Hillsborough, NH Homes

/40
$550,000
- 4 Beds
- 3.5 Baths
- 2,814 Sq Ft
39 Birch Glen Dr, Bennington, NH 03442

The perfect four-season retreat with great views to Crotched Mountain! Ideally situated just across the road from the slopes, offering effortless ski access in the winter. When the snow melts, enjoy the nearby Crotched Mountain Golf Club just down the road for a relaxing day on the course followed by a bite to eat at their tavern restaurantThis 3 bedroom, 3.5 bath home offers great space with a

Linda Rosenthall

Rosenthall Realty Group LLC

(877) 384-9706

39 Birch Glen Dr, Bennington, NH 03442
/13
$130,000 Sold Jul 18, 2025
- 640 Sq Ft
- $203/SF
- 5 Days On Market
- 1 Bed
- 1 Bath
- Built 1985
576 Francestown Rd Unit 27, Bennington, NH 03442

This tastefully updated year-round condo, located directly across from Crotched Mountain Ski Area has all the convenience you need. With an open concept and wonderful mountain views, this one-bedroom, one bathroom unit offers the weekend getaway you have been looking for. Showings start at the open house on Saturday, 6/21 from 11 am to 1 pm and Sunday, 6/22, from 11 am to 1 pm.

Ken MacIntosh Coldwell Banker Realty Bedford NH

576 Francestown Rd Unit 27, Bennington, NH 03442

/40
Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,356 Sq Ft
23 Francestown Rd, Bennington, NH 03442

23 Francestown Rd, Bennington, NH 03442

/55
$1,025,000 Under Contract
- 4 Beds
- 3 Baths
- 4,506 Sq Ft
160 Old Stagecoach Rd, Bennington, NH 03442

This historic New England estate, situated on 63+ picturesque acres, features a brick Georgian facade with symmetrical windows, black shutters, and a front entry with an arched transom. The expansive layout has a white clapboard wing that evokes the feel of a traditional farmhouse addition, complete with vintage-style barn doors and skylights. The first floor features a formal living room with a

Peg Walsh

Four Seasons Sotheby's International Realty

(833) 382-2896

160 Old Stagecoach Rd, Bennington, NH 03442
/36
$375,000 Sold Jul 10, 2025
- 1,364 Sq Ft
- $275/SF
- 35 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1810
11 Francestown Rd, Bennington, NH 03442

Charming and versatile, this 3-bedroom home with a bonus room offers comfort, character, and convenience just minutes from Crotched Mountain and within walking distance to local schools. The first floor features gorgeous maple flooring throughout and an open floor plan ideal for modern living. Enjoy cooking in the spacious eat-in kitchen, complete with quartz countertops and a high ceiling that

Anderson Mills & Associates Coldwell Banker Realty Bedford NH

11 Francestown Rd, Bennington, NH 03442

/40
Est $217,326 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,140 Sq Ft
10 Onset Rd Unit 14, Bennington, NH 03442

10 Onset Rd Unit 14, Bennington, NH 03442

/29
$425,000
- 2 Beds
- 1 Bath
- 1,056 Sq Ft
479 U S 202, Bennington, NH 03442

Fabulous income or extended family living or both. This wonderful farmhouse comes with a darling little cottage. Multi-generational living is easy here. Each home is separate and comes with a carport and a shed. The little cottage has been recently updated with new heating, hot water, flooring, paint and bath. The Farmhouse has hardwood floors, lovely enclosed porch and large deck for

Linda Gray

Perfect Choice Properties, Inc.

(603) 606-9925

479 U S 202, Bennington, NH 03442
/40
$327,000 Sold May 27, 2025
- 768 Sq Ft
- $426/SF
- 32 Days On Market
- 2 Beds
- 1 Bath
- Built 1976
55 Gillis Hill Rd, Bennington, NH 03442

Tucked away on a peaceful gravel road just off Route 202 for easy commuting, this adorable 2-bedroom, 1-bath Cape is cute as a button and full of character. From the moment you arrive, you’ll feel the warmth and charm of this lovingly maintained home. Step inside to find hardwood floors, exposed beams, and abundant natural light that fills the cozy living spaces. A wood stove adds a touch of

Sadie Halliday EXP Realty

55 Gillis Hill Rd, Bennington, NH 03442

/18
Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,740 Sq Ft
13 Pinehurst Dr, Bennington, NH 03442

13 Pinehurst Dr, Bennington, NH 03442

/26
$425,000
- 3 Beds
- 2 Baths
- 1,900 Sq Ft
479 U S 202, Bennington, NH 03442

Opportunity is waiting for you. Here is your chance to own a great property. Two houses on one lot. Great Investment. Live in one and rent out the other, or keep them both rented. Use the cottage as an Air B&B or your in-home business. Beautiful private back yard is great for family outings. The little cottage has been recently updated and is adorable and sunny with new LP heating units. The

Linda Gray

Perfect Choice Properties, Inc.

(603) 634-9774

479 U S 202, Bennington, NH 03442
/32
$410,000 Sold May 15, 2025
- 1,440 Sq Ft
- $285/SF
- 65 Days On Market
- 3 Beds
- 1.5 Baths
- Built 2008
181 Us Highway 202, Bennington, NH 03442

Welcome to picturesque Bennington, New Hampshire! This home offers an ideal blend of comfort and versatility, featuring two bedrooms, a bonus room and 1.5 bathrooms, perfect for families or those seeking extra space. The main level boasts an inviting open floor plan, accentuated by abundant natural light that flows through Pella windows, highlighting the beautiful hardwood floors. The spacious

Christy Silver Coldwell Banker Realty Bedford NH

181 Us Highway 202, Bennington, NH 03442

/28
Est $346,200 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,303 Sq Ft
141 State Route 202, Bennington, NH 03442

141 State Route 202, Bennington, NH 03442

/53
$489,000
- 4 Beds
- 2 Baths
- 2,038 Sq Ft
8 Main St, Bennington, NH 03442

A true transformation is what you will find when you enter this charming Colonial home. Completely renovated and ready for you! 2 units; owner occupy one unit and rent out one unit or rent out both as an investment. Enter into unit 1 and you will see it is tastefully updated throughout! Stunning eat in kitchen with dining area and eat up bar, good sized living room with tons of natural light and

Emily Lagerberg R.H. Thackston & Company

8 Main St, Bennington, NH 03442
/45
$625,000 Sold May 07, 2025
- 2,732 Sq Ft
- $229/SF
- 216 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1975
58 Dodge Hill Rd, Bennington, NH 03442

You can have it all at 58 Dodge Hill Rd, Bennington NH! With over 2700 square feet of living space, this 3 bedroom, 3 bath home gives you everything and more. Offering single level living where quality and comfort come together and give you the perfect retreat on your 2.9-acre lot. Built in 1975, the home has gone through many improvements and renovations over the years. The original

Aimpoint Realty Group Keller Williams Realty-Metropolitan

58 Dodge Hill Rd, Bennington, NH 03442

/12
Not Listed For Sale
- 1 Bed
- 1 Bath
- 683 Sq Ft
576 Francestown Rd Unit 19, Bennington, NH 03442

576 Francestown Rd Unit 19, Bennington, NH 03442

/50
$525,000 New Construction
- 3 Beds
- 2.5 Baths
- 1,872 Sq Ft
128 Onset Rd, Bennington, NH 03442

MOVE IN READY - BEAUTIFUL NEW CONSTRUCTION with an AWESOME FLOOR PLAN! Peaceful rural location set on 3 acres, with room for expansion. Close to lots of Skiing including right next door to Crotched Mountain.This Home was Built with Sensible Thought, Care, and Quality Workmanship. It features Wall to Wall Gleaming Hardwood Floors throughout the first floor, as well as a Spacious, Bright

Ian Larose Coldwell Banker Realty Bedford NH

128 Onset Rd, Bennington, NH 03442
/18
$449,000 Sold Apr 30, 2025
- 1,219 Sq Ft
- $368/SF
- 232 Days On Market
- 3 Beds
- 2 Baths
- Built 2024
64 Durgin Rd, Bennington, NH 03442

ESTIMATED COMPLETION DATE 2/28/25. Stunning split-level home on a dead end road offers the perfect blend of comfort and convenience. With 3 bedrooms, 2 bathrooms, and 1219 sq ft of living space, this open concept gem is ideal for families & those seeking a spacious retreat. Step inside and be greeted by a beautifully designed kitchen/dining/living area. The seamless flow allows for easy

Matthew Despres Keller Williams Realty-Metropolitan

64 Durgin Rd, Bennington, NH 03442

/20
Est $155,351 Not Listed For Sale
- Studio
- 1 Bath
- 480 Sq Ft
10 Onset Rd Unit 22B, Bennington, NH 03442

10 Onset Rd Unit 22B, Bennington, NH 03442

/10
$130,000
- 1 Bed
- 1 Bath
- 683 Sq Ft
576 Francestown Rd Unit 26, Bennington, NH 03442

This END UNIT condo offers comfortable living with spectacular views of Crotched Mountain Ski area. Enjoy a sunny deck overlooking the ski slopes, perfect for relaxing or entertaining.This bright and beautiful one-bedroom, one-bathroom unit boasts a fantastic location directly across the street from Crotched Mountain, providing easy access to skiing and other seasonal recreation. The first

Meghan Hardwick BHG Masiello Peterborough

576 Francestown Rd Unit 26, Bennington, NH 03442
/60
$400,000 Sold Apr 22, 2025
- 2,175 Sq Ft
- $184/SF
- 88 Days On Market
- 3 Beds
- 2 Baths
- Built 1890
15 Eaton Ave, Bennington, NH 03442

Quick closing possible on this beautiful home. Don't let the age fool you. This home is up to date, move in ready. The first floor is boasting with an open floor plan, high ceilings, new flooring, kitchen and baths. A first floor family room can be used as a bedroom with bath, family room or possible 2nd kitchen and in-law space, or maybe you need a game room or band room. This space is

Linda Gray Perfect Choice Properties, Inc.

15 Eaton Ave, Bennington, NH 03442

/35
Est $353,007 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,052 Sq Ft
45 Paradise Dr, Bennington, NH 03442

45 Paradise Dr, Bennington, NH 03442

/33
$175,000
- 1 Bed
- 1 Bath
- 720 Sq Ft
10 Onset Rd Unit 9A, Bennington, NH 03442

BACK ON THE MARKET! Don't let this Fantastic Opportunity to acquire your own Condo steps away from Crotched Mountain Ski Area (a Vail/Epic Resort) slip by! This cozy 2 story condo features an Open Concept Living Room/Kitchen with an Enormous Slider to the Very Spacious Private Deck. There is a Full Bath on the Main Level and up the Spiral Staircase is the Bedroom. There are Skylights that let in

Amy Vickery BHHS Verani Bedford

10 Onset Rd Unit 9A, Bennington, NH 03442
/23
$127,000 Sold Apr 11, 2025
- 683 Sq Ft
- $186/SF
- 7 Days On Market
- 1 Bed
- 1 Bath
- Built 1985
576 Francestown Rd Unit 22, Bennington, NH 03442

Just across the street from Crotched Mountain, this condo can be your ski getaway spot or a very affordable year-round home. The appliances are all brand new, it has been painted, cleaned and is ready to go. A full bath and open kitchen and living area overlook the mountain out the sliding glass door. Up the stairs is the loft style bedroom with plenty of space. The location offers not only easy

Bill Taylor BHG Masiello Peterborough

576 Francestown Rd Unit 22, Bennington, NH 03442

/34
Est $390,834 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,691 Sq Ft
27 Birch Glen Dr, Bennington, NH 03442

27 Birch Glen Dr, Bennington, NH 03442

/60
$700,000 Open Sat 12PM - 2PM
- 3 Beds
- 2.5 Baths
- 3,941 Sq Ft
184 Francestown Rd, Bennington, NH 03442

Amazing opportunity for a Multi-Generational Home or Additional Income as there are TWO SINGLE FAMILY HOMES! Situated on 4.8 Acres, there is an 1866 Colonial and 1986 Post and Beam Style Studio. The Studio has been freshly remodeled and is move in ready! The Great Room boasts 16' Soaring Ceilings, New Carpeting, Huge Ceiling Fan and Built in Cabinetry and Shelving. The Kitchen has been recently

Amy Vickery BHHS Verani Bedford

184 Francestown Rd, Bennington, NH 03442
/30
$150,000 Sold Apr 03, 2025
- 420 Sq Ft
- $357/SF
- 53 Days On Market
- Studio
- 1 Bath
- Built 1987
10 Onset Rd Unit 11B, Bennington, NH 03442

Are you looking for a great getaway condo on Crotchet Mountain? Or maybe you would like to call this mountain home all year long,or have a nice turn key investment unit.This is the one you don't want to miss! This studio unit in a pet friendly community,has many updates,nothing to do but move in and enjoy ski or snowboarding in the winter and swimming in nearby lakes in the summer.This

Daniel Mendonca BHHS Verani Salem

10 Onset Rd Unit 11B, Bennington, NH 03442

/39
Est $311,789 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,044 Sq Ft
169 State Route 202, Bennington, NH 03442

169 State Route 202, Bennington, NH 03442

/15
$100,000
- Land
- 5.00 Acres
- $20,000 per Acre
54 Onset Rd, Bennington, NH 03442

Explore the possibilities with this stunning 5-acre wooded lot in beautiful Bennington, NH! The property is currently zoned for commercial or recreational use, but with permission from the town could be the perfect place to build your dream home! This versatile lot is ideal for a range of projects—consider establishing an outdoor adventure park, a wellness retreat, or a retail space that

Alexander Berube Coldwell Banker Realty Bedford NH

54 Onset Rd, Bennington, NH 03442
/16
$145,000 Sold Mar 26, 2025
- 420 Sq Ft
- $345/SF
- 26 Days On Market
- Studio
- 1 Bath
- Built 1987
10 Onset Rd Unit 25, Bennington, NH 03442

A skier’s paradise awaits! This lower-level studio condo sits right on the slopes of Crotched Mountain, offering the ultimate convenience for winter sports enthusiasts. With the chairlift visible from your patio, you’re always just moments away from hitting the trails. Inside, the space is designed for efficiency and comfort, featuring a kitchen with an electric range, refrigerator, and adequate

Mark Zoeller KW Coastal and Lakes & Mountains Realty/Rochester

10 Onset Rd Unit 25, Bennington, NH 03442

/21
Est $351,920 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,459 Sq Ft
92 Paradise Dr, Bennington, NH 03442

92 Paradise Dr, Bennington, NH 03442

/14
$154,000 Pending
- 1 Bath
- 500 Sq Ft
10 Onset Rd Unit 36B, Bennington, NH 03442

Own your own Mountainside Studio! This adorable condo on Crotched Mountain is so welcoming and bright. Enjoy your slope side villa all year long, or create an income stream with seasonal rentals (minimum of one month rentals). Sit by the cozy gas fireplace in this pet friendly unit and watch the skier's ascend the mountain on the lift just outside your door. One mile from the Crotched Mountain

Alison Scott 603 Birch Realty, LLC

10 Onset Rd Unit 36B, Bennington, NH 03442
/58
$755,000 Sold Jan 17, 2025
- 3,701 Sq Ft
- $204/SF
- 67 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1957
122-124 Nh Route 202, Bennington, NH 03442

Amazing opportunity for a multi-generational family compound or additional income! Located in the quaint town of Bennington, The 3 bedroom / 2 Bath Main house boasts large, open concept, spacious & sunny rooms. Numerous windows create views of all the nature and landscape that surround this property. Updates throughout the main house include New Modern kitchen with oversized quartz island and

Colin Murdough Duston Leddy Real Estate

122-124 Nh Route 202, Bennington, NH 03442

/40
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,296 Sq Ft
68 Mountain Rd, Bennington, NH 03442

68 Mountain Rd, Bennington, NH 03442

/41
$316,000 Pending
- 4 Beds
- 1.5 Baths
- 1,950 Sq Ft
16 Bible Hill Rd, Bennington, NH 03442

**Back on the market, at no fault to the sellers**Charming 4-bedroom, 1.5-bath home located near Bennington Center, close to schools, restaurants, and local amenities. Once known as the “Little Red Schoolhouse,” this unique property blends historical character with everyday comfort. This well-maintained property features original tin ceilings, hardwood floors, an enclosed sun porch, formal

Stephanie Bates Cameron Prestige, LLC

16 Bible Hill Rd, Bennington, NH 03442
/15
$180,000 Sold Jan 10, 2025
- Land
- 12 Acres
- $15,358 per Acre
- 11 Days On Market
0 Knightland Rd, Bennington, NH 03442

This 11.72 acre parcel is an excellent investment opportunity.with frontage on a paved town road with town water on the street. 2/3 of the land is zoned Village district which allows for 1/2 acre lots with 100' of frontage. The remainder is zoned rural which 2 acres and 200' of frontage. The frontage runs along two roads and borders on a cul-de-sac. Lightly wooded with natural openings

Ken Moller The Mollers Inc.

0 Knightland Rd, Bennington, NH 03442

/17
Est $343,438 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,016 Sq Ft
77 Onset Rd, Bennington, NH 03442

77 Onset Rd, Bennington, NH 03442

/38
$320,000 Pending
- 3 Beds
- 1.5 Baths
- 1,386 Sq Ft
4 Main St, Bennington, NH 03442

*********Back on the market due to no fault of the home**********Welcome to 4 Main Street in Bennington, NH—a beautifully maintained 3-bedroom, 1.5-bath Cape offering 1,386 square feet of character and comfort. Nestled on a well-manicured lot in the heart of town, this home features a spacious and sunlit eat-in kitchen with warm butcher block countertops, stainless steel appliances, and

Aimpoint Realty Group Keller Williams Realty-Metropolitan

4 Main St, Bennington, NH 03442
/30
$775,000 Sold Jan 08, 2025
- 4,222 Sq Ft
- $184/SF
- 21 Days On Market
- 4 Beds
- 3 Baths
- Built 1981
232 Bible Hill Rd, Bennington, NH 03442

This delightful recently renovated large country retreat, set down a long gravel drive in a bucolic woodland setting offering much privacy and a broad sunset ridge view of surrounding hills, is this large live on the level home with many excitng modern appurtenances and design which allows for zero-step main level living. Large gourmet kitchen opens to great room with dining and entertaining

Andy Peterson Four Seasons Sotheby's International Realty

232 Bible Hill Rd, Bennington, NH 03442

/11
Not Listed For Sale
- 1 Bed
- 1 Bath
- 640 Sq Ft
576 Francestown Rd Unit 16, Bennington, NH 03442

576 Francestown Rd Unit 16, Bennington, NH 03442

/46
$415,000 Under Contract
- 3 Beds
- 2 Baths
- 1,568 Sq Ft
556 N Bennington Rd, Bennington, NH 03442

*********UPDATE, OPEN HOUSE ON 6/22/25 CANCELLED**********Welcome to 556 North Bennington Road, where timeless farmhouse charm meets opportunity and tranquility. Set on two scenic acres, this inviting 3-bedroom, 2-bath home offers a peaceful rural lifestyle with space for animals, hobbies, or simply room to breathe. Step inside to discover a welcoming interior with updated flooring, a

Aimpoint Realty Group Keller Williams Realty-Metropolitan

556 N Bennington Rd, Bennington, NH 03442

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