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Robert Maisey

Robert Maisey
Real Estate Agent (Broker)
Bondville VT

Broker (VT: 081.0004091)

REALTOR® 9 Active Listings Serves Bennington County, VT
View on Realtor.com

Contact Information

Brokerage
Berkshire Hathaway Homeservices Stratton Home

Office Website
Office Address
54 Main Street
Bondville, VT  05340
(Bennington County)
Office Phone
802-297-2100
Office Fax
Mobile
802-297-1100
Email
b**@************.com
Show Email for $5

Service Areas

Londonderry: VT Peru: VT Landgrove: VT South Londonderry: VT Stratton Mountain: VT Jamaica: VT Andover: VT Weston: VT Manchester: VT Manchester Center: VT Winhall: VT Bondville: VT Stratton: VT

About Robert Maisey

Bob has been a dedicated residential real estate consultant in Southern Vermont since 1997, following a successful nine-year tenure in California. His extensive experience equips him to provide clients with informed, actionable advice, which many attribute to their successful decision-making processes.

As a committed professional, Bob prioritizes his clients' needs, consistently acting in a fiduciary capacity to offer sound, confidential, and discreet guidance that leads to reliable outcomes. In an era where the Internet has transformed the real estate landscape, Bob excels at leveraging technology to enhance the buying and selling experience. He has pioneered real estate-specific applications and systems that allow him to efficiently meet client expectations and help them achieve their goals.

Outside of real estate, Bob is passionate about photography, playing the trumpet, and enjoying the beauty of Vermont with his family.

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

$975,603
Avg. Listing Price
From Robert'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, Robert Maisey has 9 properties for sale in Bondville and surrounding areas.

$295,000

Listed 2026-01-19

109 School St
Wallingford, VT  05773

Beds: 5.0
Baths: 1.5
Sq Ft: 2,101
Lot: 13,939 sf
Single Family Map
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$250,000

Listed 2024-12-17

1614 Burbee Pond Rd
Windham, VT  05359

Beds: 5.0
Baths: 1.5
Sq Ft: 1,504
Lot: 113,256 sf
Single Family Map
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$1,150,000

Listed 2025-11-10

11 Founders Hill Rd
Winhall, VT  05340

Beds: 5.0
Baths: 3.5
Sq Ft: 4,017
Lot: 33,541 sf
Single Family Map
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$1,200,000

Listed 2025-09-10

70 Hunter Ln
Jamaica, VT  05343

Beds: 4.0
Baths: 3.0
Sq Ft: 4,193
Lot: 659,063 sf
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$950,000

Listed 2025-12-09

7 Roundtree Rd
Winhall, VT  05340

Beds: 4.0
Baths: 3.5
Sq Ft: 3,031
Lot: 59,677 sf
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$705,000

Listed 2026-01-12

1161 Little Pond Rd
Londonderry, VT  05148

Beds: 6.0
Baths: 3.0
Sq Ft: 2,740
Lot: 18,295 sf
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$325,000

Listed 2025-10-10

2366 Middletown Rd
Londonderry, VT  05148

Beds:
Baths:
Sq Ft:
Lot: 148,975 sf
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$74,000

Listed 2025-09-17

Remington Rd
Chester, VT  05143

Beds:
Baths:
Sq Ft:
Lot: 675,180 sf
Land Map
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$2,050,000

Listed 2025-10-10

97 N Brookwood Rd
Stratton, VT  05155

Beds: 4.0
Baths: 4.5
Sq Ft: 2,486
Lot: 79,279 sf
Single Family Map
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Current Property Rentals

As of 2/17/2026, Robert Maisey has the following rental properties available in Bondville and surrounding areas.

Listed 2025-10-03

11 Founders Hill Rd
Winhall, VT  05340

Beds: 5.0
Baths: 3.5
Sq Ft: 4,017
Lot: 30,492 sf
Single Family Map
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Listed 2025-10-09

1070 Hells Peak Rd
Londonderry, VT  05148

Beds: 3.0
Baths: 1.5
Sq Ft: 2,092
Lot: 2,613,600 sf
Single Family Map
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