Sarasota/Pinecraft Homes with Private Entrance Exterior Features

Sarasota/Pinecraft Homes with Private Entrance Exterior Features

Welcome to the enchanting community of Sarasota/Pinecraft, nestled in the heart of Central Sarasota, Florida. Renowned for its vibrant culture, stunning natural beauty, and a welcoming atmosphere, this region is a hidden gem that perfectly blends the charm of small-town living with the conveniences of urban amenities. With its lush palm trees, sun-kissed beaches, and a rich tapestry of local arts and cuisine, Sarasota/Pinecraft is an ideal destination for those seeking a serene yet engaging lifestyle.

One of the standout features of homes in this delightful area is their private entrance exterior. Imagine stepping into your own oasis, where privacy meets elegance. These homes are designed with thoughtful architectural details that enhance both functionality and aesthetics. A private entrance not only offers a sense of seclusion but also provides a personal touch that sets these residences apart. Whether you’re hosting friends or enjoying a quiet evening at home, the exterior features of these properties create a welcoming ambiance that invites relaxation and enjoyment.

Living in Sarasota/Pinecraft means you’re just moments away from pristine beaches, lush parks, and a variety of recreational activities. The community is also known for its friendly atmosphere, making it easy to connect with neighbors and enjoy local events. From cozy cafes to upscale dining, the options are plentiful, ensuring that there’s always something new to discover.

If you’re looking for a home that combines comfort, privacy, and a vibrant lifestyle, Sarasota/Pinecraft is the perfect place to call home. Explore the possibilities and embrace the charm of this remarkable region!

Newest Sarasota/Pinecraft Homes with Private Entrance Exterior Features

$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
$795,000
3 Beds ⋅ 2 Baths ⋅ Long Meadow SubDv. ⋅ 34239 Zip Code
"TIMELESS CHARM, MODERN LUXURY, UNMATCHED FREEDOM"... Surrounded by beautifully restored residences and architecturally impressive custom modern homes, this exceptional property is perfectly positioned in Sarasota's desirable "Flower Streets" neighborhood, within the coveted 34239 ZIP code— an established community, admired for its distinctive character and lasting appeal. Enjoy prime "East of the Trail" living, near top-rated schools, in high demand, including SOUTHSIDE Elementary just over a half mile away. Arlington Park & Aquatic Complex is also nearby, offering scenic walking trails, swimming pools, tennis courts, fitness facilities, a playground, and a dog park. Major renovations completed in this move-in-ready, modern coastal-style home. Sitting on a 10,734 SF oversized lot, in desired Flood Zone X, NO HOA, NO CDD fees, NO DEED RESTRICTIONS, with the flexibility to accommodate a boat or small RV, subject to local regulations. Natural light floods the great room, into the chef-inspired kitchen, with soft-close custom shaker cabinetry, new stainless steel appliances, premium quartz countertops, and an island designed for effortless entertaining. The indoor laundry room includes shaker cabinetry, quartz countertops, and new washer and dryer. The split-bedroom plan offers optimal privacy, with the spacious primary suite on one side, serving as a private-retreat, with a custom-designed, spa-inspired en-suite bath, custom walk-in closet, and French doors opening directly to the outdoor patio. The two guest rooms and upscale guest bath are situated on the opposite wing, ensuring total comfort for visitors. 2026 updates: a new metal roof, hurricane-impact windows and doors, new aluminum fascia, luxury vinyl plank flooring, upscale porcelain tile, high-end quartz countertops, fresh interior/exterior paint, new stucco, new insulation, repiped plumbing and all new updated plumbing fixtures, updated electrical rewiring and all new electrcial fixtures w/designer LED lighting, a one-car garage with impact-rated door, in addition to the generous amount of driveway parking. Endless possibilities to "bring your backyard dreams to life"! High-quality PVC fencing ensures total privacy for the massive backyard, a spectacular canvas ready to be transformed into the ultimate outdoor entertaining space! Envision a resort-style oasis w/custom pool, spa, and cabana-style pavilion with an outdoor kitchen. 5 minutes to Southside Village and Sarasota Memorial Hospital. Less than 10 minutes from Downtown SRQ, known for fine dining, theater, live music, rooftop bars, and vibrant nightlife. Nestled minutes from Marina Jack, Sarasota Bayfront, and the iconic John Ringling Bridge, this prime location puts boutique shopping, world-class performing arts and spectacular sunset walks right at your fingertips. Sarasota is renowned for the arts & cultural districts, festivals, boating and our award-winning, powder-sand beaches with crystal-clear turquoise gulf waters. Siesta Key, Lido Key, Longboat Key and SRQ International Airport are less than 15 min away, and still close by UTC and Lakewood Ranch. Whether you're searching for a primary residence, seasonal retreat, or vacation rental investment, this phenomenal home offers the rare combination of location, flexibility, and timeless modern coastal design— check off your bucket list by experiencing the Sarasota lifestyle at its finest.

2329 Rose Street, Sarasota
$350,000
2 Beds ⋅ 1 Baths ⋅ Hillsprey Villas SubDv. ⋅ 34239 Zip Code
Exceptional value in the heart of Sarasota. Perfectly positioned just moments from Downtown Sarasota, this updated turnkey-furnished villa offers an outstanding opportunity to enjoy walkable city living, a seasonal retreat, or an income-producing investment. Nestled within the intimate Hillsprey Villas community of just six residences, this charming two-bedroom residence combines privacy, affordability, and an unbeatable location directly across the street from Morton's Gourmet Market and just minutes from Sarasota's vibrant dining, shopping, and cultural attractions. The light-filled interior features an open-concept floor plan designed for comfortable everyday living. Neutral tile flooring flows throughout the residence, while the living/dining area connect seamlessly to the thoughtfully designed eat-in kitchen. Granite countertops, newer cabinetry, generous and workspace, enhance both style and functionality. The bedroom layout offers two comfortable bedrooms, an updated full bath, inside laundry, ceiling fans, and turnkey furnishings included—allowing immediate enjoyment or rental potential from day one. Recent improvements include a new HVAC system (2020), water heater (2021), and a newer community roof installed in 2012, providing added peace of mind. Hillsprey Villas is a well-maintained boutique community with reasonable quarterly condominium fees that include exterior maintenance, landscaping, building insurance, reserves, and professional management, making ownership both convenient and affordable. Leasing is permitted with a seven-month minimum, offering long-term rental potential. The location is truly the highlight. Enjoy the convenience of walking to Morton's Gourmet Market for specialty groceries, wine, and prepared meals, or venture just minutes to Southside Village, Downtown Sarasota, Marina Jack, Bayfront Park, Selby Gardens, theaters, art galleries, and acclaimed restaurants. World-famous Siesta Key Beach, Lido Beach, and St. Armands Circle are only a short drive away, offering the perfect balance of vibrant city living and Sarasota's celebrated Gulf Coast lifestyle. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this move-in-ready villa delivers exceptional value in one of Sarasota's most desirable downtown locations.

1749 Hillview Street Unit 1, 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
$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
$2,950,000
5 Beds ⋅ 6 Baths ⋅ La Linda Terrace SubDv. ⋅ 34239 Zip Code
Under Construction. Welcome to the perfect backdrop for your family’s next chapter. Located in Sarasota’s highly sought-after Arlington Park neighborhood, this striking, contemporary 3-bedroom 4.5 Bath custom home is UNDER CONSTRUCTION and scheduled for completion in the 3rd qtr 2026—just in time to settle in and start making memories. Spanning over 3,982 square feet, this home is thoughtfully designed to balance a busy family schedule with elevated luxury. The light-filled, open-concept floor plan is exceptional and what today's home buyers are looking for! At the heart of the home is the large chef's kitchen built with your family and friends in mind. A dramatic waterfall-edge quartz island serves as the ultimate hub for breakfasts or a gathering place with family and friends. Featuring an oversized walk-in pantry providing endless storage for groceries and snacks. A whole-house water purification system adds everyday peace of mind for your family’s health. The thoughtful layout provides everyone with their own space: A Parent's Retreat on the main-level primary suite offers a serene escape from the hustle and bustle, complete with a spa-inspired bath, a freestanding soaking tub, and a zero-entry shower. Upstairs features an exceptionally large Bonus Room with an en-suite bathroom that could easily be converted into a 4th bedroom post closing if needed. Additionally there are (2) large en-suite bedrooms, one with a balcony overlooking you beautiful pool. Ultimate Convenience: this home features laundry rooms on both levels to make keeping up with wash day effortless. Step outside to your private family resort. The fully fenced backyard provides a safe haven for family, friends, and pets to play. The Gunite pool and Spa is a large oasis with an adjacent expansive sunken gas fireplace with built-in seating to enjoy relaxing evenings in. Completing your backyard sanctuary for entertaining and cookouts, is your fully equipped summer kitchen and pool deck. The location is unbeatable for an active family lifestyle. You are just minutes from building sandcastles at world-renowned Siesta Key Beach, taking weekend bike rides on the scenic Legacy Trail, and the security of having Sarasota Memorial Hospital right nearby. With no HOA restrictions, a two-car garage, and a one-year builder warranty for peace of mind, this home is a rare opportunity to enjoy modern Sarasota luxury that is actually built for real family life. Please note: All interior and exterior photos attached are representative examples of possible fit and finish selections from the builder.

2258 Arlington Street, 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
$599,000
3 Beds ⋅ 2 Baths ⋅ Loma Linda Park SubDv. ⋅ 34239 Zip Code
Sarasota midtown oasis in desirable Arlington Park Neighborhood. This 3 bedroom, 1 1/2 bath, TURNKEY FURNISHED, BLOCK home situated on a secluded corner lot, immaculately maintained and updated, could be yours as a primary residence or income producing rental property (7 DAY MINIMUM RENTAL). New AC with warranty. Roof: new APOC 585 silicone coating, newer double pane insulated windows with custom shades, tankless hot water heater, updated plumbing, new stainless steel appliances, granite countertops, IKEA kitchen cabinets and closet organizers. Terrazzo floors throughout with tile in both bathrooms. Property is fully FENCED with 2 gates providing access and parking for a small boat, camper or vehicle. Screened lanai overlooks hardwood deck and tropical plant landscaped yard. The city easement (a non build lot) on the east side of the property provides additional privacy. NO FLOOD INSURANCE REQUIRED. Located 2 blocks east of Sarasota Memorial Hospital, 4 miles to Siesta Beach (#1 beach in the USA), 5 miles to Lido Beach and 1 mile to Sarasota’s downtown world class shopping and entertainment. Short walk to Southside Village, Midtown Plaza, Legacy Trail and the Arlington Park & Aquatic Center hosting Live Music Events Alongside Pickleball, Tennis, Basketball Courts, Playgrounds, a Dog Park, Walking Trails, and Two Pools. Magical must see property!

1415 S School Avenue, Sarasota
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