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5 Oak Ridge Rd, Littleton
$995,000
4 Beds ⋅ 2 Baths ⋅ 73486514 MLS
Drop Dead Gorgeous 4 bedroom Gambrel Colonial, set very privately on 3+ acres of land! Located on a quiet cul-de-sac neighborhood abutting Oak Hill conservation with its 220 acres of trails and beautiful woods. This is not a cookie cutter Mac-Mansion! This is a big spacious home with lots of natural wood and beautiful wide pine floors. Want a first floor master - got it! Want a beautiful spacious office also on the first floor - got it! Want big rooms and yet private spaces - got it! How about a fieldstone wood shed, and a gazebo overlooking those beautiful woods? The patio was professionally landscaped with a water garden feature. There are also 2 huge bedrooms and a bath upstairs, an over-sized attached 2 car garage, a big basement, and tons of storage. And this home has been lovingly cared for and maintained: new windows - 2025 , new 50 yr shingle roof - 2021, new 200 amp electric service - 2024, and the list goes on. This is just a wonderful home!

5 Oak Ridge Rd, Littleton
5 Gray Farm Rd., Littleton
$985,000
4 Beds ⋅ 3 Baths ⋅ 73525818 MLS
Located in the highly sought-after Gray Farm neighborhood, this beautifully maintained 4-bedroom, 2.5-bath Colonial offers the perfect blend of comfort, space, and functionality. The inviting eat-in kitchen opens seamlessly to a spacious family room, creating an ideal layout for everyday living and entertaining. Separate living and dining rooms provide additional versatile gathering spaces. Step outside from the family room to a newly painted porch overlooking the expansive backyard — perfect for outdoor entertaining, play, or relaxation. Upstairs you’ll find four generously sized bedrooms including a spacious primary suite with a beautifully renovated ensuite. The fully finished lower level offers exceptional living space complete with a large bonus room, separate home office, and flexible space ideal for a gym, playroom, or hobby area. A wonderful opportunity to enjoy living in one of Littleton’s most desirable communities- close to Rte. 2, 495 and comm. rail with top rated schools!

5 Gray Farm Rd., Littleton
54 Orchid Dr, Littleton
$980,000
3 Beds ⋅ 3 Baths ⋅ 73407815 MLS
A rare chance to dwell just a stroll away from Long Pond, where light dances on water and quiet beauty reigns. 54 Orchid is embraced by lush, leafy vistas that shift w/ the seasons. Built in 2013, this home opens w/ soaring ceilings nearly 9ft high, elegant arched thresholds, and the classic touch of dentil crown moulding. The kitchen, living and dining rooms flow openly, yet hold the warmth of intimacy. On this level, comforts abound: a versatile office that easily serves as a guest room, a screened porch for quiet evenings and an outdoor patio framed by greenery for easy gatherings under the sky. Upstairs, the primary suite is a retreat that is appointed w/ dual closets, including a fabulous walk-in w/ custom shelving, and an ensuite bath. The lower level features a gym, while a walk-up attic w/ lofty ceilings offers untapped potential awaiting your vision. Thoughtfully updated since 2020, this home reflects pride of ownership and offers the coveted ease of refined beachside living!

54 Orchid Dr, Littleton
221 Foster Street, Littleton
$975,000
4 Beds ⋅ 3 Baths ⋅ 73455607 MLS
Welcome to 221 Foster Street! A beautiful home on one of Littleton’s most sought-after streets and truly move-in ready. This immaculate 4-bedroom, 2.5-bath Colonial offers a perfect blend of style, comfort and convenience, located just .4 miles from the Littleton T station, top-rated schools, shopping and dining. Inside, you’ll find a bright and spacious layout featuring hardwood floors, fresh paint and a recently updated kitchen with modern appliances. The main level includes two generous living areas, a convenient laundry room and charming 3-season sunroom that overlooks the expansive, professionally hardscaped yard. Step out onto the oversized deck, ideal for entertaining or relaxing in your private outdoor space. Upstairs, all-new hardwood flooring leads to the inviting primary suite, complete with a large bathroom offering a soaking tub and walk-in shower. 3 additional bedrooms and full bath complete the upstairs. The walkout finished basement provides a great flexible space.

221 Foster Street, Littleton
150 Whitcomb Ave, Littleton
$965,000
3 Beds ⋅ 3 Baths ⋅ 73438491 MLS
The magic of inside outside living. Tucked away in a natural meadow private neighborhood, convenient to the Commuter Rail, Rt 2 & 495, this beautiful fully dormered expanded Cape with flexible floor plan, full ht bsmt, storage galore, recessed lighting, hardwood & tile floors; continually improved and thoughtfully added onto! 2nd floor separate Primary enSuite. Laundry room in hall for family access. 1st Flr stunning sunroom. LR w/ cozy wood fireplace, DR seats eight plus. Kitchen adjacent enormous vaulted FR with a bright cozy window seat with books at your fingertips reading nook, generous screened porch, easy care composite deck and patio for gathering and entertaining. Basement room for exercise or game day! This is a comfy home to grow in, to celebrate all your milestones here. A few steps into the yard affords stunning sunrises and sunsets. Enjoy community in all that Littleton offers. Award winning schools, miles of hiking trails nearby to explore, restaurants, shops, & brewery.

150 Whitcomb Ave, Littleton
17 Gray Farm Rd, Littleton
$951,000
4 Beds ⋅ 3 Baths ⋅ 73502735 MLS
Step into a home where pride of ownership is felt in every corner. 17 Gray Farm Road is a sanctuary of classic elegance, offering an inviting space today with the opportunity to personalize over time. Gleaming hardwoods and an open, versatile floor plan define the main level—a sun-drenched space designed for both quiet reflection and joyful gatherings. Open the large slider and extend your living space to the back deck, where you can enjoy your morning coffee or an evening BBQ overlooking the professionally landscaped grounds. The second floor features a spacious primary suite, two generously sized bedrooms and a flexible fourth bedroom ideal for a dedicated home office or creative studio. Relish the serenity of this coveted cul-de-sac neighborhood with close proximity to local amenities, commuter routes, and sprawling conservation areas—all with top-rated Littleton schools just moments away. Discover a residence that feels like home at first sight. Your journey starts here.

17 Gray Farm Rd, Littleton
3 Farmstead Way, Littleton
$945,000
4 Beds ⋅ 3 Baths ⋅ 73534268 MLS
Mature Neighborhood setting with lots of newcomers and long time residents. Nestled in one of Littleton's established neighborhoods, this lovingly cared-for Colonial offers sunny spaces looking out toward nature with generous windows, room to grow. Enjoy morning coffee on the farmer's porch, summer gatherings on the oversized deck and patio, and a private backyard that feels tucked away from it all. Close to Kimball Farm, and center of Littleton. Inside, oversized windows fill the home with natural light, while newer roof (2024), heat pump, hot water tank, and appliances offer peace of mind. The finished walk-out lower level provides flexible space for workouts, hobbies, creative pursuits, or movie nights. Just moments from the planned King Street Common, you'll enjoy the convenience of future shopping, dining, and commuter routes, rail. Award winning schools, Robust Library programs and miles of walking trails. Showings begin Friday at Noon.

3 Farmstead Way, Littleton
3 Janes Drive, Littleton
$890,000
3 Beds ⋅ 3 Baths ⋅ 73568327 MLS
Welcome to 3 Janes Drive in Littleton, MA, located on a small, quiet, cul-de-sac neighborhood. You will discover a meticulously maintained single-family residence, constructed in 2000, offering 2310 square feet of sophisticated living space. This attractive property, presented in great condition, embodies a refined colonial architectural style on an expansive 40019 square foot lot. The kitchen, a central hub for culinary endeavors and social gatherings, is equipped with stainless steel appliances and features a functional island, seamlessly flowing into the living room. This open-plan design fosters an engaging atmosphere for both everyday living and entertaining. The living room itself provides a focal point with its inviting fireplace, creating a warm ambiance. Further enhancing the property's appeal are the two full bathrooms and one half bathroom, providing convenience and comfort. A built-in garage with space for two vehicles offers practical storage and protection. The property also features a versatile basement, presenting opportunities for additional living space or storage. For outdoor enjoyment, a dedicated outdoor dining area and a patio provide ideal settings for al fresco meals and relaxation. This distinguished property offers a compelling blend of classic design and contemporary amenities, inviting discerning buyers to experience its unique appeal. Lastly, this home offers a walk up attic space that is 39ft by 26ft in area which would be a great option for future expansion.

3 Janes Drive, Littleton
2 Baron Way, Littleton
$880,000
4 Beds ⋅ 3 Baths ⋅ 73503875 MLS
Nestled off Spectacle Pond Rd, stroll to the scenic "Spectacle Pond"or to the tranquil trails of "Whitetail Woods".This classic Colonial style home sits on approx 2.4 acres, ideal for the outdoor enthusiasts to enjoy nature's beauty. With 4 bedrooms, 2.5 baths, encompassing over 2500 sq ft, you'll have flexibility of formal entertaining AND casual living spaces ideal for modern living. Main level is primed for hosting-highlighted with an open concept, updated kitchen w/center island, granite counters, SS appliances,improved lighting ALL w/a beautifully proportioned casual dining rm which is in ADDITION to the formal dining rm. Add custom woodwork, oversized windows & hardwood flooring all enhancing the home's natural flow & elegance. Front-back living room & private study, both of which open to a screened porch offering exposure to relax or dine, extending your space outdoors to enjoy the season changes. Welcome to Littleton,

2 Baron Way, Littleton
16 Oak Rd, Littleton
$880,000
3 Beds ⋅ 2 Baths ⋅ 73474140 MLS
Welcome to this inviting 2017 Colonial, set on a 0.37-acre level, manicured lot on a quiet dead-end street. Just 0.3mile to Long Pond with playground, beach, and boat rentals. A charming farmer’s porch opens to a dramatic family room with soaring 17-ft ceilings, where a transom-topped double slider leads to a custom built patio featuring a propane fire pit and cafe lights— a perfect outdoor retreat oasis. The eat-in kitchen offers white cabinetry, granite countertops, & stainless steel appliances. A first-floor bedroom/home office with full bath provides ideal flexibility for 1st time buyers, downsizers, or multigenerational living. Upstairs includes two sunny south-facing bedrooms, walk-in closet, a spacious loft, full bath, and laundry. The finished basement with daylight windows offers versatile bonus space. 0.7mile to Shaker Lane elementary school. Close to the Common and The Point for shops and restaurants, Oak Hill Trail, plus easy access to the MBTA commuter rail and Rt. 495&225

16 Oak Rd, Littleton
20 Shattuck St, Littleton
$864,000
4 Beds ⋅ 2 Baths ⋅ 73488586 MLS
Bespoke and beautifully maintained, this delightful home is tucked into the perfect location—the center of Village activity with a backyard made for play, and access to King Street. Filled with the grand features of yesteryear, this light-filled beauty showcases original maple and fir floors, tall baseboards, detailed trim work, a sweeping staircase, solid paneled doors, glass doorknobs, and clever built-ins throughout. Modern conveniences include natural gas heat, central air, and a glorious 12-ft deep wraparound porch perfect for welcoming friends and neighbors. Large bay windows in the living room and bedroom invite abundant natural light, while the wood-burning fireplace creates a cozy gathering spot on chilly days. Ideally located near Town Offices, the Library, Community Center, café, and a bike path leading to the award-winning Russell St. and Middle School campuses. Custom window treatments, appliances, outdoor shed, and playset included. OFFERS REVIEWED after NOON TUESDAY 3/24

20 Shattuck St, Littleton
2 Spartan Arrow Road, Littleton
$860,000
3 Beds ⋅ 2 Baths ⋅ 73544604 MLS
Welcome to this wonderfully maintained 3BR, 2bath Dutch Colonial set back on nearly 3 private acres on desirable Spartan Arrow Road in Littleton. This inviting home features a beautifully remodeled kitchen with modern finishes, including stainless steel appliances and granite countertops. The mudroom is large with its cathedral beamed ceilings and large picture window, it could easily be transformed into another sitting area. Both full bathrooms have been updated with tasteful tile and color. Enjoy the convenience of a 2-car garage and relax or entertain on the low maintenance composite deck overlooking the expansive backyard. The backyard is an open palette! Think gardens, perhaps a pool or a shed or leave it be! With its combination of thoughtful updates, meticulous care, and peaceful settings, this exceptional property offers the perfect blend of privacy, comfort, and convenience. Littleton schools are a plus! Commuter? Train, Routes 495, 2 and 3 are close by! Showings begin at OH

2 Spartan Arrow Road, Littleton
52 Bulkeley Rd, Littleton
$860,000
4 Beds ⋅ 3 Baths ⋅ 73509967 MLS
Welcome to this well-maintained home offering comfort, functionality, and a versatile layout for everyday living. Bright and inviting living spaces create a warm atmosphere with a natural flow for relaxing and entertaining, while the kitchen connects easily to the main living areas and the bedrooms provide comfortable retreats with great natural light. Enjoy a private setting with an in-ground pool—perfect for summer entertaining and unwinding at home. Located in a highly desirable area, this home is ideal for commuters and offers all the convenience and appeal that Littleton has to offer. Just minutes to downtown Littleton, Routes 495 and 2, and The Point for shopping, dining, and entertainment. The nearby MBTA Commuter Rail station adds even more convenience for easy access to Boston and surrounding areas. Enjoy access to top-ranked Littleton schools and a strong sense of community. A rare find in a sought-after location—move right in and make it your own.

52 Bulkeley Rd, Littleton
15 Town Rd, Littleton
$851,000
2 Beds ⋅ 3 Baths ⋅ 73518636 MLS
Welcome home to this contemporary post-and-beam property, situated on the white sandy beach of Long Lake. The home features vaulted ceilings with skylights and walls of windows that provide abundant natural light and magnificent water views. The first level offers an open-concept design ideal for entertaining, featuring a living room with a center chimney and hardwood floors throughout. The kitchen is equipped with birch cabinetry, granite countertops, and stainless steel appliances, including a double wall oven. This level also includes a dedicated dining room and a family room overlooking the water with direct access to the exterior deck. The second level provides vaulted ceiling bedrooms with ample closet space and a refreshed full bathroom. Additionally, the walk-out lower level includes a sitting area, a full bathroom, and flex space suitable for an additional bedroom. Key features include a two-car attached garage, brand new roof and siding, gas heat, mini-split air conditioning.

15 Town Rd, Littleton
4 Meadow Dr, Littleton
$850,000
3 Beds ⋅ 3 Baths ⋅ 73533080 MLS
Welcome to Cobb Meadows — a cherished closed-loop neighborhood on the Acton & Westford line, abutting 47 acres of hiking trails, a farmed field & the Montessori School. Something truly special! Gorgeous grounds & curb appeal set the tone. Step inside to discover a kitchen with abundant cabinetry, a bright bay-window sitting area & a dining and family room featuring hardwood floors & a fireplace with marble and custom-built surround. First-floor office, full bathroom with laundry & mudroom add everyday convenience. Love the private four-season porch, perfect for entertaining or relaxing while overlooking your large deck, manicured backyard & private in-ground pool and hot tub. Upstairs, three spacious bedrooms with hardwood floors, including an en-suite master bath with double vanity. Two-car garage, full basement & walk-up attic complete this well-maintained home. Near Routes 2 & 495, MBTA Littleton & Acton stations & shopping. Pride of ownership shines — be prepared to fall in love!

4 Meadow Dr, Littleton
6 Whitcomb Ave, Littleton
$845,000
3 Beds ⋅ 3 Baths ⋅ 73559859 MLS
Sweetness! This charming Cape feels like it stepped right out of a storybook. A barrel-vaulted, cedar-shingled front porch welcomes you home, leading into a tiled mudroom and a light-filled newer family room with cathedral ceilings, oversized windows, and sliders to a sunny deck. What a wonderful first impression! Designed for easy living, the first-floor primary en suite a peaceful retreat with a walk-in shower, spacious bedroom, cozy sitting area, and even a sweet nook for a home office or reading corner. The original Cape is filled with warmth and character, featuring a beautifully remodeled natural gas kitchen with thoughtful design and seating for five at the island, a welcoming living room with a wood-burning fireplace for cozy evenings, a lovely dining room, and an additional full bath. Upstairs you'll find two generous front-to-back bedrooms and a beautifully updated full bath. Outside, the backyard is a little slice of magic. Relax on the sunny deck overlooking the brook, watch the wildlife wander by, enjoy the fragrant lilac hedge in spring, or gather around the fire pit on crisp autumn evenings. (Steep drop to the brook; no flood insurance required.) The lower level offers abundant storage and a workshop for hobbies or projects, and plans are available should you wish to add a garage in the future.Practical updates include a brand-new roof (2026), natural gas, Littleton Electric's sought-after low rates, updated electrical, newer HVAC, and exterior cooking ventilation.All this, with convenient access to major highways, the commuter rail (there's something so charming about hearing the train whistle!), and Littleton's award-winning schools. The sellers have already found their next home, making a quicker closing possible. If "Home Sweet Home" has been on your wish list, this one may just steal your heart.

6 Whitcomb Ave, Littleton
1996 Monroe Rd, Littleton
$841,000
2 Beds ⋅ 4 Baths ⋅ 5099914 MLS
Privately located on 28.94 acres on the Connecticut River! This Modern Cape Style home will greet you with large windows, cathedral ceilings, beams and a woodstove with a locally crafted custom stone hearth. A comfortable efficient open floor plan design including kitchen with granite counter tops, wall oven, cook top, microwave & dishwasher. The kitchen overlooks the dining & living room space and has easy access to a full-length river facing deck. Currently set up as having 2 bedrooms & bonus room & in-law studio or rec room in basement with entry & baseboard heat. The septic system is a NH state approved 3-bedroom system. The studio finished space includes a ceramic tile shower & plumbing in the walls for a kitchenette if desired. The main house is designed with a guest suite with full tub bathroom & a laundry room with a shower off the hall. A spacious master suite with walk in shower is on the 2nd floor just beyond a great landing space for lounging, or study area. Heating sources are propane radiant flooring throughout the whole house & electric Mini splits for heat and cooling, in addition to a woodstove. The under/attached 2-bay garage is heated, & a 3rd garage bay in an additional 18 x 24' building just steps away from the home. Ideal for a workshop or office space this additional building has its own mini split & electrical subpanel. A shed near the river can be used for whatever a new owner imagines! No lack of storage for your equipment & toys here! The landscaping around the home is established with berries and lovingly cared for with remaining land being more of a natural & wooded setting. The utility easement is 'not visible from the house'. The property line begins on RT 135/Monroe Road and extends over 2000' of private road length to the river. A super private setting with everything you need & easy access to interstate 1-93 or 1-91 for commuting. Dock permit is transferable per NH State & dock flotations on site.

1996 Monroe Rd, Littleton
2 Town Rd, Littleton
$830,000
3 Beds ⋅ 3 Baths ⋅ 73568826 MLS
Just a short stroll from Long Lake, this pristine 2010 Cape combines a beautiful, move-in-ready interior with an ideal location! Spend summer days enjoying the beach, playground, picnic areas, kayaking, paddle boating and more at this popular recreation destination just down the street. The main level has hardwood throughout and features a welcoming kitchen with cherry-toned cabinetry, granite countertops and island, opening seamlessly to the dining area with sliders to a new deck—perfect for outdoor dining and entertaining. The living room features a cozy gas fireplace, while a convenient half bath with laundry completes this level. Upstairs, a charming loft/reading nook greets you at the top of the stairs. The spacious primary suite includes a private 3/4 bath with double sinks, while two additional well-sized bedrooms and a full bath complete the second floor. An oversized 1.5-car garage offers a unique bonus, with an additional bay that's perfect for storing a golf cart, motorcycles, kayaks, bikes and more. Beautifully maintained from top to bottom and just steps from all that Long Lake has to offer—this is a home and location you'll love!

2 Town Rd, Littleton
1562 Broomstick Hill Rd, Littleton
$825,000
3 Beds ⋅ 3 Baths ⋅ 5097487 MLS
Enjoy breathtaking views of Vermont's Green Mountains and the Connecticut River from this beautifully maintained contemporary Cape, privately situated on 5.3 acres. Expansive floor-to-ceiling windows fill the home with natural light while showcasing the surrounding landscape from multiple levels. The open-concept floor plan is ideal for everyday living and entertaining. The kitchen features maple cabinetry, a stainless steel gas range with a 4-burner cooktop and griddle, and a large center island with seating. Hardwood floors extend throughout the home, creating a warm and inviting atmosphere. Offering three spacious bedrooms, three full bathrooms, and a versatile bonus room perfect for a home office, guest space, or hobby room, this home provides plenty of room to fit your lifestyle. Step outside to the expansive wraparound deck, relax in the hot tub, and take in the peaceful surroundings. Additional features include a detached two-car garage, whole-house generator, and new washer and dryer. The beautifully landscaped grounds are highlighted by a charming pond, seasonal lupines, and mature trees, creating a picturesque setting that enhances the property's privacy and natural beauty. Despite its peaceful setting, the property is conveniently located just 10-15 minutes from downtown Littleton, I-93, shopping, dining, and healthcare. Whether you're looking for a year-round residence or a second home, this property offers exceptional views, privacy, and convenience in one remarkable setting.

1562 Broomstick Hill Rd, Littleton
2 Checkerberry Lane, Littleton
$810,000
4 Beds ⋅ 2 Baths ⋅ 73537267 MLS
Welcome home to this beautifully maintained 4-bedroom Colonial nestled on a quiet cul-de-sac in desirable Littleton. Set on nearly an acre of land, this property offers the perfect blend of space, privacy, and comfort. The heart of the home is the spectacular beamed family room, featuring soaring ceilings, pellet stove and abundant natural light, creating a warm and inviting gathering space. Step directly from the family room into the screened-in porch, where you can relax and enjoy peaceful views of the expansive backyard. The spacious floor plan offers four generous bedrooms, a kitchen with dual ovens, a mudroom with a spacious ample living space for entertaining, and room to grow. Conveniently located near schools, shopping, commuter routes, and all that Littleton has to offer, this is a wonderful opportunity to enjoy classic New England living in a sought-after neighborhood.

2 Checkerberry Lane, Littleton
55 Jennifer St, Littleton
$810,000
3 Beds ⋅ 3 Baths ⋅ 73446535 MLS
Recently renovated home in a sidewalk neighborhood near Littleton Common and Long Lake Beach • Turnkey 3-bed, 2.5-bath layout with 2019–2024 updates designed for long-term comfort and flexible floorplan • Chef’s kitchen renovation with stone counters, island seating & modern appliances opens to bright living space • Redesigned first-floor primary suite with spa-style bath and double vanity • Dedicated first-floor office provides a quiet workspace or versatile bonus room • New flooring, electrical & plumbing plus energy-efficient mini-splits for year-round comfort • New vinyl siding & one-car garage add convenience and curb appeal • Professionally landscaped yard with stone patio, gardens & outdoor dining area • Close to Donelan’s Market (0.9 mi), Reuben Hoar Library (0.6 mi), Senior Center (0.7 mi) & commuter rail (2.6 mi) • A modern, low-maintenance home in a prime Littleton location. This home includes EV charger in the garage for effortless daily charging!

55 Jennifer St, Littleton
27 Mill Ln, Littleton
$803,000
3 Beds ⋅ 2 Baths ⋅ 73468184 MLS
Catch the sunset every night from your front porch! Cape Style living right in amazing Littleton. Come on into the Family Room with wood burning fireplace, lofted ceilings, and access to deck and backyard. Kitchen with island and pantry cabinet. DR seats 8+ and flows to the LR with another wood burning fireplace. 3rd BR or home office lives next to a beautifully remodeled full bath and offers 1st floor living. Upstairs, two front-to-back bedrooms (larger one was split into two for the littles previously) with loads of eave storage and another lovely full bath. Hardwood floors, tile baths, and luxury vinyl tile in basement finished areas. Windows were replaced and come with a transferrable lifetime warranty! Mini split cools first floor and adds auxiliary heat when those February blizzards roll through. See attached upgrades list. The long term updates, care and keeping assures this home is move in ready. Shop/ Dine/ Commute with ease- Rail/ Rt2 /495 /119. Award winning schools.

27 Mill Ln, Littleton
1952 Monroe Rd, Littleton
$800,000
4 Beds ⋅ 4 Baths ⋅ 5097716 MLS
Where the Connecticut River becomes your backyard. Set on 15.06 private acres with 647 feet of pristine Connecticut River frontage, this extraordinary property offers breathtaking mountain views and an estate-like setting rarely found. Whether you're boating, fishing, kayaking, or simply taking in the ever-changing scenery, this is a property that embraces the very best of New England living. The spacious home features four bedrooms plus a dedicated office, offering flexibility for today's lifestyle. Expansive windows fill the home with natural light while perfectly framing the river and mountain views. Thoughtfully designed living spaces provide plenty of room for gathering with family and friends, while the large wrap around deck creates the ideal place to relax, entertain, or enjoy your morning coffee overlooking the water. Beyond the home, the property is equally impressive. A classic barn w/ bonus room that has a propane hook up for heat, detached garage w/ 3/4 bath, storage shed, additional outbuildings, and a nostalgic vintage gas pump add both character and versatility. The attached three-car garage with over sized doors offers abundant space for vehicles, recreational equipment, or workshop space, making this property ideal for hobbyists, collectors, or anyone seeking room to pursue their passions. From the sweeping waterfront to the expansive grounds, every aspect of this remarkable property has been designed to embrace the outdoors. Whether you're searching for a year-round residence or a private waterfront retreat, this exceptional Connecticut River property offers a rare opportunity to own one of the area's most distinctive estates. *The house can not be seen from the road. Call for your private tour.

1952 Monroe Rd, Littleton
16 Fletcher Ln, Littleton
$791,000
4 Beds ⋅ 3 Baths ⋅ 73456155 MLS
This wonderful home is ready for you. Light, Bright, this updated over decades gem with skylights & bay windows, on an acre+ of nature is located conveniently in a quiet dead end neighborhood, .3 m to Long Lake Beach, .4 m from Shaker Lane School (new one coming 2030), 1.2 miles to Library & The Center on Shattuck Street, and 2.2 miles to The Point. Amazing Walking Trails, conservation land all around town to explore. Open lofted spaces and smaller, cozy rooms for office or a first floor guest room with full bath, laundry. Efficient natural gas cooking in your maple and granite kitchen, gas heating with bonus pellet stove for ambiance. Private back staircase to Primary Suite adds a lovely tucked away respite from the hustle and bustle- enjoy the jetted soaking tub! Oh, the screened porch- large enough to gather friends, eat meals, watch the backyard, or work from home. Note the tree house (needs a wee bit of TLC) Recent Improvements and updates are many! Stargaze from your Hot Tub!

16 Fletcher Ln, Littleton
14 Robinson Road Unit 2, Littleton
$790,000
2 Beds ⋅ 3 Baths ⋅ 73474105 MLS ⋅ ['Baker House Village'] BLDG.
Modern, 2 BR, 2.5 bath townhouse offering comfort, convenience and tasteful updates now available in the Littleton Common area! Enter to natural light, HW floors, cathedral ceilings and a lovely gas fueled fireplace! The new shutter shades add a classy touch throughout the LR/DR area. The kitchen is bright and has quartz countertops and BOSCH appliances. This home features a first floor main BR with a walk in closet and en suite for those desiring one floor living. A pantry and laundry area completes the FF with a new LG stackable washer and dryer. Upstairs find a spacious loft area overlooking the LR with storage space suitable for an in home office, den, or craft area! A nice size BR and full bath adds privacy for family and guests. The LL has a newly painted floor and a beautiful cedar closet for storage along with a workstation for hobbies. This space could easily be transformed for more living space as well! 1 car detached garage and 2 parking places complete the space!

14 Robinson Road Unit 2, Littleton
5 Patricia Way Unit 5, Littleton
$785,600
3 Beds ⋅ 3 Baths ⋅ 73494277 MLS ⋅ ['Webber Village'] BLDG.
Nearly new (2021) detached single-family style condo in sought-after Webber Village! This beautifully designed 3 bed, 2.5 bath home offers a flexible layout with a desirable first-floor primary suite and additional ensuite-style privacy upstairs. Sun-filled open-concept living with cathedral ceilings creates an airy, elegant feel. The upgraded kitchen features custom cabinetry, backsplash, modern appliances, and abundant storage, perfect for everyday living and entertaining. Hardwood floors throughout and $30K+ in upgrades enhance the home’s appeal. The second level includes 2 spacious bedrooms and a full bath. Energy-efficient all-electric systems, EV charging, and a large unfinished basement with future potential. Enjoy a private patio and yard, plus community amenities including tennis courts, gazebo, and walking paths. Low HOA. Conveniently located near commuter rail, Rt 2 & 495, shopping, and top-rated schools, this move-in ready home offers the perfect blend of comfort and style.

5 Patricia Way Unit 5, Littleton
153 Tahattawan Rd, Littleton
$775,000
4 Beds ⋅ 3 Baths ⋅ 73382991 MLS
Big Cape with a fabulous In-law Apartment on one of the prettiest streets in Littleton. 4 Bedrooms total. Main house has 3 pretty bedrooms upstairs and an office on the first floor. The kitchen is compact, but nicely remodeled with a charming eating area overlooking the deck and lovely backyard. There is a huge living room / dining room with a gas fireplace and hardwood floors across the front of the house. 2 beautifully redone full baths (one on each level), a lovely deck, and a great basement workshop complete the main house. The In-Law apartment is spacious and has an open floor plan with a sun room and lovely views of that nice big yard. Upstairs there is a big office / sitting room area, a bathroom with a laundry and a nice big bedroom. Currently there is a lift for the stairs in the in-law that can stay or be removed as the buyer wishes. In law appt could be rented for extra income.

153 Tahattawan Rd, Littleton
18 Mill Lane, Littleton
$770,000
3 Beds ⋅ 3 Baths ⋅ 73421625 MLS
A single-family home, nestled against conservation land with scenic trails at your doorstep, this thoughtfully maintained home offers privacy, tranquility, an automatic 11,000 watt propane generator and endless possibilities. A large detached, heated garage, wired with 220v and a second floor, it's an ideal collector’s showcase, workshop, creative studio, or future accessory dwelling (buyer to confirm zoning and building code requirements with the town). With instant equity potential from a buyer installed new septic system and easy access to Routes 495 and Route 2, this property perfectly blends lifestyle, convenience, nature and unmatched versatility. A rare opportunity to live, create, and make this your own special Littleton enclave.

18 Mill Lane, Littleton
20 Dean Ln Unit 20, Littleton
$765,000
2 Beds ⋅ 2 Baths ⋅ 73427447 MLS ⋅ ['Couper Farm Estates'] BLDG.
Experience one-level luxury living in this meticulously maintained 2-bedroom, 2-bath home, perfectly situated in an exclusive 55+ community. This rare, one-of-a-kind residence offers an effortless lifestyle with a thoughtfully designed layout that blends comfort, elegance, and convenience. From the moment you step inside, you’ll appreciate the attention to detail, pristine condition, and upscale finishes that make this home truly stand out. Highlights include extra-large custom closets, shiplap finishes, and an upgraded fireplace. The garage includes an EV charger, while the basement has spray-foam insulation, offering efficiency and the potential for expanded living space. The open-concept design creates a welcoming flow, while the spacious bedrooms and full baths provide both privacy and comfort. Enjoy easy living in an elite community designed for relaxation, connection, and peace of mind—this exceptional home is move-in ready and waiting for you.

20 Dean Ln Unit 20, Littleton
86 Foster Street, Littleton
$758,775
4 Beds ⋅ 3 Baths ⋅ 73551065 MLS
*Offer deadline Friday July 24th at 10 am* Enjoy the perfect blend of charm, comfort, and convenience in this 4-bedroom, 2.5-bath Cape set on a picturesque .70-acre lot with a beautiful private backyard. The inviting country kitchen features cherry cabinetry, granite countertops, a center island, exposed beams, wide-plank hardwood floors, and a sunny bay window. A flexible floor plan offers a first-floor bedroom with adjoining sitting room and slider to the deck overlooking the peaceful yard and charming two-stall barn (sold as is). Upstairs are three spacious bedrooms, including the primary bedroom with an updated bath and soaking tub. 2nd full bath features a large tiled shower you will love. Vinyl siding, replacement vinyl windows, septic (2002), roof (2015), boiler and hot water heater (2020), walkout basement, and one-car garage. Just one mile to I-495, the MBTA Commuter Rail, shopping, dining, parks, library, and Littleton's highly rated schools.

86 Foster Street, Littleton

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