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Best Deals

Business Opportunity – $1,420,000
The Goods – Not very often does a business site on Shelter Island come along for sale. With many different opportunities, this fantastic site located in the business zone can have many options. Retail, Gas Station, Food Service, Storage, and more. Located on busy Rt. 114, the best location for high visibility. Property also features a 3 bedroom, 1 bath 1,200 square foott income producing apartment with a full kitchen above a 3 stall 1,200 square foot income producing garage area. Many different possibilities while collecting rent. A rare find!

Why it’s a good deal – Listing broker Sheri Winter Parker of The Corcoran Group says, “You can’t beat this location and the opportunities are endless.”

Exquisite Views – $1,195,000
The Goods – Take in exquisite views of the bay and Greenport Harbor from this light filled and hip beach cottage. Located on a unique peninsula with a private sandy beach on one side and your own private dock on the other, the location offers the ability to paddle board, kayak, sail or boat to any of the village docks and alternatively is a short ride to the heart of Greenport Village. In addition to having two screened in porches, bedroom, kitchen and full bathroom, the home has a washing machine and dryer, two large overhead fans and the solar panels on the roof can fully charge an electric vehicle. 

Why it’s a good deal – Listing broker Jill Dunbar and agent Alexander Aquino of Douglas Elliman Real Estate believe, “We know this isn’t a modest price “deal”, but there is something special about getting beach front and inlet for dockage on the same property. You have to check it out, to see what we mean.” 

It’s Better In Baiting Hollow – $1,795,000
The Goods – Located close to the Long Island Sound is this custom-built Owen Construction Post Modern. This stunning and exquisite home was designed by Charles Thomas Architect. Step into the beautiful foyer that opens to the living room with fireplace. There are too many special features in this home — formal dining room, gourmet eat-in kitchen with island and dining area, family room with fireplace, 4 ensuite bedrooms plus an office and gym. The master ensuite bedroom is on the first floor and there are beautiful Brazilian cherry floors throughout. There is an upstairs bonus room framed for an indoor pool. Wow! Outside, you will find a heated saltwater pool with waterfall and Koi pond and a heated greenhouse. You have to check this home out to believe it.

Why it’s a good deal – Listing broker Valerie Goode of Colony Realty says, “This is a Beast Deal because it’s a private and elegant Post-Modern custom built home by Owen Construction and designed by Charles Thomas Architect.”


Unique Opportunity – $799,000
The Goods – Truly unique opportunity to purchase a bay front lot on the North Fork! Shy 1/2 acre vacant level building lot with 116′ water frontage on Orient Harbor facing south with unobstructed views of Shelter Island, Bug Light House and Long Beach Bar. Close to Orient Village, Greenport, sailing, fishing, farm stands, vineyards, fine dining … all the North Fork has to offer.

Why it’s a good deal – Listing broker Thomas McCloskey of Douglas Elliman Real Estate says, “Scarcity! This is the only residential building lot available on the bay from Riverhead to Orient.”

Authentic & Sophisticated Farmhouse – $999,000
The Goods – Create your North Fork legacy at this spectacular waterfront compound property. This amazing 3 bedroom, 1.5 bath Farmhouse is located on about 2 acres — 2 separate deeds with each lot one acre and approximately 170’ and 120’ on creek individually — with 290 feet of waterfrontage on Mattituck Inlet on Long Creek Branch. Bright sunny location close to Love Lane and other village amenities. Features include a gorgeous AGA kitchen, living room with French doors and fireplace/wood burning stove. There is a large 2-car garage plus large outbuilding barn. It is close to area beaches and vineyards. What more can you ask for?

Why it’s a good deal – Listing broker Nicholas Planamento of Town & Country Real Estate says, “Charming country farmhouse in creekside setting offers 290′ feet on Long Creek with access to the Long Island Sound. Home features a cobalt blue, British-made AGA dual fuel range (gas & wood/coal), 3 bedrooms, 1.5 baths all set on over 2 acres of land with barn and garage in R40, 1-acre zoning. Opportunity Knocks. ANSWER!”