Osprey/Nokomis Homes with Trees/Woods View

Osprey/Nokomis Homes with Trees/Woods View

Welcome to Osprey and Nokomis, two charming communities nestled in the heart of Sarasota County, Florida. Known for their picturesque landscapes and serene ambiance, these towns offer a unique blend of coastal living and natural beauty. Osprey, with its rich history and vibrant culture, is home to beautiful parks, scenic waterways, and a plethora of outdoor activities. Just a stone's throw away, Nokomis boasts stunning beaches, tranquil waters, and a welcoming community spirit that makes it an ideal place to call home.

One of the standout features of real estate in this region is the availability of homes with breathtaking views of trees and woods. Imagine waking up each morning to the gentle rustle of leaves and the soft chirping of birds, all from the comfort of your own backyard. These homes are perfectly situated to offer a serene retreat from the hustle and bustle of everyday life, allowing you to immerse yourself in nature without sacrificing the conveniences of modern living.

Whether you’re sipping your morning coffee on a sun-drenched patio or enjoying an evening stroll through your wooded neighborhood, the homes in Osprey and Nokomis provide an idyllic setting for those who appreciate the beauty of the outdoors. With easy access to local shops, restaurants, and the stunning Gulf Coast beaches, this area is not just a place to live; it’s a lifestyle. Discover your dream home in Osprey or Nokomis today, and embrace the enchanting surroundings that await you!

Newest Osprey/Nokomis Homes with Trees/Woods View

452 Blue Garden Lane, Osprey
$1,925,000
3 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Experience exceptional luxury and privacy in this Updated, custom Bo MacEwen residence, ideally situated on a beautifully landscaped cul-de-sac homesite in the prestigious gated community of Oaks Bayside. A welcoming approach features a long paver driveway, side-entry garage, and generous guest parking. Inside, architectural details take center stage with a dramatic two-story domed foyer, 11-foot ceilings, custom millwork, crown molding, tray ceilings, travertine flooring, abundant natural light, and oversized doors throughout. Designed for both elegant entertaining and comfortable everyday living, the open great room features a fireplace and flows seamlessly into a chef-inspired kitchen appointed with custom wood cabinetry, granite countertops, induction cooktop, double wall ovens, microwave drawer, and premium built-in appliances, including a wine cooler. The expansive primary suite offers a private retreat with ample sitting space, generous walk-in closets, and a beautifully appointed bath featuring dual vanities, dressing area, soaking tub, and glass-enclosed shower overlooking a secluded garden. Two additional guest suites, each with private en-suite baths, are thoughtfully positioned on the opposite side of this split floor plan. Outdoors, a recently renovated private courtyard creates an exceptional setting for relaxation and entertaining, featuring more than 1,500 square feet of covered and open-air space, a heated pool and spa, and convenient access to the main living areas and pool bath. Additional features include central vacuum, zoned HVAC with enhanced air filtration, hardwired security, integrated pool controls, and a Sonos/Sonance theater system. A distinctive combination of craftsmanship, architectural character, and private outdoor living in one of The Oaks' most desirable neighborhoods. The nearby, Private Dock on the Intracoastal Waterway is a cherished amenity of the Oaks-Bayside residents. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the 3D VIRTUAL TOUR**

452 Blue Garden Lane, Osprey

269 Palmaria Court, Nokomis
$659,900
3 Beds ⋅ 3 Baths ⋅ Vicenza SubDv. ⋅ 34275 Zip Code
BEAUTIFUL PRESERVE VIEWS, A PRIVATE POOL, AND IMMACULATE CONDITION! Discover this freshly painted 3-bedroom, 3-bath Applause model by Neal Communities in the sought-after community of VICENZA. Meticulously maintained inside and out, this exceptionally clean, MOVE IN READY home reflects pride of ownership at every turn. Backing to a beautiful preserve and private walking trails, this homesite offers an oversized feel and wonderful privacy-- like having A PARK IN YOUR OWN BACKYARD. Your private pool takes center stage, framed by lush greenery and tranquil preserve views. From quiet mornings poolside to relaxed afternoons with friends, this inviting outdoor retreat captures the beauty of Florida living. Inside, tile flooring throughout high traffic areas allows for easy maintenance, while impact windows and a whole home generator provide added storm protection and peace of mind. With NO CDD and LOW HOA fees, VICENZA offers an exceptional setting with 2.5 miles of private walking trails winding through the neighborhood and preserves. Community paths lead directly to the Myakka park offering opportunities to fish, launch a kayak, and enjoy the outdoors. Tucked among preserves and natural spaces in the desirable Nokomis–Venice area, this location combines a peaceful neighborhood setting with everyday convenience. Enjoy approximately 15-minute access to Gulf beaches, 20+minute drive to Sarasota, and restaurants and shopping just 5–10 minutes away. Additionally, the new, state of the art, Sarasota Memorial Hospital’s Venice campus is just down the road! Beautiful surroundings, safety and security, convenient access, and a meticulously cared-for pool home—this is a special opportunity to LOVE WHERE YOU LIVE!

269 Palmaria Court, Nokomis

156 Bishopscourt Road, Osprey
$1,289,000
3 Beds ⋅ 4 Baths ⋅ Bishops Court At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
This stunning 3 bedroom, 3.5 bath home, designed by the renowned architect Frank Folsom Smith, stands out with its unique design. The charming Cape Cod style sets the stage for comfortable, graceful living. The home features a Sonos surround sound throughout. The backyard, overlooking the preserve, is a quiet sanctuary, where you can enjoy the open air, freeform pool with spa in complete privacy. The whole-house stereo system goes out to the enclosed back patio, making a lovely place to sit and enjoy a peaceful, rare rainy afternoon with a good book and a cuppa. There is an additional 732 square feet of outdoor deck space off the second floor and rooftop. Recent renovations in 2023 include two main bathrooms with high-end decorator tile, premium glass enclosures, and premium plumbing fixtures, including an elegant standalone bathtub. The powder room has also been completely renovated. The kitchen boasts new ceramic tile floors, backsplashes, an induction cooktop, an LG smart refrigerator, a farmhouse sink, and a garburetor. The laundry room features new ceramic tile floors, a washer and dryer, extensive shiplap walls, and a sliding hanging barn door to the pantry. The second-floor bathroom has new tub fixtures, shiplap walls, and a decorator granite sink area. Additional updates include crown moldings throughout the ground floor, new ceiling fans in all bedrooms and the den/office, with a decorator oversized 52-inch windmill fan in the main bedroom. The home also has new LED ceiling can lights, new plantation shutters in the front hall/foyer, and new Levolor blinds in the kitchen and laundry room. The pool area has been upgraded with a new heat pump pool heater, a new filtration system, and a new pool pump and motor. The lanai has new aluminum framing and screening with a screen door, installed in 2025. The second floor has a new flat roof by Curry Roofing with a warranty. The landscape has been renewed with new trees, bushes, sod, and flower plantings worth $20,000, completed in 2022. Premium decorator light fixtures have been added to the dining room, kitchen, and foyer. The entire house exterior was painted in August 2025, and a new second-floor deck was also completed in August 2025. The pristine condition of the lovely home, combined with the quiet, private setting on double lot at the end of a cul-de-sac, makes it the perfect Florida retreat for you and your loved ones. Situated in the enclave of Bishopscourt, a maintenance-free neighborhood behind the gates of The Oaks Preserve, lawn and landscape maintenance, as well as irrigation, are included in the homeowner’s association fees. You will delight in this graceful, inviting home. Membership in The Oaks, Sarasota’s finest golf and country club, is required with homeownership. With two distinctly unique 18-hole championship golf courses, 12 HAR-TRU tennis courts (4 lighted), croquet and pickle ball courts, a state-of-the art fitness center, fine and casual dining options, and a wealth of social events, The Oaks is truly Sarasota’s premier golf and country club. There is currently no waiting list for either Golf or Sports/Social membership.

156 Bishopscourt Road, Osprey

740 Arabian Circle, Nokomis
$1,350,000
4 Beds ⋅ 5 Baths ⋅ Mission Valley Estates SubDv. ⋅ 34275 Zip Code
Private Nokomis Paradise on 2 Acres — No HOA, No CDD Discover an extraordinary Florida retreat where space, privacy, and endless possibilities come together! Situated on an expansive 2-acre property in Nokomis, this one-of-a-kind estate offers an exceptional combination of comfortable living, resort-style outdoor entertaining, and incredible space for RVs, vehicles, hobbies, and more. The spacious residence features 4 bedrooms, 4 full bathrooms, and 2 half bathrooms, providing plenty of room for family and guests. A separate mother-in-law apartment adds even more versatility, making it ideal for multigenerational living, extended family, or private guest accommodations. Step outside and experience your own backyard oasis! The impressive swimming pool is surrounded by beautiful white sand, creating a tropical beach-like atmosphere right at home. Enjoy your favorite refreshments at the tiki bar, gather around the fire pit in the evening, or spend sunny Florida days relaxing poolside. The screened pool enclosure features a convenient garage-style screen door, providing easy access to this incredible outdoor entertaining space. If you need room for your recreational vehicles, vehicles, equipment, or hobbies, this property delivers! Features include an attached 2-car garage, a dedicated RV garage with space for two RVs, and an attached 3-car carport beneath a covered area between the main home and garage. Three additional storage sheds provide even more room for tools, equipment, and recreational gear. A separate building currently used as a large office offers outstanding flexibility for a home-based business, creative studio, workshop, or additional hobby space, depending on your needs and applicable requirements. One of the property's biggest advantages is the freedom to enjoy your land without the added expense of NO HOA and NO CDD fees. With two acres of space, multiple buildings, extensive parking, a separate apartment, and a spectacular poolside retreat, this property offers a lifestyle that is anything but ordinary. If you've been searching for a property with room to live, work, entertain, and enjoy everything the Florida lifestyle has to offer, this remarkable Nokomis retreat deserves a closer look!

740 Arabian Circle, Nokomis

14726 Eagle Branch Drive, Nokomis
$1,575,000
5 Beds ⋅ 5 Baths ⋅ Talon Preserve On Palmer Ranch SubDv. ⋅ 34275 Zip Code
Welcome to the remarkable 14726 Eagle Branch Drive located within the gated community of Talon Preserve with NO CDD FEE. This stunning home combines distinctive architecture, versatile living spaces, and exceptional outdoor entertaining. This exceptional Layton Grande two-story residence features 5 bedrooms, 4.5 bathrooms, and a three-car garage with a 4-foot extension, showcasing extensive builder upgrades and seller customizations. Approximately 12-foot first-floor ceilings and soaring 13-foot tray and coffered ceiling add architectural elegance to this floor-plan. Double entry doors open to a dramatic two-story foyer with a tray ceiling and expansive clear-glass transom windows. Designer fluted accent walls and custom wood ceiling details add distinctive character. The open-concept living and dining areas feature a custom built-in bookshelf and media center surrounding the television, complemented by an electric fireplace. The gourmet kitchen boasts a 48-inch built-in KitchenAid refrigerator, double stacked cabinetry with illuminated glass-front doors, wall oven and microwave, cooktop, and a large quartz island with additional cabinets and shelving. The quartz countertops extend up as the backsplash for an elegant and seamless finish. The pantry features custom shelving and is set up to accommodate a secondary refrigerator. Pocket doors enclose a private guest wing with two bedrooms flanking a full bathroom. A third guest bedroom near the garage has an adjacent full bathroom with a walk-in shower. All bathrooms feature under-cabinet lighting and illuminated mirrors, while guest bedroom closets provide additional shelving and lighting. The spacious primary suite overlooks the pool and lanai through expansive windows. The primary bathroom features under-cabinet lighting, and the walk-in closet includes custom built-in shelving. The dedicated laundry room includes a utility sink, countertops with space for folding, shelving, and cabinetry. Upstairs, an open overlook captures views of the foyer and expansive windows. Under-stair storage accommodates household essentials. The large bonus room offers flexibility for an office, game room, or additional living space. An additional bedroom and full bathroom provide privacy for guests, while extra storage near the upstairs utility room adds convenience. Expansive impact glass, pocket sliding doors open to a private outdoor retreat featuring a custom saltwater pool with spill-over spa and additional water features, generous sun shelf, and custom outdoor kitchen. A pool bath enhances entertaining convenience. Pet owners will appreciate the side-yard dog run enclosed by a four-foot wrought-iron fence. Talon Preserve offers resort-style amenities, including a heated pool with rock waterfall and splash pad, spa, full-service restaurant and bar, approximately 18,000-square-foot clubhouse, state-of-the-art fitness center, arcade, eight pickleball courts, tennis and bocce courts, fire-pit area, and dog park with NO CDD FEE. Conveniently located near Oscar Scherer State Park, Nokomis and Siesta Key beaches, Legacy Trail, Sarasota Memorial Hospital, championship golf courses, I-75, and downtown Sarasota, Venice, and Wellen Park. Community information and governing documents are available at www.talonpreservehoa. Buyers should verify all information with the HOA.

14726 Eagle Branch Drive, Nokomis

819 Golden Pond Court, Osprey
$799,000
4 Beds ⋅ 3 Baths ⋅ Rivendell SubDv. ⋅ 34229 Zip Code
Virtually Staged. Set on a private, preserve lot in Woodlands at Rivendell, this inviting home offers peaceful views and a desirable open floor plan. 4 bedrooms, 3 full bathrooms, 2-car garage with epoxy-coated flooring and roof replaced in June 2025. The grand covered entry and front porch lead into formal living and dining rooms, with neutral tile throughout the main living areas. The spacious family room features a built-in entertainment center and sliding glass doors opening to the lanai. The eat-in kitchen is appointed with maple wood cabinetry, granite countertops, tumbled marble backsplash, stainless steel appliances, farmhouse sink, under-cabinet lighting, ample pantry storage, and a breakfast bar. The primary suite features two walk-in closets and a separate bonus room overlooking the pool, ideal for a sitting area or home office. The ensuite bath offers separate vanities, soaking tub, and a walk-in shower. A split-bedroom layout provides three additional bedrooms and two full bathrooms on the opposite side of the home, offering privacy and flexibility. One bathroom serves as a convenient pool bath with direct access to the lanai. Enjoy the privacy of the secluded backyard, featuring an expanded screened lanai, heated pool and spa, and an expansive stone paver deck with plenty of room for entertaining. Additional stone paver space beyond the pool enclosure offers even more outdoor living options. Woodlands at Rivendell is a quiet, nature-filled community nestled among acres of lakes, preserves, and open spaces. Amenities include a heated community lap pool, playground, and scenic nature trails. Outdoor enthusiasts will appreciate the nearby Bay Street entrance to the Legacy Trail for biking and hiking, Oscar Scherer State Park for camping, hiking, kayaking, canoeing, and birding, and the boat and kayak launch on Blackburn Point for access to the Intracoastal Waterway. Conveniently located between Sarasota and Venice, the community is minutes from Gulf beaches, as well as shopping, dining, medical facilities, and cultural attractions. Experience the best of Florida living, surrounded by nature and close to everything you need.

819 Golden Pond Court, Osprey

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 January 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-to-maintain 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 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, a makeup vanity and a walk-in shower. Additional features include a private den/office, an in-unit laundry room, two full baths and a powder room, and air conditioner 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 a kitchen and quartz bar, a heated pool and spa, a fitness center, a library, a tiki hut with grilling stations, pickleball and tennis courts, a kayak launch, a fishing pier, a 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

2110 Tocobaga Lane, Nokomis
$525,000
3 Beds ⋅ 2 Baths ⋅ Calusa Lakes SubDv. ⋅ 34275 Zip Code
Coastal living meets carefree luxury at 2110 Tocobaga Lane! Discover the art of effortless Florida living in this move-in-ready 3-bedroom, 2-bath home nestled within the prestigious gated golf course community of Calusa Lakes. Located in the desirable Woodland Trails enclave, this inviting home offers a wonderful blend of comfort, convenience, and a relaxed resort-inspired lifestyle—all just 12 minutes from the beach. Enjoy the freedom of low-maintenance living, with access to a semi-private community pool and the opportunity to enjoy golf through optional membership at Calusa Lakes. Whether savoring a quiet morning at home, unwinding on the lanai, or spending sun-filled afternoons along the Gulf Coast, this setting is designed to make every day feel a little more like a getaway. Thoughtful improvements add lasting value and peace of mind, including a NEW ROOF (2019), HVAC system (2020), Garage Door (2020), hurricane-impact windows and sliders (2020), stainless steel appliances, a newly rescreened lanai, whole-house surge protector, and whole-house repiping. These important updates offer added confidence while allowing you to focus on enjoying the lifestyle that makes Southwest Florida so desirable. Calusa Lakes golf course is part of Golf in Venice. An optional golf membership at Calusa Lakes includes access to two other Golf in Venice courses, each varying in difficulty levels. All three courses are semi-private and offer member privileges including leagues, tournaments, dinners, and other events. A variety of membership options are available catering to all levels of play. All courses have restaurants that are open to the public, pro shop, driving range, and a putting green. Perfect as a full-time residence, an elegant seasonal retreat, or a convenient lock-and-leave escape, this Calusa Lakes opportunity brings together gated community living, golf course surroundings, featuring Pickleball, Tennis courts, easy access to The Legacy Trail and beautiful Gulf Coast beaches.

2110 Tocobaga Lane, Nokomis

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

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