Osprey/Nokomis Homes with Two Story Property Description

Osprey/Nokomis Homes with Two Story Property Description

Welcome to the charming coastal enclave of Osprey and Nokomis, nestled in the heart of Sarasota County, Florida. This picturesque region is known for its stunning waterways, lush landscapes, and a warm, inviting community spirit. With the Gulf of Mexico just a stone's throw away, residents enjoy an outdoor lifestyle filled with sun-soaked beaches, vibrant parks, and an array of recreational activities.

Osprey is rich in history, featuring the beautiful historic Spanish Point, a cultural gem that offers a glimpse into the area’s past. Meanwhile, Nokomis boasts a laid-back vibe, with delightful local shops and eateries, perfect for leisurely afternoons. The area is also home to several nature preserves, making it an ideal location for those who appreciate the beauty of Florida’s natural environment.

When it comes to real estate, Osprey and Nokomis offer an impressive selection of two-story homes that perfectly blend elegance and functionality. These properties often feature spacious layouts, allowing for both comfort and versatility. With ample room for families or entertaining guests, two-story homes provide the perfect backdrop for creating lasting memories. Many of these residences come equipped with modern amenities, large backyards, and stunning views, making them a coveted choice for homebuyers.

Whether you’re seeking a serene retreat or a vibrant community to call home, Osprey and Nokomis deliver a lifestyle that is both enriching and fulfilling. Discover your dream two-story home in this beautiful part of Florida, where every day feels like a vacation!

Newest Osprey/Nokomis Homes with Two Story Property Description

156 Bishopscourt Road, Osprey
$1,289,000
3 Beds ⋅ 4 Baths ⋅ Bishops Court At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
Here is the complete MLS description with the new main-floor HVAC unit installed in June 2026 incorporated into the section highlighting the home's recent improvements. 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 system 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 extends to the enclosed back patio, making it 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. **A new main-floor HVAC unit was installed in June 2026.** 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 this lovely home, combined with the quiet, private setting on a 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 pickleball 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. Tighten this for MLS readabilityShorten this to fit MLS limits

156 Bishopscourt Road, Osprey
349 Dolphin Shores Circle, Nokomis
$1,400,000
3 Beds ⋅ 3 Baths ⋅ Dolphin Shores SubDv. ⋅ 34275 Zip Code
Waterfront living in one of the few gated communities in Nokomis. Set on 98 feet of canal frontage in Dolphin Shores, this raised Key West style pool home is a boater’s dream, with direct Gulf access through the Intracoastal Waterway, an assigned boat slip that accommodates a boat up to 25 feet, and open water about 15 minutes away by boat. By car, you are only minutes from Nokomis Beach, Casey Key and downtown Venice. Inside, natural light pours through walls of glass, arched windows and skylights, filling the upstairs living spaces with a soft coastal glow and framing views of the canal and palms. Soaring ceilings carry that light from the living room into the kitchen, and transom windows brighten the primary suite. Glass doors open to a covered deck with a retractable awning and outdoor grill, made for long lunches and sunset dinners above the water. Below, the backyard is perfect for hosting, with a heated pool, a sun-filled pool deck and tropical palms that take guests from an afternoon swim to an evening by the water. Beneath the main living level, over 2,000 sq ft of non conforming space offers room for a game room, gym, studio or storage for all of your water toys, and it is already air conditioned and plumbed for a bathroom. The setting is exceptional.

349 Dolphin Shores Circle, Nokomis
403 Longbow Trail, Osprey
$1,100,000
4 Beds ⋅ 3 Baths ⋅ Pine Ranch SubDv. ⋅ 34229 Zip Code
Rarely does a property offer this much flexibility in such a prime Osprey location. Set on two private acres in Pine Ranch, 403 Longbow Trail is more than a four-bedroom, three-bath home; it offers space to create a lifestyle most residential properties simply cannot accommodate. Bring the car collection, RV, boat, motorcycles or horses. The acreage offers the opportunity to explore a future RV or boat garage, collector-car garage, workshop or horse barn, subject to Pine Ranch and Sarasota County approvals. Pine Ranch restrictions permit horses and ponies at up to one per acre, allowing the possibility of up to two on this two-acre parcel, subject to applicable requirements. The approximately 2,770-square-foot residence features a bright, open interior and substantial updates. The remodeled kitchen offers extensive white cabinetry, sleek countertops, a farmhouse sink, stainless-steel appliances, gold-tone hardware and exceptional storage and workspace. Large windows and glass doors bring in natural light and connect the interior to the surrounding greenery. The flexible floor plan offers numerous possibilities. Upstairs, the primary retreat includes an en-suite bath, walk-in closet and private balcony overlooking the pool and grounds. On the first floor, adjoining rooms have been opened to create a larger bedroom area with access to a full bath and the pool area, offering excellent potential for a generous first-floor primary-style suite. Additional bedroom, bath and family room space near the garage creates excellent potential for an in-law or guest suite, office or multigenerational living. Car enthusiasts will appreciate the substantial three-car garage, while the acreage offers even greater possibilities for vehicle, RV, boat or recreational storage. A covered roof connection between the residence and garage area adds convenience, and the circular driveway provides generous access and parking. Outside, mature tropical landscaping surrounds the in-ground pool and patio. Beyond the pool, an expansive lawn, established trees and a peaceful pond with a waterside deck create a private setting for relaxing, gardening, pets or simply enjoying nature. The location is exceptional. Pine View School is approximately 0.6 mile away, with convenient access to the Legacy Trail via the nearby Osprey Junction Trailhead, Oscar Scherer State Park and Blackburn Point Park, where a public boat ramp provides access to Little Sarasota Bay and the Intracoastal Waterway. Nokomis Beach, Siesta Key, marinas, restaurants, shopping, US-41 and I-75 are all within easy reach. Whether your vision includes a collector-car garage, RV or boat storage, workshop, horses, multigenerational living or simply room to breathe, 403 Longbow Trail offers something increasingly difficult to find along Florida's Gulf Coast: space, privacy, flexibility, location and the opportunity to make the property your own. Certain listing photographs include virtually renovated or conceptual representations intended solely to illustrate possible future improvements. Those improvements are not existing features. Buyers should independently verify proposed uses, construction, permitting, zoning and association requirements.

403 Longbow Trail, Osprey
871 Macewen Drive, Osprey
$3,190,000
5 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
A gracious columned front porch, classic dormers and a grand entry staircase introduce this distinctive residence in The Oaks. Set along the 13th hole, the home and separate guesthouse occupy more than half an acre framed by mature trees, with southern exposure, expansive greenspace to the east and no golf cart path bordering the property's side of the course. The setting feels remarkably private and spacious, with beautiful views from virtually every room. Timeless Southern character meets thoughtful updates, including a new tile roof, new hurricane-rated windows and skylights, freshly painted interiors and exterior, refinished wood floors, new upstairs flooring and updated lighting inside and out. Designer wallpaper and a new powder room vanity add fresh style, while the generous covered front porch offers an inviting place for morning coffee and relaxed gatherings. The kitchen features white cabinetry, quartz countertops, a waterfall-edge peninsula and a walk-in pantry. An oversized Viking six-burner gas range with a griddle, a Thermador refrigerator, a EuroCave wine cooler, a built-in Miele coffee maker and reverse osmosis system complement the space. Formal dining, a living room with a fireplace and a light-filled family room create inviting settings for entertaining and everyday living. The main-level primary suite overlooks the pool and grounds, spacious custom-organized closet, dual vanities, soaking tub and separate shower. A study and an exceptionally large laundry room with abundant storage complete the first floor. Upstairs, three bedrooms each feature an en suite bath and walk-in closet. A hidden playroom with skylights offers a magical retreat for imagination and creativity, with its area additional to the stated living square footage. With a full kitchen and bath, the separate guesthouse provides flexible accommodations for visitors, extended family or an au pair. Together, the main home and guesthouse frame an inviting outdoor retreat with an open-air pool and spa, palms and expansive golf course views. Generous entertaining areas, a fenced yard and a screened patio with a fireplace offer spaces to gather or unwind throughout the seasons. The home also includes a recently installed whole-house Generac generator with a 200-gallon buried propane tank. The Oaks lifestyle includes golf, tennis, pickleball, fitness and multiple dining venues, complemented by social gatherings and holiday traditions. Enjoy a casual meal at the Overlook or an evening celebration at the club, with the Legacy Trail, Pine View School and the beaches of Siesta Key and Casey Key nearby. Located in Flood Zone X with no reported history of flooding, this residence brings together architectural charm, substantial recent improvements and an exceptional golf course setting.

871 Macewen Drive, Osprey
455 Oak Point Road, Osprey
$600,000
4 Beds ⋅ 3 Baths ⋅ Blackburn Point Woods SubDv. ⋅ 34229 Zip Code
It’s always about the experience of living near Casey Key and the Intracoastal Waterway from this two-story town home in the maintenance-free community of Blackburn Point Woods. Nearby marina, waterfront park with boat ramp and trail for those seeking a lifestyle that celebrates the water, the wildlife, and the open spaces of Florida — nothing compares. A charming entry to the home leads to the inviting great room with soaring ceilings and a wood-burning fireplace. The first level features a private two-car garage and paver drive, French doors leading to a lanai and private pool area, and a secondary patio with an above-ground hot tub. With two bedrooms on the first level, one a generously sized primary with an en-suite bath, and two on the second, there is abundant space for everyone. Upper-level area for a den and a space for home fitness and an oversized closet. The chef's kitchen has solid wood cabinetry; topped in granite, there is kitchen dining as well as adjacent spacious formal dining. Thoughtful dry bar area for entertaining. Each floor/area of the residence has balconies for seamless indoor/outdoor living, the second-level 8-by-18 balcony has had wood replaced in 2026. Luxury Vinyl flooring throughout the living areas provides warmth and sophistication. Nearby are Publix, CVS, ice cream and coffee shops and numerous restaurants. This location is a short distance to Bayfront Park, tiki bar and two waterfront restaurants, a short scenic drive down Casey Key takes you to Nokomis Beach. The community amenities offer two heated pools, pickleball and tennis, a clubhouse and gym. This extraordinary home is the ideal frame for exceptional, easy living. Home is being offered turnkey furnished, excluding personal effects, some homeowner's decor, and staging decor.

455 Oak Point Road, Osprey
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
7207 Grand Forest Way, Nokomis
$299,379
3 Beds ⋅ 3 Baths ⋅ Towns At Tiburon SubDv. ⋅ 34275 Zip Code
What's Special: Pond View | Backs to Greenbelt. New Construction - Ready Now! Welcome to the Jasmine at 7207 Grand Forest Way in The Towns at Tiburon! This inviting townhome offers a comfortable blend of open living spaces and private retreats. The main level features a spacious great room that connects to the kitchen, where a center island and pantry provide ample space for meal prep and storage. A private patio extends the living space outdoors, creating the perfect spot to relax or entertain. Upstairs, the primary suite features a spacious closet and private bath, while two secondary bedrooms share a full bathroom. A welcoming front porch, convenient main-level powder room, and attached garage add everyday functionality to this thoughtfully designed home. The Towns at Tiburon is a welcoming, CDD-free community in a convenient Sarasota location off Honore Avenue with easy access to I-75. Completed amenities include a pool and cabana, dog park, butterfly garden, and playground, all close to highly rated schools, beaches, shopping, dining, medical facilities, and popular outdoor destinations like Siesta Key, Nokomis Beach, Oscar Scherer State Park, and Myakka River Park. Additional Highlights Include: extended tile flooring on 1st floor, whole house blinds, and all appliances included. Photos are for representative purposes only. MLS#

7207 Grand Forest Way, Nokomis
1474 Landview Lane, Osprey
$1,485,999
4 Beds ⋅ 3 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Welcome to 1474 Landview Ln, a charming single-family home located in the desirable Southbay Yacht & Racquet Club in Osprey, FL. This spacious property features and exceptional layout with a total finished area of 3,246 sq.ft. As you step inside, you'll be greeted by a warm and inviting atmosphere with plenty of natural light flowing through the home. Quality, attention to detail, and fine finishes surround you in every room. The interior features 3 bathrooms, providing convenience and privacy for all residents and guests. Premium upgrades throughout include a built-in coffee system, custom cabinetry, multiple living rooms- including a 6' fireplace! The gourmet kitchen flows into the hearth room and simultaneously opens to the pool counter. The lot size is an impressive 10,560 sq.ft. offering ample outdoor space for entertaining, gardening, or simply relaxing in serene privacy. Whether you're looking to host a BBQ with friends or enjoy a quiet evening under the stars, this property has plenty of room to accommodate your lifestyle. Southbay Yacht & Racquet Club has it's own PRIVATE MARINA with well maintained boat slips up to 55ft. Easy access to the ICW and Gulf passes make Southbay one of Florida's most unique neighborhoods. Southbay is conveniently located near a variety of amenities and attractions, including the Heritage Bicycle and Recreational Trail. Finally, shopping, dining, a micro brewery, coffee shop, Pilates studio, fitness center, beauty salon and more are accessible with your golf cart via a designated entrance to the adjacent shopping center. Don't miss your chance to make this wonderful property your new home. With its ideal location, ample space, and charming features, boat slip, racquet courts, and more, 1474 Landview Ln is the perfect place to create lasting memories and enjoy the Florida lifestyle to the fullest. Contact us today to schedule a showing and see all that this property has to offer.

1474 Landview Lane, Osprey
15524 Foxtail Lane, Nokomis
$620,749
4 Beds ⋅ 4 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code
Under Construction. What's Special: Close to Amenities | Close to Trails | North Facing Patio. New Construction - January Completion! Welcome to the Bahama at 15524 Foxtail Lane in Tiburon! Step into this thoughtfully designed two-story home, where comfort and flexibility come together beautifully. The main level features a formal dining room, spacious great room that flows into the gourmet kitchen, casual dining area, and covered lanai. Tucked away for added privacy, the primary suite offers a relaxing retreat complete with a spa-inspired bath and generous walk-in closet. Upstairs, a central loft provides the perfect place for a media room, play space, or additional living area, while three secondary bedrooms, two full baths, and a dedicated study. A welcoming front porch, convenient laundry room, and two-car garage complete this versatile and well-balanced floor plan. Tucked away in a peaceful Sarasota County setting on 40 acres, Tiburon offers the warmth and intimacy of a boutique community - where neighbors know each other and life moves at a more relaxed pace. With just the right blend of privacy and connection, Tiburon is ideal for those seeking a quieter, more personal lifestyle. Additional Highlights Include: outdoor kitchen rough-in, shower in place of tub at bath, 8' interior doors, additional hose bib, 15amp/110-volt floor outlet, and whole house impact windows. Photos are for representative purposes only. MLS#A4709783

15524 Foxtail Lane, Nokomis
125 Sycamore Fold Street, Nokomis
$453,660
4 Beds ⋅ 3 Baths ⋅ Magnolia Bay SubDv. ⋅ 34275 Zip Code
Under Construction. Brand new, energy-efficient home available by Jan 2027! The Orchid features a first-floor primary suite for added privacy. Upstairs, a spacious loft is perfect for work or play. The open kitchen shines with a large island, ideal for cooking and entertaining. New energy-efficient move-in ready homes in Nokomis, FL include a washer, dryer, fridge, and whole home blinds, plus they can be closing-ready in 60 days or less–guaranteed. (You'll be reimbursed up to $5,000 in expenses related to delays we cause.) Have it all: Relax in your private primary suite, enjoy the covered back patio, and experience resort-style amenities, all with easy access to Venice and Sarasota. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

125 Sycamore Fold Street, Nokomis
144 Sun Chaser Drive, Nokomis
$547,175
4 Beds ⋅ 3 Baths ⋅ Magnolia Bay SubDv. ⋅ 34275 Zip Code
Under Construction. Brand new, energy-efficient home available by Nov 2026! Meritage Homes' San Marino Plan 4M65 offers the perfect blend of space, comfort, and modern design. This thoughtfully crafted two-story home features 5 bedrooms, 3.5 baths, and a versatile layout designed for today's lifestyle. The open-concept kitchen showcases a large center island overlooking the spacious great room and dining area, creating the ideal setting for entertaining and everyday living. The private first-floor primary suite provides a relaxing retreat, while a dedicated study offers the perfect work-from-home space. Step outside to the covered lanai and enjoy seamless indoor-outdoor living. Upstairs, a generous game room creates additional space for family gatherings, recreation, or a media room, complemented by well-sized secondary bedrooms. Energy-efficient construction and modern finishes throughout complete this exceptional new home.

144 Sun Chaser Drive, Nokomis
15528 Foxtail Lane, Nokomis
$597,429
4 Beds ⋅ 4 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code
Under Construction. What's Special: Close to Trails | Covered Lanai | 1st Floor Primary Suite. New Construction - January Completion! Welcome to the Bahama at 15528 Foxtail Lane in Tiburon! This spacious two-story home is thoughtfully designed for both everyday living and entertaining. Just off the welcoming foyer, you'll find a formal dining room that flows into a gourmet kitchen featuring a large island, casual dining area, and seamless connection to the expansive great room. The private first-floor primary suite offers a relaxing retreat with a generous walk-in closet and well-appointed bathroom. Upstairs, a central loft provides flexible living space, complemented by three secondary bedrooms, two full bathrooms, and a dedicated study. Enjoy indoor-outdoor living on the oversized lanai, perfect for relaxing or gathering with guests. Whole-house impact windows provide added peace of mind, while elegant 8-foot interior doors enhance the home's open and airy feel throughout. Tucked away in a peaceful Sarasota County setting on 40 acres, Tiburon offers the warmth and intimacy of a boutique community - where neighbors know each other and life moves at a more relaxed pace. With just the right blend of privacy and connection, Tiburon is ideal for those seeking a quieter, more personal lifestyle. Additional Highlights Include: kitchen pendant light pkg, extended flooring throughout main living and primary bedroom and closet. Photos are for representative purposes. MLS#A4709739

15528 Foxtail Lane, Nokomis
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