Sarasota Homes with Trees/Woods View

Sarasota Homes with Trees/Woods View

Welcome to Sarasota County, Florida, a picturesque paradise that seamlessly blends natural beauty with vibrant living. Nestled on the Gulf Coast, Sarasota is renowned for its stunning beaches, cultural attractions, and a warm, welcoming community. Whether you’re strolling along the soft sands of Siesta Key Beach or exploring the lush landscapes of Myakka River State Park, you’ll find that Sarasota is a haven for outdoor enthusiasts and art lovers alike.

One of the most enchanting features of homes in Sarasota County is the abundance of properties that offer 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. These homes are not just places to live; they are sanctuaries that provide a serene escape from the hustle and bustle of everyday life. With many properties nestled among towering oaks and vibrant pines, you'll enjoy a sense of tranquility and privacy that is truly hard to find.

In addition to the natural beauty that surrounds these homes, Sarasota County boasts a thriving real estate market, with a variety of options to suit every lifestyle. From charming single-family homes to luxurious estates, you’ll discover a diverse range of properties that cater to your unique needs.

Come explore the enchanting homes with trees and woods views in Sarasota County, where nature meets luxury living. Experience the perfect blend of tranquility and convenience in this stunning corner of Florida, and let your dream home become a reality!

Newest Sarasota Homes with Trees/Woods View

$160,000
2 Beds ⋅ 2 Baths ⋅ Admirals Walk SubDv. ⋅ 34233 Zip Code
Virtually Staged. Run to see this private, first floor condo with newer A/C, water heater, and refrigerator. All ceramic tile flooring throughout the unit. Both bedrooms have en-suite baths. Washer and dryer in the unit. This home is perfect for the owner occupant or investor. Community is gated and located conveniently close to I-75, Siesta Key, shopping, restaurants, and the highly rated schools of Ashton, Sarasota Middle and Riverview High School. Community features include resort style heated pool and spa, fitness, clubhouse, indoor and outdoor entertaining areas, playground, billiards and on-site manager. Pet friendly community. Condo fees include water, sewer, and trash removal. All condo buildings have had roofs replaced in 2017, new impact windows and Hardie board exterior siding. Priced to go quickly!

5561 Rosehill Road Unit 103, Sarasota
$1,149,000
5 Beds ⋅ 5 Baths ⋅ Skye Ranch SubDv. ⋅ 34241 Zip Code
Welcome to 10203 Milky Way Drive, featuring preserve lot + saltwater pool + theater + golf simulator An impressive 5-bedroom, 4.5-bath residence offering 3,519 square feet of thoughtfully designed living space in the gated, amenity-rich community of Skye Ranch. Set on an oversized homesite backing to a peaceful preserve, this Taylor Morrison home combines generous living spaces, extensive custom upgrades, and exceptional indoor-outdoor entertaining. From the moment you enter through the double front doors, the dramatic two-story foyer and open floor plan create a bright and welcoming atmosphere. Custom wood trim, all-new lighting, smart recessed can lights throughout, updated faucets, and carefully selected finishes add character and distinction throughout the home. The heart of the home is the spacious great room, highlighted by a custom nickel-groove fireplace and oversized sliding glass doors that open to the lanai and pool area. The adjoining gourmet kitchen is designed for both everyday living and entertaining, featuring premium countertops, upgraded cabinetry, a natural gas cooktop, large pantry, oversized center island with sink, and abundant prep and storage space. The adjacent dining area provides an easy flow for gatherings with family and friends. The first-floor primary suite offers privacy and comfort with a spacious walk-in closet and a spa-inspired bath featuring a soaking tub, large shower, dual vanities, and private water closet. Also on the main level is a private fifth bedroom with an ensuite bath, providing an ideal setup for overnight guests, extended family, or a home office. Upstairs are three additional bedrooms and two full baths, including an ensuite bedroom with a walk-in closet and two bedrooms connected by a Jack-and-Jill bath with dual sinks. The second floor has been transformed into an exceptional entertainment destination, including a custom home theater with a 120-inch screen and projector, plus a dedicated golf simulator room complete with its own mini-split air-conditioning system. Outdoor living is equally impressive. The natural-gas-heated saltwater pool overlooks the preserve, creating a private backdrop with no rear neighbors. The extended lanai features new fans and lighting along with a custom patio bar, providing an inviting setting for poolside dining, entertaining, watching the game, or simply enjoying the Florida lifestyle. Skye Ranch offers an outstanding collection of community amenities surrounded by natural preserves and miles of trails. Residents enjoy a resort-style pool, clubhouse, fitness center, splash pad, tennis and pickleball courts, basketball, parks, playgrounds, a rock-climbing wall, café, and more than 20 miles of trails. The community also provides convenient access to schools, shopping, dining, and so much more. With 3,519 square feet, five bedrooms, four-and-a-half baths, a heated saltwater pool, preserve setting, custom theater, golf simulator room, and an extensive list of interior and outdoor upgrades, 10203 Milky Way Drive offers the space and features of a new luxury home without the wait for new construction. Schedule your private showing and experience everything this exceptional Skye Ranch home.

10203 Milky Way Circle, Sarasota
$300,000
2 Beds ⋅ 2 Baths ⋅ St Andrews SubDv. ⋅ 34293 Zip Code
Welcome to effortless Florida living in the highly sought-after Plantation Golf & Country Club! This beautifully updated 2-bedroom, 2-bath villa is the definition of move-in ready, offering the perfect blend of comfort, style, and breathtaking natural beauty. Step inside to discover a home that needs absolutely nothing, with tasteful updates throughout and an inviting floor plan designed for everyday living and entertaining. The spacious enclosed Florida room seamlessly extends the living area, creating the perfect space for morning coffee, afternoon reading, or hosting family and friends year-round. The updated kitchen features stainless steel appliances, ample cabinetry, and an open flow into the dining and living areas, making entertaining effortless. Best of all, this villa is being offered furnished, allowing you to begin enjoying the Florida lifestyle from day one. Outdoors is where this home truly shines. Relax on your private patio and take in a view that will stop you in your tracks—a tranquil pond with a lush preserve beyond creates an ever-changing backdrop of wildlife, peaceful sunsets, and complete serenity. Whether you’re unwinding after a day on the golf course or enjoying your morning coffee, this is a setting you’ll never tire of. Located within the prestigious Plantation Golf & Country Club, you’ll enjoy a beautifully maintained community with optional membership opportunities, championship golf, tennis, pickleball, dining, social events, and a location just minutes from Venice’s charming downtown, Gulf beaches, shopping, dining, and downtown Wellen Park. Golf enthusiasts will especially appreciate the opportunity to experience the excitement of the LPGA Tour this October, with world-class professional golf right here in your own community. If you’ve been searching for a villa that combines exceptional updates, furnished convenience, and one of the most picturesque water and preserve views in the community, your search ends here. Welcome home!

851 Tartan Drive Unit 11, Venice
$799,000
3 Beds ⋅ 3 Baths ⋅ Gran Paradiso SubDv. ⋅ 34293 Zip Code
Some homes check boxes. This one checks the ones buyers wait years for. This luxury late-build Estate-series Oakmont II is one of the most sought-after floor plans in the community and rarely available, finished after Gran Paradiso was proven and the best homesites were spoken for. There are only so many of these. This is one of them. This is a great-room plan that is very large and very open — full of light, with spectacular views from every window. The seller spared no expense creating a comfortable place to call home. Improvements were ongoing. None too big or too small if it meant making life more comfortable or this home more efficient. Luxury comfort features run throughout — the kind added when you know how a plan functions and lives because its been a home you loved. Step through the screened front entry and the story is in the details: crown molding throughout, tray ceilings in the living room and owner’s suite, and an open great room that lives for gathering. The kitchen centers on a new three-sided wrap-around wood-look island that is enormous — the upgrade that turns a good plan into a house to remember. Whole-house soft water and reverse-osmosis at the kitchen and fridge are already in. The owner’s suite offers private access to the pool. A secondary bedroom’s half bath doubles as a pool bath, so guests have convenient pool access. This rarely available popular split plan gives room to live and room to host — flexible space as a fourth bedroom, den, or office — plus a three-car garage with extra overhead storage and new high-end openers. A generous covered lanai makes outdoor living on this homesite routine. The flow from kitchen and great room to the lanai and water beyond feels finished, not builder-bare. Beyond the glass: a custom pool and spa on a large homesite (over 11,400 square feet), water view in front and preserve behind for beauty and privacy. No staring into a neighbor’s lanai — just water, greenery, and quiet Florida nights. New pool equipment (July 2026) keeps the outdoor package current. The landscaping is top-shelf — custom edging, stone beds, beautiful mature palms, multi-color cage lighting, and landscape spotlights that turn evenings into the reason you move to Florida. Custom outdoor pavers and irrigated planters keep the poolscape finished year-round. The custom pool cage uses a clear-view design that makes the most of this setting. Hurricane shutters on the windows, plus electric hurricane curtains on the lanai and front entry, make lock-and-leave real. Across Wellen Park, homes on comparable lots often ask more for less house. This home gives you more finished living on a large homesite than many higher-priced Wellen Park villages deliver. Gran Paradiso has been underpriced relative to those peers for a reason that will not last. Sold-out scarcity, amenities already open, and an Estate home on a large lot are catching up. Then there’s the address. Gran Paradiso is a gated resort lifestyle with the clubhouse, fitness, tennis and pickleball, and resort pool. Golf-cart distance to Downtown Wellen Park. Gulf beaches a short drive. Best Address and Wellen Park lifestyle in one move — without the start-over premium. This isn’t a starter story in Gran Paradiso. It’s the scarce late-build home with the hard work done, comfort and efficiency already in, and a value story versus similar-lot peers unlikely to stay this wide. That’s the opportunity. It won’t last long at this price.

20734 Valprato Ct, Venice
$3,700,000
5 Beds ⋅ 5 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Welcome to extraordinary living! This completely private oasis is perfectly positioned along North Creek in The Oaks Bayside, one of the most sought-after communities in South Sarasota. Situated on a lot and a half, the view is peppered with lush foliage, creating total seclusion and the feel of a luxury retreat. One of the most desirable floor plans in the community, with open flow and complete separation from the master suite and guest accommodations, creates a comfortable and highly functional living space. The casita provides the perfect separate space for an office, a studio or long-term guest accommodations, with stunning views from the second floor. Fine finishes and quality craftsmanship are showcased throughout this home, custom built by renowned contractor Baron Construction. Features include French oak flooring, quartz countertops, premium appliances, and numerous custom details. The combined living and dining area provides an ideal setting for entertaining, opening directly to the outdoor pool and spa. For more casual gatherings, the spacious kitchen and breakfast nook flow seamlessly into the family room and out to the covered outdoor living space. This screened area is beautifully designed with a pool and spa, and grill. The covered areas and ceiling fans provide comfort for al fresco dining. The lots’ site is spectacular, with great water views, and areas to launch your kayak or paddleboard. Add in the practical features like a newer roof, oversized three car garage and huge pantry and you have found a home of distinction with no peer. The Oaks Bayside is a gated bayfront community within The Oaks. The distinguished private club offers 2 championship golf courses, pickleball and tennis courts, a state-of-the-art WellFit Center, exquisite dining options and a celebrated social calendar. The location provides convenient access to downtown Sarasota, dining, nightlife, and the cultural amenities of the Gulf Coast.

324 Osprey Point Drive, Osprey
$799,900
4 Beds ⋅ 2 Baths ⋅ Port Charlotte Sub SubDv. ⋅ 34291 Zip Code
Five lots, 1.24 acres and room for everything you own. This 4-bedroom, 2-bath pool home in North Port pairs a 3-car attached garage with a 28x40 detached, air-conditioned 4-car garage and workshop with a lift, plus a concrete pad for an RV or boat. Inside, 2,432 square feet of living space flow through a split floor plan with formal living and dining rooms and a family room open to the kitchen. The kitchen has granite counters, solid wood cabinets, stainless steel appliances, a built-in desk, an island with storage on both sides and a pass-through window to the lanai. The primary suite opens to the pool and has dual vanities, a jetted tub, a walk-in shower and two walk-in closets. Out back, the screened lanai holds a heated pool and an outdoor kitchen, and the guest bath doubles as a pool bath. The corner homesite is fenced, irrigated from its own well and served by city water. Roof replaced in 2022, hurricane shutters, no HOA and no CDD. Close to schools, shopping, dining and I-75. All appliances, including the washer and dryer, convey.

7545 Totem Avenue, North Port
$200,000
2 Beds ⋅ 2 Baths ⋅ South Venice SubDv. ⋅ 34293 Zip Code
RARE SOUTH VENICE OPPORTUNITY! Offered together with the adjacent 8,000± SF vacant lot at 0 Magnolia Rd (255 Magnolia Rd, MLS#N6145898), this property presents an exceptional combination of immediate usability, outdoor living, investment potential, and future flexibility. The existing one-level 2-bedroom, 1.5-bath concrete-block home offers approximately 1,001 heated SF, central HVAC, porcelain tile, concrete and laminate wood flooring, and an open kitchen with peninsula breakfast bar and separate dry bar. Covered parking and storage add convenience. The beautifully landscaped property features mature tropical plantings and privacy, creating a true Florida outdoor retreat. Enjoy the paved patio, fire pit, gazebo with outdoor kitchen, garden beds, outdoor bird cage, and large chicken coop—an inviting setting for entertaining, gardening, hobbies, or simply enjoying the Florida lifestyle. The adjoining vacant parcel creates multiple possibilities for the next owner. Use the existing home as a personal residence, seasonal retreat, or rental property while preserving the adjacent lot for future development. Subject to Sarasota County zoning, permitting, and applicable approvals, the RSF-3 parcels may provide an opportunity to construct an additional residence on the vacant lot or explore combining the parcels to create a larger homesite. Buyers should independently verify all development potential, setbacks, density, parcel-merger requirements, and permitted uses with Sarasota County. Enjoy the lifestyle advantages of South Venice, including access to the community boat ramp and Beach Ferry through separate annual membership, subject to eligibility, current fees, and Trust rules. The Beach Ferry provides access to the private South Venice beach on Manasota Key. Ideally positioned west of US 41/S Tamiami Trail with convenient access to Venice Island, Gulf beaches, boating, golf, shopping, restaurants, and waterfront attractions. Whether you're seeking a Florida home with room to expand, an investment with additional land, a future build site, or the opportunity to create a larger homesite, this unique two-parcel offering provides options rarely found in South Venice. Home and adjacent lot are being sold As-Is and are both Zoned X500, where flood insurance is not federally required by FEMA or law because it is outside the high-risk Special Flood Hazard Area. The vacant lot is a separate legal parcel and is offered in conjunction with the home but sold separately.

225 Magnolia Road, Venice
$24,900
Port Charlotte Sub SubDv. ⋅ 34288 Zip Code
Build your future in North Port with this spacious 10,000-square-foot residential lot on Ikola Avenue. Measuring approximately 80 feet wide by 125 feet deep, the property offers a practical rectangular layout with plenty of room to plan a new home, yard, driveway, and outdoor living space. The wooded setting provides natural privacy while allowing you to clear and design the property to fit your vision. Located in an established residential area with existing homes nearby, this lot combines a quiet neighborhood atmosphere with convenient access to everyday destinations. E. Price Boulevard, a major roadway in North Port, is nearby, providing connections to shopping, restaurants, schools, services, and other parts of the city. Atwater Community Park is also close to the area for recreation and outdoor activities. Whether you are planning to build now or hold land for the future, this North Port property offers space, location, and flexibility for buyers.

Ikola Avenue, North Port
$1,500,000
3 Beds ⋅ 3 Baths ⋅ Mangroves Sub The SubDv. ⋅ 34242 Zip Code
Virtually Staged. Old Florida Charm on Siesta Key's Quiet South End Hidden beneath a canopy of mature tropical trees on one of South Siesta Key's most desirable residential streets, this distinctive three-story home captures the timeless character and charm that make island living so special. Located within a small enclave of established homes where short-term vacation rentals are restricted, the neighborhood is known for its lush landscaping, beautiful waterfront residences, and authentic sense of community that has become increasingly rare on Siesta Key. Thoughtfully spread across three levels, the home blends timeless coastal architecture with modern updates. Exposed wood beams, a fireplace, and an abundance of outdoor living spaces give the residence a sense of warmth and character rarely found in newer construction. Multiple terraces provide private places to relax throughout the day, while the newly built Trex rooftop deck elevates the experience with sweeping sunset views and refreshing Gulf breezes. Offering 3 bedrooms, 3 bathrooms, a two-car garage, a newer metal roof, high-velocity HVAC system, Hardi board siding, and a generously sized fenced yard, the property strikes a balance between charm, functionality, and laid-back island living. Just a short walk to Point of Rocks, beach access, South Siesta Village, Captain Curt's, Crescent Beach Market, the Crescent Club, and other local favorites, the location places the best of Siesta Key at your doorstep. Spend your days exploring the island by bike, trolley, or on foot, with Siesta Key Beach, Turtle Beach, waterfront dining, and endless coastal activities all nearby. Whether it's a morning walk along the shore, an afternoon spent enjoying the island's vibrant beach culture, or sunset from the rooftop deck, this home is perfectly positioned to experience everything that has made Siesta Key one of Florida's most beloved destinations. Properties like this are becoming increasingly difficult to find on Siesta Key. Combining architectural character, modern improvements, walkability to the beach and dining, a large private yard, and a neighborhood centered around homeowners rather than vacation rentals, this is a rare opportunity to enjoy the authentic charm of island living on the quieter south end of the Key.

1209 Sea Plume Way, Sarasota
$305,000
2 Beds ⋅ 2 Baths ⋅ Lakes Of Sarasota SubDv. ⋅ 34232 Zip Code
The sought-after Lakes Estates of Sarasota is a hidden gem offering a wonderful blend of space, privacy, and serene natural beauty. This LAKEFRONT , maintenance-free villa features 2 bedrooms, 2 bathrooms, and over 1,200 square feet of living space. Remodeled in 2020 this split floor plan is enhanced by vaulted ceilings that create an open, airy feel. The eat-in kitchen is thoughtfully designed for both everyday living and entertaining, featuring a charming plant window, breakfast bar, and seamless connection to the dining and living areas. Just off the living room, a generously sized screened-in porch provides the perfect setting for indoor-outdoor living and entertaining, with peaceful lake views just beyond. The primary suite serves as a private retreat, complete with a walk-in closet and an en-suite bath with a stand-up shower. French doors open directly to a covered screened deck, placing you just steps from the water and offering a remarkable start or end to each day. NEW HVAC 8/2025, carpet in guest room and adding to the property’s comfort and convenience is a one-car garage plus a carport. Residents enjoy winding, tree-lined, lighted streets and a scenic waterfront walking path that leads to the community’s resort-style amenities, including two pools, tennis and pickleball courts, fitness center, clubhouse, playground, and a picturesque central lake with fountain for added ambiance. Just a few blocks away, the pristine Legacy Trail offers 18 miles of paved paths stretching from Sarasota to Venice, perfect for biking, walking, and outdoor exercise, with relief pavilions and eateries along the way. The location is exceptional—minutes from area beaches, shopping, dining, and entertainment. Located in a popular school district, Lakes of Sarasota is not an age-restricted community, making this villa ideal for a wide range of lifestyles for those seeking a balance between suburban tranquility and easy access to urban amenities.

4372 Trails Drive Unit 15-1, Sarasota
$2,900,000
4 Beds ⋅ 5 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
Welcome home to the coveted community of Bay Isles, on the north end of Siesta Key where island living meets timeless design just 800 feet from Beach Access 1 on Shell Road. Evening sunsets sandy morning strolls are practically at your doorstep. This 2020 built elevated contemporary residence offers thoughtful craftsmanship plus hurricane-rated doors and windows, a 5V metal crimp roof with open-cell spray foam insulation for lasting energy efficiency, and a striking circular driveway framed by stained tongue-and-groove soffits at both entryways a first impression that sets the tone for everything inside. Step through the door to an open, light-filled floorplan where high ceilings, recessed lighting, and wood-look tile flooring carry you through generous living and dining spaces. The kitchen anchors it all with stone countertops and backsplash, a waterfall-edge island with breakfast bar, sleek cabinetry, and stainless steel appliances built for everyday living and effortless entertaining alike. Glass sliders open to a screened lanai, where an outdoor kitchen makes alfresco dining a daily possibility, and a sparkling pool and spa invite you to unwind amid lush, tropical surroundings. The primary suite, thoughtfully situated on the first level, offers a private escape with sliders opening directly to the lanai, a spa-like bath with dual vanities, a soaking tub, oversized shower, and a walk-in closet with custom built-ins. Three additional bedrooms, each with its own en-suite bath, ensure plenty of space for family and friends alike true four-bedroom retreat built for gatherings. A three-car garage (one sectioned off and air conditioned) on the lower level rounds out the home's thoughtful design. Just moments from world-renowned Siesta Key Beach, scenic waterways, and the shops, restaurants of Siesta Key Village AND downtown Sarasota, this Bay Isles residence is a rare opportunity to own a true island sanctuary.

3913 Roberts Point Road, Sarasota
$199,900
2 Beds ⋅ 2 Baths ⋅ Bermuda Park SubDv. ⋅ 34237 Zip Code
Virtually Staged. Welcome to 642 N Jefferson Ave, a 2-bedroom, 2-bath condo in Bermuda Park offering a spacious layout, vaulted ceilings, a private screened lanai, and no rear neighbors—all just minutes from Downtown Sarasota. Located in one of the newer buildings in the community, this condo features an open-concept living area with abundant natural light and two new PGT windows. The kitchen includes stainless steel appliances, ample cabinet space, and a breakfast bar that opens to the main living area. In-unit laundry, two reserved parking spaces, and additional guest parking add everyday convenience. The screened lanai overlooks peaceful greenspace with no buildings directly behind the unit, providing added privacy in a central Sarasota location. Enjoy quick access to Downtown Sarasota, shopping, dining, St. Armands Circle, Lido Beach, and Sarasota’s arts and entertainment. The free Breeze Trolley provides another convenient way to explore the area.

642 N Jefferson Avenue Unit 13, Sarasota
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