Multi-Family Homes & Duplexes for Sale in Jamaica, VT

Explore Similar Apartments Within 10 Miles of Jamaica, VT

/55
$350,000
- 6 Beds
- 5 Baths
- 3,042 Sq Ft
2072 N Main St, Londonderry, VT 05148

Rare Mixed-Use Opportunity in Downtown Londonderry, VT – Live, Work, or Invest! Unlock the full potential of this versatile and beautifully situated property in the heart of Londonderry’s vibrant downtown district. With major West River frontage, expansive lawn space, and prime visibility on North Main Street, this unique listing offers endless possibilities — perfect for residential, commercial,

Laura Beckwith

Josiah Allen Real Estate, Inc.

(802) 441-6058

2072 N Main St, Londonderry, VT 05148
/25
$430,000
- 7 Beds
- 4 Baths
- 3,551 Sq Ft
1950 N Main St, Londonderry, VT 05148

Independence Day PRICE REDUCTION! IT IS possible to Live rent or mortgage free!!! And HERE it is.This is a 3 unit multi-family, fully rented/money making property now..Live in one and let the other two pay your bills.. Or, use your imagination, create your vision of what this premier location could be. Zoned BOTH commercial AND residential.. this property could be a fabulous restaurant with

Wilkie Bushby TPW Real Estate

1950 N Main St, Londonderry, VT 05148
/36
$575,000
- 6 Beds
- 5 Baths
- 3,217 Sq Ft
423 Main St, Chester, VT 05143

Absolutely stunning architecture located just steps from the village green and across the road from the historic Congregational Church. This property has five apartments. The kitchen appliances are included in each and there is a shared washer and dryer available for tenant use. Each of the five units has its own 100-amp electric panel box. The heat is a central, oil fired boiler providing

Betty McEnaney Diamond Realty

423 Main St, Chester, VT 05143
/47
$649,000
- 5 Beds
- 3 Baths
- 3,836 Sq Ft
162 Highland Ave, Manchester Center, VT 05255

Easy Investment Opportunity! Three unit multi-family. Great passive income. Turn key money maker! Spacious layout with privacy for each unit. The main level unit offers an open living dining area, three bedrooms, one-bath with mountain views off the spacious deck. The second floor offers two separate one-bedroom, one-bath units. Each unit has its own entrance. The lower level provides storage for

Margretta Fischer Wohler Realty Group

162 Highland Ave, Manchester Center, VT 05255
/15
$670,000
- 5 Beds
- 4 Baths
- 3,732 Sq Ft
105 Elm St, Manchester, VT 05255

This 4 unit multi family property located in Manchester's Depot district has been owned and managed by the same partnership group for over 30 years. The property is fully occupied with good tenants and is in excellent condition. There are two apartments on the first floor and two apartments on the second floor. There is ample of off street parking behind the building. There is coin operated

David Citron RE/MAX Four Seasons

105 Elm St, Manchester, VT 05255
/40
$495,000
- 2,280 Sq Ft
1377 Vermont 103, Chester, VT 05143

Chester Vt 1377 VTRT 103. , Multi Family , Many good uses for property. One and two-family residential and professional office, retail store if it were a home occupation or home business. There are 2 separate buildings. One needs to be finished, main building 3 floor could be finished for more living space.

Mike England Michael England Real Estate

1377 Vermont 103, Chester, VT 05143
/14
$189,000
- 3,024 Sq Ft
515 Main St, Chester, VT 05143

Looking to live near the Chester Green? This may be the home for you! Currently used as a four-unit apartment building with one 2 bedroom apartment, one 1 bedroom apartment and two studio apartments. The house is in need of renovation however, the style and location would lend well to that investment.

John Tolosky Barrett and Valley Associates Inc.

515 Main St, Chester, VT 05143

Vermont Jamaica

Why Live in Jamaica

Jamaica, Vermont, located in Windham County, is a small town known for its natural beauty and outdoor recreational opportunities. The town features mountainous terrain, lush vegetation, and water features, drawing both permanent and seasonal residents. Jamaica State Park, with nearly 800 acres, offers access points for anglers, swimmers, and boaters along the West River. Popular hiking destinations include Hamilton Falls, one of Vermont's tallest waterfalls. The Green Mountains to the west host major winter sports destinations like Stratton Mountain Resort and Bromley Mountain Ski Resort, offering activities such as skiing, mountain biking, and pickleball. Housing in Jamaica ranges from early 1800s farmhouses to modern A-frame chalets and cabins, with median single-family home prices around $500,000. The village cores of Jamaica and East Jamaica feature late 1800s to early 1900s folk-style homes. Jamaica Village School and Townshend Village School are highly rated, serving prekindergarten and kindergarten through fifth grade, respectively. Local events include Old Home Day, fostering community spirit with historical reenactments, craft vendors, and live music. Residents can find small businesses and dining options along State Route 30, with more diverse shopping and dining available 20 miles away in Manchester. The town is prone to flooding in low-lying areas along the West River, but the community is known for its resilience. The nearest major airport is Albany International Airport, approximately 80 miles away.

Learn more about living in Jamaica

Home Trends in Jamaica, VT

On average, homes in Jamaica, VT sell after 83 days on the market compared to the national average of 51 days. The median sale price for homes in Jamaica, VT over the last 12 months is $434,000, down 11% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$434,000

Median Single Family Sale Price

$574,000

Median Townhouse Sale Price

$207,500

Median 2 Bedroom Sale Price

$206,250

Average Price Per Sq Ft

$319

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

9.30

Median List Price

$536,500

Median Change From 1st List Price

Median Home Sale Price YoY Change

-11%

How to Buy a Home How to Finance a Home How to Sell a Home

Jamaica Types of Homes for Sale

More About Living in Jamaica

Homes in Nearby Cities

Homes in Nearby Counties

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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.