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Under 500k

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145 Okemo Trailside Extension Ludlow VT 05149

MLS Number 5094088

  • Condo
  • PricePerSqFt 428.73
  • Square Feet 884
  • Bedrooms 1
  • New Contruction Existing

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.

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 1, 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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17 Hideaway Lane Williston VT 05495

Williston, VT17 Hideaway Lane

Price$379,000

Est. Mortgage: $/month

MLS Number 5102686

  • Condo
  • PricePerSqFt 309.64
  • Square Feet 1,224
  • Bedrooms 2
  • New Contruction Existing

Enjoy low maintenance living in this well cared for 2 bedroom townhome, nestled within a quiet 29 home community. With tasteful updates throughout, this home combines comfort, style, and convenience. The open concept living area offers warmth and character with newer laminate flooring and a freestanding wood stove, making it an inviting place to gather. Just beyond the living room, the airy and bright sunroom provides the perfect spot to relax and enjoy every season and leads directly to the spacious back deck. A powder room rounds out the spacious first floor. Upstairs are two spacious bedrooms, a full bath, and second floor laundry. Outdoor living is just as impressive, with a spacious deck overlooking the beautiful outdoor area. Additional highlights include: One car garage with additional storage plus an assigned parking spot, pet friendly association (multiple pets permitted with approval), ideally located near shopping, restaurants, major highways, and the airport, this home offers the convenience of nearby amenities while maintaining a quiet, private atmosphere.

Listed by Maura O'Neill of Ridgeline Real Estate

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 1, 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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118 Three Mile Bridge Road Middlebury VT 05753

MLS Number 5102314

  • Residential Single Family
  • PricePerSqFt 169.8
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3

Set on a picturesque 1.1-acre corner lot with a country feel, this beautifully maintained 1800s home offers the perfect blend of historic character, thoughtful updates, and exceptional versatility. The spacious, renovated eat-in kitchen serves as the heart of the home, featuring custom cabinetry, stainless-steel appliances, and plenty of room for gathering. The first floor also offers a generous living room with a wood stove and direct access to the backyard. A full bathroom with laundry hookups and a den with a fireplace complete the main level. Recently remodeled, the den could easily serve as a home office, formal sitting room, or playroom. Upstairs, you'll find three bedrooms, including a spacious primary bedroom with an adjoining bonus room already equipped with plumbing beneath the floor. This flexible space offers the opportunity to create a dream walk-in closet, private nursery, home office, or future en suite bathroom. A second laundry area and three-quarter bathroom complete the upper level. Major improvements completed within the past eight years include a new roof, water heater, front deck, and extensive landscaping that has transformed the yard into a more functional outdoor space. The possibilities continue with an impressive collection of outbuildings. The attached garage offers space for three or more vehicles while still leaving room for storage or a workshop. A detached one-car garage and an additional barn with room for two more vehicles, multiple storage areas, hobby space, or potential home-business use provide incredible flexibility. Enjoy a country setting while remaining only 10 minutes from Middlebury College, Porter Medical Center, downtown Middlebury, local restaurants, shops, schools, and everyday amenities. Whether you're looking for room to grow, space to work from home, extensive garage and workshop space, or a historic Middlebury property with endless potential, this one-of-a-kind home is ready to welcome its next owners.

Listed by Brittany Comeau of Coldwell Banker Hickok and Boardman

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 1, 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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19 Blakeslee Street Brattleboro VT 05301

Brattleboro, VT19 Blakeslee Street

Price$379,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5109984

  • Residential Single Family
  • PricePerSqFt 222.42
  • Full Bath 2
  • Address 19 Blakeslee Street
  • Construction Existing

Welcome to this classic in-town gem, where timeless architectural character meets thoughtful updates and beautifully cultivated outdoor spaces. Offering approximately 1,700 square feet, 3-4 bedrooms, and 2 full baths, this special home is filled with original details, including hardwood floors, handsome built-ins, & lovely wainscoting. Light-filled rooms paired with warm natural wood create an inviting atmosphere with personality at every turn. The first floor offers an easy, comfortable flow with a spacious kitchen overlooking the gardens, a convenient walk-in pantry, laundry room, & access to the private back porch. The dining room is beautifully illuminated by bay style windows, while the living room enjoys views toward the front porch & features a propane stove for cozy evenings. A first-floor bedroom & full bath provide an excellent option for one-level living. Upstairs, three additional bedrooms, a renovated full bath, & a separate office space provide flexibility for family, guests, or working from home. Both bathrooms have been thoughtfully renovated with a fresh, sleek aesthetic. The third-floor attic offers abundant storage & exciting potential for future finished space. With two separate entrances/exits & two sets of stairs, the home also presents intriguing possibilities for other flexible living arrangement. The gardens are truly exceptional. The current owner has spent years lovingly cultivating a lush, private landscape filled with mature greenery & vibrant seasonal blooms. The result is a peaceful backyard oasis-beautiful, inviting, & wonderfully secluded. Ideally situated in a quiet, friendly in-town neighborhood close to the heart of downtown, this distinctive property offers an uncommon combination of character, flexibility, & outdoor beauty. Whether you're looking for the ease of first-floor living, room for a growing household, work-from-home space, or a home with soul & history, this property may be perfect for you.

Listed by Kristen Ziter Taylor of Brattleboro Area Realty

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 1, 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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1580 Main Road Stamford VT 05352

Stamford, VT1580 Main Road

Price$379,000

Est. Mortgage: $/month

MLS Number 5107230

  • Residential Single Family
  • PricePerSqFt 297.02
  • Full Bath 1
  • Address 1580 Main Road
  • Construction Existing

Very well appointed 2 bedroom 1 bathroom home with new heat pumps, stainless steel appliances, oversized garage and a walk up attic. New fenced in yard on just over an acre.

Listed by Sean Taylor of Moresi Real Estate Partners

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 1, 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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412 Logan Drive Newport City VT 05855

Newport City, VT412 Logan Drive

Price$379,000

Est. Mortgage: $/month

MLS Number 5105325

  • Residential Single Family
  • PricePerSqFt 211.14
  • Full Bath 1
  • Address 412 Logan Drive
  • Construction Existing

This Sets So Privately, you will want to take a closer look. Logan Drive, Great Location, Great Neighborhood, Great Opportunity! Tucked among the trees, this 3 bedroom, 2 bath home blends contemporary style with timeless character and thoughtful modern improvements. Inside, original touches such as hardwood floors, classic trim, natural light, charming nooks, and built-ins create warmth and personality. You'll find all kinds of cute and quirky features, including a bedroom with its own balcony and a sleeping loft. Comfortable living spaces and well-sized bedrooms provide plenty of room to relax, while dedicated office space makes working from home easy. The full bath is a wonderful retreat, featuring a jetted soaking tub and rain-head shower. Recent improvements include refreshed bathrooms, new windows and doors, updated electrical and plumbing systems, and efficient heating offering the character of an older home with many of today's desired conveniences. Step outside to established perennial gardens, raised beds ready for your green thumb, and a private back deck perfect for relaxing or entertaining. An attached garage and storage shed provide additional convenience and room for all your extras. The setting is wonderfully private, yet there's an exciting possibility: open some of the trees and you may even create a lake view! And the location? Close to town, an international lake, shopping, golf, and dining, all within a great neighborhood. Book to Look!

Listed by Sharon Faust of Big Bear Real Estate

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 1, 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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19 Timberline Drive Warren VT 05674
Pending

MLS Number 5110305

  • Condo
  • PricePerSqFt 373.03
  • Square Feet 1,016
  • Bedrooms 2
  • New Contruction Existing

Southern exposure. Soaring ceilings. Four AC units. Minutes to Sugarbush. One you have to see to believe! From the moment you walk in, the cedar accents and dramatic ceiling height create a space that feels both expansive and warm. Because the condo is southern facing, sunlight pours in throughout the day, filling the home with natural light in every season. A true rarity in the Mad River Valley: four mini split AC units, one in each bedroom plus the living room and loft. Real air conditioning for comfortable summer living, without sacrificing the cozy winter feel. Designed for four season enjoyment, you can ski or ride at Sugarbush and be home in minutes to a wood burning fireplace and an open layout perfect for gathering. In warmer months, swim, hike, bike, golf, play tennis, then return to your bright, cool retreat. Thoughtful updates throughout provide ease and peace of mind: granite countertops, stainless appliances, on demand hot water and a renovated tiled bath with walk in shower and built in bench. The loft offers flexible bonus space for guests, work, or movie nights, all bathed in sunlight. Two bedrooms open to private balconies for quiet mornings. The large deck off the living and dining area is ideal for summer dinners or relaxed evenings after a day on the mountain. Owners enjoy access to the community pool and tennis courts. The association is also under new property management, with a proactive Board focused on the continued maintenance and long-term stewardship of the community. This one truly needs to be experienced in person to appreciate the light, the volume, and the comfort.

Listed by Lindsay Haley of Vermont Real Estate Company

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$
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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 1, 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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515 Buck Hill Road Arlington VT 05250

Arlington, VT515 Buck Hill Road

Price$379,000

Est. Mortgage: $/month

MLS Number 5093425

  • Residential Single Family
  • PricePerSqFt 246.91
  • Full Bath 1
  • Address 515 Buck Hill Road
  • Construction Existing

Completely renovated from top to bottom, this move-in-ready home perfectly blends modern updates with classic Vermont charm. 3 bedrooms and 1 bathroom with a layout that includes multiple practical options for adding a second bathroom. The layout also includes a unique, unfinished bonus area off the primary bedroom with its own private staircase to the backyard, a blank canvas ideal for an expanded suite, home office, or studio, and a back enclosed porch continues to present many options to suit your own living needs. Tucked away in a desirable neighborhood setting, the thoughtfully positioned lot offers a surprising level of peace and privacy. Nestled between the Green Mountains and the Taconic Range, Arlington is famed for its scenic beauty, historic covered bridges, and world-class recreation on the Batten Kill River, putting hiking, biking, and fly-fishing right at your doorstep. The location is hard to beat with the quick access to Historic Route 7A and Route 7 to get to several shire towns and ski resorts.

Listed by Alex Shaffer of Four Corner Properties LLC

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$
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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 1, 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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38 Middle Road Milton VT 05468

Milton, VT38 Middle Road

Price$379,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5106533

  • Condo
  • PricePerSqFt 239.27
  • Square Feet 1,584
  • Bedrooms 3
  • New Contruction Existing

Comfort, space, and convenience come together beautifully in this inviting three-bedroom condo! Step inside to a bright, open living area where hardwood floors and abundant natural light create a warm, welcoming atmosphere. The spacious updated kitchen is a standout, offering an impressive amount of cabinetry and counter space, stainless steel appliances, and a large pass-through that keeps everything connected to the living space making it perfect for both everyday life and entertaining. Just beyond, the dining area opens directly to a private back deck, creating an effortless indoor-outdoor flow for summer dinners, morning coffee, or relaxing in the hot tub at the end of the day. A charming covered front porch offers another great spot to enjoy the outdoors. Upstairs, the generously sized primary bedroom features a walk-in closet and direct access to a full bath, complemented by two additional bedrooms and another full bath. Downstairs, the basement offers valuable bonus space with plenty of flexibility for a recreation area, home gym, hobby space, storage, or whatever best fits your needs. First-floor laundry, a convenient half bath, and an attached garage add even more everyday functionality. With flexible living spaces, private outdoor areas, and easy access to Milton's shopping, dining, schools, and commuter routes, this is condo living without sacrificing the space and features you want!

Listed by Andrea Hossley of Signature Properties of Vermont

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$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 1, 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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190 Pleasant Street Royalton VT 05068

Royalton, VT190 Pleasant Street

Price$379,000

Est. Mortgage: $/month

MLS Number 5106249

  • Residential Single Family
  • PricePerSqFt 141.63
  • Full Bath 1
  • Address 190 Pleasant Street
  • Construction Existing

Stunning Victorian home on almost one acre of land in the town of South Royalton, ready for new owners who love and appreciate the charm and care of owning an older home. This 4 bedroom home has stunning woodwork, hardwood floors, an abundance of storage, along with gorgeous built-ins, that span several decades of various upgrades throughout the years. Sit on your covered front porch and enjoy your morning coffee or an evening dinner. Host gatherings in your formal living room, that is warm and inviting around the fireplace, but also filled with an abundance of light, The large eat-in kitchen provides for ample storage and preparation space. You will find a first floor laundry and half bathroom located off of the kitchen space, as well as a mudroom for the rear entrance driveway. The remainder of the first floor is rounded out by a formal dining room and cozy den, with fireplace and side entrance, making it easy to restock your wood supply. Upstairs boasts 4 bedrooms with a large primary, accented by another fireplace and beautiful light. Two of the additional bedrooms include window seats with storage and one bedroom has a bonus office/library, perfect for settling into a good book and getting away from the hustle and bustle of life. The upstairs full bathroom includes a large sauna and the main landing of the second floor includes beautiful built in cabinetry. Hardwood floors throughout this home, a standing seam metal roof, and a full basement with ample storage, are some of the other features you'll find in this home. The large lot to the left of the paved driveway is part of this parcel and would be ideal for a large garden, animals or building another home or rental unit. Endless possibilities! Located in walking distance to the center of town and Vermont Law School, 10 minutes from Interstate 89, and 35 minutes to Dartmouth Hitchcock Medical Center, this home is convenient and a well priced option you should plan to see!

Listed by Heather Armata of Cornerstone Real Estate Company

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 1, 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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14F Deer Creek Dover VT 05356

Dover, VT14F Deer Creek

Price$379,000

Est. Mortgage: $/month

MLS Number 5113048

  • Condo
  • PricePerSqFt 370.12
  • Square Feet 1,024
  • Bedrooms 3
  • New Contruction Existing

Bright, open, and airy 3rd floor 3 bedroom, 2 bath Deer Creek condo in a convenient resort-area location across from Mount Snow. Set over two floors, the layout gives room to spread out while still keeping the main living space comfortable and connected. The great-room style living, dining and kitchen area with a cathedral ceiling boasts a wood-burning fireplace and access to a covered back porch overlooking open field and forest views. With three bedrooms, including two en suites, the condo can easily accommodate six people, making it well suited for owners and guests without everyone feeling piled into one space. A practical mudroom area includes full-size washer and dryer units, gives you a place to drop boots, coats, and gear when you come in from the mountain in addition to an exterior ski locker. The current sellers have thoughtfully refreshed the unit throughout, giving it a clean and updated feel without losing its comfortable and warm ski-home character. The location is also a big part of the appeal here! Deer Creek sits on Handle Road between the Carinthia and Sundance Base Lodges. It's close enough that some may consider the Sundance lifts to be walking distance, while others may prefer to jump on the MOOver shuttle with a stop just around the corner at Equipe Sport-for easy access to the main Clock Tower area and the rest of the Mount Snow base. Being positioned on the resort side of the main Route 100 corridor means avoiding much of the inbound and outbound resort traffic at the beginning and end of the ski day. Spend more of your weekend enjoying what you are here for and less time navigating to and from! Firewood, trash removal, plowing, and lawn care are all handled by the association, keeping ownership simple. Deer Creek also offers some of the lower association fees in the Mount Snow area. This is a well-laid-out condo with the space to gather, room to spread out, and a location that puts the best of the Mount Snow resort area close at hand.

Listed by Jacki Murano of Southern Vermont Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 1, 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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168 Brenda Road Clarendon VT 05759

Clarendon, VT168 Brenda Road

Price$379,000

Est. Mortgage: $/month

MLS Number 5111935

  • Residential Single Family
  • PricePerSqFt 172.27
  • Full Bath 2
  • Address 168 Brenda Road
  • Construction Existing

What if your next home could offer more than simply a place to live? Set on 2.13 acres in North Clarendon, 168 Brenda Road combines a four-bedroom country home with a separate two-stall horse barn that also contains two one-bedroom furnished apartments-an unusual opportunity for an owner who sees the possibilities in both. The ranch-style home offers approximately 2,200 square feet of living space. The upstairs has been completely repainted, the bathroom significantly renovated, and all new flooring installed. The kitchen is fully operational and could use a refresh. Downstairs renovations have been started and need to be completed. For a buyer willing to put in the work, this is an opportunity to make improvements that suit their lifestyle and truly make the home their own. The two one-bedroom apartments in the barn offer rental income opportunity that can help offset the cost of ownership. This rare combination of house, barn, and apartments could be especially appealing to an owner-occupant, entrepreneur, horse enthusiast, hobby farmer, or someone simply looking for a country home with additional income potential. The versatility and beauty of this property become apparent when you step outside. The 2.13-acre setting includes an open meadow with room for animals, gardening, and outdoor activities, along with two additional outbuildings for storage. The setting feels private and distinctly Vermont, yet you're within easy reach of Rutland shopping, dining, and area recreation. The property is located within 30 minutes of world-class skiing at Killington/Pico Resort, Lake Bomoseen, and numerous golfing, biking, and hiking opportunities, including the nearby Appalachian Trail. This is a piece of Vermont countryside where the next owner can create something of their own. If you've been looking for a property where home, income, and opportunity come together in one place, 168 Brenda Road deserves a closer look.

Listed by Mark Triller of Real Broker LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 1, 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 October 9, 2026 4:24 PM UTC