Homes for Sale near Hillcrest Educational Foundation

/43
$220,000
- 4 Beds
- 1.5 Baths
- 1,629 Sq Ft
35 Prospect St, Pittsfield, MA 01201

Welcome to this cheerful home designed to inspire, playfully referred to as ''The Jungle'' by its current owners. From the moment you arrive, a covered front porch sets the tone for what's inside; bright, refreshed interiors where smart lighting allows each space to shift effortlessly in mood, echoing the rhythm of an indoor jungle - energized and sunlit by day, warm and atmospheric by night! The

Syrah Bradley

BISHOP WEST REAL ESTATE

(413) 287-1153

35 Prospect St, Pittsfield, MA 01201
/8
$1,719,000
- 37 Beds
- 24 Baths
- 21,162 Sq Ft
306 South St, Pittsfield, MA 01201

Offered as a 7-property portfolio, totaling 21 units, this package includes a mix of multifamily properties and a single-family home with value-add potential. Several units are tenant-occupied, providing immediate income with upside potential, while others units require renovation, allowing investors to implement a phased improvement strategy. The portfolio currently generates an in-place NOI of

Corey Bishop

BISHOP WEST REAL ESTATE

(413) 798-8328

306 South St, Pittsfield, MA 01201
/10
$99,900
- 2 Beds
- 2 Baths
- 900 Sq Ft
30 Lakewood Dr, Pittsfield, MA 01201

Spacious Lake View Mobile home in Lake Onota Village, the home boasts a wood fireplace and covered patio with view of lake. modern kitchen and 2 full baths.

John Ciepiela

BISHOP WEST REAL ESTATE

(413) 776-5077

30 Lakewood Dr, Pittsfield, MA 01201
/4
$215,000
- Land
- 14.3 Acres
- $15,035 per Acre
L16 Reservoir Rd, Out-Of State, MA 99999

Discover an unparalleled opportunity with this stunning 14.3-acre parcel, perfect for building your dream home or if needed, subdividing into its original three lots. Featuring a pre-installed driveway, electrical service with a transformer, and a large 36 x 50 foundation that was started for a garage/barn, this property is both convenient and versatile. Enjoy the natural beauty of streams,

Gary Fuls Jr

Gary L Fuls DBA Re/MAX Transit

(866) 819-0148

L16 Reservoir Rd, Out-Of State, MA 99999
/43
$425,000
- 2 Beds
- 3 Baths
- 1,814 Sq Ft
35 Chapman Rd, Pittsfield, MA 01201

Classic New England farmhouse featuring a charming kitchen with beautiful Berkshire views and an open, inviting layout perfect for entertaining. The 1st floor offers, full bath and convenient laundry hookups, along with 2 living rooms. One ideal for relaxation and the other a perfect home office, playroom, game room. Upstairs, you'll find 2 good sized bedrooms each with their own full bathroom

Laura Arseneau

PAULA MCLEAN REALTORS INC.

(413) 323-3512

35 Chapman Rd, Pittsfield, MA 01201
/8
$45,000
- Land
- 1.08 Acres
- $41,666 per Acre
Lot 24 Old Farm Ln, Pittsfield, MA 01201

This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and numerous

Diane Thorson

WILLIAM PITT SOTHEBY'S - GT BARRINGTON

(413) 343-7322

Lot 24 Old Farm Ln, Pittsfield, MA 01201
/8
$55,000
- Land
- 1 Acre
- $55,000 per Acre
Lot 23 Old Farm Ln, Pittsfield, MA 01201

This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and numerous

Diane Thorson

WILLIAM PITT SOTHEBY'S - GT BARRINGTON

(413) 307-3151

Lot 23 Old Farm Ln, Pittsfield, MA 01201
/8
$35,000
- Land
- 1.08 Acres
- $32,407 per Acre
Lot 25 Old Farm Ln, Pittsfield, MA 01201

This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and numerous

Diane Thorson

WILLIAM PITT SOTHEBY'S - GT BARRINGTON

(413) 299-2220

Lot 25 Old Farm Ln, Pittsfield, MA 01201
/38
$349,990
- 3 Beds
- 1.5 Baths
- 1,940 Sq Ft
1842 East St, Pittsfield, MA 01201

Move right into this beautifully renovated 3-bedroom, 1.5-bath home offering 1,940 square feet of stylish and functional living space. Renovated in 2022, this home blends modern updates with classic charm. The main level features a bright living room with a cozy fireplace and gleaming wood floors, plus an oversized primary bedroom with two closets--a rare and valuable find on the first floor. The

Kellie Perrault

KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

(413) 848-7998

1842 East St, Pittsfield, MA 01201
/4
$500,000
- Land
- 3.44 Acres
- $145,349 per Acre
117 Lime Kiln Rd, Lenox, MA 01240

Ready to build! Build your own Berkshire Home on this beautiful 3.44 acre parcel in the heart of the Berkshires! The land is partially cleared and ready for construction, with septic design plans already with public water and power on the street. Set on a quiet road, this property offers privacy with a true Berkshire feel while being close to many cultural attractions including, Tanglewood, The

Laura Arseneau

PAULA MCLEAN REALTORS INC.

(413) 393-2997

117 Lime Kiln Rd, Lenox, MA 01240
/47
$650,000
- 5 Beds
- 3.5 Baths
- 3,074 Sq Ft
161 Leona Dr, Pittsfield, MA 01201

Set in one of Southeast Pittsfield's most desirable neighborhoods, this very sunny and impeccably maintained home offers the perfect balance of gracious living, flexible space, and effortless entertaining. Lovingly cared for by its current owner, the home unfolds with elegant formal rooms, hardwood floors, and a warm wood burning fireplace anchoring the living room. The heart of the home is an

Nick Geranios

WILLIAM PITT SOTHEBY'S - LENOX

(413) 570-8931

161 Leona Dr, Pittsfield, MA 01201
/8
$25,000
- Land
- 1.51 Acres
- $16,556 per Acre
Lot #26 Old Farm Ln, Pittsfield, MA 01201

Old Farm Lane, Lot #26 offers the perfect blend of wooded privacy and neighborhood community, while being tucked away on a quiet cul-de-sac. Utilities are in place with public sewer, private well, underground electric + gas. This lot borders the Pittsfield State Forest and offers close proximity to other year-round activities. It is also a short drive to the cultural hubs of Lenox, Williamstown,

Diane Thorson

WILLIAM PITT SOTHEBY'S - GT BARRINGTON

(413) 331-7250

Lot #26 Old Farm Ln, Pittsfield, MA 01201
/11
$1,176,800
- 4 Beds
- 3.5 Baths
- 2,634 Sq Ft
411 Churchill St, Pittsfield, MA 01201

To Be Built Home - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 8.94-acre lot (MLS #248342), featuring a

Corey Bishop

BISHOP WEST REAL ESTATE

(413) 343-4823

411 Churchill St, Pittsfield, MA 01201
/7
$809,900
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
403 Churchill St, Pittsfield, MA 01201

To Be Built - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 2.14-acre lot (MLS # 248343), featuring a private

Corey Bishop

BISHOP WEST REAL ESTATE

(413) 741-2226

403 Churchill St, Pittsfield, MA 01201
/11
$839,900
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
407 Churchill St, Pittsfield, MA 01201

To Be Built Home - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 3.59-acre lot (MLS # 248344), installed

Corey Bishop

BISHOP WEST REAL ESTATE

(413) 475-9767

407 Churchill St, Pittsfield, MA 01201
/12
$139,900
- Land
- 3.59 Acres
- $38,969 per Acre
407 Churchill St, Pittsfield, MA 01201

Experience refined country living on this immaculate 3.59-acre estate parcel, mostly cleared prepared with an installed private well, perc test/soil evaluation complete, and underground electric in place. A septic easement benefits the property via a neighboring parcel. The HOA provides driveway and common-land maintenance. The restrictions and covenants in place ensure lasting elegance: minimum

Corey Bishop

BISHOP WEST REAL ESTATE

(413) 216-4191

407 Churchill St, Pittsfield, MA 01201
/10
$109,900
- Land
- 2.14 Acres
- $51,355 per Acre
403 Churchill St, Pittsfield, MA 01201

Experience refined country living on this immaculate 2.14-acre estate parcel, mostly cleared prepared with an installed private well, 3 bedroom septic design and underground electric in place. There is an existing RDA plan approved which has expired and would need renewing for nearby wetlands on common land. The HOA provides driveway and common-land maintenance. The restrictions and covenants in

Corey Bishop

BISHOP WEST REAL ESTATE

(413) 414-4478

403 Churchill St, Pittsfield, MA 01201
/9
$254,900
- Land
- 8.93 Acres
- $28,544 per Acre
411 Churchill St, Pittsfield, MA 01201

Experience refined country living on this immaculate 8.93-acre estate parcel, fully cleared and impeccably prepared with a private well, installed 4 bedroom septic system, underground electric tied in, and a 1,000-gallon underground propane tank. A proposed septic easement accommodates an abutting lot. The HOA provides driveway and common-land maintenance, with restrictions and covenants ensuring

Corey Bishop

BISHOP WEST REAL ESTATE

(413) 359-6411

411 Churchill St, Pittsfield, MA 01201
/92
$689,900
- 4 Beds
- 5 Baths
- 2,748 Sq Ft
10 Lillybrook Rd, Pittsfield, MA 01201

Beautiful 4 bedroom contemporary on Lilybrook Road. Vaulted entry way leads to living (sitting) room flanked by formal dining room. Also on the first floor is oversized great (family) room with fireplace, large eat-in kitchen and private master (in-law) suite with full bath and jet tub. The second floor has another master suite with full private bath, two additional bedrooms, and a second full

Paul Clark

CLARK REALTY GROUP LLC

(413) 327-7998

10 Lillybrook Rd, Pittsfield, MA 01201
/33
$1,349,000
- 3 Beds
- 2 Baths
- 1,728 Sq Ft
61 Tor Ct, Pittsfield, MA 01201

Easy living Ranch home on beautiful Onota Lake. Fantastic views of the Lake and Distant Berkshire Hills. Enjoy westerly sunset views from your expansive, manicured lawn and almost every room in the house. A quiet setting with comparable homes and easy access to all the Berkshires has to offer. Needs a little TLC, but well worth it for this sought after location and lifestyle. Hardwood floors

Allen Bassen

BERKSHIRE HOMES AND CONDOS

(413) 287-9929

61 Tor Ct, Pittsfield, MA 01201
/42
$2,649,000
- 6 Beds
- 6.5 Baths
- 6,225 Sq Ft
250 West St, Lenox, MA 01240

Seconds—not minutes—from Tanglewood’s main gate, this reimagined contemporary estate in Lenox is tucked into a sunlit woodland setting offering rare privacy and unrivaled proximity. Originally built in 2017 and completely updated in 2020, the home features soaring ceilings, rich mahogany and cherry finishes, a chef’s kitchen, and multiple entertaining spaces. The ground-floor primary suite is

Selina Lamb

Birch Properties

(413) 423-1264

250 West St, Lenox, MA 01240
/7
$59,900
- Land
- 1.23 Acres
- $48,699 per Acre
Lot 140 Westbrook Terrace, Pittsfield, MA 01201

Nestled on a quiet street among upscale homes, this 1.23-acre lot offers a prime setting to build your custom residence. Underground utilities are available at the road for a seamless start. Enjoy the privacy and natural beauty of the Berkshires with easy access to downtown Pittsfield, Tanglewood, hiking trails, and more. Protective covenants preserve the integrity and lasting value of this

Corey Bishop

BISHOP WEST REAL ESTATE

(413) 288-3713

Lot 140 Westbrook Terrace, Pittsfield, MA 01201
/7
$59,900
- Land
- 1.08 Acres
- $55,463 per Acre
Lot 144 Eastbrook Ln, Pittsfield, MA 01201

Nestled on a quiet street among upscale homes, this 1.08-acre lot offers a prime setting to build your custom residence. Underground utilities are available at the road for a seamless start. Enjoy the privacy and natural beauty of the Berkshires with easy access to downtown Pittsfield, Tanglewood, hiking trails, and more. Protective covenants preserve the integrity and lasting value of this

Corey Bishop

BISHOP WEST REAL ESTATE

(413) 414-5864

Lot 144 Eastbrook Ln, Pittsfield, MA 01201
/2
$39,900
- Land
- 0.15 Acre
- $266,000 per Acre
0 Courtland Place, Pittsfield, MA 01201

Cleared City lot with public water and sewer

John Ciepiela

BISHOP WEST REAL ESTATE

(413) 553-1360

0 Courtland Place, Pittsfield, MA 01201
/91
$999,000 New Construction
- 4 Beds
- 3 Baths
- 3,100 Sq Ft
8 Northbrook Ln, Pittsfield, MA 01201

BE THE FIRST TO LIVE IN THIS HOME!!! This thoughtfully designed contemporary home offers quality construction, energy efficiency, and a rare opportunity for customization--without the lengthy build process. Built with comfort and performance in mind, the home features spray-foam insulation in the walls and attic, fiberglass insulation between floors, energy-efficient windows, and Central Air/Heat

Corey Bishop

BISHOP WEST REAL ESTATE

(413) 591-5199

8 Northbrook Ln, Pittsfield, MA 01201
/2
$125,000
- 3 Beds
- 2 Baths
- 1,275 Sq Ft
22 Wealthy Ave, Pittsfield, MA 01201

Three bedroom opportunity. Includes a two car garage. The property has been neglected for some time, backyard is very overgrown. Expect major updates throughout. There was a finished basement at one point. This property does have potential with the right vision. Interior condition presents safety concerns due to significant personal contents. Interior access is limited and no interior photos are

Mariah Worth LAMACCHIA REALTY, INC

22 Wealthy Ave, Pittsfield, MA 01201
/3
$85,000
- 2 Beds
- 1 Bath
- 912 Sq Ft
11 Allengate Ave, Pittsfield, MA 01201

Opportunity with character. Two bedroom, one bath bungalow offering an opportunity for investors or contractors. This home requires extensive renovation and a full clean out. Interior condition presents safety concerns due to significant personal contents. Interior access is limited and no interior photos are available, respectfully. Buyer to perform all due diligence. Contents remain. Cash or

Mariah Worth LAMACCHIA REALTY, INC

11 Allengate Ave, Pittsfield, MA 01201
/78
$850,000
- 5 Beds
- 3 Baths
- 3,405 Sq Ft
36 Dunmore Ct, Lenox, MA 01240

Located in one of Lenox most sought after neighborhoods. Surrounded by woods, it gives you a rural feel, yet you're only minutes to the center of town. This Home features 5 bedrooms 3 Full Bathrooms and a Den with a connecting door to the 1st floor bath which gives you the options of a 6th Bedroom / Suite, Large finished sunroom, Family room with fireplace, a beautiful Kitchen, Combined Formal

Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

36 Dunmore Ct, Lenox, MA 01240
/42
$379,900
- 3 Beds
- 2.5 Baths
- 1,652 Sq Ft
14 Donovan St, Pittsfield, MA 01201

Situated on a corner lot, this 3-bedroom, 2.5-bath home offers a functional layout with thoughtful updates. Located on a cul-de-sac on the outskirts of town, the setting provides reduced through-traffic while remaining convenient to everyday amenities. The main level features a spacious living room with hardwood flooring that flows into a dedicated dining area and an updated kitchen with shaker

Cory Evangelisto NOCHER REALTY

14 Donovan St, Pittsfield, MA 01201
/45
$359,000
- 5 Beds
- 2 Baths
- 1,596 Sq Ft
99 Dodge Ave, Pittsfield, MA 01201

OPEN HOUSE SATURDAY 4/18/26 9:30AM-11:30AM. Welcome to 99 Dodge Ave! This charming 1930 bungalow offers 5 bedrooms and 2 bathrooms across 1,596 sq ft of thoughtfully designed living space on .31 acres.Step inside to discover beautifully refinished wood floors that add warmth and character throughout. The inviting enclosed front porch is perfect for morning coffee or relaxing evenings--enjoy the

Jennifer Maxwell LAMACCHIA REALTY, INC

99 Dodge Ave, Pittsfield, MA 01201
/26
$229,000
- 2 Beds
- 1.5 Baths
- 2,234 Sq Ft
969 Dalton Ave, Pittsfield, MA 01201

Exceptional Investment Opportunity: Versatility & Prime LocationDiscover a property that offers unparalleled flexibility in one of Pittsfield's most active commercial corridors. Situated on a sprawling 0.92-acre lot directly across from Berkshire Crossing, this unique property presents a rare ''blank canvas'' for homeowners and investors alike. Currently configured for mixed-use with a

Timothy Johnson NOCHER REALTY

969 Dalton Ave, Pittsfield, MA 01201
/42
$375,000
- 4 Beds
- 2.5 Baths
- 2,788 Sq Ft
84 Elizabeth St, Pittsfield, MA 01201

At $375,000, it's rare to find this kind of space, condition, and flexibility in the heart of Pittsfield.Set just off North Street, 84 Elizabeth Street offers 2,788 square feet of recently updated living space with a layout that actually works. The first floor flows effortlessly from room to room, with a bright, updated kitchen, formal dining area, two connected living spaces, and the kind of

Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

84 Elizabeth St, Pittsfield, MA 01201
/44
$2,250,000
- 3 Beds
- 3 Baths
- 3,091 Sq Ft
122 Blythewood Dr, Pittsfield, MA 01201

Set just off the shoreline of Onota Lake and accessed by a private bridge, this approximately 1.25-acre island offers a kind of ownership that is seldom available in the Berkshires.Surrounded by water, the property creates a natural sense of separation and calm, with broad lake views and a level of privacy that is difficult to replicate without sacrificing accessibility. Here, the experience is

Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

122 Blythewood Dr, Pittsfield, MA 01201
/62
$1,279,000
- 4 Beds
- 4.5 Baths
- 2,691 Sq Ft
18 Highcrest Rd, Lenox, MA 01240

Condo at Twelve Oaks Village. End of Cul-de-sac with Mountain views. This unit offers lots of Privacy being an end unit. Come enjoy Tennis Swimming pool and Fitness center all on property. 3 Full floors of living space with Primary Suite/Walk in Closet on 1st floor. Spacious open floor plan to enjoy entertaining with plenty of outdoor space with screened in porch and private deck. Enjoy Easterly

Suzann Ward HOUSATONIC REAL ESTATE

18 Highcrest Rd, Lenox, MA 01240
/73
$775,000
- 4 Beds
- 2.5 Baths
- 3,188 Sq Ft
303 Housatonic St, Lenox, MA 01240

Ideally located just a short distance from Lenox town center, this thoughtfully updated home blends comfort, style, and convenience. Featuring 4 bedrooms and 2.5 baths, the interior offers warm hardwood floors and a flexible layout. Recent improvements include roof, electrical, appliances, and beautifully enhanced landscaping and hardscaping. The finished walkout lower level, with separate

Victoria Standring LAMACCHIA REALTY, INC

303 Housatonic St, Lenox, MA 01240
/51
$424,900
- 4 Beds
- 2 Baths
- 2,606 Sq Ft
133 Pomeroy Ave, Pittsfield, MA 01201

Step into style and comfort in this beautifully maintained move-in ready four bedroom, two-bath home in Southeast Pittsfield Conveniently located and perfectly positioned on a landscaped, fenced, corner lot. From the moment you enter the spacious hallway, you'll see gleaming hardwood floors that add warmth and character to every room. First floor includes timeless charm of a fireplaced living

Pamela Roberts ROBERTS & ASSOC. REALTY, INC

133 Pomeroy Ave, Pittsfield, MA 01201
/45
$350,000
- 2 Beds
- 2 Baths
- 1,552 Sq Ft
2 Rolling Hills Unit bldg2-4, Lenox, MA 01240

This 2 Bedroom 2 full Bath townhouse has been tastefully renovated with granite counters, Stainless appliances and thought given to the smallest of details throughout. The multi levels give you a large open floor plan leading out to your deck where you can enjoy the privacy of the woods and a view of Yokun Brook. On the lower level you have a family room, Studio or whatever fits your lifestyle,

Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

2 Rolling Hills Unit bldg2-4, Lenox, MA 01240
/25
$175,000
- 3 Beds
- 2 Baths
- 1,504 Sq Ft
26 Crosier Ave, Pittsfield, MA 01201

Welcome to 26 Crosier Ave--charming character meets creative opportunity!Nestled in the heart of Pittsfield, this delightful colonial-style home offers a bright, spacious layout with classic charm! With 3 bedrooms and 2 baths, cozy living room, a functional kitchen, and generously sized rooms filled with natural light. The unfinished third-level space whispers ''potential,'' while the off-street

Marci Levesque BISHOP WEST REAL ESTATE

26 Crosier Ave, Pittsfield, MA 01201
/33
$259,900
- 3 Beds
- 1 Bath
- 864 Sq Ft
43 Eleanor Rd, Dalton, MA 01226

Move right into this beautifully maintained ranch in a desirable Dalton neighborhood, known for its great schools and convenient location. This sparkling clean home offers easy one-level living with thoughtful updates throughout, including a new kitchen, newer heating system & roof for added peace of mind. The bright, inviting interior is perfect for everyday comfort & entertaining. Step outside

Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

43 Eleanor Rd, Dalton, MA 01226
/16
$375,000
- 6 Beds
- 6 Baths
- 3,456 Sq Ft
31 Bartlett Ave, Pittsfield, MA 01201

Solid investment opportunity featuring a six-unit property comprised of all one-bedroom apartments. Four units are currently rented and in very nice condition, offering immediate income, while two units have been fully gutted, providing a blank slate for upgrades and significant value-add potential. The property offers off-street parking and includes a private deck off Unit 5, enhancing tenant

Tim Gallagher STONE HOUSE PROPERTIES, LLC

31 Bartlett Ave, Pittsfield, MA 01201

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