Homes for Sale in 05753

This classic 1820 colonial blends historical charm with everyday practicality on a level one acre lot, featuring a welcoming circular driveway, an expansive garage, and a spacious barn. The home’s remodeled kitchen is a cook's delight, outfitted with modern appliances, ample cabinetry, and generous counter space; ideal for family gatherings or daily meal prep. The first floor offers two generous

Levi Doria IPJ Real Estate

Situated in the heart of East Middlebury, this farmhouse built in 1800 offers nearly 3,000 square feet of living space and features five bedrooms on a spacious 0.53-acre corner lot. The sizeable kitchen, with woodstove and attached breakfast nook, provides ample space for entertaining or simply whipping up meals. Adjacent to the kitchen, a newly remodeled utility room and bath with a tiled

Levi Doria IPJ Real Estate

A versatile residential and commercial property right in downtown Middlebury with great views of both the town green and river for someone who wants convenient downtown living and working, while earning income from additional apartments and small businesses! The owners did major renovations on the entire building including all new wiring, plumbing, new natural gas heating system, new roof, and

Sarah Peluso IPJ Real Estate

This is the location you have been waiting for! Located on one of the most desirable streets in the area, this home sits on almost three acres with beautiful green mountain views! Well maintained, there are hardwood floors throughout, and plenty of natural light. Currently there is a mudroom, kitchen, dining room, living room and office/bedroom on the first floor, with a 3/4 bath. Upstairs there

Sarah Peluso IPJ Real Estate

Take some time and really reflect on how you want to live in Middlebury, Vermont! This property and the house that sits here can offer you an answer. The main house has a layout conducive to all kinds of options including a first floor primary suite, several rooms that could be used for home offices and creative spaces, gathering spaces in the eat-in kitchen, generous dining room and

Amey Ryan IPJ Real Estate

Quaint, village home-many recent improvements: rain gutters, Northern Bsmt system, new appliances, lilac trees on the back line, a surveyed lot and a few new doors! This home is an easy one to call home. Beautiful landscaping giving wonderful curb appeal. Raised garden bed of wildflowers makes a beautiful pollinator highway for the bees. A mature lilac tree in the backyard spreads a lovely

Amey Ryan IPJ Real Estate

Close to town and move-in ready! If you're in the market for a house with charm, character and convenience - you've landed in the right spot! Within walking and biking distance to local schools, healthcare, grocery stores, shopping and recreational opportunities, this home is certainly convenient. It also has some architectural flair, check out the ornate windows and interior trim! Plenty of

Amey Ryan IPJ Real Estate

This classic village home is in a great location! Situated on South St., with sidewalks on both sides of the historical street as you head into town. You have no doubt driven by this home and admired its handsome Colonial facade many times. From the front door you enter into the living room space, with wood floors that continue throughout the home. A pellet stove heats the home, and built in

Sarah Peluso IPJ Real Estate

ATTENTION BUYERS! The sellers have adjusted their asking price in an effort to attract the next owner. They are HIGHLY motivated to sell before the end of 2025! Come, see, feel and experience this great house tucked in at the end of a shared/private roadway! This chalet-style, post and beam house has lovely exposed beams, large and open spaces and a fabulous deck! Pine boards grace the floors of

Amey Ryan IPJ Real Estate

Great house on a corner lot in a Middlebury neighborhood that's close to town! The first floor has well equipped kitchen with a large copper topped island and a spacious dining area that's perfect for entertaining. The living room opens to a bonus area that could be a den, office, playroom, etc... There is a first floor bedroom and a full bath with laundry. Upstairs you will find a primary suite

Beth Stanway IPJ Real Estate

OPEN HOUSE - Thursday, Nov 6th from 9a-11a. Attention Investors, Developers, Preservationists! This property has been in the same family for generations and it's now available for it's next chapter. The former home and office of a longtime Middlebury attorney it's been on the radar for thoughtful redevelopment for a long time. It's a bit of a treasure trove as you meander through the buildings.

Amey Ryan IPJ Real Estate

Located just minutes from downtown Middlebury, this completely rebuilt 3-bedroom home reflects exceptional craftsmanship and thoughtful design. Reconstructed on a new poured foundation, it features a standing seam metal roof, Marvin windows, and superior insulation with spray foam weatherization. Inside, cathedral ceilings, laminate floors, and French doors invite natural light and stunning rural

Derek Coombs Four Seasons Sotheby's Int'l Realty

This historic home enjoys Green Mountain views, and includes a partially finished barn- perfect for a workshop, event space or storage! The residence has hardwood floors throughout the first floor, with plenty of natural light. Enter in through the spacious foyer, with a sitting room just to the right. Ahead is the dining room with a newly updated kitchen just beyond- with an office or first

Beth Stanway IPJ Real Estate

Enjoy living in a peaceful, secluded home with a horse barn, surrounded by more than 38 acres of fields, pastures and woodlands in East Middlebury! Scenic large parcels like this do not come available very often. Use your imagination to create your dream home, as the house needs renovation. Its potential is nearly limitless. The single-story ranch has an eye-catching brick fireplace and hearth

Beth Stanway IPJ Real Estate

Opportunity Knocks in the conveniently located 5 bedroom home in Middlebury! The property is set back off the road on 2.4 acres with a partially fenced in yard and a deck that faces west. Have you ever wanted to have your own business at home and raise your family too, all in the same space? This home presents a multitude of opportunity; Multi-generational living, Home business or rent out the

Bonnie Gridley RE/MAX North Professionals, Middlebury

This condo could be great...it's going to need some TLC and an infusion of money though. It has been professionally cleaned, appliances have been removed as well as most of the finished flooring. The bathroom could use a makeover and the kitchen needs a refresh. BUT, the space is perfect for the person that just wants a small space to call their own. Maybe your mom/dad need a place nearby so they

Amey Ryan IPJ Real Estate

Located in the heart of Middlebury - walking distance to shopping, restaurants and events- this Marbleworks condo is what you have been looking for! Sold fully furnished, this unit has three bedrooms and three baths- room for guests and office space! The custom kitchen features cherry cabinetry, granite countertops and stainless steel appliances and has room for seating at the island counter. The

Sarah Peluso IPJ Real Estate

ENERGY CONSCIOUS, NICELY MAINTAINED, IN-TOWN CONVENIENCE & LOW MAINTENANCE make living a breeze in this two bedroom home with a sweet sunroom overlooking the back yard and a fully finished lower level. You will love the glowing wood floors, attached two car garage with a separate work shop, a deck off the sunroom, minisplits, roof-mounted solar panels, and a garden with shed and small greenhouse.

Sue Mackey BHHS Vermont Realty Group/Middlebury

Move-in ready and nicely renovated. Welcome to this beautifully updated Middlebury home, completely renovated to the studs in 2017 with new electrical, plumbing, insulation, drywall, flooring, windows, and energy-efficient mini splits. Additional upgrades include new vinyl siding (2019–2020) and a spacious 500 sq. ft. addition, featuring a bright 16x16 Great Room—perfect for gathering and

Donna Mathieu RE/MAX North Professionals

This lovely home is really only about 4 years old. The current owner purchased the property after a major fire and ripped down much of the old structure. The electrical, plumbing, heating, bathrooms, kitchen, floors, windows, sheetrock, roof, siding, etc. were all replaced. The oversized one car garage is insulated and heated. There is also a very nice storage shed in back that has a new 1-car

Nancy Foster Champlain Valley Properties

You'll have to get your thinking cap on but once you see the views to the West from this property you'll be glad you did. A classic Vermont farmhouse in need of a total renovation/restoration OR a viable building lot with a State of VT wastewater permit in place for a new septic system. Town subdivision has been approved by the Town of Middlebury (had been part of the adjacent farm where they

Amey Ryan IPJ Real Estate

Investment Opportunity!! What was once a barn in the early 1900's is now 2 apartments. This property could be converted back to a singe family or remain as is for multi-generational living. It could also be used as a rental or think big and start over and build your dream home. Inside you will find 2 one bedroom apartments and stairs to the top floor which needs renovation. Wonderful views

Bonnie Gridley RE/MAX North Professionals, Middlebury

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, garden entrance townhome will be ready for occupancy in February 2026. To be built with energy efficiency

Sarah Peluso IPJ Real Estate

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 two-bedroom, garden entrance townhome will be ready for occupancy in February 2026. To be built with energy efficiency at

Sarah Peluso IPJ Real Estate

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, single level unit is on the second floor, and will be ready for occupancy in April of 2026. To be built with

Sarah Peluso IPJ Real Estate

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, single level unit is on the second floor, and will be ready for occupancy in March of 2026. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini

Sarah Peluso IPJ Real Estate

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, single level unit is on the second floor, and will be ready for occupancy in January of 2026. To be built

Sarah Peluso IPJ Real Estate

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 two-bedroom, garden entrance townhome will be ready for occupancy in February 2026. To be built with energy efficiency at

Sarah Peluso IPJ Real Estate

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 two-bedroom townhome will be ready for occupancy May 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

Sarah Peluso IPJ Real Estate

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 two bedroom townhome will be ready for occupancy in May of 2026. To be built with energy efficiency at the forefront, each

Sarah Peluso IPJ Real Estate