South Sarasota Homes with Trees/Woods View

South Sarasota Homes with Trees/Woods View

Welcome to South Sarasota, Florida—a hidden gem nestled in the heart of Sarasota County. This vibrant community perfectly balances the serene beauty of nature with the conveniences of modern living. Known for its lush landscapes and warm, sunny weather, South Sarasota is an ideal destination for those seeking a tranquil lifestyle without sacrificing accessibility to urban amenities.

One of the standout features of homes in this charming area is the breathtaking views of trees and woods. Imagine waking up each morning to the gentle rustle of leaves and the soothing sounds of nature right outside your window. Many properties in South Sarasota are surrounded by mature trees and verdant woodlands, creating a peaceful retreat that feels worlds away from the hustle and bustle of city life. Whether you're sipping your morning coffee on the patio or enjoying an evening stroll along tree-lined streets, the natural beauty of the landscape enhances your everyday living experience.

In addition to its picturesque scenery, South Sarasota offers a variety of recreational opportunities. Explore nearby parks, hiking trails, and nature reserves that invite you to immerse yourself in the great outdoors. The community is also conveniently located near beautiful beaches, shopping centers, and cultural attractions, ensuring that you have everything you need just a short drive away.

Discover the perfect blend of nature and convenience in South Sarasota. With homes that boast stunning tree and woods views, you’ll find your own slice of paradise in this remarkable Florida community. Embrace the serenity and charm of South Sarasota—your dream home awaits!

Newest South Sarasota Homes with Trees/Woods View

4842 + LOT 8 & 9 Nutmeg Avenue, Sarasota
$749,900
3 Beds ⋅ 2 Baths ⋅ Madison Park SubDv. ⋅ 34231 Zip Code
Package Deal: Two listings (MLS 467828 and MLS A469421) are combined into this listing. This listing includes PID 87030036 and 87030038. Rare 27,600 SqFt Sanctuary in Sarasota, FL – Move-In Ready 3BD+Den Home & Adjacent Double Lot Steps from Red Bug Slough Preserve! Don't miss this rare opportunity to own two double-lot parcels totaling an expansive 27,600 sq. ft. (over 0.63 acres) in Madison Park, Sarasota, FL! Perfectly positioned on a quiet dead-end street in central Sarasota, this combined offering includes the move-in-ready residence at 4842 Nutmeg Ave (13,800 sq. ft. double lot) and the adjacent buildable double lot at Lots 8 & 9 (13,800 sq. ft.), all within minutes of world-famous quartz-sand Siesta Key Beach, vibrant Downtown Sarasota, and Sarasota Memorial Hospital. Central Prime Location | 3 Bed + Den | 2 Bath | 27,600 Sq. Ft. Combined | Privacy | Nature in Your Front Yard If you’ve been looking for a property that feels like a private retreat yet keeps you close to the very best of Sarasota, this is the one. Discover a rare blend of privacy, natural beauty, and effortless Sarasota living. Inside the residence, hardwood floors lead to an inviting living room with a vaulted ceiling, paired with an upgraded kitchen featuring granite countertops, quality custom-made cabinetry, stainless steel appliances, and recessed lighting. The spacious primary suite opens to a private patio, creating a peaceful setting for morning coffee or evening relaxation. A new roof installed in December 2025 and new AC installed in 2023 provide added peace of mind. Set across a combined 27,600 sq. ft. footprint, this unique package provides exceptional potential for an expansive private compound, a future custom pool, lush garden retreat, guest house, or outdoor entertaining oasis. Just steps from Red Bug Slough Preserve, this property delivers a true Old Florida lifestyle with nature right at your doorstep. The 72-acre preserve features more than 3 miles of paved and shaded trails through hammocks and pine flatwoods, a tranquil lake, birdwatching along the Great Florida Birding Trail, a butterfly garden, playground, fishing pier, and picnic shelters. Enjoy central Sarasota’s prime location with peaceful surroundings and convenient access to: * Siesta Key Beach: 5 miles * Sarasota Memorial Hospital: 4.5 miles * Downtown Sarasota & the Bayfront: 6.5 miles Whether you spend your days walking the trails, biking, birdwatching, fishing, or heading to the beach, this move-in-ready sanctuary and expansive double-parcel estate offers an EXCEPTIONAL Sarasota lifestyle!

4842 + LOT 8 & 9 Nutmeg Avenue, Sarasota
1711 Pelican Cove Road Unit 443, Sarasota
$309,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Discover the Pelican Cove Lifestyle Surrounded by lush tropical landscaping and the natural beauty of Sarasota’s waterfront, this inviting two-bedroom, two-bath residence offers a relaxed coastal lifestyle in the sought-after community of Pelican Cove. Vaulted ceilings and skylights bring natural light into the living space, creating an airy, welcoming atmosphere. Thoughtful improvements add to the appeal, including soundproof flooring installed in 2022, a new refrigerator in 2026, and a new kitchen sink and garbage disposal in 2026. Additional updates include a new vanity in the primary bathroom, updated track lighting, and a new living room fan. The open kitchen connects seamlessly with the main living areas, while the split-bedroom layout provides added privacy. An enclosed lanai extends the living space, creating a comfortable spot to enjoy your morning coffee, relax with a book, or take in the peaceful tropical surroundings. Beyond your front door, Pelican Cove offers a distinctive waterfront community experience with beautifully landscaped grounds, walking paths, swimming pools, tennis and pickleball courts, a fitness center, kayak and canoe launch facilities, a harbor, creative studios, and a variety of social clubs and activities. With a gated entrance and abundant opportunities to enjoy the outdoors and connect with neighbors, this vibrant community offers something for a variety of lifestyles. Whether you’re searching for a full-time residence, a seasonal Sarasota retreat, or a low-maintenance home where recreation and relaxation come together, this Pelican Cove condo offers an opportunity to enjoy the best of Florida living.

1711 Pelican Cove Road Unit 443, Sarasota
4307 Camino Real, Sarasota
$2,999,000
4 Beds ⋅ 3 Baths ⋅ Johnson Estates SubDv. ⋅ 34231 Zip Code
Distinctive Architecture. Space to Unwind. West of Trail. Set on a tropically landscaped half-acre corner lot on a private dead-end street off Camino Real, this custom home offers 3,933 square feet of single-level living with four bedrooms and 2.5 baths. Custom double doors and hand-peeled log columns introduce a striking great room with a 24-foot wood cathedral ceiling, gas fireplace, and oak and travertine flooring arranged in a parquet pattern. The kitchen features custom cabinetry, a Sub-Zero refrigerator, Viking gas cooktop, statement metal hood, large island, and spacious butler’s pantry with wine storage. Sliding glass doors connect the interior to a 2,176-square-foot screened lanai with a pool, spa, covered entertaining areas, and fully equipped outdoor kitchen and a new Koehler Whole House Generator. The expansive primary suite includes two sitting areas, vaulted ceilings, terrace access, a large walk-in closet, and a bath with a separate tub and shower, granite double vanity, and bidet. An adjoining bedroom provides flexibility for an office, den, or exercise room, while the guest bedrooms feature oak floors and built-in storage. Oversized garage spaces add everyday convenience, with generous room for parking and storage. Near Roberts Bay, the historic Field Club, and Oyster Bay Estates, this peaceful setting offers convenient access to downtown Sarasota, St. Armands Circle, and the beaches of Siesta Key, Lido Key, and Longboat Key. A distinctive West of Trail home with generous gathering spaces and a private tropical setting.

4307 Camino Real, Sarasota
5122 Kestral Park S, Sarasota
$1,450,000
4 Beds ⋅ 3 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code
Discover an exceptional opportunity in the Landings, one of Sarasota's most sought-after communities, ideally situated West of the Trail. Custom-built and lovingly maintained by the original owner, this spacious residence offers over 3,700 square feet of gracious living space, featuring four bedrooms and two-and-a-half baths. Thoughtfully designed for both everyday comfort and effortless entertaining, the home presents a wonderful opportunity to personalize and create a space uniquely your own. At the heart of the home, a generously sized kitchen with abundant storage opens seamlessly to an inviting family room, complete with a wood-burning fireplace. The expansive primary suite offers a private retreat, featuring two walk-in closets, walk-in shower, jacuzzi tub, and personal sauna. Outside, a circular driveway welcomes you home, complemented by a discreet side-entry garage. A screened porch provides the perfect setting for al fresco dining or quiet relaxation, overlooking the natural beauty and privacy of the preserve. With ample room to add a pool, the outdoor space offers endless possibilities for creating your own oasis. A rare opportunity to make your mark on a beautifully maintained, custom-built home in an established Sarasota community, where privacy, convenience, and timeless potential all come together.

5122 Kestral Park S, Sarasota
2170 Robinhood Street Unit C1-205, Sarasota
$999,000
3 Beds ⋅ 3 Baths ⋅ Bath And Racquet SubDv. ⋅ 34231 Zip Code
Under Construction. Under Construction-Condominium Unit C1-205 | 2nd Floor This spacious 3-bedroom, 2.5-bath residence offers true one-level living in a thoughtfully designed flat. The home features an expansive kitchen that opens to a generous living area, with two private balconies providing outdoor access. The floor plan includes two owner suites, each with a glamorous bath and double vanity, plus a third guest bedroom, a large powder room, and an oversized laundry room. Built with rock-solid construction, impact glass windows and doors, an exceptional floor plan, and high-quality finishes throughout. Residents have access to a private pool, a walking path around the 15-acre grounds, a dog park, a playground, and lounges overlooking the tennis courts. _________________________________________________________________________________________________________________ About Sarasota Bath + Racquet Residences & Club An Icon Reimagined For half a century, the original Sarasota Bath & Racquet Club was a social and athletic cornerstone of Sarasota. Established in 1969 at 2170 Robinhood Street, it quickly became a community hub where friendships formed on the clay courts and championship tennis brought national attention. In the 1970s it hosted the Virginia Slims of Sarasota, welcoming Chris Evert and Martina Navratilova. It later expanded to nearly 30 courts plus racquetball, squash, and a 40,000-square-foot fitness center. Generations grew up here under the banyan trees, and ranked players from around the world sought it out. Without housing, the club eventually declined. By the late 2010s it stood shuttered. In 2022 it was reimagined as the Bath + Racquet Residences & Club—a contemporary community honoring its past while embracing modern Sarasota living. The City of Sarasota approved 256 luxury condominiums on the same lush site. The new Bath + Racquet Club is being built independently on the original grounds, so owners may join or simply enjoy urban luxury near Siesta Key, Lido Key, and downtown. The club will have indoor and outdoor tennis, pickleball, and padel courts, plus a private restaurant and lounge, Technogym fitness center, spa, sauna, massage room, juice bar, pro shop, and in-residence dining.

2170 Robinhood Street Unit C1-205, Sarasota
1703 Starling Drive Unit 1703, Sarasota
$645,000
3 Beds ⋅ 3 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code
Eagles Point Villa | The Landings, West of the Trail Tucked behind The Landings’ 24 hour manned gatehouse in the coveted area West of the Trail, this Eagles Point villa offers the kind of easy, lock and leave living that makes Sarasota feel like a permanent vacation. A private gated courtyard welcomes you into a light and bright home with southern exposure and serene preserve views. The main level is designed for the way people actually live: an open living and dining area with volume ceilings flows out to a screened lanai with soaring 24 foot ceilings and wonderful privacy. A pass through connects to the eat in kitchen, complete with granite counters, stainless appliances and a walk in pantry, along with a separate laundry room and a powder room for guests. The first floor primary suite is a true retreat, featuring an updated en suite bath and a custom walk in closet. Upstairs, a skylit loft overlooks the living area below, ready to become an office, den or reading nook. Two additional bedrooms and a full bath complete the level, offering plenty of room for family, guests or a creative studio. Designer lighting and fans add a polished finish, while storage is abundant throughout. The two car garage with built in storage is a rare find in The Landings. Very good news for anyone who owns more beach chairs than they care to admit. Membership in The Landings Racquet Club brings lighted Har-Tru tennis courts, pickleball, a heated pool, fitness center and a lively social calendar. Stroll to the Intracoastal to watch the boats drift by, then enjoy nearby shopping and dining, with Sarasota Memorial Hospital and Siesta Key’s famed Crescent Beach just minutes away. The residence is staged to showcase its possibilities and is offered unfurnished, a blank canvas ready for your own style.

1703 Starling Drive Unit 1703, Sarasota
3524 Green View Court Unit 49, Sarasota
$195,000
2 Beds ⋅ 2 Baths ⋅ Village In The Pines SubDv. ⋅ 34231 Zip Code
Discover vibrant, worry-free 55+ living in Sarasota’s sought-after Village in the Pines. This beautifully updated, partially furnished (list provided) two-bedroom, two-bathroom villa has been meticulously maintained and offers true peace of mind, with a brand-new A/C, newer roof, custom landscaping, and updated washer/dryer, refrigerator, and stove. Inside, an open layout showcases pristine vinyl plank flooring, quartz countertops, sleek shaker cabinetry, and stylish lighting. It flows seamlessly out to a sunny spacious lanai a perfect spot to relax and watch local birds and wildlife over peaceful green space. Life here is friendly and active. Low-maintenance condo fees cover water, sewer, trash, cable, highspeed internet, pest control, and exterior maintenance, and residents enjoy a sparkling heated pool and clubhouse. Siesta Key Beach, top-rated dining, shopping, and easy highway access are all just minutes away.

3524 Green View Court Unit 49, Sarasota
1423 Landings Place Unit 59, Sarasota
$670,000
3 Beds ⋅ 3 Baths ⋅ Landings Treehouse SubDv. ⋅ 34231 Zip Code
Virtually Staged. Step inside this beautifully renovated treehouse in the desired Landings Community. Enter under a majestic oak tree at the front door. Elegant walnut wood flooring throughout, stunning grass cloth focal wall, neutral paint throughout and tongue and groove woodwork on the vaulted living room ceiling. The mature landscaping Treehouse community is nature at its finest. Expansive wrap around porch allows you to enjoy the views and entertain year round.The kitchen is a chef's delight with custom wood cabinetry, granite countertops, center island and high end appliances. Wolf induction cooktop, SubZero refrigerator and Bosch dishwasher. On the second level is the upgraded master ensuite and custom designed master closet. A guest suite is currently used as an office and opens with double pocket doors to overlook the mail living space- a well thought our option for anyone working from home.The laundry has been relocated to the second floor.. The third bedroom has a walk-in closet and a private balcony. The guest bathroom has a spa tub. The attention to detail and luxury is a must see in this treehouse.2 new AC units were installed in 2023. Move in ready. Large dogs welcome. Membership to the Landings Racquet Club is optional.

1423 Landings Place Unit 59, Sarasota
3416 Wilkinson Woods Drive Unit 63, Sarasota
$309,000
3 Beds ⋅ 2 Baths ⋅ Wilkinson Woods SubDv. ⋅ 34231 Zip Code
Beautifully updated 3-bedroom, 2-bath villa in the desirable Wilkinson Woods community, offering a spacious, comfortable floor plan in an incredibly convenient Sarasota location! Step inside and you’ll immediately appreciate the attention to detail, including crown molding, abundant natural light, and an updated kitchen designed for both style and everyday functionality. The kitchen features attractive finishes and thoughtfully designed pull-out storage, making cabinets and pantry items easy to access. The spacious living and dining areas flow nicely for entertaining, while the enclosed sunroom provides additional flexible living space with the floor professionally raised to create a level transition with the rest of the home. The large dining room mirror conveys and adds an attractive finishing touch to the space. Additional improvements include impact-resistant windows throughout the home, with the exception of the double French doors in the office, which are not impact glass. The HVAC system was installed in 2021 or newer and features a UV light installed in 2026. The water heater was replaced in August 2024, followed by the addition of a hot water circulation system in October 2024. The washer and dryer also convey. Storage is another standout feature, with a new attic access ladder and illuminated attic storage space above the garage. An invisible pet fence provides another convenient feature for pet owners. Wilkinson Woods offers a relaxed Sarasota lifestyle with community amenities including a clubhouse, swimming pool, tennis courts, and reclaimed-water irrigation. Association fees include cable TV, community pool access, common area insurance, exterior maintenance, grounds maintenance, and recreational facilities. The association has indicated that roof replacement is anticipated as part of a future community-wide roof project; timing and details should be independently verified with the association. Located in the heart of Sarasota, this home provides convenient access to shopping, restaurants, grocery stores, medical facilities, downtown Sarasota, Siesta Key and its world-famous beaches, Gulf Gate, cultural attractions, and Sarasota-Bradenton International Airport. If you’ve been looking for an updated Sarasota villa with generous living space, extensive improvements, community amenities, and easy access to everything the area has to offer, 3416 Wilkinson Woods Drive is one you’ll want to see!

3416 Wilkinson Woods Drive Unit 63, Sarasota
3048 Savage Road, Sarasota
$475,000
3 Beds ⋅ 2 Baths ⋅ Palm Lakes SubDv. ⋅ 34231 Zip Code
Beautifully remodeled 3-bedroom, 2-bathroom ranch-style home in the highly desirable Gulf Gate area. Thoughtfully renovated from top to bottom, this move-in-ready home offers a fresh, modern feel with quality updates throughout. The stylish new kitchen features white shaker cabinetry, quartz countertops, and stainless-steel appliances. Both bathrooms have been tastefully remodeled, while new luxury vinyl flooring and LED lighting add a clean, contemporary touch throughout the home. Major updates include impact windows, new sewer lines, and underground utilities, providing peace of mind for years to come. The spacious floor plan offers generously sized rooms, with two of the three bedrooms featuring large walk-in closets for excellent storage. Whether you’re looking for a full-time residence, second home, or investment property, this home offers flexibility to fit your needs. Enjoy the convenience of being just minutes from the restaurants, shops, and local businesses of bustling Gulf Gate, with the world-renowned beaches of Siesta Key only a few miles away. Move right in and enjoy all the updates, or take advantage of the opportunity to keep the current tenant, who is clean and would be happy to stay. A fantastic opportunity to own a completely updated home in a convenient Sarasota location!

3048 Savage Road, Sarasota
2510 Bispham Road, Sarasota
$384,900
2 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34231 Zip Code
There's a lot to love about this charming Gulf Gate residence- the location, the well-appointed interior, and the oversized impeccably landscaped lot all come together to create a package that offers great value! This two bedroom home offers a spacious split floor plan with nice interior updates including luxury vinyl flooring throughout, can lighting, updated kitchen with stainless steel appliances and butcher block countertops, updated bathrooms and much more. There is an extended, pavered, covered lanai for enjoying the Florida outdoor lifestyle. The landscaped front and backyards round out this amazing offering. The shingle roof was replaced in 2017. The Gulf Gate location is really what its all about- just a short drive to Siesta Key Beach, easy access to retail, shopping and night life- this location has it all. Don't wait- schedule your private showing today!

2510 Bispham Road, Sarasota
5826 Driftwood Place, Sarasota
$279,000
2 Beds ⋅ 2 Baths ⋅ Baywood Colony SubDv. ⋅ 34231 Zip Code
Welcome to an exceptional opportunity to own a beautifully updated villa in one of Sarasota's most desirable location West of Trail in Baywood Colony. Offering an outstanding combination of location, value, and peace of mind, this may be the best-priced villa available in this sought-after area. This well-maintained residence has been thoughtfully updated with many of the big-ticket items already taken care of. The home has never flooded and features hurricane impact windows installed in 2025, a new HVAC system from 2025, and a new water heater installed in 2026. The kitchen was renovated in 2023, the electrical panel was updated in 2021, and the sewer lines were updated in 2018. The property also features a durable rubber membrane roof, plenty of storage and a quaint brick paved patio for grilling out and sunbathing! Inside, the villa offers a comfortable Florida lifestyle with an inviting layout and modernized finishes, making it easy to move right in and enjoy. With so many important improvements already completed, you can spend less time worrying about major maintenance and more time enjoying everything Sarasota has to offer. Located in Baywood Colony, this home puts you in the heart of the highly desirable West-of-Trail area, close to Phillippi Estate Park, shopping, dining, downtown Sarasota, and the world-famous beaches of Siesta Key.

5826 Driftwood Place, Sarasota
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