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Browse All Properties for Sale with Dining Area

145 The Plateau, Windsor image
145 The Plateau, Windsor $1,399,000 ▲

"The Plateau", originally part of the Kennedy Biscuit Co. (Nabisco) family estate, is nestled on a plateau at the end of a private road which greets you with open fields,...

  • 4 Beds
  • 4 Baths
  • 5095057 MLS
  • ACTIVE Status
338 Us Route 5 S, Windsor image
338 Us Route 5 S, Windsor $240,000

Imagine waking to the soft glow of dawn filtering through the windows of your charming three-story farmhouse, nestled in the heart of Vermont’s historic birthplace. As yo...

  • 6 Beds
  • 2 Baths
  • 5040488 MLS
  • CLOSED Status
117 Black Pond Rd, Windsor image
117 Black Pond Rd, Windsor $525,000

Welcome to your dream mountain retreat! This stunning 3-bedroom, 2.5-bathroom home nestled on a sprawling 16-acre lot offers the perfect blend of rustic charm & modern co...

  • 3 Beds
  • 3 Baths
  • 4988658 MLS
  • CLOSED Status
2085 Us Route 5 S, Windsor image
2085 Us Route 5 S, Windsor $327,000

Brimming with character and thoughtful upgrades, this lovingly maintained turnkey Colonial offers the perfect balance of rural New England charm and everyday convenience....

  • 3 Beds
  • 1 Baths
  • 5056296 MLS
  • CLOSED Status
149 Main St, Windsor image
149 Main St, Windsor $110,000

Behind the gated picket fence, is a 1795 dwelling waiting to be restored to its former beauty. Beautiful wooden beams and wood floors. Upon entering the dwelling, there...

  • 2 Beds
  • 3 Baths
  • 4986683 MLS
  • CLOSED Status
2125 Rte 5 S, Windsor image
2125 Rte 5 S, Windsor $245,000

With fabulous curb appeal and a welcoming covered porch, this turn-key circa 1940 New England home beautifully blends timeless design with modern comfort. The open-concep...

  • 3 Beds
  • 1 Baths
  • 5037505 MLS
  • CLOSED Status
223 Taylor Dr, Windsor image
223 Taylor Dr, Windsor $500,000

Open house, Sunday, February 18 from 11:00 to 1:00 ~ This beautiful Windsor 4-bedroom home is nestled in a quiet Vermont neighborhood and offers easy access to local shop...

  • 4 Beds
  • 3 Baths
  • 4984697 MLS
  • CLOSED Status
25 Main St, Windsor image
25 Main St, Windsor $425,000

Built in 1796, the historic Trask House is located on beautiful Main St. in the heart of downtown Windsor. The center hall Federal sits on just under 1/2 acre and has an...

  • 4 Beds
  • 2 Baths
  • 4998054 MLS
  • CLOSED Status
29 Main St, Windsor image
29 Main St, Windsor $485,000

This stunning 1840's Victorian home is situated in a beautiful area of Windsor, VT. Located across from Lake Runnemede and the Windsor Town Forest, surrounded by lovely a...

  • 4 Beds
  • 3 Baths
  • 4987567 MLS
  • CLOSED Status
30 Rocky Ledge Rd, Windsor image
30 Rocky Ledge Rd, Windsor $415,000

Beautiful Low Tax Windsor 2018 Home with Single Floor Easy Living including an Open Floorplan! 5 acres offer wooded and landscaped areas as well as a firepit and backyard...

  • 2 Beds
  • 1 Baths
  • 4997701 MLS
  • CLOSED Status
116 Rocky Ledge Rd, Windsor image
116 Rocky Ledge Rd, Windsor $605,000

Beautiful One of a Kind Contemporary Ranch with Gorgeous Mountain Views in Low Tax Windsor!The private road leads you to this custom home that has only known one owner & ...

  • 3 Beds
  • 2 Baths
  • 4992351 MLS
  • CLOSED Status
39 Huntington Dr, Windsor image
39 Huntington Dr, Windsor $350,000

Price Just Improved!...... Welcome to this well-maintained ranch located in the highly sought-after Juniper Terrace neighborhood. This delightful home features 3 cozy bed...

  • 3 Beds
  • 1 Baths
  • 4999516 MLS
  • CLOSED Status
3223 County Rd, Windsor image
3223 County Rd, Windsor $821,500

Welcome to this exquisite four-bedroom, two-bathroom Colonial home, built in 1801, nestled on a sprawling 10.4-acre lot in Windsor, Vermont. This charming residence boast...

  • 4 Beds
  • 2 Baths
  • 5001343 MLS
  • CLOSED Status
43 River St, Windsor image
43 River St, Windsor $274,000

Charming & spacious home with timeless character. Step into a home where classic charm meets modern convenience! From the moment you enter, you'll be captivated by the wa...

  • 4 Beds
  • 2 Baths
  • 5030090 MLS
  • CLOSED Status
18 Pine St, Windsor image
18 Pine St, Windsor $370,000

Charming Victorian in a quiet neighborhood in historic Windsor, VT. Enjoy the trails in abutting Paradise Park or sip your coffee in your backyard overlooking beautiful L...

  • 3 Beds
  • 2 Baths
  • 4986619 MLS
  • CLOSED Status
493 County Road Unit 190000.493, Windsor image
493 County Road Unit 190000.493, Windsor $239,000

Delayed showing at Open House Saturday 19th of August from 10 to 12:00 Walk to town and hiking trails, from the adorable Post and Beam constructed home. With just a few...

  • 2 Beds
  • 2 Baths
  • 4965418 MLS
  • CLOSED Status
338 Us Route 5 S, Windsor image
338 Us Route 5 S, Windsor $100,000

Spacious and affordable 3-story dwelling in Windsor. Buy it as a starter home, or take the opportunity for renovation and rental or resale. Pleasant stone landscaping i...

  • 3 Beds
  • 2 Baths
  • 4992919 MLS
  • CLOSED Status
42 Elm St, Windsor image
42 Elm St, Windsor $275,000

OFFER DEADLINE: 3/27/2025 at 2pm. Nestled in the heart of Windsor, VT, this delightful 3-bedroom, 2-bathroom home offers classic New England charm with many recent renova...

  • 3 Beds
  • 2 Baths
  • 5032968 MLS
  • CLOSED Status
110 Rocky Ledge Rd, Windsor image
110 Rocky Ledge Rd, Windsor $605,000

A TRUE SLICE OF HEAVEN WITH BEAUTIFUL MOUNTAIN VIEWS!This TWO/THREE BEDROOM HOME in LOW TAX Windsor is ready for its next owners!Lovingly maintained log home off the beat...

  • 2 Beds
  • 2 Baths
  • 4955038 MLS
  • CLOSED Status
100 State St, Windsor image
100 State St, Windsor $170,000

After 41 years with the current owners, this stately home is ready for a new generation! It will need TLC, but many of the original features are still intact. With 3 le...

  • 6 Beds
  • 2 Baths
  • 4961107 MLS
  • CLOSED Status
119 Ascutney St, Windsor image
119 Ascutney St, Windsor $277,000

OPEN HOUSE Saturday, June 15th 10-12 PM! Nestled on the edge of Windsor Village, this charming cape-style home has a well-maintained allure and picturesque appeal, inviti...

  • 4 Beds
  • 2 Baths
  • 5000569 MLS
  • CLOSED Status
3 Fitch Ct, Windsor image
3 Fitch Ct, Windsor $229,000

Ready for the next generation is this lovingly cared for New Englander. Nestled on a quiet side street in the heart of Windsor, VT, this classic 2-bedroom, 2-bath home o...

  • 2 Beds
  • 2 Baths
  • 5036774 MLS
  • CLOSED Status
14 Central St, Windsor image
14 Central St, Windsor $210,000

Discover this incredibly efficient, modern home in downtown Windsor, fully updated in 2018. This turn-key property offers comfort, convenience, and contemporary living. ...

  • 1 Beds
  • 2 Baths
  • 5048579 MLS
  • CLOSED Status
255 Channing Dr, Windsor image
255 Channing Dr, Windsor $350,000

Extremely well maintained 3 bedroom / 2 bath ranch style home located in the Juniper Terrace neighborhood. The home offers a Buderus boiler, radiant floors, open floor pl...

  • 3 Beds
  • 2 Baths
  • 5051572 MLS
  • CLOSED Status
31 Maple St, Windsor image
31 Maple St, Windsor $215,000

PRICE REDUCTION! Discover classic Vermont charm in this 3-bedroom, 1.5-bathroom home located on a quiet, tree-lined street just steps from downtown Windsor. This home is ...

  • 3 Beds
  • 2 Baths
  • 5050864 MLS
  • CLOSED Status
96 Dairy Ln, Windsor image
96 Dairy Ln, Windsor $400,000

OWNERS SAY SELL before Winter. Check out the new PRICE! Nestled on 1.34 picturesque acres in historic Windsor, this classic 4-bedroom Colonial blends timeless charm wit...

  • 4 Beds
  • 3 Baths
  • 5054676 MLS
  • CLOSED Status

board logoCopyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .

Windsor Real Estate & Homes With Dining Area

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Karolina Burtt - Realtor
eXp Realty
(603) 219-6773
Contact Me

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Karolina Burtt - Realtor
603-219-6773

eXp Realty
6 Loudon Rd. Suite 504
Concord, NH 03301
Office: 888.398.7062 x165

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