Londonderry Homes under $1 million

Welcome to 8 Winhall Station Road in South Londonderry, a well-located three-bedroom, two-full-bath Vermont home offering convenient access to some of Southern Vermont’s best year-round recreation. Several major ski resorts are within easy driving distance, along with nearby hiking trails, campgrounds, swimming, biking, and countless opportunities to enjoy the Green Mountains. The home offers a comfortable, practical layout that works equally well as a primary residence, vacation retreat, or ski getaway. Its location combines the peaceful feel of Vermont country living with convenient access to local schools, shopping, dining, and everyday services. Whether you are drawn to the area for skiing, hiking, camping, or simply enjoying the beauty and relaxed pace of Southern Vermont, 8 Winhall Station Road provides an excellent home base for every season. With multiple resorts and outdoor destinations nearby, this property offers a wonderful opportunity to enjoy the Vermont lifestyle year-round.

8 Winhall Station Rd, Londonderry

$639,900

3 Beds ⋅ 2 Baths ⋅ 5112895 MLS

Tastefully updated for modern living with a layout that offers both everyday comfort and plenty of flexibility, this raised ranch has so much more than meets the eye! The main level offers an open kitchen, dining and living area, creating a welcoming space for both everyday living and entertaining. Just off the main living area, a sun-filled bonus room with a cathedral ceiling offers a wonderful extension of the living space. It’s the perfect spot to relax, unwind and take in the changing seasons throughout the year. Three bedrooms offer comfortable living space, while the lower level is where the options are endless! The large great-room features a wood stove and wet bar, creating the perfect space for movie nights, game days, entertaining or simply spreading out. Adjacent to the family room is an additional room with endless possibilities! Use it as a home office, playroom, gym, hobby space, guest area, additional living space or explore the potential for an accessory apartment. And then there's the yard! Set well back from the road, the property offers an unexpected sense of privacy along with a large, level backyard that's ideal for gatherings, gardening, play or simply enjoying the outdoors. A deck, patio and established garden areas add to the appeal. With updated living spaces, flexible lower-level options, a private setting and an expansive flat yard, this is a home that can adapt to a variety of lifestyles and needs. Come see all the possibilities for yourself!

36 Noyes Rd, Londonderry

$599,900

2 Beds ⋅ 2 Baths ⋅ 5112637 MLS

Enjoy low-maintenance living in this detached 55+ condominium at Forest Hills in Londonderry! Ideally situated on a quiet cul-de-sac offering the ease of SINGLE-LEVEL LIVING with exceptional additional space in the loft and finished basement, this home combines comfort and versatility. The sun-filled main level features 9 ft. ceilings, hardwood flooring, abundant natural light, and a spacious living room with dining area, complete with GAS FIREPLACE. The inviting eat-in kitchen opens seamlessly to a PRIVATE DECK overlooking the backyard and meadow - an ideal setting for morning coffee, outdoor dining, or relaxed entertaining. The 1st floor primary suite provides a peaceful retreat with a generous WALK-IN CLOSET and an en-suite bath featuring double vanities, a SOAKING TUB, and separate shower. A second bedroom and full bath on the main level offer an ideal arrangement for guests or family. An open LOFT overlooking the living room adds valuable flexibility and can serve as a home office, library, or additional sitting area. The PARTIALLY FINISHED LOWER LEVEL offers even more possibilities with a spacious bonus room well suited for a home gym, office, hobby room, or media space. Completing the property is a convenient two-car attached garage and oversized driveway for additional parking. With its flexible floor plan, and prime location across from Londonderry Country Club, close to shopping, dining and highway access, this exceptional residence offers space to live, work, relax, and entertain. Don't miss this perfect setting for enjoying life to its fullest!

43 Sawgrass Cir, Londonderry

$599,900

2 Beds ⋅ 2 Baths ⋅ 5112634 MLS

Enjoy low-maintenance living in this detached 55+ condominium at Forest Hills in Londonderry! Ideally situated on a quiet cul-de-sac offering the ease of SINGLE-LEVEL LIVING with exceptional additional space in the loft and finished basement, this home combines comfort and versatility. The sun-filled main level features 9 ft. ceilings, hardwood flooring, abundant natural light, and a spacious living room with dining area, complete with GAS FIREPLACE. The inviting eat-in kitchen opens seamlessly to a PRIVATE DECK overlooking the backyard and meadow - an ideal setting for morning coffee, outdoor dining, or relaxed entertaining. The 1st floor primary suite provides a peaceful retreat with a generous WALK-IN CLOSET and an en-suite bath featuring double vanities, a SOAKING TUB, and separate shower. A second bedroom and full bath on the main level offer an ideal arrangement for guests or family. An open LOFT overlooking the living room adds valuable flexibility and can serve as a home office, library, or additional sitting area. The PARTIALLY FINISHED LOWER LEVEL offers even more possibilities with a spacious bonus room well suited for a home gym, office, hobby room, or media space. Completing the property is a convenient two-car attached garage and oversized driveway for additional parking. With its flexible floor plan, and prime location across from Londonderry Country Club, close to shopping, dining and highway access, this exceptional residence offers space to live, work, relax, and entertain. Don't miss this perfect setting for enjoying life to its fullest!

43 Sawgrass Cir, Londonderry

$630,000

2 Beds ⋅ 3 Baths ⋅ 5112249 MLS

Welcome to easy, comfortable living in this beautifully appointed 55+ community home! This spacious 2 bedroom, 2.5 bath home offers an inviting floor plan great for entertaining. The living room features soaring cathedral ceilings, creating a bright and airy atmosphere, while gleaming hardwood floors add warmth and elegance. This gorgeous kitchen boasts beautiful quartz countertops, ample cabinet space, generous counter space, and a large center island with seating-perfect for casual meals, entertaining, or gathering with family and friends. The spacious first floor primary suite offers comfort, privacy, and convenience, while the first floor laundry adds to the ease of one-level living. The main floor half bath provides added convenience for guests while entertaining. Upstairs, you'll find the second bedroom and full bathroom, a dedicated office, and a versatile bonus flex space- perfect for a family room, game room or play room for those youngsters visiting. A one-car garage offers secure parking and additional storage. The basement offers plenty of room for storage or the potential for additional living space. Enjoy the ease of living, with the association handling the landscaping and snow removal! Conveniently located near restaurants, shopping as well as an easy commute to Route 93. Occupancy is limited to two residents per unit. Move right in and start enjoying all this home has to offer!

2 Chesterfield Ln Unit 2, Londonderry

$499,000

4 Beds ⋅ 3 Baths ⋅ 5112125 MLS

IN THE HEART OF THE HAMLET that is South Londonderry, VT, sits this exquisitely charming 1820s home, where historic Vermont character meets thoughtful updates and remarkable future potential. From the moment you arrive, the curb appeal, spacious private lot, and classic architecture set the tone. Inside, freshly professionally refinished wood floors gleam alongside beautiful stained-glass windows, original woodwork, turned newel posts, period railings, and distinctive details that give this home a personality all its own. The updated kitchen brings a fresh feel to the heart of the home, while a slate-floor mudroom, wood and propane stoves, and generous living spaces add warmth and practicality. Upstairs, the vaulted primary bedroom is full of character, complete with intriguing hidden rooms and unexpected spaces that speak to the home's nearly two centuries of history. One of the true gems is the inviting covered back porch, a wonderful place to unwind, with an adjacent hot tub ready for crisp Vermont evenings after a day of skiing or exploring. A large barn provides substantial storage, workshop possibilities, and exciting potential for future use. South Londonderry is expected to have municipal sewer connectivity possibly available as soon as 2027, which may create additional options for future expansion or reimagining of the property, subject to permitting. Close to skiing, outdoor recreation, local shops, dining, and the villages of Southern Vermont, this is a rare combination of historic character, usable space, privacy, and opportunity.

215 Main St, Londonderry

$535,000

4 Beds ⋅ 2 Baths ⋅ 5111899 MLS

Offer deadline Tues Oct 6th at 2pm. Set back from the road on over an acre, this 4-bedroom, 2-bath home offers a beautiful setting, generous outdoor space, and an impressive amount of garage and storage space. Inside, natural light fills the home, with hardwood flooring in select areas, a welcoming dining area, and the convenience of a first-floor bedroom. Outside, enjoy a spacious yard surrounding the home, a fenced backyard, and a firepit perfect for gathering on crisp New England evenings. Adding to the property’s character, established grapevines naturally grow along the top of the backyard fence, while a mature, fruit-bearing pear tree graces the front yard. Car enthusiasts, hobbyists, or anyone in need of serious workspace will appreciate the four total heated garage bays. Two are located in an oversized approximately 1,700-square-foot barn/garage, offering exceptional possibilities for vehicles, equipment, projects, or additional storage. With plenty of room both inside and out, 271 High Range Road combines a comfortable home with versatile spaces and a peaceful, private-feeling setting, all in Londonderry.

271 High Range Rd, Londonderry

$775,000

4 Beds ⋅ 3 Baths ⋅ 5111853 MLS

Welcome to 24 Wilson Road in Londonderry, a beautifully maintained 4 bedroom Colonial offering an incredible combination of space, privacy, convenience, and a truly special setting. Tucked away on a peaceful private lot, this home offers the feeling of being removed from it all while still providing exceptional access to everything you need. Conveniently located just off Exit 5 on I93 with a short 4 minute drive to the bus station with service to Boston and other areas of New Hampshire and Massachusetts. Inside, you'll find generous living spaces, four well sized bedrooms, and a warm, inviting feel throughout. The primary suite is a standout, featuring tall ceilings, an oversized walk in closet, and an upgraded private bathroom. Three additional bedrooms provide plenty of flexibility for family, guests, or home office space. A spacious attic provides ample additional storage, while the walkout basement offers even more usable space and possibilities. Outside, enjoy the charm of the farmers porch, a spacious 2 car garage, and one of the home's most unique features, direct access to private walking trails right from your own backyard. The private setting makes it easy to enjoy morning walks, quiet evenings, or simply relax surrounded by nature. Additional features include propane heat, central vacuum, a radon mitigation system, water softener, and an installed Ring security system with floodlight and door cameras. Beautifully maintained inside and out, 24 Wilson Road combines the privacy and tranquility of its setting with incredible commuter convenience and the space today's buyers are looking for. Move right in and make this special Londonderry property your own!

24 Wilson Rd, Londonderry

$699,000

4 Beds ⋅ 3 Baths ⋅ 5111772 MLS

Welcome to an extraordinary Southern Vermont property where Vermont living meets year-round recreation and relaxation. Located a mile from the center of Londonderry this spacious 4-bedroom, 3-bath home offers a truly uncommon amenity: your very own private indoor pool. The pool isn't simply an amenity; it's the centerpiece of a lifestyle. Imagine having a private wellness retreat, recreation space, and gathering destination without ever leaving home. No worrying about rain, snow, cold temperatures, or summer insects—just step inside and enjoy. With four bedrooms and three bathrooms, there's room for family, overnight guests, entertaining, and creating flexible spaces for work or recreation. The property also offers outdoor space for enjoying Vermont's natural surroundings, including a fire-pit area perfect for evenings under the stars. This house has easy access to skiing at Magic, Bromley, Stratton and Okemo. In the warmer months enjoy hiking, biking, area lakes and rivers. Slow down, gather, and enjoy every season. This home is worth seeing!

165 Stone Hollow Rd, Londonderry

$600,000

2 Beds ⋅ 2 Baths ⋅ 5111426 MLS

SINGLE-FAMILY STYLE, CONDO CONVENIENCE AND MORE TIME FOR WHAT YOU LOVE! Discover the freedom of detached living at Forest Hills, a desirable 55+ community where this beautifully refreshed home blends generous spaces with a lifestyle designed for less upkeep. A gracious foyer draws you inside where fresh paint, hardwood floors and abundant natural light create an inviting first impression. Gather with guests in the showstopping great room where a vaulted ceiling with dual skylights creates dramatic volume and handsome millwork lends architectural interest. Warm up by the lovely gas fireplace for cozy movie nights before you head to the kitchen for refreshments. Granite counters, plentiful cabinetry, handy pantry and new appliances keep things easy, and the adjacent dining room is ideal for dinner parties and special occasions. Bring your morning latte outside to the deck to enjoy the lush surroundings without surrendering your weekend to extensive yardwork, or solve the crossword in the sunny breakfast area. The main-level primary is a welcome retreat with a walk-in closet and spacious ensuite bathroom with a double vanity and soaking tub. A second bedroom and full bath provide comfortable accommodations for overnight guests. Upstairs, a large loft is an unexpected bonus, ready for a favorite hobby, quiet reading, games or simply a place to unwind. An enormous adjoining attic keeps seasonal decorations, luggage and treasured keepsakes neatly out of the way. Looking for added flexibility? The unfinished lower level is ripe for expansion while an attached two-car garage makes unloading groceries easy in any weather. Beyond your door enjoy a clubhouse with space to socialize, neighborhood paths for fitness pursuits and Londonderry Country Club is just across the street. Shopping, dining, highway access and proximity to Manchester-Boston Regional Airport are all conveniently close. LESS TO MAINTAIN, MORE TO ENJOY AND A WONDERFUL PLACE TO CALL HOME!

27 Saint Andrews Way, Londonderry

$600,000

2 Beds ⋅ 2 Baths ⋅ 5111419 MLS

SINGLE-FAMILY STYLE, CONDO CONVENIENCE AND MORE TIME FOR WHAT YOU LOVE! Discover the freedom of detached living at Forest Hills, a desirable 55+ community where this beautifully refreshed home blends generous spaces with a lifestyle designed for less upkeep. A gracious foyer draws you inside where fresh paint, hardwood floors and abundant natural light create an inviting first impression. Gather with guests in the showstopping great room where a vaulted ceiling with dual skylights creates dramatic volume and handsome millwork lends architectural interest. Warm up by the lovely gas fireplace for cozy movie nights before you head to the kitchen for refreshments. Granite counters, plentiful cabinetry, handy pantry and new appliances keep things easy, and the adjacent dining room is ideal for dinner parties and special occasions. Bring your morning latte outside to the deck to enjoy the lush surroundings without surrendering your weekend to extensive yardwork, or solve the crossword in the sunny breakfast area. The main-level primary is a welcome retreat with a walk-in closet and spacious ensuite bathroom with a double vanity and soaking tub. A second bedroom and full bath provide comfortable accommodations for overnight guests. Upstairs, a large loft is an unexpected bonus, ready for a favorite hobby, quiet reading, games or simply a place to unwind. An enormous adjoining attic keeps seasonal decorations, luggage and treasured keepsakes neatly out of the way. Looking for added flexibility? The unfinished lower level is ripe for expansion while an attached two-car garage makes unloading groceries easy in any weather. Beyond your door enjoy a clubhouse with space to socialize, neighborhood paths for fitness pursuits and Londonderry Country Club is just across the street. Shopping, dining, highway access and proximity to Manchester-Boston Regional Airport are all conveniently close. LESS TO MAINTAIN, MORE TO ENJOY AND A WONDERFUL PLACE TO CALL HOME!

27 Saint Andrews Way, Londonderry

$544,900

3 Beds ⋅ 2 Baths ⋅ 5111368 MLS

Welcome to 53 Pillsbury Road where space, privacy, and convenience come together! Set on approximately one acre in desirable Londonderry, this inviting 3-bedroom, 1.5-bath ranch offers comfortable one-level living with plenty of additional space to spread out. Step inside to a warm and welcoming main level featuring a spacious living room, formal dining area with a beautiful bay window, and a functional kitchen with direct access to the large back deck — perfect for morning coffee, summer entertaining, or relaxing while overlooking your private backyard. Three comfortable bedrooms include a spacious primary suite with its own half bath. The finished lower level is a major bonus, offering flexible space for a family room, game room, home office, gym, or whatever fits your lifestyle. Gather around the Vermont Castings wood stove on chilly evenings, and enjoy the convenience of walk-out access to the yard. Outside, the approximately one-acre lot provides room to enjoy the outdoors, with mature trees, established landscaping, perennial gardens, and plenty of space for entertaining, gardening, pets, or play. The attached two-car under-garage provides excellent storage and convenience, with additional covered parking available. Peace of mind comes with a whole-house automatic generator and newer roof, while the convenient Londonderry location puts you just minutes from Route 93 and Exit 4, making commuting easy and keeping shopping, dining, schools, and everyday amenities close at hand. If you're looking for a home that offers privacy without sacrificing convenience, flexible living space, and the room to enjoy the outdoors, 53 Pillsbury Road deserves a look. Come see why this could be the Londonderry home you've been waiting for!

53 Pillsbury Rd, Londonderry

Londonderry Homes under $1 million

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