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An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55+ Adult Community located in the charming town of Middlebury. This under construction neighborhood will be comprised of 32 attached townhomes across 11 buildings offering a two-story design and unique details crafted just for adults over 55. Experience effortless living in beautifully appointed attached townhomes offering 1,950 SF of living space, 3 bedrooms, 2.5 baths, featuring a first floor primary bedroom suite, grand vaulted open living and dining spaces, beautifully designed kitchen and baths, a full basement, 2 car attached garage, backyard patio, natural gas, and option to finish the second level bonus room. While situated in a quaint historic community, Aberdeen Estates offers the best of both worlds, being within minutes of fine restaurants, parks and rec, health facilities, shopping, and easy access to Interstate-84. Phase 1 occupancy starting Summer 2025. Model unit coming soon! A Planned Unit Development (PUD) - Built by Lovley Development, Inc. / Developed by Newport Realty Group. Agent related.

3 Beds ⋅ 3 Baths ⋅ 24086541 MLS ⋅ Aberdeen Estates At Benson Woods BLDG.

An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55+ Adult Community located in the charming town of Middlebury. This under construction neighborhood will be comprised of 32 attached townhomes across 11 buildings offering a two-story design and unique details crafted just for adults over 55. Experience effortless living in beautifully appointed attached townhomes offering 1,950 SF of living space, 3 bedrooms, 2.5 baths, featuring a first floor primary bedroom suite, grand vaulted open living and dining spaces, beautifully designed kitchen and baths, a full basement, 2 car attached garage, backyard patio, natural gas, and option to finish the second level bonus room. While situated in a quaint historic community, Aberdeen Estates offers the best of both worlds, being within minutes of fine restaurants, parks and rec, health facilities, shopping, and easy access to Interstate-84. Phase 1 occupancy starting Summer 2025. Model unit coming soon! A Planned Unit Development (PUD) - Built by Lovley Development, Inc. / Developed by Newport Realty Group. Agent related.

North Benson Rd Unit 53, Middlebury

$509,900

Last remaining unit! An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55+ Adult Community located in the charming town of Middlebury. This under construction neighborhood will be comprised of 32 attached townhomes across 11 buildings offering a two-story design and unique details crafted just for adults over 55. Experience effortless living in beautifully appointed attached townhomes offering 1,950 SF of living space, 3 bedrooms, 2.5 baths, featuring a first floor primary bedroom suite, grand vaulted open living and dining spaces, beautifully designed kitchen and baths, a full basement, 2 car attached garage, backyard patio, natural gas, and option to finish the second level bonus room. While situated in a quaint historic community, Aberdeen Estates offers the best of both worlds, being within minutes of fine restaurants, parks and rec, health facilities, shopping, and easy access to Interstate-84. Model unit coming July 2025. A Planned Unit Development (PUD). Developed by Newport Realty Group. Agent related.

3 Beds ⋅ 3 Baths ⋅ 24099635 MLS ⋅ Aberdeen Estates At Benson Woods BLDG.

Last remaining unit! An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55+ Adult Community located in the charming town of Middlebury. This under construction neighborhood will be comprised of 32 attached townhomes across 11 buildings offering a two-story design and unique details crafted just for adults over 55. Experience effortless living in beautifully appointed attached townhomes offering 1,950 SF of living space, 3 bedrooms, 2.5 baths, featuring a first floor primary bedroom suite, grand vaulted open living and dining spaces, beautifully designed kitchen and baths, a full basement, 2 car attached garage, backyard patio, natural gas, and option to finish the second level bonus room. While situated in a quaint historic community, Aberdeen Estates offers the best of both worlds, being within minutes of fine restaurants, parks and rec, health facilities, shopping, and easy access to Interstate-84. Model unit coming July 2025. A Planned Unit Development (PUD). Developed by Newport Realty Group. Agent related.

North Benson Rd Unit 47, Middlebury

$479,900

Welcome to this inviting Middlebury home, beautifully situated on 1.6 private acres directly along the Greenway and across from picturesque Fenn's Pond. Offering a wonderful combination of privacy, natural beauty, and convenient living, this property is ideal for those who enjoy walking, outdoor activities, and entertaining. A long private driveway leads to the home, providing plenty of parking for family and guests. The fenced backyard features a dedicated play area, creating a wonderful outdoor space for children, pets, or simply enjoying the peaceful surroundings. Inside, the home is filled with natural light, and well-proportioned living spaces. The upper level features a spacious primary bedroom with a private full bath, along with two additional generously sized bedrooms, all with hardwood flooring. A second full bath includes both a tub and separate shower stall. The formal dining room is perfect for hosting and features hardwood flooring and a fireplace, while the oversized Great Room makes an impressive everyday gathering space with its cathedral ceiling and abundance of windows overlooking the private, natural setting. The home's open and light-filled perfect for entertaining. The eat-in kitchen features warm wood cabinetry, granite countertops, tile backsplash, and stainless-steel appliances. Lower level provides additional space, laundry room, garage, and unfinished space for storage. Recent updates include Newer Roof, Septic, Windows, and hot water heater.

3 Beds ⋅ 2 Baths ⋅ 24211870 MLS

Welcome to this inviting Middlebury home, beautifully situated on 1.6 private acres directly along the Greenway and across from picturesque Fenn's Pond. Offering a wonderful combination of privacy, natural beauty, and convenient living, this property is ideal for those who enjoy walking, outdoor activities, and entertaining. A long private driveway leads to the home, providing plenty of parking for family and guests. The fenced backyard features a dedicated play area, creating a wonderful outdoor space for children, pets, or simply enjoying the peaceful surroundings. Inside, the home is filled with natural light, and well-proportioned living spaces. The upper level features a spacious primary bedroom with a private full bath, along with two additional generously sized bedrooms, all with hardwood flooring. A second full bath includes both a tub and separate shower stall. The formal dining room is perfect for hosting and features hardwood flooring and a fireplace, while the oversized Great Room makes an impressive everyday gathering space with its cathedral ceiling and abundance of windows overlooking the private, natural setting. The home's open and light-filled perfect for entertaining. The eat-in kitchen features warm wood cabinetry, granite countertops, tile backsplash, and stainless-steel appliances. Lower level provides additional space, laundry room, garage, and unfinished space for storage. Recent updates include Newer Roof, Septic, Windows, and hot water heater.

961 Middlebury Rd, Middlebury

$450,000

Welcome to 106 Country Club Road in desirable Middlebury! This beautifully maintained and updated 4-bedroom, 2.5-bath home is exceptionally clean and move-in ready. The main level features a private in-law area complete with a bedroom, kitchenette, full bath, and separate entrance-an ideal setup for extended family, guests, or flexible living arrangements. The home offers a spacious and functional layout with an updated kitchen and plenty of comfortable living space. The finished basement provides even more room, perfect for a family room, playroom, home office, or entertaining area. Step outside and enjoy the fire pit and the newly added Trex floating deck, offering a low maintenance space to relax or entertain. With versatile living spaces, tasteful updates, and pride of ownership evident throughout, this home offers the space and flexibility to accommodate a variety of needs. Conveniently located in sought-after Middlebury, this home is ready to welcome its next owners!

4 Beds ⋅ 3 Baths ⋅ 24208639 MLS

Welcome to 106 Country Club Road in desirable Middlebury! This beautifully maintained and updated 4-bedroom, 2.5-bath home is exceptionally clean and move-in ready. The main level features a private in-law area complete with a bedroom, kitchenette, full bath, and separate entrance-an ideal setup for extended family, guests, or flexible living arrangements. The home offers a spacious and functional layout with an updated kitchen and plenty of comfortable living space. The finished basement provides even more room, perfect for a family room, playroom, home office, or entertaining area. Step outside and enjoy the fire pit and the newly added Trex floating deck, offering a low maintenance space to relax or entertain. With versatile living spaces, tasteful updates, and pride of ownership evident throughout, this home offers the space and flexibility to accommodate a variety of needs. Conveniently located in sought-after Middlebury, this home is ready to welcome its next owners!

106 Country Club Rd, Middlebury

$439,900

BUYER UNABLE TO OBTAIN FINANCING-BACK ON MARKET! Set on nearly half an acre in one of Middlebury's most desirable neighborhoods, this 3-bedroom, 2.5-bath Colonial blends timeless character with everyday comfort. Gleaming hardwood floors run throughout the home, anchoring an open, inviting layout built for both daily living and entertaining. The heart of the home is a spacious family room crowned by a dramatic cathedral ceiling and ceiling fan, a bright and airy retreat that flows naturally into the rest of the main level. The kitchen is ready to cook in and gather around, featuring granite countertops, a breakfast bar, and stainless appliances including a gas cooktop. Generous living and dining rooms round out the main floor, each finished in warm hardwood. Upstairs, the primary bedroom suite offers a private full bath and walk-in closet, with two additional well-sized bedrooms, one with its own walk-in closet. A cozy fireplace, central air, thermopane windows, and zoned heating add year-round comfort and efficiency. Outside, enjoy a level, open lot with plenty of room to play, garden, or relax. A full unfinished basement with garage access and a one-car under-house garage provide ample storage and expansion potential. A brand new basement system with full warranty was installed on 7/14/26, adding to peace of mind.

3 Beds ⋅ 3 Baths ⋅ 24214190 MLS

BUYER UNABLE TO OBTAIN FINANCING-BACK ON MARKET! Set on nearly half an acre in one of Middlebury's most desirable neighborhoods, this 3-bedroom, 2.5-bath Colonial blends timeless character with everyday comfort. Gleaming hardwood floors run throughout the home, anchoring an open, inviting layout built for both daily living and entertaining. The heart of the home is a spacious family room crowned by a dramatic cathedral ceiling and ceiling fan, a bright and airy retreat that flows naturally into the rest of the main level. The kitchen is ready to cook in and gather around, featuring granite countertops, a breakfast bar, and stainless appliances including a gas cooktop. Generous living and dining rooms round out the main floor, each finished in warm hardwood. Upstairs, the primary bedroom suite offers a private full bath and walk-in closet, with two additional well-sized bedrooms, one with its own walk-in closet. A cozy fireplace, central air, thermopane windows, and zoned heating add year-round comfort and efficiency. Outside, enjoy a level, open lot with plenty of room to play, garden, or relax. A full unfinished basement with garage access and a one-car under-house garage provide ample storage and expansion potential. A brand new basement system with full warranty was installed on 7/14/26, adding to peace of mind.

42 White Ave, Middlebury

$439,900

SELLER SAYS BRING OFFERS!!!! Welcome Home to this nicely updated New England Cape style home with a comfortable and convenient layout. This move-in ready home offers 4 bedrooms and 2 full bathrooms. An inviting living room showcases a fireplace creating a warm and cozy gathering space for the whole family, adjoining dining area leads to The large kitchen includes ample workspace, lots of cabinets and tile flooring, with easy access to the large deck, and back yard-perfect for all your outdoor entertaining. Two bedrooms, and recently renovated full bath and hardwood floors complete the main level. As you walk upstairs you will find a Full remodeled bathroom, A bedroom and A large primary bedroom, with vaulted ceilings, slider to balcony overlooking your landscaped back yard, A large closet, hardwood floors and fresh paint finish out this fabulous space. Added bonuses include full walk out basement into one car garage, ample storage, large shed and parking for the whole family. Don't miss out on the chance to make this move-in ready home yours! It is close to Route 84 and Middlebury walking trail. Welcome to Middlebury and their award- winning region 15 school.

4 Beds ⋅ 2 Baths ⋅ 24200006 MLS

SELLER SAYS BRING OFFERS!!!! Welcome Home to this nicely updated New England Cape style home with a comfortable and convenient layout. This move-in ready home offers 4 bedrooms and 2 full bathrooms. An inviting living room showcases a fireplace creating a warm and cozy gathering space for the whole family, adjoining dining area leads to The large kitchen includes ample workspace, lots of cabinets and tile flooring, with easy access to the large deck, and back yard-perfect for all your outdoor entertaining. Two bedrooms, and recently renovated full bath and hardwood floors complete the main level. As you walk upstairs you will find a Full remodeled bathroom, A bedroom and A large primary bedroom, with vaulted ceilings, slider to balcony overlooking your landscaped back yard, A large closet, hardwood floors and fresh paint finish out this fabulous space. Added bonuses include full walk out basement into one car garage, ample storage, large shed and parking for the whole family. Don't miss out on the chance to make this move-in ready home yours! It is close to Route 84 and Middlebury walking trail. Welcome to Middlebury and their award- winning region 15 school.

106 Steinmann Ave, Middlebury

$324,900

Nestled on a quiet, picturesque street in one of Middlebury's classic New England neighborhoods, this warm and inviting Cape Cod offers a rare opportunity to own a move-in ready home in this highly sought-after community, at an exceptional price point. Built in 1982, this charming home features 3 bedrooms, 2 full baths, and 1,469 square feet of comfortable living space filled with bright, sunlit rooms and timeless character. Major improvements provide peace of mind, including brand-new roof and central A/C. Heating system is serviced on a yearly basis. Set back from the road where it's quiet and private, you'll enjoy plenty of front yard space for gardening, safe play or entertaining, while in back there's the expansive deck with privacy. The spacious walk-out basement offers outstanding storage and endless possibilities for hobbies, a workshop, or future expansion, while generous closet and attic storage add to the home's functionality. This home is clean, welcoming, and full of potential. While this home could benefit from cosmetic updates, it presents an outstanding opportunity to build equity and make it your own. Enjoy Middlebury's renowned New England charm, scenic beauty, and highly acclaimed Region 15 School District. If you've been waiting for an affordable opportunity to call Middlebury home, this is one you won't want to miss! (Note: GIS mapping shows a neighbor's garage encroaching on the property - this is verified to be INCORRECT by Zoning Dept)

3 Beds ⋅ 2 Baths ⋅ 24196102 MLS

Nestled on a quiet, picturesque street in one of Middlebury's classic New England neighborhoods, this warm and inviting Cape Cod offers a rare opportunity to own a move-in ready home in this highly sought-after community, at an exceptional price point. Built in 1982, this charming home features 3 bedrooms, 2 full baths, and 1,469 square feet of comfortable living space filled with bright, sunlit rooms and timeless character. Major improvements provide peace of mind, including brand-new roof and central A/C. Heating system is serviced on a yearly basis. Set back from the road where it's quiet and private, you'll enjoy plenty of front yard space for gardening, safe play or entertaining, while in back there's the expansive deck with privacy. The spacious walk-out basement offers outstanding storage and endless possibilities for hobbies, a workshop, or future expansion, while generous closet and attic storage add to the home's functionality. This home is clean, welcoming, and full of potential. While this home could benefit from cosmetic updates, it presents an outstanding opportunity to build equity and make it your own. Enjoy Middlebury's renowned New England charm, scenic beauty, and highly acclaimed Region 15 School District. If you've been waiting for an affordable opportunity to call Middlebury home, this is one you won't want to miss! (Note: GIS mapping shows a neighbor's garage encroaching on the property - this is verified to be INCORRECT by Zoning Dept)

24 Yale Ave, Middlebury

$250,000

Enjoy easy, one-level living in this bright and inviting condo at Middlebury Commons, conveniently located near the town center. A separate sitting room/den offers flexible space for guests, a home office, or a bedroom. Abundant natural light, a freshly painted interior, and luxury vinyl plank flooring throughout give the home a fresh, welcoming feel. The kitchen features granite counters, while an updated bathroom and in-unit washer and dryer add everyday convenience. No upstairs neighbor, a newer heat pump providing heating and central air conditioning. Step outside to a rear patio overlooking the woods-a lovely spot for morning coffee or unwinding at the end of the day. Andersen storm doors, ample basement storage, and assigned parking just a short, level walk from your door round out this appealing one level unit. Agent related. See agent remarks.

2 Beds ⋅ 1 Baths ⋅ 24211526 MLS ⋅ Middlebury Commons BLDG.

Enjoy easy, one-level living in this bright and inviting condo at Middlebury Commons, conveniently located near the town center. A separate sitting room/den offers flexible space for guests, a home office, or a bedroom. Abundant natural light, a freshly painted interior, and luxury vinyl plank flooring throughout give the home a fresh, welcoming feel. The kitchen features granite counters, while an updated bathroom and in-unit washer and dryer add everyday convenience. No upstairs neighbor, a newer heat pump providing heating and central air conditioning. Step outside to a rear patio overlooking the woods-a lovely spot for morning coffee or unwinding at the end of the day. Andersen storm doors, ample basement storage, and assigned parking just a short, level walk from your door round out this appealing one level unit. Agent related. See agent remarks.

35 Nutmeg Rd Unit B5, Middlebury

$219,900

BEST DEAL IN MIDDLEBURY! Motivated seller! Perfect Unit For active 55+ Individual close to the walking trails and a short drive to private recreation beach for swimming, kayaking or canoeing. Nestled in secluded area cul de sac this Middlebury, 55+ community is in Excellent Condition. All appliances included. Small complex. Bright and Well kept Second floor Unit. Living room dining room combo. Den could be used as second bedroom. New deck. central air. heat pump furnace. Clubhouse on property. Conveniently located close to town center.

1 Beds ⋅ 1 Baths ⋅ 24202228 MLS ⋅ Middlebury Commons BLDG.

BEST DEAL IN MIDDLEBURY! Motivated seller! Perfect Unit For active 55+ Individual close to the walking trails and a short drive to private recreation beach for swimming, kayaking or canoeing. Nestled in secluded area cul de sac this Middlebury, 55+ community is in Excellent Condition. All appliances included. Small complex. Bright and Well kept Second floor Unit. Living room dining room combo. Den could be used as second bedroom. New deck. central air. heat pump furnace. Clubhouse on property. Conveniently located close to town center.

35 Nutmeg Rd Unit B2, Middlebury

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