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5 Estate Dr, Manchester
$479,900
4 Beds ⋅ 2 Baths ⋅ 5108625 MLS
Welcome to 5 Estate Drive in Manchester! LEGAL Basement ADU! This inviting ranch is located in a great neighborhood close to the VA and offers comfortable one level living. The roof, exterior doors, windows and first floor deck have all been updated. Enjoy the fully fenced yard, established garden beds and inviting outdoor space, perfect for relaxing, entertaining or gardening. The ADU has a spacious bedroom and private entrance and offers excellent flexibility for extended family, guests or additional living arrangements. Easy to show so don't wait on this one!

5 Estate Dr, Manchester
440 Kelley St, Manchester
$535,000
5108045 MLS
Welcome to 440 Kelley Street! This is not a run of the mill duplex, with 7 bedrooms, 3 bathrooms, and 3,492 square feet of finished space it is much larger than most! The up-and-down layout offers plenty of room, with generously sized rooms throughout both units. The property has been updated over the years and is in great shape, while still leaving room for the new owner to make it their own. The galley kitchens are laid out well and make good use of the available storage. Outside, the fenced-in yard and large patio give you a great private space to relax, entertain, or enjoy the warmer months. There’s also a basketball hoop for some added fun. Whether you're looking for an investment property or a place to live in one unit and rent the other, 440 Kelley Street offers a lot of space and flexibility. This one is definitely worth a look.

440 Kelley St, Manchester
203 Straw Hill Rd, Manchester
$599,000
3 Beds ⋅ 2 Baths ⋅ 5105581 MLS
NORTH END EASY LIVING in a sought-after walking (footpaths and park) in the Derryfield School/neighborhood and all the lifestyle, dining, arts and entertainment Manchester has to offer. Meticulously maintained and beautifully renovated, this 3-bedroom, 2-bath home combines thoughtful design, exceptional craftsmanship and clever use of space with an oversized 2-car garage. The retreat-like setting features a private paver patio and enclosed garden area, creating an inviting place to relax or entertain. Inside, custom built-ins are a standout feature, including the clever cabinetry along the stair wall and beneath the stairs. The updated kitchen offers granite surfaces, custom cabinetry, upgraded appliances and a Thermador range, with a convenient pass-through to the dining/living area and windows framing seasonal views. Abundant natural light fills the living room, where built-in window seats and a gas fireplace create a warm, comfortable gathering space. A slider leads directly to the private patio. The primary bedroom features custom blinds and a beautifully tiled private 3/4 bath with glass-enclosed multi-head shower, plus adjoining hall storage. A large separate laundry room provides additional cabinetry and storage. Upstairs, two spacious bedrooms share an updated full bath, with additional storage tucked into the eaves and pull-down attic access in the garage. See the UPGRADES list seller completed and the HOA recent mega updates inc. siding, gutters, and roof. PETS are welcome (see HOA docs). Seller is relocating and ready when you are! VISit today.....

203 Straw Hill Rd, Manchester
212 Taconic Rd, Manchester
$1,495,000
5 Beds ⋅ 5 Baths ⋅ 5104124 MLS
Set on coveted Taconic Road in the heart of Manchester Village, this beautifully renovated five-bedroom home seamlessly blends timeless Vermont charm with modern comfort. Thoughtfully reimagined from top to bottom, every detail has been carefully considered, resulting in a home that is both inviting and functional. Town water and sewer, paved driveway and updated systems ensure worry free living. Filled with natural light, the spacious floor plan centers around a beautifully appointed chef's kitchen designed for gathering, entertaining, and everyday living. Multiple living spaces offer flexibility for family and guests, while the custom-built bunk room creates the perfect retreat for children or weekend visitors. Outside, the level yard provides an ideal setting for recreation, entertaining, or simply enjoying the peaceful surroundings. A detached barn with a two-car garage offers exceptional versatility, with unfinished space above presenting the potential for a guest suite, home office, studio, or apartment, subject to any required approvals. Ideally located just moments from the Equinox Preserve, enjoy easy access to miles of scenic walking trails while remaining close to the shops, restaurants, and amenities of Manchester Village. Combining exceptional craftsmanship, thoughtful design, abundant natural light, and one of Manchester Village's most coveted addresses, this is a rare opportunity to own a turnkey Vermont home with room to grow.

212 Taconic Rd, Manchester
2484 Elm St, Manchester
$769,999
5102113 MLS
Welcome to 2484 Elm Street, an exceptional two-family residence in Manchester's highly sought-after North End, where timeless 1920s architecture meets today's modern conveniences. Perfectly positioned on a beautifully landscaped corner lot, this property presents a rare opportunity for both owner-occupants and savvy investors seeking strong income potential in one of the city's most desirable neighborhoods. The thoughtfully updated first-floor owner's residence offers approximately 1,340 square feet of comfortable living space featuring two spacious bedrooms, an inviting layout, modern updates, and direct access to outdoor living. Upstairs, the expansive second unit spans the second and third floors, providing nearly 2,000 square feet with four bedrooms and two baths, making it ideal for extended family or reliable rental income. The third floor offers additional flexible living space while maintaining the home's historic character. Both apartments feature separate utilities and their own laundry areas, creating convenience for occupants and simplified property management. A full walkout basement provides abundant storage or workshop space, while the detached two-car garage, paved driveway, and private backyard complete the package with functionality and outdoor enjoyment. Located just minutes from downtown Manchester, Elliot Hospital, Catholic Medical Center, major highways, shopping, restaurants, and neighborhood parks, this property offers the perfect balance of residential charm and everyday accessibility. Whether you're looking to offset your mortgage through rental income, expand your investment portfolio, or own a classic North End property with exceptional versatility.

2484 Elm St, Manchester
74 Hobart St, Manchester
$510,000
4 Beds ⋅ 2 Baths ⋅ 5101136 MLS
Spacious, well-maintained Gambrel conveniently located on Manchester's East Side, featuring the rare opportunity of a triple city lot with additional frontage on Foch Street. This charming home features beautiful hardwood floors, a spacious living room, a practical mudroom with washer/dryer hookups, a walk-in pantry, and a first-floor bedroom. The main living area also offers a full bath and half bath for added convenience. Upstairs, you'll find three additional bedrooms with a separate heating zone for enhanced comfort. The heated garage includes a floor drain, and separate electric and storage space above. Enjoy an easy commute to Routes 101 and I-93, with shopping, dining, schools, and other amenities just minutes away.

74 Hobart St, Manchester
354 Seames Dr, Manchester
$409,900
3 Beds ⋅ 2 Baths ⋅ 5100651 MLS
What if coming home became your favorite part of the day? Picture yourself turning into your private driveway, pulling into the garage, and walking past the garden before stepping through the enclosed porch. Inside, the kitchen invites you to cook, gather, and stay connected while overlooking the backyard and deck. The flexible layout adapts to every stage of life. Create a home office or reading nook in the first-floor den, then unwind in the spacious living room beside the warmth of the wood stove. Upstairs offers comfortable space for family or guests, while the backyard is ready for cookouts, gardening, or simply relaxing on the deck. While the home offers an excellent foundation, it also presents the perfect opportunity to add your own personal style and updates over time. Conveniently located in an established neighborhood near schools, shopping, restaurants, and major routes, this is more than a house, it's a place to put down roots, make memories, and create a home that's uniquely yours.

354 Seames Dr, Manchester
1649 E Manchester Rd, Manchester
$579,900
5 Beds ⋅ 2 Baths ⋅ 5100596 MLS
5 bedroom, 2 bath Manchester home in a highly functional ski location: about 8 minutes to Bromley and under 25 minutes to both Magic and Stratton, plus roughly 2 minutes to downtown Manchester and 1 minute to Route 7 for straightforward access in all conditions. The setting supports frequent winter use and works equally well for year-round occupancy. The house underwent a full gut renovation in 2018, so the major work is done. Kitchen and baths were rebuilt, wiring and plumbing updated, and all appliances are 2018 or newer. A new furnace in 2024 and mini-split systems added in 2021 provide efficient, reliable heating and cooling for heavy cold-weather use. The 5 bed / 2 bath layout offers capacity for multiple occupants and extended stays, with sufficient separation to remain comfortable over longer periods rather than just occasional weekends. Outside, the newly fenced backyard and established gardens create contained, usable outdoor space that works well for everyday living and outdoor evenings without the overhead of large acreage. The basement is dry and straightforward excellent storage for ski and outdoor gear now and realistically finishable if a buyer wants a gear room, additional living area, or another bathroom, subject to buyer due diligence and local approvals. The property has an exceptional history of short-term and seasonal occupancy with detailed records available; all figures are historical only and are not intended as predictions of future results, and buyers should rely on their own analysis and professional advice regarding any potential income or investment use.

1649 E Manchester Rd, Manchester
64 Laval St, Manchester
$399,000
4 Beds ⋅ 1 Baths ⋅ 5100182 MLS
Welcome to 64 Laval Street, a beautifully updated 4-bedroom, 1-bath home, where thoughtful updates and an inviting layout come together in one of Manchester's established West Side neighborhoods. Freshly painted interiors, updated flooring, and abundant natural light create a bright, welcoming home that's ready to enjoy from day one. The flexible floor plan offers four bedrooms and one full bath, including a spacious first-floor primary bedroom that provides convenience and privacy, while three additional bedrooms upstairs offer comfortable spaces ideal for children, guests, a home office, hobby room, or flexible living to suit your needs. A standout feature of the home is its expanded kitchen design. The newly created kitchen and dining room, complete with brand-new cabinetry, serves as the home's primary gathering space, while the original galley kitchen has been transformed into a valuable secondary workspace for meal preparation, pantry storage, and everyday organization. The result is a layout that offers significantly more functionality than a traditional galley kitchen alone. Tasteful improvements throughout create a clean, modern feel without sacrificing the home's original character. Whether gathering with friends, working from home, or enjoying a quiet evening in, the rooms feel both functional and inviting. Beyond the cosmetic updates, the home has also benefited from meaningful electrical improvements, including updated kitchen wiring, dedicated 20-amp circuits for window A/C units, GFCI-protected kitchen and bathroom receptacles, new switches and outlets, and 240-volt electric baseboard units upstairs providing a convenient supplemental heating source. Outside, enjoy a spacious backyard with room to relax, entertain, garden, or play, along with a convenient amount of off-street paved parking. Nestled in the heart of Rimmon Heights, you'll enjoy the convenience of being just minutes from downtown Manchester. One of the owners is a licensed realtor.

64 Laval St, Manchester
777 Mccooey Dr, Manchester
$1,390,000
3 Beds ⋅ 3 Baths ⋅ 5096878 MLS
Set back from a quiet country road in Manchester, Vermont, this spacious Federal farmhouse style home offers a wonderful blend of comfort, privacy and Vermont charm. The classic white exterior with its attached red barn creates a welcoming first impression, while the home’s thoughtful design provides plenty of space for everyday living, entertaining and enjoying the peaceful surroundings. Inside, wide-plank wood floors and abundant natural light create a warm and attractive atmosphere throughout. The main living areas are open and comfortable, featuring a modern kitchen, separate dining space and generous living areas with high ceilings and a stone fireplace in the living room, making gathering with family and friends easy. The layout offers both functionality and flexibility, creating spaces that feel connected while still providing room to spread out. The upper level features multiple bedrooms and bathrooms, including a spacious primary suite complete with an en-suite bath with glass-enclosed shower and marble finishes, walk-in closet and a second fireplace. A dedicated home office adds versatility for remote work, study, etc., while a bonus family room above the garage offers additional living space that can adapt to a variety of needs. Outdoor patios and gathering spaces with mountain views provide a natural extension of the home and a perfect spot for relaxing, dining or entertaining. Amidst a tranquil setting, yet conveniently located just minutes from Manchester’s shops, restaurants and amenities, this inviting property combines contemporary living with the character and charm that make Vermont so special. All measurements approximate.

777 Mccooey Dr, Manchester
2236 River Rd, Manchester
$3,900,000
5 Beds ⋅ 7 Baths ⋅ 5096230 MLS
Set on more than 18 picturesque acres along desirable River Road in Manchester Village, this extraordinary, converted farm offers a rare blend of historic character, modern comfort, & endless possibilities. Thoughtfully transformed into a multi-use residential compound, the property features four distinct living, working, & entertaining spaces, each with its own personality and purpose. Throughout the property, authentic antique details have been carefully preserved & integrated into the design. Original barn doors, handcrafted woodwork, exposed beams, & custom trim accents create a warm & inviting atmosphere while seamlessly blending with modern updates & amenities. The former horse barn stalls have been creatively reimagined into a charming office, library, & 3/4 bath, providing an inspiring space for work, study, or quiet retreat. A covered walkway leads to an impressive barn, ideal for large gatherings, celebrations, creative pursuits, or even a prized car collection.. A third living area serves as an exceptional landing place for family, guests, or multigenerational living. Barn-inspired architectural elements continue throughout, complemented by multiple bedrooms, and bathrooms, Completing the compound is a separate one-bedroom cottage, offering privacy & flexibility for guests, caretakers, or your personal slice of serenity. Outside, the grounds are equally captivating. Mature plantings & meticulously maintained landscaping showcase several perennial gardens that bloom throughout the seasons. A heated in-ground pool provides the perfect place to relax. Across the street, additional acreage framed by classic Vermont stone walls and a large stream-fed pond adds another dimension to the estate, with space for future residences, guest accommodations, or a private family compound. A truly exceptional offering in the heart of Historic Manchester Village.

2236 River Rd, Manchester
392 Powderhorn Rd, Manchester
$735,000
4 Beds ⋅ 3 Baths ⋅ 5095313 MLS
Set on two private acres in Manchester, this 4-bedroom, 2.5-bath Colonial combines classic character with thoughtful updates. Wide-plank pine floors, abundant natural light, and generously proportioned rooms define the interiors. The main level includes a spacious living room with a stone fireplace, a formal dining room, and an eat-in kitchen. An adjoining flexible space offers versatility as a mudroom, family room, or home office. A powder room is conveniently located off the main living spaces, and a recently added deck overlooks the backyard. Upstairs, 4 bedrooms include a primary bedroom with a private bath and a separate full hall bath. Recent improvements have been thoughtfully integrated with the home’s original character. Located near both Manchester and Dorset, the property offers a peaceful setting with convenient access to village amenities, nearby trails, ski areas, and the distinctive shops and restaurants of Southern Vermont.

392 Powderhorn Rd, Manchester
233 Squires Rd, Manchester
$1,200,000
2 Beds ⋅ 1 Baths ⋅ 5090840 MLS
Tucked into the picturesque countryside of Manchester, this nearly 19-acre Vermont property offers a rare blend of privacy, income potential, and endless opportunity. Just minutes from downtown Manchester, the location provides easy access to the Orvis Fly Fishing School, Equinox Mountain, the Batten Kill River, and year-round recreation at Bromley Mountain Ski Resort. Surrounded by natural beauty and mountain views, this is a rare opportunity to own a truly versatile Southern Vermont property. The thoughtfully updated ranch-style home features comfortable single-level living with 2 bedrooms and 1 beautifully renovated bath. Bright, inviting interiors showcase an open-concept kitchen and living area designed for everyday comfort and effortless entertaining. Energy-efficient mini-split systems and a leased solar array add modern convenience, while the expansive rear deck offers the perfect place to relax and take in the peaceful Vermont landscape. Ideal for automotive enthusiasts, contractors, hobbyists, or business owners, the property includes an impressive 40x40 three-bay garage complete with a center-bay auto lift, abundant storage, and additional outbuildings and covered areas for equipment, workshops, or future expansion possibilities. Adding even greater value, the property also features six established income-producing mobile home sites with shared wells and individual septic systems. Whether continued as a steady income source, expanded upon, or transformed into a larger private compound or business venture, the possibilities here are extensive. Offering privacy, functionality, and long-term potential in one of Southern Vermont’s most desirable destinations, this is far more than a home — it’s a unique opportunity to live, work, invest, and create.

233 Squires Rd, Manchester
3373 Main St, Manchester
$750,000
4 Beds ⋅ 6 Baths ⋅ 5090752 MLS
In the heart of Manchester Village, this four-bedroom, six-bath colonial blends classic New England charm with the kind of space and flexibility that fits modern living. Set on a level 0.85-acre lot with mountain views, the property offers both privacy and easy access to everything the village has to offer. Inside, you'll find character you can't replicate - spruce and pine floors, exposed beams, custom built-ins, and large six-over-six windows that bring in natural light. The layout is versatile, with multiple living areas including a formal living room, family room, and a dedicated study - ideal for working from home or creating separate hangout spaces. The kitchen features butcher block counter tops, a walk-in pantry, and opens to a bright breakfast room with a built-in window seat. Upstairs four bedrooms and three full baths include a spacious primary suite with a large walk-in closet and an updated bathroom. One of the standout features is the separate one bedroom apartment above the single garage - perfect for guests, or a private home office, or studio. Practical updates include town water and town sewer, forced hot air heat, and a generator. Outside, the property is designed for relaxing and entertaining, with two blue stone and marble patios, mature landscaping, partial fencing, and a backyard gazebo. With a layout that adapts to your lifestyle and a location that keeps you connected, this home offers a unique mix of character, function, and long term value. All room measurements are approximate.

3373 Main St, Manchester
1182 1184 East Manchester Rd, 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

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