Osprey/Nokomis Homes with Trees/Woods View

Osprey/Nokomis Homes with Trees/Woods View

Nestled along Florida's sun-kissed Gulf Coast, the charming communities of Osprey and Nokomis in Sarasota County offer a delightful blend of natural beauty and small-town charm. Known for their lush landscapes and serene atmosphere, these areas provide an idyllic setting for those seeking a peaceful retreat while still being close to the vibrant culture and amenities of nearby Sarasota.

Osprey, with its scenic waterways and rich history, is a haven for outdoor enthusiasts. The area is dotted with beautiful parks and nature preserves, making it easy to explore the stunning natural surroundings. Just a stone’s throw away, Nokomis boasts pristine beaches and a laid-back vibe, perfect for sunbathing, fishing, or simply enjoying the breathtaking sunsets over the Gulf.

One of the most appealing features of homes in Osprey and Nokomis is the abundance of properties with captivating views of trees and woods. Imagine waking up to the gentle rustle of leaves and the soothing sounds of nature just outside your window. These homes offer a unique opportunity to experience Florida's natural beauty daily, with many properties nestled among mature trees, providing both privacy and a picturesque backdrop.

Whether you’re looking for a cozy retreat or a spacious family home, Osprey and Nokomis have something for everyone. With their friendly communities, vibrant local culture, and stunning natural surroundings, you’ll find that life here is truly a breath of fresh air. Explore the charm of these beautiful towns and discover your dream home amidst the trees and woods!

Newest Osprey/Nokomis Homes with Trees/Woods View

250 Hidden Bay Drive Unit 301, Osprey
$695,000
3 Beds ⋅ 3 Baths ⋅ Edgewater At Hidden Bay SubDv. ⋅ 34229 Zip Code
Enjoy sweeping water views and stunning sunsets over Little Sarasota Bay from this spacious third-floor corner residence in the gated waterfront community of Edgewater at Hidden Bay. Built in 2017 and moved into in Jan 2018, this three-bedroom plus den, 2.5-bath condominium offers nearly 2,200 square feet of living space with easy elevator access and one assigned parking space in the building. The attractive open floor plan features soaring ceilings, impact-rated windows and sliding doors, easy maintenance tile plank flooring and abundant natural light throughout. The kitchen includes granite countertops, solid wood cabinetry, stainless steel appliances and custom storage with pullout drawers. The living area offers a built-in dry bar with wine refrigerator and opens to a large, screened-in terrace with privacy-screens and expansive bay views. The primary suite includes dual walk-in closets and a luxurious bath with dual quartz vanities, decorative tile flooring, makeup vanity and walk-in shower. Additional features include a private den/office, in-unit laundry room, two full baths and a powder room, AC from 2023. Edgewater at Hidden Bay is a gated, resort-style community set on 14 acres along Little Sarasota Bay and the Intracoastal Waterway, directly across from Casey Key. Community amenities include a waterfront clubhouse with kitchen and quartz bar, heated pool and spa, fitness center, library, tiki hut with grilling stations, pickleball and tennis courts, kayak launch, fishing pier, dog play area, and an elevated boardwalk through mangroves and palm-lined grounds. Hidden Bay is conveniently in Osprey just south of Sarasota, near area beaches, shopping and dining, and only minutes from Venice.

250 Hidden Bay Drive Unit 301, Osprey

603 Laurel Road W, Nokomis
$625,000
3 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 34275 Zip Code
Step into a wonderful opportunity to make a home your own. This 3-bedroom + Den, 2-bathroom residence offers 2,114 square feet of living space with the room and flexibility to personalize to your taste. Whether you're looking to move in with a simple refresh, like new flooring and a fresh coat of paint, or to take your time customizing every detail, this home is ready for your personal touch. Set on an expansive 0.4-acre lot, the property offers plenty of space for outdoor living, entertaining, and future possibilities. Imagine the backyard retreat you could create, tailored to the Florida lifestyle you've been dreaming of. Ideally situated in the heart of Nokomis, this home is just minutes south of historic downtown Venice, where you'll find charming boutiques, outstanding restaurants, cultural attractions, and the world-renowned Gulf beaches, with Sarasota an easy drive to the north. Nokomis Beach is right down the street, along with a public boat ramp for those who love life on the water. Outdoor enthusiasts will appreciate the nearby Legacy Trail, perfect for biking, while a plethora of fine shopping and dining options are all close at hand. A new state-of-the-art hospital and convenient access to I-75 add exceptional ease for travel and everyday living. Don't miss this chance to put your own stamp on a home in one of Southwest Florida's most desirable locations. Make it yours, your way. As the saying goes, be sure to tell your family and friends, "I live where you vacation!"

603 Laurel Road W, Nokomis

2009 Tocobaga Lane, Nokomis
$630,000
3 Beds ⋅ 3 Baths ⋅ Calusa Lakes SubDv. ⋅ 34275 Zip Code
Welcome to Calusa Lakes, a sought-after gated golf course community in Nokomis, just 4.2 miles from the beach and a short drive to historic Downtown Venice. Meticulously maintained by the same owner since 1997, this spacious 3 bedroom, 2.5 bath pool home with 2,466 square feet of living area offers generous room sizes, a thoughtful split floor plan and a beautiful golf course setting. The Montego model by Lincoln Homes features formal living and dining rooms accented by crown molding, along with pocket sliding doors that open the living area to the lanai, perfect for enjoying Florida’s beautiful weather. The comfortable family room is located just off the kitchen and also opens to the pool area through sliding glass doors. An inviting breakfast nook features an aquarium window overlooking the pool and lush outdoor setting. The kitchen has been tastefully refreshed with creamy raised-panel wood cabinet fronts accented with a warm glaze and complemented by GE Profile appliances. The spacious primary suite offers direct access to the pool, room for a sitting or reading area, dual closets including a walk-in, and an ensuite bath with an updated vanity, garden tub and separate walk-in shower. A generously sized office features an attractive washed-oak built-in system with abundant space for books, files and a comfortable work-from-home setup. Two additional bedrooms and a shared bath are privately positioned away from the main living areas, enhancing the home’s desirable split-plan design. Step outside to the screened pool and spa surrounded by a pavered patio and charming garden areas. A convenient private pool bath is accessed directly from the pool deck, keeping wet feet out of the main living areas and making entertaining especially easy. Mature landscaping currently provides a wonderful privacy buffer from the golf course, while offering the opportunity to selectively open the landscaping for a more expansive golf course view. Additional highlights include a roof replaced in 2017 and A/C replaced in 2019. Lovingly cared for and exceptionally well maintained, this Calusa Lakes home offers space, privacy, a pool and spa, golf course surroundings and an outstanding Nokomis location convenient to Gulf beaches, shopping, dining and Downtown Venice.

2009 Tocobaga Lane, Nokomis

168 Coastal Hammock Court, Osprey
$1,900,000
3 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Experience an extraordinary waterfront lifestyle in this distinctive 3-bedroom, 3.5-bath Mizner-inspired residence, ideally positioned along Little Sarasota Bay in the prestigious Oaks Bayside. Tucked away on an intimate cul-de-sac shared by just 3 homes, this exceptional property with close to 4,000 SF of living space, offers remarkable privacy, an enchanting Old Florida setting surrounded by mature oaks and lush tropical foliage, and captivating views and sunsets stretching across Little Sarasota Bay. Thoughtfully custom designed to embrace its spectacular surroundings, the home is filled with natural light and showcases beautiful architectural details throughout, including porcelain tile flooring, soaring 14-foot and tray ceilings, extensive custom millwork and built-ins, and walls of impact-rated windows and French doors framing the surrounding landscape and water views. Fresh interior paint and brand-new porcelain tile floors and carpeting in 2026 bring a crisp, refreshed feel to the residence while preserving its distinctive character. At the heart of the home, the kitchen features stone countertops, a Sub-Zero refrigerator, ASKO dishwasher, stainless steel appliances and generous workspace, opening comfortably to the home's main gathering areas. French doors create a seamless connection to the elevated pool and spa terrace, an inviting private retreat for entertaining, relaxing in the Florida sunshine or enjoying the bay breezes and spectacular evening skies. The expansive primary suite enjoys an entire level of its own, creating a true private retreat complete with a separate sitting room/office, custom built-ins, generous closet, dedicated laundry and an ensuite bath. The upper level provides exceptional privacy for family and guests with 2 additional bedrooms, a full bath, and flexible office/media space. The convenient 3+ car oversized garage with ample storage is on the ground floor. A brand new five-stop elevator will be installed to provide convenient access throughout the home, extending to the rooftop terrace where panoramic water views and unforgettable Florida sunsets take center stage. Enjoy ultimate peace of mind with a gas generator included on-site. Beyond the residence, ownership in The Oaks provides access to one of Sarasota's most established private country club lifestyles, with championship golf, racquet sports, state-of-the-art fitness, dining and an active social calendar. Community dock located on Little Sarasota Bay. Private, distinctive and surrounded by natural beauty, 168 Coastal Hammock Court presents a rare opportunity to enjoy gracious bayfront living in one of Sarasota's most coveted gated communities.

168 Coastal Hammock Court, Osprey

112 Nippino Trail W, Nokomis
$620,000
4 Beds ⋅ 2 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code
Built in 1927 and beautifully restored nearly a century later, the Hauser House is a rare Old Florida beach bungalow just moments from Roberts Bay. Originally built for Anna and Henry Hauser, founders of the Venice Lumber Company, the home is now affectionately known as the Heron House. The restoration was thoughtfully completed to respect the soul of the home, preserving its vintage character and architectural details while giving the home a current, timeless feel. The story of this home is written in the details that remain. Step through the light-filled front sunroom with imported Spanish Saltillo-inspired tile floors and a custom built-in window seat, a perfect spot for morning coffee or to enjoy your favorite book. From there, original heart pine floors, painstakingly refinished, lead you into the main living spaces. Beautiful woodwork throughout, including paneling, shiplap, crown mouldings and wainscoting, was thoughtfully added to complement the craftsmanship of a different era. Walnut switch plates, custom Roman shades and carefully selected lighting add another layer of character, while the original brick wood-burning fireplace has remained at the heart of the home for nearly 100 years. Nowhere is the balance between old and new more evident than in the kitchen. Beautifully updated, yet completely at home within a 1920s bungalow, it pairs all-new custom cabinetry and quartz countertops with hand-painted Delft backsplash tile, unlacquered brass hardware, a farmhouse sink and vintage-style appliances. The two fully renovated bathrooms continue that story with distinctive tile selections that bring color, artistry and personality to spaces that feel collected over time rather than simply remodeled. With 4 bedrooms, 2 baths and 1,964 square feet, the floor plan offers flexibility rarely found in a home of this era. A first-floor bedroom with an ensuite bath offers the option of a main-level primary suite, while upstairs, three bedrooms include a spacious alternative for a more private primary retreat. Whether you prefer your primary bedroom upstairs or down, the layout easily adapts, providing plenty of space for family, overnight guests or a home office. And then there is life outside. A covered porch opens to a lush garden setting, where mature tropical landscaping surrounds intimate spaces for gathering, with plenty of room to grow your own vegetables or indulge a love of gardening. In the evening, the glow of string lights transforms the garden into a charming little oasis, perfect for dinner with friends, a glass of wine or simply enjoying a Florida evening. All of this is just steps from Roberts Bay and minutes from the historic charm of Venice Island, with its quaint shops, fabulous restaurants and beautiful Gulf beaches. It is easy to understand why a home was built here almost 100 years ago, and why it has continued to be loved ever since. From its beginnings as the Hauser House to its new chapter as the Heron House, this is more than a beautifully restored vintage Florida bungalow. It is a piece of early Nokomis history, carefully preserved, deeply loved and ready for its next steward to become part of its story. Come experience the Heron House for yourself and discover what makes this home so special.

112 Nippino Trail W, Nokomis

3718 Sandspur Lane, Nokomis
$5,750,000
4 Beds ⋅ 8 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
At the water’s edge of Sandspur Lane sits one of Casey Key’s best-kept secrets: a stunning estate offering unmatched privacy, tranquility, protected waterfront, and bespoke contemporary coastal architecture. A multi-year renovation completed in 2024 reimagined the property, adding more than 2,000 square feet of interior and exterior living space and transforming an already exceptional waterfront home into a truly distinctive residence. Tucked at the end of this quiet, private lane, the home’s structural features and sheltered location provide proven storm-resilient advantages. Ownership of both sides of the canal protects the mature trees and vegetation along the opposite shoreline, preserving natural privacy. The main level features vaulted ceilings and an open floor plan connecting the modern kitchen with dining, living, and family rooms, while wraparound aquarium glass windows and sliding glass doors flood the space with natural light and offer views of the water and the parcel’s expansive waterfront setting. A floating staircase rises through a circular glass stair tower to the primary suite, featuring a spacious bath, sitting room, and a private balcony with long water views. An adjoining casita with its own private entrance and water views provides luxurious accommodations for family, guests, or in-home staff. Two dedicated offices with built-in cabinetry and granite desks offer long ICW views, creating an inspiring setting for work or personal pursuits. A new elevator connects every level, from the garage to the rooftop deck. Designed for recreation and entertaining, the property features a cabana with bar and outdoor kitchen, a new waterfall spa and remodeled pool with water features, a home gym, firepit, indoor-outdoor Sonos sound system, and multiple balconies, terraces, and decks. After sunset the extensive outdoor lighting, including dock and underwater fish lights, transforms the property. The long driveway and motor court accommodate parking for 12–15 vehicles— a rarity on Casey Key. The 200 feet of protected waterfront includes a newly added 45-foot dock, 20,000-lb. boat lift, and two PWC lifts. And when the Gulf beckons, deeded beach access leads to its warm waters and shoreline. From sunrises over the ICW to Gulf sunsets from the rooftop deck and illuminated evenings poolside, the home embraces its waterfront setting from virtually every angle. This residence offers a package increasingly hard to find: extraordinary privacy, tranquility, and protected waterfront living—all wrapped in a beautifully reimagined contemporary coastal estate on one of Florida’s most exclusive islands.

3718 Sandspur Lane, Nokomis

1501 Sweetland Street, Nokomis
$1,499,950
3 Beds ⋅ 4 Baths ⋅ Duke Sub SubDv. ⋅ 34275 Zip Code
Virtually Staged. WELCOME TO YOUR PRIVATE NOKOMIS RETREAT! Set on a fully fenced and gated one-acre homesite surrounded by mature trees, this custom-built 2016 residence combines quality craftsmanship, impressive living spaces, and exceptional indoor-outdoor Florida living. Beautiful curb appeal begins with a gated entrance, expansive paved driveway with abundant parking, attached three-car garage, lush tropical landscaping, and distinctive architectural details. A metal roof, board-and-batten accents, stonework, custom railings, and a spacious covered front entry framed by substantial columns complete the exterior, while impact windows and doors provide added protection and peace of mind. Step through the foyer into a beautifully designed interior featuring bamboo flooring, vaulted ceilings with exposed beams, crown molding, plantation shutters, and custom handcrafted barn doors. The expansive living room is anchored by a floor-to-ceiling electric fireplace and opens naturally to the dining room, kitchen, and lanai for an easy flow throughout the main living areas. The spacious kitchen is designed for both everyday living and entertaining with granite countertops, coordinating backsplash, stainless steel GE Café appliances, an apron-front farmhouse sink, upgraded fixtures, generous cabinetry, and a large pantry. Its open design keeps the kitchen connected to the surrounding living and dining spaces. Pocketing sliding glass doors open to the expansive screened lanai and heated saltwater pool, seamlessly extending the living space outdoors. Multiple covered patio areas with tongue-and-groove ceilings provide plenty of room for dining, entertaining, and relaxing while overlooking the beautiful backyard. Beyond the pool, a broad manicured lawn shaded by mature trees creates an inviting setting with plenty of usable outdoor space. Gather around the fire pit, enjoy the open lawn, or take advantage of the multiple detached storage buildings for lawn equipment, tools, recreational gear, and additional storage. Privately positioned on one side of the home, the primary suite features a vaulted ceiling, spacious walk-in closet with custom wood shelving, and an ensuite bath with dual granite-topped vanities and an impressive steam shower finished in floor-to-ceiling marble tile. Two generously sized guest bedrooms are located on the opposite side of the home and are complemented by two additional full bathrooms. A dedicated office near the foyer provides a comfortable work-from-home space, while the oversized separate family/entertainment room offers flexibility for a media room, game room, hobby area, or additional gathering space. A dedicated mudroom provides a convenient transition from the garage, while the spacious laundry room offers abundant cabinetry, quartz countertops, a utility sink, and excellent additional storage. Offering approximately one acre, a three-car garage, heated saltwater pool, extensive covered and screened outdoor living space, a large fenced backyard, multiple storage buildings, and a versatile floor plan, this distinctive Nokomis home delivers space and functionality in a peaceful setting. All of this is within easy reach of shopping, dining, recreation, and the beautiful Gulf Coast beaches.

1501 Sweetland Street, Nokomis

1101 Kings Way Drive, Nokomis
$925,000
4 Beds ⋅ 4 Baths ⋅ Laurel Landings Estates SubDv. ⋅ 34275 Zip Code
Welcome to your ultimate Florida oasis with access to the Intracoastal Waterway! This exquisite 4-bedroom, 3.5-bath home was thoughtfully renovated in 2022 with a focus on comfort, style, and modern living. A metal roof installed in 2024 provides added peace of mind. Inside, enjoy the contemporary elegance of luxury vinyl flooring, modern tile accents, and high-end ceiling fans throughout. The beautifully appointed kitchen features soft-close cabinetry, a custom quartzite countertop and island, and a custom walk-in pantry, creating a stylish and functional space for everyday living and entertaining. The kitchen also features quality appliances, including a washer and dryer, while two water heaters and two AC units provide year-round comfort. The spacious primary suite offers a private retreat with an ensuite bathroom featuring dual vanities, a walk-in shower, and an oversized soaking tub. The home's exceptional indoor-outdoor design makes Florida living effortless, with sliding glass doors from the living room, kitchen, family room, primary bedroom, and fourth bedroom opening directly to the screened pool area. Pool equipment was upgraded in 2024, screened lanai repainted in 2025, with screws replaced and upgraded to specialty fine-mesh screening designed to keep out even tiny insects, while lush landscaping and a custom fire pit create the perfect setting for relaxing evenings overlooking the water. The three-car garage offers epoxy flooring and custom storage solutions, along with a refrigerator and standalone freezer, included in the sale as-is. Ideally located near schools, shopping, Sarasota Memorial Hospital, and just 3.3 miles from Nokomis Beach, this home offers the perfect blend of convenience and coastal living. Residents also enjoy gated private community boat storage and dock access to the Intracoastal Waterway, along with a gated community RV and boat storage lot for vacation and work vehicles. Beautifully renovated, thoughtfully designed, and ideally situated to enjoy everything the Florida lifestyle has to offer, this exceptional Nokomis home is ready to welcome its next owner.

1101 Kings Way Drive, Nokomis

385 North Point Road Unit 701, Osprey
$1,399,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
Experience the refined country club lifestyle of The Oaks Club in this exceptional waterfront residence within Meridian I at The Oaks Preserve in Osprey. From the moment you step through your private elevator foyer, unobstructed, sweeping water views make an unforgettable first impression. These vistas are beautifully framed from the living and dining areas, kitchen, primary suite, and private study. Step onto the generous balcony, where gentle breezes and breathtaking sunsets set the stage for serene waterfront living. This spacious, maintenance-free residence offers three bedrooms and three baths, including two en-suites, plus a separate den/study and a full laundry room. A private two-car garage beneath the building adds convenience and extra storage. Luxury finishes elevate the interiors, including marble flooring and countertops, stainless steel appliances, crown molding, and custom built-ins. The primary suite is a true retreat, with a sitting area overlooking tranquil water views and a spa-inspired bath featuring dual vanities, a spa tub, and a separate shower. Lovingly maintained by its original owner, the home reflects thoughtful design and pride of ownership throughout. Meridian I residents enjoy a private community pool, fitness center, outdoor grilling area, and on-site maintenance manager, all within the security of The Oaks Preserve's 24-hour guarded gate. Membership in The Oaks Club is required, with a range of membership options and privileges. Renowned for its coastal sophistication, the Club offers refined and casual dining, 36 holes of championship golf, 12 Har-Tru tennis courts, four pickleball courts, a regulation croquet lawn, a state-of-the-art fitness center, a junior Olympic pool, bocce, basketball, a playground, and a vibrant calendar of social and recreational events. Residence 701 at Meridian I is an extraordinary opportunity to embrace Sarasota's premier country club lifestyle, where unmatched amenities meet captivating waterfront views.

385 North Point Road Unit 701, Osprey

7303 Jessie Harbor Drive Unit 7303, Osprey
$449,000
3 Beds ⋅ 2 Baths ⋅ Heron House SubDv. ⋅ 34229 Zip Code
Welcome to luxury coastal living in this exceptional 3rd-floor penthouse condo nestled in the secluded, resort-style waterfront community of Heron House in Osprey. Offering 1,883 sq. ft. of beautifully light-filled, fully furnished living space, this impressive 3-bedroom, 2-bathroom residence features high-end finishes, warm hardwood floors, plantation shutters, a decorative wood-burning fireplace, and a built-in wet bar perfect for entertaining. The gourmet kitchen is equipped with rich wood cabinetry, granite countertops, stainless steel appliances, and a cozy eat-in breakfast area. Unwind in the expansive primary suite boasting two walk-in closets, a spa-like bath with double vanities, a deep soaking tub, and a separate shower. Step outside onto multiple private balconies to take in tranquil views of lush tropical greenery and calm canal waters—an idyllic setting for outdoor dining or evening cocktails. Located directly on Jessie Harbor with bridge-free, direct access to the Intracoastal Waterway and the Gulf, this gated community offers extraordinary waterfront amenities, including a kayak launch, boat slips (available on a first-come, first-served basis), and frequent visits from local wildlife like otters and dolphins. Residents enjoy a highly active, beautifully maintained HOA complete with a newly installed entrance security gate, heated pool, water aerobics, tennis and pickleball courts, shuffleboard, clubhouse, fitness center, walking trails, locked storage, bike storage, and two assigned covered parking spaces under the building with elevator access. Situated just 10 minutes from Venice Beach, Nokomis Beach, and Casey Key, 20 minutes from world-famous Siesta Key, and minutes from I-75, Oscar Scherer State Park, the Legacy Trail, and Sarasota’s vibrant cultural hub, this hidden gem combines peaceful privacy with unbeatable access to Florida’s finest coastal living.

7303 Jessie Harbor Drive Unit 7303, Osprey

385 N Point Road Unit 401, Osprey
$695,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
This exceptional 4th floor end unit is ideally positioned on the coveted south corner of Meridian I, offering a particularly desirable location with no neighboring buildings interrupting the expansive Preserve and water views. Floor-to-ceiling windows showcase the beautiful natural setting and fill the residence with abundant natural light. Featuring 3 bedrooms, 3 baths, plus a formal dining room that can easily serve as a den or home office, the spacious floor plan is equally well suited for everyday living and entertaining. Step directly from your private elevator into a warm and inviting interior, where beautiful cherry wood floors extend throughout most of the residence, adding richness and warmth while complementing the abundant natural light and picturesque views. The generously sized kitchen features white cabinetry and appliances, a breakfast nook and pantry, creating a bright, clean look with plenty of workspace and storage. Both the primary suite and great room open to the large, screened balcony, extending the living space outdoors and providing a wonderful setting to enjoy the peaceful Preserve and water views by day and spectacular sunsets in the evening. Meticulously maintained, the residence includes Hunter Douglas window coverings, a custom entertainment center with electric fireplace, remote-controlled storm shutters along the balcony enclosure, two assigned parking spaces in the covered garage and a private storage unit. Residents of Meridian enjoy a community pool, spa and fitness center, along with all the exceptional amenities of The Oaks Club, including two championship 18-hole golf courses, 12 Har-Tru tennis courts (4 lighted), 4 pickleball courts, the WellFit Center, three onsite restaurants, and an extensive calendar of social and recreational activities. Membership in The Oaks Club is required. There is currently no waiting list for either Golf or Sports/Social membership.

385 N Point Road Unit 401, Osprey

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