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$1,450,000
4 Beds 6 Baths 5089425 MLS
Set on over 11.5 private acres, this custom-built Colonial offers the kind of comfort, craftsmanship, and peace of mind that’s increasingly hard to find. Thoughtfully designed and maintained since it was built in 2004, this home blends timeless style with practical features for everyday living. With over 4,300 square feet, the layout provides generous space without feeling overwhelming. The home is permitted for four bedrooms, with flexibility for additional rooms to accommodate guests, hobbies, or a home office. Five full bathrooms and a half bath ensure convenience for both residents and visitors. The main level is designed for ease and accessibility, featuring a spacious primary suite with a spa-like bathroom, complete with a soaking tub. A two-story great room with a striking floor-to-ceiling stone fireplace creates a welcoming gathering space, while hardwood floors and central air conditioning add comfort throughout. The kitchen is equipped with high-quality Viking appliances, ideal for those who enjoy cooking and entertaining. Outside, the property has been thoughtfully improved to enhance mountain views and to maximize natural light. Additional features include a heated two-car garage, a large laundry room, ample storage space, and a finished lower level with a recreation or fitness area that opens directly to a bluestone patio. An elevated screened porch offers a quiet place to relax and enjoy the surrounding landscape.

527 Sleighbell Ln, Manchester

$499,900
3 Beds 1 Baths 5088504 MLS
Perched atop a hill in a desirable, quiet location, this 1,560 sqft. single-family home offers sweeping mountain views and incredible potential. Inside, you’ll find a spacious layout featuring 3 bedrooms and 1 bath, along with an open-concept kitchen, living, and dining area—perfect for everyday living and entertaining. The home boasts several key updates, including newer vinyl siding, a newer roof, and a newer furnace, providing peace of mind for the next owner. A recently updated exterior porch adds charm and a great space to relax and take in the scenery. For those needing extra space, the oversized barn is a standout feature—complete with an upper level and large entry doors for easy access—ideal for storage, hobbies, or workshop use. An attached one-car garage and a generously sized driveway offer ample parking. While some interior updates are needed, the home’s solid structure and desirable features make it a fantastic opportunity to customize and add value. A rare combination of space, views, and potential in a serene setting—don’t miss it!

808 Grove St, Manchester

$1,275,000
4 Beds 3 Baths 5088273 MLS
Imagine a time where taverns were the heart of the community, where laughter echoed off thick brick walls and stories were told by firelight. Now see yourself enjoying the ease of Single Floor Living that includes an enormous primary ensuite, with laundry! Start your day in the completely updated kitchen and move effortlessly into the dining area and living room with an easy to light cozy propane fireplace. This majestic 4 bedroom, 3 bath 1820’s Brick Federal has been meticulously preserved and offers that rare, storied tactile history but now as a reimagined luxury home just minutes from downtown and three area ski resorts! You'll be embraced by refined details, high ceilings and then, stunned to find an historic tavern and additional living space including a wine cellar in the finished basement. Auto enthusiasts will love the 4 bay detached barn with office and space for an additional dwelling unit. Equestrians will love the immediate proximity to a famous Morgan Horse Farm and living just minutes to the Annual Summer Festival in Dorset. Step into a story with sweeping Vermont mountain views that's already over two centuries old, but brand new at the same time and make it your own. Contact us today to schedule your private tour. All measurements Approximate.

1677 Barnumville Rd, Manchester

$11,495,000
4 Beds 7 Baths 73516512 MLS
Set along the inner harbor in prestigious Manchester, this rare waterfront estate offering over 4 acres of exceptional privacy, sweeping coastal views, and direct harbor access from a private dock. Beyond the gated entrance, the property unfolds into beautifully landscaped grounds for both grand-scale entertaining and quiet retreat, complete with a heated in-ground pool, tennis court, and multiple terraces positioned to capture breathtaking sunsets over the water. The residence blends timeless architecture with refined comfort across approximately 8,000 square feet of living space. Expansive rooms filled with natural light framed by stunning water views, while thoughtful details and elegant finishes create a sense of understated luxury throughout. The fully finished lower level features a wet bar, Spa-inspired sauna area complete with shower, enhancing the home’s resort-like atmosphere. Moments from Singing Beach, marinas, and the village, defined by scale, privacy and costal elegance

5 Proctor St, Manchester

$688,000
6 Beds 5 Baths 5087978 MLS
Charming, Fully Updated 1900 Classic Home-Ideal for Multigenerational Families or Like-Minded Professional Shared Living. Welcome to this exceptionally spacious and thoughtfully updated classic Manchester home. Situated on a 4,356 sq ft lot (per city records), this property offers 3,794 sq ft of finished living space across four fully finished levels, 8 private bedrooms, 2 large flexible bonus rooms in the basement. It’s the perfect blend of historic New England character and modern functionality — ideal for extended families or a harmonious community of professionals. This is a rare opportunity to own a warm, expansive, and highly functional home designed for connection, privacy, and comfortable living on a grand scale. Excellent location in Manchester near amenities, parks, and major routes. Move-in ready with fresh paint, quality mechanical upgrades, hardwood floors throughout, and meticulous upkeep. Schedule your private showing today and experience this exceptional Manchester property in person!

729 Pine St, Manchester

$2,995,000
5 Beds 4 Baths 73511830 MLS
Privately set on over an acre in one of Manchester-by-the-Sea’s most sought-after coastal neighborhoods, 3 Proctor offers convenience located just 0.4 miles from Singing Beach and moments from the Village’s shops and dining. Thoughtfully designed for both grand entertaining and everyday comfort, the home showcases expansive living areas, soaring vaulted ceilings, and dramatic floor-to-ceiling windows that bathe the interiors in natural light. Multiple fireplaces add warmth and character throughout. Recent improvements include beautifully refinished hardwood floors, fresh interior paint, and enhanced landscaping, ensuring a move-in-ready experience. The flexible floor plan features five bedrooms, highlighted by a generous primary suite and a private guest suite above the garage with its own entrance—ideal for extended stays or visiting guests. Coastal living, Reimagined.

3 Proctor St, Manchester

$669,000
4 Beds 3 Baths 5086242 MLS
Exceptional Tri=Level Living in Manchester's North End. Located in one of the city's most desirable and quiet North End neighborhoods, this property offers a peaceful retreat ideal for leisurely evening walks while being minutes from the heart of the he City. The elegance begins at the curb. A Granite lamppost and automated pathway lighting illuminate the front walk and beautifully maintained mature landscaping The entire 125 x 100 lot is kept lush and vibrant by a multi-zone in ground sprinkler system. Modern Gourmet Kitchen features high end Jenn-Aire appliances and quartz countertops. French doors open to a newly constructed 12 x14 Trex deck The Living Room features a wall mounted HDTV and Denon sound surround system. 4 2nd floor bedrooms with the Primary having it's own private bathroom. Lower level Family Room opens to a large, private slate patio in the landscaped real yard.

75 N Acres Rd, Manchester

$6,900,000
5 Beds 6 Baths 73506966 MLS
Wake to sweeping harbor and ocean views from a rare offering on coveted Harbor Street in Manchester featuring two separately deeded parcels being separate fully approved individual lots of record. The main residence offers more than 6,000 square feet of finished living space across three levels and was thoughtfully expanded in the mid-2000s. Sun-filled interiors, generous ceiling heights and hardwood floors create inviting spaces for everyday living and entertaining. The luxurious primary suite, media room, gym and home office complement today’s lifestyle. Set on approximately 0.70 acres, the property offers an expansive, private yard, wraparound deck and beautifully landscaped grounds. The separately deeded second parcel (#75) includes a permitted carriage house footprint with potential for a two-bedroom residence within the existing 1903 structure (buyer due diligence advised). Just moments from Tucks Point, this is a rare opportunity to own a distinctive waterfront estate.

73 - 75 Harbor Street, Manchester

$3,250,000
4 Beds 3 Baths 73503574 MLS
Privacy abounds in this one-of-a-kind breath-taking hilltop contemporary sited on 16+ acres that boasts captivating ocean views and lush rolling lawns. An open floor plan integrates the spacious eat-in kitchen, formal dining area, and cozy family room. Expansive windows and ceilings flood the home with natural light. A living room with a bucolic fieldstone fireplace offers elegant entertaining space and a wraparound deck to enjoy outdoor living with sea breezes and panoramas of the treetops.This 4-bedroom 3-bath home features a generous primary suite with a private ocean view balcony and 3 remodeled bedrooms. Added highlights include a tasteful home office built into the historical stone tower and an attached two-car garage. With walking trails and beaches nearby and easy access to Rte. 128, this charming home nestled in the natural beauty of a private enclave presents a unique opportunity that’s not to be missed.

602 Summer Street, Manchester

$520,000
3 Beds 3 Baths 5079271 MLS
THE PROGRAM: $75K GIFT TO BUYER- USE HOWEVER THEY SEE FIT- CALL FOR FURTHER DETAILS: Purchase Price Assistance/ Mortgage Payment Reduction:Eligibility Requirements: * Vermont Residency or Residency at time of Purchase * First Time Vermont Homebuyer * Qualify for a Bank Mortgage * 10% Down Payment. Homes Designed to Strengthen and Enrich the Manchester Community Jamesons Flats was thoughtfully developed to ensure that dedicated, skilled Vermonters have the opportunity to live, grow, and thrive right here in Manchester. A strong community depends on a stable and supported local workforce—and that begins with access to reliable, high-quality housing. Jamesons Flats offers beautifully crafted, energy-efficient homes designed with the full-time resident in mind, featuring garages, basements, and smart, functional storage throughout.

21 Jameson Flts Unit Duplex Unit B, Manchester

$379,000
3 Beds 1 Baths 5079187 MLS
Looking for a unique opportunity for equity growth? This is it! Location, location, location. Highly desirable Highland Avenue is one of those rare streets with character homes that is literally only a few walking blocks to town. If you are lucky enough to own this charming 3- bedroom home offering 1,663 sq ft of living space, you will enjoy easy access to the library, local shops, coffee spots, and restaurants right at your doorstep.This home already checks the important boxes; location, size, character, generous living space, and flexible layout. What it has room for is your personal customization and updating. And that is exactly why you should own it. Whether you are a first-time buyer, investor, or someone looking to create your dream home in a prime location, this property offers exceptional potential. Being offered at an entry level price for a high end market, room for growth is there. Here is the best part. When you need a break, you can relax in your charming garden complete with Koi Pond and let your cares drift away. Enjoy life at its best with Manchester schools, Burr and Burton Academy, a short drive to ski areas, summer hiking and more. Any one who understands Manchester will recognize the amazing opportunity waiting here. Don't miss the chance to bring your vision to life! Ask to see a copy of the pre-listing inspection report so you have a head start. Need more ideas? Check out the virtually staged photos to get you started.

446 Highland Ave, Manchester

$999,000
3 Beds 3 Baths 73479727 MLS
Move right in! Amazing value in this newly renovated 1997-built home 2 miles to Singing Beach! Huge Lot! Seller just installed new grass yard / fenced in area! Beautiful real solid hardwood floors throughout. Tons of windows let the sun shine into this bright & airy home. 1st floor: Open Floor plan with tons of space + half bath. 2nd floor: 3 bedrooms, 2 Full designer baths, laundry area, + sitting room / home office. 3rd floor: amazing unfinished walk-up attic can easily be finished to add extra bedrooms, baths, or whatever you can imagine! Lower level: huge, clean basement w/ high ceilings to provide significant extra square footage for future expansion. Backyard features a huge two-tiered deck with a hot tub & outdoor shower - perfect for relaxation and entertaining. Homes like this rarely become available in this desirable area.

159 Pine St, Manchester

$2,875,000
3 Beds 5 Baths 5065200 MLS
Welcome to Three Maple Drive, a beautifully crafted, brand-new single-family home nestled in a quiet and scenic location in Manchester, Vermont. Built in 2023 with impeccable attention to detail, this 3,059 sq ft modern farmhouse seamlessly blends luxury, comfort, and timeless design—all set on a private 3.85-acre lot with gorgeous mountain views. This home features three spacious bedroom suites, each with its own private bath, along with an additional half bath on the main level and a ¾ bath in the expansive bonus room above the garage—perfect for a guest suite, office, or studio. The heart of the home is an open-concept kitchen, dining, and living area filled with natural light from oversized windows and designed for effortless entertaining and everyday living. High-end tile work, thoughtfully chosen countertops, and custom finishes create a sense of understated elegance throughout the kitchen and bathrooms. Built with quality and longevity in mind, this home is truly turn-key—from its clean, contemporary farmhouse style to its well-considered layout and luxurious touches. Whether you're seeking a primary residence, a second home, or a Vermont retreat, this property offers it all. Enjoy the peace and privacy of country living while being just 5 minutes from downtown Manchester, close to Dorset, and surrounded by some of the area's best walking and hiking trails. Luxury, comfort, and an unbeatable location—this home checks every box.

466 Three Maple Dr, Manchester

$4,995,000
9 Beds 10 Baths 5063499 MLS
Peacock Hollow, a c.1790 completely private estate, is gracefully sited on 29.9 acres surrounded by sweeping mountain views, a running stream, and bordered by the forest. This rare offering combines historic character with refined updates, creating a legacy property designed for both intimate living and grand entertaining. The 5,500 square foot main residence offers five beautifully appointed bedrooms, five fireplaces, original wood and marble floors, and handsome moldings throughout. The home has been thoughtfully expanded to include a sun-filled country kitchen with custom cabinetry, formal and informal dining rooms, a library, family room, and multiple living spaces that open to marble terraces and gardens. Enhancing the estate are extraordinary amenities, including a marble in-ground swimming pool with stone terrace, a tennis court, and a one-bedroom caretaker’s cottage with attached garage for on-site management or guest overflow. A 2,400 square foot three-bedroom guest house, created from the original c.1796 post-and-beam barn, blends historic charm with modern comfort. A goat and chicken barn, equipment barn, and a separate 30’ x 60’ seven-bay toy and car barn provide abundant storage and the opportunity for a true Vermont farmstead lifestyle or a spectacular car collection. The grounds are equally captivating, featuring mature landscaping, open meadows, orchards, perennial gardens, and stone walls. Pergolas, walkways, and extensive marble terraces.

1182 1184 East Manchester Rd, Manchester

$5,995,000
6 Beds 9 Baths 5052301 MLS
Discover "the pinnacle of luxury living" in the heart of Manchester Village! Crafted by Breen Builders and Ramsay Gourd Architect, every detail reflects superior craftsmanship and timeless elegance! From the very foundation to the finishing touches, attention to detail and commitment to quality shine through! Experience the perfect blend of luxury and convenience in this stunning 10,000 sq.ft estate where impeccable artisanship meets breathtaking mountain views! This architectural masterpiece offers the serenity of nature with privacy and supple views! This is more than a home, it is your private retreat with the world at your doorstep! Additional 10 acre abutting lot also available for purchase. See attached video for property tour.

551 W Fields Rd, Manchester

$3,995,000
5 Beds 6 Baths 4974441 MLS
Enduring values expressed in stone and wood! VERMONT CRAFTMANSHIP...A WORK OF ART!! Offering a private haven just minutes from downtown, in the heart of Manchester Village, nestled in the foothills of Equinox Mtn. is this rare and exceptional 5-bedroom, 6-bathroom home....The creative design of Architect Ramsey Gourd and Master Builder Mark Breen, well known as two of Southern Vermont's best, along with a dream team of highly skilled craftsmen, all passionate Masters of their own trade, and the result is quite simply....BREATH TAKING!!! The serpentine driveway is bordered by Maples, Birches, Pines and curves gracefully up to the cloistered court yard. Step through the front door into a wide foyer adorned with a gallery of floor to ceiling windows which further enhances the intimacy between the home's interior aesthetic and natural landscape. The home's showstopper has to be its jaw-dropping Great Room, thoughtfully designed as the heart of the home, this massive space accommodates kitchen, dining and living under a vaulted, 26 ft ceiling accented with hand-sawn wood beams. It features an incredible Chef's kitchen at one end and a floor-to-ceiling fire place at the other. The kitchen boasts a 17-foot book matched soap stone clad island seating for 6-8 and light filled sunny breakfast nook. With an outdoor kitchen, fire pit, built in water fall soaking pool, 5 verdant acres, tastefully blends with its idyllic valley setting, serenity is sublime!!!

515 W Fields Rd, Manchester

$11,250,000
7 Beds 9 Baths 73389616 MLS
Seaway is an exceptional coastal estate located in desirable Manchester, just 45 minutes north of Boston. Set on nearly an acre with sweeping views of the Atlantic, this grand Colonial Revival home has been masterfully restored by renowned architectural firm Carpenter & MacNeille. The residence offers a combination of classic New England charm & refined modern living. Elegant formal spaces flow seamlessly into a custom chef’s kitchen with AGA range & light-filled gathering rooms, designed for comfort & entertaining. A luxurious primary suite features ocean views, spa-style bath, dressing areas, & morning bar/kitchenette. There are 5 additional ensuite bedrooms and & 3-bay carriage house. Outdoors, manicured gardens, stone terraces, & a pool create an idyllic setting for relaxation. Seaway has private deeded access to Singing Beach, is moments to the village shops, & direct train access to Boston. An opportunity to own one of the North Shore’s most iconic seaside homes.

4 Cobb Avenue, Manchester

$17,500,000
5 Beds 6 Baths 73386848 MLS
Welcome to a truly exceptional 7.4-acre oceanfront estate in Manchester-by-the-Sea, offering direct access to the soft sands of Graves Beach—your private shoreline retreat. This rare two lot property blends classic New England charm with resort-style living, featuring panoramic water views and extraordinary privacy along one of the North Shore’s most desirable coastlines. The home offers two primary suites—one on each floor—ideal for flexibility and comfort. The grounds showcase mature, curated landscaping cultivated over decades. Additional features include a stone bungalow overlooking the beach, a caretaker’s house on separate lot, detached garage, and an ocean-facing pool and jacuzzi. Enjoy unforgettable sunrises and elegant coastal entertaining—all just 45 minutes from downtown Boston.

239 Summer, Manchester

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