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Carrie Mathews

Carrie Mathews
Real Estate Agent (Broker)
Bondville VT

Broker (VT: 081.0100525)

22 years experience

REALTOR® 21 Active Listings Serves Bennington County, VT
View on Realtor.com

Contact Information

Brokerage
Winhall Real Estate

Office Website
Office Address
PO Box 740
Bondville, VT  05340
(Bennington County)
Office Phone
802-297-1550
Office Fax
Mobile
802-236-8458
Email
carr**@*****************.com
Show Email for $5

Service Areas

Peru: VT Landgrove: VT Londonderry: VT Mount Tabor: VT South Londonderry: VT Stratton Mountain: VT Jamaica: VT Bondville: VT Winhall: VT Stratton: VT West Wardsboro: VT Wardsboro: VT Windham: VT West Townshend: VT Townshend: VT West Marlboro: VT Wilmington: VT Marlboro: VT Searsburg: VT Andover: VT Weston: VT East Dover: VT

About Carrie Mathews

**Professional Association**

Carrie Mathews embarked on her real estate journey in 2004 with Winhall Real Estate, now known as William Raveis. Her commitment to the industry led her to serve as secretary of the South Central Vermont Board of Realtors (SCVBR) from 2009 to 2014. Additionally, she held the roles of State Director and Education Chair for Vermont Realtors between 2013 and 2016. In 2014, Carrie achieved her Broker’s License, further solidifying her expertise.

Throughout her career, Carrie has garnered numerous accolades for her unwavering dedication to her clients and community. Notable recognitions include the SCVBR Realtor of the Year award in 2014 and membership in the William Raveis Chairman’s Club in 2016. In 2017, she was honored with the Presidents Club award, followed by another Chairman’s Club Award in 2018, a year in which her sales performance placed her in the top 1% of over 4,000 agents within William Raveis. In 2019, she continued her streak of excellence by once again receiving the Chairman’s Club Award, ranking in the top 9% of the firm.

Outside of her professional endeavors, Carrie enjoys traveling, running, and biking on local trails. She is also committed to fitness and values time spent with her family. Her dedication extends to community service, where she actively volunteers for organizations such as Habitat for Humanity, the Stratton Foundation, and Burr and Burton Academy.

Carrie’s passion for real estate is evident in her commitment to guiding clients through every aspect of their real estate transactions, whether they are seeking primary residences or vacation properties.

**Areas Covered**

Southern Vermont, including Stratton Mountain Resort, Bromley Mountain Resort, Magic Mountain Resort, Mount Snow Resort, Manchester, Winhall, Londonderry, Windham, Stratton, Jamaica, Dover, and Wilmington.

**Niche Marketing**

Residential, commercial, and resort properties.

Bennington County, VT Real Estate Market Analysis (Single Family Homes)

$975,603
Avg. Listing Price
From Carrie's portfolio
3.9 / 3.1
Avg. Beds/Baths
Typical property size
2,967 sf
Avg. Square Footage
Interior living space
169
Active Listings
Current inventory

Bennington County, Vermont represents a fascinating corner of the Green Mountain State's real estate landscape, where rural charm meets strategic proximity to major metropolitan areas. This southwestern Vermont county has carved out a distinctive niche in the regional property market, attracting buyers from New York's Capital Region and Massachusetts who seek the quintessential Vermont lifestyle without sacrificing accessibility to urban amenities.

The county's real estate infrastructure is supported by 116 total actively licensed agents, all of whom maintain email connectivity, ensuring comprehensive digital communication capabilities across the market. This complete email coverage reflects the modern approach Vermont agents have adopted to serve both local residents and out-of-state buyers who often begin their property searches online before making the journey north.

Major Bennington County, Vermont Real Estate Markets

Bennington serves as the county's commercial and residential hub, offering the most diverse housing stock from historic colonial homes in the downtown district to contemporary developments on the outskirts. Manchester stands out as a premium destination, where luxury vacation homes and upscale condominiums cater to affluent buyers drawn by the area's renowned shopping outlets, ski resorts, and summer cultural events. Arlington and Shaftsbury provide more affordable entry points into the county's market, featuring charming village properties and rural acreage.

The northern communities of Dorset and Peru capture the high-end vacation home market, with properties often serving as weekend retreats for professionals from Boston and New York City. Meanwhile, towns like North Bennington and Pownal offer a mix of starter homes and investment properties, benefiting from their proximity to educational institutions and the Massachusetts border, which creates cross-border employment opportunities that stabilize local housing demand.

Market Dynamics and Geographic Complexity

Bennington County's real estate market exhibits remarkable seasonal volatility, with spring and summer months driving premium pricing as urban buyers compete for limited inventory of well-maintained properties with mountain views or historic significance. The market experiences a surprising amount of corporate relocation activity, as companies in nearby Albany and the Berkshires attract employees who prefer Vermont's lower cost of living and superior quality of life.

Geographic complexity plays a crucial role in property valuations, with elevation, road access, and proximity to recreational amenities creating significant price variations within short distances. Properties along the Battenkill River or near ski areas command substantial premiums, while homes in flood-prone areas or with challenging winter access face pricing constraints that create opportunities for investors and first-time buyers willing to accept these trade-offs.

Why Businesses Need Bennington County, Vermont Agent Contact Data

Financial services companies and mortgage lenders require comprehensive agent contact information to effectively penetrate this specialized market where personal relationships and local knowledge drive transactions. The county's unique position as a secondary home destination means agents often work with clients across multiple states, making them valuable partners for businesses offering relocation services, home warranties, and specialized insurance products.

Technology companies and home service providers benefit enormously from direct agent relationships, as these professionals influence purchasing decisions for everything from security systems to landscaping services. With all 116 agents maintaining email accessibility, businesses can efficiently launch targeted campaigns while building the personal connections that remain essential in Vermont's relationship-driven real estate culture.

Current Property Listings

As of 2/17/2026, Carrie Mathews has 21 properties for sale in Bondville and surrounding areas. These are the top 10 listings.

$65,000

Listed 2024-06-27

585 Sawmill Rd
Wardsboro, VT  05360

Beds:
Baths:
Sq Ft:
Lot: 87,120 sf
Land Map
View Full Details

$245,000

Listed 2026-01-10

3C Snow Mountain Vlg Unit 113
Dover, VT  05356

Beds: 1.0
Baths: 1.0
Sq Ft: 640
Condos Map
View Full Details

$299,000

Listed 2025-10-16

1091 Townshend Dam Rd
Wardsboro, VT  05355

Beds: 3.0
Baths: 1.0
Sq Ft: 1,536
Lot: 130,680 sf
Single Family Map
View Full Details

$295,000

Listed 2025-10-17

Townshend Dam Rd
Wardsboro, VT  05355

Beds:
Baths:
Sq Ft:
Lot: 2,387,088 sf
Land Map
View Full Details

$1,450,000

Listed 2025-10-23

4427 W Hill Rd S
Jamaica, VT  05343

Beds: 5.0
Baths: 3.5
Sq Ft: 3,040
Lot: 484,387 sf
Single Family Map
View Full Details

$249,000

Listed 2025-10-09

4106 VT Route 30
Jamaica, VT  05343

Beds: 3.0
Baths: 2.5
Sq Ft: 2,338
Lot: 39,204 sf
Single Family Map
View Full Details

$575,000

Listed 2025-06-29

64 Gleason Farm Ln
Jamaica, VT  05343

Beds: 3.0
Baths: 2.5
Sq Ft: 2,033
Lot: 82,764 sf
Single Family Map
View Full Details

$1,100,000

Listed 2025-09-29

6 Chad Cir
Winhall, VT  05340

Beds: 5.0
Baths: 4.0
Sq Ft: 4,788
Lot: 43,560 sf
Single Family Map
View Full Details

$539,000

Listed 2026-02-14

3996 Route 30
Jamaica, VT  05343

Beds: 4.0
Baths: 3.0
Sq Ft: 3,081
Lot: 17,424 sf
Single Family Map
View Full Details

$699,000

Listed 2025-07-01

D-9 Cobble Ridge Rd
Winhall, VT  05340

Beds: 3.0
Baths: 3.0
Sq Ft: 2,317
Townhomes Map
View Full Details

Current Property Rentals

Carrie Mathews currently has no rental properties available in Bondville and surrounding areas. Check back later.