Refine Search
Sort by
$3,700,000
4 Beds 4 Baths 73536484 MLS
Perched on approximately 2 private acres overlooking Cape Cod Bay, this exceptional custom-built MacKenzie Brothers residence offers panoramic water views stretching to Provincetown on clear days. Designed to capture breathtaking sunrises & sunsets, this luxury retreat blends timeless craftsmanship with modern convenience. Features include cherry hardwood floors, radiant heat, marble & stone baths, & a chef’s kitchen with Brazilian granite, Thermador appliances, walk-in pantry, & a stunning handcrafted Santorini tile mural. The four-season sunroom showcases endless bay views, while resort-style amenities include an in-ground pool, hot tub, multi-mode infrared sauna, raised garden beds, & beautifully manicured grounds. A private path leads to a private Beach, offering effortless access to the shoreline & coastal lifestyle. Highlights include 3-car garage, 2 driveways, tiled lower level, solar panels, smart home technology/security systems. This property is an extraordinary sanctuary.

9 Clare Rd, Plymouth

Listing courtesy of Listing Agent: Selling South of Boston Team from Listing Office: Keller Williams Realty Colonial Partners.

$450,000
3 Beds 2 Baths 5094522 MLS
Tucked within the Hawk community, this charming mountain retreat offers the perfect blend of privacy, recreation, and convenience. Set within a private 1.09-acre wooded lot, owners are also able to enjoy access to Hawk's common land with room to explore, including trails ideal for snowshoeing, hiking, and cross-country skiing. Perfectly positioned between Killington and Okemo Mountain, and just minutes to area lakes and scenic Route 100, this location is ideal for year-round Vermont living and exploring. Inside, the open kitchen, dining, and living area is filled with natural light from large windows that frame the peaceful wooded setting. A beautiful stone fireplace with a wood stove insert creates a warm and inviting focal point, perfect after a day on the slopes or trails. The dining area opens to a spacious deck, offering an easy transition to outdoor living and quiet moments surrounded by nature. The lower level features three bedrooms, including charming built-in storage and built-in bunks that make this a fun and functional escape for younger guests. Whether used as a vacation getaway, ski retreat, or four-season home base, this Hawk property captures the relaxed mountain lifestyle in a setting that feels wonderfully private while remaining close to everything the Okemo Valley and Killington region have to offer. Visit the Okemo real estate community today. Taxes are based on current town assessment.

366 Crimson Hawk Rd Unit S1-24, Plymouth

Listing courtesy of Sarah N Sheehan from William Raveis Real Estate Vermont Properties. (Off: 802-228-8877)

$784,900
4 Beds 3 Baths 73534188 MLS
Welcome to Shallow Pond Estates, one of the area's most desirable neighborhoods, where comfort, space, and thoughtful updates come together in this beautifully maintained Saltbox-style home. Designed for today's lifestyle, this 4-bedroom, 2.5-bath home offers a flexible floor plan with room to grow, work, and entertain. At the heart of the home is the renovated kitchen featuring a large center island, farmhouse sink, double ovens, stainless steel appliances, hardwood flooring, and a dedicated coffee bar. The adjoining dining area showcases vaulted ceilings and opens to the deck overlooking a level, private backyard, creating an ideal setting for gatherings both indoors and out. The spacious front-to-back family room is warm and inviting with hardwood flooring and a wood-burning fireplace. An additional first-floor room provides endless possibilities as a home office, playroom, guest room, or den. A convenient first-floor laundry area and half bath complete the main level. Upstairs, the generous primary suite offers a walk-in closet and a private bath with an upgraded tiled shower. Two additional oversized bedrooms with double closets share a full bath, providing comfortable accommodations for family or guests. Major improvements provide peace of mind, including a freshly painted exterior, extensive hardscaping, a 2023 roof, a 2026 oil tank, mini split system, irrigation, and a brand-NEW 4-bedroom septic system to be installed before closing. If you've been searching for a move-in ready home in an established neighborhood with flexible living space, quality updates, and exceptional value, this is one you won't want to miss.

105 Shallow Pond Ln, Plymouth

Listing courtesy of Listing Agent: The Anchor Team from Listing Office: Jane Coit Real Estate, Inc..

$715,000
5 Beds 3 Baths 5094021 MLS
A newly constructed, income-producing, multigenerational property with built-in flexibility and exciting potential for future growth. The recently completed 900+/- square-foot accessory dwelling unit (ADU) above the three-bay garage, with ample parking, is the perfect complement to this unique Plymouth property. With its own private entrance, the ADU offers tremendous possibilities for rental income, multigenerational living, extended family, guests, or a dedicated home office. The thoughtfully designed ADU features two bedrooms, wood floors, butcher block countertops, a fully applianced kitchen, washer/dryer, mini-split heating and cooling, and a ¾ bath. Set at the end of a town-maintained road on 2.91 private acres, the property offers peaceful wooded surroundings while remaining conveniently close to downtown Plymouth and nearby hiking, skiing, and biking trails. The main living space features an open-concept kitchen, dining, and living area, with a large kitchen window overlooking the serene surroundings. A charming three-season porch provides a relaxing place to unwind, while the oversized family room is perfect for gatherings and holidays. A tiled mudroom welcomes New Hampshire's changing seasons, while flexible floor plans offer multiple options for a primary bedroom, including a private lower-level suite with bath and oversized closet. The lower level also includes a dedicated workshop ideal for woodworking, ski tuning, bikes, or hobbies. Heating options include oil-fired hot-water baseboard heat, two wood stoves, and a Tarm Biomass wood furnace with a heat collection system, which can serve as primary or backup heat. The three-bay garage provides excellent storage. Outside, enjoy space for gardens, recreation, or a greenhouse. A rare opportunity offering income potential, flexibility, privacy, and room to grow, just minutes from all that Plymouth has to offer.

29 Wooley Pasture Rd, Plymouth

Listing courtesy of Sue E. Sampson from Badger Peabody & Smith Realty/Holderness. (Cell: 603-387-9770)

$1,400,000
5093857 MLS
Imagine owning 250 acres of unspoiled land in Vermont's coveted Lake Region, featuring five separate access points to the crystal-clear waters of Echo Lake. Whether you're envisioning a private family retreat, a recreational paradise, a conservation property, or a future development opportunity, this remarkable offering offers endless possibilities. Miles of established trails wind through the property, leading to open meadows, historic stone walls, and diverse terrain rich with natural beauty. Create a spectacular estate with sweeping views of the surrounding lakes and distant mountain ranges, or preserve the land's natural character and enjoy unmatched privacy within your own woodland sanctuary. Outdoor recreation is at your doorstep. Echo Lake offers boating, fishing, and swimming, while Camp Plymouth State Park sits just across the water. The VAST snowmobile trail network is nearby, and Vermont's premier ski destinations are within easy reach, with Okemo Mountain less than five miles to the south and Killington Resort approximately ten miles to the north. The charm of quintessential New England is all around, with the picturesque villages of Woodstock and Weston just a short drive away, offering fine dining, shopping, theaters, and year-round community events. This is a rare opportunity to own one of Central Vermont's truly exceptional legacy properties. Visit the Okemo real estate community today. Taxes are based on the current town assessment.

610 Rte 100, Plymouth

Listing courtesy of Kevin Barnes from William Raveis Real Estate Vermont Properties. (Off: 802-228-8877)

$599,999
3 Beds 2 Baths 24178339 MLS
Better than new, this stunning split level home has been completely reimagined with exceptional attention to detail, high end finishes, and energy efficient upgrades throughout. Offering 3 bedrooms & 2 full baths, this turn key property is the perfect blend of modern style and everyday functionality. Step inside to discover beautifully, refinished dark, walnut hardwood floors, crown molding, updated lighting, new interior doors, trim, and custom finishes throughout. The show-stopping kitchens feature quartz countertops, elegant marble and mother of pearl mosaic backsplashes, and newer appliances. Recent improvements include a new Owens Corning roof with transferable warranty, new windows, doors, black seamless gutters, front walkway, oversized asphalt driveway, updated well water tanks and lines, &a new high efficiency HVAC system. Spray foam insulation in both the basement and attic provides year round comfort and impressive energy savings. The finished lower level with separate entrance provides additional living space to suit a variety of your needs, along with the addition of the converted garage to office space which allows for even more versatility. Outside, enjoy the newly installed patio, and private backyard perfect for entertaining. Every inch of this home has been thoughtfully updated, creating a truly move in ready property. Simply unpack and enjoy.

3 Burger Rd, Plymouth

Listing courtesy of Amanda Nemense from Showcase Realty, Inc.. (203) 558-4500 (860) 274-7000

$3,895,000
5 Beds 5 Baths 73532558 MLS
Experience unparalleled privacy in this gated, fully fenced 10-acre estate built in 2023, boasting over 600 feet of pristine water frontage on Great South Pond and abutting 40+ acres of protected conservation land with walking trails. Crafted with quality 2x6 framing, the main home features oak hardwood floors, quartz countertops, an open floor plan with a gas fireplace, a game room, and breathtaking views from every room. Enjoy a private sandy beach on crystal-clear, peaceful waters where gas-powered boats are restricted. A separate apartment above the three-car garage includes a full kitchen, bath, and laundry. Modern essentials include a generator, a Trex deck, and robust keypad security and video monitoring. An older waterfront guest cottage offers incredible potential. Located minutes from Pinehills Golf Club and under four miles from historic downtown Plymouth, this sanctuary perfectly blends secluded natural luxury with everyday convenience.

140 Drew Rd, Plymouth

Listing courtesy of Listing Agent: Mark Anderson from Listing Office: Redfin Corp..

$49,900
24179367 MLS
This residential lot with town utilities at 30 Burnham St, Plymouth (Terryville), CT offers a 0.2-acre canvas. The footprint of 8,712 square feet of land gently sloping cleared land gives you room for a yard, and outdoor living areas. Located in a quiet, accessible neighborhood, it provides the ability to build a custom single-family home tailored to your exact vision in a desirable local area. Awesome peaceful backyard with view of the Pequabuck River. Perfect for bringing in your own builder and designing a custom residence from the ground up. Its a prime location situated in a neighborhood setting, yet highly accessible to Route 6 and nearby shopping, dining, and community amenities.

30 Burnham St, Plymouth

Listing courtesy of Vincent Gualtieri from Town & Country Real Estate. (860) 483-1024 (860) 283-0124

$660,000
3 Beds 2 Baths 73531717 MLS
Discover a charismatic lifestyle of comfort and potential at 24 Cottontail Trl. Built in 1987, this 2104 sq ft single-family residence offers a blend of charm and generous space, situated on an expansive .59 ac lot. The home features three well-proportioned bedrooms, one with lovely hardwood flooring (main lvl) & walkin closet, the other 2 brms are carpeted. Two full bathrooms ensure convenience for daily routines w/one hosting the washer/dryer space. The one car garage offers room for your car & some storage. With some updating, restoration, paint and yard maintenance, this property will regain its former glory! Imagine, living on a cul de sac with a walking/driving path path directly to a pond where you can swim, beach, fish & more! Sold "AS IS". Refrigerator, washer & dryer are negotiable! Make appt to take a look and see if this home meets your needs and abilities! 24 hour notice plzzz. All offers subject to satisfactory dual atty review & approval-

24 Cottontail Trl, Plymouth

Listing courtesy of Listing Agent: Beth Tassinari from Listing Office: Century 21 Tassinari & Assoc..

$199,000
1 Beds 1 Baths 73531349 MLS ['Pine Hills Village'] BLDG.
Renovated 1-bedroom, 1-bath second-floor unit located in Pine Hills Village. This condo has been totally updated and features beautiful finishes that offer easy, low-maintenance living. Pergo flooring in the kitchen, marble countertops along with new cabinetry and appliances. Large bedroom has carpet, good sized closet and living room has slider open to balcony. The balcony will be painted soon by the association and replaced within a year. Heat and hot water are included in the condo fee, and a laundry facility is available on-site.Located less than two miles from White Horse Beach with easy access to Route 3. Close to shopping, restaurants, and local favorite Gellar's where you can enjoy great food and ice cream! Choose to owner occupy or investment property, the location is perfect.

7 Tideview Path Unit 9, Plymouth

Listing courtesy of Listing Agent: Kelly Woolson from Listing Office: RE/MAX Real Estate Center.

$1,075,000
3 Beds 4 Baths 73529891 MLS
Ellisville Location! Deeded rights to sandy beach ~ no stairs just steps away. Contemporary home offers a serene coastal setting surrounded by the natural beauty of Ellisville Harbour. A true nature lover’s paradise, enjoy peaceful walks, bird watching just moments from your door. The flexible floor plan w/ bedrooms on each level provides ideal options for multigenerational living, a vacation retreat, or a rental / investment opportunity and ADU potential. Secret gardens, hardscape patios, firepit & mature landscaping create a private, tranquil sanctuary for outdoor relaxation & entertaining. Inside, the approximately 3000 + square foot home has an abundance of natural light, beautiful hardwood flooring, custom gas fireplace, and a fully appointed guest suite with 2nd kitchen, Discover the charm & versatility of this unique coastal property, where privacy, comfort, & nature come together in perfect harmony. New 3 Bedroom Septic (2025), Outdoor shower /lav, Oversized shed with power

92 Lookout Point Rd, Plymouth

Listing courtesy of Listing Agent: Lynne Morey from Listing Office: Coldwell Banker Realty - Plymouth.

$1,190,000
73528176 MLS
Turnkey high-cash-flow business & real estate opportunity leased through May 2027. This legal 5,500+ SF 16-bedroom, 5.5 bath property is currently operating as a student rooming house. The property offers strong in-place income, consistent occupancy history, & an estimated Cap Rate of 10+%. Private furnished bedrooms designed for efficient shared living. Occupants enjoy a community kitchen with 2 ovens, 2 microwaves, 4 large refrigerators, dishwasher, business class Wi-Fi, premium cable and reverse-osmosis water dispenser. Commercial-grade laundry room with 2 card app washers & 2 gas dryers. Extensive renovations in 2017/2018 including efficient supplemental electric wall units, new boiler in 2023, metal roof on part of building and vinyl replacement windows. Acquire a stabilized, fully operational housing asset with strong rental demand, modern building systems, and low lift property management with remote systems in place.

123 Rooming House Way, Plymouth

Listing courtesy of Listing Agent: The Commercial Group from Listing Office: Aluxety.

$1,190,000
16 Beds 6 Baths 73528150 MLS
Turnkey high-cash-flow opportunity leased through May 2027. This legal 16-bedroom, 5.5 bath student rooming house bordering campus offers strong in-place income, and consistent occupancy history, with an estimated Cap Rate of 10+%. Featuring 5,500+ SF with private furnished bedrooms designed for efficient shared living easily managed with several remote-management systems. Occupants enjoy a community kitchen with 2 ovens, 2 microwaves, 4 large refrigerators, dishwasher, business class Wi-Fi, premium cable and reverse-osmosis water dispenser. Commercial-grade laundry room with 2 card app washers & 2 gas dryers. Extensive renovations in 2017/2018 including efficient supplemental electric wall units, new boiler in 2023. metal roof on part of building and vinyl replacement windows. Rare opportunity to acquire a stabilized, fully operational student housing asset with strong rental demand, modern building systems, and minimal day-to-day management requirements.

123 Rooming House Way, Plymouth

Listing courtesy of Listing Agent: The Commercial Group from Listing Office: Aluxety.

$2,700,000
4 Beds 3 Baths 73527399 MLS
Set at the end of a private dead-end road in Plymouth, 141 Stage Point Road offers a rare coastal setting with privacy, scale, and water views on both sides. Sited on nearly two acres, the property enjoys ocean views to the front and a peaceful pond backdrop to the rear, with a wraparound porch, inground pool, basketball court, landscaped grounds, and generous outdoor space. Inside, the 25x25 great room captures the ocean view through a full wall of sliding glass doors and is anchored by a stone fireplace. The first floor also includes a spacious kitchen, dining room, family room, and a large ocean-facing room with potential for a future first-floor primary suite or flexible living space. Upstairs are four bedrooms and two full baths. A partially finished lower level adds additional space for recreation, office, media, or overflow. Detached heated three-car garage, whole-house generator, central heat, central air, private well and septic. Title V passed. NEW septic ( 2026)

141 Stage Point Rd, Plymouth

Listing courtesy of Listing Agent: Susana Murphy from Listing Office: ALANTE Real Estate.

$649,000
4 Beds 2 Baths 73527373 MLS
Located in the sought-after seaside neighborhood of Manomet, this charming Colonial offers the perfect blend of coastal living and everyday comfort with private beach access just moments away. Featuring 4 bedrooms and 2 full baths, with the flexible first-floor 4th bedroom ideal for guests, or convenient single-level living options. Recent updates include a new roof, new AC, renovated bathrooms, new carpeting, a new Andersen front door and kitchen storm door. Enjoy outdoor living in the fenced backyard complete with a large deck and outdoor shower — perfect for rinsing off after a day at the beach, entertaining guests, or relaxing on warm summer evenings. Set within one of Manomet’s most desirable beach communities, whether you're searching for a year-round residence, a summer getaway, or an investment property, this home presents a rare opportunity to embrace the coastal lifestyle that makes Manomet so special.

64 Winthrop Rd Winter Rental, Plymouth

Listing courtesy of Listing Agent: Sandrine Brennan from Listing Office: William Raveis R.E. & Homes Services.

$589,999
4 Beds 2 Baths 73527336 MLS
Pride of ownership shines throughout this beautifully maintained split-level home, offering the perfect blend of comfort, functionality, and modern updates. Featuring 3 bedrooms with the potential for a 4th bedroom and 2 full bathrooms, this home provides a versatile floor plan designed to accommodate a variety of lifestyles. The bright and inviting main level showcases a newly renovated kitchen complete with all-new appliances, a stylish center island, and ample space for cooking, gathering, and entertaining. Downstairs, you'll find a spacious finished lower level that expands the home's living area and features a newly updated full bathroom, making it an ideal space for a family room, guest suite, home office, or recreation area. Step outside through the walk-out lower level to a private backyard retreat, perfect for entertaining, gardening, or simply enjoying the peaceful surroundings. Seconds away from Micajah Pond and walking trails makes this home a true must see!

18 Adams St, Plymouth

Listing courtesy of Listing Agent: Jeff Beaubrun from Listing Office: Southpaw Residential.

$599,000
73526693 MLS
Ellisville Heights is a private, boutique subdivision spanning 25 acres with only 8 thoughtfully sited homes. The final lot being offered, 128 Ellisville Rd (Lot 12G-9), features a 2.76-acre wooded setting with nearby beach access and exceptional natural surroundings. Ellisville Harbor State Park and Wildlands Trust Preserve are just moments away, offering plenty of unspoiled coastline and trails. Residents arrive via an elegant, gently winding, illuminated association drive that enhances the community’s quiet sophistication. Ideally located 15 miles from Plymouth’s historic waterfront, four miles to the Cape Cod Canal, and close to premier golf. Last opportunity to build in Ellisville Heights.

128 Ellisville Rd, Plymouth

Listing courtesy of Listing Agent: Stephen Webby from Listing Office: Vaux Realty, LLC.

$1,875,000
3 Beds 4 Baths 73526335 MLS
From the moment you step through the door, sweeping views of the Jones Course immediately command your attention, setting the tone for a truly exceptional lifestyle. Uniquely customized, the home is tucked at the end of a quiet road overlooking the 9th green & surrounded by peaceful woodlands - offering a rare blend of privacy, luxury and refined recreational living. Step out your back door to the course, perfect your short game on the private putting green, or relax in the hot tub. Ideally located, the home is just a short stroll to the Club, Village Green, The Market, restaurants and services. The open-concept main level features a dramatic two-story family room, kitchen and dining area with expansive sliders opening to outdoor living. First-floor primary suite plus guest bedroom and full bath offer flexible one-level living, while the upper and lower levels provide ideal space for guests, entertaining or extended stays. This property delivers the very best of The Pinehills lifestyle

48 Briarwood, Plymouth

Listing courtesy of Listing Agent: Kim Sweeney from Listing Office: Engel & Volkers, South Shore.

$725,000
2 Beds 3 Baths 73526140 MLS
Gorgeous 55+ condo with an amazing Chiltonville location. Luxurious living with ample 1st floor main bedroom suite, private bath & walk in closet. The gourmet kitchen has stainless appliances, granite counters, countertop seating & custom cabinetry. Open layout to a spacious dining area and show stopping living room with a gas fireplace, cathedral ceilings, hardwood floors throughout & tons of beautiful natural light. A large formal entry & cozy den are perfect for greeting your guests. The 2nd floor guest bedroom has a private bath, large loft & bonus room! Perfect for an office or additional guest quarters. The property boast a 1st floor laundry, 2 1/2 baths, central A/C, natural gas, central vac, a charming front porch & very private back deck. There is also a large 2 car garage & a dry full basement with high ceilings. The back yard abuts the woods for extra privacy & peace. Just minutes to Plymouth Beach, Bramhall's Country Store, BID hospital & Historic downtown Plymouth.

3 Harborlight Cir Unit 3, Plymouth

Listing courtesy of Listing Agent: Nathan Meyer from Listing Office: eXp Realty LLC.

$995,000
6 Beds 4 Baths 73526089 MLS
Lovely Updated duplex on 2.5 private wooded acres offering privacy, and exceptional investment potential, Minutes from Rt,3, Sagamore Bridge, Scusset Beach, shopping, dining. Condo Conversion paperwork is in progress, should be finalized early September with plan to offer units separately upon completion of the process presenting a rare opportunity to secure both units together before individual offerings become available. One unit is currently owner occupied, while 2nd unit is vacant and operating as a successful Airbnb opportunity. Ideal for owner occupied rental income, multigenerational living, short-term rentals, or long term investment strategies. Each Unit has spacious 3 bedroom, 1.5 baths,updated kitchens and bathrooms, stainless steel appliances, newly refinished flooring, woodburning FP, separate basements with laundry and generator hookups, recent paved driveways with parking for 8+Seperate utilities and septic systems installed 2019. Enjoy peaceful wooded views, tranquility of nature.

1096 Long Pond Rd, Plymouth

Listing courtesy of Listing Agent: Sally King from Listing Office: Options 153, Mullen & Partners.

$250,000
24178446 MLS
A gorgeous piece of property that can either be a private oasis, single family compound or subdivided into 2-7 (+/-) lots. This was the original Phase 2 of the Laurel Oaks Sub-Division. A part of the parcel abuts Marino Pond allowing for water views and a very tranquil setting. It spans from Wolcott Rd to a stub on Heather Court (between house numbers 76 and 82). Seller has the original plot plan and topo map. All should complete their research on feasibility and current approvals for a new house and/or subdivision and development. Please do not walk the property without permission from the listing agent. The access to the parcel is on Wolcott Rd - to the LEFT of Marino Pond, look for the brokerage sign, or via the asphalt stub on Heather Court.

353 Allentown Rd, Plymouth

Listing courtesy of Floria Polverari from Higgins Group Real Estate. (203) 615-3170 (203) 254-9000

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

board logoCopyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.