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Richard Thackston

Richard Thackston
Real Estate Agent (Principal Broker)
Winchester NH

Principal Broker (NH: 041871)

44 years experience

REALTOR® 4 Active Listings Serves Cheshire County, NH
View on Realtor.com

Contact Information

Brokerage
R H Thackston & Company

Office Website
Office Address
116 Main St
Winchester, NH  03470
(Cheshire County)
Office Phone
603-313-1231
Office Fax
603-358-5150
Mobile
603-313-1231
Email
rtha******@*********.com
Show Email for $5

Service Areas

Roxbury: NH Gilsum: NH Keene: NH Sullivan: NH Surry: NH Swanzey: NH North Swanzey: NH Richmond: NH Winchester: NH Fitzwilliam: NH Troy: NH Saxtons River: VT Bellows Falls: VT Rockingham: VT North Westminster: VT Guilford: VT Vernon: VT Dummerston: VT West Brattleboro: VT Brattleboro: VT Marlboro: VT West Dummerston: VT Halifax: VT Winchendon: MA Phillipston: MA Athol: MA West Swanzey: NH Marlborough: NH Hinsdale: NH Northfield: MA Erving: MA Westminster: VT Westminster Station: VT Croydon: NH Unity: NH Acworth: NH Grantham: NH Newport: NH Guild: NH

About Richard Thackston

R.H. Thackston prioritizes his clients above all else, whether they are purchasing their first home or selling their third. He offers straightforward, candid advice to guide you through the real estate process. With decades of experience in the industry, R.H. has successfully managed real estate offices and trained numerous Realtors. His exceptional contributions have earned him recognition as Realtor of the Year from the Board of Realtors, as well as accolades from a prominent national franchise.

What does this mean for you? R.H. is committed to providing you with comprehensive information to empower your decision-making. While you ultimately hold the reins, his extensive experience and diverse case history can offer valuable insights that may not be available elsewhere. If you or someone you know is considering buying or selling a home now or in the future, R.H. Thackston is ready to assist.

Cheshire County, NH Real Estate Market Analysis (Single Family Homes)

$670,472
Avg. Listing Price
From Richard's portfolio
3.3 / 2.5
Avg. Beds/Baths
Typical property size
2,438 sf
Avg. Square Footage
Interior living space
186
Active Listings
Current inventory

Cheshire County, New Hampshire represents one of the state's most distinctive real estate markets, where rural charm meets accessibility to major metropolitan areas. Located in the southwestern corner of the Granite State, this county offers a unique blend of small-town New England character and proximity to both Boston and Vermont's ski country, creating diverse housing demands that keep the market dynamic year-round.

With 179 actively licensed real estate agents serving the county's varied communities, the market maintains a professional density that reflects both local expertise and healthy competition. What's particularly noteworthy is that all 179 agents maintain email contact information, indicating a tech-savvy professional community that embraces digital communication tools essential for today's real estate transactions.

Major Cheshire County, New Hampshire Real Estate Markets

Keene dominates as the county's primary real estate hub, home to Keene State College and serving as the commercial center that drives much of the region's housing activity. The city's mix of historic properties, student housing, and family neighborhoods creates multiple market segments, from affordable rentals to premium single-family homes. Winchester, Swanzey, and Hinsdale round out the more active suburban markets, each offering distinct character from lakefront properties to rural estates.

The Connecticut River Valley towns, including Westmoreland and Chesterfield, represent some of the county's most sought-after real estate, where properties often feature river access, mountain views, and expansive acreage. Meanwhile, towns like Marlborough and Harrisville attract buyers seeking authentic New England village life, with their well-preserved historic districts and seasonal tourism drawing both permanent residents and second-home buyers from urban areas.

Market Dynamics and Geographic Complexity

Cheshire County's real estate market operates on multiple seasonal rhythms, influenced by everything from college enrollment cycles to leaf-peeping tourism and winter sports activity across the nearby Vermont border. Properties near recreational areas like Pisgah State Park or along the Ashuelot River often command premium prices, while the market shows surprising resilience due to the area's appeal to remote workers seeking affordable alternatives to Boston or Hartford metro areas.

Geographic complexity defines much of the county's real estate landscape, with elevation changes, water features, and proximity to state borders all impacting property values and buyer preferences. The western towns benefit from Vermont border proximity and mountain access, while eastern communities leverage better highway connectivity to Manchester and Nashua, creating distinct micro-markets that require specialized local knowledge to navigate effectively.

Why Businesses Need Cheshire County, New Hampshire Agent Contact Data

Mortgage lenders, home service providers, and real estate technology companies find Cheshire County's agent network particularly valuable due to the market's diverse transaction types and strong digital adoption rates. With 100% email accessibility among licensed agents, businesses can efficiently reach professionals handling everything from first-time homebuyer transactions to luxury rural estate sales, making marketing campaigns more targeted and cost-effective.

The county's position as both a primary residence market for local professionals and a secondary home destination for out-of-state buyers creates unique opportunities for businesses offering specialized services like property management, renovation contractors, or insurance providers. Having direct access to all 179 licensed agents enables companies to build relationships across the full spectrum of market activity, from college town rentals to high-end recreational properties.

Current Property Listings

As of 2/17/2026, Richard Thackston has 4 properties for sale in Winchester and surrounding areas.

$134,900

Listed 2025-10-06

4697 Main Rd
Stamford, VT  05352

Beds: 4.0
Baths: 2.0
Sq Ft: 1,596
Lot: 189,922 sf
Single Family Map
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$55,000

Listed 2026-02-04

1488 Morgan St
Bennington, VT  05201

Beds: 3.0
Baths: 1.0
Sq Ft: 1,254
Lot: 44,867 sf
Single Family Map
View Full Details

$695,000

Listed 2025-10-01

19 Monomonac Ter
Rindge, NH  03461

Beds: 2.0
Baths: 2.0
Sq Ft: 1,978
Lot: 21,344 sf
Single Family Map
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$365,000

Listed 2026-01-30

108 Kempton Rd
Swanzey, NH  03446

Beds: 3.0
Baths: 3.0
Sq Ft: 2,761
Lot: 381,586 sf
Single Family Map
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Current Property Rentals

As of 2/15/2026, Richard Thackston has the following rental properties available in Winchester and surrounding areas.

$1,650

Listed 2026-02-03

31 Central Sq Unit B
Troy, NH  03465

Beds: 2.0
Baths: 1.0
Sq Ft: 1,280
Lot: 10,019 sf
Apartment Map
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