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Yasenka Real Estate

Chester NH Real Estate & Homes for Sale

10 Properties Found

The median home value in Chester, NH is $664,000. This is higher than the county median home value of $441,000. The national median home value is $308,980. The average price of homes sold in Chester, NH is $664,000. Approximately 88% of Chester homes are owned, compared to 9% rented, while 3% are vacant. Chester real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Chester real estate agent to arrange a tour today!
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Open House:

Sunday, 4/12 12:00-1:30PM

Beds:
2
Baths:
1.75
Sq.Ft.:
2,205
Status:
NEW LISTING
MLS#:
5083016
Type:
Condo
Year built:
2014
A broker reciprocity listing Courtesy: Jo-Ellen Redmond - EXP Realty, Cell: 603-533-7488 , Phone: 8883987062 Jo-Ellen Redmond
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Welcome to this like-new home in the sought-after Villages at Chester, a non-age-restricted community offering flexibility for a variety of lifestyles. This beautifully updated condo features a one-car garage, a first-floor bedroom with an attached bath, a spacious kitchen and dining area, and a living room with a vaulted ceiling that adds warmth and openness to the space. Upstairs, you'll find a loft, a private ensuite bedroom, and a walk-in closet. Recent improvements include all new carpeting, LVL flooring, fresh interior paint throughout, new toilets, and newly painted kitchen cabinets. Step out onto the back deck and enjoy peaceful views overlooking The Pond, one of the best locations in the neighborhood. Located within highly rated public school systems, including Chester Academy and Pinkerton Academy, this home offers both comfort and convenience in a desirable setting. This home truly feels like new and is ready for its next owner to enjoy.

Beds:
3
Baths:
3.25
Sq.Ft.:
5,601
Status:
NEW LISTING
MLS#:
5082534
Type:
Single Family
Lot size:
2.19 Acres
Year built:
1993
A broker reciprocity listing Courtesy: Team Scattergood - BHHS Verani Londonderry, team.scattergood@verani.com , Phone: 6034342377 Team Scattergood
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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 easily serves as a bedroom. Designed for flexibility, the home features an approved IN-LAW/ADU in the lower level with SEPARATE ENTRANCE, perfect for multi-generational living. The open floor plan offers an oversized living room with a wood-burning fireplace and a SPACIOUS kitchen with an eat-at island, GRANITE counters, under cabinet lighting SUBWAY tile backsplash, work DESK area, plus a COVERED PORCH for seamless indoor-outdoor entertaining. The primary suite includes a jetted tub, double sinks, separate shower, large walk-in closet, and a private deck overlooking the IN-GROUND HEATED POOL (depth about 5 feet both ends) with PAVILLION. Need even more space? The finished lower level provides additional living area with the in-law/ADU set up with kitchen and bath or huge family room. Additional highlights include many HANDICAP-ACCESSIBLE FEATURES: Jack & Jill WET ROOM BATH, garage RAMP, hardscape WALKWAY to the pool, most doors 36 inch with lever handles and BARN DOORS for easy room transition. System: Forced hot water heat with 6 zones and advanced boiler controls, dual oil tanks, central A/C for summer comfort, and generator-ready wiring for peace of mind. Repaired/Replaced - 2017: Kitchen & Appliances, 2018: A/C, 2019: Hardwood refinish, 2022: Roof, Gutters, Pool Reline, 2023: Pavilion, fence, irrigation, Siding, 2024: Refrigerator, Tree pruning\New Grass. AGENTS & BUYERS to do their own Due Diligence to verify all listing information. Room sizes are for reference only; not guaranteed. 3 bedroom septic. Quick Close Possible. Some exterior photos AI enhanced.

Beds:
4
Baths:
2.00
Sq.Ft.:
4,256
Status:
Active
MLS#:
5081162
Type:
Single Family
Lot size:
3.89 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Jessica Emerson - East Key Realty, Cell: 603-303-7037 , Phone: 6037873155 Jessica Emerson
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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 serene views and the gentle sounds of Towle Brook. Inside, you'll find a warm and inviting atmosphere highlighted by rich woodwork and timeless character throughout. The spacious kitchen and dining area flow seamlessly into the living room, creating an ideal space for gathering and entertaining. A stunning stone fireplace and soaring cathedral ceiling anchor the room, adding a cozy appeal. Down the hall, you'll find a convenient laundry area, a full bathroom, and a first-floor bedroom with direct access to the bath - perfect for guests or single-level living. One of the home's standout features is the heated solarium, a sun-filled retreat where you can unwind year-round while surrounded by the beauty of the outdoors. Upstairs, a spiral staircase leads to a generous loft, ideal for a reading nook, office, or sitting area. This level also includes 3 additional bedrooms and a full bath, offering plenty of space for family or visitors. The property is further enhanced by a 3-car gambrel garage, complete with a heated, drive-through bay and water access. Above the garage, a large walk-up space provides endless potential for storage, a workshop, or future finished living space. This unique property offers a rare opportunity to enjoy comfort, charm, and tranquility in a truly picturesque setting.

Beds:
3
Baths:
2.50
Sq.Ft.:
3,024
Status:
Active
MLS#:
5079761
Type:
Single Family
Lot size:
0.85 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Joseph Pantaleo - DiPietro Group Real Estate , Phone: 6032165086 Joseph Pantaleo
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649,900 FOR NEW CONSTRUCTION! Thoughtfully designed and overbuilt well beyond standard new-construction practices, this property offers unmatched quality, comfort, and flexibility for today's lifestyle. While officially a 2-bedroom home, the floor plan includes a generous office that can easily function as a third bedroom, guest space, or private work-from-home retreat - giving the home the feel and versatility of a true 3-bedroom layout. From the moment you step inside, you'll appreciate the superior craftsmanship and the open, inviting floor plan. The kitchen is a standout feature of the home, offering beautiful cabinetry, stylish finishes, and excellent workspace for everyday cooking or entertaining. The bathrooms are elegantly designed with modern, beautifully tiled surrounds that add both durability and sophistication. Natural light fills the main living areas, enhancing the sense of spaciousness and highlighting the quality materials used throughout. One of the biggest advantages of this property is its potential for even more future living space. The unfinished attic offers a fantastic opportunity to finish additional square footage - perfect for a bonus room, studio or additional bedrooms! The water proofed basement provides plenty of storage options, keeping the rest of the home clutter-free and offering flexibility for organization or future utility. Schedule your showing today!

Beds:
3
Baths:
2.50
Sq.Ft.:
2,634
Status:
Active
MLS#:
5079403
Type:
Single Family
Lot size:
0.74 Acres
Year built:
2015
A broker reciprocity listing Courtesy: Nikki Kalantzis - Realty One Group Next Level , Phone: 8888887653 Nikki Kalantzis
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Welcome home to this beautifully maintained Colonial in the highly desirable Jenkins Farm neighborhood of Chester, NH. Lovingly cared for and very lightly lived in, this home shines with pride of ownership and offers the perfect blend of comfort, space, and charm. Step inside to a bright, open-concept first floor designed for easy everyday living and effortless entertaining. The spacious sunken great room is the heart of the home, featuring a cozy fireplace and walls of windows that fill the space with natural light. Just off the great room, a welcoming dining nook creates the perfect spot for morning coffee or casual family meals. The thoughtfully designed first floor also includes a convenient laundry area, a stylish powder room, and seamless flow throughout the living spaces. Stay comfortable year-round with central air conditioning.Upstairs, you'll find three generously sized bedrooms including a relaxing primary suite, along with two full bathrooms to accommodate family and guests with ease. Need more space? The finished walk-out basement offers fantastic bonus living space, ideal for a family room, home office, playroom, or gym. Outside, enjoy the beautiful lot and peaceful setting from your private back deck, perfect for summer grilling or quiet evenings overlooking the yard. The two-car garage provides convenience and additional storage. Located in a lovely neighborhood known for its charm and community feel, this home offers the tranquility of Chester while remaining close to commuting routes, shopping, and local amenities. Sweet, welcoming, and move-in ready, this is the kind of home that just feels right the moment you walk in. Come see why life in Jenkins Farm is so special. Your next chapter starts here. Showings start at the OPEN HOUSE 3-21 and 3-22 from 1-3pm!

Beds:
3
Baths:
2.50
Sq.Ft.:
3,607
Status:
Active
MLS#:
5075429
Type:
Condo
Subdivision:
Pipit Estates
A broker reciprocity listing Courtesy: Al Rotondi - RE/MAX Innovative Properties, arotondi@innovativesells.com , Phone: 6034344101 Al Rotondi
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The Eagle Farmhouse blends a classic colonial layout with a fresh, modern exterior. A centrally located turned staircase is just one of the many thoughtful floor plan features that make this home both highly functional and adaptable to a variety of lifestyle needs. The second floor offers two spacious bedrooms with walk-in closets, a dedicated laundry room, a full bath, and a luxurious primary en suite designed to satisfy even the most discerning homeowner's dream retreat. Pet friendly community. No age restrictions. Still time to make your own selections. Come and see what this wonder community in desirable Chester, NH has to offer.

Beds:
3
Baths:
2.50
Sq.Ft.:
5,612
Status:
Active
MLS#:
5073874
Type:
Single Family
Lot size:
10 Acres
Year built:
1989
A broker reciprocity listing Courtesy: Dana Baier - Four Seasons Sotheby's Int'l Realty , Phone: 6034137600 Dana Baier
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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 dual staircases to the backyard. A dining room, sunroom with pastoral views, family room, guest room, and laundry-equipped half bath complete the first floor. On the second level, the primary suite offers a private balcony, sitting area, custom wardrobe, and a full bath with a jetted tub and new double vanity. Two additional bedrooms share a Jack-and-Jill bath and one has a private balcony. A partially finished basement provides space for guests or a home gym. The property includes a heated two-car garage with a workshop and a refurbished barn with grain and tack rooms. Equestrians will enjoy fenced paddocks, an outdoor arena, and miles of private riding trails and direct access to 20+ miles of trails across thousands of acres of public land. A new, professionally engineered bridge crosses a brook leading to a horse run-in. The grounds feature a furnished off-grid cabin with a private bath, two gazebos, two stone fire pits, and an outdoor hot tub. Recent upgrades include a new roof, well pump, water filtration, and hot water heater, plus a generator hook-up and whole-house AC. This estate offers complete privacy with no visible neighbors, yet remains an easy commute to Concord, Manchester, Portsmouth, and Boston.

Beds:
3
Baths:
2.50
Sq.Ft.:
4,715
Status:
Active
MLS#:
5072856
Type:
Single Family
Lot size:
1.01 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Jo-Ellen Redmond - EXP Realty, Cell: 603-533-7488 , Phone: 8883987062 Jo-Ellen Redmond
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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 living spaces, a spacious kitchen ideal for entertaining, a dedicated dining area, and flexible floor plan options to suit a variety of lifestyles. The second level includes a private primary suite, additional bedrooms, and convenient second-floor laundry. A welcoming front porch and a three-car attached garage complete the design. Buyers may choose this plan, select an alternate builder-approved plan, or bring their own custom design. At this stage, buyers can personalize all finishes, including cabinetry, countertops, flooring, fixtures, and color selections, creating a home tailored to their individual preferences and design vision. Colby Farm is a limited subdivision of just 10 homes, offering a quiet country atmosphere while remaining convenient for commuters, with easy access to Route 93 and a reasonable commute to Boston. Close to Chester village amenities, outdoor recreation, and major routes, this is a unique opportunity to create a custom home in one of Chester's most sought-after new neighborhoods.

Beds:
3
Baths:
2.50
Sq.Ft.:
4,318
Status:
Active
MLS#:
5072786
Type:
Single Family
Subdivision:
Colby Farm
Lot size:
1.01 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Jo-Ellen Redmond - EXP Realty, Cell: 603-533-7488 , Phone: 8883987062 Jo-Ellen Redmond
View additional info

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 farmhouse style home is a 3,018 sq. ft. retreat that blends timeless charm with modern living. The plan includes three generously sized bedrooms, two and a half well appointed bathrooms, & a convenient second floor laundry. At the heart of the home, the gourmet kitchen is designed to be tailored to your taste, with allowances for appliances, cabinetry, countertops, and finishes. A large center island & walk in pantry create a space that works beautifully for both everyday living and entertaining. The layout also features a flexible room ideal for a home office or den, an expansive great room for gatherings, & a welcoming mudroom leading to a spacious two car garage, all designed with comfort and livability in mind. Set along a scenic country road, Colby Farm offers the perfect balance of modern luxury and rural charm. A neighboring horse farm and 18 acres of conservation land enhance the peaceful surroundings, while the absence of condo fees adds to the appeal. Choose from the builder's thoughtfully designed plans or bring your own vision to life. Photos are a facsimile of previous build.

Beds:
4
Baths:
2.50
Sq.Ft.:
5,904
Status:
Active
MLS#:
5071289
Type:
Single Family
Lot size:
3.51 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Susan Whelan - Realty One Group Next Level , Phone: 8888887653 Susan Whelan
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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 fireplaces - one in the family room and one in the primary suite. Upstairs offers four generous bedrooms, including an extra-large room over the garage with potential to become a second primary suite, bonus room, or guest space. The lower level has potential space with separate egress but offers excellent potential for future customization or exploration of an ADU, subject to buyer due diligence and town approval. Outdoor living includes an oversized deck, above-ground pool, and fenced-in pet area. An oversized attached garage provides great space for vehicles, storage, or hobbyists. The roof is approximately 8 years old, offering added peace of mind. Set in a quiet, wooded location yet close to major routes, shopping, dining, and Pinkerton Academy, this property offers privacy, space, and the lifestyle buyers seek in Chester. A rare opportunity with room to grow. Open House Saturday, March 21st, 10:30-12

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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 Site 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. Data last updated 4/12/2026 2:54 PM

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