Chestertown NY Real Estate & Homes for Sale

Welcome to 10 D High Pines Terrace in the Green Mansions Community! Here is your chance to own that ADK get away you have always wanted! Situated in a year round Condominium resort community with tennis courts, pickle ball courts & private beach on Tripp Lake with kayaks and canoes. 20 Minutes to Lake George, 20 minutes to Gore Mountain, This open layout 1 Bed 1.5 Bath is being offered fully furnished, and is located a short 2 minute walk from the tennis/pickleball/basketball courts, and a short walk to the beach! Short Term Rentals permitted! Tennis & Swim Club annual dues $300.30

A rare Friends Lake find, private lake with lake access including sandy beach & deeded docking just a short walk away. This property has been in the same family since it was built, and for good reason! Enjoy quiet solitude 4 seasons of the year. The main floor offers natural lighting with morning light and evening sunsets, 1bd, full bath. Second floor offers 2 additional bedrooms + full bath. Extra deep garage on lower level with bonus room & ample storage. 14'x10' screened in porch with 44'x10' deck! A true Friends Lake Gem!

MOTIVATED SELLER. Own your own slice of the Adirondacks with this lovely ranch home located on a corner lot. Deeded beach rights to Loon Lake ~600 feet from property. Step into this well-maintained 2 BR/2 BA featuring an additional office space & bonus room. 2-car garage with workshop and an outbuilding/shed on the property for additional storage. This home is equipped with zoned heating, screened-in porch, additional kitchenette and a home bar. Make this your year round home, convert downstairs into an in-law suite or renovate into an AirBnB for STR. Priced below assessed value, to be SOLD AS IS. Septic pumped in 2023, roof in need of replacement (estimate available upon request). Chimney not used and excluded from inspections.

Opportunity to own a townhome in the private Green Mansions development on Tripp Lake, a private tranquil spot w/ water so clear you can watch the turtles swim by. Paddle boarding, pickleball, tennis, golf & hiking trails are all right there. Close to Lake George & Gore Mt. This year round home with incredible mountain views features 3 full levels of living space with a walkout basement that leads to a fabulous hot tub perfect for after a long day on the slopes. Porches off both the living room & primary bedroom to enjoy the peaceful sounds of the loons. Fabulous gas fireplace with stone surround & pine wainscoting give the home a true Adirondack feel. Mudroom area leads to a large eat in kitchen. Tons of storage. 2nd floor laundry w/stackable. HOA covers lawn, snow, H2O, sewer, trash.

*****All Investors! All Future Homeowners! ***** High Curb Appeal And Quiet Neighborhood Describes This Hidden Gem. There Are 2 Bedrooms On The Second Floor. Large Ceilings And Big Lot. Commercially Zoned, Work From Home Or Convert To The Dwelling You Require. Currently, One Side Is Setup As A Hair Salon, And The Other A Bottle Redemption Center On the First Floor. Tons Of Potential.

Old world design meets new world interior in this 4 bedroom, 2 full bath, wood fireplace, new appliances throughout. This home has been completely remodeled throughout the entire home and lovingly restored to provide the comfort yet ambiance of welcoming warmth. Easy access to area lakes, hiking trails and Gore Mt.. This home has a lovely yard with perennials adorning the lawn. Town water and newer septic (2013)- Septic pumped 5/2022. A definite must see to appreciate the charm and spacious rooms.

Charming ranch on Friends Lake, complete with a deeded dock slip and access to a stunning 155-foot shared beach. Friends Lake is a private haven, ensuring tranquility with no public access. Nestled in the woods, this Adirondack year-round camp offers three bedrooms and one bath, ready for you to personalize and create lasting memories. Enjoy the cozy wood-burning stove, relax on the screened-in porch, and host BBQs and gatherings in the spacious backyard. Imagine evenings around the bonfire, gazing at the stars. This home provides easy access to all the Adirondacks have to offer in every season: swimming, hiking, sledding, skating, snowmobiling, ice fishing, skiing, and more. Plus, it's only 17 miles from Gore Mountain. Act fast, this is the only home currently for sale on Friends Lake.

Three levels of mixed-use space are available in the historic Remington Building in the heart of Chestertown, Southern Adirondacks are a haven for investors! Well-known restaurant on the first level that is popular with both residents and tourists (business not included). With four enormous en suite king rooms, a double-sided fireplace, 11-foot ceilings, and a gourmet galley kitchen that can accommodate eight plus guests, the second floor has been tastefully remodelled. Second floor porch, bocce court, and outdoor fire pit. A perfect short-term rental or live above and work below. Massive granite slabs border the lower level, providing an empty canvas for a wine cellar, gallery, members-only club, spa amenities for apartment, etc. The options are virtually limitless!

Totally remodeled open floor plan ranch home with solar power (electric bill < $19 a month!) large open porch overlooking meadows and woodlands, just a few minutes outside of Chestertown. Primary bedroom with private deck, jacuzzi tub, 3 zone heat, custom cabinetry, and more making this the perfect year-round home in the Adirondacks!

Three levels of mixed-use space are available in the historic Remington Building in the center of Chestertown; Southern Adirondacks are a haven for investors! Well-known restaurant on the first level that is popular with both residents and tourists (business not included). With four enormous en suite king rooms, a double-sided fireplace, 11-foot ceilings, and a gourmet galley kitchen that can accommodate eight plus guests, the second floor has been tastefully refurbished. Second floor porch, bocce court, and outdoor fire pit. A perfect short-term rental or live above and work below. Massive granite slabs border the lower level, providing an empty canvas for a wine cellar, gallery, members-only club, spa amenities for apartment, etc. The options are virtually limitless!

GREAT OPPORTUNITY to purchase this 2bed/1 bath apartment with commercial space! Apartment upstairs with large windows overlooking Main Street with great office space. Walking distance from all shops/restaurants. Downstairs has large/open bar area that seats ~16. The dining room & bar table tops seats ~50 customers. Additional seating on the rear porch (possible room for expansion or enclosed porch). Commercial kitchen equipment & bar equipment included in the sale (some items are recently purchased). Beautiful barn wood finishes & wood table tops throughout. Great location- sits right on Main Street! Endless opportunities- Motivated Seller!

Perfect business or residential opportunity on heavily traveled RT. 9! Endless possibilities on this 3.70 acre property with 780 feet of road frontage & direct access to 80+ miles of trails. This is the home of the former Spruce Mountain Pizza which served the community here for 40 years. There is also an attached 2br 1ba apartment. Most of the restaurant equipment, including 6 Pizza Ovens, Garland Commercial oven and cooktop, are included. This property could be restored as a restaurant, as the home for a hunting or snowmobile club, B&B, or residential apts. Near Green Mansions Golf Club. Several recent upgrades to the apartment & restaurant area including all new underground electric with separate meters & updated septic. Apt. is currently getting 800 per month, currently month to month