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Chester, NH Homes for Sale with Acreage

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  • 71 Deerwood Hollow, Chester, NH 03036
    71 Deerwood Hollow, Chester, NH 03036
    71 Deerwood Hollow, Chester, NH 03036
    /57

    $799,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 2,863 Sq Ft

    71 Deerwood Hollow, Chester, NH 03036

    Tucked at the end of a quiet cul-de-sac, and one of just two homes in the enclave, this beautifully updated 4-bedroom, 4-bath home offers a rare combination of privacy, space, and flexibility—set on over 2 acres. Extensively improved by the current owners, this home delivers true peace of mind with major recent upgrades including a new roof, new garage doors, updated lighting, new flooring, fresh

    Agent Photo

    Julie McMaster

    Coldwell Banker Realty Nashua

    (877) 801-2426

    71 Deerwood Hollow, Chester, NH 03036
  • 37 Colby Farm Rd, Chester, NH 03036
    37 Colby Farm Rd, Chester, NH 03036
    37 Colby Farm Rd, Chester, NH 03036
    /45

    $1,250,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 3,018 Sq Ft

    37 Colby Farm Rd, Chester, NH 03036

    Home to be built only 4 lots remaining. Welcome to Colby Farm, an exclusive enclave of just 10 beautifully crafted single family homes, tucked away on a quiet cul de sac. Thoughtfully designed with both elegance & functionality in mind, each home offers spacious, customizable floor plans, allowing buyers to select finishes, appliances, and details to reflect their personal style.This

    Agent Photo

    Jo-Ellen Redmond

    EXP Realty

    (603) 606-9237

    37 Colby Farm Rd, Chester, NH 03036
  • 35 Colby Farm Rd, Chester, NH 03036
    35 Colby Farm Rd, Chester, NH 03036
    35 Colby Farm Rd, Chester, NH 03036
    /3

    $1,350,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 3,356 Sq Ft

    35 Colby Farm Rd, Chester, NH 03036

    Home to be built in the desirable Colby Farm Subdivision in Chester, NH. This offering presents a rare opportunity to build new in an exclusive enclave surrounded by conservation land, providing privacy, natural beauty, and a peaceful setting. With only four homesites remaining, opportunities like this are increasingly limited. The proposed farmhouse-style design features open, light-filled

    Agent Photo

    Jo-Ellen Redmond

    EXP Realty

    (603) 932-5121

    35 Colby Farm Rd, Chester, NH 03036
  • 53 Meadow Fox Ln, Chester, NH 03036
    53 Meadow Fox Ln, Chester, NH 03036
    53 Meadow Fox Ln, Chester, NH 03036
    /59

    $939,900

    • 3 Beds
    • 4 Baths
    • 3,809 Sq Ft

    53 Meadow Fox Ln, Chester, NH 03036

    Open House Sat 4/11 11a-1p - UNIQUE Contemporary Executive Ranch, ONE-LEVEL LIVING with IN-LAW/ADU - Set on 2+ PRIVATE acres in desirable Chester Hill Estates. Pinkerton Academy District. Elegant, covered entrance, once through the FOYER this home is filled with subtle custom details, gleaming HARDWOOD FLOORS, and abundant natural light throughout. 5 Bedroom Potential, the study with a closet

    Team Scattergood BHHS Verani Londonderry

    53 Meadow Fox Ln, Chester, NH 03036
  • 34 Edwards Mill Rd, Chester, NH 03036
    34 Edwards Mill Rd, Chester, NH 03036
    34 Edwards Mill Rd, Chester, NH 03036
    /51

    $775,000

    • 4 Beds
    • 2 Baths
    • 2,528 Sq Ft

    34 Edwards Mill Rd, Chester, NH 03036

    If you’re seeking peace, privacy, and a true connection to nature, this is the property you’ve been dreaming of. Nestled on 3.89 private acres, this well-maintained 4-bedroom, 2-bath log home offers a perfect blend of rustic charm and everyday comfort. As you approach, a welcoming covered farmer’s porch greets you with the porch wrapping around the home inviting you to relax while taking in

    Jessica Emerson East Key Realty

    34 Edwards Mill Rd, Chester, NH 03036
  • 417 Candia Rd, Chester, NH 03036
    417 Candia Rd, Chester, NH 03036
    417 Candia Rd, Chester, NH 03036
    /54

    $1,495,000

    • 3 Beds
    • 2.5 Baths
    • 4,281 Sq Ft

    417 Candia Rd, Chester, NH 03036

    Turnkey 4,300+ sq. ft. contemporary estate with a heated 8+ stall barn set on 10 private acres. The interior features a dramatic two-story entryway leading to a light-filled floor plan. The step-down living room is anchored by hardwood flooring and a wood-burning fireplace with a granite surround. The kitchen includes updated appliances, a new walk-in pantry, and sliders to an expansive deck with

    Dana Baier Four Seasons Sotheby's Int'l Realty

    417 Candia Rd, Chester, NH 03036
  • 160 Jennifer Dr, Chester, NH 03036
    160 Jennifer Dr, Chester, NH 03036
    160 Jennifer Dr, Chester, NH 03036
    /44

    $799,000 Pre-Foreclosure

    • 4 Beds
    • 2.5 Baths
    • 5,488 Sq Ft

    160 Jennifer Dr, Chester, NH 03036

    Beautifully maintained 4-bedroom Colonial set on 3.51 private acres in desirable Chester. This spacious home offers classic charm and flexible living options. The main level features an oversized dining room, a large first-floor library/office with custom built-ins, and a stunning step-down family room with Paladian windows that bring in abundant natural light. Enjoy two wood-burning insert

    Susan Whelan Realty One Group Next Level

    160 Jennifer Dr, Chester, NH 03036
  • 125 Crowley Rd, Candia, NH 03034
    125 Crowley Rd, Candia, NH 03034
    125 Crowley Rd, Candia, NH 03034
    /35

    $1,349,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,632 Sq Ft

    125 Crowley Rd, Candia, NH 03034

    OPEN HOUSE SUNDAY 4/12 from 10-2 - Stunning new home complete and ready to love! This "knock your socks off" modern farmhouse is sure to impress! Finished with high quality designer choices and built with quality you can see EVERYWHERE! With over 3600 sq ft and room to expand in a walk out lower level with a HUGE 9' slider! Wide plank maple flooring throughout the entire house, stunning

    Keith Martel Martel Realty Group

    125 Crowley Rd, Candia, NH 03034
New Hampshire Rockingham County Chester

Homes for Sale with Acreage in Chester, NH

Home Trends in Chester, NH

On average, homes in Chester, NH sell after 40 days on the market compared to the national average of 55 days. The median sale price for homes in Chester, NH over the last 12 months is $681,355, up 5% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$681,355
Median Single Family Sale Price
$752,000
Median Townhouse Sale Price
$685,000
Median 2 Bedroom Sale Price
$552,500
Average Price Per Sq Ft
$313
Number of Homes for Sale
10
Last 12 months Home Sales
72
Months of Supply
1.70
Median List Price
$699,950
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
How to Buy a Home How to Finance a Home How to Sell a Home

In Chester, there are currently 8 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Chester, NH offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Chester and discover the potential and freedom that comes with owning your own piece of property.

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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.

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