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75 E Main St, Orange
$1,147,000
13 Beds ⋅ 7 Baths ⋅ 73527492 MLS
Turnkey boutique inn, licensed event venue, and short-term rental operation housed within the iconic Wheeler Mansion, a meticulously restored 1903 Colonial Revival estate in the heart of Orange, MA. Offering nearly 14,000 sq ft on 1.54 acres, this landmark property features 13 guest rms, grand foyer, formal dining room, billiards room, large kitchen with ample storage and expansion potential, event bar, whimsical grounds w/ rock features and private hedge maze, ample onsite parking, and liquor license. Most period furnishings convey. Rich in history yet positioned for future growth, the property is ideally suited for a boutique hotel, wedding venue, corporate retreat, wellness destination, culinary experience, hospitality venture, or private estate. Conveniently located along Route 2A with easy access to Boston, Worcester, Southern NH, and Vermont. A rare opportunity to acquire an established eco tourism hospitality destination w/ multiple revenue streams and endless potential.

75 E Main St, Orange

75 E Main St, Orange
$1,147,000
7 Baths ⋅ 73527493 MLS
Turnkey boutique inn, licensed event venue, and short-term rental operation housed within the iconic Wheeler Mansion, a meticulously restored 1903 Colonial Revival estate in the heart of Orange, MA. Offering nearly 14,000 sq ft on 1.54 acres, this landmark property features 13 guest rms, grand foyer, formal dining room, billiards room, large kitchen with ample storage and expansion potential, event bar, whimsical grounds w/ rock features and private hedge maze, ample onsite parking, and liquor license. Most period furnishings convey. Rich in history yet positioned for future growth, the property is ideally suited for a boutique hotel, wedding venue, corporate retreat, wellness destination, culinary experience, hospitality venture, or private estate. Conveniently located along Route 2A with easy access to Boston, Worcester, Southern NH, and Vermont. A rare opportunity to acquire an established eco tourism hospitality destination w/ multiple revenue streams and endless potential.

75 E Main St, Orange

181 Wheeler Ave, Orange
$949,900
4 Beds ⋅ 3 Baths ⋅ 73575937 MLS
**EXCEPTIONAL NEW ENGLAND COUNTRY ESTATE!** Discover a rare 21-acre retreat featuring a breathtaking 9-acre pond, scenic woodlands, open fields, and exceptional privacy. Perfect as a private estate, equestrian property, working farm, recreational retreat, or family compound, this unique property offers endless possibilities. The spacious 4-bedroom, 3-bath home features two quality additions with newer roofs, a living room, family room, impressive great room, and versatile loft. Outdoor amenities include a custom barn with hay loft, workshop, sawmill, greenhouse, above-ground pool, outdoor kitchen, and covered deck, creating the perfect setting for horses, farming, gardening, entertaining, or simply enjoying the beauty of nature. A truly one-of-a-kind property offering the best of country living with convenient access to regional amenities. Hardie-board siding. New addition was built in 2021. Dryer, stove, hot water tank and generator all run by propane. New pool liner 9/2026.

181 Wheeler Ave, Orange

181 E Main St, Orange
$750,000
2 Baths ⋅ 73503543 MLS
Versatile commercial property offering approximately 6,034 square feet across two buildings on approximately 0.77 acres, with flexibility for an owner-user, investor, contractor, service business, retail operation, or light-industrial user. The property can be delivered vacant and includes six configurable units, multiple access points, garage/service space, three-phase power, separate utilities, and ample on-site parking. The layout allows a buyer to occupy all or part of the property while retaining the option to lease additional spaces. Existing laundromat infrastructure and equipment may also be available, creating additional flexibility for a buyer interested in continuing or repurposing that portion of the property. A deeded adult-use cannabis retail permit is included with the property, subject to all applicable state and local licensing requirements and approvals. Convenient access to Route 2 and surrounding communities. Owner financing may be considered for qualified buyers.

181 E Main St, Orange

173 Athol Road, Orange
$649,900
4 Beds ⋅ 2 Baths ⋅ 73565899 MLS
How LONG have you been waiting to live in North Orange ? Presenting a distinguished property in the 1776 Original Agrarian Center Village of North Orange, a property of profound historical significance. Choosing your Barn & house location in 1776 was All- Important. This expansive estate encompasses 2605 square feet of meticulously preserved living space, harmoniously situated on a generous 3.6 Acre site, offering a rare blend of heritage & quality acreage. (more than enough to grow much of your own food) The property is further enhanced by a substantial four-car garage/Barn , providing ample capacity for vehicle storage, workshop space, or diverse recreational equipment, thereby catering to a multitude of practical & leisure pursuits. This exceptional offering represents a unique opportunity to acquire a piece of history, thoughtfully maintained for contemporary living. We invite discerning buyers to inquire further and schedule a private viewing of this extraordinary property. Property to be conveyed Fully Furnished and with various Garden Power Equipment.

173 Athol Road, Orange

220 New Colony Rd, Orange
$565,000
4 Beds ⋅ 2 Baths ⋅ 5100014 MLS
Tucked up over a quiet country road near Cardigan Mountain State Preserve you will find this lovingly cared for 1900 cape/farmhouse on 5 beautiful acres with a year round pond and brook running through. Relax in the mature forest of mixed wood including mature Sugar Maples and Apple trees (both cultivated and wild), organic gardens, pick many variety of berries from the yard or simple look at the view on the farmers porch and watch the sun set. Plenty of storage in the beautiful barn with attached potting shed, greenhouse and chicken coop. Guest's can stay in the 3 season cottage or in one of the many rooms in the home. Host the holidays in the great room or the finished 4 season enclosed porch on the east side of the home with a beautiful Hearthstone woodstove. Privacy, peace and quiet in this wonderful farmhouse with laundry, a bedroom and a full bath all on the first floor with 3 bedrooms upstairs and a 3/4 bath. All located on a quiet mountain road.

220 New Colony Rd, Orange

72-78 E Main St, Orange
$539,000
12 Beds ⋅ 4 Baths ⋅ 73583645 MLS
Value-add four-family opportunity with existing rental income and room to grow! The current rent roll includes three apartments, while the fourth unit offers an opportunity to establish an additional rental income stream. Two units are expected to convey occupied by established long term tenants. Rents were increased in 2026, with further potential for an investor or owner-occupant looking to enhance the property’s long-term performance. Features include, electric hot water, oil-fired forced hot-air heat, ample off-street parking, separately metered electricity and a detached garage. Each unit has their own heating/oil tanks. The third floor also has enough space to potentially add another unit or possibly even more bedrooms! The seller will replace the front and rear exterior entry doors. Convenient East Main Street location with easy access to Route 2 for east-west commuting, downtown Orange amenities, and the natural attractions of the North Quabbin region. Outdoor recreation is abundant, with the Quabbin Reservoir, Tully Lake and Tully Trail, Lake Mattawa, and the Millers River all within the surrounding area. Tully Lake offers hiking, biking, boating, fishing, camping, disc golf, swimming, and other year-round recreational opportunities, while nearby Quabbin Reservoir provides designated access for hiking, bicycling, fishing, wildlife viewing, and boating. Orange Riverfront Park also provides local access to the Millers River. Bring your vision and take advantage of this four-unit investment opportunity offering established income, an additional apartment to rent, and access to some of the region’s best outdoor recreation. All four units were inspected for lead paint, with no violations noted on the inspection report; documentation is available upon request. Accompanied group showings will be held Sunday Oct 4th, 12:30-2 of building and vacant apartment/s, with showings of occupied apartments available upon accepted offer. Please register for group showing.

72-78 E Main St, Orange

130 Creamery Hill Rd, Orange
$529,900
4 Beds ⋅ 2 Baths ⋅ 73559561 MLS
OPEN HOUSE SAT. 8/8 AND SUN 8/9, 11-12:30. Steeped in New England history and surrounded by nature, this remarkable farmhouse has been lovingly cared for by the same family for generations. Set on 13.73 breathtaking acres and bordered by conservation land, the property offers unparalleled privacy with majestic Tully Mountain rising behind the home as a stunning natural backdrop. Once home to the town's post office, this special property blends historic charm with thoughtful modern updates. Equestrians, hobby farmers, outdoor enthusiasts, and nature lovers will appreciate the cleared pasture with a three-stall barn, maple sugar shack, and miles of nearby trails perfect for horseback riding, hiking, and exploring. Enjoy deeded rights to a natural spring across the street featuring a seasonal waterfall, babbling brook, and peaceful pond. Inside, the sun-filled main level offers an inviting open-concept eat-in kitchen and living room featuring custom-built cabinetry, creating the perfect gathering space. Two recently renovated first-floor bedrooms and two updated bathrooms provide comfortable one-level living, while the mudroom and screened porch add everyday convenience. Start your mornings on the porch overlooking the picturesque landscape as the sun rises over Tully Mountain. The second floor presents an incredible opportunity to create your dream home, offering four spacious rooms with wide pine floors, high ceilings, and ample room to add a third bathroom. Extensive improvements over the years include replacement windows, a newer roof, updated 200-amp electrical service, new septic, private well, and a newer boiler with baseboard heat serving the first floor. Whether you're dreaming of a homestead, horse property, family retreat, or simply a peaceful country lifestyle, this extraordinary property offers a rare opportunity to own a treasured piece of New England surrounded by natural beauty.

130 Creamery Hill Rd, Orange

75 Summit Unit 75, Orange
$515,000
3 Beds ⋅ 4 Baths ⋅ 73564325 MLS
Experience the space, privacy and functionality of a single-family home with the benefits of condex ownership in this stunning brand-new construction home in Orange. Thoughtfully designed with modern finishes and quality details throughout, this home features hardwood floors, granite countertops in the kitchen and bathrooms, touch-screen lighted mirrors, and a combination of mini-split heating/cooling and baseboard heat.The main living level offers a welcoming layout with a beautiful kitchen, dining area, spacious living room with fireplace, private office and half bath. Step directly from the kitchen onto your own private rear deck, creating an ideal spot to enjoy some fresh air or simply extend your living space outdoors.Upstairs, the spacious primary suite features a walk-in closet, double vanity, standing shower and linen closet. Two additional bedrooms, a full shared bathroom and conveniently located laundry room complete the second living level.The finished lower level provides valuable flexibility with a full bathroom and washer/dryer hookups, offering options for a home office, recreation room, guest space, gym or additional living area. With thoughtfully designed spaces across three levels, there is room for everyone to spread out while maintaining comfort and privacy.Additional features include a generator hookup, hardwired security camera above the garage, hardwired security floodlights at the front and rear of the home, and Ring-compatible video doorbell cameras at the entrances. Appliances are equipped with Wi-Fi connectivity for added convenience.Enjoy the advantages of brand-new construction without the projects and updates often associated with an older home. A beautifully finished condex offering modern amenities, generous living space and the feel of a private home, all in a convenient Orange location.

75 Summit Unit 75, Orange

73 Summit Unit 73, Orange
$515,000
3 Beds ⋅ 4 Baths ⋅ 73564324 MLS
Experience the look, feel and privacy of a single-family home with the benefits of condex ownership in this stunning brand-new construction home in Orange. Thoughtfully designed with quality finishes and modern functionality throughout, this home offers hardwood floors, granite countertops in the kitchen and bathrooms, touch-screen lighted mirrors, and a combination of mini-split heating/cooling and baseboard heat. The main living level welcomes you with an open and inviting layout featuring a beautiful kitchen, dining area, spacious living room with fireplace, private office, and half bath. Upstairs, the generous primary suite features a walk-in closet, double vanity, standing shower and linen closet. Two additional bedrooms, a full shared bathroom and a conveniently located laundry room complete the second living level. The finished lower level adds valuable flexibility with a full bathroom and washer/dryer hookups, offering an excellent opportunity for a home office, recreation area, guest space, gym or additional living area. The thoughtful layout provides plenty of room to spread out while maintaining the comfort and privacy you expect from a single-family home. Additional features include a generator hookup, hardwired security camera above the garage, hardwired security floodlights at the front and rear of the home, and Ring-compatible video doorbell cameras at the entrances. Appliances are equipped with Wi-Fi connectivity for added convenience. Brand-new construction means you can enjoy modern design, fresh finishes and peace of mind without taking on the updates and projects that often come with an older home. A wonderful opportunity to own a beautifully finished home with space, privacy and modern amenities in a desirable Orange location.

73 Summit Unit 73, Orange

76 & 84 Daniel Shays Highway, Orange
$499,900
9 Baths ⋅ 73416884 MLS
This unique, income-producing property is ready to generate steady cash flow from day one — .Included in the sale:76 Daniel Shays Hwy – Approx. 700 sq ft, 2 bedrooms, 1 bath.84 Daniel Shays Hwy – Approx. 924 sq ft, 3 bedrooms, 1 bath.10-Lot Mobile Home Park – Currently 7 homes occupied, with 3 vacant pads. Current Income: Both single-family homes rent for $450 every 2 weeks each. The mobile home park adds consistent rental income, Possibility to increase revenue by filling the 3 open spots. Why This is a Smart Buy: Multiple income streams from both traditional rentals and mobile home pad rents. .3.5 acres total, offering long-term value and flexibility for future improvements. Strong local housing demand. Whether you’re looking to stabilize and hold for long-term income or maximize ROI through expansion and rent optimization.Secure it today — cash flow tomorrow.

76 & 84 Daniel Shays Highway, Orange

610 South Main St., Orange
$419,000
3 Beds ⋅ 3 Baths ⋅ 73407731 MLS
Welcome to this Cape-style home, where classic New England charm meets smart modern upgrades—Step inside to discover a spacious and character-filled LR/DR w/ exposed wood beams. The Galley Kitchen has appliances that are only 2 months old. Energy-conscious improvements are found throughout the home. Radiant propane flooring, provides efficient warmth right where you need it. Also, 10 inches of blown-in insulation have been added to maximize energy retention, a whole-house fan promotes airflow and comfort. The main level layout is as functional as it is flexible. The spacious 1st floor Primary Bedroom Suite includes a full bathroom and large walk-in closet. Also on the main level is a bonus room with its own bath and laundry. This space is ideal as a home office! On the 2nd Fl are, 2 Lg bedrooms that offer ample space and share access to another full bathroom. Outdoor living is equally enjoyable with a private back patio and peaceful front porch!

610 South Main St., Orange

125 Drew Blvd, Orange
$399,900
4 Beds ⋅ 2 Baths ⋅ 73565538 MLS
A SPACIOUS CAPE WITH A SURPRISE UPSTAIRS! This large 4 bedroom Cape offers a flexible layout and a lovely level yard with mature landscaping. Set in a sought-after neighborhood, it's tucked away in a seren setting while keeping shopping, dining, and major routes within easy reach. The main level includes a primary bedroom with an en suite bath. Three additional bedrooms offer space for guests, a home office, or whatever life brings next. Upstairs, approximately 700 sq. ft. of additional finished space opens up even more possibilities for a family room, playroom, gym, or hobby area. With four heating zones, two on each floor, and a second-floor electrical subpanel installed in 2021, this home pairs generous space with everyday flexibility. Come see how much room this Cape has to offer. Quick closing available!

125 Drew Blvd, Orange

10 Mechanic St, Orange
$399,500
6 Beds ⋅ 3 Baths ⋅ 73584493 MLS
Discover an exceptional opportunity at 10 Mechanic Street in Orange! You will not want to miss the land and yard that comes with this property, along with a detached garage great for storage. This well-maintained two-family property has seen several recent improvements, including a brand-new roof, beautifully renovated units, and completed knob-and-tube wiring remediation, offering added value and peace of mind.Whether you're looking to owner-occupy or expand your investment portfolio, this property is a must-see. Both spacious units feature their own pellet stoves, providing an efficient and cost-effective supplemental heating option.Outside, you'll find a generously sized cleared yard with endless possibilities. Whether you envision gardening, small-scale farming, outdoor recreation, entertaining, or simply enjoying the open space, this versatile property offers plenty of room to make it your own. Bonus rooms in attic too! Don't miss your chance to see all that 10 Mechanic Street has to offer—schedule your showing today!

10 Mechanic St, Orange

25 Benham St, Orange
$390,000
3 Beds ⋅ 2 Baths ⋅ 73546054 MLS
Looking for the perfect blend of modern updates and country charm? This beautifully remodeled 3-bedroom, 2-bath home delivers! Renovated from top to bottom in 2025, you'll love the stylish kitchen, updated bathrooms, and beautiful flooring throughout. Major improvements include the heating system, central air, electrical, roof, siding, and energy-efficient solar panels, offering comfort and peace of mind for years to come. Step outside to enjoy the spacious, level yard with plenty of room for entertaining, gardening, pets, or play, along with a newly paved driveway and a brand-new storage shed. Set in a peaceful country location while still convenient to everyday amenities, this move-in ready home is ready to welcome its next owners. Come see all it has to offer!

25 Benham St, Orange

37 Logan Ave, Orange
$389,900
4 Beds ⋅ 2 Baths ⋅ 73587608 MLS
Welcome home to 37 Logan Ave! Freshly updated and ready for its next chapter, this spacious 4-bedroom, 2-bath home offers approximately 1,804 square feet of flexible living space with fresh paint and new flooring throughout. The first floor features an open living and dining area, kitchen, pantry, convenient laundry room, bedroom, and full bath, offering a versatile and functional layout. Upstairs you'll find three additional bedrooms, including a spacious primary suite featuring a full bath, walk-in closet, and an additional room with built-in cabinetry—perfect for a private home office, dressing area, or flexible bonus space. Outside, the detached two-story garage with electricity offers exceptional additional space for storage, a workshop, hobbies, or other future possibilities. With recent interior updates, generous living space, a versatile primary suite, and a unique two-story garage offering even more possibilities, 37 Logan Ave is ready for new owners to make it their own.

37 Logan Ave, Orange

377 Tully Rd, Orange
$359,900
2 Beds ⋅ 1 Baths ⋅ 73586995 MLS
Come see this renovated ranch sitting on over 11 acres of private land with almost 1,000 ft. of frontage on Tully Brook! The open concept floorplan offers an open kitchen/living/dining area. The kitchen features custom tile counters, a peninsula with seating and recessed lighting. The large living room features a wood stove insert with a beautiful brick surround. The full bathroom features tile floors and a custom tile shower surround. 2 bedrooms, including the main bedroom with exposed wood beams and a double closet, wrap up the main living level. The full basement provides great storage space and the chance for future expansion. Brand new propane heating system, new electrical service, new flooring throughout and a newer roof provide great peace of mind for years to come! Large garage and work area with heat and electricity. Great location just minutes from Tully Mountain, Tully Pond, Packard Pond, Tully Lake and Doane's Falls. Plenty of space for gardening, animals, etc. This is the perfect place to unwind and enjoy the beauty of nature.

377 Tully Rd, Orange

24 Prentiss Street, Orange
$350,000
3 Beds ⋅ 1 Baths ⋅ 73583553 MLS
Welcome home to this sunny, inviting house near Butterfield Park and Lake Mattawa. A beautiful 3-bedroom, 1-bath traditional home comes complete with an updated open concept kitchen perfect for hosting dinner parties, game night, holidays, or any function you can dream of! Open the sliding doors and bring the gathering outside onto the expansive deck that’s partially covered and overlooks the well-cared-for, fenced in yard. Sitting on this quiet street where you’ll find an oversized functional shed with loft storage, detached garage, and plenty of yard outside the fencing for your heart’s desire. Conveniently located near Route 2. If you’ve been hoping for a place to entertain look no further, it’s an open house worth attending, you’ll be glad you did!

24 Prentiss Street, Orange

N Main St, Orange
$349,000
73563601 MLS
OPORTUNITY AWAITS. 58 Acres of Opportunity in a Desirable Location!Rarely does an opportunity like this come along! This impressive 58-acre parcel offers a desirable location, substantial acreage, and frontage on two streets, providing exceptional flexibility and potential. Whether you're looking to create a private estate, explore development possibilities, hold land as a long-term investment, or simply enjoy the privacy and beauty of a large parcel, this property is worth a closer look. With its generous size and dual street frontage, the property offers a unique combination of accessibility, privacy, and potential. A fantastic opportunity for builders, developers, investors, or anyone looking to own a significant piece of land in a desirable area.58 acres. Two street frontages. Endless possibilities. Come explore the potential this remarkable property has to offer!

N Main St, Orange

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