Every property has something unique that it brings to the table, but what sets this collection apart is the value they offer. Every year, we highlight properties that meet at least one of the following criteria:

  • Priced below assessed value
  • Priced well below what the owner has invested in the property
  • Priced below comparables, has had a significant price reduction, are “grandfathered” in some way and can’t be rebuilt today for the offered price.


Islesboro, Maine | $3,950,000


Why It Made the List: Sitting on a 4-acre scenic knoll, this grand house was brought back to life by an expertly conceived historic renovation that includes well-researched, period-specific furnishings.

Contact: Terry Sortwell | tsortwell@landvest.com


South Dartmouth, Massachusetts | $2,695,000


Why It Made the List:: The 52-acre estate is the last privately held pocket within the completely protected 695-acre Massachusetts Audubon Society Preservation and provides the final opportunity to develop multiple homes taking advantage of the elevated views of Buzzards Bay, Cuttyhunk and the Atlantic Ocean.

Contact: Terry Boyle | tboyle@landvest.com


Woodstock, Vermont | $2,495,000

deals and steals ME1606


Why It Made the List: Feel totally removed on this 573-acre property while still being close to pizza and the farmer’s market in Woodstock. This bucolic farmland is being offered at a price below what it was last purchased for a few years ago.

Contact: Ruth Kennedy Sudduth | rkennedy@landvest.com


Northport, Maine | $1,999,000

deals and steals ME1606


Why It Made the List: 20,000 square feet and plenty of land are available between the popular waterfront towns of Camden and Belfast. This iconic house is in excellent condition featuring long views – all for an amazing price. No expense was spared in creating this 'dream home' in the early twentieth century. The current owners performed much-deferred maintenance and brought the house back to its original grand state with updated systems and amenities. This house could never be replicated for the price.

Contact: Joseph Sortwell | jsortwell@landvest.com


Norwell, Massachusetts | $2,375,000


Why It Made the List: One of the largest estates on the South Shore, 161 Pleasant Street offers a private site of 16 acres and over 10,000 square feet of living area. The entirely custom-built home offers 6 bedrooms, 8 baths, and an adjoining office/business center.

Contact: Terry Boyle | tboyle@landvest.com


Concord, Massachusetts | $2,280,000

https://www.landvest.com/property/381817952/459-bluff-rd-northport-me-04849/ MA2234


Why It Made the List: Get the best of both worlds, one of Concord’s most admired, central and fun-loving neighborhoods with excellent access to town. 77 Wood St is an incredibly versatile home to grow into and host with several suite options for extended family and friends. This home could not be built for this price today: the cost per square foot for construction, quality details and coveted location make this a wonderful Concord value.

Contact: Abby Gurall White | awhite@landvest.com


Lyme, New Hampshire | $2,175,000


Why It Made the List: Here is a chance to live the sweet life on a hillside property close to Hanover, home to Dartmouth College. With the price below the owner’s investment into this 86-acre estate, it is quite an opportunity to purchase a property that can provide special memories and host meaningful gatherings.

Contact: Kristin Hayes Claire | kclaire@landvest.com


Pittsfield, Massachusetts | $1,995,000

deals and steals


Why It Made the List: The owners spared no expense during the years spent restoring this architectural gem to its present grandeur.  They believed it would be their forever home.  Now, it can be yours – for a fraction of what they poured into it. Restored to museum-quality, Morewood has the highest quality appliances, fixtures, and wood used throughout the historic home.

Contact: Cindy Welch | cwelch@landvest.com


Seal Harbor, Maine | $1,995,000

deals and steals ME1593


Why It Made the List: A property of this quality couldn’t be built for this price now. This fully completed year-round home features extensive gardens and many other amenities such as an elevator, formal dining room, dual laundry facility, full house generator.

Contact: Story Litchfield | slitchfield@landvest.com


Harvard, Massachusetts | $1,950,000


Why It Made the List: The sellers have invested over $3 million into this architect-designed home on over 17 acres. It's assessed at $1.6 million and there’s not much else at this price point in Harvard. There’s huge value to be found here thanks to the maintenance and upkeep that’s gone into this property.

Contact: J. Stanley Edwards | jsedwards@landvest.com


Manchester, Vermont | $1,650,000

deals and steals ME1606


Why It Made the List: A significant price reduction makes this handsome shingled home on over 5 acres a great value. Large gracious rooms with high quality craftmanship take in the dramatic views of Equinox Mountain to the West and the Green Mountains to the East.

Contact: Story Jenks | sjenks@landvest.com


Beverly, Massachusetts | $1,395,000

deals and steals ME1461


Why It Made the List: The recently reduced price plus the location that you can walk into town or the beach in Beverly Farms from make this home on the North Shore incredibly attractive. In addition, this 3-story colonial has beautiful original details like antique hardwood floors, fireplaces, and a formal marble entryway. Sited on a large in-town lot and includes a newer heated, private pool.

Contact: Lanse Robb | lrobb@landvest.com


Wheeler Bay, St. George, Maine | $1,375,000

deals and steals ME1461


Why It Made the List: This private, self-sufficient island is an excellent deal and offers the possibility of establishing your own kingdom. Furnishings and items such as kayaks are included – making it truly turnkey. A new price makes the property even more appealing.

Contact: Joseph Sortwell | jsortwell@landvest.com


Tunbridge, Vermont | $1,350,000


Why It Made the List: Feel yourself relax as you crest the hill on the way into this 135-acre property that features hand-hewn vintage post-and-beam construction. With dramatic views, open meadows, a swimming pond, and woodlands, this property makes everything else seem a world away. An added bonus? It’s priced below what’s been put into it and the assessed value..

Contact: Story Jenks | sjenks@landvest.com


Concord, Massachusetts | $1,250,000


Why It Made the List: There are few opportunities in Concord to accommodate in-laws, extended family, or live-in help. At 762 Barretts Mill Road, an additional deeded unit provides space for guests or family or you can use the additional space as a rental property. This Victorian has been beautifully updated as a modern family home with the extra unit as an additional perk.

Contact: Abby White | awhite@landvest.com


Danby, Vermont | $1,250,000


Why It Made the List: Quintessentially Vermont is the best way to describe this 91+/- acre classic property with a Federal-style farmhouse, big red barn, and open meadows. The Taconic Mountains are the perfect backdrop to this property, which is priced below the assessed value.

Contact: Dia Jenks | djenks@landvest.com


Brooklin, Maine | $995,000

deals and steals ME1232_19


Why It Made the List: Kelley Point offers several beautiful sandy beaches, which is hard to find in Down East Maine. This property could be divided to two lots, each with sandy beaches, wonderful ocean and island views and privacy.

Contact: Story Litchfield | slitchfield@landvest.com


Eastford, Connecticut | $550,000

deals and steals CT0124


Why It Made the List: Home, in-law apartment, and business in one listing. It's like getting 3 for the price of one! Renovated barn includes all restaurant infrastructure (including dining room table and chairs, appliances, silverware and dishware, etc.) as well as an antique home complete with in-law apartment. 21.70± Acres with no zoning restrictions makes for endless possibilities for this property.

Contact: Keith Ross | kross@landvest.com


Dartmouth, Massachusetts | $350,000

deals and steals MA2505_1

Why It Made the List: With 44 acres this is a chance to build your dream home in South Dartmouth on a large, private wooded lot of land with lots of room to explore and enjoy nature.

Contact: Betsy Lawrence | blawrence@landvest.com


LandVest, Inc. | Ten Post Office Square, Boston, MA 02109

Trusted Email from Constant Contact - Try it FREE today.