Windsor, VT Homes

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  /35

  $189,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  134 Fellows Hill, Springfield, VT 05156

  Welcome to easy one-level living at this well-maintained 2-bedroom, 1-bath home on a half-acre lot in a convenient Springfield location. With low-maintenance vinyl siding and a durable metal roof, this home is built for simplicity and comfort. Step inside from the freshly painted back deck, where you'll find a functional layout perfect for first-time buyers or those looking to downsize. The

  Betsy Adamovich Real Broker LLC

  134 Fellows Hill, 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
• 

  

  

  /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
• 

  

  

  /45

  $560,000

  • 9,740 Sq Ft

  2 Valley St, Springfield, VT 05156

  EXCELLENT INVESTMENT PROPERTY CONSISTS OF 2 COMMERCIAL GROUND FLOOR LEVEL SPACES & 7 APARTMENTS. WELL MAINTAINED WITH A GOOD RENTAL HISTORY & A DESIRABLE IN-TOWN LOCATION.

  Don Chabot Town and Country Realty

  2 Valley St, Springfield, 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
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  /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
• 

  

  /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
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  /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
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  /24

  Est $256,700 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
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  /52

  $1,299,000

  • 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
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  /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
• 

  

  /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
• 

  

  /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
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  /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
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  /26

  Est $163,312 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,756 Sq Ft

  2 Morse St, Springfield, VT 05156

  2 Morse St, Springfield, VT 05156
• 

  

  /45

  $489,900

  • 4 Beds
  • 3 Baths
  • 2,289 Sq Ft

  114 Monument Hill Rd, Springfield, VT 05156

  HUGE PRICE REDUCTION! OWNER HAS MOVED SO THE PROPERTY MUST BE SOLD. POSSIBLE OWNER FINANCING!! This Hilltop Homestead/Mini farm boasts 5 acres of mostly open land and a sprawling 4,000 plus sq. ft. ranch style home with a full finished walkout basement with attached 2 car garage and numerous barns and outbuildings. Easy access to Springfield or Chester and I-91. The home features a huge primary

  Chris Long BHG Masiello Brattleboro

  114 Monument Hill Rd, Springfield, VT 05156
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  /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
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  /12

  Est $190,313 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,148 Sq Ft

  125 Olive St, Springfield, VT 05156

  125 Olive St, Springfield, VT 05156
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  /51

  $425,000

  • 4 Beds
  • 3 Baths
  • 2,220 Sq Ft

  74 Dutton District Rd, Springfield, VT 05156

  Located on a quiet country road just outside Springfield, this 4 bedroom home has room for you to move right in. Located just off interstate 91, it offers easy access to White River Junction and the rest of the Upper Valley including Dartmouth College and the Dartmouth Hitchcock Medical Center. Springfield itself offers multiple options for dining and food shopping. The main floors of the

  John Tolosky Barrett and Valley Associates Inc.

  74 Dutton District Rd, Springfield, VT 05156
• 

  

  /17

  $307,000 Sold May 16, 2025

  • 1,972 Sq Ft
  • $156/SF
  • 216 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1905

  122 Summer St, Springfield, VT 05156

  Great in town Victorian with lots of updates and upgrades over the past couple months including a new roof, fresh appliances, new flooring throughout, fresh paint throughout, new cabinets and counter tops in the bathrooms and kitchen and a new heating boiler. This property also includes a large barn and a detached 1 car garage.

  Susan Bellville Bellville Realty

  122 Summer St, Springfield, VT 05156
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  /17

  Est $280,003 Not Listed For Sale

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

  127 Olive St, Springfield, VT 05156

  127 Olive St, Springfield, VT 05156
• 

  

  /45

  $485,000

  • 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
• 

  

  /14

  $255,000 Sold May 12, 2025

  • 2,450 Sq Ft
  • $104/SF
  • 2 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1857

  16 Center St, Springfield, VT 05156

  Welcome to your new investment opportunity or your future sprawling family home! This multi-family property comes equipped with six bedrooms and two bathrooms. Think big - imagine converting this space into a grand single-family residence, or keep it as-is and benefit from its rental income to pay your mortgage while you live rent free in the home. Need more room? The attic is ripe for

  Brian Hill Remax Summit

  16 Center St, Springfield, VT 05156
• 

  

  /15

  Est $190,254 Not Listed For Sale

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

  58 Furnace St, Springfield, VT 05156

  58 Furnace St, Springfield, VT 05156
• 

  

  /25

  $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
• 

  

  /20

  $145,000 Sold May 09, 2025

  • 1,277 Sq Ft
  • $114/SF
  • 154 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1885

  14 Ridgeway St, Springfield, VT 05156

  This home has been renovated throughout, including new flooring, fixtures, and paint. You’ll feel confident about a new furnace, water heater, and insulation! There is no yard to maintain, but there’s a playground just up the street. There ARE two parking spots as long as the first car pulls all the way up; conv loan or cash.

  Heather Gleim CENTURY 21 North East

  14 Ridgeway St, Springfield, VT 05156
• 

  

  /14

  Est $250,932 Not Listed For Sale

  • Studio
  • 2 Baths
  • 2,424 Sq Ft

  62 South St, Springfield, VT 05156

  62 South St, Springfield, VT 05156
• 

  

  /60

  $1,150,000

  • 5 Beds
  • 2.5 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
• 

  /2

  $46,000 Sold May 09, 2025

  • Land
  • 9 Acres
  • $5,111 per Acre

  • 354 Days On Market

  00 Pleasant Valley Rd, Springfield, VT 05156

  On a quiet country road, you will find this peaceful 9+/- acre lot. Untouched for many years this property is pristine and is ready for our imagination. If its off-grid living you want; here it is! With just a little clearing this can be the sunny spot of your dreams. Build that cabin or pitch that tent. The peaceful life waits!A short drive to Chester or Springfield for all your life needs

  Daire Gibney Barrett and Valley Associates Inc.

  00 Pleasant Valley Rd, Springfield, VT 05156
• 

  

  /38

  Est $271,251 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
• 

  

  /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

  $210,000 Sold May 06, 2025

  • 1,207 Sq Ft
  • $174/SF
  • 203 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1919

  29 Coolidge Rd, Springfield, VT 05156

  Quaint bungalow on a quiet street with a small but private backyard. Nice kitchen cabinets, hardwood floors throughout, pleasant front porch and on the back is a deck with a fenced in area for your doggy friend. There are 2 bedrooms and a study (or third walkthrough bedroom), 2 full baths, a large, pleasant living room, and a 1-car detached garage. Located within walking distance to the

  Glenn Olney Barrett and Valley Associates Inc.

  29 Coolidge Rd, 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
• 

  

  /60

  $985,000

  • 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
• 

  /2

  $205,000 Sold Apr 30, 2025

  • 1,400 Sq Ft
  • $146/SF
  • 51 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2004

  114 Stanley Rd, Springfield, VT 05156

  This sweet 3 bedroom home has 2 full baths, and it's all move in ready! Located on a dead end street with a very nice open lot for activities and privacy. Walking distance to the high school, and it's only a short drive to the hospital and the shopping plaza. It's just 10 minutes from Exit 7 of I-91, so if you are looking for a nice affordable home to come to Vermont this winter for ski trips,

  Glenn Olney Barrett and Valley Associates Inc.

  114 Stanley Rd, Springfield, VT 05156
• 

  

  /9

  Est $225,327 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft

  21 Dewey St, Springfield, VT 05156

  21 Dewey St, Springfield, VT 05156
• 

  

  /17

  $299,000

  • Land
  • 50 Acres
  • $5,980 per Acre

  00 Missing Link Rd, Springfield, VT 05156

  Adventure starts here—50 acres of Vermont wilderness overlooking the Connecticut River, ready for your vision. Set along scenic Route 5 (aka Missing Link Road), this parcel is a dream for outdoor enthusiasts. With miles of internal trails perfect for hunting, hiking, mountain or dirt biking, ATVs, and snowmobiles, there’s room to roam in every season. A roughed-in driveway leads to a cleared

  Daire Gibney Barrett and Valley Associates Inc.

  00 Missing Link Rd, Springfield, VT 05156
• 

  

  /23

  $233,000 Sold Apr 04, 2025

  • 1,542 Sq Ft
  • $151/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1910

  31 Myrtle St, Springfield, VT 05156

  Are you looking for a cozy home that’s easy to live in and close to everything important? Then 31 Myrtle is just what you need! The outside was painted just last summer, giving it a bright and welcoming look. Inside, you'll find even more updates that make this home move-in ready. The heart of any home is the kitchen, the kitchen in this home has been beautifully refreshed! Newer appliances make

  Ross Doody Century 21 Highview Realty

  31 Myrtle St, Springfield, VT 05156
• 

  

  /31

  Est $214,915 Not Listed For Sale

  • 5 Beds
  • 1 Bath
  • 2,012 Sq Ft

  196 Union St, Springfield, VT 05156

  196 Union 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

Showing Results 81 - 120, Page 3 of 18