Windsor, VT Homes in ZIP Code 05156

• 

  

  

  /28

  Est $444,522 Not Listed For Sale

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

  1376 Skyline Dr, Springfield, VT 05156

  1376 Skyline Dr, Springfield, VT 05156
• 

  

  

  /35

  $319,900 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  103 French Meadow Rd, Springfield, VT 05156

  Off a peaceful road in the wonderful town of Springfield, VT sits a beautifully maintained 3-bedroom, 1.5-bath ranch nestled on a peaceful and private 2-acre lot. This easy-living home features freshly sanded hardwood floors throughout, offering a warm and timeless feel in every room. Enjoy the simplicity of single-level living with an efficient layout and low-maintenance design. The full

  Jamie Watson BHG Masiello Keene

  103 French Meadow 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
• 

  

  

  /18

  Est $326,668 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  1098 Roberts Rd, Springfield, VT 05156

  1098 Roberts Rd, Springfield, VT 05156
• 

  

  

  /39

  $369,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 2,113 Sq Ft

  123 Commonwealth Ave, Springfield, VT 05156

  This Totally Renovated 3 BR 2 Bath Cape On a Quiet Dead End Street Has Everything You Want. Newly Modernized Kitchen with Granite Counters and Tons of Cabinets, Awesome Dining Room With Lots of Windows and Spacious Living Room with Electric Fireplace and Beautiful Hardwood Floors Throughout Most of the Home. Plus Both Gorgeous Bathrooms were Just Redone. Spacious Lower Level Family Room with

  Brian Whipple Coldwell Banker Homes Unlimited

  123 Commonwealth Ave, 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
• 

  

  /34

  Est $162,981 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,358 Sq Ft

  364 South St, Springfield, VT 05156

  364 South St, Springfield, VT 05156
• 

  

  /20

  $58,900

  • 3 Beds
  • 1 Bath
  • 938 Sq Ft

  159 Ash Ln, Springfield, VT 05156

  Three-bedroom one-bath home with updates, including a 200- electrical service, new conduit line and wiring to the exterior shutoff, a new water heater, and a newly poured cement pad for the oil tank and central AC. There is still room for further improvements, allowing you to personalize the space to your liking. The location is ideal—close to restaurants, movie theater, shopping, the interstate,

  Linda Benoit Highland Realty

  159 Ash Ln, 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
• 

  

  /35

  Est $307,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 962 Sq Ft

  350 South St, Springfield, VT 05156

  350 South St, Springfield, VT 05156
• 

  

  /48

  $847,000

  • 3 Beds
  • 2 Baths
  • 2,034 Sq Ft

  303 Woodbury Rd Unit 6/3/59, Springfield, VT 05156

  Lovely 1778 center chimney cape, antique charm remains after many thoughtful renovations to allow for comfortable modern living. Enjoy the views from the deck over the 40+- acres of rolling fields and forest. Most recently a horse farm this property offers abundant possibilities. Kitchen, sunroConvenient to I91, appx. 30 minutes to GMHA & Woodstock.om, dining, living rooms 2 baths, laundry and

  Paula Waters Dark Horse Realty

  303 Woodbury Rd Unit 6/3/59, 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
• 

  

  /33

  Est $233,829 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,810 Sq Ft

  342 South St, Springfield, VT 05156

  342 South St, Springfield, VT 05156
• 

  

  /22

  $140,000

  • 3 Beds
  • 1 Bath
  • 1,368 Sq Ft

  56 Furnace St, Springfield, VT 05156

  Attention investors and renovators! This single-family home offers opportunity and potential. The previous owners began renovations, giving you a head start on transforming this property into a profitable project. With the heavy lifting already underway, it’s the perfect canvas for your vision. Features include a first floor mini-split, brand new HVAC system that provides heat and A/C (this still

  Chelsea Richardson Barrett and Valley Associates Inc.

  56 Furnace 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
• 

  

  /27

  Est $245,450 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,124 Sq Ft

  308 South St, Springfield, VT 05156

  308 South St, Springfield, VT 05156
• 

  

  /32

  $180,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  332 Craigue Hill Rd, Springfield, VT 05156

  The perfect space to call your own! This cozy 2-bedroom, 1-bathroom home is nestled on a spacious lot, offering the perfect blend of rustic charm and recent updates. Inside, you'll find open concept living area. The large living room provides plenty of space for relaxation and entertaining, while the kitchen boasts a large butcher block island and vaulted ceiling, which create an open and airy

  Jill Lawrence The Real Estate Collaborative

  332 Craigue Hill Rd, 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
• 

  

  /28

  Est $338,452 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,754 Sq Ft

  167 Stanley Rd, Springfield, VT 05156

  167 Stanley Rd, Springfield, VT 05156
• 

  

  /13

  $189,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  1449 Wellwood Orchard Rd, Springfield, VT 05156

  Affordable Country Living – 3+ Acres with Trail Access!Discover the charm of country living with this older single-wide manufactured home situated on over 3± acres of your own land. Featuring 2–3 bedrooms, an addition, a farmers porch, and an outbuilding, this home offers space and versatility. Recent updates include fresh paint, updated carpets, and a wood stove for cozy winter

  Amy Vashaw Twin State Realty LLC

  1449 Wellwood Orchard Rd, 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
• 

  

  /16

  Est $195,379 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,878 Sq Ft

  151 South St, Springfield, VT 05156

  151 South St, Springfield, VT 05156
• 

  

  /13

  $220,000

  • 5 Beds
  • 3 Baths
  • 2,655 Sq Ft

  30 Union St, Springfield, VT 05156

  Well maintained 3plex located in a desirable quaint residential Springfield neighborhood with a NOI of over $28,000 and listed at over a 12%+ cap rate. This property features a desirable mix of spacious 2x2br/1ba and 1x1br/1ba, and a 5 car driveway. This building has been recently renovated and updated, and is 100% occupied. Current gross income is north of $44,000A new owner can step

  Michael Gilman 3GEN Real Estate Inc

  30 Union St, Springfield, VT 05156
• 

  /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
• 

  

  /11

  Est $157,844 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  200 Commonwealth Ave, Springfield, VT 05156

  200 Commonwealth Ave, Springfield, VT 05156
• 

  

  /16

  $250,000

  • 5 Beds
  • 2 Baths
  • 1,728 Sq Ft

  101 Mount Vernon St, Springfield, VT 05156

  Built as a duplex, this and last owner have used it as a single family. Therefore there are no traditional figures for income and expenses. Easy to transform into the duplex for income by adding appliances to the upstairs apartment. This home has many upgrades including siding, windows, decks/railings/stairway (outside). Drive is paved and there looks to be room to replace the shed. Perfect

  Christine Lewis Brattleboro Area Realty

  101 Mount Vernon St, Springfield, VT 05156
• 

  /2

  $195,000 Sold Jul 10, 2025

  • 1,663 Sq Ft
  • $117/SF
  • 213 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1933

  271 Cragiue Hill Rd, Springfield, VT 05156

  Welcome to this charming 2-bedroom, 2-bathroom Cape-style home, offering a perfect blend of comfort and functionality. As you enter, you’ll be greeted by a warm, inviting living area with a pellet stove that leads to the kitchen, ideal for preparing family meals and entertaining guests. The main level features a full bathroom, while the second level boasts the two official bedrooms and the

  Thaddeus Abare Barrett and Valley Associates Inc.

  271 Cragiue Hill Rd, Springfield, VT 05156
• 

  

  /19

  Est $245,331 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,798 Sq Ft

  13 Birch Ct, Springfield, VT 05156

  13 Birch Ct, Springfield, VT 05156
• 

  

  /41

  $265,000

  • 3 Beds
  • 2 Baths
  • 2,176 Sq Ft

  30 Hall St, Springfield, VT 05156

  This wonderful and comfortable home is again available as the previous purchaser was unable to sell their home. It is a one family owned home being offered for the first time since it was built in 1956! Originally built as a 3-bedroom ranch, it was converted to a full 2-story home several years ago. The addition of a second floor comprises one big, glorious office/library consisting of several

  Glenn Olney Barrett and Valley Associates Inc.

  30 Hall St, Springfield, VT 05156
• 

  

  /28

  $197,700 Sold Jul 07, 2025

  • 640 Sq Ft
  • $309/SF
  • 47 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1941

  93 Litchfield St, Springfield, VT 05156

  Charming and thoughtfully updated, this 2-bedroom, 1-bath bungalow is nestled in a prime location on Litchfield Street. With woods across the road and a spacious back deck overlooking the 5-Mile Stream, this home offers both some privacy and convenience - just minutes from town and a short walk to Elm Hill School. Extensively renovated in 2021 - 2022, the home features a new roof, cedar siding,

  Debra Staniscia Four Seasons Sotheby's Int'l Realty

  93 Litchfield St, Springfield, VT 05156
• 

  

  /40

  Est $200,223 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,233 Sq Ft

  70 Olive St, Springfield, VT 05156

  70 Olive St, Springfield, VT 05156
• 

  

  /4

  $125,000

  • Land
  • 12 Acres
  • $10,748 per Acre

  0 Goulden Ridge Rd Unit 5050178, Weathersfield, VT 05151

  Beautiful and very accessible wooded lot, mere minutes to Exit 8 off Route 91, and all that the Upper Valley has to offer. 25 minutes to Hanover, New Hampshire or Woodstock, Vermont. Has potential lovely views of Mt. Ascutney and east to the distant hills of New Hampshire. This beautiful parcel offers a unique opportunity to own property in Vermont that has many practical values. Turn your vision

  John MacGovern Dark Horse Realty

  0 Goulden Ridge Rd Unit 5050178, Weathersfield, VT 05151
• 

  

  /21

  $235,000 Sold Jul 05, 2025

  • 1,248 Sq Ft
  • $188/SF
  • 14 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  42 Melody Ln, Springfield, VT 05156

  ~Price adjustment~Sellers say it is time to move on to the next chapter. Don't miss out on this amazing opportunity!Welcome Home to Country Charm and Modern ComfortNestled on a picturesque 1.7-acre lot in the village of Weathersfield, this beautifully updated manufactured home offers the perfect blend of comfort, style, and outdoor living.Step inside to discover a

  Linda Benoit Highland Realty

  42 Melody Ln, Springfield, VT 05156
• 

  

  /10

  Est $122,382 Not Listed For Sale

  • Studio
  • 2 Baths
  • 1,756 Sq Ft

  10 Ridgeway St, Springfield, VT 05156

  10 Ridgeway St, Springfield, VT 05156
• 

  

  /52

  $1,099,000

  • 4 Beds
  • 4.5 Baths
  • 4,009 Sq Ft

  320 Old Bow Rd, Springfield, VT 05156

  Spacious Country Retreat with Stunning Views! Experience the perfect blend of space, privacy, and scenic beauty in this impressive country home. Set on 13.78 acres, this property offers expansive outdoor and indoor living, with amazing panoramic views. Inside, you'll find large sunlit rooms including oversized bedrooms, a mudroom, and second floor laundry for convenience. The open concept living

  Jenn Boyer Coldwell Banker Homes Unlimited

  320 Old Bow Rd, Springfield, VT 05156
• 

  

  /29

  $185,000 Sold Jun 25, 2025

  • 1,130 Sq Ft
  • $164/SF
  • 5 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1930

  120 South St, Springfield, VT 05156

  Nestled conveniently off Main Street in Springfield, Vermont, this charming 3-bedroom, 1-bathroom home offers effortless access to downtown's vibrant amenities, restaurants, and the local school district. Step inside to a welcoming entryway, perfect for storing outdoor gear, and discover a spacious kitchen boasting ample cabinet space and direct access to an unfinished basement with laundry. The

  Daniel Preston KW Vermont Woodstock

  120 South St, Springfield, VT 05156
• 

  

  /40

  Not Listed For Sale

  • 9 Beds
  • 7 Baths
  • 3,994 Sq Ft

  102 Olive St, Springfield, VT 05156

  102 Olive St, Springfield, VT 05156
• 

  

  /26

  $185,000

  • 3 Beds
  • 1 Bath
  • 1,109 Sq Ft

  16 Brierbrook Ln, Springfield, VT 05156

  Built in 1954, this classic ranch offers timeless character with modern updates. Nestled beside a tranquil brook in one of the area's most respected neighborhoods, the home combines peaceful surroundings with convenience. Over the past five years, numerous improvements have enhanced comfort and functionality, while leaving room for your personal finishing touches. Features include a one-car

  Chelsea Bevis KW Vermont Woodstock

  16 Brierbrook Ln, Springfield, VT 05156
• 

  

  /42

  $340,000 Sold Jun 23, 2025

  • 1,842 Sq Ft
  • $185/SF
  • 39 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1972

  4729 Us Route 5 S, Perkinsville, VT 05151

  OFFER DEADLINE***SUNDAY 5/18/2025 5pm - Craving space, privacy, and a touch of nature? Then look no further! This isn't just a house; it's an opportunity to own your own slice of heaven on a sprawling, flat 4.3acre estate. Step inside to discover a home that offers three bedrooms, one and a half baths and ample space for all! Enjoy the spacious living room with a fireplace as well as the

  Ross Doody Century 21 Highview Realty

  4729 Us Route 5 S, Perkinsville, VT 05151
• 

  

  /24

  Est $264,449 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,473 Sq Ft

  96 Olive St, Springfield, VT 05156

  96 Olive St, Springfield, VT 05156

Showing Results 41 - 80, Page 2 of 18