Windsor, VT Homes

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  $425,000

  • 6 Beds
  • 4 Baths
  • 2,243 Sq Ft

  3 MacE Hill Rd, Hartland, VT 05048

  Strong Cash Flow! Profitable Investment Opportunity! This fully leased three unit multifamily property is an excellent chance for investors to add a consistent cash flowing property to their portfolio or for an onsite owner to occupy one unit and let the extra additional rents help pay for your housing. A low maintenance property with nice updates over the years which include separate electrical

  Alex DeFelice The Clerkin Agency, P.C.

  3 MacE Hill Rd, Hartland, VT 05048
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  Explore Hartland

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  /7

  $1,800 per month

  Pet-friendly! | Utilities included!

  Studio - 1 Bed

  8 Blodgett Ln, Hartland, VT 05048

  Available now! Nestled in the cozy town of Hartland, VT, just off of route 5, sit four newly renovated apartments. Heat (propane), electric, hot water, plowing, lawn care, trash, and water/sewer are included.Nearby amenities include: 3 Corners Market, Hartland Post Office, Hair Salon, Laundromat, The Hartland Diner, Hartland Library, Mike's Store-gas station/convenience store, etc. 2.4 mi. (6

  8 Blodgett Ln, Hartland, VT 05048
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  /52

  $564,000 Sold Jul 28, 2025

  • 1,792 Sq Ft
  • $315/SF
  • 93 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2007

  551 Vermont 12, Hartland, VT 05048

  New price! Make this beautiful, spacious hillside home with gorgeous views your own! Easy access to Woodstock, Lebanon and Hanover. Hartland VT has no zoning and school choice for high school. 2.68 acres offers very nice privacy, located at the end of a long driveway. This 2007 built raised ranch is in excellent condition. With new construction homes being scarce, this residence is like new! This

  Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

  551 Vermont 12, Hartland, VT 05048
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  /3

  Not Listed For Sale

  00 Weed Rd, Hartland, VT 05049

  00 Weed Rd, Hartland, VT 05049
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  /33

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 2,152 Sq Ft

  17 Vermont 12, Hartland, VT 05048

  1850 home re-furbished top to bottom for modern amenities with antique charm. New roof, floors, kitchen, bathrooms, windows, electrical, plumbing, and heating throughout. Very large flat yard located right downtown.

  Derek Eisenberg Continental Real Estate Group, Inc.

  17 Vermont 12, Hartland, VT 05048
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  /36

  $440,000 Sold Jul 15, 2025

  • 1,032 Sq Ft
  • $426/SF
  • 116 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1990

  215 Densmore Hill Rd, Hartland, VT 05048

  Midway between Woodstock and South Woodstock you'll find this charming, private, log home. Sited on a 5 +/- acre wooded parcel, with a porch, and deck that are perfect for outdoor dining, and listening to the brook on quiet summer evenings. Inside, there's an open-concept living room and dining area for gathering; with a cozy (gas) fireplace, a cathedral ceiling and a wall of windows providing

  Sue Starr-Adams EXP Realty

  215 Densmore Hill Rd, Hartland, VT 05048
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  /40

  Est $591,851 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,565 Sq Ft

  21 Sportsmen Cove, Hartland, VT 05048

  21 Sportsmen Cove, Hartland, VT 05048
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  /32

  $875,000

  • 3 Beds
  • 3.5 Baths
  • 3,189 Sq Ft

  233 Brothers Rd, Hartland, VT 05048

  The idyllic Hartland countryside is the setting for this handsome cape. A delightful three season porch is entered by way of the attached two car garage or directly by a lovely landscaped pathway. Once inside you will be greeted by a warm and inviting kitchen detailed with cherry cabinetry, the dining room with a bay window view of the gardens,a living room with fireplace, and a spacious

  Mary Mayhew Snyder Donegan Real Estate Group

  233 Brothers Rd, Hartland, VT 05048
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  /42

  $450,000 Sold Jul 07, 2025

  • 2,176 Sq Ft
  • $207/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2008

  33 Barber Ln, Hartland, VT 05048

  Welcome to your dream home! This charming, well-insulated, and energy-efficient 3-bedroom, 2-bath Cape with full back dormer, built in 2008, is the perfect blend of comfort and modern living. The open floor plan effortlessly flows into a large farm-style porch and spacious deck, ideal for summer entertaining or savoring those evening sunsets. Stay cozy year-round with radiant heating and a new

  Cheryl Herrmann RE/MAX Group One Realtors

  33 Barber Ln, Hartland, VT 05048
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  /22

  Not Listed For Sale

  00 Advent Hill Rd, Hartland, VT 05048

  00 Advent Hill Rd, Hartland, VT 05048
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  /43

  $495,000

  • 3 Beds
  • 2 Baths
  • 2,616 Sq Ft

  371 Vermont 12, Hartland, VT 05048

  - Gingerbread Cottage on 12 Acres Near Woodstock & Quechee - Gingerbread Cottage on 12 Acres Near Woodstock & Quechee – Lovingly maintained by its current owner, this 3-bedroom, 2-bath home sits on 12 private acres of open land, woods, and trails. With over 2,500 sq. ft., the home blends character and comfort - featuring wide pine floors, vintage custom cabinetry, and a living room with

  Keri Cole Williamson Group Sothebys Intl. Realty

  371 Vermont 12, Hartland, VT 05048
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  /51

  $650,000 Sold Jun 30, 2025

  • 4,500 Sq Ft
  • $144/SF
  • 160 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2004

  11 Gilson Farm Ln, Hartland, VT 05048

  Welcome to premier & exclusive Vermont living! This stunning 4,500+ sqft. home is set on 18 private acres in the beautiful town of Hartland, offering unparalleled tranquility. Take in the breathtaking Vermont landscape and natural beauty along hiking trails that wind through the hillsides. The main level features an open-concept floor plan with exposed beams, large picturesque windows, and

  Zack Bourque BHHS Verani Upper Valley

  11 Gilson Farm Ln, Hartland, VT 05048
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  /32

  Est $89,410 Not Listed For Sale

  42 Advent Hill Rd, Hartland, VT 05048

  42 Advent Hill Rd, Hartland, VT 05048
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  /42

  $575,000

  • 1 Bed
  • 1 Bath
  • 861 Sq Ft

  7 Brownsville Rd, Hartland, VT 05048

  In a charming setting overlooking the Lull Brook, this house is the perfect home or retreat for one or two people. A large room for living/dining/kitchen and a loft bedroom up a flight of stairs. Full bath on the first level. Incredibly pretty woodwork and outstanding views. This house has MAGIC! Has been used both as a primary residence and a very successful Air B and B.Property will

  Jane Darrach Martha E. Diebold/Hanover

  7 Brownsville Rd, Hartland, VT 05048
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  /60

  $579,000 Sold Jun 19, 2025

  • 3,006 Sq Ft
  • $193/SF
  • 39 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1800

  2 Walker Cemetery Trail, Windsor, VT 05089

  Tucked into a peaceful Vermont country setting, this c.1800 Antique Cape blends historic charm with modern comforts on a scenic 2.57-acre corner lot and a lovely spring-fed pond. The recently installed, and fully paid for, solar array gives extensive financial and green benefits - offsetting around $100/mnth in electricity costs (or $20,000 worth of mortgage value). The 3-4 bedroom, 4-bath home

  John Bassette Bassette Real Estate Group

  2 Walker Cemetery Trail, Windsor, VT 05089
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  /21

  Est $574,155 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,048 Sq Ft

  193 Hartland Hill Rd, Woodstock, VT 05091

  193 Hartland Hill Rd, Woodstock, VT 05091
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  /52

  $675,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,488 Sq Ft

  56 Mount Hunger Rd, Hartland, VT 05048

  OPEN HOUSE - THIS SATURDAY 7.26.25 (11am - 1pm) Beautiful Landscaping. Check out this Hillside Country Home with 36.2 acres with a mix of green lush meadows, matured standing timber and breathtaking views to the north of Moosilauke Mountain. Landscaped grounds with tremendous amounts of unique plants, trees and shrubs plus a mix of stone walls and a small barn for animals of equipment. The home

  Don Chabot Town and Country Realty

  56 Mount Hunger Rd, Hartland, VT 05048
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  /11

  $213,000 Sold Jun 06, 2025

  • Land
  • 33 Acres
  • $6,416 per Acre

  • 508 Days On Market

  644 Vermont 12, Hartland, VT 05048

  The property has 2 acres to build your dream house with the additional acreage in current use to maintain your privacy and a brook traversing the land. The bridge across the brook would have to be rebuilt as it was damaged in recent floods. There is a driveway easement for the property to the left and below it.Property to remain in forestry current use program after sale.

  Chris Crowe Quechee Lakes Real Estate Center

  644 Vermont 12, Hartland, VT 05048
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  /38

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,390 Sq Ft

  702 Route 12, Hartland, VT 05048

  702 Route 12, Hartland, VT 05048
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  /37

  $695,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  258 Densmore Hill Rd, Hartland, VT 05048

  Centrally located just 10 min from both Woodstock Village and Hartland Four Corners, this lovely, secluded contemporary home features bright, tidy sun- filled rooms with open concept kitchen/dining, pine plank flooring, comfortable living room with wood stove. Two step-out decks overlooking beautiful woodland plantings. Partially finished walk out lower level with ensuite bedroom. Easy access to

  Danny Kogut Williamson Group Sothebys Intl. Realty

  258 Densmore Hill Rd, Hartland, VT 05048
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  /40

  $665,000 Sold Jun 02, 2025

  • 2,262 Sq Ft
  • $294/SF
  • 21 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1785

  62 Grout Rd, Hartland, VT 05048

  Grout Hill Farm- a stunning colonial home perched on a sunny knoll overlooking, lovely long range views! This property is surrounding by handsome terraced stonewalls, large maple trees, picturesque meadows and accented with perennial gardens. The lot across the street could potentially be subdivided or build a barn/guest house for guests- this parcel has breathtaking views of mountains and

  Gretchjen Smith Williamson Group Sothebys Intl. Realty

  62 Grout Rd, Hartland, VT 05048
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  /32

  Est $509,341 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,836 Sq Ft

  90 Draper Rd, Hartland, VT 05048

  90 Draper Rd, Hartland, VT 05048
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  /35

  $675,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,230 Sq Ft

  28 Webster Rd, Hartland, VT 05048

  Nestled in the picturesque countryside of Hartland, VT, this classic 3-bedroom, 3-bath Colonial offers the perfect blend of charm, comfort, and rural tranquility. Set on a spacious lot surrounded by rolling hills and open skies, the home welcomes you with a traditional layout featuring a warm and inviting living room, a functional eat-in kitchen with ample storage, and a formal dining area for

  Katie Ladue Gilbert KW Vermont Woodstock

  28 Webster Rd, Hartland, VT 05048
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  /50

  $486,000 Sold May 30, 2025

  • 2,772 Sq Ft
  • $175/SF
  • 44 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1972

  225 Brothers Rd, Hartland, VT 05048

  Tucked away on four acres, this inviting home offers the perfect blend of comfort, charm, and versatility. Step inside through a proper Vermont mudroom - complete with benches and storage to keep all your seasonal gear organized. From there, the spacious lower level welcomes you with a cozy family room, ideal for movie nights, game nights, or just relaxing with loved ones. A convenient 3/4 bath,

  Jaime Durell BHHS Verani Upper Valley

  225 Brothers Rd, Hartland, VT 05048
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  /40

  Est $1,422,412 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,680 Sq Ft

  300 Clay Hill Rd, Hartland, VT 05048

  300 Clay Hill Rd, Hartland, VT 05048
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  /59

  $279,500

  • 2 Beds
  • 1 Bath
  • 1,076 Sq Ft

  643 Vermont 12, Hartland, VT 05048

  Charming and affordable home on a level 1-acre lot with open yard and serene wooded backdrop. This expanded ranch offers 2 bedrooms and 1 full bath, with a practical layout including first-floor laundry and a spacious second-floor bedroom addition. Originally built in 1940 with an upstairs expansion in the 1980s, the home features a drilled well, private septic, and several recent updates

  John Bassette Bassette Real Estate Group

  643 Vermont 12, Hartland, VT 05048
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  /22

  $165,000 Sold May 28, 2025

  • Land
  • 50 Acres
  • $3,300 per Acre

  • 0 Days On Market

  674 Vermont 12, Hartland, VT 05048

  50 wooded Acres available for your dreams to materialize. Lovely and substantial rolling brook with an internal trail system. Majority of property would be accessible by a new bridge which would need to be built. Extensive road frontage and good parking. Great deer hunting grounds and big timber with old growth forest. Older structures are not salvageable and would need to be removed. Excellent

  John Bassette Bassette Real Estate Group

  674 Vermont 12, Hartland, VT 05048
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  /40

  Est $665,075 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,964 Sq Ft

  192 Brothers Rd, Hartland, VT 05048

  192 Brothers Rd, Hartland, VT 05048
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  /19

  $249,900

  • 3 Beds
  • 1 Bath
  • 940 Sq Ft

  86 Webster Rd, Hartland, VT 05048

  Tucked away on a quiet, town-maintained road, this charming chalet offers the perfect blend of seclusion and convenience. Just 5 minutes from the quaint center of Hartland and only 20 minutes to the vibrant towns of Woodstock, Vermont and Lebanon, New Hampshire, you’ll enjoy the serenity of country living without sacrificing access to shops, dining, and cultural attractions.Inside, this

  Jim Bialowski BHG Masiello Keene

  86 Webster Rd, Hartland, VT 05048
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  /40

  $520,000 Sold Apr 18, 2025

  • 2,530 Sq Ft
  • $206/SF
  • 0 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1800

  10 Curtis Rd, Hartland, VT 05048

  Updated c.1800 Cape Farmhouse 3-4 Brm, 2.5 Bth, and the only home on its own dead-end town maintained road. Outside you have 1.44 acres of lush perennial landscaping, an antique barn with stalls for an animal or two, and an insulated workshop perfect for an artist studio or woodworking shop. The setting is picture perfect overlooking rolling meadows and a grand southern exposure. The interior is

  John Bassette Bassette Real Estate Group

  10 Curtis Rd, Hartland, VT 05048
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  /40

  Est $318,162 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,113 Sq Ft

  239 Quechee Rd, Hartland, VT 05048

  239 Quechee Rd, Hartland, VT 05048
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  /32

  $385,000

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  68 Advent Hill Rd, Hartland, VT 05048

  Country Ranch with Stunning Views in Hartland, VTEscape to the peaceful charm of this 2-bedroom, 1-bath ranch-style home nestled in scenic Hartland. Set on a beautiful country lot, this single-level home offers sweeping views of the surrounding countryside—perfectly enjoyed from the spacious front porch. Inside, you’ll find a bright and efficient layout with cozy living spaces, a

  Katie Ladue Gilbert KW Vermont Woodstock

  68 Advent Hill Rd, Hartland, VT 05048
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  /48

  $269,444 Sold Mar 21, 2025

  • 1,369 Sq Ft
  • $197/SF
  • 147 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1946

  36 Evarts Rd, North Hartland, VT 05052

  Discover the perfect blend of comfort and practicality at 36 Evarts Road in Hartland, VT. This inviting property offers a well-maintained home with modern features and a spacious layout on a nice, level lot. The updated standing seam roof and new windows ensure fresh appeal. The paved driveway leads to a practical two-car garage, providing ample parking and storage space. Inside, the kitchen

  Dorothy Griswold The Clerkin Agency, P.C.

  36 Evarts Rd, North Hartland, VT 05052
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  /40

  Est $1,164,310 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,130 Sq Ft

  8 Garvin Hill Rd, Woodstock, VT 05091

  8 Garvin Hill Rd, Woodstock, VT 05091
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  /32

  $199,999

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  35 Family Cir, Hartland, VT 05001

  Brand New 3-Bedroom, 2-Bath Double-Wide Home in Hartland, VT – Move-In Ready! Discover the comfort and convenience of this beautifully designed home featuring an open-concept layout with a bright and spacious living area, complete with built-in storage. Modern Kitchen & Dining: Cook and entertain with ease in the stylish kitchen boasting a large center island and a generous walk-in corner pantry.

  Jenna Luce RE/MAX Upper Valley

  35 Family Cir, Hartland, VT 05001
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  /30

  $175,000 Sold Mar 14, 2025

  • 1,056 Sq Ft
  • $166/SF
  • 40 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2014

  14 Cherry Tree Ln, Hartland, VT 05001

  A fantastic opportunity to own a beautiful 3-bedroom, 2 full bath single-level mobile home in Leisure Living Park. This spacious and well-cared-for home is easy to maintain and features an open concept living area with vaulted ceilings and a large primary bedroom suite with full bath. Built in 2014, this home is situated on a concrete slab with tie downs and includes a lovely patio area. If

  Susan Cole Susan Cole Realty Group, LLC

  14 Cherry Tree Ln, Hartland, VT 05001
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  /40

  Est $551,305 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,472 Sq Ft

  140 Cream Pot Rd, Hartland, VT 05048

  140 Cream Pot Rd, Hartland, VT 05048
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  /19

  $174,900

  • 2 Beds
  • 1 Bath
  • 1,217 Sq Ft

  654 Us Route 5, North Hartland, VT 05052

  This home has a good size lawn, is close to Hartford (4 miles from the VA) easy access to I91 and I89 short travel to skiing, hiking, boating, swimming, shopping. A nice incentive is the slab rent from the mobile home next door. This property is being sold AS-IS,

  Mary Chamberlin Dave Walthour Real Estate

  654 Us Route 5, North Hartland, VT 05052
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  /30

  $487,000 Sold Mar 12, 2025

  • 1,520 Sq Ft
  • $320/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2023

  531 Quechee Rd, Hartland, VT 05048

  Constructed in 2023 this Classic VT Log Home is absolutely charming, and pristine. The open concept LR-DR-Kitchen is perfect for entertaining or everyday living. Centered by a cozy pellet stove, the living room has cathedral ceiling and a wall of windows providing natural light all day long, overlooking an oversized deck. A private screened room connects the deck and mudroom, perfect for quiet

  Danny Kogut Williamson Group Sothebys Intl. Realty

  531 Quechee Rd, Hartland, VT 05048
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  /39

  Est $806,403 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,263 Sq Ft

  200 Garvin Hill Rd, Woodstock, VT 05091

  200 Garvin Hill Rd, Woodstock, VT 05091

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