Sarasota/Pinecraft Homes with Trees/Woods View

Sarasota/Pinecraft Homes with Trees/Woods View

Welcome to the enchanting region of Sarasota, specifically the charming enclave of Pinecraft, where the sun-drenched beauty of Florida meets the serene allure of nature. Nestled in Central Sarasota, this unique community is a delightful blend of vibrant culture and tranquil landscapes, making it an ideal place for those seeking a peaceful yet engaging lifestyle.

Pinecraft is renowned for its lush, tree-lined streets and abundant green spaces, offering residents a picturesque backdrop that feels like a private oasis. Imagine waking up each morning to the gentle rustle of leaves and the soft chirping of birds, all while being just minutes away from the bustling heart of Sarasota. The homes here are thoughtfully designed to take full advantage of the stunning views, with many properties featuring expansive windows that frame the natural beauty outside. Enjoy your morning coffee on a spacious patio, surrounded by the soothing sights and sounds of nature.

In addition to its scenic charm, Pinecraft is conveniently located near a wealth of amenities, including delightful shops, delectable dining options, and vibrant community events. Whether you’re exploring the local farmers' market or strolling through the nearby parks, there’s always something to see and do.

For those seeking a harmonious blend of comfortable living and nature's embrace, homes in Pinecraft with trees and woods views offer an unparalleled lifestyle. Embrace the tranquility, revel in the beauty, and discover your perfect sanctuary in this idyllic Sarasota community. Your dream home awaits amidst the lush greenery of Pinecraft!

Newest Sarasota/Pinecraft Homes with Trees/Woods View

$659,000
3 Beds ⋅ 1 Baths ⋅ Hibiscus Park SubDv. ⋅ 34239 Zip Code
SARASOTA - CITY OF SARASOTA - ARLINGTON PARK AREA - LOCATION - LOCATION, SOUTHSIDE SCHOOL DISTRICT, LONG STANDING TENANT IN PLACE @ 2,750.00 MONTHLY (would like to stay - but will move). The much sought after "Hibiscus Park Neighborhood" - "Arlington Park Area", this three bed (or optional family room) / one bath (easy to add second bath) is close to everything including but not limited to; beaches / schools / hospital / downtown and the list goes on. All coupled with the affordability of a popular "East of Trail" neighborhood, home has been kept in great condition, updated: roof - a/c - water heater - garage door - well - outside paint - washer dryer and more. Easy to show, we look forward to your calls and subsequent showing. New construction next door and down street for examples of what can happen in the future.

2141 Sunnyside Lane, Sarasota
$1,199,000
2 Beds ⋅ 2 Baths ⋅ Mandarin Park SubDv. ⋅ 34239 Zip Code
Welcome to Mandarin Park, one of Sarasota’s most desirable gated communities, where beautiful homes, privacy, and an unbeatable location come together in the heart of the Southside Village area. This beautifully maintained and move-in-ready home offers an incredible opportunity to live West of the Trail without the multi-million dollar price tag. Tucked inside a private gated community of just 19 custom residences, this home is perfectly positioned for those who love the convenience of being able to walk to everyday amenities. Leave the car at home and walk to restaurants, coffee shops, boutiques, Morton’s Market, medical appointments, and everything Southside Village has to offer. Sarasota Memorial Hospital is just minutes away, downtown Sarasota is close by, and some of Sarasota’s beautiful beaches are an easy drive. The location truly does not get much better. Inside, the home has been thoughtfully updated and lovingly maintained, offering a comfortable and sophisticated space that is ready for its next owner. Recently painted interiors create a fresh, bright feel, while the open floor plan provides an easy flow between the kitchen, living, and dining areas. The upgraded kitchen features beautiful granite countertops, custom cabinetry, and quality appliances, making it equally suited for everyday living or entertaining. The split bedroom layout provides privacy, and the spacious primary suite includes French doors opening directly to the incredible outdoor living area. A wonderful bonus to the home is the flexible space currently opened to the main living area and featuring a stylish wet bar. According to the original model plans, this area can be enclosed to create a small office or potential third bedroom, giving the next owner the flexibility to customize the space to fit their needs. Wow, the outdoor space is something truly special. A nearly 50-foot Absolute Aluminum lanai with a custom 19-foot louvered pergola creates an incredible extension of the home and a beautiful year-round setting for entertaining, dining, grilling, or simply relaxing with a morning coffee. Surrounded by beautiful landscaping, this private outdoor retreat has a peaceful, Zen like feel that makes you feel completely removed from the everyday. It is truly your own little oasis, the perfect place to unwind, enjoy a glass of wine, read a book, or simply soak in the tranquility of your surroundings. Want a pool? There is an opportunity to add a small cocktail pool to the outdoor space. The current owners have already spoken with a pool company and have a preliminary pool design that can be shared with the new owner, making it easy to envision the possibilities. Additional features include a whole house generator, 2018 roof, and hurricane shutters. The home has had no damage from previous hurricanes. Mandarin Park offers the rare combination of a peaceful, gated residential setting with the incredible walkability of Southside Village. Homes in this condition and location, West of the Trail and close to everything, are hard to find, especially at this price point. There is truly nothing to do but move in, settle in, and enjoy the Sarasota lifestyle. This is more than a home. It is an opportunity to live where you can walk to dinner, walk to your appointments, walk to the market, and still be just minutes from downtown and the beach. Beautiful, private, exceptionally located, and ready for its next chapter. Come see why this one is so special.

1359 Tearose Place, Sarasota
$499,900
2 Beds ⋅ 1 Baths ⋅ Granada Park SubDv. ⋅ 34239 Zip Code
Wonderful home! Was used as an AirBNB/VRBO for years and now it's available for you! Furniture negotiable. Walk to Southside Elementary school! Superior location in Sarasota, west of trail for under $550K. WOW. Plenty of parking available for you, guests, a trailer, etc. This is a charming 1950's cottage home that was wonderfully maintained. With a metal roof, you'll enjoy discounts on your homeowners insurance for decades to come. Also, both neighbors are WONDERFUL. This one is worth looking at. Don't delay. A/C from 2021. Metal Roof from 2005 (they last 40+ years). Flat roof over exterior lanai from 2023.

1712 Siesta Drive, Sarasota
$2,300,000
3 Beds ⋅ 4 Baths ⋅ Cherokee Park SubDv. ⋅ 34239 Zip Code
Set on a beautiful corner lot in the highly sought-after Cherokee Park neighborhood, this charming two-story residence offers three bedrooms, three-and-a-half baths, and a rare opportunity to create a home tailored to your vision. Surrounded by a lush, expansive yard with ample room for a pool, the property offers exceptional flexibility for its next owner. Enjoy the home's timeless character as it is, or take advantage of the opportunity to create your dream home in one of Sarasota's most established neighborhoods. Inside, a light-filled, open floor plan is complemented by beautiful wood floors and an inviting sense of warmth throughout. The main level features a comfortable guest bedroom with an adjacent full bath, as well as a spacious en-suite primary bedroom, offering the ease and convenience of first-floor living. Upstairs, a private en-suite retreat is filled with character, featuring charming dormer windows, built-in window seats, and extensive storage. Adding to the property's remarkable potential is a recently approved variance along the side of the lot, providing an additional 10 feet of buildable envelope and expanding the possibilities for a future renovation, addition, or new residence. Ideally situated West of the Trail, this exceptional property places you close to top-rated schools, Sarasota Memorial Hospital, the shops and dining of Southside Village, the world-renowned beaches of Siesta Key, and vibrant downtown Sarasota. With its coveted location, generous homesite, and unique development potential, this Cherokee Park property presents an extraordinary opportunity to create something truly special.

1585 South Drive, Sarasota
$649,900
3 Beds ⋅ 2 Baths ⋅ South Gate SubDv. ⋅ 34239 Zip Code
LOCATION, LOCATION, LOCATION! Welcome to this charming South Gate pool home, ideally situated on a quiet street just minutes from Sarasota Memorial Hospital, Downtown Sarasota, shopping, dining, schools and world-famous Siesta Key Beach. Set on a generous quarter-acre lot, this property offers a wonderful combination of location, privacy, character and Florida outdoor living with plenty of opportunity to make it your own. The true showstopper is the private backyard tropical oasis, surrounded by lush mature landscaping and mango trees. At the heart of the outdoor space is a stunning free-form saltwater pool, renovated in 2015, surrounded by an expansive travertine pool deck perfect for relaxing, entertaining and enjoying the Florida sunshine year-round. The fully fenced backyard provides exceptional privacy and plenty of room for gatherings, gardening or simply unwinding in your own tropical retreat. Inside the home is filled with character and distinctive architectural details. A dramatic floor-to-ceiling Coral Keystone wood-burning fireplace anchors the living room, while beautifully restored terrazzo flooring flows through the living room, dining room, kitchen and hallways. All three bedrooms feature warm wood flooring. The kitchen offers solid-surface countertops, stainless steel appliances, a skylight and a charming garden window overlooking the courtyard entry and established herb garden. Additional features include thermal-pane windows, two tankless water heaters and a convenient interior laundry room. The second bathroom, added in 2017, features an interior sink and toilet and also functions as a convenient pool bath with an outdoor shower. The third bedroom currently does not have a closet but can easily be converted back, offering flexibility for use as a bedroom, home office or den. An oversized two-car garage provides excellent storage and includes a dedicated 7' x 7' workshop area. Additional improvements include a full reroof in 2017, AC replacement in 2024, new 4-inch PVC sewer piping from the home to the Air Vac tap and fresh interior paint in the living room, dining room and kitchen. With its generous lot, established tropical setting, private saltwater pool and highly desirable South Gate location, this home offers something increasingly difficult to find, a property that can be enjoyed today while still providing the opportunity to update and make it uniquely your own. Whether you're relaxing poolside beneath the mature landscaping, entertaining friends in the expansive backyard or enjoying convenient access to Sarasota's beaches, downtown and everyday amenities, 3536 Jaffa Drive is ready for its next chapter. Schedule your private showing today!

3536 Jaffa Drive, Sarasota
$2,690,000
3 Beds ⋅ 2 Baths ⋅ Cherokee Park SubDv. ⋅ 34239 Zip Code
Rarely available in Cherokee Park, widely regarded as one of Sarasota’s most desirable West of Trail neighborhoods, 1722 North Drive presents an extraordinary opportunity on a remarkably oversized 150-by-150-foot homesite with an impressive 150 feet of street frontage. Significantly larger and more generously proportioned than many properties in the neighborhood, the square parcel offers the scale, symmetry, and flexibility increasingly difficult to find in Sarasota’s most established luxury enclaves. Cherokee Park is distinguished by its quiet, tree-lined streets and an architectural landscape where beautifully restored historic residences sit alongside prominent new custom homes designed and built by some of Sarasota’s most respected architects and builders. Within that setting, this property stands apart. Mature, century-old oak trees frame the perimeter, creating a park-like canopy of privacy, shade, and character while leaving the heart of the lot remarkably open. The combination of its ideal square configuration, substantial street presence, and undisturbed tree canopy creates a compelling canvas for a future luxury residence, with room to build a custom home, pool, outdoor living areas, and landscaped grounds without overwhelming the site. The existing home is charming, comfortable, and move-in ready, giving its next owner the flexibility to enjoy the property immediately, renovate over time, or hold it while designing a future custom residence. Recent improvements include a new air-conditioning system, hot water heater, sewer line, and resurfaced pool, all completed in 2024. A separate bonus space offers an ideal setting for a work-from-home office, art studio, gym, or creative retreat. Located just moments from Southside Elementary School and close to Southside Village, downtown Sarasota, the bayfront, and Sarasota Memorial Hospital, 1722 North Drive combines one of the city’s most coveted residential settings with the dimensions and character of a truly distinctive homesite. Whether enjoyed as it stands today or reimagined as a significant new estate, this is a rare opportunity to secure an unusually substantial parcel and lasting value in the heart of Cherokee Park.

1722 North Drive, Sarasota
$5,500,000
5 Beds ⋅ 6 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code
Pre-Construction. To be built. UNDER CONSTRUCTION — HEMINGWAY LUXURY MODEL BY COURTYARD MODERN HOMES- OR BUILD TO SUIT STARTING AT $4,500,000.00 -- A striking new expression of modern luxury is taking shape in Harbor Acres. Courtyard Modern Homes introduces the **Hemingway**, a sophisticated custom residence designed to capture the essence of Sarasota living with bold architecture, refined finishes, expansive interiors, and a seamless connection to the outdoors. This exceptional 5-bedroom, 5-bath luxury home is thoughtfully designed for both impressive entertaining and comfortable everyday living. The dramatic great room serves as the heart of the residence, featuring soaring ceilings, architectural detailing, and walls of glass that open the home to a spacious covered lanai, resort-style pool, and fully equipped outdoor summer kitchen. At the center of the open floor plan is a beautifully appointed chef’s kitchen featuring premium appliances, custom cabinetry, generous stone countertops, and an oversized island overlooking the great room and dining areas. The result is one expansive living environment where indoor and outdoor spaces come together effortlessly. The main-level primary suite is designed as a private retreat with expansive walk-in closets and a luxurious spa-inspired bath. A separate guest suite provides privacy for visitors, while a dedicated home office and additional bonus space offer flexibility for today's lifestyle. Upstairs, three generously sized bedrooms are complemented by a spacious game room and loft, creating an ideal second living area for family and guests. A three-car garage and substantial homesite complete the residence. Located in Harbor Acres, one of Sarasota's most established and sought-after neighborhoods, the Hemingway offers an exceptional combination of luxury, location, and lifestyle. Just moments from Southside Village, Sarasota Memorial Hospital, Marie Selby Botanical Gardens, downtown Sarasota, and the bayfront, the home also provides convenient access to St. Armands Circle and the celebrated beaches of Lido Key and Siesta Key. Currently under construction by Courtyard Modern Homes, the Hemingway represents an opportunity to own a brand-new luxury residence in one of Sarasota's premier neighborhoods—where contemporary design, exceptional craftsmanship, and the best of Sarasota living come together.

1740 S Orange Avenue, Sarasota
$774,900
3 Beds ⋅ 2 Baths ⋅ Loma Linda Park SubDv. ⋅ 34239 Zip Code
Rarely available, large lot property with so many end uses. This is an exceptional opportunity in one of Sarasota's most sought-after East of the Trail neighborhoods. Situated on an oversized (0.32-acre) homesite in the desirable Loma Linda Park subdivision, this unique property offers immediate livability, investment value and tremendous redevelopment potential. The property features a renovated approximately 1,290-square-foot cottage with three bedrooms and two baths, along with a newer 2020 permitted concrete block building totaling approximately 1,458 square feet. The detached structure serves as a two-car garage and workshop/studio complete with two mini-split air conditioning units, a bath with a shower and flexible interior space that could potentially be converted into a guest house, artist studio, home office or future two-bedroom ADU (subject to applicable approvals). The updated main residence is move-in ready and presents an excellent opportunity as either a comfortable primary residence or an income-producing rental while you plan the future development of the additional structure. The spacious lot also offers ample room to create a custom pool, an expansive patio and an exceptional outdoor living area. Surrounded by established homes, newly constructed homes and mature landscaping, the property is enhanced by a beautiful grand oak tree positioned on the south side of the lot, preserving valuable building flexibility. Only minutes from downtown Sarasota, Sarasota Memorial Hospital, Southside Village, Selby Gardens, The Bay Park, Marina Jack, Siesta Key Beach, Lido Key and St. Armands Circle, this property combines an outstanding location with exceptional future possibilities. Whether you're looking to renovate, expand, create a private estate compound, explore future redevelopment opportunities or rent one or two dwellings long or short term, this oversized parcel offers flexibility rarely found in Sarasota.

1300 Loma Linda Court, Sarasota
$774,900
Loma Linda Park SubDv. ⋅ 34239 Zip Code
Rare oversized East of the Trail redevelopment opportunity in one of Sarasota's most desirable residential neighborhoods. This exceptional approximately 13,788-square-foot (0.32-acre) homesite offers outstanding flexibility for builders, developers, investors or buyers seeking to create a custom luxury estate. Zoned RSF-4 within the City of Sarasota, the parcel includes valuable existing improvements that provide immediate utility while future plans are developed. Existing improvements include an approximately 1,290 sq. ft. cottage and a newer permitted 2020 concrete block structure totaling approximately 1,458 square feet. The detached building functions as a garage/workshop with two mini-split HVAC systems and a full bath and may provide an excellent potential for conversion to guest quarters or an accessory dwelling (subject to approvals). The property is highlighted by a mature grand oak situated along the south side of the lot, preserving excellent development flexibility across the remainder of the parcel. Located just minutes from Downtown Sarasota, Sarasota Memorial Hospital, Southside Village, Siesta Key, Lido Key, St. Armands Circle and The Bay Park, this property offers an exceptional combination of location, size and future potential. Potential exists to potentially divide the property into two luxury homesites, subject to confirmation and approval by the City of Sarasota. Opportunities of this size and location are increasingly rare in Sarasota's desirable East of the Trail corridor.

1300 Loma Linda Court, Sarasota
$258,000
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
$339,000
2 Beds ⋅ 2 Baths ⋅ 34239 Zip Code
Rare opportunity to acquire a premium 20,000 SF / 0.46-acre lot in the heart of Sarasota's sought-after South Side corridor — one of the largest single parcels available in this price range. Situated on a quiet residential street, this spacious 100' x 198' parcel is zoned RSF-3 and sits in Flood Zone X. Existing 1953-built structure has no value and is being sold strictly for land value only. CASH OFFERS ONLY. Exterior viewing welcome — existing structure is unsafe, do not enter under any circumstances. Bring your builder and your vision. SELLER WILL NOT CONSIDER AI-generated, unsolicited, wholesale or assignment offers. No email offers accepted. All offers must be submitted by FL licensed agent using FAR/BAR As-Is Contract with proof of funds.

1311 S Brink Avenue, 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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