & you'll fall in love *

2440 Arlington Street, Sarasota

$5,995,000
5 Beds 6 Baths Lewis Combs Sub SubDv. 34239 Zip Code
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

$1,549,000
3 Beds 4 Baths Arlington Park SubDv. 34239 Zip Code
Be the first to call this exceptional newly constructed home your own. Offering 3 bedrooms, 3.5 bathrooms, and a private office, this thoughtfully designed residence blends modern style, quality finishes, and seamless indoor-outdoor living in one of Sarasota's most desirable locations. Step inside to an open-concept floor plan filled with natural light, soaring ceilings, and large-format porcelain tile flooring throughout the main living areas. Just off the entry, the private office provides the perfect space to work from home, create a media room, or enjoy a quiet retreat. At the heart of the home, the chef's kitchen is designed to impress with quartz countertops, a full-height quartz backsplash, custom cabinetry extending to the ceiling, an oversized waterfall island, and a premium Thermador appliance package, including an induction cooktop, a 42-inch built-in French door refrigerator, and a combination wall oven. Sliding glass doors open to your own private backyard oasis, where a heated saltwater pool, spacious paver patio, and fully equipped outdoor kitchen with a built-in grill, granite countertops, and a mini fridge create the perfect setting for entertaining or simply enjoying Florida's year-round sunshine. Upstairs, each bedroom features its own en-suite bathroom and custom walk-in closet, offering comfort and privacy for family and guests alike. The spacious primary suite is a true retreat, complete with a spa-inspired bathroom designed for everyday relaxation. With no HOA and the ability to allow weekly rentals within the city limits, this property offers outstanding flexibility as a primary residence, vacation home, or investment opportunity. Ideally located just minutes from Downtown Sarasota, Siesta Key Beach, St. Armands Circle, Sarasota Memorial Hospital, The Legacy Trail, and top-rated schools, this home delivers the perfect combination of luxury, convenience, and the Florida lifestyle.

2590 Floyd Street, Sarasota

$1,550,000
6 Beds 5 Baths Long Meadow SubDv. 34239 Zip Code
Welcome to this fully furnished, newly updated Sarasota property situated on two combined lots totaling nearly half an acre, offering the flexibility and lifestyle potential in one of the area’s most popular areas of Sarasota. This multiple six-figure producing Airbnb is located just 1.5 miles to Siesta Key and approximately 2 miles to downtown Sarasota, this property provides quick access to world-class beaches, dining, shopping, and entertainment. The main residence features an open-concept floor plan designed for comfortable living and entertaining. A separate in-law suite offers ideal accommodations for guests or extended family, while the detached pool house provides additional flexible space suitable for a game room, private retreat, or entertainment area. At the center of the property is a private courtyard with a large pool, creating a resort-style setting perfect for gatherings and outdoor enjoyment. The oversized double lot allows for ample parking and generous outdoor space, a rare find this close to the beach. Significant upgrades have been completed throughout the property, including a new roof, new A/C units, new electrical, new electrical panels, new water lines to the road, a new irrigation system, and exterior landscape lighting, offering peace of mind for future owners. Whether you are seeking a primary residence, second home, or a versatile property with multiple living areas, this Sarasota residence stands out for its location, lot size, and turnkey condition.

2069 Bougainvillea Street, Sarasota

$524,995
4 Beds 2 Baths Southgate SubDv. 34239 Zip Code
Investor Opportunity or Ideal Owner-Occupant Duplex in Desirable Southgate – Sarasota, FL Exceptional opportunity to own a solid block construction duplex in the highly sought-after Southgate area of Sarasota. Offered at $524,995, this versatile, well-maintained property is perfect for investors seeking reliable rental income or buyers looking to live in one unit while generating income from the other. With no HOA and separate electric and water meters for each unit, this property offers the flexibility and convenience today’s buyers and investors are looking for. Each spacious unit features 2 bedrooms, 1 full bathroom, an open-concept kitchen, dining area, and a comfortable great room, creating a bright, inviting living space that appeals to both homeowners and tenants. Ceramic tile flooring throughout provides durability, easy maintenance, and a clean, timeless look. Each unit also includes a pantry/laundry room with washer and dryer hookups, adding valuable storage and everyday convenience. A convenient two-car carport is located between the units, providing covered parking and additional convenience for both residences. This property has been meticulously maintained and offers numerous valuable updates that provide peace of mind for years to come. Highlights include a 75-year-rated metal roof installed approximately eight years ago, HVAC systems replaced within the last four and five years, respectively, and newer water heaters in both units. The beautifully landscaped grounds reflect pride of ownership and enhance the property’s curb appeal. Location is one of this property’s greatest assets. Nestled in the established Southgate neighborhood, you’ll enjoy the convenience of being just 10 minutes from vibrant downtown Sarasota, where exceptional dining, shopping, arts, entertainment, and cultural attractions await. Even better, you’re only 15 minutes from the world-renowned white sands of Siesta Key Beach and beautiful Lido Beach, making this an outstanding location for both residents and tenants alike. Whether you’re expanding your investment portfolio, searching for a multi-generational living opportunity, or looking to offset your mortgage with rental income, this duplex offers exceptional value in one of Sarasota’s most desirable and centrally located neighborhoods. Don’t miss this rare opportunity to own a move-in-ready, income-producing property in the heart of Sarasota.

2911 Bentley Street, Sarasota

$3,295,000
4 Beds 3 Baths Poinsettia Park SubDv. 34239 Zip Code
Poised on one of the prettiest tree-lined West of Trail streets, this modern coastal residence offers the ideal blend of casual elegance, thoughtful design, and everyday livability. In like-new condition and custom built in 2020 by award-winning Allegra Homes—recognized by the Building Industry Association for outstanding craftsmanship and innovative home design—this 3,220-square-foot residence with 4 bedrooms and 3 baths showcases impeccable quality and attention to detail throughout. The dramatic great room features soaring 16-foot ceilings, clerestory windows that bathe the space in natural light, designer lighting, a striking electric fireplace, and a custom entertainment wall with a stone façade and illuminated glass display shelves. Triple sliding glass doors create a seamless transition to the covered and screened lanai features a 40-foot heated saltwater pool, 2 covered seating and dining areas, a fully equipped grilling station, and convenient access to a full pool bath—creating the ultimate year-round Florida lifestyle. The culinary-influenced kitchen impresses with a professional Sub-Zero and Wolf appliance package, custom cabinetry, and a dramatic quartz waterfall island with comfortable seating for 4. The full-height matching backsplash creates a stunning focal point while adding a sophisticated designer touch. The private owner's wing comes with direct lanai access, 2 customized walk-in closets, a dedicated den or home office, and the all-white bath is a refreshing oasis with its freestanding soaking tub, oversized walk-in shower, separate vanities, ample counter and cabinet space, and a water closet. A first-floor guest suite provides ideal accommodations for family and visitors, while the second level offers two additional bedrooms, a full bath, and an oversized bonus room perfect for a media room, playroom, fitness space, or additional gathering area. The home's sophisticated interior is complemented by a calming palette of whites, creams, and light-toned beiges, creating a neutral backdrop for any design style. Modern conveniences include whole-house audio with lanai speakers, a comprehensive 360-degree exterior camera system, and a low-maintenance fenced yard complete with powder-coated aluminum gates, rock walkways, artificial turf, and a private irrigation well. The striking front elevation showcases stone-wrapped columns, a brick paver driveway, and beautifully designed landscaping that creates exceptional curb appeal. You'll enjoy the convenience of walking to Southside Village with its boutique shopping, gourmet markets, acclaimed restaurants, sidewalk cafés, and vibrant local gathering spots. Downtown Sarasota, the area's renowned cultural attractions and world-famous Gulf beaches are all just minutes away. Families will appreciate the highly regarded Southside School District, known for its strong academic programs, innovative educators, and enriching arts opportunities. This exceptional residence offers the rare opportunity to enjoy luxury, comfort, and an unmatched Sarasota lifestyle in one of the city's most desirable West of Trail locations.

1838 Oleander Street, Sarasota

$505,000
3 Beds 2 Baths Avon Heights SubDv. 34239 Zip Code
Some homes are built to impress. This one was built to live in — and it delivers on every level. Constructed in 2022 to current building codes, this island-style elevated stilt home sits in one of Sarasota's most coveted in-town corridors, tucked between the energy of downtown and the calm of the Gulf Coast beaches, with virtually everything you need within a half mile of your front door. Step inside and the first thing you notice is how right it feels. Luxury vinyl floors run throughout, shaker-style cabinetry lines the kitchen, and stone countertops anchor a fully equipped cooking space outfitted with smart Samsung stainless steel appliances. The living room flows naturally into a dining area and a charming alcove complete with an antique bar cart and built-in desk — equal parts functional and full of character. Smart TVs throughout, an interior Samsung washer and dryer, and all turnkey furnishings included mean you walk in and you're already home. 3 bedrooms and 2 full baths sleep up to 8 comfortably, making the layout as practical for a full-time family as it is for a rotating roster of vacation guests. The metal roof and impact windows provide the kind of peace of mind that's hard to put a price on in Florida, and the elevated stilt-on-concrete-piling construction keeps you above the worry. Under-building carport parking accommodates 2 vehicles with ease. Out back, a serene tree-lined yard gives you a private exhale after everything the neighborhood has to offer — and the neighborhood has a lot to offer. The gym, medical, and pharmacy are each 0.3 miles away. Coffee and groceries are 0.4 miles out. Gas in 0.6 miles, the movie theater in 1.1. Arlington Park and Aquatic Complex — one of Sarasota's most beloved community anchors — is a short walk. Southside Village, with its independent restaurants and neighborhood charm, is right there. Downtown Sarasota, the Bayfront, the marina, the Sunday Farmers Market, the arts district — all within easy reach. Lido Key and world-famous Siesta Key Beach, with its powdery quartz sand, are a quick drive when the Gulf is calling. Currently operating as a successful short-term vacation rental, this home offers genuine flexibility — use it as a primary residence, a personal retreat, or continue generating rental income with an already-proven property in an always-in-demand location. In Sarasota, that combination is harder to find than it looks.

2375 Bahia Vista Street, Sarasota

$1,675,000
6 Beds 5 Baths Rustic Lodge SubDv. 34239 Zip Code
Set in the sought-after Arlington Park area, this exceptional 2024-built modern residence offers a rare blend of refined design, flexible living, and resort-style outdoor space. With 6 bedrooms and 4.5 baths in total, including a detached 1 bedroom, 1 bath guest house above the garage, the home is thoughtfully designed for both everyday comfort and elevated entertaining. The main residence welcomes you with bright, expansive living spaces, abundant natural light, remote-control window treatments throughout, a sleek fireplace, and effortless indoor-outdoor flow. At the heart of the home, the chef’s kitchen makes an elegant statement with crisp white cabinetry, solid-surface countertops, stainless steel appliances, a striking range hood, built-in oven, walk-in pantry, and an oversized island designed for gathering. The bedroom layout offers exceptional versatility for family, guests, work-from-home needs, or media space, while generous closet and storage space throughout the home add everyday ease. The primary suite is a private retreat, complete with dual walk-in closets and a refined sense of comfort. The detached guest house elevates the property’s flexibility even further. Positioned above the garage, it features its own bedroom, full bath, and living area, along with space that could be built out into a kitchen or kitchenette area. It is ideal for extended family, visiting guests, an au pair suite, private office, studio, or additional retreat space. Outdoors, the home is designed to live like a private Sarasota escape, with a sparkling pool, expansive paver patio, covered dining area, outdoor kitchen, balcony, and lush tropical landscaping. A detached 2-car garage, fenced yard, and two laundry rooms, one upstairs and one downstairs, provide added convenience. Located minutes from downtown Sarasota, Southside Village, Sarasota Memorial, dining, shopping, and the area’s world-class beaches, this residence delivers modern luxury, rare guest-house functionality, and an elevated lifestyle in one of Sarasota’s most desirable central locations.

2430 Floyd Street, Sarasota

$2,100,000
4 Beds 4 Baths Poinsettia Park SubDv. 34239 Zip Code
Virtually Staged. In the heart of Southside Village, this exceptional home offers one of Sarasota’s sought-after lifestyles. Just west of Tamiami Trail in Poinsettia Park’s charming Flower Streets, the neighborhood is known for its tree-lined streets, diverse architectural character, and proximity to restaurants, boutiques, gourmet markets, Sarasota Memorial Hospital, Southside Elementary, downtown Sarasota and the Siesta Key bridge. From 1920s bungalows to newly built residences, the area reflects the character and appeal that continues to attract buyers year after year. This home combines spacious living areas with thoughtful design and inviting outdoor spaces. The first floor features 10-foot ceilings, plank tile flooring, and a great room with tray ceilings, an electric fireplace, and triple sliders that open to the patio and pool area. The kitchen is centered around a large island and includes marble countertops, stainless steel appliances and a butler pantry. A den with a Murphy bed and an adjacent full bath offers flexibility for guests, a home office or multi-purpose use. Upstairs, four bedrooms, three baths, and a family room with built-in cabinetry and a beverage refrigerator provide comfortable space for everyday living. The primary suite includes two walk-in closets, dual vanities, a soaking tub and a separate shower. Outdoor living is equally inviting, with a heated saltwater pool and spa, covered entertaining areas and open patio spaces designed for enjoying Sarasota’s year-round sunshine. With easy access to downtown Sarasota, Siesta Key, shopping, dining, healthcare and schools, this home offers an outstanding opportunity in one of the city’s desirable neighborhoods.

1850 Magnolia Street, Sarasota

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