Windsor, VT Homes

• 

  

  

  /31

  $309,000 Under Contract

  • 4 Beds
  • 1.5 Baths
  • 1,034 Sq Ft

  84 Hunter St, Springfield, VT 05156

  Delayed showings Begin July 15th, schedule yours todayWell maintained and updated home for your living pleasure! Owners have maintained and improved this home during their time here with updated stainless-steel appliances, mini split, new boiler and fresh paint both interior and exterior just to name a few things. Main floor has three nicely sized bedrooms, convenient galley kitchen, dining

  

  Julie Buffum

  Buffum Realty

  (802) 471-3327

  84 Hunter St, Springfield, VT 05156
• 

  

  

  /20

  $1,600 - $1,725 per month

  382-384 River St

  2 Beds

  382 River St, Springfield, VT 05156

  382 River St, Springfield, VT 05156
• 

  

  

  /22

  $200,000 Sold Aug 01, 2025

  • 1,083 Sq Ft
  • $185/SF
  • 37 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  20 Smith St, Springfield, VT 05156

  Welcome to 20 Smith Street, an inviting and practical home located in the heart of Springfield. This two bedroom, two bath property offers comfortable living with a layout that includes a sunny living room, a separate dining area, and a functional kitchen ready for your personal touch.An enclosed porch adds a great spot to relax or use as a bonus space, while the basement level provides a

  Patrick Kelley Four Seasons Sotheby's Int'l Realty

  20 Smith St, Springfield, VT 05156
• 

  

  

  /17

  Not Listed For Sale

  • 14 Beds
  • 5 Baths
  • 4,834 Sq Ft

  22 Mineral St, Springfield, VT 05156

  22 Mineral St, Springfield, VT 05156
• 

  

  

  /25

  $130,000 Under Contract

  • 1 Bed
  • 1 Bath
  • 829 Sq Ft

  276 Connecticut River Rd, Springfield, VT 05156

  Here's your chance to own a very unique property located next to the historic Crown Point Military Rd is this 1960 Quonset hut. Set on top of a walk-out full foundation, with lots of natural light and a fireplace on ground level, kitchen, bath, bedroom and dining on upper floor this property is ready for your ideas. Home would make a great getaway for someone looking for a getaway just minutes

  

  Julie Buffum

  Buffum Realty

  (802) 520-0340

  276 Connecticut River Rd, Springfield, VT 05156
• 

  

  /12

  $2,900 per month

  • 4 Beds
  • 2.5 Baths
  • 1,176 Sq Ft
  • House for Rent

  646 Old Connecticut River Rd, Springfield, VT 05156

  Split level single family house in Vermont with attached garage overlooking Connecticut River, quiet location, minutes to I91. 40 minutes to the Upper Valley.

  Roselyn Caplan Century 21 Highview Realty

  646 Old Connecticut River Rd, Springfield, VT 05156
• 

  

  /23

  $245,000 Sold Jul 31, 2025

  • 1,742 Sq Ft
  • $141/SF
  • 43 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1912

  81 Wall St, Springfield, VT 05156

  Welcome to 81 Wall Street, a charming home set on a spacious one acre lot with direct frontage on the beautiful Black River. This four-bedroom, one-and-a-quarter bath property offers a warm, inviting atmosphere with updates that make daily living easy and enjoyable. Step inside to find an expansive living room centered around a classic fireplace, perfect for cozy evenings. The dining room

  Patrick Kelley Four Seasons Sotheby's Int'l Realty

  81 Wall St, Springfield, VT 05156
• 

  

  /23

  Not Listed For Sale

  • 6 Beds
  • 2.5 Baths
  • 1,685 Sq Ft

  21 Saint Patricks St, Springfield, VT 05156

  21 Saint Patricks St, Springfield, VT 05156
• 

  

  /35

  $225,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,538 Sq Ft

  8 Center St, Springfield, VT 05156

  MOTIVATED SELLERS! Nicely maintained three-bedroom home. This home has lots of room inside, so the options are varied. A half bath, home office/den that could be used as a first-floor bedroom, family room, living room, dining room-with the layout the rooms are interchangeable to fit your needs. Second floor features three bedrooms and a bonus walk-thru room, and bath with large walk-in shower.

  

  Julie Buffum

  Buffum Realty

  (802) 392-2695

  8 Center St, Springfield, VT 05156
• 

  

  /20

  $1,125 - $1,225 per month

  30 Main St

  1 Bed

  30 Main St, Springfield, VT 05156

  30 Main St, Springfield, VT 05156
• 

  

  /23

  $295,000 Sold Jul 29, 2025

  • 1,344 Sq Ft
  • $219/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1959

  213 Commonwealth Ave, Springfield, VT 05156

  Welcome to 213 Commonwealth Ave, a charming move-in-ready ranch located on a quiet dead-end street with peaceful river frontage. This 3-bedroom, 2-bath home features freshly refinished hardwood floors, fully repainted interiors including trim and ceilings, and light-filled living spaces. The cozy living room offers a large picture window and fireplace, while the kitchen includes a full stainless

  Nick Sicard EXP Realty

  213 Commonwealth Ave, Springfield, VT 05156
• 

  

  /8

  Not Listed For Sale

  • 8 Beds
  • 5 Baths
  • 3,482 Sq Ft

  104 Park St, Springfield, VT 05156

  104 Park St, Springfield, VT 05156
• 

  

  /17

  $20,000

  • Land
  • 0.18 Acre
  • $111,111 per Acre

  113 Waterford Ln, Springfield, VT 05150

  Discover the perfect opportunity to build your dream home on this great little lot in a well-maintained & desirable subdivision. Bring your vision with your dream home or use the previously approved permits from the Town of Springfield and the Association, the path to your new home is now clear! Enjoy the convenience of a virtually maintenance-free lifestyle with a low monthly cost of $133,

  

  Ross Doody

  Century 21 Highview Realty

  (802) 230-1798

  113 Waterford Ln, Springfield, VT 05150
• 

  

  /9

  $1,250 per month

  16 Pearl St.

  1 Bed

  16 Pearl St, Springfield, VT 05156

  16 Pearl St, Springfield, VT 05156
• 

  

  /25

  $359,000 Sold Jul 25, 2025

  • 1,550 Sq Ft
  • $232/SF
  • 35 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1940

  88 Pleasant Valley Rd, Springfield, VT 05156

  Welcome to this updated and easy-to-maintain Cape, perfectly located just outside of town with quick access to shopping, skiing, hiking, biking, golf, and great local restaurants. The ideal mix of privacy and convenience, close to everything, yet peacefully set away from the noise.This three-bedroom home features a spacious family room with a marble-faced fireplace, a great space to

  Jay Farrar Four Seasons Sotheby's Int'l Realty

  88 Pleasant Valley Rd, Springfield, VT 05156
• 

  

  /26

  Est $293,077 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  71 Putnam Rd, Springfield, VT 05156

  71 Putnam Rd, Springfield, VT 05156
• 

  

  /49

  $319,000

  • 3 Beds
  • 3 Baths
  • 1,832 Sq Ft

  5 Church St, North Springfield, VT 05150

  Nicely maintained 3BR/3BA ranch home just waiting for a new family. This home features large, updated eat-in kitchen with sliders to a deck, main floor laundry, gas fireplace, home office/den, partially finished basement has a 3/4 bath, workshop area, partially finished rooms that could be additional bedrooms and a large partially finished area for family room. Primary bedroom with bath and

  

  Julie Buffum

  Buffum Realty

  (802) 520-0294

  5 Church St, North Springfield, VT 05150
• 

  

  /8

  $1,000 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  115 Summer St Unit 2, Springfield, VT 05156

  Property Id: 2048347Clean and sunny one-bedroom in-law apartment for rent. Located in a quiet neighborhood within walking distance to Main Street in Springfield, the apartment features hardwood floors, an open concept kitchen/living area, and an updated en-suite bathroom with a large standing shower stall. The unit has a private entrance on a beautiful shared porch and includes one (1)

  115 Summer St Unit 2, Springfield, VT 05156
• 

  

  /42

  $188,000 Sold Jul 25, 2025

  • 1,898 Sq Ft
  • $99/SF
  • 64 Days On Market

  • 5 Beds
  • 1 Bath
  • Built 1915

  54 Bridge St, Springfield, VT 05156

  Owners say it's time to move on from this large, 5BR family home that has had loads of mechanical upgrades. All rooms are spaciously sized, formal dining room, enclosed front porch 3 car garage, solar panels, lots of storage with a dry basement and attic storage. Other improvements include re-insulation and sheetrock in some rooms, fresh paint, new flooring and a bath off the primary 2nd floor

  Julie Buffum Buffum Realty

  54 Bridge St, Springfield, VT 05156
• 

  

  /8

  Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  227 Summer St, Springfield, VT 05156

  227 Summer St, Springfield, VT 05156
• 

  

  /16

  $150,000

  • Land
  • 6 Acres
  • $25,253 per Acre

  0 Brook Rd, Springfield, VT 05156

  This beautiful 5.94 acre lot set high upon a hill has complete privacy! A half mile long driveway leads through the trees to a landing with mowed field to build your Vermont dream home. Gorgeous sunset views and lots of wildlife! The land is very fertile and has been farmed for over 100 years. Power on site. Nearby to town, country club, and rec center. **Land is behind 341 Brook Road in

  

  Lisa Friedman

  Great American Dream Realty

  (802) 454-3572

  0 Brook Rd, Springfield, VT 05156
• 

  

  /21

  $100,000 Sold Jul 24, 2025

  • 1,107 Sq Ft
  • $90/SF
  • 61 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1940

  901 Giddings St, Springfield, VT 05150

  The owners have loved this 3BR/1BA home for many years. When you walk into the house, there is a welcoming feeling to it. Once inside, you turn to the left and you will be in the combination living room/dining room area; to the right is the fully-applianced kitchen. There is a pellet stove in the kitchen. The full bath is on the first floor. Three bedrooms on the second floor. The house does

  Amy Messina Town and Country Realty

  901 Giddings St, Springfield, VT 05150
• 

  

  /35

  Est $478,614 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,005 Sq Ft

  1035 Davidson Hill Rd, North Springfield, VT 05150

  1035 Davidson Hill Rd, North Springfield, VT 05150
• 

  

  /30

  $229,000

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft

  95 Union St, Springfield, VT 05156

  Large home on generously sized lot with lots of room to romp this 3BR/2BA home has lots of space indoors and out. Roomy and sun filled kitchen flows right into the dining room. Living room is cozy with the pellet stove glowing. Good sized mud room could be used as a small office or reading room or a place to do homework. 1st floor full bath and laundry for your convenience. 2nd floor has a

  

  Julie Buffum

  Buffum Realty

  (802) 644-3166

  95 Union St, Springfield, VT 05156
• 

  

  /39

  $430,000 Sold Jul 23, 2025

  • 2,212 Sq Ft
  • $194/SF
  • 38 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1990

  23 Boedtker Rd, Springfield, VT 05156

  23 Boedtker Road is nestled on a beautiful, open lot with perennials and mature blueberry trees. Surrounded by woods, you'll enjoy nothing but the sounds of nature and complete privacy. If you're in need of one-story living, this is the home for you, as it has two bedrooms, a full bath, and laundry located on the first floor. Just ten minutes to Chester or Springfield will bring you to shopping

  Heather Gleim CENTURY 21 North East

  23 Boedtker Rd, Springfield, VT 05156
• 

  

  /40

  Est $894,437 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,304 Sq Ft

  1811 Connecticut River Rd, Springfield, VT 05156

  1811 Connecticut River Rd, Springfield, VT 05156
• 

  /2

  $179,000

  • 1,662 Sq Ft

  32 Reed St, Springfield, VT 05156

  Nice, neat 2-unit property with good rental history. Each unit has 2 bedrooms, 1 bath. Separate parking for both units and back yard for outdoor enjoyment. Property has been well maintained and could be converted into a one family if desired. Great income opportunity or great starter home if you are looking to get part of your mortgage paid by rental income.

  

  Julie Buffum

  Buffum Realty

  (802) 544-4229

  32 Reed St, Springfield, VT 05156
• 

  /2

  $175,000 Sold Jul 18, 2025

  • 827 Sq Ft
  • $212/SF
  • 42 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1930

  116 Carley Rd, Springfield, VT 05156

  Enjoy the best of both worlds with this charming home near town yet with a country feel. Located in a peaceful neighborhood in Springfield Vermont this charming 2-bedroom, 1-bath home offers the perfect blend of quaint and convenience. Whether you're just starting out, downsizing, or looking for an easy-to-maintain getaway, this sweet spot checks all the boxes. Set on a manageable lot with just

  Daire Gibney Barrett and Valley Associates Inc.

  116 Carley Rd, Springfield, VT 05156
• 

  

  /34

  Est $276,312 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  82 Wellwood Orchard Rd, Springfield, VT 05156

  82 Wellwood Orchard Rd, Springfield, VT 05156
• 

  

  /29

  $249,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft

  30 Commonwealth Ave, Springfield, VT 05156

  Lovely family home with covered wrap around porch, covered back porch and a second-floor covered porch sited on a mostly level lot with space for a garden and there's a nice slate patio area. Home features wood floors throughout, newer windows, newer wiring, heating system, formal dining room, wonderful light filled sunroom, living room with bay window. Wide staircase leads to three generously

  

  Julie Buffum

  Buffum Realty

  (802) 230-1466

  30 Commonwealth Ave, Springfield, VT 05156
• 

  

  /53

  $862,000 Sold Jul 18, 2025

  • 4,020 Sq Ft
  • $214/SF
  • 63 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1850

  75 Baltimore Rd, North Springfield, VT 05150

  Welcome to Juniper Acres – Your Vermont Dream Awaits!Nestled on nearly 32 acres of peaceful countryside, this stunning Colonial Farmhouse offers room to grow, gather, and to roam. This fabulous family home blends timeless charm with thoughtful, modern updates featuring 5 bedrooms & 3 baths. Step inside and discover a spacious, sunlit interior designed for comfort and entertaining. The

  McLaughlin Team Mary W. Davis Realtor & Assoc., Inc.

  75 Baltimore Rd, North Springfield, VT 05150
• 

  

  /29

  Est $419,153 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  21 Dell Rd, Springfield, VT 05156

  21 Dell Rd, Springfield, VT 05156
• 

  

  /59

  $439,000

  • 4 Beds
  • 2 Baths
  • 2,264 Sq Ft

  264 Elm Hill St, Springfield, VT 05156

  This beautiful post and beam built, 4 bedroom, 2 bath 1791 farmhouse is the third oldest in the town of Springfield. Located at the top of Elm Hill with stone walls and hill views, is only one mile from the center of town. The main floor includes a nice workable kitchen with an adjoining sitting room with a wood stove and the triple window on the east provides full morning sun as you enjoy your

  Carol Cole BHG Masiello Brattleboro

  264 Elm Hill St, Springfield, VT 05156
• 

  /2

  $251,500 Sold Jul 17, 2025

  • 1,754 Sq Ft
  • $143/SF
  • 48 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  72 Chester Rd, Springfield, VT 05156

  This very nice, charming older home has a history that makes me happy. In 1935 when my father was just 17, my grandparents moved from the tiny Vermont village of Baltimore to the "big city" of Springfield, calling this grand house their new home. I grew up right across the road from where it once stood. In 1960, the Chester Road, or Route 11, was being straightened and improved, and a few houses

  Glenn Olney Barrett and Valley Associates Inc.

  72 Chester Rd, Springfield, VT 05156
• 

  

  /40

  Est $344,056 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,264 Sq Ft

  305 Summer St, Springfield, VT 05156

  305 Summer St, Springfield, VT 05156
• 

  

  /48

  $350,000

  • 5 Beds
  • 4 Baths
  • 2,963 Sq Ft

  513 Giddings St, Springfield, VT 05150

  Nestled on over an acre +/- of level land, this well-maintained home offers a wealth of space and potential for any lifestyle. With a large shed, a 3-car carport/workshop, and even a chicken coop, you'll have plenty of room to store, work, and play. The first floor features a generously-sized bedroom with bay windows, a beautifully refinished bathroom with a walk-in shower, a large kitchen,

  Chelsea Richardson Barrett and Valley Associates Inc.

  513 Giddings St, Springfield, VT 05150
• 

  /2

  $190,000 Sold Jul 15, 2025

  • 1,502 Sq Ft
  • $126/SF
  • 40 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1860

  66 Mount Vernon St, Springfield, VT 05156

  This well maintained property has many perks! Including a recently installed roof, vinyl siding, freshly painted interior and much more. Located just minutes from shopping, restaurants and all of Springfields town amenities. With a good sized back yard and paved parking for two cars this property could be a great family home with plenty of room for growth!

  Thaddeus Abare Barrett and Valley Associates Inc.

  66 Mount Vernon St, Springfield, VT 05156
• 

  

  /15

  Est $354,030 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,740 Sq Ft

  460 Downer Hill Rd, Springfield, VT 05156

  460 Downer Hill Rd, Springfield, VT 05156
• 

  

  /31

  $379,900

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft

  34 Fox Chair Terrace, Springfield, VT 05156

  Welcome to 34 Fox Chair Terrace, a peaceful, private three-bedroom, two-bath home set on a full acre just minutes from downtown Springfield and charming Chester, Vermont. Tucked away in a quiet rural setting, this spacious property offers the best of both worlds: privacy and nature, with easy access to shopping, schools, the local hospital, and other area amenities.Step inside to find a

  Patrick Kelley Four Seasons Sotheby's Int'l Realty

  34 Fox Chair Terrace, Springfield, VT 05156
• 

  /2

  $175,000 Sold Jul 11, 2025

  • 1,234 Sq Ft
  • $142/SF
  • 58 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1993

  8 Pine Brook Ln Unit D1, North Springfield, VT 05150

  Welcome to your new home, in a comfortable 3 bedroom, 2 bathroom unit in a welcoming and beautifully landscaped condominium community! Located in the highly sought-after Pine Brook condominium complex, this large end-unit offers the rare advantage of a first floor primary bedroom. On the main floor, you'll find a spacious living room, the primary bedroom with air conditioning and a full adjoining

  Chelsea Richardson Barrett and Valley Associates Inc.

  8 Pine Brook Ln Unit D1, North Springfield, VT 05150

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