Lee D. McChesney Real Estate



Homes For Sale
Rupert, Vermont
Exquisitely designed & crafted home with complete privacy & incredible views centered on 265 acres. The unencumbered land is comprised of fenced pastures with ponds, meadowland & the balance in hardwoods with miles of trails. The almost 5,000sf warm & elegant home boasts 4 bedrooms each with full bath (2 suites with fireplaces), 4 marble & slate Rumford fireplaces, incredible 24x24 eat-in gourmet kitchen with Wolf commercial range, 1766 Norwegian woodstove & walk in pantry, formal dining room with fireplace, living room with fireplace, large entry foyer, 13x14 porch & walk-out basement with garage & 9' ceilings. Built-in antique Swedish & Danish cabinets & fixtures and old-growth antique floors throughout. Outbuildings include a 28x32 2-story barn, a 2-stall barn, 4-bay barn & 2 sheds.
$1,900,000 Sold
Rupert and Pawlet, Vermont
Incredible acreage, location, setting & privacy. Set on 325 acres at the end of a dead-end road with guest house, barns, outbuildings, hunting camp, old sugar house, ponds, brook… truly a world of its own. Gorgeous 6 bedroom Colonial Farm House needing completion. Much renovation done; kitchen space with masonary oven, foundation/shell redone, 2 new chimneys (3rd needs work), baths are gutted, and more. The 3BR, 1.5BA Guest House has been beautifully restored. Bright, warm & inviting. Wide board floors cathedral ceilings & exposed beams. The land consists of agricultural/meadowland, pasture land and wood/timberland (beautiful sugar bush!) with miles of trails and roadways coursing throughout.
North Rupert, Vermont
Set up high on 42 acres is this majestic 5 bedroom, 2 full bath home with incredible sweeping views overlooking the Mettawee valley. Generously proportioned rooms - living room with fireplace, Formal dining room open to Kitchen. Beautifully varied land with trails/roadways throughout, hidden pastures, apple trees and a pond. Can also be purchased with additional 21 acres of gorgeous meadowland with trout pond - perfect for horses: $949,000.

Lake Saint Catherine
Wells, VT and Poultney, VT
Over 300 feet of prime lake frontage with 2 docks. Impressive 5+ bedroom, 3.5 bath contemporary lake house at the end of Cones Point with incredible southerly views. Boasts open living area with brick fireplace, master bedroom with cathedral ceilings and floor to ceiling glass overlooking the lake, an office/studio, partially finished basement with game room and work shop, attached 2 car garage, deck, porch and more...
Pawlet, Vermont
Beautifully restored Center Hall Colonial set privately along a quiet country road with breathtaking views on 32 acres. Gorgeous land with meadows & pastures ideal for horses, mixture of woods & a spring-fed pond. The 4 bedroom home boasts 4 marble fireplaces, wide board floors, original doors/hardware/built-ins & high ceilings. The large country kitchen has Garland stove, a wood stove, original tin ceiling & large, bright breakfast nook overlooking the surrounding farmland & mountain ranges. Perfect for entertaining with 2 front parlors, formal dining room, side porch plus a patio. Outbuildings include 2 story horse barn, a 2 story barn with garage space & wood shed, 2 story garden shed & 2 other small buildings.
Pawlet, Vermont
Here is a property where nature, artistry, and unsurpassed craftsmanship & quality converge. Set up high off a private lane on +/-25 acres is this magnificent 3,900sf timber frame home with southerly views to Mount Equinox/Dorset Mountain/Mount Tabor. The 1990 built 4 bedroom, 3 full, 2 half tiled bath home is exquisite, with Douglas fir & Cherry chamfered timbers, massive fieldstone fireplace, Kings Wood wide plank floors (+/-22"), antique & handcrafted light fixtures, cathedral ceilings and mahogany deck. Other amenities include separate studio building (cathedral ceiling, woodstove), garden shed, gorgeous stone walls including circular stone fire pit (Native American Council Circle),cedar shake siding, standing seam roof, and more...
West Rupert, VT
Beautifully varied and productive land comprised of a 25-30 acre (organic) south facing meadow, the balance in well managed mature forest (mostly hard woods), year round brook (head waters of White Creek), manicured orchard, views and incredible wildlife. The 3 bedroom, 1 ½ bath main house is set back off the road on the edge of the meadow overlooking the brook. Huge wrap around deck, exposed beams, pine floors, and a massive beehive fireplace in the livingroom – wonderful rustic charm! 28x40 guest house/lodge set privately apart from the main house – originally built as a remote school house/dorm with a large open kitchen/living space with woodstove, 2 separate baths and 2 separate upstairs bedroom spaces which can sleep up to 12 people! Myriad of possibilities.... An organic farm, small horse farm, or simply a getaway retreat or compound.
Lake Saint Catherine
Wells, VT
+/-90' of prime (big) lake frontage - beautiful shaded lawn with large oak & maple trees with dock. Year around 5 bedroom, 4 bath home with lots of space - large master bed with bath and open library room with vaulted ceiling and floor to ceiling windows overlooking the lake! Open living, dining, kitchen area with lots of glass, finished walkout basement with screened porch, side porch, a deck plus a 2 car garage.
Danby, VT
Set up high with total privacy and incredible mountain views is this beautifully designed and built 3 bedroom, 2.5 bath home. Nicely laid out with center foyer, living room with marble fireplace, generous formal dining room, eat in kitchen, spacious bedroom suites at each end, a 3rd bedroom or office and a laundry room. Bright, open space with lots of windows, french & sliding glass doors, front porch, rear deck (Trex decking), attached 2 car garage and a huge full (unfinished) basement. Great location just up from Pawlet Village.
West Pawlet, VT
Gorgeous hilltop Colonial on +/-16 acres with beautiful meadowland (great for horse, sheep, agriculture), views, manicured woods/trails & stone walls. This 5 bedroom, 2 full bath center hall colonial boasts a country kitchen with breakfast nook & pantry, formal dining room, sunroom, wide plank floors throughout, fireplace, exposed beams, covered porch, slate patio, 2 car attached garage, 2-pen barn with fenced area, garden shed, woods with trails, high speed fiber optic internet and more. A gorgeous Vermont home and setting - very good & solid value.
Danby, VT
This impeccably restored c1872 second French Empire home sits proudly on a hill with gorgeous views across and down the valley. The +/- 3,600 SF 4 bedroom/3 1/2 bath home has 10' plus ceilings, incredible grand center hall and staircase, double parlors, exquisite doors and moldings, bay window, 4 porches and so much more. Thoroughly updated with all new heating, wiring, thermopane windows, roofs, etc… Plus new 2 car garage and rear apartment space (2nd kitchen) for in-law quarters or extra income. Nicely situated on +/- 8 acres midway between Manchester and Rutland, Vermont. An incredible historic home at $397,500 Exclusive!
Rupert, VT
Swim, fish, and enjoy the total privacy & views amidst this +/-162 acre property which has it all... Nice meadowland, pond, Indian River, woods (under forest management plan) & apple trees & loads of wildlife make this the perfect recreational paradise. Private, 2005 built home perched on top of a meadow with mountain views that can be taken in sitting on the porch & blue stone patio. Boasting bright/open living space, living room with cathedral ceiling, 2 car heated garage and more. Currently 1 finished bedroom & permitted for 3. Furnishings, Kabota tractor & equipment are available. Offered way below the town's assessed value.
Pawlet, Vermont
Gorgeous early 1800's 4 bedroom, 2.5 bath colonial. Beautifully restored with all refinished wide plank floors (hardwood), original moldings & hardware and mechanically updated. Large country kitchen with porch & patio space, spacious double parlors with formal dining room, living room with brick fireplace, sitting room and library. Incredible 72x40 barn - endless possibilities as shop space or for animals with 5 acres of mostly meadowland!
$299,500 New Listing
    Pawlet, Vermont  
    Set up high on a hill on over 10 Acres and surrounded by farmland is this 1998 built 3 bedroom, 2 1/2 bath home. Incredible views and privacy out every window! Great kitchen with walk -in pantry, rear deck and maple breakfast bar. Grand cathedral ceilinged entry hall, generous mudroom space- dining room with south facing picture window… Amenities include custom maple cabinets and vanities, maple floors, huge 18x30 room over heated garage, partially finished basement and outdoor wood/oil furnace for total self sufficiency! A special piece of "pie in the sky" and irreplaceable at $299,000- firm (over $100,000 below assessed value!) Exclusive!  
Rupert, VT
2 Village Colonials in the quaint hamlet of Rupert being sold together -The Vermont Farmer's Exchange, beautifully restored into a 3 bedroom home plus the neighboring Colonial, also 3 bedrooms, which has had a lot of renovations done and is awaiting completion. The open concept of the store was kept in tact making for spacious kitchen/living/dining area and original counters and shelving creatively repurposed to function in the modern day. The upstairs original Grange Hall has 11'6" ceilings and is completely done in elaborate wainscoting. An incredibly unique offering steeped in history. A must see!
$299,000 Sold
Pawlet, VT
48 acre farm set up high with commanding views overlooking the Mettawee Valley and Haystack Mountain. Incredible fenced meadow and pasture land with a hoop barn. Beautifully and artfully renovated 3 bedroom, 1 ½ bath ranch and separate cathedral ceilinged studio (potential apartment) space over newer detached 2 car garage. Exposed beams, plank floors, wrap around deck and views! A beautiful farm with myriad possibilities. View Tax Map
Tinmouth, VT
Incredible outbuildings - 34x60 (2 story) sawmill (currently Phil's Mill… "Come See What I Saw"). Great for the woodworker or entrepreneur looking to run a mill. Also, 24x36 (2 story) heated/insulated mechanic shop with 11x36 wing. Two other outbuildings plus +/-500' along Wells Brook - a unique and special Vermont property. The 2 bedroom, 1 full bath cape-style home boasts eat-in kitchen with walk-in pantry, office nook, wood stove, 2 porches and a deck with pool. Second floor is unfinished - potential to add living/bedroom space.
$247,500 New Reduced Price!
West Pawlet, VT
Great location on a quiet, country dirt road. Newer 4 bedroom, 2.5 bath home on 10+ acres with full length front porch, perched over the 6 acre meadow perfect for horses or a vegetable farm. Surrounded on 3 sides by protected land (VT Land Trust). Home boasts large eat-in kitchen with island which opens to the spacious living room, a walk out, partially finished basement, plus detached 12x18 shed.
$249,500 Sold
Rupert, VT
Tucked back off the road amidst manicured gardens and woodland. Efficient and inviting 2 bedroom, 2 full bath home. Bright, open living space with cathedral ceilings & skylights. Boasts spacious bedrooms, master bath with whirl pool tub, solar/sunroom off of kitchen, an office with skylight, studio/workshop with cathedral ceiling, laundry room, screened porch, deck and 2 car garage. Well insulated and super efficient with a heat pump to heat and cool - woodstove and OFHA (less than 300ga/yr!) A very special home, a solid value and great location (10-20 minutes to Dorset/Manchester area, 45 minutes to Saratoga/Glenns Falls, across the road from Rails to Trails bike path).
Pawlet, VT
Set up high at the end of a town gravel road with mountain views is this 3 bedroom, 2 full bath home with incredible outbuildings including the 20x35 2-story heated/insulated shop with 16x30 addition & 15x50 garage/shop, a 14x28 barn ideal for goats/chickens & 2 run-in sheds. Fenced pasture perfect for mini-farm. House boasts full front porch, large kitchen/living area with stone hearth/woodstove, laundry room, finished walkout basement & walk up attic/2nd floor - great potential to finish off! Nice cherry and maple flooring/woodwork throughout.
Hebron, NY
Set amidst the rolling hills of Hebron is this family farm privately tucked away on gorgeous meadowland with a swimming pond with a dock, a babbling brook with waterfalls and views to the east into Vermont's green mountains... Nicely renovated 4 bedroom, 2 full bath home on 14 acres. Outbuildings include a two story post & beam barn with 3 garage bays and a woodshop, a 3 bay steel building with heated/insulated mechanics shop and a few other smaller buildings including the "party shack" - a small steel framed building set near the pond complete with walk-in cooler, service bar, a clam steamer and outdoor shower – ideal for the family reunion, etc. An amazing setting offering total privacy, water and views. A great mixture of land – ideal for horses, etc. and conveniently located (+/-30 minutes to Glenns Falls, NY & 25 minutes to Dorset, VT). Also available with additional land for $349,000 - total of 52 acres.
$219,000 New Reduced Price!
Danby, VT
3bedroom, 2full bath home set off the road on 25 acres of remarkable meadowland that is perfect for organic farming (Warwick-Quonset Soil) and ideal for livestock. Long range mountain views with a wrap around deck to take them in. The tidy, well maintained home boasts brick fireplace in the open living area, bedroom and full bath downstairs, 2 bedrooms and full bath up, plus a full, usable basement with laundry. Priced below assessed value.
$239,000 Sold
Danby, VT
Beautiful Sturbridge Colonial reproduction on 8.5 secluded acres with views to the Adirondacks. 3 bedroom, 3.5 bath home boasting 2 fireplaces, exposed beams, beaded trim, wooden doors with old-style hardware, 2 level studio, Marvin sliders leading to the Trex, wrap-around deck, separate 1 car garage plus 2 garden sheds and more...
$224,500 Sold
Hebron, NY
Incredibly crafted home on 3.5 acres by the builder/owner at the head of a small mountain pond. Quiet, secluded & no motor boat noise! The 3 bedroom, 2 full bath cape boasts efficient kitchen with marble counters, dining area, living room with arched ceiling and propane fireplace, enclosed (glass) porch summer room, lovely beamed den or bedroom with pellet stove and full bath/laundry. Other amenities include 2 porches, wood & slate floors, skylights, separate sauna, garden shed, nice landscaping with stone walls, a brick outdoor fireplace and lots of water frontage with a dock.
$219,500 Sold
Rupert, VT
Beautifully restored & updated 3 bedroom c1880 Victorian gem. Boasts gorgeous woodwork throughout, a kitchen with marble sink & counters, stainless steel appliances and antique beadboard cabinets. Mudroom with slate floor, seperate 1 car garage, rear deck & front porch to enjoy the tranquil setting in the heart of Rupert (10 minutes to Dorset).
Rupert, VT

73 acres with 10+ acres of meadow and balance in mixed hardwoods. This 2003 home sits back off the road with front and rear decks to enjoy the gorgeous surrounding meadow and sunset views! 2 car garage in basement and 18x18 barn (2 car garage).House has 1 bedroom and office/bedroom alcove. Septic is designed/installed and permitted for 4 bedroom.

$199,000 Sold
Rupert, VT
Totally private 11.7 acres of mostly hardwoods with trails & lots of wildlife. Nicely constructed (all 2x6) home. Ground level oversized garage and ground level family room with propane stove. The second level has efficient kitchen, dining area, 3 bedrooms, a large bath with laundry and covered deck. Impeccable home in move-in condition.
Rupert, VT

This Revolutionary era cape, reputedly the oldest home in Rupert, is now offered for sale for the antique home enthusiast! Set kitty-cornered, on Route 153, on +/- 5 pastoral and wooded acres this authentic gem has beautiful wide plank floors throughout and lovely beaded panel walls. The focal point is the huge 28x13 totally redone country kitchen with soapstone sink, bird's eye maple butcher block counters, center island and peninsula and spacious dining area. Off the kitchen one can enjoy the private back yard and views over the gorgeous rolling meadow/pasture land from the large screened porch. The home is in remarkable condition for a +/- 250 year old home and is being offered way below the assessed value at $199,000.00 Exclusive

$174,000 New Reduced Price!
Pawlet, VT
Antique home loaded with charm less than 4 miles to the Dorset Green and situated on 3 acres of mostly meadow - ideal for horse or gardening. Pretty gardens & slate patio area. Upgrades to this 3 bedroom, 2 full bath home include 200 amp electric/rewired, drilled well, newer boiler, alarm system & spacious 2 car garage. Boasts exposed beams, wide plank floors, rear sun room, pantry with W&D, wood stove with hearth and more.
Salem, NY
Well cared for 5 bedroom, 2 full bath home with large eat-in kitchen, den (office) & large deck in back to take in the pastoral views on 2.75 acres. Detached double garage/workshop plus new 30x60 metal pole barn (2 garage doors). Lovely neighborhood & surrounded by protected farm land. Easy commute to the Manchester area.
Nestled in the hills of Danby privately set along a dead- end private road is this affordable 3 bedroom, 1 bath Ranch. Nicely landscaped, with a large front porch and rear deck to enjoy the views and 7 1⁄2 acre mostly wooded (nice hardwoods) setting. Full basement and nice shed/outbuilding for storage.
$139,000 Under Contract
Pawlet, VT
Total privacy with incredible views to the Adirondacks. Nicely crafted cabin with detached garage and wood/tool shed. Boasts eat-in kitchen, living area with wood stove, 2 sleeping lofts, 1 bedroom on main floor, a full bath and decks. Set on 14.6 acres with stone walls and a brook. The ultimate Vermont retreat.
$135,000 New Reduced Price!
Rupert, VT
Hand crafted traditional log cabin built with locally harvested red spruce logs. Incredible wood and stone work making for a true rustic "Abe Lincoln" Vermont getaway. The atmosphere and setting make it well worth roughing-it on these 10 wooded acres with year round stream along a quiet gravel road. The 3 level cabin has drilled well for water, an outhouse for plumbing and 2 Vermont Castings wood stoves for heat. Boasts walk-out basement (bedroom), main level with cathedral ceiling, loft space (the cabin sleeps 6 in total), front porch, rear deck, stone patio with outdoor fireplace, stone fire pit, 16x24 (new) barn and more!
$119,000 Sold
West Pawlet, VT
Bright and spacious c1892 home on a generous +/-1/2A lot in West Pawlet. The lot is wooded in the back with frontage on the Indian River and access to the "Rails to Trails Path." There is a great old 2 story 27x39 carriage barn with workshop space and stalls to the rear. The house needs some TLC/updating but has many original details including moldings, high ceilings, front and side porches, fireplace, bay and stained windows and hardwood floors. Improvements include mostly rewired, a beautiful newly installed tile bath, town sewer and drilled well. Great usable walkout basement. Needs painting, some wiring and updating, but this is truly a gem in the rough.
Rupert, VT
Pretty village victorian with spacious rooms, 4 bedroom, 2 full bath. Wide board floors, original moldings, double front parlor with bay window - needs a little TLC. Centrally located - walk to the store, post office, town hall & church. Great views out back over the neighboring farmland.
$97,500 Sold
West Pawlet, VT
3 bedroom, 1 and 3/4 bath home on a nice one acre lot near the beautiful Button Falls. The back deck overlooks the private back yard and meadowland beyond. Other amenities include a full, usable basement, attached 1 car garage, newer (2010) hot water heater & boiler/oil tank. The current owner is also having a new roof installed as well as a new front door. The home is dated and needs TLC (priced accordingly). Great opportunity, assessed at $151,310.


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Lee D. McChesney Real Estate
PO Box 155    Pawlet Vermont 05761    802-325-3100   Fax 802-325-3030
www.McChesneyRealEstate.com     info@mcchesneyrealestate.com

Prospective buyers are reminded that an agency relationship exists between the REALTOR (and any subagent) and the Owner or Seller of the property. This offering is subject to errors, omissions, prior sale and change or withdrawal without notice. Information on this website is believed to be accurate, but not guaranteed.