Browse All Chelmsford MA Properties with Pool for Sale

Historic character meets beautifully reimagined living at the Blodgett Estate. Set on an acre of gardens and mature fruit trees, this distinctive 1782 Colonial has undergone extensive renovations that celebrate its early craftsmanship while introducing exceptional modern comfort. Beamed ceilings, multiple fireplaces and original wide-plank pine floors, professionally refurbished, bring warmth and authenticity to the spacious interior.At the heart of the home, a stunning chef’s kitchen features a generous island, abundant cabinetry and an inviting connection to the beamed living room and fireplaced dining room. A separate family room and study offer additional space for gathering, working or unwinding. The first-floor primary suite features a beautifully renovated bath and direct access to the patio, while four upstairs bedrooms continue the home’s timeless appeal.A legal accessory apartment with its own private entrance adds valuable flexibility for extended family, guests or rental use. Outside, stone walkways lead to a gated inground pool, while a brand-new stone patio provides a beautiful setting for outdoor dining and entertaining. A separate gas firepit offers another inviting spot to gather and enjoy evenings under the stars. Fruit trees, garden beds and a new greenhouse invite you to enjoy the property through the seasons. An attached three-car garage completes this remarkable offering—a home where history, thoughtful renovation and extraordinary outdoor living come together.

75 Concord Road, Chelmsford

Listing courtesy of Listing Agent: The Laura Baliestiero Team from Listing Office: Coldwell Banker Realty - Concord.

$799,000

3 Beds ⋅ 2 Baths ⋅ 73593146 MLS

Welcome to 316 Old Westford Road, a beautifully renovated 3-bedroom Ranch offering comfortable, turnkey living. Situated on a wooded 0.69-acre corner lot in a highly desirable Chelmsford neighborhood, this home balances modern interior upgrades with an exceptional outdoor entertainment setup. Step inside to discover a revitalizing interior featuring brand-new flooring throughout, a stunning, modern kitchen, and beautiful new bathrooms. The inviting main level includes a living room anchored by a traditional fireplace and a bright sunroom that brings in excellent natural light. Downstairs, the newly finished basement expands your living space significantly and includes the convenience of a brand-new second full bathroom, making it perfect for a family room or guest suite. Step outside to a fully fenced, private backyard designed for hosting and relaxation, complete with an in-ground pool, and a utility shed. With an attached 1-car garage and ample off-street parking, this move-in-ready property delivers luxury, functionality, and incredible value. Some photos contain virtual staging or digital enhancements to depict property potential.

316 Old Westford Rd, Chelmsford

Listing courtesy of Listing Agent: Alton Phouvong from Listing Office: eXp Realty LLC - Corporate Office.

$740,000

4 Beds ⋅ 3 Baths ⋅ 73592744 MLS

Welcome to Chelmsford’s Hitching Post neighborhood! This classic Colonial offers a private, acre-plus setting with convenient access to Friendship Park, Roberts Field, Country Creamery, schools, shopping, restaurants, golf, trails, and major highways. The welcoming entry opens to a front-to-back living room and a formal dining room that connects to the heart of the home, an open concept kitchen and family room area, featuring custom built-ins and a slider leading to a spacious deck overlooking the in-ground swimming pool and private backyard. The second floor offers four bedrooms, including a primary bedroom with an en-suite half bath, along with an additional full bathroom. Hardwood oak flooring is found throughout much of the home. The finished walk-out lower level features a large second family room, a separate room offering flexible use as a home office or guest room, a dedicated laundry area, and a utility/storage room. An attached, "on-grade" two-car garage with loft storage and low-maintenance vinyl siding add to the property’s appeal. Well loved by the same family for over 50 years, bring your vision to update this well-built home on a private lot set amongst nature, build equity and make this incredible opportunity yours!

15 Wagontrail Road, Chelmsford

Listing courtesy of Listing Agent: Chrisanne Connolly from Listing Office: Wilson Wolfe Real Estate.

$999,900

6 Beds ⋅ 4 Baths ⋅ 73581346 MLS

BUYER INCENTIVE! Seller will provide a $10,000 closing cost credit to buyers who submit an offer and close on or before November 30, 2026. Credit may be applied toward an interest rate buydown and/or closing costs, subject to lender approval. Designed with multi-generational living in mind, this spacious and well-maintained Chelmsford home offers 6 bedrooms, 3.5 baths and over 4,000 sq. ft. of living space on approximately ½ acre. The flexible floor plan provides a variety of possibilities for extended family, an in-law setup, dedicated home office space or potential ADU-style living, with a first-floor bedroom, multiple baths and several living areas that can adapt to changing needs. Thoughtful updates throughout include approximately 90% of the windows replaced in 2017, a 2021 roof, heating system approximately a year old, updated kitchen and baths, 2026 dining room flooring, and a recently refreshed upstairs primary bedroom/bath area with new tile, shower door and refinishing work. The second-floor full bath also features updated countertops. Additional features include owned Tesla solar panels with a Generac PWRcell battery backup system, ductless mini-splits providing heat and AC in select areas, Mass Save insulation in both attics, soft-close kitchen cabinets, pull-down attic access above the garage, 10' x 18' shed/workshop with power, natural gas line for outdoor grilling, and an in-ground pool with a pool pump approximately one year old for summer enjoyment. The solar system has also helped reduce electric costs, and 12 months of gas and electric bills are available for buyer review. Set in a highly sought-after neighborhood with convenient access to major travel routes and all the amenities Chelmsford and surrounding towns have to offer. Welcome home!

4 Derringer Rd, Chelmsford

Listing courtesy of Listing Agent: Pozerycki Arpino Team from Listing Office: Keller Williams Realty-Merrimack.

$685,000

3 Beds ⋅ 2 Baths ⋅ 73580396 MLS

Single-family ranch on Mill Pond, 26 Janet Road, Chelmsford — 0.52 acres, built 1960. 3 beds, 1.5 baths, Great room, one-floor living. Wood-burning fireplace in living room; pellet stove with stone surround in Great room. Gas radiant heat. Attic storage runs the full length of the house, with drop-down stairs in the garage for easy access. Attached garage, large driveway continuing along the side of the house, plus two storage sheds — one for pool equipment, one for gardening. Beautiful stone patio, outdoor fire pit, and stunning sunrise views over Mill Pond right from the master suite. Pool just underwent a complete overhaul — new filter, pump, coping, plaster, and tile. Set in a highly sought-after Chelmsford neighborhood, just 25 miles to Boston, in a high-tech corridor with a highly rated school system.Close to Thanksgiving Forest, backing directly onto Mill Pond — a rare, peaceful pond-side setting you won't want to miss!

26 Janet Rd, Chelmsford

Listing courtesy of Listing Agent: Jonathan Minerick from Listing Office: homecoin.com.

$1,050,000

5 Beds ⋅ 4 Baths ⋅ 73579665 MLS

Welcome to 4 Temi Road in Chelmsford! This sprawling 3,780-square-foot ranch offers a wonderful blend of comfort, functionality, and exceptional outdoor living. Situated on a beautifully landscaped corner lot, this distinctive home features 4 bedrooms and 3 bathrooms, including two primary bedrooms, each with an en-suite bathroom and massive walk-in closet. The inviting kitchen features beautiful stainless steel appliances and is complemented by a conveniently located laundry room that doubles as a stylish butler’s pantry with a second refrigerator—perfect for entertaining and everyday convenience. The lower level features a private in-law suite with its own separate entrance and dedicated parking, offering excellent flexibility for extended family or guests. Additional lower-level space provides versatility for recreation, a home office, or storage.There is wired surround in most of the inside of the home as well as the backyard. Outside, enjoy your own private backyard oasis complete with an in-ground pool, creating the perfect setting for summer entertaining and relaxing. A shed provides additional storage, while the spacious circular driveway offers plenty of parking. The 2-car garage provides even more parking and storage. Conveniently located in Chelmsford, this unique ranch offers generous living space, a flexible floor plan, and an impressive array of indoor and outdoor amenities. Don't miss the opportunity to make this exceptional property your next home!

4 Temi Road, Chelmsford

Listing courtesy of Listing Agent: June Vaillancourt from Listing Office: Keller Williams Gateway Realty.

$799,900

4 Beds ⋅ 4 Baths ⋅ 73575737 MLS

Welcome to 27 Ansie Road, a spacious four-bedroom, 3.5-bath Colonial set on a 0.61-acre lot in Chelmsford. Offering approximately 2,709 square feet, the home provides flexible living space and multiple areas to gather. The family room features a brick fireplace, while the adjoining living room has hardwood floors and French doors opening to the patio. The kitchen offers stainless-steel appliances, stone countertops, generous cabinetry and a center island, with an open connection to the dining area. The second-floor primary suite includes a bath with a jetted tub and separate tiled walk-in shower. Two additional bedrooms and laundry are also upstairs. On the main level, a second bedroom suite has its own bath with a tiled tub and shower. An additional first-floor room offers space for a home office, playroom or other uses. Laundry hookups are also available in the half bath off the family room. Outside, enjoy a fully fenced backyard with an in-ground pool, patio, composite deck, covered outdoor space and garden area. An attached garage, storage shed, owned solar panels, tankless hot water, and town water and sewer add everyday convenience. Located in an established Chelmsford neighborhood near shopping, recreation and commuter routes.

27 Ansie Road, Chelmsford

Listing courtesy of Listing Agent: Jessica Donahue from Listing Office: LAER Realty Partners.

$2,495,000

6 Beds ⋅ 7 Baths ⋅ 73575595 MLS

ENJOY LUXURY LIVING AT ITS FINEST! In this elegant estate, that boasts a grand residence with a full, attached in-law/ADU. Set on more than 5 acres and set well back from the street, this extraordinary private estate offers an unparalleled blend of elegance, scale, and resort-style living. This impressive Colonial is defined by sophisticated interiors, beautifully appointed living spaces, custom built-ins, rich hardwood floors, refined millwork, and two fireplaces that create an atmosphere of timeless luxury. The expansive chef’s kitchen features custom cabinetry, a over-sized island, Sub-Zero refrigerator, Wolf cooktop, and elegant finishes, while the grand family room and adjoining game room with wet bar create an exceptional setting for entertaining. The luxurious primary suite offers a generous closet and a lavish private bath with a soaking tub and beautifully tiled shower. Additional ensuite accommodations provide comfort and privacy, while the first floor offers a separate living area with two bedrooms, its own kitchen, living room, and sunroom. Outside, the grounds are truly spectacular, featuring a resort-style inground pool with a dramatic rock waterfall, cabana with half bath, hot tub, professional landscaping, and a covered outdoor kitchen and entertaining area with ample seating. A four-car attached garage and expansive driveway add convenience to this remarkable property. A truly exceptional offering that combines grandeur, privacy, and effortless luxury. DON’T MISS THE OPPORTUNITY TO MAKE THIS EXTRAORDINARY CHELMSFORD ESTATE YOUR OWN.

40 Grandview Rd, Chelmsford

Listing courtesy of Listing Agent: Team Lillian Montalto from Listing Office: Lillian Montalto Signature Properties.

$825,000

4 Beds ⋅ 2 Baths ⋅ 73574828 MLS

Classic Brick Colonial with Character, Space & Location! This impressive and distinctive 4-bedroom is a rare find bringing timeless city charm to the neighborhood with its handsome brick exterior, original copper gutters, and steel beam construction plus period details, moldings, glass knobs, and hardwood floors throughout. On the first level, you’ll find a spacious eat-in kitchen with island, formal dining room with built-in china cabinetry, an inviting living room with a fireplace and a cozy family room providing access to the screen porch. Upstairs, four generously sized bedrooms offer plenty of room for family, guests and home office space. As a bonus, there’s a cedar closet and 2 unfinished rooms that easily convert to more living space on the 3rd floor. The unfinished lower level has heat and is currently used as a rec room. Outside, enjoy a level and fenced half-acre lot with pool, firepit and a charming screened porch overlooking the backyard. The oversized detached 2-car garage is a standout feature, offering plenty of room for vehicles, a workshop, hobbies and additional storage, with generous storage space above for all the extras. Updated kitchen, baths, HVAC, and electrical provide today's modern comforts, while preserving the home's classic character. Set on a quiet street and conveniently located just a short walk to Freeman Lake and adjacent park facilities, providing wonderful opportunities for swimming at a sandy beach, boating, recreation and enjoying the outdoors. Close proximity to Vinal Square and Route 3 for commuting. All this charm & character, they just don't build them like this anymore!

5 Grant St, Chelmsford

Listing courtesy of Listing Agent: Joshua Naughton from Listing Office: RE/MAX Innovative Properties.

$1,499,999

5 Beds ⋅ 5 Baths ⋅ 73573925 MLS

Set on a sprawling 1.75-acre lot framed by lush landscaping, mature trees, and custom stonework, this extraordinary Chelmsford Cape is the ultimate sanctuary for living and entertaining. The backyard oasis centers around a heated in-ground saltwater pool, complemented by a dedicated pool house complete with a full bath and storage. A covered patio with a cozy wood-burning fireplace flows effortlessly into the property’s true crown jewel: a stunning party barn featuring soaring ceilings, a central chandelier, chic pendant lighting accenting the bar, and full cable connectivity. French doors create a seamless indoor-outdoor connection into the main home, where rich hardwood floors, built-in cabinetry, and a warm stone fireplace set a sophisticated tone. At the heart of the home, the chef’s kitchen shines with white cabinetry, dark granite counters, a massive center island, a Sub-Zero refrigerator, a gas range, a wine chiller, and a walk-in pantry. Casual and formal dining areas accommodate gatherings of any size, supported by a functional mudroom. The primary suite serves as a luxurious retreat, featuring a custom walk-in closet and an en suite bath complete with radiant heated floors, a tiled shower, and a serene picture window. Additional interior highlights include a finished lower level with a wood stove—perfect for a home gym, media room, or office—wainscoting, custom closets, and a third fireplace. Practical amenities like central air, an attached side-entry garage, and a generator round out this remarkable estate.

25 Grandview Road, Chelmsford

Listing courtesy of Listing Agent: Paul A. Dubuque from Listing Office: Lamacchia Realty, Inc..

$964,900

3 Beds ⋅ 3 Baths ⋅ 73573664 MLS

Welcome to 52 Brentwood Road, a distinctive Colonial with a Mansard roof, privately situated on a beautifully landscaped, nearly one-acre corner lot in a desirable Chelmsford neighborhood. Featuring brick exterior on three sides with cedar shingles along the rear, this 3-bedroom, 2.5-bath home offers approximately 2,600 sq. ft. of living space, combining classic character, generous living areas and exceptional outdoor amenities in a wonderfully secluded setting.Inside, hardwood flooring complements an inviting floor plan designed for everyday living and entertaining. The kitchen features **custom cherrywood cabinetry, granite countertops and stainless steel appliances**, combining warmth, quality craftsmanship and functionality. The spacious family room with fireplace provides a warm and welcoming gathering place. First-floor laundry adds convenience, and central air conditioning with four-zone baseboard heating provides year-round comfort.Step outside to your own private retreat. The secluded, beautifully landscaped grounds surround an inground swimming pool and screened cabana, creating an ideal setting for relaxing, entertaining and enjoying summer days at home. An electric SunSetter awning provides shade for outdoor dining and lounging on the updated composite deck, while a gas grill hookup makes outdoor entertaining easy.Exceptional garage and storage space adds even more versatility. In addition to the two-car attached garage, an oversized, insulated and heated detached one-car garage features 220V outlets—ideal for a workshop, hobby space, collector vehicle, projects or additional storage. A separate Reeds Ferry shed provides additional space for lawn and garden equipment, tools and seasonal items.Enjoy the privacy and space of this attractive corner lot while remaining convenient to Chelmsford's shopping, restaurants, schools, medical facilities, parks, golf, tennis, swimming and the Bruce Freeman Rail Trail. Routes 3 and I-495 provide convenient commuter access, with MBTA commuter rail service available from Lowell and North Billerica.With distinctive architecture, hardwood floors, fireplace, central air, three garage bays, exceptional outdoor living and a private pool setting, 52 Brentwood Road offers a rare combination of space, versatility, privacy and convenience. offer deadline of Wednesday 9/16 1pm

52 Brentwood, Chelmsford

Listing courtesy of Listing Agent: Richard Navarro from Listing Office: Citylight Realty.

$849,900

3 Beds ⋅ 3 Baths ⋅ 73569731 MLS

Discover unparalleled privacy in this architectural masterpiece. Tucked away at the end of a winding path, this custom Contemporary, Post and Beam estate offers a rare blend of rustic warmth and modern elegance. Impossible to recreate or build at this price point today. With some enterprising ingenuity and revival, this grand home will shine! Terrific opportunity to bring your personal touches and updates for instant equity. The entry welcomes to a Great Room, where soaring 30' cathedral ceiling and oversized windows surround and flood the home with natural light. Wide pine floors and a commanding stone fireplace anchor the open-concept floor plan. The kitchen features custom cabinetry, high end S/S appliances, and a full-sized pantry. Retreat to the FIRST FLOOR primary suite, a true respite boasting an expansive walk-in closet and a spa-like ensuite bath with a deep soaking tub and separate shower. Upstairs, a versatile, spacious landing overlooks the Great Room, leading to two additional bedrooms and a flexible bonus room—perfect for a nursery or home office. Outdoor space is a vacation like oasis with large deck and charming pergola covered in mature grapevines, overlooking inground gunite pool. An attached two story garage with an enormous loft, poised for expansion. Plenty of storage or additional recreational potential in full height basement. A SANCTUARY, surrounded by lush, mature landscape, yet minutes to highways, schools and athletic fields. . . . . .Truly Nothing like it!

225 Westford St, Chelmsford

Listing courtesy of Listing Agent: Soula Spaziani from Listing Office: Coldwell Banker Realty - Westford.

$639,900

3 Beds ⋅ 2 Baths ⋅ 73539851 MLS

THIS PROPERTY QUALIFIES FOR A 2-1 BUY DOWN SAVING YOU MONEY FOR THE FIRST 2 YEARS. Come and check out this beautifully renovated 3-bed, 2-bath ranch set along a peaceful rural Chelmsford country road, offering modern comfort with true New England charm. Optional single level living with 2 bedrooms, a full bathroom, kitchen and living room on the main floor with an additional bedroom/office, den and full bathroom downstairs! This turnkey home features a bright open-concept layout, updated kitchen and baths, new flooring, and efficient systems throughout. Kitchen is 3 years old, roof 4 years old. The spacious flat usable lot provides privacy, room to expand. A weather tight 800 square foot storage building provides excellent ADU potential for multigenerational living or added rental income. Enjoy summer days on the spacious trex deck by the above-ground pool. The large yard is perfect for gatherings, and has the convenience of being minutes from Chelmsford’s shops, schools, and commuter routes. A rare blend of tranquility and accessibility. Small garage/carriage house attached at end of storage building that could potentially be additional living space or room for the tools and toys. Buyer and buyer’s agent to perform their own due diligence regarding living area, square footage and ADU permitting. Seller is in the process of installing a brand new water heater.

86 Meadowbrook Road, Chelmsford

Listing courtesy of Listing Agent: Wayne Collette from Listing Office: Jill & Co. Realty Group.

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Chelmsford Homes with Pool

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Browse All Chelmsford MA Properties with Pool for Sale

Chelmsford Homes with Pool

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