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$2,750,000

Some homes are impressive because of their size. Others are memorable because of the way they make you feel. This Bedford Colonial offers both. Privately set in a beautiful cul-de-sac neighborhood, the property unfolds with a sense of arrival: a circular drive, mature landscaping, classic brick exterior, and a setting that feels tucked away yet close to everything Bedford buyers value. Inside, dramatic ceilings, arched windows, rich woodwork, and multiple fireplaces create a home with presence, warmth, and personality. Elegant formal spaces, a spacious kitchen and dining area, and a stunning library/family room define the main level, designed for gracious living. Wood paneling and a massive fireplace anchor this room, making it feel perfect for winter evenings, meaningful conversations, and gathering in style. The first-floor primary suite offers the ease of main-level living with a private bath and walk-in closet, while the upper level provides additional bedroom and bath space for family or guests. The finished walkout lower level adds another dimension, offering room for recreation, media, fitness, private office needs, guest space, or extended living, with easy access to the outdoors. And outside is where the property truly becomes a retreat. The pool, patio, gazebo, pond/waterfall, gardens, and established landscaping create a private resort-like setting for summer afternoons, celebrations, quiet mornings, and peaceful evenings surrounded by nature. Distinctive, spacious, and full of character, this is more than a home with impressive square footage. It is a place designed for living beautifully. Showings begin at Open Houses: Friday 9/18 4:30-6 PM and Saturday 9/19 10:30AM -12 PM

5 Beds ⋅ 6 Baths ⋅ 5109450 MLS

Some homes are impressive because of their size. Others are memorable because of the way they make you feel. This Bedford Colonial offers both. Privately set in a beautiful cul-de-sac neighborhood, the property unfolds with a sense of arrival: a circular drive, mature landscaping, classic brick exterior, and a setting that feels tucked away yet close to everything Bedford buyers value. Inside, dramatic ceilings, arched windows, rich woodwork, and multiple fireplaces create a home with presence, warmth, and personality. Elegant formal spaces, a spacious kitchen and dining area, and a stunning library/family room define the main level, designed for gracious living. Wood paneling and a massive fireplace anchor this room, making it feel perfect for winter evenings, meaningful conversations, and gathering in style. The first-floor primary suite offers the ease of main-level living with a private bath and walk-in closet, while the upper level provides additional bedroom and bath space for family or guests. The finished walkout lower level adds another dimension, offering room for recreation, media, fitness, private office needs, guest space, or extended living, with easy access to the outdoors. And outside is where the property truly becomes a retreat. The pool, patio, gazebo, pond/waterfall, gardens, and established landscaping create a private resort-like setting for summer afternoons, celebrations, quiet mornings, and peaceful evenings surrounded by nature. Distinctive, spacious, and full of character, this is more than a home with impressive square footage. It is a place designed for living beautifully. Showings begin at Open Houses: Friday 9/18 4:30-6 PM and Saturday 9/19 10:30AM -12 PM

12 W Wind Dr, 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 for an office, exercise room, media room or recreation area. 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. OPEN HOUSE SATURDAY 3–5 PM

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 for an office, exercise room, media room or recreation area. 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. OPEN HOUSE SATURDAY 3–5 PM

9 Rosewell Rd, Bedford

$789,000

*** Open house starting Friday Sept 4, 2026 4PM - 6PM*** This inviting Colonial is move-in ready! Located in a desirable Bedford neighborhood within the Peter Woodbury School District. The main level features a family room with brick fireplace, eat-in kitchen with pantry and breakfast bar, living and dining rooms, half bath, screened porch, deck, and backyard. The updated second-floor layout offers hardwood floors, three bedrooms, a full bath, and a spacious primary suite with two walk-in closets, private bath, and large bonus room. The basement was redone in 2024 and includes finished living space, a bathroom with shower, and full walkout access to the backyard. Recent exterior painting, flexible living spaces, a convenient location and gorgeous views of nature available from every room on the back half of the house make this a wonderful opportunity. some photos have been edited with AI

5 Beds ⋅ 4 Baths ⋅ 5107733 MLS

*** Open house starting Friday Sept 4, 2026 4PM - 6PM*** This inviting Colonial is move-in ready! Located in a desirable Bedford neighborhood within the Peter Woodbury School District. The main level features a family room with brick fireplace, eat-in kitchen with pantry and breakfast bar, living and dining rooms, half bath, screened porch, deck, and backyard. The updated second-floor layout offers hardwood floors, three bedrooms, a full bath, and a spacious primary suite with two walk-in closets, private bath, and large bonus room. The basement was redone in 2024 and includes finished living space, a bathroom with shower, and full walkout access to the backyard. Recent exterior painting, flexible living spaces, a convenient location and gorgeous views of nature available from every room on the back half of the house make this a wonderful opportunity. some photos have been edited with AI

20 Christmas Tree Cir, Bedford

$550,000

Large household or just starting out? This fantastic home has space for everyone and can be laid out in many different ways. The cobblestone walkway and composite steps welcome you into the spacious foyer with double closets. A few steps away is the front room, bathed in light by the bay window, an ideal space for a home office or guest space. Continue on to discover another separate room, the tiled kitchen with butcherblock island, recently upgraded laundry room with pantry and an absolutely breathtaking 3/4 bathroom with oversized tile shower. The expansive dining & living room area, with pellet stove nestled in the corner, is large enough for multiple seating areas while still feeling spacious. On the second floor you will find 5 legal bedrooms (new 5 bedroom leachfield!), plus a large family room and full bath with soaking tub. Newer tankless water heater, natural gas furnace with central air, and 2 year old roof! This wooded lot is oversized for the neighborhood and a great space to play. Rarely does a home with this much living space and bedroom possibilities come available at this price point. Floorplans attached. Any missing cover plates in pictures have been replaced, some painting was completed right before photos.

5 Beds ⋅ 2 Baths ⋅ 5106943 MLS

Large household or just starting out? This fantastic home has space for everyone and can be laid out in many different ways. The cobblestone walkway and composite steps welcome you into the spacious foyer with double closets. A few steps away is the front room, bathed in light by the bay window, an ideal space for a home office or guest space. Continue on to discover another separate room, the tiled kitchen with butcherblock island, recently upgraded laundry room with pantry and an absolutely breathtaking 3/4 bathroom with oversized tile shower. The expansive dining & living room area, with pellet stove nestled in the corner, is large enough for multiple seating areas while still feeling spacious. On the second floor you will find 5 legal bedrooms (new 5 bedroom leachfield!), plus a large family room and full bath with soaking tub. Newer tankless water heater, natural gas furnace with central air, and 2 year old roof! This wooded lot is oversized for the neighborhood and a great space to play. Rarely does a home with this much living space and bedroom possibilities come available at this price point. Floorplans attached. Any missing cover plates in pictures have been replaced, some painting was completed right before photos.

28 Swan Ave, Bedford

$850,000

It's time you felt feel instantly at home. Welcome to 17 Olde English Road, a meticulously maintained Colonial nestled in one of Bedford’s most sought-after neighborhoods. Loved and cherished by the same owners for 30 years, this 5-bedroom, 4-bathroom residence gracefully blends timeless warmth with spacious, multi-generational living. Warm hardwood floors flow beneath your feet, through an inviting floor plan designed for both quiet everyday moments and grand celebrations. The heart of the home centers around a bright kitchen that connects seamlessly to a formal dining area, ideal for holiday feasts and Sunday dinners. Unwind in the expansive living and family rooms, or step out onto the front porch, screened porch and patio to take in views of your lush, landscaped 1.63-acre yard. A dedicated first-floor office/study offers a quiet haven for remote work or reading, while thoughtful accessibility, including first-floor primary suite and laundry, ensures effortless living. A rare and luxurious highlight, this layout features TWO individual ensuite bedrooms(one offered on each level of the home), this gives complete comfort for multi-generational living, long-term guests, or a second primary suite. Three more generously sized bedrooms offer plenty of closet space and hardwood detail throughout, providing comfortable spaces for family, hobbies, or guests. Extend your living space down into the fully finished, climate-controlled walkout basement, complete with daylight windows and exterior access. Enjoy a vast rec room perfect for game nights, movie screenings, or a home gym, alongside a designated workshop area for hobbies and storage. Outside, mature landscaping, natural shade, garden space, and an invisible pet fence make the private grounds a peaceful retreat. Every corner of this home reflects thirty years of continuous love, pride, and care. Ready to welcome you into its next beautiful chapter. Open House 9/5/2026 11:00a-1:00p.

5 Beds ⋅ 4 Baths ⋅ 5106174 MLS

It's time you felt feel instantly at home. Welcome to 17 Olde English Road, a meticulously maintained Colonial nestled in one of Bedford’s most sought-after neighborhoods. Loved and cherished by the same owners for 30 years, this 5-bedroom, 4-bathroom residence gracefully blends timeless warmth with spacious, multi-generational living. Warm hardwood floors flow beneath your feet, through an inviting floor plan designed for both quiet everyday moments and grand celebrations. The heart of the home centers around a bright kitchen that connects seamlessly to a formal dining area, ideal for holiday feasts and Sunday dinners. Unwind in the expansive living and family rooms, or step out onto the front porch, screened porch and patio to take in views of your lush, landscaped 1.63-acre yard. A dedicated first-floor office/study offers a quiet haven for remote work or reading, while thoughtful accessibility, including first-floor primary suite and laundry, ensures effortless living. A rare and luxurious highlight, this layout features TWO individual ensuite bedrooms(one offered on each level of the home), this gives complete comfort for multi-generational living, long-term guests, or a second primary suite. Three more generously sized bedrooms offer plenty of closet space and hardwood detail throughout, providing comfortable spaces for family, hobbies, or guests. Extend your living space down into the fully finished, climate-controlled walkout basement, complete with daylight windows and exterior access. Enjoy a vast rec room perfect for game nights, movie screenings, or a home gym, alongside a designated workshop area for hobbies and storage. Outside, mature landscaping, natural shade, garden space, and an invisible pet fence make the private grounds a peaceful retreat. Every corner of this home reflects thirty years of continuous love, pride, and care. Ready to welcome you into its next beautiful chapter. Open House 9/5/2026 11:00a-1:00p.

17 Olde English Rd, Bedford

$1,075,000

Expansive Cape in the heart of Bedford offering exceptional flexibility, generous living space, and a layout designed to adapt to a variety of needs. With both formal and informal living spaces, the home offers room to gather, entertain, relax, and work from home with ease. Four wood fireplaces add warmth, character, and timeless charm throughout. With options for either a first- or second-floor primary suite, this home offers up to five bedrooms or more depending on how the rooms are used, along with space for one or two home offices. Two stairways lead to the second floor, adding convenience and versatility, while the adaptable floor plan is ideal for many living arrangements, including multi-generational living. Recent bathroom updates, abundant hardwood flooring, and central air add comfort and appeal throughout the home. The kitchen features a spacious footprint with vintage charm and plenty of room to create the dream kitchen you have always envisioned. Outside, enjoy a private, fenced backyard in a quiet setting that is conveniently close to shopping, restaurants, and major highways. Don’t miss out on this one-of-a-kind property.

5 Beds ⋅ 4 Baths ⋅ 5097392 MLS

Expansive Cape in the heart of Bedford offering exceptional flexibility, generous living space, and a layout designed to adapt to a variety of needs. With both formal and informal living spaces, the home offers room to gather, entertain, relax, and work from home with ease. Four wood fireplaces add warmth, character, and timeless charm throughout. With options for either a first- or second-floor primary suite, this home offers up to five bedrooms or more depending on how the rooms are used, along with space for one or two home offices. Two stairways lead to the second floor, adding convenience and versatility, while the adaptable floor plan is ideal for many living arrangements, including multi-generational living. Recent bathroom updates, abundant hardwood flooring, and central air add comfort and appeal throughout the home. The kitchen features a spacious footprint with vintage charm and plenty of room to create the dream kitchen you have always envisioned. Outside, enjoy a private, fenced backyard in a quiet setting that is conveniently close to shopping, restaurants, and major highways. Don’t miss out on this one-of-a-kind property.

1 Chandler Rd, Bedford

$1,890,000

VIEW VILLA in Bedford's Wine Country: Experience EXCEPTIONAL hilltop living in the prestigious Cote d'Or Estates. From the moment you step through the front door, your eyes are drawn through a picturesque avenue of pear trees to the backyard fire pit and the serene surroundings beyond. Designed for MODERN LIVING, this custom-built home offers an open, airy floor plan with versatile spaces that adapt to your lifestyle. Enjoy stunning sunrises and sunsets from multiple balconies, while the level backyard provides ample space for a future pool or hot tub. The home features 4,776 sq. ft. of living space plus a newly finished 1,772 sq. ft. walkout lower level complete with a recreation room, bar, ¾ bathroom, a bedroom, and dedicated media room. Energy-efficient comfort is provided by a premium Viessmann radiant floor heating system beneath beautiful walnut, bamboo, and tile flooring. The dramatic two-story great room showcases coffered ceilings, elegant cove lighting, and a striking two-way fireplace. The 2nd floor primary suite has a private balcony and is bathed in light….a great spa like bathroom and custom walk-in closet. Also on the 2nd floor is a universal communications/media area, an office, plus 3 more bedrooms. Such a flexible floor plan plus options including the potential for a main-level primary suite or in-law utilizing the present music room. Car enthusiasts and hobbyists will appreciate the five garages, abundant parking, and circular driveway. Situated at the end of a private cul-de-sac and connected to public water, this serene estate offers both privacy and convenience. THE VIEW IS INCLUDED. Schedule your private showing … VISit today!

5 Beds ⋅ 5 Baths ⋅ 5093474 MLS

VIEW VILLA in Bedford's Wine Country: Experience EXCEPTIONAL hilltop living in the prestigious Cote d'Or Estates. From the moment you step through the front door, your eyes are drawn through a picturesque avenue of pear trees to the backyard fire pit and the serene surroundings beyond. Designed for MODERN LIVING, this custom-built home offers an open, airy floor plan with versatile spaces that adapt to your lifestyle. Enjoy stunning sunrises and sunsets from multiple balconies, while the level backyard provides ample space for a future pool or hot tub. The home features 4,776 sq. ft. of living space plus a newly finished 1,772 sq. ft. walkout lower level complete with a recreation room, bar, ¾ bathroom, a bedroom, and dedicated media room. Energy-efficient comfort is provided by a premium Viessmann radiant floor heating system beneath beautiful walnut, bamboo, and tile flooring. The dramatic two-story great room showcases coffered ceilings, elegant cove lighting, and a striking two-way fireplace. The 2nd floor primary suite has a private balcony and is bathed in light….a great spa like bathroom and custom walk-in closet. Also on the 2nd floor is a universal communications/media area, an office, plus 3 more bedrooms. Such a flexible floor plan plus options including the potential for a main-level primary suite or in-law utilizing the present music room. Car enthusiasts and hobbyists will appreciate the five garages, abundant parking, and circular driveway. Situated at the end of a private cul-de-sac and connected to public water, this serene estate offers both privacy and convenience. THE VIEW IS INCLUDED. Schedule your private showing … VISit today!

15 Chardonnay Ter, Bedford

$2,099,000

This distinguished residence located in Bedford's premier neighborhood, Laurel Woods, is set on a private estate-like property with a circular driveway, lush landscaping, wooded backyard and private basket ball court with pickle ball option. The home reflects timeless design, architectural integrity & exceptional craftsmanship. Masterfully built by renowned luxury builder Robert Scott. Custom millwork & refined finishes create an atmosphere of elegance, comfort & style. The floor plan provides versatility for both formal entertaining & everyday living. At the heart of the home, the spacious gourmet kitchen features a bead-board ceiling, granite countertops, stainless steel appliances, & a seamless connection to the inviting family room. A living room with fireplace, coffered ceiling & wet bar offers a warm elegant space. The formal dining room overlooking the private wooded backyard is conveniently located adjacent to the kitchen & family room. A generous office with built-ins & French doors is located on the first floor. Two guest powder rooms located on either side of the first floor complete the main level. The large primary suite is a private retreat with a serene sitting area, spa-inspired bath, steam shower, and custom-designed closets. Three additional bedrooms are located on the second level, one with an en-suite & two other bedrooms connected by a Jack-and-Jill bath with separate vanities on either side of the shared full bathroom. A laundry room is located on the 2nd floor. The finished lower level offers a guest bedroom, full bath & a recreation room with custom built-ins ideal for entertaining or family gatherings. Irrigation system, public water, & whole-house generator are additional features of the home. Set on a quiet cul-de-sac within an established enclave of fine homes, this impeccable home presents an opportunity to enjoy luxury living in one of Bedford's finest neighborhoods. BOM due to circumstances unrelated to the seller or the property.

5 Beds ⋅ 6 Baths ⋅ 5092097 MLS

This distinguished residence located in Bedford's premier neighborhood, Laurel Woods, is set on a private estate-like property with a circular driveway, lush landscaping, wooded backyard and private basket ball court with pickle ball option. The home reflects timeless design, architectural integrity & exceptional craftsmanship. Masterfully built by renowned luxury builder Robert Scott. Custom millwork & refined finishes create an atmosphere of elegance, comfort & style. The floor plan provides versatility for both formal entertaining & everyday living. At the heart of the home, the spacious gourmet kitchen features a bead-board ceiling, granite countertops, stainless steel appliances, & a seamless connection to the inviting family room. A living room with fireplace, coffered ceiling & wet bar offers a warm elegant space. The formal dining room overlooking the private wooded backyard is conveniently located adjacent to the kitchen & family room. A generous office with built-ins & French doors is located on the first floor. Two guest powder rooms located on either side of the first floor complete the main level. The large primary suite is a private retreat with a serene sitting area, spa-inspired bath, steam shower, and custom-designed closets. Three additional bedrooms are located on the second level, one with an en-suite & two other bedrooms connected by a Jack-and-Jill bath with separate vanities on either side of the shared full bathroom. A laundry room is located on the 2nd floor. The finished lower level offers a guest bedroom, full bath & a recreation room with custom built-ins ideal for entertaining or family gatherings. Irrigation system, public water, & whole-house generator are additional features of the home. Set on a quiet cul-de-sac within an established enclave of fine homes, this impeccable home presents an opportunity to enjoy luxury living in one of Bedford's finest neighborhoods. BOM due to circumstances unrelated to the seller or the property.

14 Aspen Ln, Bedford

$699,000

Need more space? This expansive Contemporary Colonial offers over 4,300 square feet of versatile living and entertaining space! The heart of the home is a stunning recreation room featuring a built-in bar and grill—perfect for hosting gatherings. The spacious eat-in kitchen boasts granite countertops, stainless steel appliances, and plenty of room for casual dining. An oversized living room with tile flooring and a cozy pellet stove provides a warm and inviting atmosphere. Enjoy the flexibility of a first-floor private office or guest bedroom, plus a bright sunroom for relaxing. The formal dining room is ideal for special occasions, and the family room offers a classic touch with a wood-burning fireplace. Upstairs, you'll find four generously sized bedrooms, including a luxurious primary suite complete with a walk-in tiled shower. Two additional full bathrooms provide comfort and convenience for everyone. Additional highlights include hardwood floors, new carpeting, updated windows and sliders, newer vinyl siding and roof, central A/C, irrigation system, and thoughtful outdoor upgrades like a cobblestone walkway, large patio, and a massive wraparound deck. A spacious shed offers even more storage. This home is built for both entertaining and everyday living and ready for your finishing touches!

5 Beds ⋅ 5 Baths ⋅ 5043867 MLS

Need more space? This expansive Contemporary Colonial offers over 4,300 square feet of versatile living and entertaining space! The heart of the home is a stunning recreation room featuring a built-in bar and grill—perfect for hosting gatherings. The spacious eat-in kitchen boasts granite countertops, stainless steel appliances, and plenty of room for casual dining. An oversized living room with tile flooring and a cozy pellet stove provides a warm and inviting atmosphere. Enjoy the flexibility of a first-floor private office or guest bedroom, plus a bright sunroom for relaxing. The formal dining room is ideal for special occasions, and the family room offers a classic touch with a wood-burning fireplace. Upstairs, you'll find four generously sized bedrooms, including a luxurious primary suite complete with a walk-in tiled shower. Two additional full bathrooms provide comfort and convenience for everyone. Additional highlights include hardwood floors, new carpeting, updated windows and sliders, newer vinyl siding and roof, central A/C, irrigation system, and thoughtful outdoor upgrades like a cobblestone walkway, large patio, and a massive wraparound deck. A spacious shed offers even more storage. This home is built for both entertaining and everyday living and ready for your finishing touches!

28 Olde Lantern Rd, Bedford