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Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
Charming Mid-century renovation in the Hudson Valley - Pawling, New York
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Charming Mid-century renovation in the Hudson Valley

United States>New York>Pawling
Property ID 56418
2-6 Keys3 Bedrooms6 Guests3 BathsView Amenities

Description

Charming Mid-century Cottage in the Hudson Valley

Nestled in the scenic hills of Pawling, New York, this one-of-a-kind mid-century cottage is a joyful expression of color, creativity, and comfort. Surrounded by lush greenery and set back from the road by a circular drive, the home offers a sense of quiet seclusion while remaining conveniently close to charming towns and countryside activities. Lovingly renovated to preserve its original character while embracing sustainable living, the home blends artistic vision with practical design. Powered in part by solar panels and cleaned with eco-friendly products, the space reflects a thoughtful approach to modern living.

Step inside to discover a dynamic interior filled with playful patterns, rich textures, and natural light. The chef’s kitchen is a standout, featuring black cabinetry, brass finishes, and an Italian marble island echoing the dining table’s vintage charm. A Danish mid-century secretary desk doubles as a clever workspace, while the adjacent powder room adds convenience. From the dining area, the home flows seamlessly into a cozy yet sophisticated living room adorned with a curated gallery wall. Nearby, a quiet library and sleek TV lounge provide space to relax or entertain in comfort.

Downstairs, the spacious family room invites guests to gather by the fireplace or enjoy a movie on the smart TV. Designed with rustic warmth, this level also features a mini kitchen, breakfast bar, and a full bath—ideal for hosting or unwinding after a day of adventure. Upstairs, the serene primary suite retains its mid-century charm with a tastefully renovated ensuite. A second bedroom showcases tropical wallpaper and shares a whimsical, well-stocked nursery, while bold and vibrant bathroom designs celebrate the colorful spirit of the 1950s.

Outside, the property continues to impress with a fenced-in pool area surrounded by sunbeds, umbrellas, and a shaded dining setup. Nearby is a recently refinished tennis court with pickle ball lines and a basketball hoop. A separate patio with BBQ and lounge seating makes outdoor meals easy and inviting, while raised garden beds provide fresh produce during the warmer months. Scattered seating nooks across the property invite quiet moments in nature, and a firepit ensures evenings end on a cozy note.

Set in Dutchess County’s scenic Harlem Valley, the home is an ideal base for exploring the region. Hike the Appalachian Trail, bike the Maybrook Trailway, or visit historic towns like Kent and New Preston for shopping and dining. In the winter, nearby Thunder Ridge offers skiing just eight minutes away. Families can enjoy local farms, distilleries, or take the Metro-North from Pawling station to explore NYC with ease. Whether you’re soaking in the pool or watching the sunset from the garden, this home promises a warm and memorable Hudson Valley escape.

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Every room with a view of the Hudson River
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Beautifully tuned "Golden Era" 1928 Steinway Model B
Formal dining area, deck and river
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Informal dining and open kitchen fully stocked
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Property Amenities

No Pets Allowed | Not Handicap Accessible

Entertainment
40"+ TV
Multiple TVs
Smart Speaker
Streaming Service(s)
Facilities
Chef’s Kitchen
Dedicated Work Space
Location features
On-site/Community Tennis
Other
Air Conditioning
Coffee Maker
Crib
EV Charging Station
Fireplace
High Speed Internet
Washer & Dryer
Wireless Internet
Outdoor
Firepit
Outdoor Grill
Outdoor Lounge
Outdoor Pool


Property Details

Size

Private Residence with 3 Levels
3 Bedrooms, 3 Baths, 1 Half bath, 2800 square feet, 261 square meters

Bedrooms

King, Queen, and Other
6 Guests maximum

Additional Sleeping Options

3 bedrooms currently set up as a king (primary), queen (guest) and nursery.

An additional office/flex bedroom has a couch that converts to a queen sleeper.

Nearest airport

LGA, JFK, EWR
all ~1.5hr by car

Property View

Garden views Pool views Woodland and hillside surroundings

House Rules

No smoking on the property. No parties.



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Activities of Interest

  • Arts
  • Fish
  • Golf
  • Hike
  • Shopping
  • Watersports
  • Hike to Nuclear Lake on the Appalachian Trail
  • Enjoy seasonal produce at Barton Orchards or Dykeman Farm
  • Explore the shops and cafes in Millbrook and Beacon
  • Go horseback riding at Kirby Hill or Rounded Crest Farms
  • Ski or snowboard at Thunder Ridge or Catamount
  • Browse vintage and artisan finds at The Privet House and Plain Goods
  • Sample local brews at Kent Falls Brewing
  • Visit Tenmile Distillery for a tour and tasting

Places of Interest

  • Wassaic Project – Contemporary art hub with galleries and residencies
  • Kent Barns – Curated shops and art galleries in a historic village
  • Lake Waramaug State Park – Scenic lakeside recreation and trails
  • Thunder Ridge Ski Area – Family-friendly skiing just minutes away
  • Pawling Nature Preserve – Quiet trails for hiking and birdwatching



Reviews

A Member

August 2025

Lovely home

Highly recommend this charming home. It has so much character and the host is great!”

Ashley G.

July 2025

Perfect Summer Retreat

This home far exceeded our expectations for our first Third Home stay. Pictures do not do this home justice… every inch was perfectly curated for a comfortable, eclectic stay. The decorating was next level and I found myself taking notes and pictures to try to emulate back home. The pool and outdoor spaces were lovely, and you felt like you were on a 100 acre private estate in the middle of the woods. Wouldn’t change a thing and hope to be able to come back soon to enjoy again!”