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Under 500k

r=805-816
58 Winston Drive Hartford VT 05088
Active With Contract

MLS Number 5088898

  • Condo
  • Square Feet 2,160
  • Bedrooms 3
  • New Contruction Existing
  • Address 58 Winston Drive

Great Opportunity! This quiet condo complex is nestled in the village of Wilder near a public park and just minutes to all the amenities in the Upper Valley. An abundance of space and light. First floor includes an open concept perfect for entertaining with full kitchen with ample storage- new stainless frigerator. Full dining room with large oversized living room anchored with a 1/2 bath. Second floor consists of very large Primary bedroom en-suite with generous walk in closet. Second guest bedroom with another en-suite bathroom. Lower level provides more closet storage, 3rd bedroom with bathroom and access to the attached garage for easy access to the condo. Short term rentals must be 30 days or more/visit. Pets are allowed (maximum of 2). Very low condo HOA dues. Extra parking- this unit is turn key and they rarely come on the market. Great investment!

Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5 Gore Road Highgate VT 05459

Highgate, VT5 Gore Road

Price$398,000

Est. Mortgage: $/month

MLS Number 5088358

  • Multifamily
  • Address 5 Gore Road
  • Units 4
  • Acreage 0.28
  • Square Feet 3,738

Endless possibilities await in this unique mixed-use investment property, formerly home to the well-known “Paws for Thought” veterinary offices. Offering a flexible layout and exceptional potential, the first floor is thoughtfully designed to accommodate two separate businesses with private entrances and individual reception areas-ideal for professional offices, retail, service businesses, restaurant, wellness studios, or boutique commercial space. Prefer residential use? Convert the first floor into additional living space, creating even more opportunity for income or owner occupancy. A welcoming covered front porch entrance adds charm and curb appeal, while the expansive interior offers room to grow, create, and customize to fit your vision. The first floor also features large heated storage space along with additional cold storage/garage space complete with an oversized overhead door, perfect for loading, workshop use, equipment storage, or business operations. Upstairs, two spacious 2-bedroom apartments provide strong income potential and help offset expenses from day one. Whether you are an investor seeking multiple revenue streams, an entrepreneur looking for live/work flexibility, or someone searching for a property with future redevelopment potential, this property delivers versatility. Commercial, residential, retail, office, rental income-this property truly offers so much room and so many opportunities!

Listed by Keri Lombardi-Poquette of Poquette Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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504 Fontaine Road Charleston VT 05872

Charleston, VT504 Fontaine Road

Price$398,000

Est. Mortgage: $/month

MLS Number 5094156

  • Residential Single Family
  • Full Bath 2
  • Address 504 Fontaine Road
  • Construction Existing
  • Bedrooms 3

** NEW ROOF **Interest rates available as low as 5.99% on this property, more details available. Nestled among rolling countryside and surrounded by open agricultural landscapes, this charming raised ranch offers 10 acres of Vermont serenity with exceptional privacy and unobstructed rural scenery. Located in Charleston, this property provides a rare opportunity to enjoy a peaceful and tranquil setting. A generous entryway creates a practical transition into the residence while offering convenient access to the lower level, attached two-vehicle garage, and main living quarters. Upstairs, the thoughtfully arranged floorplan features an inviting kitchen space combined with an adjoining eating area, perfect for gatherings or everyday routines. Expansive windows throughout the central family room allow sunlight to pour inside, creating a bright and welcoming atmosphere. The sleeping quarters include a comfortable primary bedroom along with two additional bedrooms creating accommodations suitable for visitors, hobbies, remote employment, or growing households. A full bath finishes the upper floor and includes washer and dryer connections for added convenience. Downstairs, a versatile unfinished area presents numerous possibilities. With separate exterior access, laundry hook-ups, and another full washroom, the space could support entrepreneurial ventures, extended household arrangements, recreation, creative pursuits, or future customization to suit evolving needs. Outside, the acreage offers room for gardening, outdoor activities, animals, equipment, or simply appreciating the surrounding beauty. Additional highlights include a storage outbuilding, 200-amp electrical service, drilled well, onsite wastewater system, paved parking area, front deck, plus direct VASA trail accessibility for outdoor enthusiasts.

Listed by MyKayla Tanguay and Craig Crawford of Jim Campbell Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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107 Abnaki Avenue Essex Junction VT 05452

Essex Junction, VT107 Abnaki Avenue

Price$397,500

Est. Mortgage: $/month

Pending

MLS Number 5094228

  • Residential Single Family
  • Full Bath 1
  • Address 107 Abnaki Avenue
  • Construction Existing
  • Bedrooms 3

Don't miss this beautifully updated village ranch offering easy one-level living in a fantastic location! This cozy, 3-bedroom, 1-bath home features luxury vinyl flooring throughout, abundant natural light from large windows, and an updated kitchen with granite and butcher block countertops, stainless-steel appliances, and plenty of workspace. Stay comfortable year-round with an efficient mini-split providing both heat and air conditioning. The full basement includes laundry and ample storage space, while the attached 1-car garage offers even more room for storage. Outside, enjoy a beautifully landscaped front yard and a private backyard retreat with mature trees, a patio, fire pit area, and partial fencing - perfect for relaxing or entertaining. Located in a desirable neighborhood near Five Corners, local restaurants, parks, schools, shopping, and other village amenities, this move-in-ready home combines comfort, convenience, and value in one attractive package.

Listed by Lipkin Audette Team of Coldwell Banker Hickok and Boardman

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1260 Cider Mill Road Shaftsbury VT 05262

Shaftsbury, VT1260 Cider Mill Road

Price$397,000

Est. Mortgage: $/month

MLS Number 5084055

  • Residential Single Family
  • Full Bath 2
  • Address 1260 Cider Mill Road
  • Construction Existing
  • Bedrooms 2

Tucked away on a peaceful country road in Shaftsbury, this 2-bedroom, 2-bath contemporary ranch offers the perfect balance of privacy and convenience-just 10 minutes to Bennington. Set on 1.5 acres, the home features easy one-level living with an open, light-filled layout. The heart of the home is the bright, sunny kitchen with ample workspace and modern finishes. The spacious primary suite includes a private ensuite bath and a generous walk-in closet, while a comfortable guest bedroom is paired with a full bath-ideal for visitors or flexible use. Enjoy indoor/outdoor living with a wrap-around deck that perfect for relaxing or entertaining. A versatile entry space, currently used as a mudroom, offers excellent potential to be converted into a charming 3-season porch. Additional highlights include a dedicated laundry room and an oversized detached two-car garage that is fully heated-ideal for year-round use, hobbies, or extra storage. Surrounded by a tranquil country setting with room to relax, garden, or unwind, this property offers the best of Vermont living while remaining close to dining, shopping, and amenities in nearby Bennington.

Listed by Vicki Wilson of Maple Leaf Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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361 Jackson Lodge Road Canaan VT 05903

Canaan, VT361 Jackson Lodge Road

Price$395,500

Est. Mortgage: $/month

Active With Contract

MLS Number 5076799

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3
  • Bathroom 1

***MOTIVATED SELLERS*** Welcome to your ideal Northeast Kingdom retreat at 361 Jackson Lodge Road in Canaan, Vermont-a move-in ready home offering comfort, space, and easy access to the region's best outdoor recreation. Set on a generous, open lot, this property features plenty of usable yard space-perfect for entertaining, gardening, or simply enjoying the peaceful Vermont setting. Whether you're hosting gatherings or relaxing after a day outdoors, the space offers flexibility and privacy. A rare and valuable combination, this property includes both an attached, heated garage and an oversized detached garage-providing exceptional space for vehicles, tools, and all your recreational equipment. Above the attached garage, you'll find a 20 x 30 (approximately) additional space ideal for expanded living quarters, a guest suite, home office, or bonus room. Inside, the home is move-in ready, offering a clean and comfortable living environment so you can settle in right away. Whether you're looking for a full-time residence or a seasonal getaway, this property is ready to go. While there is no direct ATV or snowmobile trail access, you're still conveniently located near the area's extensive trail systems-making it easy to trailer out and enjoy everything the Northeast Kingdom has to offer. Located just minutes from Lake Wallace, you'll enjoy easy access to fishing, kayaking, and scenic waterfront relaxation, along with nearby hiking opportunities that showcase the beauty of the region. If you're looking for a turnkey property with room to expand, incredible garage space, and close proximity to outdoor recreation, this one checks all the boxes.

Listed by Heather Little of A Notch Above Real Estate LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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LOT#2 Margeaux Lane Stratton VT 05155

Stratton, VTLOT#2 Margeaux Lane

Price$395,000

Est. Mortgage: $/month

MLS Number 5032607

  • Land
  • Address LOT#2 Margeaux Lane
  • Acreage 6.93
  • Area VT-Windham
  • Utilities None

This stunning 6.93-acre parcel offers the perfect setting to build the home of your dreams, just moments from the Sun Bowl at Stratton. Nestled in a serene wooded landscape, the property provides both privacy and tranquility while being ideally located for easy access to all that Stratton has to offer. With a septic permit already approved for a 4-bedroom home, this lot is ready for you to begin construction. Whether you're looking for a cozy retreat or a spacious year-round residence.

Listed by Margaret McMahon and Robin Apps of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5798 West Woodstock Road Woodstock VT 05091

MLS Number 5063810

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2

Classic Vermont farmhouse just minutes from the heart of Woodstock. This charming 4 bedroom , 2 bath home offers the character of a traditional New England property with comfortable , move in ready living spaces. The home features a bright eat-in kitchen, spacious dining room, and a welcoming living room with a wood-burning fireplace--perfect for cozy Vermont evenings. Freshly painted interiors and updated flooring provide a clean , inviting feel while preserving the home's classic farmhouse charm. An attached barn/ garage offers excellent storage and flexible space for outdoor gear , a workshop, or hobby area--ideal for those who enjoy Vermont's year-round outdoor lifestyle. Located just a short drive to the Village Green in Woodstock, the property also provides convenient access to hiking, biking, and skiing at nearby Killington Resort. Whether you are seeking a full time residence or a Vermont getaway , this property offers an excellent opportunity to enjoy one of Vermont's most desirable areas at an attractive price point. Call today for a private viewing.

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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62 Birch Ridge Road Westford VT 05494

Westford, VT62 Birch Ridge Road

Price$395,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5083237

  • Residential Single Family
  • Full Bath 1
  • Address 62 Birch Ridge Road
  • Construction Existing
  • Bedrooms 3

Tucked away on a peaceful and private 1.9-acre lot, this charming Westford Cape offers the perfect blend of comfort, updates, and natural beauty. Surrounded by woods and thoughtfully landscaped with perennial flower beds and stonework, the property provides a serene setting to relax, entertain, and enjoy the outdoors. Enter from the inviting front deck into a bright living room featuring tall windows and abundant natural light. The layout flows seamlessly into the spacious eat-in kitchen and dining area, where a sliding glass door leads to a wraparound deck- ideal for summer dining and taking in the tranquil surroundings. The main level also includes a first-floor bedroom, a full bath with laundry, and warm wood flooring throughout the living and bedroom spaces. Upstairs, you'll find two sun-filled bedrooms, each with skylights, along with a ¾ bath featuring updated fixtures. Recent improvements enhance both comfort and efficiency, including a newer water system, newer wood flooring upstairs, newer windows throughout the majority of the home, and solid core interior doors on the main level. Outside, the cleared yard area offers space to play or garden, while direct access to nearby trails makes it easy to explore the surrounding landscape. Located in a quiet neighborhood with a close-knit feel, this home offers a wonderful balance of privacy and community. Known for its vibrant town events and convenient location, Westford offers Vermont living at its core, just a short drive from Essex, Burlington, and nearby ski areas. A truly special property that offers both everyday comfort and a connection to Vermont's natural beauty- book your showing today!

Listed by Elise Polli of Polli Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2150 Parker Road Vershire VT 05079

Vershire, VT2150 Parker Road

Price$395,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5090582

  • Residential Single Family
  • Full Bath 2
  • Address 2150 Parker Road
  • Construction Existing
  • Bedrooms 2

Tucked away in the quiet hills of Vershire, Vermont, this charming two-bedroom, two-full-bath home offers the rare gift of true solitude - without sacrificing the conveniences of Upper Valley living. Whether you're seeking a full-time retreat or a peaceful year-round residence, this property delivers an unmatched sense of calm the moment you arrive. The main level is the heart of the home - an open, welcoming combination of kitchen, dining, and living space anchored by a wood stove that fills the room with warmth and that unmistakable Vermont coziness. Oversized windows frame distant views of open fields and mountains, beautifully bordered by trees and open woodland. Upstairs, a generously sized and beautifully bright bedroom awaits, along with a dedicated office - perfect for remote work, reading, or a creative pursuit. The lower level offers wonderful flexibility, with a second living area, a full bathroom featuring a tub, shower, and full laundry, and a private bedroom - ideal for guests, extended family, or simply extra room to spread out. A second wood stove ensures the whole home stays cozy throughout Vermont's legendary winters. A second building on the property carries a wonderful history as an artist's studio and, with some thoughtful renovation, holds exciting potential to be brought back to life - whether as a creative workspace, workshop, or studio once again. Outside, the surroundings are simply lovely - classic Vermont landscape with the privacy and stillness that is increasingly hard to find. The quiet here is the kind you feel in your bones. The property is conveniently situated within reach of Upper Valley amenities, including shopping, dining, healthcare, and cultural offerings in the Lebanon/Hanover, NH area, as well as the charming villages of the surrounding region. If you've been dreaming of a place to slow down, breathe deep, and truly settle in - this is it!

Listed by Susan Hickey of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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33 Leo Drive Swanton VT 05488

Swanton, VT33 Leo Drive

Price$395,000

Est. Mortgage: $/month

MLS Number 5086313

  • Residential Single Family
  • Address 33 Leo Drive
  • Construction Existing
  • Bedrooms 3
  • Bathroom 1

Experience the magic of summers on beautiful Lake Champlain! From swimming, boating, fishing, and water skiing to kayaking and more, this seasonal property offers endless opportunities to make memories with family and friends. Each evening, unwind as you take in the breathtaking views over the Lake. Set on a spacious 1.13-acre, features include 109 feet of private Lakefront and expansive lawns providing a perfect mix of sun and shade at the end of a long drive shared with just a few other seasonal homes; the 1,560 sq.ft. cottage is full of natural light and offers plenty of space for everyone. Featuring 3 comfortable bedrooms, an eat-in kitchen with ample room for meal prep, and a large, open dining and living area ideal for gatherings. The amazing Lakeside room is the true highlight - a perfect spot to relax, read, or gather with company. There is also a spacious enclosed back porch - a great place to enjoy summer meals. A detached 2-car garage provides ample space for vehicles, tools & water toys, while the Lakeside storage shed keeps your beach necessities close at hand. The charming cottage could become your ultimate summer paradise - a place you'll never want to leave. Truely, a must-see Lake Champlain property!

Listed by Pj Poquette of Poquette Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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145 Okemo Trailside Extension Ludlow VT 05149

MLS Number 5094088

  • Condo
  • Square Feet 884
  • Bedrooms 1
  • New Contruction Existing
  • Complex Okemo Trailside

Recently updated large one-bedroom condominium at Trailside Village within easy walking distance to ski on / ski off access to the Sachem Trail. The open kitchen flows seamlessly into a separate dining area, creating a comfortable space for everyday living or entertaining. A sunken living room features a newly replaced wood-burning fireplace and new carpeting, offering a warm and inviting retreat after a day on the slopes. Additional highlights include a renovated bathroom, an air-locked mudroom ideal for ski gear storage, and the convenience of a Tesla charging station. Beautiful eastern, sunrise views. Open space from the patio for kids to play... This village complex was recently renovated with new roof, siding, decks, windows and doors! New in-ground pool in progress. Offered partially furnished.

Listed by McLaughlin Team of Mary W. Davis Realtor & Assoc.,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 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, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated June 28, 2026 1:37 PM UTC