TWO LUXURY ADA-COMPLIANT RESIDENCES UNDER ONE ROOF. THREE CAR GARAGE, ELEVATOR, SOLAR, NATURAL GAS. Welcome to one of Gillespie Park’s most extraordinary finds—a sleek, contemporary MULTI-GENERATION residence or INCOME PRODUCING INVESTMENT just steps from downtown Sarasota! This 2023 custom-built two-story home offers over 4,400 sq. ft. of luxurious living space, thoughtfully crafted for two households to live independently yet connected, or easily transformed into a spacious single-family retreat.
• TWO FULL 2200 SQ.FT. RESIDENCES: Each floor boasts a 2 bed / 2 bath ADA-compliant layout, soaring 10-ft ceilings, and abundant natural light with motorized blinds, downstairs surround sound. • Gourmet Kitchens: Downstairs: Thermador appliances, 6-burner gas cooktop, dual dishwashers, walk-in pantry, and a stylish coffee/wine bar, laundry room. Upstairs: Bosch appliances, laundry room, and two ensuite bedrooms.
• Outdoor Living: Ground Floor courtyard with outdoor kitchen, hot tub, and lush privacy walls. Expansive Second Floor Balcony is partially covered, perfect for relaxing or entertaining.
• Energy Smart: Natural Gas tankless hot water heaters. Solar panels currently power the second floor but can be switched to the ground level.
• Rare 3-Car Garage with rear alley access—one of the few blocks in Gillespie Park with this feature.
• Elevator + Wide Stairwell for seamless access between floors.
• Zoned for Short-Term Rentals – a golden opportunity for investors!
• Gillespie Park Amenities: Dog run, tennis courts, and a vibrant community vibe.
• Walkable Lifestyle: Minutes from the Rosemary Arts District, downtown dining, shopping, and theaters.

LOCATION! LOCATION ! LOCATION! This rare enclave lot offers a prime opportunity to transform this house into your dream home. Welcome to the exclusive community of Pine Valley Ranches, where privacy and natural beauty converge on this stunning 5.5-acre estate. Tucked away among 414 mature oak trees,174 palm trees, various exotic trees, foliage and lush landscaping, the property radiates the tranquility and botanical charm. If you like Selby Botanical Gardens, then you will want to look at this property! A double-gated entrance and winding paver driveway leads you through dappled sunlight beneath a majestic tree canopy, setting the tone for the serene lifestyle that awaits. With no neighbors in sight, privacy is absolute. (one can feel secure on this property) This custom-built Arthur Rutenberg residence spans approximately 7,000 total square feet with brand new roof and features 4 bedrooms, plus a den/office, and a remarkable three-story, Class 5 hurricane-rated safe structure—complete with a rooftop deck overlooking the verdant surroundings. Step inside through grand double doors into a spacious foyer that opens to a formal living area filled with natural light, 12-foot ceilings, and a skylight. A custom wet bar with a green onyx countertop and copper sink adds a touch of sophistication. Expansive double sliders open to a screened outdoor living area with a pool, area for grilling and oversized patio—ideal for entertaining. The triple-split floor plan offers privacy and functionality, enhanced by aquarium-style transom windows and octagon architectural accents. The expansive primary suite boasts two double sliders with direct access to the pool and outdoor lounge area. At the heart of the home, the recently renovated kitchen offers style and substance with custom wood ceiling insets, Samsung appliances, custom wood cabinetry, granite countertops, an extra-large pantry, and a large center island with comfortable seating for four. It flows seamlessly into a cozy family room with built-in shelving, an oversized marble fireplace, and a handcrafted wood mantle. The crown jewel of the property is the impressive three-story, Class 5 hurricane-rated addition. Designed with versatility in mind, it serves beautifully as a guest suite, art studio, man cave, or entertainment space. Constructed with double steel-reinforced concrete, fireproof and hurricane-rated windows, handcrafted walnut doors, this structure features floating maple floors, skip-trowel plaster walls and ceiling, custom lighting, and hand-painted cedar crown molding. A spiral staircase connects to a second-floor studio or workshop, while the third level offers a rooftop deck with artificial turf—perfect for sunbathing, sunset watching, or a roof top bar escape. Outdoors, immerse yourself in the peaceful surroundings. Meandering trails invite you through your private woods to explore the natural beauty of the property, which also features a koi pond and a detached concrete 400 sq ft garage—ideal for housing custom cars, tracker, golf carts, kayaks, paddleboards, and more. This unique estate is a nature lover’s dream, blending luxury living with the peace and serenity of a private botanical paradise. With its exceptional privacy and ample acreage, the property offers the opportunity to add a second residence. Horse's and farm animals allowed! The opportunity to make this home your own with its unique character and great bones is waiting for your personal touch.

Custom-Built Modern Farmhouse Retreat on 5.27 Acres. Just 25 Minutes to Downtown Sarasota
Welcome to your private sanctuary, where natural beauty meets timeless style. This four bedroom, four bath modern farmhouse blends the perfect blend of sophistication and relaxed country living. Set on over five acres of peaceful landscape, the property is surrounded by wildlife and framed by picturesque views. It’s not uncommon to see a family of deer grazing nearby.
Step inside through stately Therma Tru double front doors and discover an inviting foyer that sets the tone for the home’s warm elegance. The spacious great room features soaring ceilings, abundant natural light, and a seamless flow ideal for entertaining. The chef’s kitchen is a true showpiece with a gas cooktop, pot filler, oversized island with quartz countertops, custom shaker cabinetry by B&B, reverse osmosis system, pantry, and built-in cabinetry.
The dining room centers around a stunning gas stone fireplace, creating an elegant setting for intimate dinners or festive gatherings. A dedicated office/media room with double doors provides the perfect retreat for work or movie nights, while the versatile loft provides endless possibilities as a reading nook, playroom, or additional lounge area.
The primary suite features French doors that open to the pool area, a luxurious bath with double vanity, and a private water closet. This split plan design offers two additional comfortably sized bedrooms and bathroom off the main living area downstairs. Upstairs provides a large open space loft and the additional fourth bedroom/bonus room presents comfort, privacy, and abundant space for family and guests. A well-appointed laundry room and additional bathroom with immediate access to the outdoor patio/pool area adds functionality, while polished concrete floors run throughout, blending rustic warmth with a sleek, modern aesthetic.
Additional highlights include hurricane-impact windows and sliding doors, a 10-foot-plus two-car garage tall enough for a car lift, three AC units, a whole-house generator, water softener, tankless water heater (NR980D), operational well, and septic system with a 1,350-gallon tank and 84-square-foot drain field, and 500 gal buried propane tank.
Outdoors, this property offers limitless possibilities. The back patio is plumbed and equipped for an outdoor kitchen and the property provides ample space for an additional structure or barn. Whether you envision a working homestead, equestrian retreat, or a quiet escape in nature, the opportunities are endless.
Relax on the charming covered front porch, the perfect spot for morning coffee or evening sunsets in rocking chairs. Out back, unwind in your private oasis, complete with a sparkling saltwater pool, large paver deck, and covered lounging area for year round enjoyment.
Wildlife abounds here, from deer grazing peacefully to the elegant and diverse wonders of nature surrounding you.
Experience the perfect balance of modern elegance and serene country living in this one of a kind Sarasota retreat.