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$960,000

SHOWINGS TO BEGIN ON SATURDAY, 10/3/26 FOR THIS 2022 CUSTOM BUILT HOME BY LOCAL BEDFORD BUILDER. A must see! More details to follow. Please reach out to schedule your private showing today.

4 Beds ⋅ 3 Baths ⋅ 5112273 MLS

SHOWINGS TO BEGIN ON SATURDAY, 10/3/26 FOR THIS 2022 CUSTOM BUILT HOME BY LOCAL BEDFORD BUILDER. A must see! More details to follow. Please reach out to schedule your private showing today.

21 Oriole Dr, Bedford

$1,250,000

A sophisticated nod to Neoclassical design, this entertainer’s delight seamlessly merges architectural ambition with natural tranquility, redefining luxury living expectations. This grand contemporary masterpiece presents with a castle-like stone exterior and circular driveway set on three private acres anchored by its own peaceful pond. The moment you step inside, the custom stainless steel and glass staircase makes a bold statement serving as the striking focal point. Soaring cathedral ceilings, artfully integrated lighting, and two story walls of glass flood the open layout with natural light while drawing picturesque water views into every room. The pièce de résistance of the residence is the step down great room flanked by dual gas fireplaces, with panoramic scenes of the private grounds and pond, gifting captivating sunsets to close each day. The chef’s kitchen boasts professional grade appliances, abundant prep space, and a custom bar, complemented by a casual dining area with a balcony and an idyllic outlook across the grounds. Gather in the elegant dining room for more formal occasions. A fireside den invites you to enjoy an after dinner drink or your favorite read. The second level reveals the impressive primary wing, featuring a gas fireplace, balcony, built in jacuzzi tub, custom tile and glass walk in shower, and dressing room with quartz center island. The three additional en suite bedrooms offer multi-generational options, including a 2 bedroom "Jack 'n Jill" suite, suitable as an in-law, au pair or teen suite. The walk-out lower level extends the celebratory spaces with a bar, theater room, flex spaces and a relaxing bath with a steam shower. The three car attached garage will safely house your vehicles. A distinctive residence designed for life's finest moments. Bedford is known for its prestigious school system and community, located just 15 minutes from the Manchester Airport and an hour from Boston. VIEW THE VIDEO TOUR! Showings begin 10/2!

4 Beds ⋅ 6 Baths ⋅ 5111891 MLS

A sophisticated nod to Neoclassical design, this entertainer’s delight seamlessly merges architectural ambition with natural tranquility, redefining luxury living expectations. This grand contemporary masterpiece presents with a castle-like stone exterior and circular driveway set on three private acres anchored by its own peaceful pond. The moment you step inside, the custom stainless steel and glass staircase makes a bold statement serving as the striking focal point. Soaring cathedral ceilings, artfully integrated lighting, and two story walls of glass flood the open layout with natural light while drawing picturesque water views into every room. The pièce de résistance of the residence is the step down great room flanked by dual gas fireplaces, with panoramic scenes of the private grounds and pond, gifting captivating sunsets to close each day. The chef’s kitchen boasts professional grade appliances, abundant prep space, and a custom bar, complemented by a casual dining area with a balcony and an idyllic outlook across the grounds. Gather in the elegant dining room for more formal occasions. A fireside den invites you to enjoy an after dinner drink or your favorite read. The second level reveals the impressive primary wing, featuring a gas fireplace, balcony, built in jacuzzi tub, custom tile and glass walk in shower, and dressing room with quartz center island. The three additional en suite bedrooms offer multi-generational options, including a 2 bedroom "Jack 'n Jill" suite, suitable as an in-law, au pair or teen suite. The walk-out lower level extends the celebratory spaces with a bar, theater room, flex spaces and a relaxing bath with a steam shower. The three car attached garage will safely house your vehicles. A distinctive residence designed for life's finest moments. Bedford is known for its prestigious school system and community, located just 15 minutes from the Manchester Airport and an hour from Boston. VIEW THE VIDEO TOUR! Showings begin 10/2!

24 Jackson Sq, Bedford

$1,595,000

RANDOLPH WOODS CLASSIC! This distinguished brick-front Colonial has been thoughtfully expanded with a 3 story 2023 addition, creating an exceptional blend of timeless craftsmanship, sophisticated entertaining spaces, and room for every aspect of life/living. From the walkway, enjoy the welcoming neighborhood setting as neighbors stroll and connect in this highly desirable community. A 2-story foyer introduces the home's quality and architectural character. Formal living and dining rooms lead to the DREAM kitchen, designed with two chefs in mind and featuring an impressive 16-foot center island, induction cooktop, Thermador 6 burner gas range with antique "fireback" backsplash and custom hood, JennAir second oven, Thermador refrigerator, wine refrigerator, radiant heated flooring, two sinks with sensor faucets and more. The new wing adds a terrific media room with direct access to the 20' x 20' maintenance-free deck. The private, pool-ready backyard is surrounded by established landscaping, whimsical gardens and multiple walking paths, creating a wonderful setting for summer enjoyment. Back inside, the inviting 2-story family room features a fireplace, soaring ceiling and access to the back staircase, laundry and 3-car garage. Upstairs, the new 20' x 20' primary suite offers a luxurious custom bath with specialty lighting, glass-enclosed shower and soaking tub. There are an additional 4 bedrooms and 2 additional bathrooms, and a skylit second-floor office overlooking the family room...a floorplan which provides exceptional flexibility. The walkout lower level offers additional finished space ideal INLAW or use the 2nd FLOOR wing back wing for an INLAW! Impressively maintained and continually updated, the home features smart technology, smart thermostats, state-of-the-art intercom system, newer windows, automatic generator and an extensive list of improvements. Convenient to all that Bedford offers, inc. top schools and commutability.

5 Beds ⋅ 4 Baths ⋅ 5109272 MLS

RANDOLPH WOODS CLASSIC! This distinguished brick-front Colonial has been thoughtfully expanded with a 3 story 2023 addition, creating an exceptional blend of timeless craftsmanship, sophisticated entertaining spaces, and room for every aspect of life/living. From the walkway, enjoy the welcoming neighborhood setting as neighbors stroll and connect in this highly desirable community. A 2-story foyer introduces the home's quality and architectural character. Formal living and dining rooms lead to the DREAM kitchen, designed with two chefs in mind and featuring an impressive 16-foot center island, induction cooktop, Thermador 6 burner gas range with antique "fireback" backsplash and custom hood, JennAir second oven, Thermador refrigerator, wine refrigerator, radiant heated flooring, two sinks with sensor faucets and more. The new wing adds a terrific media room with direct access to the 20' x 20' maintenance-free deck. The private, pool-ready backyard is surrounded by established landscaping, whimsical gardens and multiple walking paths, creating a wonderful setting for summer enjoyment. Back inside, the inviting 2-story family room features a fireplace, soaring ceiling and access to the back staircase, laundry and 3-car garage. Upstairs, the new 20' x 20' primary suite offers a luxurious custom bath with specialty lighting, glass-enclosed shower and soaking tub. There are an additional 4 bedrooms and 2 additional bathrooms, and a skylit second-floor office overlooking the family room...a floorplan which provides exceptional flexibility. The walkout lower level offers additional finished space ideal INLAW or use the 2nd FLOOR wing back wing for an INLAW! Impressively maintained and continually updated, the home features smart technology, smart thermostats, state-of-the-art intercom system, newer windows, automatic generator and an extensive list of improvements. Convenient to all that Bedford offers, inc. top schools and commutability.

9 Rosewell Rd, Bedford

$1,150,000

A STATELY COLONIAL IN A PREMIER NEIGHBORHOOD, READY FOR ITS NEXT CHAPTER! Set within a community of fine homes just minutes to highways, shopping and award-winning schools, this property unfolds beyond a gracious approach to a picturesque, park-like lot framed by flowering trees and mature landscaping. A curved path leads to a thoughtfully designed mudroom entry or a formal main entrance where hardwood floors, crisp millwork and a neutral palette create a warm welcome in the foyer. Filtered light dances across the living room where shadowbox detailing and a wood-burning fireplace set the stage for quiet afternoons with a novel and cup of tea. Just beyond, a handsome office with built-ins and tranquil garden views offers an inspiring place to work from home. The family room addition serves as a relaxed retreat where window seats flank a gas fireplace, custom cabinetry showcases photographs and a vintage vinyl collection, and evenings are filled with movies and music. Sunlight streams through French doors that open wide to a deck where alfresco dinners linger long after sunset. A cheerful breakfast nook connects seamlessly to the bright white kitchen where friends naturally gravitate to the distinctive curved granite peninsula for appetizers and conversation. Host holidays and lively book club gatherings in the elegant dining room before continuing downstairs to the walkout lower level. Here, a generous recreation room accommodates billiards, media nights and fitness pursuits. After a day exploring nearby slopes and trails, unwind in the outdoor hot tub beneath a canopy of stars with the wooded landscape as your backdrop. Upstairs a serene primary suite, wrapped in soft coastal hues, offers a private retreat with a spa-inspired bath featuring a marble-tiled shower, well-appointed walk-in closet and adjoining laundry room. Three additional bedrooms provide flexibility for guests, family or creative pursuits. A HOME WITH A WONDERFUL HISTORY AND A BEAUTIFUL FUTURE AHEAD

4 Beds ⋅ 3 Baths ⋅ 5109136 MLS

A STATELY COLONIAL IN A PREMIER NEIGHBORHOOD, READY FOR ITS NEXT CHAPTER! Set within a community of fine homes just minutes to highways, shopping and award-winning schools, this property unfolds beyond a gracious approach to a picturesque, park-like lot framed by flowering trees and mature landscaping. A curved path leads to a thoughtfully designed mudroom entry or a formal main entrance where hardwood floors, crisp millwork and a neutral palette create a warm welcome in the foyer. Filtered light dances across the living room where shadowbox detailing and a wood-burning fireplace set the stage for quiet afternoons with a novel and cup of tea. Just beyond, a handsome office with built-ins and tranquil garden views offers an inspiring place to work from home. The family room addition serves as a relaxed retreat where window seats flank a gas fireplace, custom cabinetry showcases photographs and a vintage vinyl collection, and evenings are filled with movies and music. Sunlight streams through French doors that open wide to a deck where alfresco dinners linger long after sunset. A cheerful breakfast nook connects seamlessly to the bright white kitchen where friends naturally gravitate to the distinctive curved granite peninsula for appetizers and conversation. Host holidays and lively book club gatherings in the elegant dining room before continuing downstairs to the walkout lower level. Here, a generous recreation room accommodates billiards, media nights and fitness pursuits. After a day exploring nearby slopes and trails, unwind in the outdoor hot tub beneath a canopy of stars with the wooded landscape as your backdrop. Upstairs a serene primary suite, wrapped in soft coastal hues, offers a private retreat with a spa-inspired bath featuring a marble-tiled shower, well-appointed walk-in closet and adjoining laundry room. Three additional bedrooms provide flexibility for guests, family or creative pursuits. A HOME WITH A WONDERFUL HISTORY AND A BEAUTIFUL FUTURE AHEAD

11 Puritan Dr, Bedford

$1,300,000

Timeless architecture, exceptional craftsmanship, and the warmth of natural materials define this distinguished Early American Colonial-inspired home. Beautifully set on 3 picturesque acres. Offering 4,392 square feet, 4 bedrooms, 4 baths, a 3-car garage, and an in-ground pool, the property combines classic character with the space and setting of a private country retreat. Inside, pine floors, exposed brick, classic wainscoting, and a beautifully crafted staircase immediately set the tone. Elegant formal living and dining rooms provide wonderful spaces for entertainment, while the expansive country-style kitchen features custom wood cabinetry, a center island and a walk-in pantry. Just beyond, the charming breakfast room showcases exposed beams, a brick fireplace with wood-burning stove, and walls of windows overlooking the grounds. The inviting family room is rich with character, featuring wood-paneled walls, exposed beams, a striking Tennessee sandstone fireplace, and a custom built-in wet bar. A private study/library offers the perfect space for a home office or quiet retreat. Upstairs, the spacious primary suite features two walk-in closets, a dedicated makeup vanity, and its own home office. Three additional generously sized bedrooms provide comfortable accommodation for family and guests. Outdoors, enjoy summer days by the in-ground pool, expansive grounds for recreation and entertainment, and the impressive arrival of a circular driveway leading to the home. Rich in character and beautifully situated, this exceptional property offers the timeless appeal, craftsmanship, and presence of a truly special home you rarely see today. Showings by appointment only.

4 Beds ⋅ 4 Baths ⋅ 5105170 MLS

Timeless architecture, exceptional craftsmanship, and the warmth of natural materials define this distinguished Early American Colonial-inspired home. Beautifully set on 3 picturesque acres. Offering 4,392 square feet, 4 bedrooms, 4 baths, a 3-car garage, and an in-ground pool, the property combines classic character with the space and setting of a private country retreat. Inside, pine floors, exposed brick, classic wainscoting, and a beautifully crafted staircase immediately set the tone. Elegant formal living and dining rooms provide wonderful spaces for entertainment, while the expansive country-style kitchen features custom wood cabinetry, a center island and a walk-in pantry. Just beyond, the charming breakfast room showcases exposed beams, a brick fireplace with wood-burning stove, and walls of windows overlooking the grounds. The inviting family room is rich with character, featuring wood-paneled walls, exposed beams, a striking Tennessee sandstone fireplace, and a custom built-in wet bar. A private study/library offers the perfect space for a home office or quiet retreat. Upstairs, the spacious primary suite features two walk-in closets, a dedicated makeup vanity, and its own home office. Three additional generously sized bedrooms provide comfortable accommodation for family and guests. Outdoors, enjoy summer days by the in-ground pool, expansive grounds for recreation and entertainment, and the impressive arrival of a circular driveway leading to the home. Rich in character and beautifully situated, this exceptional property offers the timeless appeal, craftsmanship, and presence of a truly special home you rarely see today. Showings by appointment only.

43 Pheasant Run, Bedford

$699,900

OPEN HOUSE SATURDAY 9/19 10am-11:30am. Welcome to this charming home situated on a quiet cul-de-sac. This spacious Bedford home has received a number of recent improvements and is ready for its new owner to make it their home. This contemporary home offers both privacy and convenience, just minutes from grocery stores and Bedford town center, with easy access to Routes 101 and 93. Featuring 4 spacious bedrooms, 2.5 baths, an oversized 2-car garage, and plenty of room to spread out. Set on a private 1.9-acre lot, the property offers plenty of space both inside and out perfect for relaxing, entertaining, or future outdoor projects. A great opportunity to make this Bedford property your own! Stop by the open house Saturday 9/19 from 10am-11:30am or book your private showing today through ShowingTime.

4 Beds ⋅ 3 Baths ⋅ 5083855 MLS

OPEN HOUSE SATURDAY 9/19 10am-11:30am. Welcome to this charming home situated on a quiet cul-de-sac. This spacious Bedford home has received a number of recent improvements and is ready for its new owner to make it their home. This contemporary home offers both privacy and convenience, just minutes from grocery stores and Bedford town center, with easy access to Routes 101 and 93. Featuring 4 spacious bedrooms, 2.5 baths, an oversized 2-car garage, and plenty of room to spread out. Set on a private 1.9-acre lot, the property offers plenty of space both inside and out perfect for relaxing, entertaining, or future outdoor projects. A great opportunity to make this Bedford property your own! Stop by the open house Saturday 9/19 from 10am-11:30am or book your private showing today through ShowingTime.

57 Greyrock Rd, Bedford

$1,699,000

GPS to Grand Hotel, 12 Olde Bedford Way. To be built but available to BUY NOW! Arrange an appointment to meet in person and discuss this Exclusive Gated Community. A serene and natural setting....Grand Avenue/Grand Residences is a 9-home prestigious gated community in a perfect location for year round relaxed and convenient living. This sought after Craftsman Style open concept living design home has hardwood floors and many luxury finishes/detailing and generous allowances. The fabulous, enviable center-island kitchen has quartz surfaces, upscale cabinetry and appliances and open to the dining room, which overlooks a private wooded side & backyard. The dramatic family room features a gas fireplace. A 1st FLOOR PRIMARY BEDROOM (see plan) luxury bathroom. There are three additional bedrooms on the 2nd floor. The TIME to SELECT your finishes is now ....each home is CUSTOM & UNIQUE. Includes: A 2 car attached garage, maintenance-free Smartside siding, stone feature facades & low maintenance design finishes. Public water & sewer, natural gas, high-speed internet, gated entrance with 24/7 Security & Automated Access. HOA fee ($515/mo) incl. snow removal, landscaping, PLUS access to BVI/Grand Pool & Spa, EV Charging, Restaurant/Bar, MCHT Airport Valet Services. This one-of-a-kind luxury 55+ community (only need 1-person 55+) is located near all local amenities, I-293, I-93, Rt. 101, and downtown Manchester, plus under an hour to Boston. Make your private appointment (Gated Entry) to VISit today!

4 Beds ⋅ 3 Baths ⋅ 5072150 MLS

GPS to Grand Hotel, 12 Olde Bedford Way. To be built but available to BUY NOW! Arrange an appointment to meet in person and discuss this Exclusive Gated Community. A serene and natural setting....Grand Avenue/Grand Residences is a 9-home prestigious gated community in a perfect location for year round relaxed and convenient living. This sought after Craftsman Style open concept living design home has hardwood floors and many luxury finishes/detailing and generous allowances. The fabulous, enviable center-island kitchen has quartz surfaces, upscale cabinetry and appliances and open to the dining room, which overlooks a private wooded side & backyard. The dramatic family room features a gas fireplace. A 1st FLOOR PRIMARY BEDROOM (see plan) luxury bathroom. There are three additional bedrooms on the 2nd floor. The TIME to SELECT your finishes is now ....each home is CUSTOM & UNIQUE. Includes: A 2 car attached garage, maintenance-free Smartside siding, stone feature facades & low maintenance design finishes. Public water & sewer, natural gas, high-speed internet, gated entrance with 24/7 Security & Automated Access. HOA fee ($515/mo) incl. snow removal, landscaping, PLUS access to BVI/Grand Pool & Spa, EV Charging, Restaurant/Bar, MCHT Airport Valet Services. This one-of-a-kind luxury 55+ community (only need 1-person 55+) is located near all local amenities, I-293, I-93, Rt. 101, and downtown Manchester, plus under an hour to Boston. Make your private appointment (Gated Entry) to VISit today!

21 Grand Ave Unit 6, Bedford