Horse Properties with Barn

SOUTHOLD

5 ACRES

!! HAS BARN !!

This property perfectly captures the pastoral character that defines the region at its best. Mature trees frame the entrance, and split-rail fencing lines the property, offering a sense of privacy and openness rarely found so close to everything the North Fork has to offer. The three-bedroom, two-bathroom farmhouse is complemented by a large barn, currently outfitted for horses. While perfect as-is, its use could easily extend beyond equestrian purposes and be reimagined to suit your needs. A heated pool overlooking the vineyards rounds out the grounds, offering the perfect spot for entertaining or unwinding. Located less than a mile from bay beaches and the restaurants and shops of Southold Hamlet, putting amenities and everyday convenience equally within reach. This is a rare opportunity to own a classic North Fork property that balances open land, everyday comfort, and easy access to it all.

Contact Sharyn Guzzi

631-979-2965

sharyn@lihorseproperties.com

OLD BROOKVILLE

15.91 ACRES

!!!BARN!!!

Originally commissioned in 1924, this equestrian estate formally named ’Westward’ presents a rare opportunity to acquire a significant piece of North Shore history. Approached by a long, tree-lined drive framed by classic stone walls, the residence has a setting of privacy. Encompassing three full levels of living space, the home is distinguished by soaring proportions, multiple fireplaces, and an abundance of natural light. The primary residence also features a spacious eat-in kitchen, indoor spa pool, vast slate patios and an outdoor swimming pool. For equestrian enthusiasts, the property offers a turnkey horse facility. The grounds include a well-maintained main barn, run-in sheds (equipped with stalls, water, and electricity), a hot walker, extensive paddocks, and open acreage. Additionally, this property includes charming gatehouse cottages, staff apartments, and multiple ancillary structures, most of which have been recently renovated. The estate enjoys proximity to Long Island Sound beaches, renowned equestrian facilities, and some of the region’s finest private clubs and golf courses.

Contact Sharyn Guzzi

631-979-2965

sharyn@lihorseproperties.com

MIDDLE ISLAND

!!!!!! 11.20 ACRES !!!!!!

This package includes a 1.38-acre residential lot with the main home, connected to a private 9.82-acre lot. The home is a classic, single-story ranch with 3 bedrooms and 2 full bathrooms, including a primary bedroom with an ensuite bath, all designed entirely on one level. Featuring two fireplaces and an open layout, the house serves as a great blank canvas, and already boasts major recent upgrades including a new roof, new windows, a new oil burner, and a new septic system installed within the last two years. Properties with this much acreage are hard to find, and the large, level ground offers many possibilities.

Contact Sharyn Guzzi

631-979-2965

sharyn@lihorseproperties.com

CUTCHOGUE

2 ACRE, FARMHOUSE

!!!HAS BARN!!!

This farmhouse style home is approached by a long winding drive that reveals a 1,000-square-foot post-and-beam barn before opening to views of the property. The home offers a traditional floor plan complemented by hardwood flooring throughout and a wood-burning fireplace. The kitchen has been updated with a gas range and peninsula seating, flowing into a dining area overlooking the landscape and water views beyond. Upstairs, four bedrooms include three guest bedrooms served by a full hall bath, while the sun-filled primary suite offers a private retreat. This is the country house on the North Fork you’ve searching for!

Contact Sharyn Guzzi

631-979-2965

sharyn@lihorseproperties.com

SMITHTOWN

RANCH HOUSE

!!HAS BARN!!

This ranch features 3 bedrooms, 2 full baths, a farmhouse-inspired kitchen with breakfast nook, separate formal dining room, and beautiful hardwood floors. The family room is filled with natural light and anchored by a brick wood-burning fireplace with removable electric insert, while the formal living room showcases exposed wood beams and a wood-burning stove. Outside is a fenced 20x40 in-ground pool with a 2-year-old liner. The fully permitted barn with attached carport and covered patio offers incredible versatility. Additional features include a brand-new roof with flashed skylights, new gutters, propane service for cooking and laundry dryer, two-car attached garage, and a full unfinished basement with egress window.

Contact Sharyn Guzzi

631-979-2965

sharyn@lihorseproperties.com

SMITHTOWN - 22.3 ACRES!! 

**HAS BARN**

$3,995,000

 23 waterfront acres overlooking the renowned Nissequogue River. Barns, stables, paddock, workshops, and multiple outbuildings provide endless possibilities for equestrian pursuits, farming, and recreation. Built in 1828, it offers nearly 6,000 square feet of living space, featuring 7 spacious bedrooms and 6 bathrooms. Besides the grand Manor home, the property outside has an antique barn of approx. 7,500 square feet which offers the possibility of future use, and a caretaker's suite inside. Also on the property is a “bank” barn with four 12x14’ horse stalls, a tack room, and a hayloft. Beside this barn is another smaller barn also with four 12x12’ horse stalls. 20-acre land preserve! 

CONTACT:

CAROL HURNYAK

Carol@LIHorseProperties.com

631-979-2965

JAMESPORT

***HAS 2 BARNS***

INDOOR RIDING ARENA

Contact Sharyn Guzzi

631-979-2965

sharyn@lihorseproperties.com

NORTHPORT

2 ACRES

!!! 20 STALL BARN !!!

RIDING ARENA

This exceptional property features a five-bedroom, two full bath, and 1/2 bath main residence along with a legal one-bedroom, one bath apartment, offering an open concept, kitchen, and living area ideal for guests, staff, or rental income. Equestrian amenities include a 20-stall barn with a half bath, a professionally maintained riding arena with jumps, 9 turnout paddocks, and two outdoor wash stalls with hot water. Whether you're boarding, training, breeding, or simply enjoying your own horses, this facility is ready for immediate use. Offering the perfect blend of comfortable living in Premier horse facilities, this unique property presents an exceptional opportunity to own a move-in, ready equestrian estate with endless possibilities.

MANORVILLE LOG HOME

HAS POOL

This property features a semi-inground mineral ionized pool with a custom stone facade, a screened porch, a fire pit under open sky, and a flat, manicured lawn. A wood-burning stove in a great room with cathedral ceilings and hand-hewn exposed beams. This custom one-owner log home built in 1985 shows intentionality in every detail - the warm stonework framing the dining area, the natural woodwork throughout, the open floor plan that has hosted decades of gatherings.

This is also a Horse property-eligible parcel in a quiet Manorville pocket. The layout offers a first-floor bedroom and full bath alongside two additional bedrooms upstairs, a full basement with recreation space and storage, and a thoughtful flow throughout. Recent updates include central air conditioning replaced approximately two years ago, a new above-ground ROTH oil tank, a hot water heater four years old, kitchen appliances updated within the last six years, and a freshly re-stained log exterior. The pool liner and filters are in excellent condition.

Set in the Eastport-South Manor school district with 1 acre of level, landscaped, and fully irrigated land - five sprinkler zones plus drip lines for hanging plants — this is a rare opportunity to own a one-of-a-kind log home that is as livable as it is distinctive.

For More Information, Contact Sharyn

sharynguzzi@gmail.com

(631)979-2965

LOCUST VALLEY

9.50+ ACRES!!!

7 STALL BARN!

Enter the wrought iron gates, and along a private drive, Rolling Meadows reveals itself with the quiet authority of architecture built without haste, a classic brick Georgian residence with stately columns and a slate roof, set amid nine-plus acres of gracious formal gardens and mature specimen trees. Inside, wide plank oak floors create genuine character. A sweeping staircase rises from the entry foyer; the living room and imported Filipino mahogany-paneled library each offer wood-burning marble fireplaces; the formal dining room features a distinct china showcase; and the chef's kitchen with its substantial center island and adjoining breakfast room is designed for both daily living and entertaining. The principal suite is positioned on the main floor, offering exceptional privacy, generous dressing, and a unique ensuite bath. A first-floor guest suite, three additional second-floor bedrooms, a substantial bonus room, and a three-car attached garage complete the residence. The grounds are as fully realized as the interiors. An Innocenti and Webel pool and dedicated pool house provide an effortless setting for outdoor entertaining. The equestrian facility comprises a seven-stall barn, multiple paddocks, and on-site staff quarters. The serious equestrian infrastructure is complemented by a three-car attached garage. There are two additional outdoor garages on the estate.

WADING RIVER

1.50 ACRES!

HAS BARN!

Endless Possibilities & Opportunities for Buyers Looking for an Updated Home with a Separate Guest Cottage for the Extended Family. There is also a Barn that could be used for Horses and 1 1/2 Acres of Property that could be used as a Gentleman’s Farm. The Barn can also be a Delight for Car Enthusiasts as it has a Working Car Lift and 2 Garage Doors, one is 12’ high. The Main House has a Wide Covered Wrap Porch + 4 Bedrooms and 3 Full Baths. The Foyer has 2 pocket doors, one leading to a First Floor Small Bedroom or Office, and the Other Door Invites You to a very Open, Spacious Living Room and Dining Room. The Other Bedrooms are all Upstairs. The Primary Bedroom (20’ x 30’) has an attached area (12 x 22) that can be used as a Walk-In Closet, an Office, Nursery, or Sitting Room. The Kitchen has Updated Cabinets, a Double Oven, Gas Cooktop & an Island that’s Great for Snacks or Meal Prep. There are Crown & Base Moldings, Andersen Windows with Natural Trim, and 2 Bay Windows Allowing for More Natural Light. The House has a Full Basement as well as a rear Deck and Brick Patio. The Updated Buderus Furnace Heats the Home with Natural Gas. There is Central Air and Ducts for Central Vac. There is also an oversized 2 Car Attached Garage (528 sq. ft.) The Private Guest Cottage (approx 780 Sq. Ft) has a floor-to-ceiling window for a view of the patio & yard. It is set up as a Studio with High Ceilings that have Exposed Natural Pine Beams and a Ductless Heat & A/C Split System. The Spacious yard is surrounded by Trees and Fencing so it has a private setting. This May Be Just What You Are Looking For in a Home and Property!

Contact Sharyn Guzzi

631-979-2965

sharyn@lihorseproperties.com

Long Island Homes & Horse Properties Presents

Mount Sinai

1.4 Acres!

Has Barn!!!

$825,000

This piece of Mount Sinai History has been listed for the first time. Built circa 1740, the Saltbox/Cape Cod-style home with its white picket fence, distinctive red roof, wood shutters, and glassed-in entryway exudes charm.

In addition to the 2050 sq ft home is a two-story wooden barn and a detached two-car garage on a 1.4-acre lot with mature trees. This property served as the post office for the area for over four decades between 1840 and 1886. The home has three bedrooms and two full bathrooms. The main floor features a Dining Room with a built-in corner hutch, a large Kitchen with wood cabinets and granite counters plus a built-in display cabinet, a Den with wood wood-burning stove, a Formal Living Room with wood wood-burning insert, an office, a bedroom, a full bath, and a main-level Laundry Room. The second floor has two large bedrooms and a full bathroom.

The basement has a stacked-stone foundation with an exterior entrance. Solid six-panel wood doors, wood floors (under the carpet), and custom woodwork are featured throughout the home. Park near the red two-car garage and follow the brick path. A generously sized deck with an awning is your way in through the back door of the home. Enter the den with gorgeous wood floors that continue into the large kitchen.

There are modern conveniences, including ductless air conditioning, stainless steel appliances (refrigerator and dishwasher) and public water, and also features that reflect its history, like wavy glass in the front windows, old school radiators, and custom woodwork.

For More Information, Contact Sharyn

sharynguzzi@gmail.com

(631)979-2965

Quogue

2 Acres!!!

Has Barn

$6,495,000

Timeless charm meets endless possibilities at this unique Quogue estate, offered for the first time in five generations. Originally built in 1890 and sited on 1.98 acres, the property allows for multiple residences. The sprawling grounds feature three separate structures: a stunning, character-rich 5, 600+/- sf main house, an 1, 850+/- sf barn with a one car garage and a legal two-bedroom guest apartment above it, and a studio (or potential pool house) with a full bath.

There is ample room for a pool and tennis court. The historic 7-bedroom, 3.5-bath home blends classic elegance with modern convenience. The first floor includes two living rooms with fireplaces, formal dining room, a sun-filled kitchen with a breakfast room, private office with separate entrance, powder room, and a screened porch.

A separate primary suite with a spa bath, walk-in closet, and an attached sitting room with built-in bookcases and fireplace was added in 2000. The second floor hosts six bedrooms, including a lovely primary with a fireplace and an adjoining room that can serve as a nursery, office, or large walk-in closet. An additional third floor, once home to staff, offers endless opportunities.

Rich with exquisite period details, including intricate moldings, an expansive wrap-around covered porch, and a stunning stained glass window, this property exudes old-world charm. Whether you’re looking to create a private sanctuary or develop a multi-generational compound, the possibilities abound.

With its expansive lawns and prestigious location, home to many exquisite estates and the Shinnecock Yacht Club, this unique offering is the perfect choice for those who appreciate history, space and extraordinary potential.

For More Information, Contact Oran Carr

Carol@lihorseproperties.com

(631)979-2965