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$1,050,000
5 Beds 3 Baths 73498613 MLS
Welcome to 2-4 Brechin, a remarkable side-by-side duplex blending modern luxury with long-term value. This exceptional property is an ideal find for savvy investors or owner-occupants. Curb appeal is unmatched thanks to a comprehensive exterior overhaul featuring premium Hardie siding and a brand-new roof, ensuring low maintenance for years to come. One side has been completely transformed with a top-to-bottom renovation, offering a spacious 3-bed, 2-bath layout with a designer kitchen, modernized bathrooms, and fresh flooring. The second unit features a comfortable 2-bed, 1-bath configuration, perfect for generating high rental income or providing a cozy private residence. Whether you move into the renovated side or lease both at premium rates, the value is undeniable. With major structural updates complete, this is a rare turn-key opportunity. Don’t miss your chance to own this renovated gem where structural integrity meets designer style!

2-4 Brechin Ter, Andover

$2,299,000
4 Beds 4 Baths 73480452 MLS
Built in 2025 by renowned local builder, this 4-bedroom, 3.5-bath Modern Farmhouse w/ a 3-car side-entry garage blends sophisticated American style w/ subtle European influence. Set on a desirable southeast-facing 0.48-acre square lot & level yard, the home features a welcoming front porch and a tranquil rear patio. Ideally located w/in walking distance to markets, downtown, & the Andover rail station, it offers both convenience & charm. The sun-filled, flexible layout creates a sense of calm through warm textures & timeless design. Enter to a custom mudroom & an elegantly appointed powder room. The open-concept kitchen stands out w/ an oversized island, sleek Italian cabinetry, commercial-grade appliances, a walk-in pantry, & a curated butler’s pantry. Host in the formal dining room w/ classic finishes, or relax in the inviting family room featuring a gas fireplace & a striking wet bar. Upstairs, a home office, generous bedrooms, and designer baths complete this exceptional residence.

11 Cuba St, Andover

$595,000
5077135 MLS
Discover 220± acres of pristine woodland offering the ultimate blend of privacy, recreation, and opportunity. With a mix of gently level terrain and elevated ridgelines that may offer sweeping mountain views, this remarkable parcel provides endless possibilities — from a private estate setting to potential subdivision. The VAST snowmobile trail runs directly through a portion of the property, offering immediate access to Vermont’s extensive trail system for year-round adventure right from your doorstep. Whether you envision an off-grid cabin tucked deep in the woods or a custom-built retreat with unmatched seclusion, this land delivers the space and serenity to bring your vision to life. Ideally located just minutes from the charming villages of Weston and Ludlow for dining and shopping, and a short drive to premier ski destinations including Okemo Mountain Resort, Magic Mountain Ski Area, Bromley Mountain, and Stratton Mountain Resort — this is a rare opportunity to own substantial acreage in one of Southern Vermont’s most sought-after recreational areas. Privacy. Potential. Adventure. All in one extraordinary property. Taxes are based on the current town assessment.

Markham Mountain Rd, Andover

$2,495,000
4 Beds 4 Baths 73475111 MLS
Gracefully set in desirable Andover, Lot 2 at Weeping Willow Estates blends timeless charm with modern comfort, thoughtfully crafted by Seaver Construction. A welcoming farmer’s porch opens to sun-filled living spaces, including a spacious family room with fireplace, elegant dining area, private study, and a designer kitchen with premium appliances, custom cabinetry, and generous gathering space ideal for entertaining. Upstairs, four well-sized bedrooms include a luxurious primary suite with spa-style bath and walk-in closet, while convenient second-floor laundry enhances daily living. A partially finished lower level offers flexible recreation space, and the three-car garage adds abundant storage. Quality finishes, energy-efficient systems, landscaped grounds, and inviting outdoor areas complete this exceptional home, offering comfort, and everyday ease in a setting perfect for relaxing, entertaining, and creating lasting memories in one of Andover’s most sought-after new communities.

Lot 2 Weeping Willow Drive, Andover

$3,150,000
5074909 MLS
Red Top is a breathtaking 506 +/- acre parcel in the town of Andover and on the border of Weston. Here, the rugged grandeur of the Green Mountains unfolds, offering extraordinary views to the South, where the mountain silhouettes stretch across the skyline and the imposing profile of Glebe Mountain asserts its presence. This land's historical roots run deep, originally belonging to the Marsh family for over 200 years, and presently in the hands of a family devoted to its restoration. Inspired by John Marsh who first settled here in 1797, the owners have worked for more than 15 years to bring the abandoned meadows and woodlands back to life, rejuvenate the soil and increase the productivity of the land. As you traverse the quiet country lane leading to the base of Markham Mountain, Red Top includes 53 acres of rolling meadows, bound by historic stone walls that suggest a pastoral past, where sheep and cows once grazed under the watchful eye of the Marsh family. A brook winds through the edge of the property and the Vast Trail runs through another section. With no existing structures to limit the imagination, this property stands as an exceptional site for building a home, offering endless possibilities for both regenerative farming and equestrian interests. Hay meadows managed according to organic principles--with two cuts annually--echoes a commitment to sustainable living. It's a place where gravel biking, long walks, and the delights of snowshoeing or cross-country skiing become everyday joys, not just occasional pastimes. For skiing, Bromley, Okemo, and Stratton are within 20 - 30 minutes. Boston is 3 hours away, and New York is 4.5 hours away. The nationally renowned Weston Theater and The Vermont Country Store are 4.5 miles away. The property is enrolled in current use. Make sure to watch the video.

00 Marsh Cross Rd, Andover

$879,999
3 Beds 2 Baths 5074216 MLS
Set on over five acres of rolling Vermont hillside, this three-bedroom, two-bath home is perfectly positioned for year-round enjoyment with a special focus on summer living and seamless access to some of southern Vermont’s top mountain destinations, including Okemo Mountain Resort, Stratton Mountain Resort, Bromley Mountain, and Magic Mountain Ski Area. Offered turnkey, it’s an ideal basecamp for making the most of every season while staying ready for ski season ahead. Inside, an attached two-car garage leads into a practical mudroomideal for stashing summer gear now and ski equipment later. The light-filled great room and open-concept kitchen form a welcoming space for gathering year-round. Two comfortable bedrooms and a full bath are located on the main level, while upstairs, a private primary suite features a loft overlooking the living area, a spacious bath, walk-in closet, and a dedicated home office. The finished walkout lower level enhances the home’s versatility, offering a game room, TV lounge, additional finished space, and laundry area, with direct access to a hot tub perfect after a summer hike or a winter day on the slopes. A detached one-car garage and additional outbuilding provide extra storage for all your seasonal gear. Warmer months take center stage here, with long days spent hiking and biking nearby trails, exploring local lakes and farmers markets, or relaxing on the expansive wraparound deck overlooking peaceful countryside views. The property’s partially open land and privacy create a true summer retreat atmosphere perfect for entertaining, unwinding, and reconnecting with nature. As fall arrives, the landscape transforms with classic Vermont foliage, while winter brings easy access to premier skiing and VAST snowmobile trails just a short drive away. Blending laid back summer living with effortless winter readiness, this property captures the essence of Vermont in every season inviting, adaptable, and ready for whatever the year brings.

201 Spruce Dr, Andover

$1,900,000
3 Beds 4 Baths 73466307 MLS ['Townsman Row'] BLDG.
Introducing Townsman Row — a collection of three luxury new-construction townhomes crafted by premier local builder Greg Alexandris. Perfectly positioned in the heart of downtown Andover and directly across from The Park, these residences offer the ultimate blend of lifestyle, location, and design. Each home spans approximately 2,200 square feet across three thoughtfully designed levels, featuring 3 bedrooms, 3.5 bathrooms, and bright open-concept living. A private elevator services the first two levels, offering both comfort and convenience. Every detail reflects a commitment to quality — from high-end finishes and custom millwork to chef-inspired kitchens and spa-like primary suites. With garage parking and a coveted downtown address steps from shops, dining, and schools Townsman Row delivers the perfect balance of luxury and convenience.

33 Chestnut St Unit 2, Andover

$1,600,000
2 Beds 4 Baths 73458511 MLS
Come home to style in a luxury Clubview condo at Andover Country Club. Enjoy privacy, golf-view amenities, and a seamless indoor–outdoor flow. Spacious open-concept layout with a first-floor primary ensuite and optional elevator. Natural light, light hardwoods, natural stone accents, soaring ceilings, and high-end finishes. Gourmet kitchen: quartz countertops, Thermador appliances, custom cabinetry, and a cozy breakfast nook. Expansive primary suite with walk-in closet, in-unit laundry, spa-inspired bath, and floor-to-ceiling views. Flexible loft space (home office or retreat) and a walk-out patio surrounded by lush landscaping. Inquire about exclusive golf membership. Note: Elevator photo is an example of an option.

21 Clubview Dr Unit 21, Andover

$2,850,000
5 Beds 6 Baths 73444968 MLS
Expertly crafted by Larkin Builders and designed by The Drawing Board, Inc., this exceptional new-construction home offers 5 bedrooms, 4 full 2 half baths, and a 3-car garage. The open-concept layout blends modern comfort with timeless New England design. A chef’s kitchen with quartz countertops, large island, stainless appliances, and walk-in pantry opens to a fireplaced family room and dining area filled with natural light. The vaulted primary suite features dual walk-in closets and a spa-style bath with soaking tub and tiled shower. A first-floor office or guest suite adds flexibility. The partial walk-out lower level provides future space for a gym or media room. Every detail reflects signature Larkin Builders quality—custom millwork, hardwood floors, and refined finishes. Minutes to Phillips Academy, Bancroft Elementary, and downtown Andover. Construction underway—still time to personalize!

58 Blanchard St, Andover

$4,950,000
73440386 MLS
Situated on Route 28 at the intersection of Route 125, with convenient access to I-93 and I-495, 560 S Main Street st offers a 9,010 sq/ft commercial building on 1.46 acres, with 100 marked parking spaces that is ideally suited for restaurant operators, retail users, or mixed-use redevelopment. Built in 2008, the property has long served as the home of Tokyo Steakhouse, a well-established hibachi and sushi restaurant that has drawn steady customer traffic for years. Its proven success at this location underscores the strength of the site, with excellent visibility, high daily traffic counts, and close proximity to both residential neighborhoods and business districts. Whether continuing its tradition as a dining destination or repositioning the site for alternative commercial use, 560 South Main st presents a rare opportunity in Andover’s thriving commercial corridor. Leasing options are welcome in addition to a sale.

560 S Main St, Andover

$135,000
5009431 MLS
LOCATED ON THE LUDLOW BORDER OFFERS UNBELIEVABLE VALUE in a great setting ! Set at an elevation of 2,000+ feet, this exceptional parcel offers privacy, expansive long-range views, and an ideal setting for your Southern Vermont dream home. Located within a peaceful community of fine homes, this is one of the few remaining opportunities to build in this highly desirable area. The property includes a state-approved wastewater permit and access to a community leach field, making it ready for building your dream home. Enjoy convenient access to year-round recreation, including skiing and golf at Okemo Mountain Resort just three miles away. A rare opportunity to create a private mountain retreat surrounded by natural beauty.

Valley View Drive, Andover

$629,000
4 Baths 73428153 MLS
191 Chandler Road, Unit B is a fully built-out, two-story office condominium situated in Andover's ID (Institutional/Industrial) zoning district — one of the most versatile designations in the Merrimack Valley, permitting medical offices, behavioral health and therapy practices, outpatient clinics, professional services, and light R&D by right. Priced at $161/SF, this turnkey asset is available well below replacement cost for a fully improved professional suite with heating and cooling. Extensively renovated and move-in ready, the space features multiple private offices, dedicated therapy and meeting rooms, a large open-plan area, and four half-bathrooms — a buildout that would cost $150,000+ to replicate from shell condition. With direct I-93 visibility and immediate access to the Andover/I-93 professional corridor, the property offers the brand exposure and accessibility that client-facing businesses demand.Owner-users may qualify for SBA 504 financing with as little as 10% down.

191 Chandler Rd Unit B, Andover

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