Sarasota Homes with Trees/Woods View

6 Beds ⋅ 3 Baths ⋅ Forest Hills SubDv. ⋅ 34231 Zip Code

Location, location location best in all words close to Siesta Key beaches downtown and I 75 shopping is restaurant the hose inside need updating. Bring your ideas and taste , make $1 million Dollar home house very spacious six bedroom, three bathrooms and family room dining room, living room room big glass Team, Florida room and two car garage no deed restriction bring your RV

2705 Wilkinson Road, Sarasota

$279,000

2 Beds ⋅ 2 Baths ⋅ Stoneybrook Clubside SubDv. ⋅ 34238 Zip Code

Top Floor turnkey furnished unit views of the 3rd hole and lake from this Clubsouth Condo Home. Vaulted ceilings and neutral colors with this well-appointed with a glassed-in lanai in the 2 bedroom, 2 bath. Living Room/Dining Room combination, Primary has its own slider out to the lanai, walk-in closet. Building as a Elevator and has installed brand new carports and storage sheds in 2026. along with great community pool and pickleball/tennis court. Many gathering areas to enjoy your neighbors and comradery. The Golf Modernization plan in 2024 is paid in full. Stoneybrook of Sarasota A premier member-owned country club, is only a short distance from Siesta Key and offers easy access to shopping and borders the Legacy Trail. Ownership in Stoneybrook Golf and Country Club includes a completely updated 18 hole golf course in 2024, clubhouse and restaurant, Har-Tru tennis facility, well-equipped fitness center and additional club pool and spa. Nestled between Downtown Sarasota and Downtown Venice.

9610 Club South Circle Unit 4302, Sarasota

$769,000

3 Beds ⋅ 3 Baths ⋅ Treymore At The Village Of Palm Aire SubDv. ⋅ 34243 Zip Code

ANOTHER FABULOUS OPPORTUNITY IN TREYMORE …One of the most private home sites in the gated community of TREYMORE at the Villages of Palm Aire. This pool home is surrounded by serene preserve views on two sides, a picturesque pond behind, & additional preserve views across the street. A peaceful, park-like setting that offers natural beauty & an abundance of Florida wildlife. Offering 3 bedrooms plus a den, 3 full bathrooms, & a 3-car garage. High ceilings, crown molding, plantation shutters & architectural details enhance the home's timeless appeal. Expansive sliding glass doors in the living room, family room, den, & primary suite fill the interior with natural light. At its heart, the spacious kitchen features double wall ovens, breakfast bar, built-in desk, & a sun-filled breakfast nook with an aquarium window overlooking the pool. The spacious primary suite features a double-door entry, large picture window, oversized walk-in closet, & an en-suite bath with split vanities, soaking tub, & a walk-in shower. Two guest bedrooms are thoughtfully positioned on the opposite side of the home, each with convenient access to its own full bath. The rear den enjoys peaceful pond & preserve views, making it an ideal home office or flex space. Step outside to your private oasis where a heated pool with spa, cascading waterfall, & terraced pool deck create the perfect place to relax or entertain. The expansive screened lanai offers two covered seating areas, including a built-in bar & a separate gathering space just off the living room. Open patio behind lanai overlooks the pond. The oversized 3-car garage offers a built-in workbench & plenty of storage; the laundry room features built-in cabinetry, quartz countertop, utility sink, & an Electrolux washer dryer. Residents of Treymore enjoy low HOA fees, no CDD fees, & the security of a gated neighborhood. Ideally located near the University Parkway corridor, you'll be just minutes from UTC shopping & dining, SRQ Airport, downtown Sarasota & Bradenton, & the area's world-renowned Gulf Coast beaches. Optional membership to Palm Aire Golf & Country Club offers golf, tennis, pickleball, fitness, dining, & an active social lifestyle.

4727 Carrington Circle, Sarasota

$329,000

2 Beds ⋅ 2 Baths ⋅ Palm Aire SubDv. ⋅ 34243 Zip Code

This maintenance-free, furnished 2-bedroom, 2-bath villa with a den or office lives like a single-family home and enjoys sweeping golf course views. An oversized attached 2-car garage provides convenient access, while the interior laundry room adds everyday functionality. The thoughtfully designed split-bedroom floor plan offers privacy for both owners and guests. The spacious primary suite features an attractive en-suite bathroom with granite tops dual sinks and two closets, including a walk-in closet with custom built-ins. The tastefully renovated guest bathroom with granite tops, along with generous closet and storage space throughout the home, enhances both comfort and functionality. Crown molding throughout and textured ceilings add architectural character and a refined finish to the interior. A charming brick courtyard entry creates a warm welcome, while the enclosed expansive Florida room is filled with natural light and provides panoramic golf course views, creating a relaxing space to enjoy throughout the year. Most windows have been replaced with impact-resistant windows, providing added peace of mind and energy efficiency. The updated kitchen features solid-surface countertops, newer cabinetry, quality appliances, and a breakfast area perfectly positioned to take advantage of the tranquil golf course views. Whether preparing meals or entertaining guests, this inviting space combines style with everyday practicality. Just a short stroll away, enjoy the community pool, relax with neighbors, or play a game of shuffleboard. Optional memberships are available at Palm Aire Country Club, offering 36 holes of championship golf, tennis, pickleball, fitness facilities, dining, and a full calendar of social activities. Whether you're seeking a full-time residence or a seasonal retreat, this villa offers an exceptional location with convenient access to I-75 and Sarasota-Bradenton International Airport, just minutes away. World-class shopping, dining, arts and cultural attractions, UTC Mall, downtown Sarasota, and the area's renowned Gulf beaches are all within easy reach, making it easy to enjoy the very best of the Florida lifestyle.

5621 Palm Aire Drive, Sarasota

$490,000

3 Beds ⋅ 2 Baths ⋅ 1350 Main Residential SubDv. ⋅ 34237 Zip Code

Welcome to this charming 3-bedrooms, 2-bathrooms single-family home located in the heart of downtown Sarasota. House with 2 beds/1bath front of house. Rear side of house 1 unit with 1Bed/1bath apartment/mother-in-law. ZONING DOWNTOWN NEIGHBORHOOD This spacious home features a newly renovated kitchen, new flooring and a large backyard perfect for entertaining. Walking distance to nearby downtown restaurants, shopping, entertainment, wholefoods, Marina Jacks, the Van Wezel Performing Arts Center, Selby Library, Ringling Bridge and a short hop over to St. Armand’s Circle, Lido and Longboat Key. Don’t miss out on this amazing opportunity to own a piece of paradise in Beautiful Sarasota Downtown!! Call now to schedule your private showing!!

2031 4th Street, Sarasota

$979,000

4 Beds ⋅ 4 Baths ⋅ Knotty Pine Estates SubDv. ⋅ 34233 Zip Code

Multiple offers, sellers request highest and best by Thursday 8/6/26 12pm. Rare opportunity in prime Sarasota location tucked away on a gorgeous, private lot. 4 beds, 3.5 bath pool home with 2024 roof, sits on an acre of in-town privacy. This unique property offers the perfect blend of flexibility, income potential, and outdoor living with no deed restrictions! The 3/3 main house with 3 car garage, plus 1/1 guest house, sits nestled amongst the oaks on a quiet, cul-de-sac street. Highlights include: 450 square feet of covered outdoor living space, outdoor kitchen, custom pool with grotto spa and tiki bar, Trane HVAC system 2023, enhanced well system for irrigation, fully fenced backyard with fruit trees and dedicated fire pit area, as well as multiple outbuildings. Park your RV or boat under the covered 35' x 14' parking area with 30 AMP concrete pad. Store your tools and gadgets in the electric-equipped workshop or garden shed. Take advantage of the detached guest house with potential for rental income, multigenerational living, a home office, or private guest accommodations. This home offers endless opportunities for homeowners, hobbyists, business owners or those simply seeking space for recreational vehicles and toys. With no deed restrictions, you'll enjoy the freedom to store your boat, RV, work vehicles, and more. Conveniently located near Urfer Family Park, shopping, dining, schools, and the beautiful Gulf Coast beaches. Whether you're looking for an income-producing opportunity or a property with room to live, work, and play, this one checks all the boxes!

4836 Dunn Drive, Sarasota

$339,000

3 Beds ⋅ 2 Baths ⋅ Meadows The SubDv. ⋅ 34235 Zip Code

Virtually Staged. Welcome to Woodman's Chart, a serene enclave within the highly desirable Meadows community—where maintenance-free living meets natural Florida beauty. This private 3-bedroom, 2-bath villa is perfectly positioned to overlook a lush tropical backyard, creating a peaceful retreat you’ll love coming home to. A charming private side courtyard provides an additional outdoor living space and leads directly to the oversized garage—another rare feature that sets this home apart. Step inside to an inviting floor plan designed for relaxation and entertaining. A spacious living area flows seamlessly into the dining and sitting spaces, while an interior atrium provides an additional tranquil outdoor living area. Vaulted ceilings and skylights fill the home with warm, natural light, highlighting its open and airy feel. The galley-style kitchen overlooks the dining area and offers beautiful views of the surrounding greenery. Fresh exterior paint and a brand-new roof (2024) add peace of mind, making this home move-in ready. Enjoy the expansive screened-in lanai—perfect for morning coffee, evening gatherings, or simply taking in the quiet tropical surroundings. Just steps away are The Meadows’ exceptional amenities, including community pools, tennis courts, pickleball, and the entrance to over 14 miles of scenic walking and biking trails that wind past lakes, waterways, and nature preserves. The Meadows Country Club offers optional membership with golf, dining, and additional recreation. The location is truly one of Sarasota’s best—minutes from UTC Mall, Benderson Park, SRQ Airport, Lakewood Ranch Main Street, premier dining, entertainment, and coveted white sand beaches including Siesta Key and Lido Beach. With its natural surroundings, amenities, and convenience, this villa offers the perfect blend of comfort, lifestyle, and location.

4364 Woodmans Chart Unit 142, Sarasota

$1,075,000

3 Beds ⋅ 3 Baths ⋅ Skye Ranch Neighborhood Four North SubDv. ⋅ 34241 Zip Code

Where luxury meets lifestyle, discover an extraordinary opportunity to own one of the finest residences in Esplanade at Skye Ranch. Perfectly positioned on a premium preserve homesite within this coveted gated community, this exceptional Taylor Morrison Pallazio model offers over 3,000 square feet of thoughtfully designed living space with 3 bedrooms, 3 bathrooms, a private office/den, and an extended two-car garage with custom built in cabinetry. Enhanced with an extensive collection of designer upgrades and custom finishes, this home offers a level of quality that surpasses new construction. Inside, soaring tray and vaulted ceilings, elegant crown molding, designer lighting, and abundant natural light create a warm yet inviting atmosphere. The open-concept design flows effortlessly from the spacious living area to the chef-inspired kitchen featuring custom solid wood cabinetry, quartz countertops, premium stainless-steel appliances, expansive prep space, an oversized center island, and a stylish dry bar. Expansive sliding glass doors seamlessly connect the kitchen and living room to the covered lanai, creating the ultimate indoor-outdoor lifestyle. The owner’s suite is a private retreat with peaceful preserve views, a spa-inspired bath with dual vanities and an oversized walk-in shower, plus a custom Closet. Two guest suites add privacy and comfort, while the dedicated office provides the perfect workspace or quiet retreat. Additional upgrades include custom Closets throughout, designer window treatments, refined bathroom finishes, premium cabinetry, architectural details, and upgraded lighting throughout. The expansive covered lanai is a true extension of the home, overlooking a serene nature preserve with no rear neighbors—perfect for morning coffee, evening cocktails, or simply enjoying Florida’s natural beauty. Residents enjoy exclusive access to Esplanade’s resort-style amenities, including a pool and spa, Bahama Bar, pickleball and bocce courts, fire pit gathering areas, dog park, state-of-the-art fitness center, wellness programs, and a full-time Lifestyle Director. Owners also enjoy full access to the Skye Ranch HUB, featuring multiple pools, a fitness center, indoor gymnasium, basketball, tennis and pickleball courts, volleyball, sports fields, playgrounds, scenic walking and biking trails, dog parks, and year-round recreation. Ideally located near top-rated schools, including the new Skye Ranch K-8 STEM Academy, premier shopping, dining, healthcare, and just minutes from the world-famous sands of Siesta Key Beach. Why wait to build? One of the finest Pallazio homes in Esplanade at Skye Ranch, this exceptional residence is move-in ready with every luxury upgrade already completed. Schedule your private showing today and experience the difference. Luxury lives here.

10342 Morning Mist Lane, Sarasota

$250,000

2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code

Enjoy all the benefits of Siesta Key living—without the traffic! Ideally situated at the south entrance to Siesta Key in the sought-after waterfront community of Castel del Mare, this light-filled first-floor, 2-bedroom, 2-bath residence offers the perfect combination of comfort, convenience, and coastal lifestyle. Just moments from world-renowned Siesta Key Beach, you'll appreciate easy island access while remaining close to mainland shopping, dining, entertainment, and everyday conveniences. The thoughtfully designed 2 bedroom 2-bathroom floor plan features an inviting open-concept living and dining area enhanced by abundant natural light. The spacious living room flows seamlessly into the enclosed garden-view lanai, creating a peaceful space to enjoy your morning coffee, read a book, or unwind while overlooking the lush tropical landscaping. The kitchen offers warm wood cabinetry, generous storage, ample counter space, and a functional layout with pass through to the dining room that makes meal preparation effortless. The primary suite provides a tranquil retreat with a walk-in closet, en-suite bath featuring an updated vanity and walk-in shower, while the guest bedroom is generously sized and conveniently located near the second full bath—perfect for visiting family and friends, can easily be used as flex space accommodating a home office, reading nook, or hobby area. Beyond the residence, Castel Del Mare offers an exceptional collection of resort-style amenities, including two heated swimming pools, tennis and pickleball courts, shuffleboard, a clubhouse, kayak launch and storage, fishing, and a scenic waterfront boardwalk that winds throughout the beautifully landscaped community. Spend your days relaxing beside the bayfront pool, launching a kayak on the Intracoastal Waterway, watching dolphins and boats drift by, or taking in breathtaking Sarasota sunsets. With Siesta Key Beach just moments away and everything Sarasota has to offer within easy reach, this waterfront retreat delivers an exceptional combination of location, lifestyle, and value. Schedule your private showing today and experience the best of Florida waterfront living. Long-term tenant in place.

1638 Stickney Point Road Unit 38-102, Sarasota

$1,329,000

3 Beds ⋅ 3 Baths ⋅ Lakewood Ranch SubDv. ⋅ 34240 Zip Code

Better than new and impossible to duplicate at this price. Situated on a premium corner lot in the highly sought-after Windward at Waterside, this exceptional residence combines luxury finishes, over $100,000 in post-closing upgrades, and one of the most private outdoor living spaces in the community. From the moment you step outside, you'll understand what makes this home special. The expansive screened lanai was designed for year-round Florida living and features a sparkling saltwater pool, spa, fully equipped outdoor kitchen, and generous covered entertaining space. Extensive professionally designed landscaping with custom lighting creates an incredible sense of privacy while preserving peaceful water views—a rare combination that's difficult to find. Inside, the home continues to impress with thoughtful, high-end improvements throughout. Custom built-in shelving in the pantry, laundry room, and primary closet, pull-out kitchen shelving, plantation shutters, automated WiFi-controlled draperies, designer lighting, fireplace with custom media wall, framed mirrors, whole-house water treatment with reverse osmosis, whole-house surge protection, UV air purification, and an extended HVAC warranty are just a few of the upgrades that elevate this home well beyond builder standards. Ceiling fans, upgraded electrical, and countless finishing touches complete the package. Originally built with premium features including impact glass, GE Café appliances, quartz countertops, pocketing sliding glass doors, a three-car garage, and smart home technology, this home has since been transformed into a truly exceptional residence. If you've been considering new construction but don't want the time, expense, and hassle of adding a pool, landscaping, window treatments, storage systems, and outdoor living after closing, 2469 Paradise Plum delivers it all today. Simply move in and enjoy one of Waterside's finest homes.

2469 Paradise Plum Drive, Sarasota

$250,000

3 Beds ⋅ 2 Baths ⋅ Country Place SubDv. ⋅ 34233 Zip Code

HIGHEST AND BEST OFFERS DUE BY AUGUST 11 AT 5:00 PM. ATTENTION investors, contractors, and renovation enthusiasts! This fire-damaged pool home presents an excellent opportunity to renovate, restore, or reimagine the property. Seller states the pool was not damaged by the fire; however, buyers should verify its condition through their own inspections and due diligence. Ideal for those seeking a rehab project, fixer-upper, or value-add investment property with significant upside potential. The property is being sold As Is, including all contents, and buyers are encouraged to conduct their own inspections and verify the condition of the home, pool, permitting requirements, and any intended future use. Bring your vision and unlock the possibilities this unique investment opportunity has to offer!

3745 Countryside Road, Sarasota

$1,150,000

Roberts Point SubDv. ⋅ 34242 Zip Code

An exceptional opportunity to create a custom waterfront residence in one of North Siesta Key’s most desirable neighborhoods. Surrounded by substantial luxury homes, this property offers a peaceful bayou setting with direct water access to Sarasota Bay for motorized craft, kayaks and paddleboards. The site is enhanced by mature tropical landscaping and tranquil water views, providing an inviting natural backdrop for a thoughtfully designed new home. Multiple outdoor living areas, terraces and elevated gathering spaces could be incorporated to take full advantage of the waterfront setting and relaxed Siesta Key lifestyle. An existing residence currently occupies the property, offering flexibility for use, rental or renovation while future building plans are developed. The home includes a roof completed in August 2023, hurricane shutters and completed storm remediation; however, the property’s compelling value lies in its land, location and potential to build new within a neighborhood known for impressive coastal residences. Conveniently positioned on North Siesta Key, the property provides easy access to Siesta Beach, Siesta Village, downtown Sarasota, shopping, dining and entertainment. Whether envisioned as a full-time residence or private island retreat, this is a rare opportunity to design a home tailored to your lifestyle in an established waterfront community.

4114 Roberts Point Circle, Sarasota

Sarasota Homes with Trees/Woods View

Newest Sarasota Homes with Trees/Woods View