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258 Main Rd, Westhampton, MA, 01027

3beds
3baths
2,873sqft
$649,900
$226price/sqft
$5,173/moest. monthly cost
$206,920/yrincome needed

About This Home

Nestled on over 5 beautiful acres, this stunning Cape offers the perfect balance of elegance, functionality, and outdoor living. Inside, you'll find a spacious open-concept layout featuring a large kitchen that flows effortlessly into the living room, creating an ideal setting for gatherings and everyday life. The desirable first-floor primary suite serves as a private retreat, boasting cathedral ceilings and a spacious en-suite bath designed for comfort and relaxation. The finished lower level with a bar and exterior access provides the perfect space for entertaining, recreation, or extended living. Outside, enjoy your own backyard oasis with an in-ground pool, expansive grounds, and a 4-stall horse barn ready for equestrian use or a variety of hobbies. A rare opportunity to own a property that combines country living with modern comfort.

Getting Around

1
WalkingCar-Dependent
0
TransitVery Limited Transit
10
BikeSomewhat Bikeable

Schools

8/10
6/10

Construction

Condition

  • Year built: 1964

Materials

  • Foundation: Concrete Perimeter
  • Roof: Shingle
  • Construction materials: Frame

Type & Style

  • Home type: SingleFamily
  • Architectural style: Cape
  • Property subType: Single Family Residence

Interior

Appliances

  • Appliances included: Water Heater,Range,Oven,Dishwasher,Microwave,Refrigerator,Washer,Dryer,Range Hood
  • Laundry features: In Basement

Basement

  • Has basement: Yes
  • Basement: Full,Concrete

Bathroom1

  • Level: Main,First

Bathroom2

  • Features: Bathroom - Full, Bathroom - With Tub & Shower, Cathedral Ceiling(s), Flooring - Hardwood, Countertops - Stone/Granite/Solid, Jacuzzi / Whirlpool Soaking Tub
  • Level: First

Bathroom3

  • Features: Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid
  • Level: Second

Bedroom2

  • Features: Closet, Flooring - Hardwood
  • Level: Second

Bedroom3

  • Features: Closet, Flooring - Hardwood
  • Level: Second

Bedrooms & Bathrooms

  • Bedrooms: 3
  • Bathrooms: 3
  • Full bathrooms: 3
  • Main level bathrooms: 1
  • Main level bedrooms: 1

Dining Room

  • Features: Flooring - Stone/Ceramic Tile
  • Level: First

Family Room

  • Features: Flooring - Hardwood, Window(s) - Bay/Bow/Box, Open Floorplan, Gas Stove
  • Level: Main,First

Features

  • Den,Bonus Room,Internet Available - Unknown
  • Window features: Screens
  • Flooring: Flooring - Wall to Wall Carpet
  • Number of fireplaces: 2
  • Fireplace features: Living Room
  • Fireplace: Yes
  • Finished area above ground: 2,873

Heating & Cooling

  • Heating features: Baseboard,Oil,Fireplace(s)
  • Cooling features: None

Interior Area

  • Total structure area: 2,873
  • Total interior livable area: 2,873 sqft

Kitchen

  • Features: Flooring - Stone/Ceramic Tile, Window(s) - Bay/Bow/Box, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Exterior Access, Open Floorplan, Recessed Lighting, Stainless Steel Appliances
  • Level: Main,First

Living Room

  • Features: Beamed Ceilings, Flooring - Hardwood, Window(s) - Picture
  • Level: First

Master Bedroom

  • Features: Bathroom - Full, Cathedral Ceiling(s), Closet, Flooring - Hardwood
  • Level: Main,First

Property

Details

  • Parcel number: M:30.0 B:0025 L:000,3077441
  • Zoning: R1
  • Horse amenities: Paddocks

Features

  • Private pool: Yes
  • Pool features: In Ground
  • Patio & porch: Patio
  • Exterior features: Patio,Pool - Inground,Rain Gutters,Storage,Barn/Stable,Paddock,Professional Landscaping,Screens,Fenced Yard,Horses Permitted
  • Fencing: Fenced
  • Horses can be raised: Yes

Lot

  • Lot size: 5.66 Acres
  • Features: Wooded,Cleared,Level,Sloped

Parking

  • Total spaces: 8
  • Parking features: Attached,Garage Door Opener,Off Street
  • Has garage: Yes
  • Attached garage spaces: 2
  • Covered spaces: 2
  • Uncovered spaces: 6

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

No climate risk data available.

How This Home’s Risks Compare

FEMA Declared Disasters Across Massachusetts Counties

Hurricane

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $3,286$39,432
Home Insurance *$189$2,268
Property Taxes $1,132$13,584
Electricity $566$6,798
Total$5,173$62,076
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$177,360/yr
40% on housing$155,190/yr
45% on housing$137,946/yr

Massachusetts FAIR Plan Programs

Massachusetts Property Insurance Underwriting Association

Covered
WildfireWildfire
HailHail
WindWind
Visit Website →
Current Policies
Residential: 213,928Commercial: 230
Total Premiums$400.85M
Total Exposure$115.57B

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 8.8%
8.8%
0%30.0%
Electricity Growth Rate10-year average: 7.9%
7.9%
0%15.0%
Property Taxes Growth Rate2-year average: 1.8%
1.8%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$226This listing

vs Other Active Listings

Avg $/sqft

ZIP 01027$222
Hampshire County$248

vs Homes Sold Last Month

Median $/sqft

ZIP 01027$263
Hampshire County$264

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

No zestimate history available

Price History

DateEventPrice
2026-08-18Pending sale$649,900
2026-08-04Contingent$649,900
2026-07-05Price change$649,900
2026-06-30Price change$679,900
2026-06-18Listed for sale$699,900
2025-10-24Sold$525,000
2016-10-04Listing removed$499,900
2016-05-25Listed for sale$499,900
2001-07-16Sold$350,000

For Sale by Agent

AgentThe Gallagher, Aguasvivas & Bloom Team
BrokerageGallagher Real Estate

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