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.

PRIME LOCATION WITH WATER ACCESS —
Nestled within one of Siesta Key’s most exclusive enclaves, Lands End, this single-level residence offers the ultimate island lifestyle — complete with two deeded 32' deep-water docks providing immediate sailboat access to Big Pass and the Gulf of Mexico — no bridges!
Set on a spacious 14,895 sq. ft. lot, this property is ideal for a full remodel or to build your dream coastal retreat. The existing home features 3 bedrooms, 3 full baths, an office, and includes two master suites plus a two-car garage. With elevated construction, you may even enjoy views of Big Pass!
Residents of Lands End benefit from private deeded beach access and the tranquility of a quiet, upscale neighborhood where several new luxury homes are being built. Perfectly positioned on the north end of Siesta Key, just minutes from downtown Sarasota, world-famous Siesta Beach, and the shops and dining of Siesta Village.
An exceptional opportunity — this property may be purchased together with the neighboring lot/home (MLS# A4668017) to create a spectacular compound in one of Siesta Key’s most coveted locations.

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.

Two Residences on 6.5 Acres - Convenient Country Living Meets Refined Comfort in Pine Valley! Discover your private retreat in the exclusive Pine Valley community, where over 6.5 acres of natural park-like serenity await at the end of a quiet cul-de-sac. Surrounded by mature trees and tranquil views, this estate features a peaceful pond, fire pit, and expansive outdoor space ideal for entertaining, relaxing, or creating the lifestyle you've always dreamed of. This rare property includes two fully remodeled residences totaling over 5,000 sqft, both with brand-new roofs and extensive upgrades throughout. The main residence boasts 4 spacious bedrooms, 2 completely renovated bathrooms, and a brand new gourmet eat-in kitchen with quartz countertops, a large island that seats four, brand new designer appliances by Café, and brand new custom cabinetry. The open-concept layout seamlessly connects to a cozy family room with a wood-burning fireplace, plus formal living and dining areas—perfect for gatherings. Enjoy all-new luxury vinyl plank (LVP) flooring, a brand-new A/C system, a brand-new tankless water heater, and a full interior renovation throughout. The attached 2-car garage and dedicated laundry room—complete with a brand new washer and dryer—add everyday convenience. Step onto the newly screened-in back porch for morning coffee, outdoor dining, or peaceful evenings under the stars. The guest house/in-law suite offers nearly 1,000 sq ft of beautifully updated space, complete with 1 bedroom, 1 full bathroom, a brand new full kitchen with brand new appliances, and brand new LVP flooring—ideal for extended family, guests, or rental income. For hobbyists or car collectors, the detached 6-car garage and workshop is a dream come true, featuring brand new epoxy flooring and plenty of space to pursue your passions. This in-laws' quarters is equipped with hurricane-rated windows and thoughtful upgrades throughout. Just minutes from a Publix grocery store, Cooper's Hawk restaurant, or Big Top Brewery, Lakewood Ranch, top-rated schools, fine dining, entertainment, Gulf Coast beaches, and I-75, it offers the best of both peaceful rural charm and modern convenience. Whether you're seeking a multi-generational property, private compound, or car enthusiast's paradise, this one-of-a-kind estate checks every box!