4

Chester, NH Homes for Sale under $500,000

Section Image
  • 40 Old Sandown Rd, Chester, NH 03036
    40 Old Sandown Rd, Chester, NH 03036
    40 Old Sandown Rd, Chester, NH 03036
    /47

    $475,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 1.5 Baths
    • 1,474 Sq Ft

    40 Old Sandown Rd, Chester, NH 03036

    Storybook charm meets thoughtful modern updates in the heart of Chester!From the moment you arrive, you'll feel the character and the warmth of or this charming 3 bedroom, 1.5 bath cape. Thoughtfully remodeled through the years, the home has been lovingly updated while preserving the original charm and details that make it feel truly special. The inviting first floor offers a comfortable flow

    Jen OHanley BHHS Verani Londonderry

    40 Old Sandown Rd, Chester, NH 03036
  • 25 Villager Rd Unit 25, Chester, NH 03036
    25 Villager Rd Unit 25, Chester, NH 03036
    25 Villager Rd Unit 25, Chester, NH 03036
    /56

    $459,000

    Open Sat 11AM - 1PM
    • 2 Beds
    • 1.5 Baths
    • 2,046 Sq Ft

    25 Villager Rd Unit 25, Chester, NH 03036

    Welcome home to the Villages at Chester, a private, well maintained condominium community in a quiet country setting surrounded by an abundance of trees and ponds. Luxury Meets Effortless Living in Chester! Discover the perfect blend of sophisticated style, carefree condominium living, and a peaceful country setting. Enjoy a sparkling pool and clubhouse, all while coming home to this truly

    Team Scattergood BHHS Verani Londonderry

    25 Villager Rd Unit 25, Chester, NH 03036
  • 2 Loggers Ln, Sandown, NH 03873
    2 Loggers Ln, Sandown, NH 03873
    2 Loggers Ln, Sandown, NH 03873
    /34

    $419,900

    Open Sun 11AM - 1PM
    • 2 Beds
    • 2 Baths
    • 1,444 Sq Ft

    2 Loggers Ln, Sandown, NH 03873

    55+ COMMUNITY...................PETS ALLOWED.................... Probably One of the Finest , exceptionally maintained homes in the neighborhood.A MUST SEE. So many UPGRADES they are on separate list.Two car garage home situated in Mill Pine village offers Central Air. Are you Ready to enjoy that less demanding lifestyle you have been dreaming about ? No more Shoveling or Snow plowing.

    Fred Heintz Sue Padden Real Estate LLC

    2 Loggers Ln, Sandown, NH 03873
  • 21 Mill Pine Rd, Sandown, NH 03873
    21 Mill Pine Rd, Sandown, NH 03873
    21 Mill Pine Rd, Sandown, NH 03873
    /42

    $374,900

    • 2 Beds
    • 2 Baths
    • 1,488 Sq Ft

    21 Mill Pine Rd, Sandown, NH 03873

    Welcome to 21 Mill Pine Road, a beautifully maintained home on a private feeling cul de sac lot in the highly desirable Mill Pine Village 55+ community. From the charming covered front porch, step into an inviting open concept living space featuring a cozy gas fireplace, spacious dining area, and kitchen with abundant cabinetry and granite countertops perfect for everyday living and

    Shayna Padden Sue Padden Real Estate LLC

    21 Mill Pine Rd, Sandown, NH 03873
New Hampshire Rockingham County

Real Estate & Homes in Chester, NH under $500,000

Home Prices in Chester, NH

The median home sale price in Chester, NH is $681,355, down 1% year-over-year. Homes in Chester sell in 35 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$681,355
Median Single Family Sale Price
$740,000
Median Townhouse Sale Price
$749,950
Median 2 Bedroom Sale Price
$550,000
Average Price Per Sq Ft
$329
Number of Homes for Sale
12
Last 12 months Home Sales
76
Months of Supply
1.90
Median List Price
$699,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-1%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Copyright 2026 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.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group