Windsor, VT Homes in ZIP Code 05156

• 

  

  

  /19

  $229,000

  • Land
  • 68 Acres
  • $3,343 per Acre

  0 Spencer Hollow Rd Unit 5048342, Springfield, VT 05156

  Behold this rare opportunity to own 68 acres of pristine Vermont land located on a quiet, town-maintained dirt road in the peaceful hills of Springfield. This expansive parcel is a dream for outdoor enthusiasts—offering direct access to nature with miles of established trails, a diverse and healthy forest, and abundant wildlife.Bordering the beloved Muckross State Park—over 200 acres of

  Daire Gibney Barrett and Valley Associates Inc.

  0 Spencer Hollow Rd Unit 5048342, Springfield, VT 05156
• 

  

  

  /38

  $400,000 Sold Jun 20, 2025

  • 2,856 Sq Ft
  • $140/SF
  • 64 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1982

  73 Walnut Hill Rd, Springfield, VT 05156

  Ready for you to simply unpack and enjoy, this meticulously maintained, single-owner home offers a lifestyle of comfort, convenience, and privacy. Designed for ease and practicality, the single-floor living layout provides seamless flow and accessibility. Whether you enjoy privacy or entertaining friends, the versatile space adapts effortlessly to your needs. On cooler evenings, cozy up to the

  Jill Lawrence The Real Estate Collaborative

  73 Walnut Hill Rd, Springfield, VT 05156
• 

  

  

  /13

  Est $184,090 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,551 Sq Ft

  13 Ridgeway St, Springfield, VT 05156

  13 Ridgeway St, Springfield, VT 05156
• 

  

  

  /55

  $2,495,000

  • 5 Beds
  • 4.5 Baths
  • 3,090 Sq Ft

  248 Gird Lot Rd, Weathersfield, VT 05151

  This meticulously maintained five-bedroom, four-and-a-half-bath home offers sweeping views of the Connecticut River Valley and New Hampshire mountains. Thoughtfully designed for comfort and flexibility, the open-concept layout includes a main-level living option, hardwood floors, and tall ceilings with abundant and expansive windows that flood the home with natural light.The spacious

  Karen DeMas Four Seasons Sotheby's Int'l Realty

  248 Gird Lot Rd, Weathersfield, VT 05151
• 

  

  

  /36

  $317,000 Sold Jun 18, 2025

  • 1,872 Sq Ft
  • $169/SF
  • 63 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  137 Grover Rd, Springfield, VT 05156

  End of the road privacy, stunning long range views, 15 acres! The first level of this two-story colonial home features two bedrooms (one with an attached dressing area or office nook) and a 3/4 bathroom with a step-in shower. All utilities are also conveniently located on this level for easy access. Take the spiral staircase to the second floor, where the living space is designed to maximize your

  Rebecca Seymour Brattleboro Area Realty

  137 Grover Rd, Springfield, VT 05156
• 

  

  /12

  Est $169,403 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,148 Sq Ft

  125 Olive St, Springfield, VT 05156

  125 Olive St, Springfield, VT 05156
• 

  

  /49

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,809 Sq Ft

  935 French Meadow Rd, Springfield, VT 05156

  Nestled in peaceful seclusion on 21.4 acres, this inviting split-level home is ready to welcome its next owners. While privately situated and out of view from the road, the property remains conveniently close to VT Routes 106 and 10, offering the perfect blend of privacy and accessibility.Step inside from the charming covered porch into a spacious mudroom with Vermont slate flooring,

  Jessica Landers Barrett and Valley Associates Inc.

  935 French Meadow Rd, Springfield, VT 05156
• 

  

  /19

  $25,104 Sold Jun 13, 2025

  • 728 Sq Ft
  • $34/SF
  • 45 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 2024

  141 Ash Ln, Springfield, VT 05156

  Welcome to 41 Ash Lane, Springfield VT 05156, where modern comfort meets affordability in Windy Hill Acres Park! This brand-new 2017 Redman 1448 Northwoods model manufactured home offers 2 bedrooms, 1 bathroom, and 728 sq. ft. of thoughtfully designed living space.Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

  Kate Barry EXP Realty

  141 Ash Ln, Springfield, VT 05156
• 

  

  /17

  Est $276,762 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,854 Sq Ft

  127 Olive St, Springfield, VT 05156

  127 Olive St, Springfield, VT 05156
• 

  

  /30

  $175,500

  • 4 Beds
  • 1 Bath
  • 1,802 Sq Ft

  32 Myrtle St, Springfield, VT 05156

  One of the best home values in Springfield! Sure, this 4-bedroom home could use a little TLC, but it's on a quiet street in Springfield, not far from the hospital and shopping at either downtown or at the plaza, and only a half hour to Okemo for winter and summer activities! The opportunity is tremendous here to make this your lovely home at a great price! Nice sized rooms and there is plenty of

  Glenn Olney Barrett and Valley Associates Inc.

  32 Myrtle St, Springfield, VT 05156
• 

  

  /54

  $685,000 Sold Jun 10, 2025

  • 2,583 Sq Ft
  • $265/SF
  • 46 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2003

  730 Parker Hill Rd, Springfield, VT 05156

  Journey down one of Springfield's most scenic roads to discover this serene retreat, nestled among stately sugar maples and offering breathtaking 180-degree views. Completed in 2004, this meticulously maintained three-bedroom, two-bath reproduction farmhouse offers ~2,600 square feet of light-filled living space. The bright kitchen with a cozy sitting area flows into the beautiful formal dining

  Debra Staniscia Four Seasons Sotheby's Int'l Realty

  730 Parker Hill Rd, Springfield, VT 05156
• 

  

  /15

  Est $176,081 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,140 Sq Ft

  58 Furnace St, Springfield, VT 05156

  58 Furnace St, Springfield, VT 05156
• 

  

  /7

  $84,900

  • Land
  • 1.90 Acres
  • $44,684 per Acre

  276 Dutton District Rd, Springfield, VT 05156

  Idyllic Vermont Land for Sale. Discover the perfect blend of privacy and potential on this serene Vermont parcel, offering a rare opportunity to build your dream home or retreat in the heart of New England. Nestled on a mostly wooded parcel, this lot features a cleared build site, making it ready for immediate development. Infrastructure is already in place with a septic system and a private well

  Chris Benoit Highland Realty

  276 Dutton District Rd, Springfield, VT 05156
• 

  /2

  $271,000 Sold Jun 06, 2025

  • 3,198 Sq Ft
  • $85/SF
  • 55 Days On Market

  • Built 1886

  30 Pearl St, Springfield, VT 05156

  Prime Multi-Family Investment Opportunity in Springfield! With the recent annoucment of a $10mm develpment of the nearby hospial and mill builing complex you wont want to miss this exceptional income property near downtown Springfield, perfect for investors seeking both profitability and location this is up and coming Vermont Town. This three-unit building combines modern updates with

  Daire Gibney Barrett and Valley Associates Inc.

  30 Pearl St, Springfield, VT 05156
• 

  

  /14

  Est $258,170 Not Listed For Sale

  • Studio
  • 2 Baths
  • 2,424 Sq Ft

  62 South St, Springfield, VT 05156

  62 South St, Springfield, VT 05156
• 

  

  /60

  $875,000

  • 7 Beds
  • 4.5 Baths
  • 4,733 Sq Ft

  107 Baker Rd, Springfield, VT 05156

  Welcome to this spacious and beautifully expanded Gambrel-style home, set on a stunning 9.55-acre property with mountain views in the heart of Springfield, Vermont. Offering classic New England charm with thoughtful modern upgrades, this property is not just a home, but a contemporary and comfortable living space. The main home, built in 1955, was expanded with a large addition in 2009, including

  Jeremy Collins Ridgeline Real Estate

  107 Baker Rd, Springfield, VT 05156
• 

  

  /30

  $462,750 Sold Jun 05, 2025

  • 1,388 Sq Ft
  • $333/SF
  • 54 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1968

  150 Barlow Rd, Springfield, VT 05156

  Imagine coming home to this meticulously maintained one owner home located in the heart of rural Springfield, Vermont farm country. The home is situated on a mostly open, manicured 4-acre parcel with a half-acre pond where you will frequently find waterfowl swimming. Outstanding mountain views in the distance can be enjoyed from inside or from the deck overlooking the yard and pond. Hardwood

  Julie Buffum Buffum Realty

  150 Barlow Rd, Springfield, VT 05156
• 

  

  /38

  Est $258,976 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,552 Sq Ft

  150 South St, Springfield, VT 05156

  150 South St, Springfield, VT 05156
• 

  

  /38

  $239,000

  • 3 Beds
  • 1 Bath
  • 1,679 Sq Ft

  707 Skitchewaug Trail, Springfield, VT 05156

  Vermont charm meets modern convenience in this beautifully updated 3-bedroom, 1-bath home on 2.9 private acres in Springfield. From the brand new septic system to fresh interior and exterior paint, this property has been thoughtfully improved throughout. Enjoy single-level living with a spacious primary bedroom, full bathroom, and laundry on the main floor. The cozy living room features a warm

  Nick Sicard EXP Realty

  707 Skitchewaug Trail, Springfield, VT 05156
• 

  

  /25

  $195,000 Sold Jun 05, 2025

  • 1,284 Sq Ft
  • $152/SF
  • 61 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1940

  52 Litchfield St, Springfield, VT 05156

  Situated on a quiet street in a family neighborhood, this sweet home has lots to offer! There are three bedrooms and one bath, with one of the bedrooms located on the first floor. Many improvements including new replacement windows, a new water heater in 2021, a new oil tank in 2020, and a new roof in 2016. In the winter you'll appreciate storing your car in the garage, and in the warmer months

  Heather Gleim CENTURY 21 North East

  52 Litchfield St, Springfield, VT 05156
• 

  

  /34

  Est $195,763 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  217 Union St, Springfield, VT 05156

  217 Union St, Springfield, VT 05156
• 

  

  /58

  $549,000

  • 8 Beds
  • 1 Bath
  • 3,500 Sq Ft

  1254 U S 5, Springfield, VT 05156

  Welcome to the former Danforth Inn! Take a trip back in time to 1780 as you look at this extremely original old building that was built in Weathersfield Bow in 1780 by Gideon Lyman. In 1789 Joseph Danforth moved to the Bow and he leased and then bought the Inn, changing the name to the Danforth Inn. This property will need some love, but it has never been spoiled in its originality, and it's just

  Glenn Olney Barrett and Valley Associates Inc.

  1254 U S 5, Springfield, VT 05156
• 

  /2

  $201,000 Sold May 29, 2025

  • 1,048 Sq Ft
  • $192/SF
  • 5 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1915

  16 Mary St, Springfield, VT 05156

  Convenient, Comfortable, and Move-In Ready! This affordable gem offers the perfect blend of privacy and accessibility—just minutes from stores, schools, and I-91, yet peacefully located on a quiet dead-end street. The main floor features an open-concept layout combining the kitchen, living, and dining areas, along with a convenient half bath. The kitchen includes a recently added pantry,

  Chelsea Richardson Barrett and Valley Associates Inc.

  16 Mary St, Springfield, VT 05156
• 

  

  /31

  Est $217,190 Not Listed For Sale

  • 5 Beds
  • 1 Bath
  • 2,012 Sq Ft

  196 Union St, Springfield, VT 05156

  196 Union St, Springfield, VT 05156
• 

  

  /18

  $196,000

  • Land
  • 32 Acres
  • $6,125 per Acre

  100 Stagecoach Rd, Town of Rockingham, VT 05156

  A very cool cabin on a beautiful, ultimate private 32 +/- acres. The cabin is 400 square feet with a spacious loft. The deck faces east to very pretty CT River Valley Views. There is no water or power, only an outhouse and woodstove for Vermont getaways, a hunting camp or snowmobile extremists. Seller has invested roughly $30,000 into improving Stagecoach Rd. Property is enrolled in the current

  Kristen Ziter Taylor Brattleboro Area Realty

  100 Stagecoach Rd, Town of Rockingham, VT 05156
• 

  /2

  $430,000 Sold May 23, 2025

  • 2,071 Sq Ft
  • $208/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  268 Barlow Rd, Springfield, VT 05156

  Welcome to this beautifully maintained 3-bedroom, 2-bathroom home set on 2 peaceful acres. This charming property offers a smart layout with two bedrooms and a full bath upstairs, while the downstairs features a private bedroom and an additional full bath ideal for guests or multi-generational living. The home has been lovingly cared for and has great features like a central vacuum, wonderful

  Thaddeus Abare Barrett and Valley Associates Inc.

  268 Barlow Rd, Springfield, VT 05156
• 

  

  /10

  Est $251,358 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,325 Sq Ft

  26 Smith St, Springfield, VT 05156

  26 Smith 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

  0 Brook Rd, Springfield, VT 05156
• 

  

  /29

  $205,000 Sold May 23, 2025

  • 1,664 Sq Ft
  • $123/SF
  • 142 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1954

  38 Bailey St, Springfield, VT 05156

  Lovingly maintained 3-bed, 1-bath cape-style home situated on a quiet street in downtown Springfield. Features a dry stone retaining wall around perimeter with terraced area, eat-in kitchen, large living area with views of Mt Ephraim, 31' x 11' rec room, and workshop in basement. Within walking distance to Springfield Cinemas, Edgar May Recreation Center, Vermont Beer Makers, Springfield

  Luke Sykes Jim Campbell Real Estate

  38 Bailey St, Springfield, VT 05156
• 

  

  /13

  Est $185,737 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,190 Sq Ft

  14 Autumn St, Springfield, VT 05156

  14 Autumn St, Springfield, VT 05156
• 

  

  /27

  $290,000

  • 4 Beds
  • 4 Baths
  • 2,688 Sq Ft

  34 Union St, Springfield, VT 05156

  Well maintained 4plex located in a desirable quaint residential Springfield neighborhood with a NOI of $33,000 and listed at over a 11% cap rate. Featuring spacious 4x1br, and abundant off-street parking and driveway. This building has been recently renovated and updated, and 1 unit has been left vacant for a potential owner/occupant.A new owner can step into to this turnkey and property

  Michael Gilman 3GEN Real Estate Inc

  34 Union St, Springfield, VT 05156
• 

  

  /8

  $455,000 Sold May 22, 2025

  • 1,952 Sq Ft
  • $233/SF
  • 59 Days On Market

  • 5 Beds
  • 1.5 Baths
  • Built 1840

  400 Dutton District Rd, Springfield, VT 05156

  For generations, this farm has been a productive part of the Springfield agricultural scene for many years. Seller has continued the tradition of supplying poultry, eggs and meat to the local markets around central Vermont. Large barn currently used for vehicle storage but can hold animals as well. Work shops, storage sheds and a pasture pole barn make the possibilities abound!

  Judy Thompson Walnut Hill Realty

  400 Dutton District Rd, Springfield, VT 05156
• 

  

  /6

  Est $200,760 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,041 Sq Ft

  4 Autumn St, Springfield, VT 05156

  4 Autumn St, Springfield, VT 05156
• 

  

  /59

  $549,000

  • 5 Beds
  • 4.5 Baths
  • 4,244 Sq Ft

  37 Breezy Hill Rd, Springfield, VT 05156

  New Price for this beautifully crafted home. Originally built in 1940, it has enjoyed new additions to the original house, with renovations in 1988 and a new kitchen in 2018. The welcoming foyer, with its beautiful stonework leads to a gracious living room with beautiful built-ins, and a propane fireplace to keep you warm. The wet bar makes for convenient hosting as this home is a delight for

  Carol Cole BHG Masiello Brattleboro

  37 Breezy Hill Rd, Springfield, VT 05156
• 

  

  /60

  $195,000 Sold May 16, 2025

  • 2,716 Sq Ft
  • $72/SF
  • 94 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1910

  65 Wall St, Springfield, VT 05156

  Can you believe it? A home big enough for the whole extended family for under $200k ? So many options! Boasting 4 bedrooms, 3 baths and multiple kitchens this home lends itself to either multi-generational living or rental spaces. Rental income that would keep your living costs low! The possibilities abound! Airbnb, short term or long-term possibilities. Totally livable as it is! Plan future

  Jen Baker Connecticut River Valley Realty

  65 Wall St, Springfield, VT 05156
• 

  

  /19

  Est $224,152 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,115 Sq Ft

  42 Cooper St, Springfield, VT 05156

  42 Cooper St, Springfield, VT 05156
• 

  

  /7

  $314,000

  • 4,077 Sq Ft

  96 Chester Rd, Springfield, VT 05156

  DON'T MISS THIS GREAT INVESTMENT OPPORTUNITY. 5 UNITS PLUS 3 GARAGE SPACES. 3- 2 BR's, 1- 3 BR's UNIT and 1- 1BR's UNIT. ACTUAL CAP RATE 11.55%, PROFORMA CAP 14.29%. SHOWING APPOINTMENTS REQUIRE 48 HOUR NOTICE TO TENANTS. PRICE IS NEGOTIABLE FOR CASH OFFERS AND QUICK CLOSING!

  Don Chabot Town and Country Realty

  96 Chester Rd, Springfield, VT 05156
• 

  

  /29

  $185,000 Sold May 16, 2025

  • 1,188 Sq Ft
  • $156/SF
  • 84 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1921

  21 Herrick St, Springfield, VT 05156

  10K price drop! This one-level home has been meticulously renovated and is ready to go. A perfect starter or forever home, it boasts a newly insulated basement, refurbished floors, new kitchen and numerous updates to the plumbing, bathroom, and much more. Located on a quiet side street overlooking Springfield, this home is walking distance to shops and the hospital and just minutes from the

  Tyler Buswell Vermont Real Estate Company

  21 Herrick St, Springfield, VT 05156
• 

  

  /24

  Est $226,114 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,444 Sq Ft

  60 Cooper St, Springfield, VT 05156

  60 Cooper St, Springfield, VT 05156
• 

  

  /15

  $139,900

  • Land
  • 49 Acres
  • $2,843 per Acre

  00 Eaton Ave, Springfield, VT 05156

  Prime Development Opportunity: 49+ Acres in Springfield, VTUnlock the potential of this expansive 49+ acre parcel, ideally situated just minutes from downtown Springfield, VT. This prime land boasts considerable road frontage and direct access to town water and sewer, making it a developer's dream. Springfield is a thriving community surrounded by stunning landscapes, with easy access to

  Daire Gibney Barrett and Valley Associates Inc.

  00 Eaton Ave, Springfield, VT 05156

Showing Results 81 - 120, Page 3 of 18