Browse All Essex VT Historical Properties for Sale

Welcome to 15 Skyline Drive, a spacious 5-bedroom, 2.5-bath home in the desirable Pinewood Manor neighborhood of Essex. Offering 2,120 square feet of above-grade living space, this home provides a wonderful combination of comfortable living spaces, functionality, and room to grow. The first floor features a large living room with hardwood flooring and abundant windows, creating a bright and inviting space. The family room offers direct access to the large rear deck, making it easy to enjoy outdoor living and entertaining. A formal dining room with a convenient pass-through to the kitchen provides an ideal setting for gatherings, while the kitchen includes space for a breakfast table. A first-floor laundry area and half bath add everyday convenience. Upstairs, you'll find five bedrooms, including a primary bedroom with its own attached bathroom, plus a second full bathroom serving the additional bedrooms. The layout offers flexibility for bedrooms, guests, a home office, or other needs. The basement provides additional possibilities, with partially finished space and a walkout to the backyard, offering an opportunity to expand the home's usable living area. Outside, enjoy the large deck and backyard, while the Pinewood Manor neighborhood offers an optional association pool for residents who choose to join. The location is convenient to Maple Street Park, golf, shopping, and Indian Brook Reservoir, providing plenty of opportunities for recreation and everyday convenience. For added buyer confidence, the seller has proactively completed numerous inspections, providing valuable information about the home before you make it yours. A spacious home, desirable neighborhood, flexible living space, and a proactive approach to inspections make 15 Skyline Drive a property worth seeing. Showings start 9/3/26.

15 Skyline Dr, Essex

$585,000

3 Beds ⋅ 2 Baths ⋅ 5105300 MLS

Set on two beautiful acres in a peaceful corner of Essex, 25 Brigham Hill Road offers the space, privacy, and easy living that make a house feel like home. This 3-bedroom, 2-bathroom tri-level was designed with everyday comfort in mind, this smart, multi-level layout gives you room to spread out while keeping living, sleeping, and gathering spaces beautifully distinct on their own levels. Step outside and the land does the talking. Two acres of green give you room to garden, play, entertain, or simply breathe, with a handy storage shed tucked at the back of the property for tools, toys, and everything in between. The attached 2-car garage keeps your vehicles protected through every Vermont season and adds even more storage to an already flexible floor plan. Whether you're hosting on the main level, retreating upstairs, or settling into the lower level, this home makes life easy on any level- literally. And with Essex's bustling community, shopping, and commuter routes just minutes away, you get the best of both worlds: room to roam and everything you need close by. Homes with this much land and this much livable space don't come along often. Come see what life on Brigham Hill Road could look like.

25 Brigham Hill Rd, Essex

$549,900

3 Beds ⋅ 3 Baths ⋅ 5103966 MLS

Welcome home to this lovely one-level living gem in a sought-after Essex neighborhood, offering the perfect blend of comfort and convenience! This spacious, 3-bedroom, 3-bath home features an inviting living room with a cozy gas fireplace, sunny kitchen and dining, a private primary suite with en suite bath and walk-in closet plus two additional closets, along with the ease of main-floor laundry. Enjoy updated windows, doors and trim, recent roof work, and fresh interior paint throughout. The finished basement adds incredible versatility with a rec room, den, workshop, and ample storage, complete with a gas stove and pool table included! Step out to the expansive back screened porch - accessible from the dining room, mudroom, and primary suite - that spans the entire length of the home, perfect for relaxing or entertaining. Outside, discover a variety of lovely perennial gardens and paths, a garden shed, 2-car garage, and RV hook-up. Enjoy all the perks of this wonderful neighborhood with optional association pool access, all just minutes from the Essex Experience or Five Corners for shopping, dining, and more. This is one-level living at its best - don't miss it!

7 Forest Rd, Essex

$230,000

2 Beds ⋅ 1 Baths ⋅ 5100777 MLS

A charming bungalow in the heart of Essex Town offering flexibility, opportunity, and plenty of potential. This 2-bedroom home is perfect for first-time buyers, investors, or those looking to bring their commercial or industrial vision to life. Whether you're looking to enjoy it as a cozy residence, add to your investment portfolio, or explore the possibilities afforded by its location within the Industrial District, this property offers endless potential. Keep the home just as it is or imagine what could come next. Conveniently located with easy access to local amenities, businesses, and major routes, this is a unique opportunity for those looking to invest in both today and tomorrow. Investors and entrepreneurs take notice, properties with this kind of versatility don't come along often.

41 Kellogg Rd, Essex

$414,000

3 Beds ⋅ 1 Baths ⋅ 5099947 MLS

Welcome to this wonderful raised ranch nestled at the end of a quiet, no-through-traffic neighborhood in one of Essex's most desirable locations. Surrounded by woodlands with nearby access to area trail networks & Sand Hill Park and Pools, this home offers the perfect blend of privacy, comfort, and convenience, just minutes from shopping, restaurants, schools, and everyday amenities. Step inside to a bright and inviting main living area featuring vaulted ceilings and hardwood flooring that create an open, airy feel. The spacious living room flows seamlessly into the nicely appointed kitchen, where direct access to the shaded back deck makes entertaining and summertime cookouts a breeze. Three comfortable bedrooms and a beautifully updated 3/4 bath with brand-new flooring complete the main level. The partially finished lower level provides excellent additional living space with a cozy family room centered around a wood-burning fireplace, the perfect spot to unwind on crisp Vermont evenings. A versatile bonus room offers flexibility for a home office, gym, or hobby space, while direct access to the walk-in garage adds everyday convenience. Outside, enjoy a level backyard framed by mature trees, creating a peaceful, private setting ideal for relaxing, gardening, or outdoor play. Significant mechanical and exterior improvements completed within the past decade - including a standing seam metal roof, siding, windows, and deck - provide lasting value and peace of mind. Whether you're looking for a quiet neighborhood, easy access to outdoor recreation, or a home that's close to everything Essex has to offer, this exceptional property checks all the boxes. Priced well below assessed value, don't miss your opportunity to make this wonderful home your own!

3 Cypress Ln, Essex

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