Photo: Clay Banks

This 1930’s Arts and Crafts style home is filled with rich, warm tones, original woodwork and stained glass windows. Blending the simple clean lines of the aesthetic movement with fine detail work and modern updates throughout, The Craftsman has been meticulously maintained while still preserving its character. Three bedrooms, one and a half bathrooms, on 0.14 acres. Asking $379,000.

Address, Open House Information, and Contact:

See The Craftsman at 18 Jefferson Ave, Jeffersonville NY from 11 am to 1 pm on Saturday, August 31st.

See the original listing here. Listed by Jill Borenstein. For more information and to RSVP, email jill@anatolehouse.com.

Beginning Your Day in Jeffersonville, NY:

We absolutely love Sullivan Sundries, Jeffersonville’s one stop shop for coffee and provisions (think: elevated car snacks). To check out some local vintage, stop into The Vintage House for vintage clothing, accessories, and home decor. There’s an antique/thrift mall just across the street, too.

Photo: Capture Catskills

This spacious, recently renovated mid-century home is an impressive homage to the past, with its sunken living room adding a touch of retro chic. Large windows flood the space with natural light, creating a breezy atmosphere throughout the home. For added space, there is a guest cottage that serves as a cozy retreat, perfect for hosting friends and family who’ll be delighted to have their own private stay. Three bedroom, three bathroom main house and a one bedroom, one bathroom guest cottage on 9.67 acres. Asking $425,000.

Address, Open House Information, and Contact:

See Pond View Compound at 7 James Leavenworth Rd. in Eldred NY from 11 am to 1 pm on Saturday, August 31st.

See the original listing here. Listed by Arlena Armstrong-Petock. For more information and to RSVP, email arlena@thatupstateagent.com.

Brunch, Shopping and Hiking Recs:

To get a nature and brunch fix, head to the Eldred Preserve’s Homestead Restaurant & Lounge. Our favorite part: The $8 mimosa and bellini special that runs through the meal. Before leaving town, stop into Sullivan Public, carrying ceramics, vintage and home decor. To get in a quick hike, walk the Mongaup River Trail.

Photo: Clay Banks

This intimate hideaway, with its riverfront landscape and year-round heated infinity pool, is situated on the banks of the Beaver Brook (the original location and inspiration for Cabin Porn). As his latest project, the creative mind and founder of Rest Co. presents this newly built, modern home with ample space for entertaining both outside and inside. Three bedrooms, two bathrooms, on 5.08 acres. Asking $799,000.

Address, Open House Information, and Contact:

See White Pines at 33 White Pine Lane in Barryville NY from noon to 2 pm on Saturday, August 31st.

See the original listing here. Listed by Robin Jones. For more information and to RSVP, email robin@anatolehouse.com.

Before the Open House…

Stop into the Barryville Farmers Market, which runs from 10 am until 1 pm every Saturday through October. The market often has unique events scheduled, including one for this Labor Day Weekend: A wine tasting with Cottage Wines, using market receipts as pairings.

Photo: Capture Catskills

This private retreat in Glen Spey offers the perfect balance of seclusion, convenience, and style. High ceilings and expansive windows flood the space with natural light, creating an uplifting atmosphere. Brightwoods’ spacious, open layout is anchored by a cozy fireplace, making it the ideal space for both entertaining and unwinding. Three bedrooms, three bathrooms, on 3.54 acres. Asking $439,000.

Address, Open House Information, and Contact:

See Brightwoods at 19 Drapak Lane in Glen Spey, NY from 2 pm to 4 pm on Saturday, August 31st.

See the original listing here. Listed by Arlena Armstorng-Petock. For more information and to RSVP, email arlena@thatupstateagent.com.

A Post-Open House Drive:

After the open house, go for a drive on Hawk’s Nest Highway. Considered one of the most scenic drives in New York State, this short trip takes less than an hour and has stunning views of the nearby rivers, mountains, and forests.

Photo: Zach Hyman

Bathed in calm whites and neutrals, this designer-built riverfront home delivers a masterclass on organic luxury. Sitting in a clearing surrounded by wildflowers and artfully arranged boulders and rock gardens, Whispering Pines is a modern home with an elevated, design-forward layout. The main level’s open plan is surrounded by walls of windows and soaring ceilings, creating an airy feel throughout the home. For further adventuring, Whispering Pines is part of the Black Forest Club, a sought-after private community offering residents exclusive access to 1,100 acres of mapped hiking trails, swimming holes, stunning ravines, fishing, and four-season fun. Three bedrooms, two and a half bathrooms, on 3 acres. Asking $1,180,000.

Address and Contact:

See Whispering Pines at 43 Lower Lumber Road in Glen Spey NY as a private showing.

See the original listing here. Listed by Robin Jones and Erica Keberle. For more information, or to set up a showing, email robin@anatolehouse.com or erica@anatolehouse.com.

Spend the Rest of the Day in Nature:

For some time on the water, canoe, kayak or tube down the Delaware River from Lander’s River Trips or Reber River Trips. Hikers can hit nearby trails like Mongaup River Trail and the Tusten Mountain Trail, and those looking for a more laid-back afternoon can head over to Lake Superior State Park for some end-of-the-season swimming.

Photo: Catskill Image

A fine example of high-performance new construction by a local boutique design-build team, Heute Haus offers a forward-thinking material mix for the discerning dweller seeking an exclusive retreat. A modern exterior with a reverent nod to the community’s Bavarian heritage gives way to bespoke interiors blending mid-century European modernism with the designers’ signature Catskills style. Three bedrooms, two and a half bathrooms, on 5.08 acres. Asking $895,000.

Address and Contact:

See Heute Haus at 19 Upper Lumber Road in Glen Spey NY as a private showing.

See the original listing here. Listed by Erica Keberle. For more information, or to set up a showing, email erica@anatolehouse.com.

Exploring the Neighboring Delaware River Towns

Whether you managed to visit one or all six homes, any day spent considering a real estate purchase should end with a strong drink. If you’re heading back to the city, check out Fox n Hare Brewery in Port Jervis on the way; if you’re not, the nearby town of Narrowsburg has a few lovely riverside spots like The Heron, Laundrette, or newly opened La Cigogne.