Londonderry, VT Homes

• 

  

  

  /43

  $579,000

  • 4 Beds
  • 2.5 Baths
  • 2,149 Sq Ft

  66 Hilltop Rd, Londonderry, VT 05155

  This great home is a must see! Fully renovated in the past 8 months, from floor to ceilings, every inch has been updated. Brand new kitchen and baths, all new fixtures and appliances, this 4 bedroom 3 bath home is waiting for new owners to enjoy it! Great proximity to skiing, recreation, groceries and dining, yet private and set back from the road. Sold furnished with a pleasing neutral palate,

  

  Alison Cummings

  Cummings & Co

  (802) 553-3290

  66 Hilltop Rd, Londonderry, VT 05155
• 

  

  

  /23

  $20,000 per month

  • 3 Beds
  • 1.5 Baths
  • 2,092 Sq Ft
  • House for Rent

  00 Hells Peak Rd, Londonderry, VT 05148

  Charming Antique Home on 60 Acres – Hell’s Peak Road, Londonderry, VermontSet on 60 rolling acres in the quaint hamlet of Londonderry, this beautiful antique home offers the perfect Vermont retreat. With availability for the upcoming 2025–26 ski season, it’s an ideal opportunity for those seeking both seasonal enjoyment and year-round serenity. Located near three premier ski areas

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  00 Hells Peak Rd, Londonderry, VT 05148
• 

  

  

  /53

  $339,000 Sold Nov 07, 2025

  • 1,304 Sq Ft
  • $260/SF
  • 71 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1962

  150 Williams St, Londonderry, VT 05148

  Welcome to this well-cared-for, one-owner home situated on a quiet, established neighborhood near a highly regarded elementary school. It features 3-4 bedrooms, 2.5 baths, wood burning fireplace, oak wood flooring, 6 burner Bosch cooking stove, two car attached garage and a huge unfinished walk-out basement, offering endless potential for additional living space , storage or customization.

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  150 Williams St, Londonderry, VT 05148
• 

  

  

  /22

  Est $980,725 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,227 Sq Ft

  389 Cobble Hill Rd, Londonderry, VT 05148

  389 Cobble Hill Rd, Londonderry, VT 05148
• 

  

  

  /34

  $369,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  410 Tallwood Cir, Londonderry, VT 05148

  This cute Sherwood Forest house is ready for the next owners! Nicely renovated over the past several years, this 3 bedroom, 1 and a half bath chalet is located in the heart of Vermont ski country. In between Londonderry and Bromley, minutes from Manchester or Stratton and Magic ,this central location allows for access to all that makes Vermont special! Enjoy the open living area after a day of

  

  Alison Cummings

  Cummings & Co

  (802) 392-0721

  410 Tallwood Cir, Londonderry, VT 05148
• 

  

  /32

  $40,000 per month

  • 7 Beds
  • 4.5 Baths
  • 5,343 Sq Ft
  • House for Rent

  4669 Vermont Route 100, Londonderry, VT 05148

  GET THE BEST OF THE BEST. Just the 3 prime skiing months..JAN- MARCH. NOW AT A VERY REDUCED RATE!! Very Special rental opportunity... for 2 very lucky families. Sleeps 12+ easily. An amazing house, property, outbuildings, barns, land, total privacy.. to spend a totally fun enchanting winter together in Vermont heaven. This beautifully restored Vermont classic farmhouse has room for many, 2

  Wilkie Bushby TPW Real Estate

  4669 Vermont Route 100, Londonderry, VT 05148
• 

  

  /57

  $595,000 Sold Oct 31, 2025

  • 2,740 Sq Ft
  • $217/SF
  • 8 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1988

  138 Gardiner Dr, Londonderry, VT 05148

  Nestled within the exclusive 400-acre Powder Mill Reserve and directly abutting Lowell Lake State Park, this exceptional 4-bedroom, 3-bath home offers a rare opportunity to own a slice of paradise. Designed for those who cherish the outdoors, the property provides direct access to hiking trails, scenic ponds, VAST snowmobile trails, and panoramic views – all with the peace and privacy of a

  Kevin Barnes William Raveis Real Estate Vermont Properties

  138 Gardiner Dr, Londonderry, VT 05148
• 

  

  /40

  Est $1,215,986 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft

  1751 Under the Mountain Rd, South Londonderry, VT 05155

  1751 Under the Mountain Rd, South Londonderry, VT 05155
• 

  

  /40

  $379,000

  • 3 Beds
  • 2.5 Baths
  • 1,874 Sq Ft

  254 Boynton Rd Unit 3, Londonderry, VT 05148

  Riverside Farm condominiums are uniquely designed and situated in a rural setting along a country road in Londonderry, VT, close to some of the area's best attractions. Quiet and serene with a view of the West River and surrounding countryside, these residences provide the Vermont lifestyle with the convenience of shared maintenance and amenities. This attractively renovated unit in the lower

  

  Beth Vickers

  Vermont Real Estate Company

  (802) 330-8072

  254 Boynton Rd Unit 3, Londonderry, VT 05148
• 

  

  /24

  $40,000 per month

  • 5 Beds
  • 5 Baths
  • 3,000 Sq Ft
  • House for Rent

  1303 Goodaleville Rd, South Londonderry, VT 05155

  Stunning expansive farmhouse ready for your winter enjoyment. Just ten minutes from Stratton's access road entrance . Located on a beautiful country road. 5 attractive bedrooms , 3 full baths, 2 half baths. Yoga room. Sauna. Wood burning fireplace. Garage. This decorator appointed home is the perfect winter vacation respite for you and your family and friends. Utilities , Owners's

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  1303 Goodaleville Rd, South Londonderry, VT 05155
• 

  /2

  $422,000 Sold Oct 24, 2025

  • 1,600 Sq Ft
  • $264/SF
  • 21 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1975

  486 Windy Rise Ln E, Londonderry, VT 05148

  Contemporary Ski-Style Retreat in Southern Vermont – A Home for All Seasons!Escape to the mountains in this 3-bedroom, 3-bath home, nestled in the heart of Southern Vermont—just minutes from Stratton, Bromley, and Magic Mountain ski resorts.This home has rustic charm, features multiple living spaces and a bathroom on each floor. The relaxed dining/living space is open and inviting so

  Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

  486 Windy Rise Ln E, Londonderry, VT 05148
• 

  

  /32

  Est $470,148 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,838 Sq Ft

  4232 Vt Route 11, Londonderry, VT 05148

  4232 Vt Route 11, Londonderry, VT 05148
• 

  

  /40

  $850,000

  • 3 Beds
  • 3 Baths
  • 2,994 Sq Ft

  260 Mansfield Ln, Londonderry, VT 05148

  Enjoy breathtaking views of Magic Mountain and the surrounding Green Mountains from the deck, living room, family room, and primary suite of this beautifully updated home. Whether you're seeking a primary residence or a vacation getaway, this property offers the perfect Vermont lifestyle. Large windows allow sunlight to flood the Great Room, highlighting a stunning floor-to-ceiling stone

  Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

  260 Mansfield Ln, Londonderry, VT 05148
• 

  

  /23

  $4,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • House for Rent

  923 Landgrove Rd, Londonderry, VT 05148

  This three-bedroom, three-bathroom cape is located in the exclusive rural town of Landgrove and it is absolutely darling. Situated on a huge parcel of land equipped with space for snowshoeing, cross-country skiing, and a pond. Enjoy your "tucked away" Norman Rockwell style winter/ski home this season and reap the benefits and ease of being just a short drive from Stratton, Bromely,

  Peggy O'neill Cummings & Co

  923 Landgrove Rd, Londonderry, VT 05148
• 

  

  /53

  $1,525,000 Sold Sep 30, 2025

  • 5,105 Sq Ft
  • $299/SF
  • 7 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2003

  3333 Under the Mountain Rd, Londonderry, VT 05148

  Perched gracefully along one of Vermont’s most storied and picturesque country roads, 3333 Under the Mountain Road is a rare and refined offering in the heart of South Londonderry. Encompassing 40 serene acres with sweeping panoramic views across sunlit valleys and distant resort ridgelines, this remarkable estate captures the very essence of elevated mountain living.The residence itself

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  3333 Under the Mountain Rd, Londonderry, VT 05148
• 

  

  /18

  Est $388,528 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,440 Sq Ft

  107 Pond St, Londonderry, VT 05148

  107 Pond St, Londonderry, VT 05148
• 

  

  /51

  $585,000

  • 3 Beds
  • 2 Baths
  • 1,814 Sq Ft

  1886 Winhall Hollow Rd, South Londonderry, VT 05155

  Exceptional property tucked amidst nature with views toward Magic. Whether you're a weekend warrior looking to enjoy everything the Green Mountains have to offer or looking for a year round residence with great schools, this property offers an optimal location- convenient to Stratton, Bromley and Magic Mountains as well as Burr and Burton Academy and Floodbrook School. Gourmet kitchen with gas

  Kim Morgan-Wohler Wohler Realty Group

  1886 Winhall Hollow Rd, South Londonderry, VT 05155
• 

  

  /32

  $35,000 per month

  • 4 Beds
  • 4 Baths
  • 3,500 Sq Ft
  • House for Rent

  896 Melendy Hill Rd, Londonderry, VT 05155

  PRICE REDUCTION!! Stunning, gorgeous, brand-new post-and-beam contemporary home for rent this season. Barely lived in, never rented. ALL NEW, EVERYTHING. THIS HOUSE SLEEPS 12+ VERY COMFORTABLY, SO COULD BE A GREAT IDEA FOR A 2 FAMILY SHARE.. LIVE IN PURE COMFORT AT A VERY REDUCED COST! this winter 4 bedrooms, all with en-suite bathrooms. Huge living room with 2-story windows facing east and

  Wilkie Bushby TPW Real Estate

  896 Melendy Hill Rd, Londonderry, VT 05155
• 

  

  /30

  $350,000 Sold Sep 26, 2025

  • 1,150 Sq Ft
  • $304/SF
  • 1 Day On Market

  • 2 Beds
  • 2 Baths
  • Built 1983

  65 E Birch Rd Unit 57, Stratton, VT 05155

  Welcome to effortless mountain living at Stratton Mountain! This beautifully maintained end-unit 2-bedroom, 2-bath condo offers the perfect blend of comfort, privacy, and convenience. Ideally located with shuttle service to the lifts on winter weekends and holidays, your ski days begin and end with ease. After a day on the slopes, enjoy a short walk to the Stratton Sports Center for a swim,

  Carrie Mathews Winhall Real Estate

  65 E Birch Rd Unit 57, Stratton, VT 05155
• 

  

  /40

  Est $559,311 Not Listed For Sale

  • 8 Beds
  • 4 Baths
  • 4,473 Sq Ft

  55 Pond St, Londonderry, VT 05148

  55 Pond St, Londonderry, VT 05148
• 

  

  /41

  $1,495,000

  • 4 Beds
  • 3.5 Baths
  • 4,153 Sq Ft

  487 Vermont Route 100, Londonderry, VT 05148

  Set on nine acres, this inviting three bedroom brick home offers a rare blend of comfort, space, and rural charm. The main level features a large primary bedroom, with a beautiful full bathroom and walk in closet. Each room on the main level you'll find bright and comfortable living spaces and a beautiful sunroom that overlooks the surrounding fields. Upstairs, two spacious bedrooms share a

  Jamie Wylie Stratton Real Estate

  487 Vermont Route 100, Londonderry, VT 05148
• 

  

  /18

  $4,000 per month

  • 3 Beds
  • 2 Baths
  • 2,255 Sq Ft
  • House for Rent

  378 Tuttle Hill Rd, Londonderry, VT 05155

  Welcome to your turn-key home for the '25-'26 ski season! Fully renovated with attention to detail, this cheerful, sunny Scandinavian Modern space welcomes and inspires. 15 minutes to Stratton Base, 14 minutes to Bromley Village, and 10 minutes to Magic Mountain, you are in the middle of it all, with your choice to either explore or stick to your home mountain. The main floor includes a

  Jamie Luke TPW Real Estate

  378 Tuttle Hill Rd, Londonderry, VT 05155
• 

  

  /39

  $499,000 Sold Sep 26, 2025

  • 2,600 Sq Ft
  • $192/SF
  • 13 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1970

  452 Sherwood Forest, Londonderry, VT 05148

  This immaculate well-maintained home offers 5BR/3BA and is centrally located with nature’s playground at your doorstep! The living areas are spread out over 3 levels with bedrooms and a bath on each and you’ll find the layout is flexible and works well for hosting large groups or intimate time reflecting on the surrounding peace and quiet. There is a wide deck along the back and sits high above

  Claudia Harris Mary Mitchell Miller Real Estate

  452 Sherwood Forest, Londonderry, VT 05148
• 

  

  /27

  Est $199,530 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,356 Sq Ft

  765 Thompsonburg Rd, South Londonderry, VT 05155

  765 Thompsonburg Rd, South Londonderry, VT 05155
• 

  

  /53

  $1,470,000

  • 5 Beds
  • 4.5 Baths
  • 5,160 Sq Ft

  224 Cobble Ridge Rd, Londonderry, VT 05148

  Perched on scenic Cobble Ridge, this custom five-bedroom, four-and-a-half-bath retreat embodies balance, light, and renewal in the heart of Southern Vermont. Set on seven private, fenced acres framed by stone walls and dual gated entries, the property enjoys southwest exposure with soft, filtered ridgeline views that evolve beautifully through the seasons. Inside, a brick fireplace anchors the

  Kevin Moran Four Seasons Sotheby's Int'l Realty

  224 Cobble Ridge Rd, Londonderry, VT 05148
• 

  

  /19

  $3,000 per month

  • 3 Beds
  • 3 Baths
  • 1,900 Sq Ft
  • Condo for Rent

  47 Crown Point Dr Unit B-13, Stratton, VT 05155

  Need a place to get away this Summer or Fall? Look no further. This well-equipped condo has three bedrooms and three full baths. The main living area is the much-desired open concept style which is wonderful for entertaining. There is a second living room on the lower level which is fantastic for company. This condo has several mini splits which will conquer those humid nights that we get

  Peggy O'neill Cummings & Co

  47 Crown Point Dr Unit B-13, Stratton, VT 05155
• 

  

  /58

  $980,000 Sold Sep 11, 2025

  • 3,588 Sq Ft
  • $273/SF
  • 87 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2007

  524 Reilly Rd, Londonderry, VT 05148

  Are you looking for a home with spectacular winter views of Stratton Mountain and seated on a private lot? Look no further. This home has it all. Spectacular views, soaring spacious rooms and more in this stunning Vermont facade log home. Vaulted ceilings and a dramatic stone fireplace framed by multiple windows looking out at your full wrap around deck and the slopes of Stratton across the open

  Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

  524 Reilly Rd, Londonderry, VT 05148
• 

  

  /4

  Est $392,816 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft

  283 Main St, South Londonderry, VT 05155

  283 Main St, South Londonderry, VT 05155
• 

  

  /38

  $1,075,000

  • 5 Beds
  • 2.5 Baths
  • 2,338 Sq Ft

  3715 Route 11, Londonderry, VT 05148

  Beautifully expanded and fully renovated 18th-century farmhouse, thoughtfully reimagined by Gray Interiors of Darien, CT. This home blends timeless charm with an elegant yet relaxed New England feel. All systems and mechanicals have been completely updated and modernized. Stylish barnboard accents complement marble countertops, custom cabinetry, high-end finishes like the Shaws sink, and upscale

  Cheyanne Pugliese

  3715 Route 11, Londonderry, VT 05148
• 

  /2

  $1,600,000 Sold Sep 05, 2025

  • 3,441 Sq Ft
  • $465/SF
  • 11 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1997

  53 Old County Rd E Unit 15, Londonderry, VT 05148

  Welcome to Landgrove, one of Vermont’s most charming and vibrant communities! This magnificent property offers end-of-road privacy, a luxurious top-to-bottom renovation 2015-2018, the quintessential (and essential) “finished” barn, and 29 acres of beautifully landscaped gardens, grounds and handsome woods awaiting your adventures. This one-of-a-kind property is immaculate, turnkey, and ready for

  Claudia Harris Mary Mitchell Miller Real Estate

  53 Old County Rd E Unit 15, Londonderry, VT 05148
• 

  

  /38

  Est $579,380 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,856 Sq Ft

  116 Deerwood Hill, South Londonderry, VT 05155

  116 Deerwood Hill, South Londonderry, VT 05155
• 

  

  /39

  $639,000

  • 6 Beds
  • 3 Baths
  • 2,825 Sq Ft

  95 Melendy Hill Rd, Londonderry, VT 05155

  A fully reimagined 1900’s farmhouse located in the heart of South Londonderry. This six-bedroom, three-bath home has been meticulously remodeled to blend timeless character with contemporary style. Sunlight pours through all-new windows, illuminating generous living spaces. Every detail has been thoughtfully upgraded, from the new heating system, engineered and installed septic, well, and

  Jessica Citera Cummings & Co

  95 Melendy Hill Rd, Londonderry, VT 05155
• 

  

  /33

  $725,000 Sold Sep 03, 2025

  • 3,431 Sq Ft
  • $211/SF
  • 31 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1974

  389 Howard Hill Rd, Londonderry, VT 05148

  Showing to start July 7th. The Octagon at Powder Mill: An Exceptional Mountain GetawayThis extraordinary modern home is a true gem, offering a perfect blend of natural light, expansive space, and architectural elegance. With panoramic windows framing awe-inspiring mountain vistas from every corner, this property showcases a unique design that masterfully balances aesthetics with practicality.

  Carrie Mathews Winhall Real Estate

  389 Howard Hill Rd, Londonderry, VT 05148
• 

  

  /36

  Est $410,157 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 988 Sq Ft

  74 Evergreen Ln, Londonderry, VT 05148

  74 Evergreen Ln, Londonderry, VT 05148
• 

  

  /59

  $1,000,000

  • 3 Beds
  • 2 Baths
  • 2,700 Sq Ft

  580 Cross Rd, South Londonderry, VT 05155

  Tucked away in a tranquil setting, this newly constructed 3-bedroom, 2-bath barn-style residence is a masterful fusion of heritage & refined elegance, situated on 5.4 pristine acres. Absorb the beauty of reclaimed exposed overhead beams, while expansive floor-to ceiling custom-crafted windows capture mountain vistas & bathe interiors in golden natural light. Large sliding doors open to the melody

  Loana Sargent Wohler Realty Group

  580 Cross Rd, South Londonderry, VT 05155
• 

  

  /50

  $649,000 Sold Aug 29, 2025

  • 3,191 Sq Ft
  • $203/SF
  • 4 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2008

  1721 Vt Route 11, Londonderry, VT 05148

  Situated just above Londonderry village, this meticulously maintained home offers mountain views, great southern exposure, and a peaceful setting just minutes from local shops, dining, and outdoor recreation. The landscaped yard features perennial gardens, flowering trees, stone walls, a firepit, hot tub, and a back deck perfect for enjoying the outdoors.Inside, the main level includes an

  Andie Fusco Four Seasons Sotheby's Int'l Realty

  1721 Vt Route 11, Londonderry, VT 05148
• 

  

  /23

  Est $242,865 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 960 Sq Ft

  534 Sherwood Forest, Londonderry, VT 05148

  534 Sherwood Forest, Londonderry, VT 05148
• 

  

  /37

  $730,000

  • 5 Beds
  • 3 Baths
  • 2,635 Sq Ft

  341 Under the Mountain Rd, Londonderry, VT 05148

  Escape to this idyllic 1800s cape-style farmhouse nestled on a quiet dirt road in a peaceful country setting, just minutes from three popular ski areas. Set on 44 private acres with a scenic pond, this unique property offers the perfect blend of historic character and modern comfort, making it ideal for a family getaway, vacation rental, or year-round home. Inside, you'll find surprisingly

  Andy Reed Four Seasons Sotheby's Int'l Realty

  341 Under the Mountain Rd, Londonderry, VT 05148
• 

  

  /26

  $515,000 Sold Aug 21, 2025

  • 1,536 Sq Ft
  • $335/SF
  • 11 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1980

  89 Birch Rd Unit 51, Londonderry, VT 05148

  Tucked in the desirable Magic Circle community, just a short walk to the lifts at Magic Mountain, this updated four-bedroom, two-bath chalet blends classic alpine charm with modern comfort. Set on a wooded .66-acre lot, the home features vaulted ceilings, exposed wood beams, and a stunning stone fireplace. Large windows frame forest views and fill the home with natural light. The updated kitchen

  Kevin Moran Four Seasons Sotheby's Int'l Realty

  89 Birch Rd Unit 51, Londonderry, VT 05148
• 

  

  /37

  Est $511,720 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 976 Sq Ft

  76 Tallwood Cir, Londonderry, VT 05148

  76 Tallwood Cir, Londonderry, VT 05148

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