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$549,000

Situated on a spacious 0.781-acre lot just two blocks from Proctor Academy, this versatile in-town duplex offers strong rental income and incredible potential, including an easy conversion back to a single-family home. The sunlit first-floor owner’s unit spans 1,400 square feet of comfortable, one-floor living designed for effortless entertaining. Highlights include hardwood and laminate flooring, classic tin ceilings, a cozy propane fireplace in the living room, oil forced-hot-water heat, and a expansive 1-bedroom, 1-bath layout that opens to a covered deck perfect for grilling and relaxing. A private entrance leads to the 1,438-square-foot upper apartment, which features 2 bedrooms, a kitchen, living room, den, bonus room, original hardwood under carpets, and an efficient propane Monitor heating system paid for by the long-term tenant (currently rented month-to-month for $1,750/month). Public water, a private sewer, and a detached two-story barn offering garage parking and generous storage complete this exceptional property. Showings began at the open house Saturday, 8/12, from 11 am - 2 PM.

3 Beds ⋅ 2 Baths ⋅ 5108881 MLS

Situated on a spacious 0.781-acre lot just two blocks from Proctor Academy, this versatile in-town duplex offers strong rental income and incredible potential, including an easy conversion back to a single-family home. The sunlit first-floor owner’s unit spans 1,400 square feet of comfortable, one-floor living designed for effortless entertaining. Highlights include hardwood and laminate flooring, classic tin ceilings, a cozy propane fireplace in the living room, oil forced-hot-water heat, and a expansive 1-bedroom, 1-bath layout that opens to a covered deck perfect for grilling and relaxing. A private entrance leads to the 1,438-square-foot upper apartment, which features 2 bedrooms, a kitchen, living room, den, bonus room, original hardwood under carpets, and an efficient propane Monitor heating system paid for by the long-term tenant (currently rented month-to-month for $1,750/month). Public water, a private sewer, and a detached two-story barn offering garage parking and generous storage complete this exceptional property. Showings began at the open house Saturday, 8/12, from 11 am - 2 PM.

20 Lawrence St, Andover

$549,000

Situated on a spacious 0.781-acre lot just two blocks from Proctor Academy, this versatile in-town duplex offers strong rental income and incredible potential, including an easy conversion back to a single-family home. The sunlit first-floor owner’s unit spans 1,400 square feet of comfortable, one-floor living designed for effortless entertaining. Highlights include hardwood and laminate flooring, classic tin ceilings, a cozy propane fireplace in the living room, oil forced-hot-water heat, and a expansive 1-bedroom, 1-bath layout that opens to a covered deck perfect for grilling and relaxing. A private entrance leads to the 1,438-square-foot upper apartment, which features 2 bedrooms, a kitchen, living room, den, bonus room, original hardwood under carpets, and an efficient propane Monitor heating system paid for by the long-term tenant (currently rented month-to-month for $1,750/month). Public water, a private sewer, and a detached two-story barn offering garage parking and generous storage complete this exceptional property. Showings began at the open house Saturday, 8/12, from 11 am - 2 PM.

5108880 MLS

Situated on a spacious 0.781-acre lot just two blocks from Proctor Academy, this versatile in-town duplex offers strong rental income and incredible potential, including an easy conversion back to a single-family home. The sunlit first-floor owner’s unit spans 1,400 square feet of comfortable, one-floor living designed for effortless entertaining. Highlights include hardwood and laminate flooring, classic tin ceilings, a cozy propane fireplace in the living room, oil forced-hot-water heat, and a expansive 1-bedroom, 1-bath layout that opens to a covered deck perfect for grilling and relaxing. A private entrance leads to the 1,438-square-foot upper apartment, which features 2 bedrooms, a kitchen, living room, den, bonus room, original hardwood under carpets, and an efficient propane Monitor heating system paid for by the long-term tenant (currently rented month-to-month for $1,750/month). Public water, a private sewer, and a detached two-story barn offering garage parking and generous storage complete this exceptional property. Showings began at the open house Saturday, 8/12, from 11 am - 2 PM.

20 Lawrence St, Andover

$515,000

Fabulous duplex for sale in East Andover Village, across from Andover's Highland Lake and The Northern Rail Trail. Duplexes are hard to come by, and this adorable gambrel has allowed the owners to live in one unit and rent the other. Directly across from one of The Northern Rail Trail's favorite spots and a short walk to the sandy beach at Chafee Park, this home's location is prime. Each floor has two bedrooms, a large kitchen, a living room, laundry, and a full bathroom. Rental history and utilities are available upon request.

5107480 MLS

Fabulous duplex for sale in East Andover Village, across from Andover's Highland Lake and The Northern Rail Trail. Duplexes are hard to come by, and this adorable gambrel has allowed the owners to live in one unit and rent the other. Directly across from one of The Northern Rail Trail's favorite spots and a short walk to the sandy beach at Chafee Park, this home's location is prime. Each floor has two bedrooms, a large kitchen, a living room, laundry, and a full bathroom. Rental history and utilities are available upon request.

7 Applecrest Ln, Andover

$515,000

Fabulous duplex for sale in East Andover Village, across from Andover's Highland Lake and The Northern Rail Trail. Duplexes are hard to come by, and this adorable gambrel has allowed the owners to live in one unit and rent the other. Directly across from one of The Northern Rail Trail's favorite spots and a short walk to the sandy beach at Chafee Park, this home's location is prime. Each floor has two bedrooms, a large kitchen, a living room, laundry, and a full bathroom. Rental history and utilities are available upon request. Open house is Saturday, August 29th, from 10:00 to 12:00.

4 Beds ⋅ 2 Baths ⋅ 5106382 MLS

Fabulous duplex for sale in East Andover Village, across from Andover's Highland Lake and The Northern Rail Trail. Duplexes are hard to come by, and this adorable gambrel has allowed the owners to live in one unit and rent the other. Directly across from one of The Northern Rail Trail's favorite spots and a short walk to the sandy beach at Chafee Park, this home's location is prime. Each floor has two bedrooms, a large kitchen, a living room, laundry, and a full bathroom. Rental history and utilities are available upon request. Open house is Saturday, August 29th, from 10:00 to 12:00.

7 Applecrest Ln, Andover

$535,000

Adventure awaits on this 8-acre retreat with Sucker Brook babbling in the background, cast a line before breakfast! Inside, boasts a post-and-beam open concept kitchen with a 6-burner gas range, a double oven and stainless steel refrigerator and dishwasher. The dining room is a great gathering space with exposed beams, a wood burning fireplace hardwood floors and lots of natural light. The primary bedroom is right off the dining room with ample closet space, hardwood floors and a woodburning fireplace of its own! No stairs required for daily living as the bathrooms and laundry room are all on the first level. Two more bedrooms sit above a separate staircase off the dining area, plus two additional bedrooms over the 2 car garage which is ideal for guests or extended family. This property layout is beneficial for generational living. The backyard brings the nature to you! It is made for slow evenings, cookouts with friends, wildlife viewing, and the brook humming in the background while you simply enjoy where you are. Minutes from Ragged Mountain Resort skiing, Mount Kearsarge, SRK Greenway hiking, and Webster Lake just down the road. This is four-season living at its best, with strong potential as a rental in this popular outdoor destination. "Home" is where you feel comfortable and relaxed...this has all you are looking for to retire and enjoy the outdoors, or start your journey of homeownership and create beautiful memories in nature. So many options at this desirable location! Schedule your showing!

5 Beds ⋅ 2 Baths ⋅ 5104011 MLS

Adventure awaits on this 8-acre retreat with Sucker Brook babbling in the background, cast a line before breakfast! Inside, boasts a post-and-beam open concept kitchen with a 6-burner gas range, a double oven and stainless steel refrigerator and dishwasher. The dining room is a great gathering space with exposed beams, a wood burning fireplace hardwood floors and lots of natural light. The primary bedroom is right off the dining room with ample closet space, hardwood floors and a woodburning fireplace of its own! No stairs required for daily living as the bathrooms and laundry room are all on the first level. Two more bedrooms sit above a separate staircase off the dining area, plus two additional bedrooms over the 2 car garage which is ideal for guests or extended family. This property layout is beneficial for generational living. The backyard brings the nature to you! It is made for slow evenings, cookouts with friends, wildlife viewing, and the brook humming in the background while you simply enjoy where you are. Minutes from Ragged Mountain Resort skiing, Mount Kearsarge, SRK Greenway hiking, and Webster Lake just down the road. This is four-season living at its best, with strong potential as a rental in this popular outdoor destination. "Home" is where you feel comfortable and relaxed...this has all you are looking for to retire and enjoy the outdoors, or start your journey of homeownership and create beautiful memories in nature. So many options at this desirable location! Schedule your showing!

18 Last St, Andover

$509,000

Major Price Reduction! Don’t miss this opportunity to make this property your own. With its newly improved price, now is the perfect time to schedule a showing and see all it has to offer! Custom-built 3-bedroom, 2-bath Ranch Style home has been lovingly maintained by its original owners since 1989. Set back on two acres, the property combines comfortable one-level living with an exceptional outdoor oasis featuring a spacious rear deck with above-ground pool, hot tub, gardens, wooded surroundings, and direct access to the rail trail for all your outdoor adventures! Inside, open concept living and dining spaces connected by unique arched openings that offer warmth, character and charm. French doors extend your living space onto the rear deck, creating an easy flow between the living space and the private backyard retreat. The kitchen is conveniently located beside the attached two-car garage for easy everyday access, and the garage includes a wood stove that makes it a comfortable space for projects and hobbies throughout the year. The floor plan is perfect for entertaining yet keeps all three bedrooms together in a quieter wing of the home. The master bedroom includes an en suite full bath, with a second full bathroom to serve the additional bedrooms and guests. A full walkout basement, currently used as a home gym, provides abundant storage along with excellent potential for future finished living space, workshop, recreation area, or whatever best suits your needs. Outside is where this property truly distinguishes itself with an expansive deck, above-ground pool, hot tub, gazebo, mature landscaping and perennial gardens surround this private backyard designed for both relaxation and entertaining. Direct backyard access to the rail trail adds a rare four-season recreational advantage without ever needing to load up the car! Plus, Highland Lake is just down the road and situated nearby is Mt Kearsarge and Ragged Mt.

3 Beds ⋅ 2 Baths ⋅ 5101911 MLS

Major Price Reduction! Don’t miss this opportunity to make this property your own. With its newly improved price, now is the perfect time to schedule a showing and see all it has to offer! Custom-built 3-bedroom, 2-bath Ranch Style home has been lovingly maintained by its original owners since 1989. Set back on two acres, the property combines comfortable one-level living with an exceptional outdoor oasis featuring a spacious rear deck with above-ground pool, hot tub, gardens, wooded surroundings, and direct access to the rail trail for all your outdoor adventures! Inside, open concept living and dining spaces connected by unique arched openings that offer warmth, character and charm. French doors extend your living space onto the rear deck, creating an easy flow between the living space and the private backyard retreat. The kitchen is conveniently located beside the attached two-car garage for easy everyday access, and the garage includes a wood stove that makes it a comfortable space for projects and hobbies throughout the year. The floor plan is perfect for entertaining yet keeps all three bedrooms together in a quieter wing of the home. The master bedroom includes an en suite full bath, with a second full bathroom to serve the additional bedrooms and guests. A full walkout basement, currently used as a home gym, provides abundant storage along with excellent potential for future finished living space, workshop, recreation area, or whatever best suits your needs. Outside is where this property truly distinguishes itself with an expansive deck, above-ground pool, hot tub, gazebo, mature landscaping and perennial gardens surround this private backyard designed for both relaxation and entertaining. Direct backyard access to the rail trail adds a rare four-season recreational advantage without ever needing to load up the car! Plus, Highland Lake is just down the road and situated nearby is Mt Kearsarge and Ragged Mt.

4 Franklin Hwy, Andover

$589,000

Silence is the first thing you notice. Set on 10+/- peaceful acres in Andover, this comfortable and well-maintained three-bedroom, two-bath home offers the kind of Vermont setting that is getting harder to find. No traffic noise, no bustle, just woods, privacy and room to breathe. Inside, the home is warm and inviting, with an easy layout equally suited to full-time living or weekends in the mountains. The eat-in kitchen opens to its own private deck, while a second expansive deck offers plenty of room for outdoor dining, relaxing and enjoying the surrounding landscape. A large three-bay garage provides excellent space for vehicles, outdoor gear, snowmobiles, bikes or a workshop. Adventure is close at hand, with the Okemo State Forest and more than 13,000 acres of conserved land nearby. Okemo Mountain Resort, the charming village of Weston and the quiet community of Andover are all within easy reach. Offered fully furnished and ready to enjoy, this is a true Vermont retreat without the work of starting from scratch. Arrive, settle in and let the quiet take over.

3 Beds ⋅ 2 Baths ⋅ 5099361 MLS

Silence is the first thing you notice. Set on 10+/- peaceful acres in Andover, this comfortable and well-maintained three-bedroom, two-bath home offers the kind of Vermont setting that is getting harder to find. No traffic noise, no bustle, just woods, privacy and room to breathe. Inside, the home is warm and inviting, with an easy layout equally suited to full-time living or weekends in the mountains. The eat-in kitchen opens to its own private deck, while a second expansive deck offers plenty of room for outdoor dining, relaxing and enjoying the surrounding landscape. A large three-bay garage provides excellent space for vehicles, outdoor gear, snowmobiles, bikes or a workshop. Adventure is close at hand, with the Okemo State Forest and more than 13,000 acres of conserved land nearby. Okemo Mountain Resort, the charming village of Weston and the quiet community of Andover are all within easy reach. Offered fully furnished and ready to enjoy, this is a true Vermont retreat without the work of starting from scratch. Arrive, settle in and let the quiet take over.

314 Dorman Rd, Andover

$525,000

A rare opportunity to own two well-maintained homes on one beautiful country property! The main residence offers 3 bedrooms and 3 baths with a warm, inviting interior featuring hardwood floors, abundant built-ins, and thoughtfully designed living spaces that blend character with everyday comfort. Step outside to the back deck overlooking beautifully landscaped gardens and a spacious lawn, an ideal setting for entertaining, relaxing, or simply enjoying the peaceful surroundings. The separate 1-bedroom, 1-bath cottage provides outstanding flexibility as a guest house, private retreat, home office, or income-producing rental. Whether you're seeking supplemental rental revenue or accommodations for extended family and friends, this charming cottage offers endless possibilities. A two-car garage, mature landscaping, and meticulous maintenance complete this exceptional property. Conveniently located just a short drive from Okemo Ski Resort, Magic Mountain Ski Area, the renowned Weston Playhouse, and the shops and restaurants of Chester, you'll enjoy easy access to year-round recreation, cultural attractions, and quintessential Vermont charm. This unique property is ideal as a primary residence, vacation home, or investment opportunity with built-in rental income potential. Visit the Okemo real estate community today. Taxes are based on town assessment.

4 Beds ⋅ 4 Baths ⋅ 5097485 MLS

A rare opportunity to own two well-maintained homes on one beautiful country property! The main residence offers 3 bedrooms and 3 baths with a warm, inviting interior featuring hardwood floors, abundant built-ins, and thoughtfully designed living spaces that blend character with everyday comfort. Step outside to the back deck overlooking beautifully landscaped gardens and a spacious lawn, an ideal setting for entertaining, relaxing, or simply enjoying the peaceful surroundings. The separate 1-bedroom, 1-bath cottage provides outstanding flexibility as a guest house, private retreat, home office, or income-producing rental. Whether you're seeking supplemental rental revenue or accommodations for extended family and friends, this charming cottage offers endless possibilities. A two-car garage, mature landscaping, and meticulous maintenance complete this exceptional property. Conveniently located just a short drive from Okemo Ski Resort, Magic Mountain Ski Area, the renowned Weston Playhouse, and the shops and restaurants of Chester, you'll enjoy easy access to year-round recreation, cultural attractions, and quintessential Vermont charm. This unique property is ideal as a primary residence, vacation home, or investment opportunity with built-in rental income potential. Visit the Okemo real estate community today. Taxes are based on town assessment.

758 Weston Andover Rd, Andover

$569,000

Built in 2018 on nearly 3 acres with over 500 ft of Blackwater River frontage, and easy access to the northern Rail Trail. The home features 3 bedrooms and 2 full baths, inviting open concept Living/dining/kitchen with a cozy woodstove. Three season screen porch allows for relaxation while watching and listening to the river. Primary ensuite features a tiled shower and soaking tub, & a walk in closet. A fun loft area upstairs makes for a great hang out space for movie niight and kids playroom. This sale is subject to the seller finding suitable housing.

3 Beds ⋅ 2 Baths ⋅ 5095329 MLS

Built in 2018 on nearly 3 acres with over 500 ft of Blackwater River frontage, and easy access to the northern Rail Trail. The home features 3 bedrooms and 2 full baths, inviting open concept Living/dining/kitchen with a cozy woodstove. Three season screen porch allows for relaxation while watching and listening to the river. Primary ensuite features a tiled shower and soaking tub, & a walk in closet. A fun loft area upstairs makes for a great hang out space for movie niight and kids playroom. This sale is subject to the seller finding suitable housing.

15 Gale Rd, Andover

$595,000

Discover 220± acres of pristine woodland offering the ultimate blend of privacy, recreation, and opportunity. With a mix of gently level terrain and elevated ridgelines that may offer sweeping mountain views, this remarkable parcel provides endless possibilities — from a private estate setting to potential subdivision. The VAST snowmobile trail runs directly through a portion of the property, offering immediate access to Vermont’s extensive trail system for year-round adventure right from your doorstep. Whether you envision an off-grid cabin tucked deep in the woods or a custom-built retreat with unmatched seclusion, this land delivers the space and serenity to bring your vision to life. Ideally located just minutes from the charming villages of Weston and Ludlow for dining and shopping, and a short drive to premier ski destinations including Okemo Mountain Resort, Magic Mountain Ski Area, Bromley Mountain, and Stratton Mountain Resort — this is a rare opportunity to own substantial acreage in one of Southern Vermont’s most sought-after recreational areas. Privacy. Potential. Adventure. All in one extraordinary property. Taxes are based on the current town assessment.

5077135 MLS

Discover 220± acres of pristine woodland offering the ultimate blend of privacy, recreation, and opportunity. With a mix of gently level terrain and elevated ridgelines that may offer sweeping mountain views, this remarkable parcel provides endless possibilities — from a private estate setting to potential subdivision. The VAST snowmobile trail runs directly through a portion of the property, offering immediate access to Vermont’s extensive trail system for year-round adventure right from your doorstep. Whether you envision an off-grid cabin tucked deep in the woods or a custom-built retreat with unmatched seclusion, this land delivers the space and serenity to bring your vision to life. Ideally located just minutes from the charming villages of Weston and Ludlow for dining and shopping, and a short drive to premier ski destinations including Okemo Mountain Resort, Magic Mountain Ski Area, Bromley Mountain, and Stratton Mountain Resort — this is a rare opportunity to own substantial acreage in one of Southern Vermont’s most sought-after recreational areas. Privacy. Potential. Adventure. All in one extraordinary property. Taxes are based on the current town assessment.

Markham Mountain Rd, Andover