Homes for Sale near Darrow School

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  /12

  $59,000

  • Land
  • 1.00 Acre
  • $59,000 per Acre

  0 Westbrook Terrace, Pittsfield, MA 01201

  Build your dream home in the prestigious gated enclave of Woodmonte Estates, located in the heart of Berkshire County, Massachusetts. This cleared 1-acre corner lot offers a rare opportunity to create a custom residence in one of the regions most desirable communities, surrounded by privacy, beauty, and high-end homes.With access to public utilities and underground electricity already in

  Community Lands

  0 Westbrook Terrace, Pittsfield, MA 01201
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  /46

  $975,000

  • 3 Beds
  • 2 Baths
  • 1,907 Sq Ft

  18 Old Queechy Rd, Canaan, NY 12029

  RENOVATED ANTIQUE COLONIAL with distant mountain views on a pretty tree-lined country road. The first floor of the house has a large entry foyer with a wood-stove, formal dining room, large kitchen with plenty of cabinet space and newer appliances, full bath, living room with gorgeous beamed ceilings and glass doors leading to a deck overlooking the acreage, and a ''flex room'' which now serves

  Tom Lynch Compass Greater NY LLC

  18 Old Queechy Rd, Canaan, NY 12029
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  /24

  $765,000

  • 5 Beds
  • 4 Baths
  • 3,165 Sq Ft

  53 Whitings Pond Rd, Canaan, NY 12029

  Step back in time in this sprawling, light filled, spacious gem. Huge front porch to sit in the shade of mature trees and perennials. Center hall branches off into large mostly original rooms with wide plank flooring, high ceilings, original period moldings and built in's. Large main bedroom on the first floor with walk in closet and bath. Country kitchen looking out over the special sun

  Leonard Brown Berkshire Hathaway HomeService

  53 Whitings Pond Rd, Canaan, NY 12029
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  /31

  $1,025,000

  • 4 Beds
  • 2.5 Baths
  • 2,189 Sq Ft

  308 Shaker Ridge Dr, Canaan, NY 12029

  Discover your own private sanctuary! Nestled in the woods, enjoy breathtaking Queechy Lake views from every level. Relax or entertain on spacious decks. Perfect retreat or full-time living with lake rights. The open floorplan floods the main living area with light and views. 3 bedrooms, a full bath on the bottom floor, the main bedroom ensuite on the top floor with an office or reading room. No

  Sharon McArdle Berkshire Hathaway Home Services Blake

  308 Shaker Ridge Dr, Canaan, NY 12029
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  /48

  $989,000

  • 4 Beds
  • 2.5 Baths
  • 2,576 Sq Ft

  144 Shore Rd, Richmond, MA 01254

  WATERFRONT home on Richmond Pond. With 65' of frontage and over half an acre, this charming four season home has 4 bedrooms, 2 1/2 bathrooms and wonderful outdoor living areas. Gorgeous perennial gardens, a spacious patio off the kitchen/great room, fire pit, dock,and a rear garage door (perfect for boat access and storage) all while enjoying the beautiful lake views.. Once inside is a

  Lori Rose STONE HOUSE PROPERTIES, LLC

  144 Shore Rd, Richmond, MA 01254
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  /32

  $715,000

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft

  70 Reardon York Estates, Canaan, NY 12029

  Down the end of a long, private drive awaits the dream you’ve been searching for. Welcome to 70 Reardon York Estates - a contemporary build that marries modern amenities with enchanting grounds. Nestled on 29 acres with extensive Stony Kill stream frontage, this thoughtfully designed home offers an unparalleled sense of peace and serenity, creating an ideal private refuge. The residence features

  Shaina Marron Houlihan Lawrence, Inc

  70 Reardon York Estates, Canaan, NY 12029
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  /37

  $689,000

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  29 Chestnut Rd, Pittsfield, MA 01201

  Brand-New Contemporary Cape Near Richmond Pond - Move-In Ready!Be the first to live in this stunning new construction Cape, just completed & ready for immediate occupancy with a Certificate of Occupancy in hand. Designed with modern living in mind, the main level features insulated tile floors & a stylish open-concept kitchen, dining, & living area that opens to a private patio with a built-in

  Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  29 Chestnut Rd, Pittsfield, MA 01201
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  /61

  $885,000

  • 5 Beds
  • 3.5 Baths
  • 2,964 Sq Ft

  118 Old Shaker Rd, New Lebanon, NY 12125

  An historic eyebrow colonial with deep Shaker heritage, stunning views, and modern updates perfect for anyone seeking peace, privacy, and charm. The combination of mature flowering trees, landscaping, mountain and valley views, and historic remnants like the stacked stone barn walls make it feel like a truly special retreat. The perfect place to relax, sitting in your screened in Gazebo offers a

  Karen Westman BERKSHIRE HATHAWAY HOME SERVICE BLAKE

  118 Old Shaker Rd, New Lebanon, NY 12125
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  /31

  $1,500,000

  • 7 Beds
  • 7.5 Baths
  • 4,000 Sq Ft

  802 State Rd, Richmond, MA 01254

  Nestled in the heart of the Berkshires, this historic Richmond compound presents a rare blend of colonial charm and modern equestrian excellence. Spanning 11+ bucolic acres with sweeping pastoral views, the legendary c1776 estate boasts a meticulously maintained main residence, three enchanting cottages, and the potential to include the region's premier full-service equestrian facility (see

  Diana Bisselle William Pitt Sotheby's Int'l

  802 State Rd, Richmond, MA 01254
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  /81

  $1,195,000

  • 5 Beds
  • 2.5 Baths
  • 3,087 Sq Ft

  18 Old Farm Ln, Pittsfield, MA 01201

  Newly Constructed Farmhouse Style Home in coveted Woodmonte Estates central to all Berkshire attractions. Over the bridge into the woods escape to a magical setting amidst a woodland preserve of 2+ acres. Build a family compound of your own with 1 extra homesites to create your dreams with incredible peace and privacy yet all city conveniences. Unique living to mingle in a community with

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  18 Old Farm Ln, Pittsfield, MA 01201
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  /47

  $745,000

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  263 Old Hudson Turnpike, Canaan, NY 12029

  PRICE CUT! All new eyebrow colonial transformed in to a modern efficient home with 3 bedrooms and 2 full baths. New Anderson windows, doors, roof, Smart siding. All new lighting throughout the house, new floors. All brand new appliances. Literally Brand new everything. New hot water heater tank with heat pump, water purification system. New Radon system.New wrap around deck to enjoy your

  Sharon McArdle Berkshire Hathaway Home Services Blake

  263 Old Hudson Turnpike, Canaan, NY 12029
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  /47

  $699,000

  • 5 Beds
  • 4 Baths
  • 3,180 Sq Ft

  105 McNamee Rd, Canaan, NY 12029

  2024 Renovation of Queechy Lake Year Round Private Recreational Retreat on 3 Levels with own private boat launch & beach and minutes to Ski Jiminy. Currently operating as successful Air BNB with separate owner living space. Brand new furnishings included: ready to go!! Be Sure to Check Out Virtual Media Tour. 3rd floor recently finished with new bath. Other floors recently renovated. Organized to

  David Birch Barns and Farms Realty LLC

  105 McNamee Rd, Canaan, NY 12029
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  /43

  $725,000

  • 4 Beds
  • 2 Baths
  • 4,232 Sq Ft

  21 Cemetery Rd, New Lebanon, NY 12125

  This circa 1790 Colonial home has well preserved character and spans over 4000 square feet with 4 working fireplaces. Tasteful updates from the early 2000s have enhanced the home for todays lifestyle while maintaining its charm.Outside, a seasonal stream runs through the property, and two large barns provide additional storage and versatility for various uses.With impressive architecture and rich

  Paige Paluch LANCE VERMEULEN RE, INC

  21 Cemetery Rd, New Lebanon, NY 12125
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  /92

  $744,000

  • 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

  10 Lillybrook Rd, Pittsfield, MA 01201
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  /42

  $655,000

  • 5 Beds
  • 4 Baths
  • 3,248 Sq Ft

  19 Lovers Ln, New Lebanon, NY 12125

  Large home with room for everyone! This 5 bed 4 bath (2 full, 2 half-both half baths are on the first floor) home features 2 full kitchens, 2 living rooms, and 2 dining rooms as it was once a 2 family home. Convert it back and have rental income, make it a seasonal rental, or just enjoy it the way it is. It's spacious, bright, has a beautiful wrap around rocking chair porch, two enclosed

  Melissa Dimassimo Stone House Properties, LLC

  19 Lovers Ln, New Lebanon, NY 12125
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  /36

  $289,000 Open Sat 10AM - 12PM

  • 3 Beds
  • 1 Bath
  • 1,449 Sq Ft

  24 Lebanon Ave, Pittsfield, MA 01201

  Welcome home to your contemporary abode perched atop a hill, offering a serene retreat with a modern twist. This 3-bedroom, 1-bath residence is a treasure trove of unique features, designed for those who appreciate style and functionality.Upon entering, the open living and dining area invites you to envision life here, where natural light and space create an inviting atmosphere. The sunken eat-in

  Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  24 Lebanon Ave, Pittsfield, MA 01201
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  /48

  $379,000

  • 6 Beds
  • 4 Baths
  • 10,712 Sq Ft

  1515 State Rd, Richmond, MA 01254

  Discover the possibilities in this stunning 10,712-square-foot former church, gracefully situated on a serene rural parcel surrounded by open skies and quiet landscapes. With soaring ceilings, architectural glass accents, and original contemporary details, this one-of-a-kind property blends timeless beauty with endless potential.Currently zoned for residential use, this expansive structure offers

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  1515 State Rd, Richmond, MA 01254
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  /26

  $269,900

  • 2 Beds
  • 2 Baths
  • 1,227 Sq Ft

  44 Churchill Crest Unit 44, Pittsfield, MA 01201

  Exceptionally maintained two bedroom and two bathroom condo. An end unit located in Churchill Crest Condominium Association that offers exterior maintenance, cable/internet, and a heated pool with pavilion. Boasting a spacious living room with a wood burning fireplace, hardwood floors, and a private balcony. Leading into a formal dining room off the kitchen with a breakfast bar and ample cabinets

  Cory Evangelisto NOCHER REALTY

  44 Churchill Crest Unit 44, Pittsfield, MA 01201
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  /15

  $180,000

  • Land
  • 5 Acres
  • $34,483 per Acre

  Tbd Avery Hand Ln, New Lebanon, NY 12062

  5.2 acres of improved land off a quiet country road. It is in a world of it's own. Totally private , secluded & encompassed by woods with an open clearing to ready to build your dream home. Driveway and underground electric in place . Also has a 200 foot deep drilled well that gets 10 gallons per minute. Lots of Southern exposure & natural light. A great spot to live & enjoy.

  Anne Harrison Country Life Real Estate, LLC

  Tbd Avery Hand Ln, New Lebanon, NY 12062
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  /22

  $645,000

  • 2 Beds
  • 1 Bath
  • 1,512 Sq Ft

  563 County Route 34, East Chatham, NY 12060

  Modern Country Living with Room to Grow in East Chatham, NYWelcome to 563 County Route 34, a beautiful property set on over 20 serene and wooded acres in the picturesque foothills of the Berkshires. Surrounded by nature and complete privacy, this thoughtfully designed and beautifully finished home offers comfort, style, and flexibility for full-time living, weekend escapes, or rental

  Caroline McFadden LYF Homes

  563 County Route 34, East Chatham, NY 12060
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  /15

  $90,000

  • Land
  • 9 Acres
  • $10,112 per Acre

  189 Covenant Cir, East Nassau, NY 12062

  If you're looking for Privacy in the woods with great seasonal views, this land has so much potential.The property where the building lot is, sits half way up the property and has started to be cleared.Beginning's of a road (driveway will need to be put in) will take you up to the building site. If you were to clear the trees in front of site, it will give you breath taking views to the

  Sharon McArdle Berkshire Hathaway Home Services Blake

  189 Covenant Cir, East Nassau, NY 12062
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  /33

  $299,900

  • 1 Bed
  • 1 Bath
  • 1,404 Sq Ft

  12 Jones Ave, Pittsfield, MA 01201

  Welcome to this modern and energy-efficient home built in 2020, offering just over 1400 sq ft of flexible living space on a spacious 0.28-acre lot. The open layout features a large living area, one generously sized bedroom, and a full bath; all on a slab foundation with gas heat. Perfect for a first-time buyer, downsizer, or anyone seeking single-level living with room to expand or customize.

  Christina Acor LAMACCHIA REALTY, INC

  12 Jones Ave, Pittsfield, MA 01201
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  /15

  $90,000

  • Land
  • 9 Acres
  • $10,112 per Acre

  189 Covenant Cir, Lebanon Springs, NY 12125

  If your looking for Privacy in the woods with great seasonal views, this land has so much potential.The property where the building lot is, sits half way up the property and has started to be cleared.Beginning'sof a road (driveway will need to be put in) will take you up to the building site. If you were to clear the trees in front of site, it will give you breath taking views to the West.From

  Leonard Brown Berkshire Hathaway HomeService

  189 Covenant Cir, Lebanon Springs, NY 12125
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  /20

  $479,000

  • 2 Beds
  • 1 Bath
  • 770 Sq Ft

  13 Tremper Property Assn Rd, Canaan, NY 12029

  Vintage 1920 Queechy Lake cottage with deeded right of way to the lake shore. Enjoy complete privacy here at your 4-season getaway. Magical tree-house setting on one full acre with cozy front porch. Turn-key property with hardwood floors, great room with cathedral ceiling, kitchen with dishwasher and washer & dryer, two bedrooms, one bath. Room to expand. A sweet shed for your kayak and bike. A

  Nancy Cuddihy STONE HOUSE PROPERTIES, LLC

  13 Tremper Property Assn Rd, Canaan, NY 12029
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  /47

  $415,000

  • 4 Beds
  • 2 Baths
  • 2,015 Sq Ft

  149 Fort Hill Ave, Pittsfield, MA 01201

  Embrace countryside tranquility in this charming 4-bedroom, 2-bath home that blends rustic charm with modern amenities. Nestled in serenity, this property is the perfect retreat for those seeking peace without sacrificing convenience.As you step through the front door, the welcoming atmosphere of this country home envelops you. The living spaces are bathed in natural light, highlighting the

  Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  149 Fort Hill Ave, Pittsfield, MA 01201
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  /40

  $269,900

  • 2 Beds
  • 1 Bath
  • 1,229 Sq Ft

  34 Bryant St, Pittsfield, MA 01201

  Imagine yourself in this beautifully maintained cape with hardwood floors and natural finishes. This home is move in ready, immaculate, and a must see property. There are 2 bedrooms plus an additional office space on the second floor which could become a third bedroom. A first floor bedroom and wonderfully designed Sunroom full of natural light, tongue and groove natural walls, track lighting,

  Bonnie Brown STEEPLEVIEW REALTY - ADAMS BRANCH

  34 Bryant St, Pittsfield, MA 01201
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  /27

  $423,999

  • 3 Beds
  • 3 Baths
  • 1,460 Sq Ft

  33 Dermody Rd, Canaan, NY 12029

  How about some privacy! This three bedroom, three bath home has lots of privacy and elbow room to play and relax. There is a cathedral ceiling flooding light into the kitchen. A country setting tucked away yet close the Berkshires, Tanglewood, skiing and all the culture this area has to offer. A Finished lower level adds great space for movie watching or quiet contemplation as well as a 12ft by

  Ryan Lane Gilcrest Properties

  33 Dermody Rd, Canaan, NY 12029
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  /66

  $2,250,000

  • 5 Beds
  • 6 Baths
  • 5,477 Sq Ft

  1030 West St, Pittsfield, MA 01201

  1030 West is a bespoke family compound on 6 acres between Onota Lake and Pittsfield State Forest, offering refined country living with city convenience. The historic main house, decorated by designer Heidi Caillier and featured in her book Memories of Home, has been thoughtfully renovated with timeless materials - custom cabinetry, marble, limestone, Waterworks fixtures, designer and vintage

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  1030 West St, Pittsfield, MA 01201
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  /5

  $79,900

  • Land
  • 1.08 Acres
  • $73,981 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

  Lot 144 Eastbrook Ln, Pittsfield, MA 01201
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  /4

  $79,900

  • Land
  • 1.23 Acres
  • $64,959 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

  Lot 140 Westbrook Terrace, Pittsfield, MA 01201
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  /4

  $50,000

  • Land
  • 1.10 Acres
  • $45,455 per Acre

  0 Hungerford St, Pittsfield, MA 01201

  Build Your Dream Home on 1.1 Acres. Don’t miss this rare opportunity to own a spacious 1.1-acre buildable lot, perfect for your custom single-family home. Located in a peaceful setting and convenience, this lot offers level terrain and is ready for development with utilities water, sewer, electric available at the street. Whether you’re looking to build now or invest for the future, this property

  Xavier Cruz Fathom Realty

  0 Hungerford St, Pittsfield, MA 01201
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  /6

  $199,900

  • Land
  • 14 Acres
  • $14,279 per Acre

  L34.111 County Route 9, Lebanon Springs, NY 12125

  Land is partially cleared for a building lot and it percs. South-West exposure, with potential views. Nice homes all around. So come build your dream home on your own piece of paradise. Conveniently located within 30 minutes of Albany, Berkshires, Chathams, TSP, Thruway.

  Leonard Brown Berkshire Hathaway HomeService

  L34.111 County Route 9, Lebanon Springs, NY 12125
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  /13

  $140,000

  • Land
  • 80 Acres
  • $1,750 per Acre

  0 County Route 34, New Lebanon, NY

  80 Acres of Scenic Columbia County Land – Exceptional Value & Endless PotentialIntroducing a rare opportunity to own 80 acres of pristine rural land in New Lebanon, NY (Parcel ID: 104800-18.-1-51). Nestled along County Route 34, this expansive parcel is zoned RA2/5 (Residential-Agricultural) and classified as Rural Vacant Land (322)—making it ideal for a private estate, farming,

  Juan Mojica Compass Greater NY, LLC

  0 County Route 34, New Lebanon, NY
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  /34

  $525,000

  • 3 Beds
  • 1 Bath
  • 1,408 Sq Ft

  135 Church Ln, Richmond, MA 01254

  The Berkshire town of Richmond remains one of the most sought-after locations for home buyers, due to the quiet natural beauty of the area, and its proximity to the outdoor and cultural attractions that make our region so endearing. This 1962 single-level home, set on nearly 2 acres of private, quiet open yard and woods, is your opportunity to call Richmond home. With three bedrooms, an oversized

  Stephen Daoust STONE HOUSE PROPERTIES, LLC

  135 Church Ln, Richmond, MA 01254
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  /32

  $350,000

  • 3 Beds
  • 5 Baths
  • 4,848 Sq Ft

  435 U S 20, New Lebanon, NY 12125

  This unique property includes both a spacious 3,340 sq. ft. commercial building and a separate single-family home, offering the perfect chance to live and work in one location. The commercial space, which most recently operated as a thrift shop, features an open floor plan with flexibility for multiple uses. With potential to create at least three separate units, including a possible live-in

  Sonny Patel Empire Real Estate Firm LLC

  435 U S 20, New Lebanon, NY 12125
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  /59

  $579,000

  • 3 Beds
  • 2 Baths
  • 2,328 Sq Ft

  187 West St, New Lebanon, NY 12125

  The Gillet farmhouse, built in 1878, sits proud on the hill above West St, one of the prettiest roads in New Lebanon. They grew Gladiolus from 1935-1953, selling the bulbs world wide. A scrapbook with the history conveys with the house.Facing east, the house is surrounded by mature landscaping, pond, garden, and woods rising behind the house. The 2328 sq ft house has 3 beds/2 baths, + den on the

  Jennifer Sesma Beach & Bartolo Realtors Inc

  187 West St, New Lebanon, NY 12125
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  /14

  $145,000

  • 2 Beds
  • 1 Bath
  • 918 Sq Ft

  701 U S 20, New Lebanon, NY 12125

  PRICE DROP!! Completely redone one of a kind, manufactured home on one flat, cleared acre of land. Great backyard. Walk in to this spacious, open, bright home, with special, custom woodwork and T & G wood ceilings and paneled bedrooms and hall. Brand new windows, siding, fridge, sink, newer stove. Septic just put in, electric and plumbing all new, privacy fence, and water pump too. Two bedrooms

  Leonard Brown Berkshire Hathaway HomeService

  701 U S 20, New Lebanon, NY 12125
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  /8

  $179,000

  • Land
  • 42 Acres
  • $4,222 per Acre

  0 E Hand Hill Rd, New Lebanon, NY 12125

  Escape to tranquility with this stunning 42-acre wooded parcel, that offers the perfect blend of privacy, mountain views, fields, a seasonal stream, and natural beauty.Already in place is a rough driveway for easy access.The current owner has owned this property for over fifty years and has never had it logged, so there is an abundance of standing timber.As you gently climb to the summit of the

  Rochelle Bartolo Beach & Bartolo Realtors

  0 E Hand Hill Rd, New Lebanon, NY 12125
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  /4

  $35,000

  • Land
  • 1.87 Acres
  • $18,717 per Acre

  0 Churchill Rd Unit 156840, New Lebanon, NY 12125

  New Lebanon one lot in approved 3-lot subdivision (great for tiny homes) in quiet, rural setting. Minutes to Ski Jiminy & New Lebanon commercial district at Junction of Rts 22 and 20. Minutes to Pittsfield, Mass and Berkshires. Buy 1, 2 or 3 lots. Individual lots are available for $35,000 each. Also includes tax lots:19.-1-42.11 & 12

  David Birch Barns & Farms Realty, LLC

  0 Churchill Rd Unit 156840, New Lebanon, NY 12125
• 

  

  /18

  $345,000

  • 3 Beds
  • 1 Bath
  • 1,352 Sq Ft

  347 W West Hill Rd, New Lebanon, NY 12125

  3BR2BA Ranch on 10 acres with partially finished basement. Great rural setting for getaway, Convenient to skiing. Commute to Albany or Pittsfield. Ski Jiminy

  David Birch Barns & Farms Realty

  347 W West Hill Rd, New Lebanon, NY 12125

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