Offered at a price approaching the value of the two buildable lots alone, this architect-designed estate represents one of the most compelling opportunities currently available in The Oaks.

Nestled beneath majestic oak trees and surrounded by exceptional privacy, this architecturally significant residence was designed by and as the personal home of renowned architect Bo MacEwen. The property encompasses two buildable lots and includes a charming guest house, creating a rare and versatile estate setting.

A grand foyer measuring approximately 12 feet wide by 19 feet long welcomes guests and leads to an impressive great room featuring soaring vaulted ceilings, a gas fireplace, and a dramatic bay window with built-in seating overlooking the beautifully landscaped grounds. Architectural details abound, including 14-inch crown molding, Palladian windows, wainscoting, skylights, custom lighting, and distinctive craftsmanship throughout.

The home offers four bedrooms and four full bathrooms, thoughtfully designed to blend elegance, comfort, and timeless architectural character. Throughout the residence, quality construction and meticulous attention to detail reflect the vision of its celebrated designer.

Step outside to discover a tranquil, resort-inspired setting featuring a sparkling pool, lush landscaping, and a separate guest house ideal for visitors, extended family, or a private office. In the evening, landscape lighting transforms the grounds into a serene retreat unlike anything else in the community.

Residents of The Bayside enjoy a 24-hour guarded entrance and a private community pier perfect for kayaking, fishing, or taking in spectacular sunsets over Casey Key.

Ownership also provides access to the exceptional lifestyle of The Oaks Club, featuring two championship 18-hole golf courses, 12 Har-Tru tennis courts, four pickleball courts, the state-of-the-art WellFit Center, a Junior Olympic swimming pool, outstanding dining venues, and an active year-round social calendar.

Club membership is required, and there is currently no waiting list for either Golf or Sports/Social membership.

This home truly has it all - space, privacy, layout made for everyday living and entertaining! This is a rare opportunity to own a private, estate-sized home on over an acre in Sarasota—quietly tucked inside the gated community of Beneva Oaks at the end of a cul-de-sac. Set back from the road and surrounded by towering oak trees, the property offers a sense of peace, space, and privacy that makes it easy to feel at home the moment you arrive.

Built in 1980 by a professional builder for his own family, the home was intentionally created to fully enjoy the beauty, shade, and tranquility of the property—something that can be felt throughout the home.

With more than 5,200 square feet of living space, the interior offers a versatile layout designed to bring people together while still allowing room to spread out. A welcoming foyer with a graceful spiral staircase sets the tone, opening to multiple living areas ideal for hosting holidays, celebrating milestones, or enjoying everyday moments with family. The formal dining room provides a beautiful setting for special gatherings, while the eat-in kitchen serves as the heart of the home, featuring double ovens, a separate Sub-Zero refrigerator and freezer, and views of the lush backyard.

The main-level primary suite offers a peaceful retreat, complete with a sitting area and a renovated spa-style bathroom with a freestanding soaking tub and custom walk-in shower. A first-floor office with custom built-ins and surround sound adds flexibility for working from home or creative use.

Upstairs, four additional bedrooms, two full baths, and a flexible bonus space provide extra room for guests or hobbies. Three bedrooms open onto a screened balcony, while an additional open balcony invites quiet moments to unwind and take in the surrounding greenery.

Outdoor living is an extension of the home itself, with a screened lanai, resurfaced saltwater pool, Trex decking, and paver walkways creating a setting for both entertaining and everyday relaxation. The backyard is bordered by city-owned green space beyond the rear wall, enhancing privacy and reinforcing the feeling of a natural retreat.

Thoughtful updates throughout include new flooring, renovated bathrooms, four zoned air-conditioning systems, tankless water heaters, updated irrigation with a private well, a replaced septic system, a newer roof, and maintained fencing. A circular driveway and three-car side-entry garage completes the property

Thoughtfully designed, surrounded by nature, and brimming with comfort…your new home awaits!

Less than 4 miles to Siesta Key Beach and under 3 miles to Downtown Sarasota, this newly built 4-bed modern home in Sarasota delivers luxury living, investment flexibility, and an exceptional West of the Trail location. Built in 2024, this contemporary residence offers approximately 2,900 square feet with 4 bedrooms+ den and 4.5 baths, featuring open-concept living spaces, clean modern design, energy-efficient construction, and seamless indoor-outdoor flow ideal for entertaining. Located within Sarasota city limits with 7-night minimum rental potential, this property is an outstanding opportunity for both investors and end users seeking a luxury lifestyle close to Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and Siesta Key Beach. Room for a future pool. Located within the coveted Southside school district.

Virtually Staged. A unique offering! This like-new, never lived in Spanish mission style home is a rare find. Move in ready and set on a private .63 acre lot in The Oaks Preserve, the open floor plan includes 3 en suite bedrooms and 3.5 baths. Thoughtfully designed, it welcomes you with a circular driveway, porte cochere, and a detached 2 car garage equipped with an electric vehicle charger. Inside, soaring ceilings, neutral tile and wood flooring, recessed lighting, and an electric fireplace create a warm, refined ambiance. Built to current codes with impact glass and a new roof, the home offers peace of mind and the efficiency of modern construction. The chef’s kitchen, with Bosch stainless appliances, a gas 5 burner cooktop, soft close cabinetry, a center island with wine storage, and stylish tile finishes, has a breakfast bar and opens to the dining room. The luxurious master suite features a vaulted ceiling, spacious walk-in closet, and a spa inspired bath complete with freestanding tub, glass enclosed shower, dual vanities, bidet, and exquisite tilework. A central brick paver courtyard provides a private tropical retreat with ample room to add a pool. Sarasota’s premier golf and country club, The Oaks Club’s unmatched amenities include two championship 18-holf golf courses, 12 tennis courts and 4 pickleball courts, the state-of-the-art WellFit Center, a junior Olympic pool, a celebrated social calendar, and a wide array of dining options and recreational activities. There is currently no waiting list for either Golf or Sports/Social membership

NEW PRICE - $100,000 PRICE REDUCTION! Welcome to a spectacular location in the Lakewood Ranch Country Club. This elegant, Peregrine-built 3,431 sq. ft. NEWLY PAINTED estate is designed with a highly desirable split floor plan, welcoming you via a classic brick paver driveway and sidewalk. Step through the glass double-door entry to find an immediate sense of luxury, highlighted by high-end custom large tile flooring that flows seamlessly throughout the entryway, dining space, kitchen, and living room. Positioned quietly at the front of the home, a dedicated office space with custom built-ins offers the perfect retreat for remote work or study. From the main living areas, embrace the light and bright, generous-sized rooms featuring double tray volume ceilings and sliders that give way to extraordinary views of the lanai, pool, and southern lake views. The living room serves as a perfect focal point for relaxation with its cozy indoor gas fireplace. The chef's kitchen has been beautifully updated with modern touches, featuring freshly painted cabinetry and stunning new contemporary countertops. This inviting space is equipped with a premium stainless steel double convection oven, gas cooktop, Miele exhaust fan, and newer stainless steel appliances. The practical split layout ensures maximum privacy for the primary retreat. The newly renovated owners' suite is a private sanctuary, boasting custom California closets and a spa-like bath updated with modern finishes, new countertops, a freestanding bathtub, and a glass-enclosed shower featuring gorgeous floor-to-ceiling tile. On the opposite side of the home, the secondary bedrooms offer comfort and independence. Two spacious bedrooms share a Jack-and-Jill bathroom, while the fourth bedroom features its own dedicated bathroom, perfectly positioned to double as a pool bath for effortless outdoor access. Outdoors, the expansive lanai has been upgraded with updated tile and pavers, surrounding a sparkling heated pool and spa. Entertaining is effortless with the addition of a fully equipped outdoor kitchen complete with water, gas, and electricity; all set against peaceful lake views. Rounding out this immaculate home is a 3-car side-load garage featuring newly epoxied floors, generous storage cabinetry, and a central vacuum system. Boasting a low yearly HOA fee, all within the prestigious community of Lakewood Ranch Country Club.

Discover elevated coastal living in Sarasota's highly sought-after Sapphire Shores neighborhood, where timeless design and modern comfort come together just moments from Sarasota Bay. Extensively renovated in May 2022, this beautifully reimagined residence offers a seamless blend of refined interiors, exceptional outdoor living, and a location that places the very best of Sarasota within easy reach.
Set on one of the neighborhood's most desirable streets, the home welcomes you with soaring vaulted wood ceilings, abundant natural light, and an open-concept floor plan designed for effortless everyday living and entertaining. Expansive sightlines draw the eye toward the resort-inspired outdoor living space, where a refinished pool and spacious lanai serve as the centerpiece of the home.
The gourmet kitchen is thoughtfully designed around a substantial quartz island and appointed with GE Café Modern Glass smart appliances, custom cabinetry, and generous prep space. A breakfast bar connects the kitchen to the dining area, while the adjacent living room features a contemporary fireplace, built-in entertainment center, and French doors that frame tranquil views of the pool and tropical landscape.
Privately situated in its own wing, the primary suite offers a peaceful retreat with direct pool views and a spa-inspired ensuite bathroom. Designed with relaxation in mind, the space features a freestanding soaking tub, an oversized double walk-in shower finished in Kenridge wood-look tile, dual vanities, brushed gold fixtures, and a spacious walk-in closet. Large windows and glass doors create a seamless connection to the outdoor living areas while filling the suite with natural light.
On the opposite side of the residence, two generously sized guest bedrooms provide privacy and comfort for family and visitors. The guest bathroom showcases coral stone-inspired tile, natural wood elements, a floating vanity, and designer brushed gold fixtures that echo the home's elevated aesthetic.
A versatile front room offers exceptional flexibility and can easily function as a home office, den, fitness studio, media room, or additional guest accommodation. Throughout the home, PGT impact-rated windows and sliding glass doors provide both peace of mind and abundant natural light.
Designed to embrace Florida's indoor-outdoor lifestyle, this courtyard-style residence opens to the pool from multiple rooms, creating a seamless flow between the interior and exterior living spaces. The private backyard is shaded by mature trees and enhanced by a garden shed, offering a tranquil setting to relax and enjoy bay breezes from the waterfront just a block away.
Practicality meets convenience with a garage, covered carport, and additional parking area, for multiple vehicles, or recreational equipment.
The comprehensive renovation included significant updates to the electrical and plumbing systems, impact-rated windows and doors, flooring, lighting, insulation, HVAC ductwork, water heaters, pool resurfacing, and numerous additional improvements, creating a move-in-ready residence that combines modern efficiency with classic coastal elegance. Ideally located just minutes from Downtown Sarasota, Sarasota-Bradenton International Airport, and the cultural attractions of the Ringling Museum, the home also enjoys close proximity to the bayfront parks and tree-lined streets that make Sapphire Shores one of Sarasota's most beloved historic neighborhoods.