Chester Real Estate

Chester Real Estate

Welcome to Chester, a charming city steeped in history and vibrancy, nestled in the heart of Cheshire, England. Known for its stunning medieval architecture and picturesque riverside views, Chester is a delightful blend of the old and the new, making it a perfect place to call home.

One of Chester’s most striking features is its well-preserved Roman walls, which encircle the city and offer breathtaking views of the surrounding area. A leisurely stroll along these ancient fortifications provides a unique perspective on the city’s rich heritage. The iconic Chester Cathedral, with its stunning Gothic architecture, serves as a cultural hub, hosting various events and exhibitions throughout the year.

The city is also famous for its unique shopping experience. The Rows, a series of two-tiered shopping galleries, boasts an eclectic mix of independent boutiques, high-street brands, and delightful cafes, perfect for a relaxing afternoon. For those who enjoy the outdoors, the picturesque Chester Zoo and the beautiful Grosvenor Park provide ample opportunities for family fun and recreation.

Chester is well-connected, with excellent transport links to major cities like Liverpool and Manchester, making it an ideal base for commuters. The city’s vibrant dining scene features everything from traditional pubs to gourmet restaurants, ensuring there’s something to satisfy every palate.

Whether you’re seeking a bustling urban lifestyle or a peaceful retreat, Chester offers a unique blend of history, culture, and modern convenience. Discover the charm of Chester, where every street tells a story and every corner holds a new adventure. Embrace the opportunity to make this enchanting city your home!

Newest Listings in Chester

$739,900
3 Beds ⋅ 3 Baths ⋅ 5102111 MLS
New Construction Without the Wait! Recently completed and loaded with premium upgrades, this beautifully appointed detached condominium offers modern design, quality craftsmanship, and low-maintenance living. Welcome to Pulpit Estates, an exclusive, non-age-restricted and pet friendly community of just eight detached condominiums set on 16 picturesque acres in desirable Chester, NH. The sought-after Osprey floor plan offers the ease of first-floor living with a spacious primary suite on the main level, while the second floor features two generously sized bedrooms and a full bath - ideal for family, guests, or a home office. Designed for today's lifestyle, the open-concept living, dining, and kitchen area is anchored by a gas fireplace and showcases numerous builder upgrades throughout. The custom kitchen features Wolf Grantley recessed-panel shaker cabinetry with soft-close drawers, a tall pantry cabinet, 30-inch upper cabinets with crown molding, a 60-inch center island with seating, granite countertops, recessed lighting and Frigidaire Galley stainless steel appliances, including a gas range. Quality finishes continue throughout with 3¼-inch red oak flooring finished in upgraded Bona Traffic HD satin throughout the main living areas and primary bedroom, while all baths feature elegant 12" x 24" staggered brick-pattern tile. Central air conditioning, a whole-house water filtration system, upgraded lighting, and thoughtful designer selections complete the home. Need additional space? The daylight walk-out lower level offers outstanding potential for future finished living space, a home gym, recreation room, or media area. Enjoy all the benefits of brand-new construction - without the delays, decisions, or surprises of building. 3 beds, 2.5 baths and 2 car garage. Lawn to be seeded/virtual grass. Conveniently located in the charming town of Chester with easy access to shopping, dining, major commuter routes, and the highly regarded Pinkerton Academy school district.

8 Robin Way Unit 7, Chester
$749,000
4 Beds ⋅ 2 Baths ⋅ 5101760 MLS
Discover the perfect blend of rustic elegance and modern versatility at 34 Edwards Mill Road. Set on 3.89 expansive acres in the scenic countryside of Chester, NH, this stunning log home offers a serene lifestyle for any stage of life. Are you looking for a natural playground where you can explore the woods and the soothing waters of Towle Brook, or wanting a peaceful New Hampshire retreat with single-level living potential, this property delivers. The spacious interior has been thoughtfully maintained with fresh paint, featuring 9 spacious rooms including 4 bedrooms and 2 full bathrooms. The home’s flexible layout includes a first floor primary bedroom suite that opens directly into a gorgeous huge sunroom. For those prioritizing convenience, the first-floor separate laundry room facilitates true single-level living options. Recent updates ensure peace of mind, including log maintenance, new gutters, and freshly seal-coated driveway. Outdoor enthusiasts and hobbyists will fall in love with the substantial detached 3-car garage which features a brand-new roof, a convenient drive-through bay with heat and water access. Above, an enormous unfinished space presents incredible potential for a studio, storage, or an accessory dwelling unit (ADU), subject to approvals. Outside, the enormous 50 ft. deck provides the ultimate spot for hosting gatherings or simply relaxing to the sounds of the brook winding through your private acreage. Experience total privacy without sacrificing accessibility; this retreat is located just 25 minutes from the Massachusetts border and approximately one hour from the heart of Boston. This home has been lovingly cared for and is ready for its next chapter. Schedule your private tour today to experience the charm & serenity of this stunning Chester retreat. You won't want to leave.

34 Edwards Mill Rd, Chester
$850,000
4 Beds ⋅ 3 Baths ⋅ 5097911 MLS
Looking for a 4-bed colonial in Chester with space, privacy, and an ideal layout for entertaining? Welcome to 43 Emerson Road Where timeless Colonial charm meets comfortable everyday living. This well-maintained home set on two private acres is in a desirable cul-de-sac neighborhood. Enjoy spacious living areas, inviting outdoor spaces. Nestled on 2 private acres in a peaceful cul-de-sac neighborhood, this 4-bedroom, 3-bathroom Colonial offers the perfect balance of privacy, community, and convenience. The open and inviting first floor is designed for both daily living and entertaining, featuring a spacious kitchen, formal dining room, and an expansive family room with a soaring vaulted ceiling and cozy gas fireplace. New carpeting adds a fresh touch, making this home move-in ready. Step outside to your own backyard retreat featuring a multi-tiered deck, sparkling pool, and a private outdoor oasis designed for summer gatherings, barbecues, and relaxing evenings with family and friends. The generous two-acre lot provides room to play, garden, or simply enjoy the peaceful natural surroundings. Not far from shopping, dining, recreation, and major commuter routes while still offering the charm and tranquility that make Chester one of southern New Hampshire's desirable communities. Served by the highly regarded Pinkerton Academy school district. Whether you're hosting memorable celebrations or enjoying quiet evenings at home, this property delivers the lifestyle you've been searching for. Come experience everything 43 Emerson Road has to offer and discover why so many are proud to call Chester home. Schedule your private showing today. Showings begin Monday July 6, 2026

43 Emerson Rd, Chester
$79,000
73544004 MLS
21 acres of forest land on the Chester/ Middlefield line. The north boundary is the Middlefield line. There is also frontage on Lynes road, but that road is not maintained. There is a small brook on the property. Go direct

lot 9-11 Skyline, Chester
$69,000
73543999 MLS
Prime 2-acre farmland pasture. This is a premium building lot with stone walls on a quiet gravel road. Property rear is bordered by protected conservation land, One of 4 lots available.

lot 4 Holcomb Road, Chester
$60,000
73543996 MLS
Open land. Prime 2-acre pasture, building lot with stone walls on a quiet gravel road. Property rear is bordered by protected conservation land, One of 4 lots available.

lot 3 Holcomb Road, Chester
$45,000
73543991 MLS
Prime 2 acre building lot with stone walls on a quiet gravel road. Property rear is bordered by protected conservation land , One of 4 lots available.

lot 2 Holcomb Road, Chester
$45,000
73543989 MLS
Prime 2 acre building lot with stone walls on a quiet gravel road. Property rear is bordered by protected conservation land , One of 4 lots available.

lot1 Holcomb Road, Chester
$875,000
4 Beds ⋅ 3 Baths ⋅ 5097711 MLS
50K PRICE CUT! OPEN HOUSE | 11AM to 1PM | Sunday, July 26th, 2026 Welcome to 88 Crawford Road, a breathtaking residential haven nestled in the heart of Chester, New Hampshire. The Property This exquisite colonial estate seamlessly blends sophisticated architectural design with the tranquil beauty of its lush, private surroundings. Offering an expansive 3,675 square feet of meticulously crafted living space, the residence features 4 generously appointed bedrooms and 2.5 elegant bathrooms. From the grand, winding driveway to the majestic facade framed by mature trees, every detail of this home exudes luxury. The interior promises unparalleled comfort with expansive room layouts, high-end finishes, and an abundance of natural light pouring through magnificent feature windows. Location & Drivability Perfectly situated for those who demand both privacy and convenience, 88 Crawford Road offers an idyllic retreat without sacrificing accessibility. Located in the charming, historic town of Chester, you are mere minutes from top-rated local schools, pristine parks, and boutique community dining. For commuters, the property provides seamless access to major regional routes, putting the bustling commercial hubs of Manchester and Salem within easy driving distance, while offering a straightforward, scenic commute to downtown Boston and the gorgeous New Hampshire seacoast.

88 Crawford Rd, Chester
$50,000
73542747 MLS
Discover 3.47 acres of wooded land tucked along a tree-lined, unpaved road in Chester, known as the "Gem of the Valley." Chester offers a blend of small-town charm and outdoor recreation, from the Chester on Track festival and the Railway Museum to the Keystone Arch Bridges Trail and a vibrant local theatre community. Public records identify the parcel as residential (use code 130). If you’ve been searching for a wooded retreat or a land opportunity in a scenic hilltown, this parcel is worth a look. Seller says they had a successful perc test in the 80s. Photos provided are shown for reference only. Buyer to perform all due diligence for use, suitability, property lines, and boundaries. Schedule your visit today! Please do not walk the property without an appointment.

91 Lynes Rd, Chester
$589,000
4 Beds ⋅ 2 Baths ⋅ 5096954 MLS
Open House Saturday 11-1 - DON'T MISS THIS RARE OPPORTUNITY! Discover this hard-to-find Ranch-style home set on two beautiful, level acres with exceptional backyard privacy in the heart of Chester's highly sought-after equestrian community. Properties like this don't come along often! This spacious 4-bedroom, 2-bath home offers desirable southern exposure across the backyard, creating the perfect setting to relax on the deck or porch while enjoying stunning sunsets. Inside, you'll find a large living room featuring a classic brick-hearth wood-burning fireplace and expansive hardwood floors that add warmth and timeless appeal. The main level includes three generously sized bedrooms with hardwood flooring, a full bath, and the convenience of first-floor laundry. The kitchen is well-appointed with stainless steel appliances, granite countertops, two pantry cabinets, and stylish recessed and pendant lighting. A bonus family room leads to the attached two-car garage, while the private primary suite above the garage features a sitting area, creating the perfect retreat at the end of the day. The full basement offers excellent potential for additional finished living space, giving you room to grow. Outside, the expansive level lot provides endless possibilities for entertaining, gardening, or enjoying the peaceful surroundings. The pool will require a new liner and possibly a new filter. This house needs some love and being sold in the present condition. AGENTS & BUYERS to do their own Due Diligence to verify all listing information. Room sizes are for reference only; not guaranteed.

224 Haverhill Rd, Chester
$510,000
3 Beds ⋅ 2 Baths ⋅ 5096706 MLS
STAY-CATION LIVING IS CALLING. Nestled on a gorgeous, private, flat acre in Chester, this home delivers the outdoor lifestyle you've been dreaming of. Pull into the paved driveway and you'll already see it - the lush landscaping, the natural shade, and a backyard that's pure paradise. Three sheds plus a detached garage with partially finished bonus space give you room for all your gear and then some. Step inside through the foyer and you're greeted by warm wood floors and natural light throughout. The open concept kitchen features an island, updated cabinets, and a gas range - ideal for cooking after a long day outside. It opens to a cozy family room with a wood fireplace, one of TWO fireplaces in the home. Heat with propane, wood or electric baseboard. The half bath and laundry are conveniently tucked on the main level. Upstairs, the living room and dining area offer flexible everyday space, and the top floor holds the primary suite with a walk-in closet, a second bedroom with its own large closet, and a completely renovated full bath for both bedrooms to share. The middle floor is designed for a three-bedroom configuration - easy to convert back. Now for the MAIN EVENT: the backyard. Above-ground pool. Hot tub. Garden space. Deck. This is where summers happen. NEW SEPTIC & LEACH FIELD and 2-year-old heating system mean the big-ticket items are already done. Pinkerton Academy district. Book your tour today!

111 Shepard Home Rd, Chester
Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

board logoCopyright 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, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .