Under Contract Middlebury VT Home for sale $499,000 $287 per sq.ft.

$499,000 $287 per sq.ft. Middlebury VT Home »


Price Change! Reduced by $41,000 down 8% on July 9th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 1938  |  Acres: 0
Listed on Thursday Mar 26, 2026
Description: Special pricing for qualified buyers! Inquire with your agent to see if you qualify. Welcome to Stonecrop Meadows, Middlebury's newest neighborhood! Located just 1/2 mile from downtown Middlebury, where restaurants, shopping, theater, and more will be at your fingertips. This three-bedroom duplex will be ready for occupancy in the fall of 2026. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini split technology, with a whole-house ventilation system. The wrap-around, covered porch entry welcomes you into the home, and is perfect for morning coffee or evening relaxing. Enter into the open concept first-floor living area, with a generous kitchen featuring an oversized island with seating and Energy Star appliances. The kitchen transitions seamlessly into spacious dining and living areas, making entertaining a breeze, and a powder room for guests is nearby. The primary suite is on the main floor- to make one-level living possible! Upstairs, you will find 2 spacious bedrooms and full bath, along with an open area for lounging, office space, or playroom. The lower level provides private garage parking, gear-friendly mudroom, storage space, and laundry room. Future community amenities will include green space, community garden, access to trails, and more. Inquire for more details! Photos are "Likeness Only" See Listing Details & 9 images.

Under Contract New Listing! Middlebury VT Home for sale $499,000 $287 per sq.ft.

$499,000 $287 per sq.ft. Middlebury VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1938  |  Acres: 0
Listed on Monday Jul 27, 2026
Description: Special pricing for qualified buyers! Inquire with your agent to see if you qualify. Welcome to Stonecrop Meadows, Middlebury's newest neighborhood! Located just 1/2 mile from downtown Middlebury, where restaurants, shopping, theater, and more will be at your fingertips. This three-bedroom duplex will be ready for occupancy in the fall of 2026. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini split technology, with a whole-house ventilation system. The covered porch entry welcomes you into the home, and is perfect for morning coffee or evening relaxing. Enter into the open concept first-floor living area, with a generous kitchen featuring an oversized island with seating and Energy Star appliances. The kitchen transitions seamlessly into spacious dining and living areas, making entertaining a breeze, and a powder room for guests is nearby. The primary suite is on the main floor- to make one-level living possible! Upstairs, you will find 2 spacious bedrooms and full bath, along with an open area for lounging, office space, or playroom. The lower level provides private garage parking, gear-friendly mudroom, storage space, and laundry room. Future community amenities will include green space, community garden, access to trails, and more. Inquire for more details! Photos are "Likeness Only" See Listing Details & 6 images.

New Listing! Middlebury VT Home for sale $499,000 $258 per sq.ft.

$499,000 $258 per sq.ft. Middlebury VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1933  |  Acres: 0.29
Listed on Monday Jul 27, 2026
Description: Charming 3-bedroom home located in Middlebury. This well-maintained property is both bright and functional with a layout that has comfortable living spaces, good-sized bedrooms, storage and even a bonus room. The sunny level backyard is perfect for gardening, outdoor play and entertaining. There is also a handy shed for your lawn equipment or extra storage. Located close to schools and offering an easy commute to Middlebury College, Porter Medical Center or longer commutes to Burlington and Rutland. A great opportunity for those seeking a convenient in town location, low maintenance, with a lovely outdoor space in a neighborhood setting. See Listing Details & 25 images.

$499,000 $390 per sq.ft. Middlebury VT Home »


Price Change! Reduced by $50,000 down 10% on July 28th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1976  |  Acres: 0.5
Listed on Friday May 22, 2026
Description: Looking for somewhere truly special to call home? This exceptional property offers 2,140 square feet of beautifully finished living space with 3 bedrooms, 2 baths, and breathtaking Green Mountain views from its private backyard and expansive deck. Meticulously rebuilt from top to bottom by the builder-owner, this home delivers the quality, efficiency, and peace of mind of new construction. Features include durable 2x6 wall construction, a standing seam metal roof, maintenance-free siding, new windows and doors, updated 200-amp electrical service, and FHA heating with an A-coil already installed for future air conditioning. Inside, the bright, open-concept design is filled with natural light and showcases vaulted ceilings, dramatic architectural lines, modern finishes, and a striking stone chimney centerpiece. The thoughtfully designed kitchen is perfect for entertaining, featuring extensive cabinetry, stainless steel appliances, granite and maple butcherblock countertops, a tiled backsplash, and a large center island with seating. The adjoining living and dining spaces flow seamlessly together, creating a warm and inviting atmosphere. The primary suite offers a peaceful retreat with scenic views and an updated bath, while additional bedrooms provide flexibility for guests, a home office, or family living. The fully finished lower level adds valuable living space and includes a new egress window, making it ideal for a recreation room, media room, gym, guest accommodations, or workspace. Outside, attractive stonework, cedar shake accents, vibrant siding, and an oversized detached garage enhance the home's curb appeal and functionality. The generous lot provides privacy and room to enjoy Vermont's beauty in every season. Located just minutes from Middlebury's amenities, this move-in-ready home offers an unmatched combination of craftsmanship, comfort, efficiency, and Vermont charm. The list of improvements goes on and on, but this is one property that must be seen. See Listing Details & 48 images.

$499,000 $287 per sq.ft. Middlebury VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1938  |  Acres: 0
Listed on Monday Jul 20, 2026
Description: Special pricing for qualified buyers! Inquire with your agent to see if you qualify. Welcome to Stonecrop Meadows, Middlebury's newest neighborhood! Located just 1/2 mile from downtown Middlebury, where restaurants, shopping, theater, and more will be at your fingertips. This three-bedroom duplex will be ready for occupancy in the fall of 2026. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini split technology, with a whole-house ventilation system. The wrap-around, covered porch entry welcomes you into the home, and is perfect for morning coffee or evening relaxing. Enter into the open concept first-floor living area, with a generous kitchen featuring an oversized island with seating and Energy Star appliances. The kitchen transitions seamlessly into spacious dining and living areas, making entertaining a breeze, and a powder room for guests is nearby. The primary suite is on the main floor- to make one-level living possible! Upstairs, you will find 2 spacious bedrooms and full bath, along with an open area for lounging, office space, or playroom. The lower level provides private garage parking, gear-friendly mudroom, storage space, and laundry room. Future community amenities will include green space, community garden, access to trails, and more. Inquire for more details! Photos are "Likeness Only" See Listing Details & 6 images.

$299,000 $210 per sq.ft. Middlesex VT Home »

4 Beds | 1 Baths |   Total Sq. Ft. 1426  |  Acres: 1
Listed on Tuesday Jul 21, 2026
Description: Welcome to this cozy four bedroom one bath home with an amazing attic just waiting for your creativity. Enjoy an evening with friends in your spacious backyard. Conveniently located just minutes from Montpelier with easy access to I-89. Experience the beauty of Lake Elmore or take in a local Mountaineers Baseball game within minutes. See Listing Details & 47 images.

Under Contract Middletown Springs VT Home for sale $299,000 $161 per sq.ft.

$299,000 $161 per sq.ft. Middletown Springs VT Home »


Price Change! Reduced by $30,900 down 10% on July 21st 2026
4 Beds | 2 Baths |   Total Sq. Ft. 1855  |  Acres: 9.91
Listed on Wednesday Apr 1, 2026
Description: Circa 1850 farmhouse with detached 2-car garage on 9.9 acre lot on scenic country road. Offering a large mud room before entering the spacious kitchen and walk-in pantry. The well proportioned dining room, living room and porch complete the 1st level of this home. Upstairs you will find three bedrooms and a bath. Upgrades include windows, insulation and heating system. Less than a 30 minute drive to Manchester and most of Rutland county this is the perfect centralized location. Make an appointment today to see this lovely property. Motivated Sellers - Bring your offer!! See Listing Details & 28 images.

$325,000 $188 per sq.ft. Middletown Springs VT Home »


Price Change! Reduced by $25,000 down 8% on July 30th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 2226  |  Acres: 1
Listed on Wednesday Jul 8, 2026
Description: Tucked away near the end of historic Montvert Road in the charming town of Middletown Springs and just a short walk from the renowned Mineral Springs Park, this peaceful Vermont property offers a true storybook setting. Situated on a picturesque one-acre lot, you'll enjoy the tranquility of nature from the comfort of your own backyard. Relax on the side deck with your morning coffee or unwind in the evening while listening to the river, watching deer, birds, and other wildlife wander through the neighboring meadow. Lovingly cared for by the same family for many years, this spacious ranch is ready for its next chapter. Designed for easy one-level living, the home offers generous living space for family and guests, with additional partially finished space in the lower-level featuring a cozy fireplace, half bath, and bar, perfect for entertaining, hobbies, or a recreation room. The main level fireplace creates a warm and inviting atmosphere, while both a wood furnace and an oil furnace provide flexible heating options for Vermont's changing seasons. An attached two-car garage offers ample space for vehicles and outdoor gear, and the well-maintained two-story barn, dating back to the 1850s, presents endless possibilities for storage, a workshop, studio, or recreational space. Whether you're drawn to its timeless character or envision updating it with your own personal style, this property offers an exceptional opportunity to create your dream home in an idyllic country setting. Conveniently located less than a mile from Middletown Springs Elementary School, with school choice beginning in seventh grade, and under 30 minutes from Rutland, this home provides the perfect balance of peaceful rural living and everyday convenience. If you've been dreaming of a place where you can slow down, embrace Vermont's natural beauty, and fall asleep to the calming sounds of the Poultney River, this special property is ready to welcome you home. See Listing Details & 42 images.

Under Contract Middletown Springs VT Home for sale $349,000 $217 per sq.ft.

$349,000 $217 per sq.ft. Middletown Springs VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1606  |  Acres: 0.65
Listed on Tuesday May 12, 2026
Description: Completely rebuilt and thoughtfully upgraded from top to bottom, this beautifully renovated 3-bedroom, 2-bath home in Middletown Springs offers the perfect blend of modern comfort and small-town Vermont charm. Taken down to the studs during an extensive 2020-2021 renovation, nearly every aspect of the home was replaced or improved, creating a truly move-in ready property with quality craftsmanship throughout. Inside, an inviting open-concept layout features gorgeous tongue-and-groove pickle pine ceilings, abundant natural light, and maple flooring throughout the kitchen, living, and dining areas. The beautifully updated kitchen includes granite countertops, custom cabinetry, and newer appliances, flowing seamlessly into the main living space centered around a custom oak gas fireplace surround with granite top. Both bathrooms were fully renovated with stylish tile work and updated fixtures. Major improvements include new plumbing, electrical service and wiring, insulation, drywall, windows, doors, siding, roofing, propane furnace, hot water heater, ducted heat pump with central A/C, water softener, and mineral remover. Outside, the property has been equally transformed with a widened and regraded driveway, expanded yard space, updated porches, underground dog fence, winterized dog kennel, and site preparation for a potential two-car garage. Recent 2025 improvements include spray foam insulation in the basement and crawl space, along with finished basement stairway walls, adding even more efficiency and functionality to this extensively improved home. A must see. Open House this Saturday May 16th from 10:30 to Noon See Listing Details & 32 images.

$485,000 $163 per sq.ft. Middletown Springs VT Home »


Price Change! Reduced by $14,999 down 3% on June 8th 2026
3 Beds | 4 Baths |   Total Sq. Ft. 2980  |  Acres: 3.7
Listed on Thursday May 28, 2026
Description: OPEN HOUSE SATURDAY 06/13 from 3:00pm-5:00pm Riverside Retreat Tucked beside the gentle current of the Poultney River, this property offers the rare combination of natural beauty, functional space, and total flexibility. Three levels of thoughtfully designed living space invite you to spread out, settle in, and make it entirely your own. Step outside onto the expansive back deck - your front-row seat to the river's ever-changing scenery -- perfect for morning coffee, evening gatherings, or simply soaking in the tranquility that surrounds you. The animal barn and open pastures speak to a life lived closer to the land. Dream of horses, goats, or a hobby farm? The infrastructure is already in place. Prefer lush gardens, native meadows, or private green space? The land is yours to reimagine. Inside and out, this property rewards the visionary. Whether you're drawn to the riverfront setting, the multi-level floor plan, the agricultural possibilities, or simply the sheer breathing room, options abound at every turn. Room to live, grow, and dream - right on the Poultney River See Listing Details & 45 images.

$497,500 $260 per sq.ft. Middletown Springs VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1916  |  Acres: 0.71
Listed on Thursday May 21, 2026
Description: Do you love old houses but crave 21st century efficiency? Look no further! This charming 1810 post and beam Cape was stripped down to the studs - from the outside - with new wiring, rock wool insulation, then rigid foam insulation, new Smart Siding clapboards, new doors and windows, new roofing, recreated classic trim, and the list goes on and on. Classic charm with modern convenience! Whether you are entertaining in the large open kitchen, unwinding on the year around insulated back porch, or snuggled down in front of the pellet stove, this house provides for you. Two original bedrooms and an added bath upstairs highlight the old timber frame and original wood floors. The primary bedroom over the kitchen, which would also make a great studio or generous office space, adds skylights to update the classic look. Downstairs you can move freely between the open kitchen/dining area, and the comfortable ;living room. An "extra" room first floor room can be formal dining, study, office, or hobby room. In the back the original barn is now a 2 car garage with storage above with a second fully insulated 2 car garage/workshop behind that! The beautiful landscaping is highlighted with lovely stone walls, raised planting beds, walkways, and patios. You really need to see it to appreciate it all! All of this plus the latest fiber optic internet and school choice for grades 7-12. See Listing Details & 48 images.

$499,000 $351 per sq.ft. Middletown Springs VT Home »


Price Change! Reduced by $20,500 down 4% on June 30th 2026
2 Beds | 1 Baths |   Total Sq. Ft. 1420  |  Acres: 6.8
Listed on Tuesday May 5, 2026
Description: Nestled alongside a quiet town gravel road on almost 7 acres, this newly built two plus (loft/bedroom and permitted as a 4 bedroom) bedroom, one bath timber frame home is perfect to hang your hat and enjoy nature, peace and quiet. Ideally designed with a full length back porch looking west over the meadow and beautiful wetland area set down below the meadow - Could be perfect for some critters or a horse. The house offers a large entry mudroom, spacious open kitchen living area with cathedral ceilings and a stone countertop, a 20 x 20 loft space, two ground floor bedrooms and a large bath with a nicely tiled shower. Amenities include a large oversized attached garage, a full basement (offering great expansion space) with laundry, a whole house standby propane generator and central AC. A special piece of Vermont nestled in the mountains with easy proximity to the Middletown Springs and Pawlet areas and within 30 to 45 minutes to the larger towns of Rutland and Manchester, and Killington, Bromley, Pico and Okemo Ski mountains as well. School choice 7-12 and state of the art VTEL fiber optic high speed internet. See Listing Details & 58 images.

Under Contract Monkton VT Home for sale $499,000 $395 per sq.ft.

$499,000 $395 per sq.ft. Monkton VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1805  |  Acres: 2.07
Listed on Thursday Jun 25, 2026
Description: Welcome to your Vermont retreat! Situated on over 2 acres at the base of Hogback Mountain, this beautifully maintained 3-bedroom, 1.5-bath home, built in 2013, offers the perfect blend of comfort, privacy, and convenience. Windows throughout the open layout bring in abundant natural light year-round, creating a bright and inviting atmosphere. Warm hardwood floors enhance the interior, which offers comfortable living spaces, a well-appointed kitchen, and a finished basement, creating plenty of room to gather, relax, and enjoy the beauty of Vermont living. Enjoy your morning coffee or unwind at the end of the day in the screened-in sunroom while taking in views of Hogback Mountain and the surrounding countryside, where rainbows frequently appear over the mountain! Outside, the 2+ acre lot offers plenty of space for gardening, recreation, hobby farm/homesteading opportunities, or simply enjoying the tranquility of rural Vermont. Located in Monkton, you'll enjoy easy access to hiking, biking, skiing at Sugarbush/Mad River, fishing, kayaking, Monkton Pond, Raven Ridge Natural Area, and the HART trail system. Despite its peaceful setting, the home is conveniently located near Hinesburg, Bristol, Vergennes, Middlebury, and Burlington for shopping, dining, and everyday amenities. Move-in ready and very well maintained, this property offers an exceptional opportunity to enjoy the best of Vermont living. See Listing Details & 49 images. Includes a Virtual Tour

$250,000 $222 per sq.ft. Montpelier VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 1128  |  Acres: 0.14
Listed on Friday Dec 5, 2025
Description: Historic 2-Bedroom Home Steps from Downtown Montpelier Discover classic Vermont charm in this inviting 2-bedroom, 1-bath single-family home located just a short walk from downtown Montpelier. Built in 1850, this 1,128 sq. ft. residence blends historic character with everyday comfort. Inside, you'll find a warm and welcoming layout with plenty of natural light. The main floor features cozy living spaces perfect for relaxing or entertaining, while the upper level includes two comfortable bedrooms and a full bathroom. The home is equipped with a forced hot air heating system, ensuring reliable warmth during the cold months. Set on a manageable 0.14-acre lot, the property offers just the right amount of outdoor space for gardening, play, or quiet enjoyment--without the upkeep of a large yard. Its location is truly unbeatable: enjoy quick access to local shops, cafés, the State House, parks, and all the amenities of downtown Montpelier. Whether you're a first-time buyer, downsizing, or seeking an affordable home in the heart of Vermont's capital city, 10 Jay St is a rare opportunity to own a charming historic property in a prime location. See Listing Details & 16 images.

$250,000 $214 per sq.ft. Montpelier VT Home »


Price Change! Reduced by $29,000 down 12% on July 10th 2026
Waterfront on River Winooski River
3 Beds | 2 Baths |   Total Sq. Ft. 1168  |  Acres: 0.14
Listed on Saturday Apr 18, 2026
Description: Located on Berlin Street, this 3-bedroom, 2-bath home offers easy access to downtown Montpelier, the Hunger Mountain Co-op, Central Vermont Medical Center, and nearby amenities, with a bus stop close by. The home features a front porch with views of the Winooski River, along with a storage shed for additional space. Previously used as a rental, the property presents an opportunity for the next owner to make it their own. Sellers have not occupied the property. Sellers are related to the listing agent. See Listing Details & 16 images.

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