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$995,000
4 Beds 4 Baths S1687779 MLS
STUNNINIG CUSTOM COLONIAL nestled on two private acres in one of the most desirable neighborhoods within the Skaneateles School District, this beautifully crafted custom Colonial offers the perfect blend of elegance, comfort, and functionality. A spacious three-car attached garage and thoughtfully designed layout set the tone. The main level features a formal dining room and a private home office, along with an inviting open-concept living space highlighted by soaring vaulted ceilings, a dramatic wall of windows, and a cozy gas fireplace. The custom kitchen is a true centerpiece, complete with granite countertops, stainless steel appliances, and abundant cabinetry—seamlessly connecting to the living area and sun-filled morning room, ideal for both everyday living and entertaining. A generous mudroom with half bath and first-floor laundry adds everyday convenience, while an additional den offers flexibility as a potential fifth bedroom. Upstairs, you’ll find three spacious bedrooms along with a luxurious primary suite featuring two walk-in closets and a spa-like bath with tile flooring, double vanity, and a beautifully tiled shower. The partially finished, full walk-out basement expands your living space with a family room, custom bar, workout room, and a full bath—perfect for entertaining or relaxing. Step outside from the morning room to a Trex deck and newly added patio with fire pit, where you can unwind and enjoy the peace and privacy of your expansive two-acre​​‌​​​​‌​‌​​​​‌‌​​‌‌​‌‌​​‌​​​‌​‌ lot.

7 Calemad Drive, Skaneateles

$649,999
5 Beds 4 Baths S1664668 MLS
Sprawling Skaneateles horse farm property with 8 acres, 3200 sq ft Victorian, barn with 12 stalls (48x70), separate enclosed riding arena (60x140), and attached accessory apartment. This exceptional country estate begins with a 4-bedroom home with hardwoods and high ceilings throughout; the first floor boasts a sunny kitchen featuring wood stove, butcher block / granite counters, built-ins, and a walk-in pantry; spacious living room with double sided wood burning fireplace; elegant formal dining room; and first floor laundry / mudroom. The second-floor features 3 bedrooms, including a primary suite, and a possible 4th bedroom; currently utilized as an artists' studio / den. Additionally, an adorable 1-bedroom accessory apartment with separate entrance off the 2-car garage is the perfect space for visiting family, friends or an in-law / nanny suite. This hobby farm currently is home to the seller's multiple horses, goats and chickens; with working stables and a fully functional riding arena. The arena structure would also be wonderful for boat, car, and other storage ventures. The surrounding acreage is part pasture, very private and affords beautiful rolling views from the home's various decks and lovely stone patios, as well as the barns. Located in the Skaneateles school district, this property has a rural feel but is a 10-minute drive from the village and offers Skaneateles Lake access 2 minutes away (Town of Spafford residency provides) at Borodino Landing.

1900 Rose Hill Road, Skaneateles

$1,999,000
4 Beds 3 Baths S1682643 MLS
Set on nearly 1.5 exquisitely landscaped acres located within the prestigious Skaneateles School District, this extraordinary estate masterfully blends historic elegance with sophisticated modern luxury. Perfectly positioned across from the school campus offers a rare combination of privacy, and convenience. Gracious foyer creates an unforgettable first impression, interiors rich in architectural detail and timeless craftsmanship. Formal living room is a showcase of refined character, featuring original wide-plank floors, oversized windows, intricate moldings, and a stately gas fireplace that anchors the space with warmth and sophistication. An intimate den with custom built-ins offers the perfect retreat for quiet evenings or a private library. Designed for elevated everyday living and entertaining, the rear addition features vaulted ceilings, expansive gathering spaces, and walnut wide-plank flooring. Designer kitchen is both striking and appointed with sleek white quartz countertops, stainless steel appliances, subway tile backsplash, a custom coffee station, and walk-in pantry with powder room. Walls of French doors open to an outdoor sanctuary featuring a Trex deck overlooking the illuminated in-ground pool, pergola, and patio designed for outdoor entertaining. A charming three-season sun porch adds another layer of comfort. Private primary suite blending original character with spa-inspired luxury. With wide-plank flooring, walk-in closet with heated floors, and ensuite bath with zero-entry tiled shower with glass surround and a teak vanity. Three additional spacious bedrooms, beautifully renovated full bath with tile herring bone floors, second-floor laundry, and office nook. The grounds have been extensively enhanced with professionally designed landscaping, ambient exterior lighting, and fire-pit, and a spectacular resort-style pool that transforms the property into a private oasis. Classic barn provides storage and flexibility for future possibilities.This is a rare opportunity to own a meticulously restored and luxuriously reimagined village residence where historic charm, modern sophistication, and an unparalleled location come together seamlessly.

32 East Street, Skaneateles

$1,100,000
S1668176 MLS
Tucked just 1.2 miles from the heart of Skaneateles Village, this 44.65-acre parcel offers the kind of privacy and natural beauty that feels worlds away from everyday life. The land is magical: deeply private, offering the kind of serene setting that's become harder and harder to find this close to town. Restaurants, shops, and everything that makes Skaneateles one of the most sought-after communities in Upstate New York are walkable from your doorstep. The property is accessed via a 50-foot wide right of way from East Lake Road, where a buyer could build a beautiful primary residence and enjoy the remainder of the acreage as a private recreational estate — or explore the potential for further development. Sellers have provided a driveway construction plan over the ROW as a head start for any buyer ready to build. An 8-foot deeded right of way also provides foot access to Skaneateles Lake, one of the cleanest and most beloved lakes in the Northeast. Offerings like this — 44 acres, Village walkability, and lake access, all in one — simply don't come along often.

E Lake Road, Skaneateles

$899,000
5 Beds 2 Baths S1676685 MLS
Set on 10.7 picturesque acres in Skaneateles, this classic 5-bedroom, 2-bath Victorian offers a rare opportunity to create something truly special. With expansive open land, the property is ideal for homesteading, a potential bed & breakfast, or transforming into a stunning estate-style residence. A large circular driveway welcomes you to the home, while the grounds are well-suited for agricultural or equestrian use. The property features a spacious open-air barn with a tack room and fenced pasture, along with an additional pasture complete with a run-in shed—perfect for horses or livestock. The approximately 2,900 sq ft home is rich in character and ready for restoration. Inside, you’ll find 9-foot ceilings, original trim work, and generously sized rooms throughout. The main level includes expansive living spaces, a first-floor bedroom, and a full bath, offering flexible living options. Upstairs, there are four additional large bedrooms, a full bath, and access to attic space for additional storage or future possibilities. While the home does require repairs and updating, it presents an incredible canvas for the right buyer to restore its historic charm and bring it back to its former glory. With vision and care, this hidden gem can become an exceptional property in one of the area’s most desirable locations.

2375 Benson Road, Skaneateles

$1,100,000
4 Beds 3 Baths S1674700 MLS
Welcome to this stunning, fully renovated home in the heart of Skaneateles Village, where timeless charm meets modern luxury. Offering 4 bedrooms and 2.5 baths, this property has been completely rebuilt from the foundation up—everything is brand new, thoughtfully designed, and finished with exceptional attention to detail. From the moment you arrive, the inviting front sitting porch sets the tone for what’s inside. Step through the door and you’re greeted by beautiful white oak hardwood floors that flow seamlessly through the living and dining areas. Large, light-filled windows create a bright, open, and airy atmosphere, perfectly complementing the home’s open-concept design. The kitchen is truly the centerpiece, featuring custom CraftMaid cabinetry, sleek quartz countertops, and a spacious center island with additional storage and seating—ideal for both everyday living and entertaining. Just off the kitchen, a convenient laundry and pantry area adds functionality and extra storage. A mudroom-style entry from the heated garage includes shiplap walls, built-in bench seating, and a stylish half bath. Upstairs, the expansive primary suite offers a private retreat with a generous walk-in closet complete with custom shelving. The luxurious en-suite bath features a double vanity, a glass-enclosed walk-in shower, and a separate water closet for added privacy. Three additional bedrooms each offer hardwood flooring, custom closets, and ceiling fans. Comfort is ensured year-round with heated floors throughout, along with forced air heating and central air conditioning. The heated and insulated garage provides added convenience and leads directly to the backyard, where you’ll find a beautiful bluestone patio and a fully fenced yard—perfect for relaxing or entertaining outdoors. This is a rare opportunity to own a like-new home in one of the most desirable village locations—truly a must-see property with undeniable wow factor.

26 E Elizabeth Street, Skaneateles

$699,900
4 Beds 4 Baths R1669011 MLS
Spectacular 2022 Custom-Built Ranch offering 2,241 sq. ft. of thoughtfully designed living space (including approx. 400+ sq. ft. of beautifully finished lower level, per homeowner measurement). This stunning home features 2 spacious bedrooms and 2.5 baths on the main floor, plus an additional full bath and 2 bedrooms in the finished lower level—perfect for guests or extended living. Step into a fully applianced, custom-designed chef's kitchen has an abundance of Wood Mode custom cabinetry, with Dexton natural stone countertops (laundry room offers the same cabinets), Topnobs hardware throughout with a bronze finish, and Zline luxury autograph appliances and a custom built range hood with touchless motion sensors. Move into the breathtaking cathedral great room complete with an electric fireplace—ideal for both relaxing and entertaining. The sprawling morning room is flooded with natural light, creating a warm and inviting space to start your day. Enjoy the convenience of first-floor laundry and retreat to the luxurious primary suite featuring a spa-like bath with a soaking tub, perfect for unwinding. Every detail of this home has been carefully crafted, offering modern comfort, quality finishes, and a layout designed for today’s lifestyle. This move-in ready gem is a must-see! Stand-by Generac generator . 10 mins to Mirbeau inn & Spa, 9 Mins to the Sherwood Inn, 15 mins to Anyela's Vineyards. (Seller to only provide permits currently on file with the Town Of Skaneateles). Small fenced area on the side of the house could be a dog run (former chicken coop). (Jacuzzi tub (hot tub) and Greenhouse will be INCLUDED with the sale of the home) This home is a must see ! The best value in town !

4559 Hoyt Road, Skaneateles

$21,000,000
7 Beds 9 Baths S1663638 MLS
A rare and extraordinary offering on Skaneateles Lake, celebrated for its legendarily clear waters. Accessed through a stately stone gate and a quarter-mile private drive, this exceptional estate occupies nearly twenty acres on coveted West Lake Road, offering unparalleled space and privacy for a truly luxurious living experience. The approximately 10,200-square-foot residence showcases impeccable craftsmanship throughout, including a chef's kitchen with custom Italian cabinetry, professional Wolf and Sub-Zero appliances, and a wood-fired rotisserie. Six bedrooms include a primary suite with an exercise room, an expansive walk-in closet, and a spa bath, while a private guest apartment offers self-contained living space. The grounds present a true generational retreat with premier amenities for outdoor enjoyment: more than 600 feet of pristine lake frontage, a lakeside pavilion, a permanent dock with dual boat hoists, a custom pool and spa with pool house, and a regulation tennis court with pickleball lines and night lighting. A 28-acre vineyard borders the northern property line, enhancing both views and seclusion. The property is just minutes from the enchanting Village of Skaneateles and lies within the prestigious Skaneateles School District. Properties of this distinction and privacy are seldom available in Skaneateles. Treasured across generations, this extraordinary estate now awaits its next steward—one who will cherish it as a timeless retreat for years to come.

3074 W Lake Road, Skaneateles

$13,900,000
9 Beds 14 Baths S1654710 MLS
You've reached the pinnacle of success, now come self-actualize at 1812 W Lake Rd and take in this stunning custom-built contemporary home situated on 200 feet of pristine lakefront on Skaneateles Lake. Your fully developed waterfront is perfect for all your lakeside & boating activities & your nearly new Contemporary "Mansion" offers luxury living, entertainment & recreation at its finest. Featuring 9 bedrooms, 14 baths, 2 Chef's kitchens, a guest suite, and a full glass elevator accessing all levels of the home, no detail has been overlooked. State-of-the-art technology including Savant WIFI controlled custom blinds and lighting scenes, along with extraordinary infrastructure, ensure convenience and comfort. Boasting over 12,000 square feet of living space with an adaptable floor plan, each bedroom comes complete with its own en-suite bath and custom California closets. The home combines open space and privacy, providing a truly luxurious living experience. Located in the prestigious Skaneateles School District and just minutes from the charming Village of Skaneateles, this home offers an extensive list of impressive features and amenities. The waterfront is protected by a gentle cove that encourages boating enthusiasts to stay out away from lakeside recreation zones. If you are looking for that one of a kind Skaneateles Lake property, this may very well be it! Come explore the possibilities!!

1812 W Lake Rd, Skaneateles