Chester, NH homes for sale & real estate

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71 Deerwood Holw, Chester, NH 03036
71 Deerwood Holw, Chester, NH 03036
71 Deerwood Holw, Chester, NH 03036
ABOUT THIS HOME
Chester, NH Homes for Sale
Welcome to 71 Deerwood Hollow Road in Chester, a home that offers space, privacy, and endless potential. Set at the end of a quiet cul-de-sac, this well-maintained four-bedroom, four-bath property sits on nearly three acres of beautifully landscaped land. It’s the kind of setting that invites you to slow down, spread out, and enjoy the outdoors. Inside, the layout is spacious and easy to live in, with plenty of room for gathering, relaxing, or finding a quiet corner to unwind. One of the highlights is the finished space above the garage, perfect for a home office, game room, gym, or guest area. Whatever your lifestyle needs, there's room here to make it work. Whether you're looking fo

$764,900

4 beds3.5 baths2,863 sq ft

71 Deerwood Holw, Chester, NH 03036

2.86 acre lot • 2 garage spots • Car-dependent

NEW CONSTRUCTION

27 Gypsum Ln #27, Chester, NH 03036
27 Gypsum Ln #27, Chester, NH 03036
27 Gypsum Ln #27, Chester, NH 03036
ABOUT THIS HOME
Chester, NH Homes for Sale
WOW check out Southwoods Phase 4 in the Quintessential New England Town of Chester, NH. This Brand New Gorgeous Townhouse under construction is The Best value in Rockingham County. The home Features 2 Beds 2 1/2 baths, a bonus room/office and a 2 car garage on a Quiet Cul De Sac. The 1st Floor primary Bedroom has A fantastic En Suite with Double Vanity, Granite countertops and 1st floor laundry. The STUNNING Kitchen has an Island with Granite Countertops, Stainless-Steel appliances and hardwood floors that is sure to please and connects to the living and dining rooms with more hardwoods for that open concept everyone wants and a powder to complete the first level. The Trex Deck off the livi

$559,900

2 beds2.5 baths1,826 sq ft

27 Gypsum Ln #27, Chester, NH 03036

$429 HOA • 2 garage spots • Car-dependent

NEW CONSTRUCTION

30 Gypsum Ln #30, Chester, NH 03036
30 Gypsum Ln #30, Chester, NH 03036
30 Gypsum Ln #30, Chester, NH 03036
ABOUT THIS HOME
Chester, NH Homes for Sale
WOW check out Southwoods Phase 4 in the Quintessential New England Town of Chester, NH. This Brand New Gorgeous Townhouse to be built is The Best value in Rockingham County. The home Features 2 Beds 2 1/2 baths, a bonus room/office and a 2 car garage on a Quiet Cul De Sac. The 1st Floor primary Bedroom has A fantastic En Suite with Double Vanity, Granite countertops and 1st floor laundry. The STUNNING Kitchen has an Island with Granite Countertops, Stainless-Steel appliances and hardwood floors that is sure to please and connects to the living and dining rooms with more hardwoods for that open concept everyone wants and a powder to complete the first level. The Trex Deck off the living room

$559,900

2 beds2.5 baths1,826 sq ft

30 Gypsum Ln #30, Chester, NH 03036

$429 HOA • 2 garage spots • Car-dependent

NEW CONSTRUCTION

24 Gypsum Ln #24, Chester, NH 03036
24 Gypsum Ln #24, Chester, NH 03036
24 Gypsum Ln #24, Chester, NH 03036
ABOUT THIS HOME
Chester, NH Homes for Sale
WOW check out Southwoods Phase 4 in the Quintessential New England Town of Chester, NH. This Brand New Gorgeous Townhouse to be built is The Best value in Rockingham County. The home Features 2 Beds 2 1/2 baths, a bonus room/office and a 2 car garage on a Quiet Cul De Sac. The 1st Floor primary Bedroom has A fantastic En Suite with Double Vanity, Granite countertops and 1st floor laundry. The STUNNING Kitchen has an Island with Granite Countertops, Stainless-Steel appliances and hardwood floors that is sure to please and connects to the living and dining rooms with more hardwoods for that open concept everyone wants and a powder to complete the first level. The Trex Deck off the living room

$559,900

2 beds2.5 baths1,826 sq ft

24 Gypsum Ln #24, Chester, NH 03036

$429 HOA • 2 garage spots • Car-dependent

93 Birch Rd, Chester, NH 03036-4002
93 Birch Rd, Chester, NH 03036-4002
93 Birch Rd, Chester, NH 03036-4002
ABOUT THIS HOME
Chester, NH Homes for Sale
Stunning 4-Bed, 2-bath home on a Picturesque Lot in a Quiet Neighborhood. Experience the charm of this New Hampshire home, perfectly positioned in a quiet neighborhood just a short drive from Manchester and Nashua and a quick trip to the mountains and beach. Nestled on a beautiful lot with mature trees and a private pond, this property offers a rare combination of peaceful surroundings and prime location. Set on a scenic lot with mature trees and a tranquil pond, this property offers a perfect blend of privacy, natural beauty, and modern comfort. Step inside to discover a spacious layout featuring a bright and airy great room with soaring cathedral ceilings, ideal for relaxing or entertaini

$679,000

4 beds2 baths2,562 sq ft

93 Birch Rd, Chester, NH 03036-4002

3.3 acre lot • 2 garage spots • Car-dependent

Property at Lot 6 Robin Way #6, Chester, NH 03036, 4 beds, 2.5 baths

$765,900

4 beds2.5 baths2,254 sq ft

Lot 6 Robin Way #6, Chester, NH 03036

Property at 38 Granite Ln #38, Chester, NH 03036, 2 beds, 3.5 baths

$614,900

2 beds3.5 baths3,221 sq ft

38 Granite Ln #38, Chester, NH 03036

Property at 34 Edwards Mill Rd, Chester, NH 03036, 4 beds, 2 baths

$935,000

4 beds2 baths2,528 sq ft

34 Edwards Mill Rd, Chester, NH 03036

Property at Robin Way Lot 2, Chester, NH 03036, 3 beds, 2 baths

$699,900

3 beds2 baths1,550 sq ft

Robin Way Lot 2, Chester, NH 03036

Property at Robin Way Lot 7, Chester, NH 03036, 3 beds, 2.5 baths

$661,900

3 beds2.5 baths1,894 sq ft

Robin Way Lot 7, Chester, NH 03036

Property at Robin Way Lot 6, Chester, NH 03036, 4 beds, 2.5 baths

$765,900

4 beds2.5 baths2,254 sq ft

Robin Way Lot 6, Chester, NH 03036

Property at Old Chester Tpke Unit 2-1, Chester, NH 03036

$49,999

— beds— baths— sq ft

Old Chester Tpke Unit 2-1, Chester, NH 03036

Property at 360 Candia Rd #32, Chester, NH 03036

$69,900

— beds— baths— sq ft

360 Candia Rd #32, Chester, NH 03036

Property at 00 Dump Rd, Chester, NH 03036

$129,900

— beds— baths— sq ft

00 Dump Rd, Chester, NH 03036

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62 Maverick Dr, Auburn, NH 03032
62 Maverick Dr, Auburn, NH 03032
62 Maverick Dr, Auburn, NH 03032
ABOUT THIS HOME
Chester, NH Homes for Sale
Welcome to the perfect blend of charm, comfort, and function in this beautifully maintained Colonial featuring 3 bedrooms and 2.5 baths, ideally situated on nearly 3 acres on a cul-de-sac street with serene views of Beaver Pond. Step inside to find a thoughtfully updated eat-in kitchen with gleaming granite countertops, modern appliances, & ample space for casual dining. The formal dining room offers an elegant setting for hosting, while the sun-drenched living room features a dramatic Palladian window that frames stunning views of the pond, skylights, & gas fireplace. The 1st floor offers, a private office perfect for remote work, a spacious sunroom, half bath, and convenient lau

$1,025,000

3 beds2.5 baths3,696 sq ft

62 Maverick Dr, Auburn, NH 03032

2.93 acre lot • 5 garage spots • Car-dependent

2 Kristin Dr, Derry, NH 03038
2 Kristin Dr, Derry, NH 03038
2 Kristin Dr, Derry, NH 03038
ABOUT THIS HOME
Chester, NH Homes for Sale
Welcome to this charming 3-bedroom, 1.5-bath single-family home nestled in a quiet East Derry neighborhood. This property offers plenty of room for both relaxation and entertaining. The main floor features a bright and functional layout, with beautiful hardwood floors in the kitchen and dining room, and tile flooring in the spacious living room. The master bedroom includes a large walk-in closet, offering plenty of storage and comfort. A three-season porch provides a comfortable spot to unwind or entertain, and a new deck offers additional outdoor living space perfect for gatherings or relaxing. The partially finished basement adds versatile space—ideal for a family room, play area, o

$599,000

3 beds1.5 baths1,763 sq ft

2 Kristin Dr, Derry, NH 03038

1.03 acre lot • Car-dependent

OPEN SUN, 12PM TO 1:30PM

1 Lily Ln, Londonderry, NH 03053
1 Lily Ln, Londonderry, NH 03053
1 Lily Ln, Londonderry, NH 03053
ABOUT THIS HOME
Chester, NH Homes for Sale
Welcome to Winni Estates, South Londonderry's newest 21-lot development by DHB Homes featuring both first and second floor primary suite options. Open concept floor plans, large windows, tall ceilings, light or dark interiors, crisp and cool exterior color schemes, designer-inspired finishes, custom cabinetry options, sleek quartz countertops, stunning tile selections - the chance to make our brand new builds your new home at every turn. Winni Estates is where the essence of modern residential living meets the timeless charm of a small town. Common areas featuring a park and a recreation field, where all residents can gather with family and friends for a birthday party or a game of soccer.

$950,000

3 beds2.5 baths2,587 sq ft

1 Lily Ln, Londonderry, NH 03053

0.25 acre lot • $99 HOA • 2 garage spots

OPEN TODAY, 11AM TO 12:30PM

1 Windmere Dr, Raymond, NH 03077
1 Windmere Dr, Raymond, NH 03077
1 Windmere Dr, Raymond, NH 03077
ABOUT THIS HOME
Chester, NH Homes for Sale
Step into charm and experience modern comfort at 1 Windmere Drive. Set on a level 2.16-acre lot abutting the scenic Blueberry Hill Sugarworks, this Colonial is in pristine condition and has been meticulously maintained to offer the perfect blend of privacy, convenience, and thoughtful updates. The main level welcomes you with a cozy living room featuring a gas fireplace and gleaming hardwood floors, central air, a formal dining room, and first-floor laundry. A sun-filled kitchen, perfectly positioned to catch the morning light, offers the ideal space for daily living and entertaining. Recent updates include a refrigerator and microwave (2025), HVAC (2018), and water heater (2022). Upstairs,

$569,900

3 beds1.5 baths2,640 sq ft

1 Windmere Dr, Raymond, NH 03077

2.16 acre lot • 2 garage spots • Car-dependent

OPEN TODAY, 10AM TO 12PM

109 Main St, Raymond, NH 03077
109 Main St, Raymond, NH 03077
109 Main St, Raymond, NH 03077
ABOUT THIS HOME
Chester, NH Homes for Sale
* * Looking for a spacious raised ranch on a private, level 2+ acre lot? * * You won’t want to miss this incredible opportunity! The main floor offers an open and inviting layout, featuring an expansive eat-in kitchen that flows seamlessly into a generous living room with a striking wood-burning fireplace insert—perfect for cozy New England winters. Just off the kitchen, enjoy your morning coffee in the sun-drenched sunroom. The main level also includes three well-sized bedrooms, including a primary suite with a full en-suite bath, plus an additional full bathroom. Downstairs, the finished lower level provides versatile flex space to suit your needs—whether it's a large

$489,900

3 beds2 baths2,838 sq ft

109 Main St, Raymond, NH 03077

2.3 acre lot • 2 garage spots • Car-dependent

OPEN TODAY, 11AM TO 1PM

6 Lemon Tree Rd, Raymond, NH 03077
6 Lemon Tree Rd, Raymond, NH 03077
6 Lemon Tree Rd, Raymond, NH 03077
ABOUT THIS HOME
Chester, NH Homes for Sale
Stately Colonial on 2 manicured acres!, on quiet cul-de-sac. Move-in condition, having been completely and beautifully refurbished in 2025! Better than new with so many extras in this one-owner home! Resort-like hardscaping makes it like a year-'round vacation. Ideal for at-home workers with 2 offices, if needed. Brand new kitchen includes quartz countertops & appliances; lighting, painting, vanities, Crown moulding, generator, central A/C, security system, etc. (see extras list attached to property disclosure). Spacious living room with fireplace, cathedral ceilings. Primary bedroom suite has walk-in closet, private bath, high ceilings. Finished family room, too. 3 Garages for vehicl

$989,900

3 beds2.5 baths2,968 sq ft

6 Lemon Tree Rd, Raymond, NH 03077

2 acre lot • 3 garage spots • Car-dependent

Property at 1 Rain Pond Pl #27, Derry, NH 03038, 3 beds, 1.5 baths

$516,900

3 beds1.5 baths1,997 sq ft

1 Rain Pond Pl #27, Derry, NH 03038

Property at 7 Lakeview Ave, Sandown, NH 03873, 2 beds, 2 baths

$399,000

2 beds2 baths972 sq ft

7 Lakeview Ave, Sandown, NH 03873

Property at 12 Orchard Dr, Derry, NH 03038, 3 beds, 2.5 baths

$639,000

3 beds2.5 baths2,331 sq ft

12 Orchard Dr, Derry, NH 03038

Property at 1 Cameron Ct #1, Hampstead, NH 03841, 2 beds, 2.5 baths

$699,000

2 beds2.5 baths1,860 sq ft

1 Cameron Ct #1, Hampstead, NH 03841

Property at 35 Reed Rd, Sandown, NH 03873, 3 beds, 2 baths

$879,900

3 beds2 baths2,180 sq ft

35 Reed Rd, Sandown, NH 03873

Property at 291 Brown Rd, Candia, NH 03034, 3 beds, 2 baths

$637,500

3 beds2 baths2,090 sq ft

291 Brown Rd, Candia, NH 03034

Property at 1 Blaisdell Ct, Raymond, NH 03077, 4 beds

$849,900

4 beds— baths2,040 sq ft

1 Blaisdell Ct, Raymond, NH 03077

Property at 22 Lane Rd, Raymond, NH 03077, 4 beds, 2 baths

$475,000

4 beds2 baths1,809 sq ft

22 Lane Rd, Raymond, NH 03077

Property at 15 Sargent Dr, Raymond, NH 03077, 1 bed, 1 bath

$349,000

1 bed1 bath968 sq ft

15 Sargent Dr, Raymond, NH 03077

Property at 297 Crowley Rd, Candia, NH 03034, 4 beds, 4 baths

$999,900

4 beds4 baths3,336 sq ft

297 Crowley Rd, Candia, NH 03034

Property at 21-3 Georges Ln, Fremont, NH 03044, 3 beds, 2.5 baths

$369,000

3 beds2.5 baths2,176 sq ft

21-3 Georges Ln, Fremont, NH 03044

Property at 78 Bypass 28, Derry, NH 03038, 3 beds, 2.5 baths

$549,000

3 beds2.5 baths1,990 sq ft

78 Bypass 28, Derry, NH 03038

Property at Brown Rd Lot 3, Candia, NH 03034

$400,000

— beds— baths— sq ft

Brown Rd Lot 3, Candia, NH 03034

Property at 209 Fremont Rd, Sandown, NH 03873

$350,000

— beds— baths— sq ft

209 Fremont Rd, Sandown, NH 03873

Average home prices near Chester, NH

Cities

Zip Codes
Minor Civil Divisions

Chester, NH real estate trends

$685K

Sale price

-9.27%
since last year

$247

Sale $/sq ft

-15.4%
since last year

Over list price

0.3%

Days on market

Down payment

—

Total homes sold

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