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Home Colorado

8 Enchanting Homes Available Now in Some of the USA’s Most Picturesque Holiday Towns

Mackenzie Scibetta by Mackenzie Scibetta
December 25, 2023
in Colorado, Connecticut, Massachusetts, New York, Tennessee, United States, Vermont, Virginia
Reading Time: 9 mins read
A small downtown with christmas lights
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Country Living recently revealed its list of the 30 most magical holiday towns in the U.S., so we’ve ventured into these picturesque destinations to find homes that embody holiday charm and warmth. From Vermont to Virginia, explore our handpicked list of eight of the most charming holiday havens in some of the most magical holiday towns:

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2921 Barrets Pointe Road – Williamsburg, VA

Listing courtesy of Long & Foster Real Estate
Listing courtesy of Long & Foster Real Estate

Property details:

  • 4 beds, 3 baths
  • Detached
  • Walking score 5/Transit score N/A

Boasting stunning panoramic views of the James River, this is one of the most exceptional homes in Williamsburg. Featuring Brazilian hardwood floors, custom millwork, 4 fireplaces, and a covered patio overlooking the beautifully landscaped yard.

View the listing and price here.

12-m – 4061 Bighorn Road – Vail, CO

Listing courtesy of exp realty, llc
Listing courtesy of exp realty, llc

Property details:

  • 4 beds, 3 baths, 1 parking
  • Condo
  • Walking score 14/Transit score N/A

Snuggle up to the wood-burning fireplace in the living room and embrace the winter season in Vail. With mountain views, four bedrooms, three bathrooms, parking, and a functional living space, this condo is the complete package.

View the listing and price here.

2034 Long Hill Road – Woodstock, VT

Listing courtesy of LandVest, Inc/Woodstock
Listing courtesy of LandVest, Inc/Woodstock

Property details:

  • 4 beds, 4 baths
  • Detached
  • Walking and Transit scores N/A

With sweeping views of the Green and White Mountains, this 295-acre property offers the best of Vermont landscapes. Inspired by European design, the home features arched windows and hallways, vaulted ceilings, French doors, and a massive stone fireplace. There is also a tennis court, barn, pool, greenhouse and pond for added enjoyment on the property.

View the listing and price here.

116 Chatfield Way – Franklin, TN

Listing courtesy of Benchmark Realty, LLC
Listing courtesy of Benchmark Realty, LLC

Property details:

  • 6 beds, 5 baths, 3 parking
  • Detached
  • Walking score 8/Transit score 19

This versatile home has gone through several major renovations including updates to the kitchen, sunroom, basement and primary bath. The home has four fireplaces for complete coziness and the lower level features an exercise room, a lounge/bar area, a wine cellar, and a storage room.

View the listing and price here.

10 Heron Pond Road – Essex, CT

Listing courtesy of William Pitt Sotheby’s Int’l
Listing courtesy of William Pitt Sotheby’s Int’l

Property details:

  • 4 beds, 4 baths, 4 parking
  • Detached
  • Walking score 13/Transit score N/A

Upon entering this colonial home you’ll be greeted by vaulted ceilings, stone pillars, exquisite chandeliers, and high-quality decor. The focal point of the home lies in the backyard, featuring a heated Gunite pool and beautiful multi-tiered stone patio and decking.

View the listing and price here.

4de – 333 E 34th Street – New York, NY

Listing courtesy of Serhant LLC
Listing courtesy of Serhant LLC

Property details:

  • 4 beds, 3 baths
  • Condo
  • Walking score 98/Transit score 100

Located in a highly-coveted neighbourhood, this luxurious condo features a full-sized dining room, recently renovated hardwood flooring, and an updated ensuite bathroom with a double vanity and glass door shower. Boasting 2,080 sq. ft., the expansive layout of this condo is perfect for entertaining.

View the listing and price here.

1211 Delray Lakes Drive – Delray Beach, FL

Listing courtesy of Atlantic Waterfront Properties
Listing courtesy of Atlantic Waterfront Properties

Property details:

  • 4 beds, 3 baths
  • Detached
  • Walking score 43/Transit score N/A

This move-in ready two-storey home exudes coastal modern comfort. The property overlooks the lake and features all-impact windows and doors, a 3-car garage, a new pool, and European, white oak hardwood flooring.

View the listing and price here.

2876 Hartland Hill Road – Woodstock, VT

Listing courtesy of Williamson Group Sothebys Intl. Realty
Listing courtesy of Williamson Group Sothebys Intl. Realty

Property details:

  • 4 beds, 1 bath
  • Detached
  • Walking and Transit score N/A

This is the quintessential Vermont farmhouse! The stone fireplace in the large family room is perfect for snowy, winter days, while the spacious deck is ideal for summer entertaining.

View the listing and price here.

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Mackenzie Scibetta

Mackenzie Scibetta

Mackenzie Scibetta is a seasoned Content Marketing Specialist at Zoocasa, where she brings her expertise to the world of real estate. As a dedicated real estate writer, Mackenzie's primary goal is to equip home buyers and sellers with the most up-to-date market insights, enabling them to navigate their real estate ventures with confidence. Mackenzie's writing is characterized by its depth and breadth, covering a wide range of topics related to the real estate industry. From exploring the intricacies of mortgages to meticulously tracking and analyzing trends in local markets across Canada and the U.S., Mackenzie is known for her comprehensive and data-driven reports. Her commitment to providing valuable information is evident in the consistent quality of her work. Mackenzie's research and insights have earned her recognition from prominent media outlets. Her expertise has been featured in BNN Bloomberg, CTV News, the National Post, The Globe and Mail, and even The New York Times. These accolades underscore her position as a trusted authority in the field of real estate.

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