Kyle Irwin

Lic. Assoc. Real Estate Broker | Top Producer | Corcoran Hudson Valley | Luxury • Land • Fixer-Upper

06/03/2026

Perfect late spring evening in the Hudson Valley at one of fav spots. 🌿🌸

06/01/2026

✨ Sold! Timber Lake Farm has officially found its new owners. Congratulations to our sellers on a successful closing and to the new owners as they begin their next chapter at this remarkable retreat.

This extraordinary Adirondack-style estate showcased handcrafted stonework, warm timber construction, sited on 33+ private acres, with rolling meadows and sweeping views. Last Ask ~ $2,995,000

Listing Agents: Kyle E. Irwin & E. Elizabeth Peters

Buyer’s Agent: Rebecca Hanlon

Listing & Selling Brokerage:

05/19/2026

✨ Excited to announce the launch of my personal real estate website IrwinUpstate.com!! As a local Rhinebeck native, I genuinely love and appreciate our area; getting to share this place tied to the earliest memories and fabric of my life with others is important to me. Checkout the About Kyle section on the site to learn more about my journey from growing up in Rhinebeck, to University/life out west, life abroad in the Peace Corps, and coming home to the Hudson Valley. 💕 Link in my bio.

05/15/2026

Sold | 78 Waldorf Ridge ✨ An exquisite Hudson Valley property spanning 34+ acres has officially changed hands. Approached by a romantic long driveway and surrounded by sweeping natural beauty, the Roeliff Jansen Kill meanders through the property, adding to the serene and timeless setting.
Waldorf Ridge ~ Last Ask $3.25M
Sharing a few favorite images from this remarkable retreat.

05/13/2026

Introducing ~ 303 Mt Ross, Pine Plains ~ a thoughtfully restored circa-1820 farmhouse where historic character meets thoughtful updates in the heart of the Hudson Valley. Original hand-hewn beams, a fieldstone foundation, and a wood-burning fireplace bring warmth and authenticity, while extensive upgrades throughout create a move-in ready retreat designed for year-round living.

The open floor plan connects the dining area, chef’s kitchen, and living room, with sliding glass doors leading to a charming deck perfect for morning coffee. Outside, beautifully landscaped grounds feature manicured lawns, curated plantings, a fire pit, storage shed, and an expansive bluestone patio framed by a custom stone retaining wall with integrated lighting — an ideal setting for entertaining.

Recent improvements include updated electric, plumbing, HVAC, heating, well and septic systems, Marvin windows, recessed LED lighting, and solar for energy-efficient living.

Just minutes from Pine Plains, Stissing Mountain hiking trails, Stissing House, and Lake Taghkanic State Park, with Rhinebeck and Red Hook only a short drive away.

05/12/2026

Introducing ~ 45 Charles Hommel Rd ~ Privately sited at the end of a long driveway, this thoughtfully designed contemporary retreat spans 33.8 acres with sweeping Catskill Mountain views. Reimagined in stages between 2023 and 2025, the offering includes a two-bedroom, one-bath main house with an upgraded three-bedroom septic system to allow for future expansion, a beautifully renovated two-story garage with a full-bath and its own new septic system, and an adjacent buildable parcel.

Listed by me(!) & Thea Vengrin .hudsonvalley
Listing Price: $1,450,000

More Info:
With a distinctly Scandinavian sensibility, the home blends warm natural materials, clean lines, and oversized picture windows that frame the mountains from nearly every room. Bluestone patios, a fire pit, and multiple outdoor gathering spaces invite quiet mornings, outdoor dining, and evenings under the stars.

The renovated two-story garage offers exceptional flexibility with a full bath and expansive upper level ideal for a future studio, office, workshop, or guest quarters. The adjacent 23.8-acre buildable parcel creates a rare opportunity for expansion, added privacy, or long-term investment potential.

A truly peaceful Hudson Valley retreat just 15 minutes from Saugerties and 20 minutes from Woodstock.

05/11/2026

Introducing 41 Meddaugh Rd ~ 3019 sqft | 4 🛌 | 2.5 🛁
- sited on 1.84 acres set back from the road and extensively renovated through a comprehensive ground-up transformation. Nearly every major system, structural component, and finish was replaced or upgraded, including new siding, roofing, windows, electrical, plumbing, insulation, mechanicals, and completely redesigned interior living spaces.

The open-concept living space features white oak engineered hardwood floors, a wood-burning fireplace, and sliding glass doors leading to a rear stone patio. The rebuilt kitchen offers custom cabinetry, updated appliances, and seamless flow for everyday living and entertaining.

Upstairs are 4 bedrooms and 2 full baths, including a spacious primary suite with a walk-in closet and spa-inspired bath. Major upgrades include a fully electric Bosch heat pump system with central air, along with extensive exterior improvements including retaining walls, gravel driveways, landscaping, and stonescaping.
Privately positioned yet conveniently located just 5 minutes to the Taconic State Parkway and 20 minutes to the Poughkeepsie Train Station.

03/26/2026

✨New Listing! 35 Peacock Rd, Rhinebeck Set back from the road on 2.73 acres, this beautifully maintained, turn-key contemporary home offers a peaceful setting, just 5 minutes from the heart of Rhinebeck Village. 4 🛌 | 3.5 🛁 | 3250 sqft 🏠

03/19/2026

🔥 SOLD | Four Barns at 465 Shunpike
A truly special closing—Four Barns, a stunning Millbrook estate, has officially changed hands. Properties like this hold so much history, charm, and character, and we’re excited to see it enter its next chapter.

A heartfelt thank you to the sellers—it was an honor to represent you. Wishing you all the very best in your next adventure.

And to the new owners, may this remarkable property be filled with years of unforgettable memories. Many thanks to buyer’s rep Raj Kumar and The Lillie K. Team . A pleasure bringing this deal to a close so seamlessly.

02/13/2026

✨ 2025 ✨Thankful for another great year! Top 5% of Corcoran Affiliate Network , and my 2nd best to date. I am incredibly grateful to all of my buyer and seller clients that entrusted me with their sale. Being a part of each of your journeys and providing you with the best service and expertise is a privilege. To , , and my colleagues, I’m proud to be a part of the family and continue to look forward to the future. Many thanks to the my fellow brokers for your continued camaraderie in the field, as well as our awesome hudson valley~ attorneys, mortgage lenders, my fav photographer & stylist, inspectors, and all that made each deal come together to a successful close. You know who you are, and I would not want to do this without you. 🥂 Let’s go~ 2026!

Address

51 East Market Street, Suite 3
Rhinebeck, NY
12572

Telephone

+18452330146

Website

https://irwinupstate.com/

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