Littleton Real Estate

Prepare to be captivated by this extraordinary estate, where luxury, privacy, and the feeling of a year round vacation come together. Set on more than 20 private, meticulously maintained acres, this remarkable property offers an unparalleled blend of serenity, exclusivity, and refined comfort just moments from the charm of quaint Harvard Village and its general store.Spanning nearly 7,000 square feet of beautifully crafted living space, the open concept main level is filled with natural light and thoughtfully designed for elegant entertaining and relaxed everyday living. High ceilings, expansive windows, and seamless transitions between the living, dining, and kitchen areas create a warm and inviting atmosphere. The entry is enhanced by a hand crafted railing on the stairway, adding a distinctive touch of artisan craftsmanship.The living room features handmade cherry cabinetry surrounding a fireplace, custom shelving, and a fully appointed bar an inviting setting for entertaining or enjoying a quiet evening at home. Take in breathtaking panoramic views throughout the day, with spectacular sunrises and unforgettable sunsets visible from the comfort of your own property.A beautifully appointed four-season porch provides the perfect retreat, complete with a Rumford fireplace, ceiling fan, recessed lighting, and wiring for entertainment. Whether enjoying morning coffee, gathering with friends, or relaxing by the fire, this exceptional space offers the feeling of being on vacation without ever leaving home.Generously proportioned bedroom suites provide exceptional comfort and privacy, while the primary offers a private retreat, with French doors opening onto a secluded deck that steps directly out to the pool. Perfect for catching the morning sunrise with your coffee, or a refreshing swim just steps from your bedroom, while a private workout area and in-law or guest apartment offer flexibility for multi-generational living. Additional amenities include a three car garage and a versatile barn with two additional parking spaces, an indoor/outdoor kennel, and a heated workshop. The workshop includes a balcony equipped with a lift, providing convenient ease in transporting tools and equipment to the second floor.Outside, enjoy a resort style salt water swimming pool with a fully equipped outdoor kitchen, expansive grounds, and panoramic views. With the potential to access neighboring trails, the property could become a private equestrian haven or outdoor retreat.

17 Chestnut Lane, Littleton

$2,600,000

1 Baths ⋅ 73588509 MLS

160 Ayer Road Unit 1, Littleton

$624,900

3 Beds ⋅ 1 Baths ⋅ 73588191 MLS

Renovated, Remarkable & Ready in Littleton! Beautifully updated, this home offers stylish one-level living with an open-concept design. The stunning kitchen features abundant cabinetry and storage, while the welcoming living room showcases a contemporary electric fireplace, detailed stonework, and distinctive mantel. Three generously sized bedrooms provide comfortable retreats. Extensive updates include roof, windows, gutters, flooring, kitchen, bathroom, appliances, electrical, plumbing, and doors, plus a remotely controlled smart thermostat.Downstairs, two finished bonus spaces offer flexibility for a home office, fitness studio, playroom, or hobby space. An unfinished laundry room and separate tool workshop add versatility. Enjoy a fenced, level backyard with stone patio, built-in fire pit, and mature, manicured gardens. Close to Long Lake for kayaking and town beach, plus playgrounds, scenic trails, and conservation land. Beautifully updated and ready for your next chapter!

106 Harwood Ave, Littleton

$4,899,000

73587824 MLS

Excellent opportunity to acquire a versatile retail/health-club property in Littleton, MA. The property features an adaptable commercial layout designed to accommodate health, wellness, recreation, and other service-oriented retail uses. The existing configuration provides a strong opportunity for an owner-user or investor, with flexible areas that may accommodate a variety of commercial concepts. Buyers may continue a similar use or explore repositioning the property for alternative uses, subject to zoning and municipal approvals. Conveniently located on Constitution Avenue with access to Littleton and surrounding communities, this property offers a compelling combination of location, flexibility, and commercial potential.

1200 Constitution Avenue, Littleton

$1,500,000

6 Beds ⋅ 6 Baths ⋅ 73587766 MLS

Exceptional Live/Work Opportunity! This distinctive Victorian with classic mansard roof has been extensively & meticulously gut renovated in 2022 to offer an exceptional combination of residential comfort, commercial flexibility, and future potential. Currently configured as a 6-bedroom, 6-bath, two-unit property, this home is ideal for multigenerational living, extended family, owner-occupants seeking income, or, an entrepreneur looking to operate a business from home. The expansive driveway provides abundant parking hidden from the road, a full loop for large trucks and trailers, plus additional yard space and potential for covered parking or discreet container storage. The oversized 4 car carriage house features two separate 2-car bays, abundant lower-level storage, and 900+ sq. ft. of bright, unfinished walk-up space. Finish it as office, studio, commercial or rental space, guest accommodations, additional living area, or whatever fits your needs with proper town approvals! A large roof deck offers additional potential. The property has been comprehensively renovated with all new mechanicals, plumbing, electrical, roof, insulation, windows, plaster walls, high-end trim, solid wood doors, and kitchens. Each unit features two refrigerators and dishwashers. A 12-zone mini-split system provides heating and cooling throughout, while smart lighting can be controlled by phone, voice, or smart hub. Thoughtfully future-proofed, utilities and plumbing have been positioned for expansion. Existing wet walls and dedicated entrances create the potential to convert the two units into four units, subject to approvals. Two living spaces, hot water tanks, and laundry hookups in each unit along with bathrooms roughed for dual vanities, add flexibility for future expansion and conversion. The residence can also be combined into one larger home by opening the already-framed connecting wall, perfect for multigenerational living. Additional features include a kitchen-to-basement recycling chute, six roughed-in locations for in-wall safes, and Cat8 Ethernet hardwired to every bedroom. A rare opportunity combining commercial zoning, substantial parking, a four-car carriage house, beautifully renovated living space, and exceptional expansion potential. Perfect for a business owner, contractor, investor, multigenerational household, or anyone seeking a truly flexible property!

11-15 Taylor St, Littleton

$1,500,000

6 Baths ⋅ 73587768 MLS

Exceptional Live/Work Opportunity! This distinctive Victorian with classic mansard roof has been extensively & meticulously gut renovated in 2022 to offer an exceptional combination of residential comfort, commercial flexibility, and future potential. Currently configured as a 6-bedroom, 6-bath, two-unit property, this home is ideal for multigenerational living, extended family, owner-occupants seeking income, or, an entrepreneur looking to operate a business from home. The expansive driveway provides abundant parking hidden from the road, a full loop for large trucks and trailers, plus additional yard space and potential for covered parking or discreet container storage. The oversized 4 car carriage house features two separate 2-car bays, abundant lower-level storage, and 900+ sq. ft. of bright, unfinished walk-up space. Finish it as office, studio, commercial or rental space, guest accommodations, additional living area, or whatever fits your needs with proper town approvals! A large roof deck offers additional potential. The property has been comprehensively renovated with all new mechanicals, plumbing, electrical, roof, insulation, windows, plaster walls, high-end trim, solid wood doors, and kitchens. Each unit features two refrigerators and dishwashers. A 12-zone mini-split system provides heating and cooling throughout, while smart lighting can be controlled by phone, voice, or smart hub. Thoughtfully future-proofed, utilities and plumbing have been positioned for expansion. Existing wet walls and dedicated entrances create the potential to convert the two units into four units, subject to approvals. Two living spaces, hot water tanks, and laundry hookups in each unit along with bathrooms roughed for dual vanities, add flexibility for future expansion and conversion. The residence can also be combined into one larger home by opening the already-framed connecting wall, perfect for multigenerational living. Additional features include a kitchen-to-basement recycling chute, six roughed-in locations for in-wall safes, and Cat8 Ethernet hardwired to every bedroom. A rare opportunity combining commercial zoning, substantial parking, a four-car carriage house, beautifully renovated living space, and exceptional expansion potential. Perfect for a business owner, contractor, investor, multigenerational household, or anyone seeking a truly flexible property!

11-15 Taylor St, Littleton

$1,500,000

6 Beds ⋅ 6 Baths ⋅ 73587767 MLS

Exceptional Live/Work Opportunity! This distinctive Victorian with classic mansard roof has been extensively & meticulously gut renovated in 2022 to offer an exceptional combination of residential comfort, commercial flexibility, and future potential. Currently configured as a 6-bedroom, 6-bath, two-unit property, this home is ideal for multigenerational living, extended family, owner-occupants seeking income, or, an entrepreneur looking to operate a business from home. The expansive driveway provides abundant parking hidden from the road, a full loop for large trucks and trailers, plus additional yard space and potential for covered parking or discreet container storage. The oversized 4 car carriage house features two separate 2-car bays, abundant lower-level storage, and 900+ sq. ft. of bright, unfinished walk-up space. Finish it as office, studio, commercial or rental space, guest accommodations, additional living area, or whatever fits your needs with proper town approvals! A large roof deck offers additional potential. The property has been comprehensively renovated with all new mechanicals, plumbing, electrical, roof, insulation, windows, plaster walls, high-end trim, solid wood doors, and kitchens. Each unit features two refrigerators and dishwashers. A 12-zone mini-split system provides heating and cooling throughout, while smart lighting can be controlled by phone, voice, or smart hub. Thoughtfully future-proofed, utilities and plumbing have been positioned for expansion. Existing wet walls and dedicated entrances create the potential to convert the two units into four units, subject to approvals. Two living spaces, hot water tanks, and laundry hookups in each unit along with bathrooms roughed for dual vanities, add flexibility for future expansion and conversion. The residence can also be combined into one larger home by opening the already-framed connecting wall, perfect for multigenerational living. Additional features include a kitchen-to-basement recycling chute, six roughed-in locations for in-wall safes, and Cat8 Ethernet hardwired to every bedroom. A rare opportunity combining commercial zoning, substantial parking, a four-car carriage house, beautifully renovated living space, and exceptional expansion potential. Perfect for a business owner, contractor, investor, multigenerational household, or anyone seeking a truly flexible property!

11-15 Taylor St, Littleton

$75,000

1 Beds ⋅ 1 Baths ⋅ 73587204 MLS

Welcome to 239 Ayer Road, Unit 8, located in Littleton Motor Court, a 55+ community. This 1-bedroom, 1-bath home offers a comfortable layout with plenty of potential for a buyer ready to bring their own style and ideas to the space. Several important improvements have already been completed, including a new roof and blown-in insulation in 2021. The oven/range, refrigerator, and microwave are approximately one year old. Kerosene provides heat and hot water. Outdoor spaces add to the charm of this home. A screened porch provides additional seasonal living space, while the patio and established garden areas surrounding the unit offer inviting spots to relax, tend to flowers and plantings, or simply enjoy time outdoors. An on-site shed provides convenient additional storage. The home offers an opportunity for cosmetic updates and personalization, allowing the next owner to make the space their own. Whether you’re looking to downsize, simplify, or create a comfortable home tailored to you, Unit 8 is ready for its next chapter.

239 Ayer Rd Unit 8, Littleton

$249,900

2 Beds ⋅ 2 Baths ⋅ 5112438 MLS

Set on 3.01 acres with a level lot and plenty of usable outdoor space, This property offers a beautifully renovated Two bedroom, Two bath home with the space and flexibility to enjoy both comfortable living and the outdoors. Thoughtfully updated throughout, the home combines modern finishes with a practical, inviting layout. The open concept floor plan creates an easy flow between the living room, dining area, and kitchen, making everyday living and entertaining a breeze. The spacious primary suite offers a comfortable and relaxing retreat, while the additional bedroom and 3/4 bath provide flexibility and convenience for family, guests, or a home office. Outside, the level acreage has plenty of room for gardening, recreation, pets, or simply enjoying your own private outdoor space. The detached two-car garage offers excellent parking and storage, along with additional room for hobbies, equipment, or a workshop. Outdoor enthusiasts will appreciate the close proximity to Moore Dam, with multiple nearby landings providing convenient access for boating, fishing, kayaking, and other outdoor recreation. Whether you’re looking for an affordable home, room to garden and enjoy the outdoors, or simply more space to spread out, this property offers a great combination of thoughtful updates, usable acreage, and everyday comfort. Conveniently located while still providing the privacy and space of an acreage property. *The adjoining 3.10-acre lot is also available for sale; see MLS #5112435 for details.

36 Mount Misery Rd, Littleton

$75,000

5112435 MLS

Discover the possibilities with this 3.10-acre surveyed parcel, ideally situated just outside of town and close to the area’s many outdoor recreational opportunities. Recently PERC tested and surveyed, this property offers an excellent opportunity for those looking to build, invest, or create a place of their own. Located just outside of town, you’ll enjoy a private setting while remaining only a couple of minutes from Interstate 93, making commuting and everyday travel convenient. Outdoor enthusiasts will appreciate the close proximity to Moore Dam and multiple nearby boat launches and landings, providing easy access to boating, fishing, kayaking, hiking, and other recreational activities. Whether you’re looking to build your primary residence, create a weekend retreat, or simply secure a piece of land in a desirable area, this property offers plenty of room and flexibility. This lot has it all convenient proximity to interstate access, and abundant nearby outdoor recreation, this is a site ready and waiting for whatever ideas you might have. Come take a look and imagine what you can create here!

Lot 1 Mount Misery, Littleton

$450,000

3 Beds ⋅ 2 Baths ⋅ 5112196 MLS

Welcome home to easy, comfortable living in the heart of Littleton. This turnkey 3-bedroom, 2-bath ranch offers the convenience of single-level living in a peaceful setting on a dead-end street, while keeping you close to so much of what makes Littleton special. Inside, you’ll find a freshly painted interior complemented by beautiful new hardwood floors, creating a bright, inviting space that’s ready to simply move in and enjoy. The exterior has also been newly painted and had a new garage door installed, adding to the home’s fresh, well-maintained appeal, while a new rear deck provides the perfect spot to relax, entertain, or enjoy the peaceful surroundings. The basement of the home is dry and with ample headroom, it has the potential to create additional finished space to your desires. Whether you’re looking for a full-time residence, a low-maintenance home base for four-season adventures, or a place to settle in and enjoy the community, this property offers flexibility and ease. Step outside and the location becomes even more appealing. The dead end provides direct access to the Eaton Forest Trail, putting outdoor recreation practically at your doorstep. The PRKR MTN trails are nearby for even more exploring, while the elementary school is conveniently close. And when it’s time to head into town, Littleton’s beloved Main Street is just a short distance away, offering local shops, restaurants, breweries, and community charm. Call today to schedule your private showing.

146 Timber Ln, Littleton

$679,000

3 Beds ⋅ 2 Baths ⋅ 73584427 MLS

Sitting proudly on Beaver Brook Road, this beautifully maintained 3 bedroom, 2 bath split entry home, is ready for you! Ideally situated on nearly an acre in desirable Littleton, it offers updates such as new roofing on both house and shed (with a transferrable warranty!) the remodeled kitchen offers a fresh, updated feel with fresh white cabinetry, a pantry, granite countertops and stainless steel appliances and flows nicely into the main living spaces. The dining area is conveniently open to the kitchen with access to both the living room and screened in porch through sliders, and onto the back deck! Three bedrooms and a full bath with a double vanity complete the upper floor. The living room, dining area, hallway and one bedroom and have replaced hardwood flooring. Anderson windows have been replaced throughout, tiltwash throughout the upper level, and replaced on lower level as well! The lower level has space for a family room with a wood stove, full bathroom with shower and a bonus room! Garage entry as well! A 200 amp circuit panel was updated with additional slots. A new vortex water treatment system also installed. Paved driveway and front steps and railing added in 2023. New three bedroom septic installed summer 2026. Thoughtfully cared for throughout, this home offers comfortable living with plenty of room to enjoy both indoors and out. The back yard has plentry of room for recreation and gatherings with farm stands near by! Close to The Point for shopping and restaurants! Littleton schools are top notch as well as the thriving Park and Rec department and senior center! Commuting is a breeze with 495 close by and a commuter train station in town! Showings begin at open house on Thursday 5:00-6:30!

10 Beaver Brook Road, Littleton

Littleton Real Estate

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