283 properties for sale in Cumberland Head

Welcome to the long-anticipated final phase of Haydenberry Estates-featuring the most coveted outer loop lots in the community. These rare townhomes offer maximum privacy with private backyards that back directly to the treeline-a truly unique feature in townhome living! This Laurel Plan boasts 3 spacious bedrooms upstairs and a bright, open-concept main level designed for modern lifestyles. You'll love the high-end finishes, including hardwood and tile floors, granite countertops, stainless steel appliances, and a cozy gas fireplace. Plus, each home includes a basement with egress windows, perfect for future expansion. Set on over 15 acres of shared common land, this thoughtfully planned neighborhood offers a quiet, natural setting with easy access to shopping, dining, schools, gyms, and Milton's amazing parks-all just minutes from I-89 and a short drive to both Georgia and Colchester. And here's a key advantage: These PUD townhomes are on footprint lots and qualify for single-family

Welcome to 12 Evergreen Drive, a beautifully maintained 2-bedroom, 1-bath first-floor condo offering 1,219 sq. ft. of finished living space in the heart of Milton. The main level features a bright, open-concept living and dining area alongside an efficiently designed kitchen. Step outside onto your private deck to enjoy peaceful views of the large, shared backyard. An ideal spot for your morning coffee or summer BBQs. The lower level boasts a versatile finished space that is perfect for a home office, gym, or media room. You will also enjoy the ultimate convenience of an in-unit laundry room, alongside a secure, locked basement storage area that is entirely your own. Combining small-town charm with modern accessibility, this move-in-ready home is located in a quiet neighborhood just minutes from local shops and schools. With a pet-friendly association and excellent investment potential as a rental-capable unit, this condo is a fantastic opportunity whether you are a first-time homebuye

Build your dream home in Dogwood Circle, a charming new neighborhood by Sterling Homes in the heart of Milton, Vermont. This thoughtfully planned community features 32 new residences, a mix of single-family and duplex homes with modern layouts and quality finishes. Ideally located just off Route 7,Dogwood Circle offers quick access to shopping, dining, schools, and parks. Residents can walk to the Milton Library or Bombardier Park, and enjoy an easy commute to both Burlington and St. Albans-just 20 minutes away. The featured Gray Plan is a 3-bedroom, 2.5-bath townhouse with nearly 1,600 sq ft of living space. Inside, enjoy an open-concept layout with 9' ceilings, large windows, and natural light throughout. The kitchen includes quartz countertops, stainless appliances, gas range, and a center island. The main level also features a spacious living area, half bath, and a mudroom off the attached two-car garage. Upstairs, find three bedrooms including a primary suite with private bath. Th

QUICK CLOSE: FRAMED AND READY FOR SUMMER MOVE-IN! Your Chance to Own in the Final Phase of Haydenberry Estates! Welcome to the long-anticipated final phase of Haydenberry Estates-featuring the most coveted outer circle lots in the community. These rare townhomes offer maximum privacy with private, tree-lined backyards-a true rarity in townhome living! The Haven Plan is thoughtfully designed for easy, one-level living, with a spacious first-floor primary suite that provides comfort and convenience. Upstairs, you'll find two large additional bedrooms, each with its own full bath-perfect for guests, family, or flexible living space. Situated on over 15 acres of shared common land, this beautifully planned neighborhood offers a tranquil setting with unmatched access to Milton's parks, shopping, dining, schools, and fitness centers-all just minutes from I-89, and a quick drive to Georgia and Colchester. Inside, enjoy premium finishes such as hardwood and tile flooring, granite countertops,

Welcome home to this meticulously maintained two-bedroom, one-and-a-half-bathroom townhouse-style condo, perfectly situated in a private association of just six units. Step inside to find warm wood floors flowing through an inviting main level that seamlessly connects your living space to a convenient half bath and direct access to the attached garage. Upstairs, both bedrooms reside on the second floor, anchored by a massive primary bedroom and a beautifully appointed full bathroom, alongside dedicated second-floor laundry that eliminates the hassle of hauling baskets up and down stairs. A full basement provides an exceptional amount of clean, functional storage space for all your gear and seasonal items, while outside, you'll enjoy a surprisingly large side yard that offers rare green space you seldom find in condo living. Combining low-maintenance comfort with an unbeatable location, you are just minutes from the interstate and all the shopping and amenities along Milton's main strip

Welcome to this beautifully maintained Sheppard-built Colonial in Milton's highly desirable Highview Estates neighborhood. Set on a spacious lot backing to peaceful natural surroundings, this move-in ready home offers the perfect balance of comfort and outdoor enjoyment. A welcoming covered front porch creates a warm first impression and invites you inside to a bright, thoughtfully designed floor plan. The main level features a spacious living room filled with natural light, creating an ideal gathering space for family and friends. The adjoining kitchen offers abundant cabinetry, granite countertops, stainless steel appliances, and generous workspace, while the dining area overlooks the backyard and provides easy access to the rear deck for seamless indoor-outdoor living. Levolor blinds throughout add style and convenience while complementing the home's clean, well-maintained interior. Upstairs, you'll find three generously sized bedrooms, including a spacious primary suite with a priv

Your Chance to Own in the Final Phase of Haydenberry Estates! Welcome to the long-anticipated final phase of Haydenberry Estates-featuring the most coveted outer circle lots in the community. These rare townhomes offer maximum privacy with private, tree-lined backyards-a true rarity in townhome living! The Haven Plan is thoughtfully designed for easy, one-level living, with a spacious first-floor primary suite that provides comfort and convenience. Upstairs, you'll find two large additional bedrooms, each with its own full bath-perfect for guests, family, or flexible living space. Situated on over 15 acres of shared common land, this beautifully planned neighborhood offers a tranquil setting with unmatched access to Milton's parks, shopping, dining, schools, and fitness centers-all just minutes from I-89, and a quick drive to Georgia and Colchester. Inside, enjoy premium finishes such as hardwood and tile flooring, granite countertops, stainless steel appliances, and a gas fireplace. E

Build your dream home in Dogwood Circle, a charming new neighborhood by Sterling Homes in the heart of Milton, Vermont. This thoughtfully planned community features 32 new residences, a mix of single-family and duplex homes with modern layouts and quality finishes. Ideally located just off Route 7, Dogwood Circle offers quick access to shopping, dining, schools, and parks. Residents can walk to the Milton Library or Bombardier Park, and enjoy an easy commute to both Burlington and St. Albans-just 20 minutes away. The featured Kousa Plan is a 2-bedroom, 2-bath one level townhouse with nearly 1,400 sq ft of living space. Inside, enjoy an open-concept layout with 9' ceilings, large windows, and natural light throughout. The kitchen includes quartz countertops, stainless appliances, gas range, and a center island. This single level home also features a spacious living area and a mudroom off the attached two-car garage. The full basement with egress offers future finishing potential, includ

QUICK CLOSE: READY FOR A JULY MOVE-IN! This Laurel Plan includes central AC and open railings on the stairway adding comfort, style, and value to one of the final-phase homes at Haydenberry Estates. Located on one of the community's coveted outer loop lots, this rare townhome offers maximum privacy with a private backyard that backs directly to the treeline, a truly unique feature in townhome living. The Laurel Plan offers 3 spacious bedrooms upstairs and a bright, open-concept main level designed for modern living. High-end finishes include hardwood and tile floors, granite countertops, stainless steel appliances, a cozy gas fireplace, central AC, and open stair railings that give the main level an elevated, airy feel. Each home also includes a basement with egress windows, offering excellent potential for future expansion. Set on over 15 acres of shared common land, this thoughtfully planned neighborhood offers a quiet, natural setting with easy access to shopping, dining, schools, g

Welcome to Parkside, a neighborhood with a real vibe. This summer, O'Brien Brothers introduces a new collection of thoughtfully designed homes beside Bombardier Park. Mornings unfold into pickup games. Evenings drift toward the playground. Weekends feel less scheduled, more lived. Homes here don't chase attention; they're composed with it. Floor plans that move with ease, shaped by natural light and proportion. Energy-efficient construction that keeps things comfortable without excess. The Wentworth model is a duplex-style townhome with a modern layout that adapts as life does. A future community pool will offer a place to reset when the day lingers. And Bombardier Park becomes an extension of home, fields, courts, trails, playgrounds, a skating rink, and local events. Not an amenity package. A setting. The location is quietly efficient. About seven minutes to Interstate 89. Roughly 20 minutes to Burlington and the UVM Medical Center. Close to what matters, without giving up space or p

Welcome to 403 Hibbard Road, a charming Vermont Colonial that harmoniously blends peaceful countryside living with thoughtful modern updates. Nestled along a serene country road, this home offers breathtaking views of scenic meadows and majestic mountains. The beautifully landscaped exterior, featuring established perennial gardens and mature trees, creates an inviting curb appeal that captivates visitors throughout the seasons. Step inside through the farmhouse-style front door to discover a beautifully updated interior. Brand-new red oak floors in a rich Auburn finish, updated woodwork, contemporary light fixtures, and a completely redesigned powder room create a warm and inviting atmosphere. The kitchen seamlessly combines timeless charm with modern touches, including freshly painted cabinetry, granite countertops, a porcelain farmhouse sink, updated brass fixtures, and a stunning Italian-made Ilve induction range. Upstairs, three spacious bedrooms await, each adorned with brand-new

This stately turn of the 20th century Victorian is located on a lovely acre plus lot on quiet and safe street in the village. Stately and solid with interior appointments well preserved. There have been modern updates for some of the important features like windows, mechanicals, vinyl siding, some of the wiring, bathroom on main floor, kitchen, but the character has been preserved. There is a very large family room, breakfast nook, den, living room and sitting room, formal dining room, along with formal foyer on the first floor. The 2nd floor has 3 bedrooms and a full bath, walk in closet in master, and stairway to the large full attic for storage or adding more rooms. The home is extremely well built and the roof is architectural shingles, there is a wonderful original wrap around covered porch for siting out on the long summer evenings, another deck in back, a beautiful gazebo, a large chicken house, and a very large sturdily built carriage house still in all its original design with

Build your dream home in Dogwood Circle, a new neighborhood by Sterling Homes in the heart of Milton, Vermont. This thoughtfully planned community features 32 new residences, including a mix of single-family and duplex homes with modern layouts and quality finishes. Ideally located just off Route 7, Dogwood Circle offers quick access to shopping, dining, schools, parks, the Milton Library and Bombardier Park, with an easy commute to Burlington and St. Albans. The featured Pagoda Plan offers 3 bedrooms, 2.5 baths and over 2,000 sq. ft. of living space. The open-concept main level features 9' ceilings, large windows and abundant natural light. The kitchen includes quartz countertops, stainless appliances, a gas range and center island. A spacious first-floor primary suite, half bath, laundry room and mudroom off the attached two-car garage add convenience and flexibility. Upstairs, you'll find two additional bedrooms and a full bath. The full basement with egress offers future finishing

HILLSIDE MEADOWS - MODEL HOME Discover Hillside Meadows, a thoughtfully planned new neighborhood featuring just 14 custom single-family homes by Sheppard Custom Homes, a builder recognized for quality craftsmanship, thoughtful design, and attention to detail. This model home showcases the style, comfort, and finish level available within the community, with a smart, efficient layout designed for modern living. Well-appointed interior spaces, quality finishes, central air conditioning, and beautifully finished tile showers create a polished yet comfortable feel throughout. Set on spacious half-acre-plus lots, Hillside Meadows offers room to enjoy the outdoors while maintaining the convenience of a cohesive neighborhood setting. Each home is built with everyday livability in mind, supported by desirable features including Vermont Gas, town water, on-site septic, and a town-maintained road. The location is a standout, offering quick access to the hospital, university, shopping, dining, an

Welcome to Dogwood Circle, a charming new neighborhood by Sterling Homes in the heart of Milton, Vermont. This thoughtfully planned community features 32 new residences, a mix of single-family and duplex homes with modern layouts and quality finishes. Ideally located just off Route 7, Dogwood Circle offers quick access to shopping, dining, schools, and parks. Residents can walk to the Milton Library or Bombardier Park, and enjoy an easy commute to both Burlington and St. Albans-just 20 minutes away. This custom designed Welchii Plan is a 2-bedroom, 2-bath with over 1,500 sq ft of living space. Inside, enjoy an open-concept layout with 9' ceilings, large windows, and natural light throughout. The kitchen includes quartz countertops, stainless appliances, gas range, and a center island. The main level features a spacious living area, 1st floor laundry, half bath, and a mudroom off the attached two-car garage. The full basement with egress windows is could be finished for additional livin

Charming and well-maintained Cape-style home offering 4 bedrooms and 3 bathrooms on approximately 1.18 acres in a highly desirable location. This inviting property combines classic character with thoughtful updates and is ready for its next owners to move right in. Beautiful hardwood floors add warmth and character throughout, while a cozy gas fireplace creates the perfect gathering space. Enjoy the newly built deck, ideal for relaxing or entertaining while overlooking the spacious yard. The property features established blueberry bushes and a Jersey Mac apple tree, adding to the home's picturesque country appeal. Recent improvements include a partially finished basement with additional living space and a newly added half bathroom, providing extra flexibility for guests, recreation, or a home office. A wonderful opportunity to own a charming home with room to grow in a peaceful and convenient setting

Build your dream home in Dogwood Circle, a charming new neighborhood by Sterling Homes in the heart of Milton, Vermont. This thoughtfully planned community features 32 new residences, a mix of single-family and duplex homes with modern layouts and quality finishes. Ideally located just off Route 7,Dogwood Circle offers quick access to shopping, dining, schools, and parks. Residents can walk to the Milton Library or Bombardier Park, and enjoy an easy commute to both Burlington and St. Albans-just 20 minutes away. The featured Gray Plan is a 3-bedroom, 2.5-bath townhouse with nearly 1,600 sq ft of living space. Inside, enjoy an open-concept layout with 9' ceilings, large windows, and natural light throughout. The kitchen includes quartz countertops, stainless appliances, gas range, and a center island. The main level also features a spacious living area, half bath, and a mudroom off the attached two-car garage. Upstairs, find three bedrooms including a primary suite with private bath. Th

HILLSIDE MEADOWS - QUALITY, PRIVACY and LOCATION Welcome to Hillside Meadows, an exclusive enclave of just 14 custom single-family homes, thoughtfully crafted by Sheppard Custom Homes, a builder known for exceptional quality and attention to detail. Set on private half-acre-plus lots, this intimate neighborhood offers the perfect balance of space, privacy, and everyday convenience. Each home is custom built, showcasing timeless design, efficient layouts, and high-quality finishes throughout. Well-appointed kitchens and thoughtfully designed living spaces create an effortless flow for both everyday living and entertaining, while features such as central air conditioning and beautifully finished tile showers enhance comfort and elevate the overall living experience. Enjoy the ease of Vermont Gas, town water, on-site septic, and a town-maintained road, all within a small, cohesive community designed for comfortable modern living. The location is truly standout-minutes to the hospital and

Enjoy the ease of one-level living in this charming three-bedroom, one-bath ranch nestled on a beautiful two-acre parcel in desirable Milton, Vermont. Thoughtfully designed for comfort and accessibility, the home features custom kitchen cabinetry, a large open living room, and a step-in shower, making it an excellent option for a variety of lifestyles. Step outside and discover a truly special setting. The expansive yard is adorned with colorful flower gardens, mature landscaping, and a private pond that creates a peaceful backdrop for relaxing, entertaining, or simply enjoying Vermont's natural beauty. With ample space for gardening, recreation, or future projects, this property offers the perfect balance of privacy and open space. Adding to its appeal, the property boasts an extensive road frontage and may offer subdivision potential (buyer to verify with the Town of Milton), making it an attractive opportunity for homeowners, investors, or those looking toward future possibilities.

Welcome to 12 Evergreen Drive, a beautifully maintained 2-bedroom, 1-bath first-floor condo offering 1,219 sq. ft. of finished living space in the heart of Milton. The main level features a bright, open-concept living and dining area alongside an efficiently designed kitchen. Step outside onto your private deck to enjoy peaceful views of the large, shared backyard. An ideal spot for your morning coffee or summer BBQs. The lower level boasts a versatile finished space that is perfect for a home office, gym, or media room. You will also enjoy the ultimate convenience of an in-unit laundry room, alongside a secure, locked basement storage area that is entirely your own. Combining small-town charm with modern accessibility, this move-in-ready home is located in a quiet neighborhood just minutes from local shops and schools. With a pet-friendly association and excellent investment potential as a rental-capable unit, this condo is a fantastic opportunity whether you are a first-time homebuye

Tucked away on nearly 11 private acres at the end of a quiet country road, this Vermont retreat offers the perfect blend of privacy, comfort, and outdoor living. Surrounded by nature with wooded trails and open space to explore, this well maintained one owner home features 3 bedrooms, 4 bathrooms, an insulated attached 2 bay garage with overhead storage, covered carport, and plenty of room for recreational vehicles, equipment, or all your big toys. Inside, you'll find warm natural woodwork, custom built details, vaulted wood ceilings, and oversized picture windows that flood the home with natural light. The great room is the heart of the home, featuring soaring ceilings and a cozy wood stove that creates a welcoming space year round. The open layout flows seamlessly into the kitchen and dining areas where white cabinetry, stainless steel appliances, and a beautiful butcher block island make entertaining easy. Just off the main living space, the screened porch offers the perfect place t

Welcome home to this meticulously maintained two-bedroom, one-and-a-half-bathroom townhouse-style condo, perfectly situated in a private association of just six units. Step inside to find warm wood floors flowing through an inviting main level that seamlessly connects your living space to a convenient half bath and direct access to the attached garage. Upstairs, both bedrooms reside on the second floor, anchored by a massive primary bedroom and a beautifully appointed full bathroom, alongside dedicated second-floor laundry that eliminates the hassle of hauling baskets up and down stairs. A full basement provides an exceptional amount of clean, functional storage space for all your gear and seasonal items, while outside, you'll enjoy a surprisingly large side yard that offers rare green space you seldom find in condo living. Combining low-maintenance comfort with an unbeatable location, you are just minutes from the interstate and all the shopping and amenities along Milton's main strip

This unique 3 bedroom 2 bath ranch style home with attached 2 car garage is not one to be missed. The high-quality upgrades and improvements throughout this home make it a rare find and a termendous value in this price point. The kitchen is to die for and was thoughtfully designed by Kitchen World. Kitchen features include abundant cabinets, countertops, sink, lighting and tile flooring. The large center island with matte-finished granite countertops is truly the wow focal point and the heart of this home. The open floorplan flows nicely with the kitchen adjoining the large family room off the back of the house. Family/sunroom has hard wood floors, tons of windows, a ceiling fan and mini-split heat/AC unit. Hardwood in the living room, hall, and family room were refinished in 2024. Bamboo flooring in the bedrooms. The large primary bedroom has an ensuite 3/4 bath with a claw foot tub and walk-through closet. The basement offers an additional 624 sqft of living space, with multiple room

Rarely available and beautifully maintained, this 2019 built duplex style condo offers the privacy and feel of a single family home with only one adjoining unit. Nestled on a large, level lot with an attractively landscaped entrance, this exceptional property features a fully fenced backyard and a covered rear patio perfect for relaxing, entertaining, or enjoying the outdoors in every season. Designed for effortless single level living, the home offers 1,233 finished square feet with 2 spacious bedrooms plus a versatile bonus room ideal for a home office, den, or guest space. The primary suite serves as a private retreat with a beautifully tiled walk in shower with glass doors and a convenient linen closet. The thoughtfully designed kitchen is equipped with stainless steel appliances, a gas cooktop, and ample workspace for everyday cooking and entertaining. A second full bathroom is conveniently located between the guest bedroom and bonus room, providing excellent functionality for fam

Amazing opportunity to own a year round waterfront home on beautiful Lake Arrowhead! Whether you're searching for a fulltime residence or the perfect lakeside retreat, this property offers the ideal blend of comfort, recreation, and convenience. Enjoy peaceful waters perfect for kayaking, canoeing, paddleboarding, and fishing right from your backyard. Nature lovers will appreciate frequent sightings of bald eagles, osprey, blue herons, turtles, and baby ducks, creating a truly serene waterfront setting. In the winter, embrace the beauty of the season with skating and nearby skiing, all from your own quintessential lakeside escape. Welcoming covered front porch leads into a slate tile entry, creating the perfect mudroom for all seasons. Vinyl flooring flows throughout the home, leading into a warm and inviting living room that opens to the dining area. A conveniently located 3/4 bath is just down the hall. Wake each morning to breathtaking lake views and spectacular sunrises from the pr