Carrie Mathews Real Estate Agent - Winhall Real Estate

717 Horsenail Hill Rd, Windham, VT For Sale $695,000 - listed by Carrie Mathews — For Sale $695,000

Carrie Mathews listing and buyer's agent for 771 Stratton Mountain Access Rd Unit 468, Stratton, VT - sold for $419,000 — Sold $419,000

116 Teacher Rd, Jamaica, VT For Sale $549,000 - listed by Carrie Mathews — For Sale $549,000

Carrie Mathews buyer's agent for 11 Stratton View Rd, Bondville, VT - sold for $643,868 — Sold $643,868

6694 Route 11, Londonderry, VT For Sale $795,000 - listed by Carrie Mathews — For Sale $795,000

Carrie Mathews

Jamaica VT

Winhall Real Estate

179 Closed Sales

$97.9M Total Value

$150K - $2.4M Price Range

$546.9K Average Price

Prior 5 years

About Carrie

Carrie Mathews began her real estate career with Winhall Real Estate, now William Raveis, in 2004. She served as secretary of the South Central Vermont Board of Realtors (SCVBR) from 2009-2014 and was State Director and Education Chair for Vermont Realtors from 2013 - 2016. In 2014, Carrie earned her Broker’s License.

Carrie has received numerous awards and recognition for her hard work and dedication to her clients and community. Among them was SCVBR Realtor of the Year (2014), and William Raveis Chairman’s Club (2016).

When not in the office or showing properties, Carrie enjoys traveling, running, and biking on area trails, going to the gym, and spending time with her family. She also volunteers her time to local and community causes, such as Habitat for Humanity, the Stratton Foundation, and The Mountain School at Winhall.

Carrie shows true passion and dedication to helping her clients in all their real estate ventures - both large and small. She finds great fulfillment in helping her clients along every step of the way to acquiring both primary homes and vacation properties.

Home Types: House, Townhouse, Lot/Land, Condo, Multifamily, Mobile Homes, Commercial

Years of Experience: 18

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	39
Total Value	$23,448,514
Average Sale Price	$601,244
Price Range	$17K - $2.2M

Buyer Deals
Total Deals	17
Total Value	$10,899,868
Average Sale Price	$641,169
Price Range	$64K - $1.8M

1 Year View by Quarter

Seller Deals
Total Deals	55
Total Value	$31,629,014
Average Sale Price	$575,073
Price Range	$17K - $2.2M

Buyer Deals
Total Deals	30
Total Value	$18,679,868
Average Sale Price	$622,662
Price Range	$53K - $2.4M

2 Year View by Quarter

Seller Deals
Total Deals	113
Total Value	$58,820,064
Average Sale Price	$520,532
Price Range	$17K - $2.2M

Buyer Deals
Total Deals	66
Total Value	$39,078,464
Average Sale Price	$592,098
Price Range	$25K - $2.4M

5 Year View

Areas Carrie is Experienced In

Winhall

61 Sales
Jamaica

26 Sales
Londonderry

20 Sales

Carrie's Listings and Deals

Carrie's Recent Active Listings

$695,000
- 3 Beds
- 2.5 Baths
- 2,232 Sq Ft
717 Horsenail Hill Rd

Windham, VT
Brand-new construction in beautiful Windham, Vermont! This thoughtfully designed three-bedroom home with an additional bonus room offers the comfort, efficiency, and ease of new construction paired with a peaceful Vermont setting. Filled with natural light, the home features bright, welcoming living spaces and a versatile floor plan designed for both everyday living and weekend escapes. The bonus

Carrie Mathews Winhall Real Estate

$549,000
- 4 Beds
- 2.5 Baths
- 2,359 Sq Ft
116 Teacher Rd

Jamaica, VT
Set on 14.4 acres bordering the beautiful Green Mountain National Forest, this lovingly maintained 4-bedroom, 2.5-bath Vermont retreat offers the perfect combination of privacy, comfort, and year-round recreation. Currently operating as a successful Airbnb with repeat renters, the property is being offered fully equipped as a turn-key vacation rental opportunity or exceptional full-time

Carrie Mathews Winhall Real Estate

$795,000
- 4 Beds
- 2.5 Baths
- 2,544 Sq Ft
6694 Route 11

Londonderry, VT
Pride of ownership is evident throughout this exceptionally well cared for four-bedroom home, beautifully situated on more than four acres in desirable Londonderry. A long, welcoming driveway and a stately row of mature pines create a wonderful sense of arrival while providing year-round privacy. Offering an ideal blend of comfort, seclusion, and convenience, this inviting property is equally

Carrie Mathews Winhall Real Estate

$585,000
- Land
- 92 Acres
- $6,386 per Acre
0 Water St

Unit 5102573

Jamaica, VT
A rare opportunity to own over 91 private acres just a short walk from the charming Village of Jamaica. Tucked away off a private right-of-way, this remarkable parcel offers the perfect balance of peaceful seclusion and convenient access to local shops, dining, and community events.The property features a beautiful mix of mature forest, gently rolling terrain, and serene natural surroundings.

Carrie Mathews Winhall Real Estate

$645,000
- 4 Beds
- 3 Baths
- 2,740 Sq Ft
1161 Little Pond Rd

Londonderry, VT
Beautifully renovated 4-bedroom home with a stylish 2-bedroom accessory dwelling, offering the perfect blend of modern comfort, flexibility, and Vermont charm. Whether you're looking for space for extended family, guests, or the potential for rental income, this thoughtfully designed property offers endless possibilities.Step inside to discover contemporary upgrades throughout, where every

Carrie Mathews Winhall Real Estate

$63,000
- 2 Beds
- 1 Bath
- 672 Sq Ft
2022 Route 30

Jamaica, VT
Looking for an easy escape to the mountains? This furnished 2-bedroom mobile home sits right on the banks of the West River in West River Park—an ideal spot for seasonal living in Southern Vermont. The park has 23 sites and allows homeowners to stay up to 6 months each year, making it a great option for summer adventures or a winter ski base or, a little bit of both!Stratton is just 20

Carrie Mathews Winhall Real Estate

$649,000
- 3 Beds
- 2.5 Baths
- 1,650 Sq Ft
28 Styles Branch Rd

Unit 305

Stratton, VT
Experience the ease of Stratton Mountain living from this inviting three-bedroom Styles Brook condominium, ideally located just moments from the lifts. Hop on the convenient winter shuttle or enjoy a pleasant walk to the base area, with Stratton's Sports Center, fitness facilities, and year-round amenities just a short stroll away.Designed for both comfort and entertaining, the spacious main

Carrie Mathews Winhall Real Estate

$529,000
- 4 Beds
- 3 Baths
- 1,936 Sq Ft
202 Twin Brook Cir

Londonderry, VT
Tucked away at the end of a long private driveway on a quiet cul-de-sac, this impeccable 4-bedroom chalet offers the perfect blend of privacy, adventure, and year-round Vermont living in the sought-after Powder Mill community. Set on 1.54 wooded acres, the property is surrounded by nature with access to maintained hiking and snowmobile trails, including connections to the VAST trail network and

Carrie Mathews Winhall Real Estate

$4,500,000
- 5 Beds
- 5.5 Baths
- 5,700 Sq Ft
24 Sawmill Rd

Stratton, VT
Experience the ultimate Stratton Mountain lifestyle from this exceptional ski home, perfectly positioned in one of the resort's most coveted locations. Offering the rare advantage of deeded access to Stratton's impeccably groomed ski trail, this extraordinary property places world-class skiing just steps from your front door—an amenity few homes can claim and even fewer can match.Designed for

Carrie Mathews Winhall Real Estate

Recently Sold

$120,000

Sold Sep 1, 2026
- Land
- 4.86 Acres Lot
1036 Dalewood Rd

Jamaica, VT
- 38% Below List
- 9 Days On Market
Carrie Mathews Winhall Real Estate

$17,000

Sold Sep 1, 2026
- Land
- 1.00 Acres Lot
0 W Hill Rd

Jamaica, VT
- 62% Below List
- 18 Days On Market
Carrie Mathews Winhall Real Estate

$419,000

Sold Aug 31, 2026
- 1 Bed
- 1 Bath
- 675 Sq Ft
771 Stratton Mountain Access Rd

Unit 468

Stratton, VT
- 2% Above List
- 7 Days On Market
- $621/SF
Carrie Mathews Winhall Real Estate

$2,245,000

Sold Aug 14, 2026
- 3 Beds
- 3.5 Baths
- 2,824 Sq Ft
9 Mountain Reach Mews Rd

Unit 9

Stratton, VT
- 29 Days On Market
- $795/SF
Carrie Mathews Winhall Real Estate

$489,000

Sold Aug 7, 2026
- 3 Beds
- 2 Baths
- 1,102 Sq Ft
31 Farm Rd

Unit D2

Peru, VT
- 8 Days On Market
- $444/SF
Carrie Mathews Winhall Real Estate

$495,000

Sold Aug 7, 2026
- 4 Beds
- 2 Baths
- 1,824 Sq Ft
140 Vermont 30

Winhall, VT
- 10 Days On Market
- $271/SF
Carrie Mathews Winhall Real Estate

$1,250,000

Sold Jul 20, 2026
- 3 Beds
- 3 Baths
- 1,586 Sq Ft
78 Middle Ridge Rd

Unit 307

Stratton, VT
- 0 Days On Market
- $788/SF
- Current Est. Value $1M
Carrie Mathews Winhall Real Estate

$799,000

Sold Jul 17, 2026
- 4 Beds
- 3.5 Baths
- 3,078 Sq Ft
63 Raspberry Hill Rd

Winhall, VT
- 9 Days On Market
- $260/SF
Carrie Mathews Winhall Real Estate

$315,000

Sold Jul 15, 2026
- 4 Beds
- 2 Baths
- 2,520 Sq Ft
29 Pikes Falls Rd

Jamaica, VT
- 10% Below List
- 108 Days On Market
- $125/SF
- Current Est. Value $313K
Carrie Mathews Winhall Real Estate

Awards and Designations

SCVBR Realtor of the Year (2014); William Raveis Chairman’s Club (2016)
NAR - National Association of Realtors

Agent License: Vermont 081.0100525

Carrie Mathews

(802) 797-7174

Nearby Homes

Carrie Mathews

About Carrie

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Areas Carrie is Experienced In

Carrie's Listings and Deals

Carrie's Recent Active Listings

Recently Sold

Awards and Designations