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Colonial Homes for Sale on the South Shore

Colonial-style homes are a staple of South Shore real estate, offering timeless design, functional floor plans, and strong curb appeal. With symmetrical layouts and classic two-story builds, these homes are widely available in towns like Norwell, Hanover, and Braintree.

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111 Old Pickard Road Concord MA 01742

Concord, MA111 Old Pickard Road

Price$2,650,000

Est. Mortgage: $/month

MLS Number 73581357

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,428
  • High School Cchs

This exceptional five bedroom, four and one half bath home was uniquely and thoughtfully renovated by renowned Concord architect Elise Stone who combined architectural character, generous scale, beautiful craftsmanship, and an unusually effortless flow. Set on a large corner lot, the property offers a rare sense of privacy while remaining deeply connected to one of the most coveted family neighborhoods in Concord. The gracious foyer opens to a private first-floor home office with a wall of custom bookcases, creating a beautiful and functional workspace just off the main entrance. Also off the foyer, the sunken living room offers a warm and inviting gathering space anchored by a wood-burning fireplace. The elegant dining room opens directly to a wonderful screened-in porch. At the heart of the home, the gourmet kitchen features high-end appliances, a large walk-in pantry, and a sunny eat-in area that flows naturally into the spacious family room, complete with a gas fireplace. Sliders from the family room open to a large deck that descends to a stone patio and the flat, expansive backyard. The spacious primary suite is a true retreat, with abundant natural light, a spa-like bathroom with a soaking tub, and a large custom walk-in closet. Four additional spacious bedrooms are served by two beautifully appointed bathrooms, one with double sinks. A second private home office tucked away on the second floor offers additional flexibility for working from home. The finished lower level with fitness area and walk-out access to the backyard provides valuable additional living and recreation space. One of the property's most distinctive qualities is its rare combination of privacy and community. The property abuts wooded Pickard Trust land, creating a remarkably private backdrop, while the property remains connected to the Indian Pipe/Stone Root neighborhood. The rare three-car garage and dual driveway access from Old Pickard Road and Indian Pipe Road provide ample parking, convenient access to both streets, and plenty of room for shooting pucks, rollerblading, and playing basketball. The location is equally compelling, with easy biking access to the bike path, Willard Elementary School, Concord Middle School, and White Pond, vibrant downtown West Concord and the commuter rail. This is a truly special Concord property-offering thoughtful architectural design, beautiful custom details, exceptional space, and wonderful place to call home!

Listed by Kim Patenaude and Rory Fivek Real Estate Group, Rory Fivek and Kimberly S. Patenaude of Barrett Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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135 Ashland Street Melrose MA 02176
Under Agreement

MLS Number 73581348

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,865
  • High School Melrose High

You know those houses that just have everything going for them? This is one of them! Set in a fabulous, low-traffic Melrose Highlands neighborhood, this charming Colonial has the character you want and the updates you're really hoping someone else already paid for. The heavy lifting is done, leaving the next owner free to simply settle in, bring in what matters to them, and make this house feel like home. Original hardwood floors, beautiful gumwood woodwork and a large fireplaced living room bring the charm, while the bright eat-in kitchen, primary ensuite, finished basement and remodeled third floor give you plenty of room to actually live. The upgrade list is a good one too: newer roof, heat pump for heating and cooling, water heater, 200-amp electrical, updated kitchen counters and backsplash, dual-fuel range, refreshed baths, irrigation front and back, backyard electrical and even an EV charger. And then there's the backyard. The newer composite deck spans the length of the house, with a partially covered dining area complete with ceiling fan - because apparently even your summer dinners get an upgrade here. Below, covered seating flows out to a spacious patio, creating multiple spots to relax, entertain or enjoy the shaded, fenced yard. Add easy access to the commuter rail, Oak Grove, schools, restaurants, Whole Foods and downtown Melrose and, honestly…what's left to wish for?

Listed by The Kim Perrotti Team and Kim Perrotti of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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22 Fern Street Natick MA 01760

Natick, MA22 Fern Street

Price$2,125,000

Est. Mortgage: $/month

MLS Number 73581347

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,424
  • High School Natick

PRE-CONSTRUCTION OPPORTUNITY! Bring your vision to life with this exceptional new construction Farmhouse Colonial, thoughtfully designed to blend timeless elegance with modern luxury and everyday comfort. Set in a desirable Natick neighborhood, this stunning residence will offer expansive living across multiple levels, with high-end finishes and exceptional attention to detail throughout. The main level is designed for effortless entertaining, featuring a spectacular chef's kitchen with quartz counters, oversized island, walk-in storage through the butler's pantry, seamlessly flowing into the formal dining room as well as the breakfast nook and fireplaced family room. A first-floor bedroom suite with private bath offers exceptional flexibility for multigenerational living, extended family or guests. Mudroom with custom built-ins, powder room and access to the attached two-car garage complete this level. Upstairs, the luxurious primary suite features two generous walk-in closets and a spa-inspired private bath. Three additional bedrooms, a family bath and convenient second-floor laundry provide plenty of flexibility. A convenient loft for study and a fun and unexpected hidden children's cave; a secret little hideaway designed for reading, playing and letting imaginations run wild. A finished third floor offers additional possibilities for living, recreation or a private retreat. Full basement offers plenty of storage space and can be finished as well. Ideally located less than a mile from Natick High School and Memorial Beach and just over a mile from Natick Center and both commuter rail stations. A rare opportunity to customize and create a truly exceptional new home in a prime Natick location.

Listed by Barber Real Estate Group and Anna Borelli of William Raveis R.E. & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4 Derringer Road Chelmsford MA 01824

Chelmsford, MA4 Derringer Road

Price$1,025,000

Est. Mortgage: $/month

Price Changed

MLS Number 73581346

  • Residential
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 4,016

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!

Listed by Pozerycki Arpino Team, William Pozerycki and Linda Raftery Arpino of Keller Williams Realty-Merrimack

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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112 Glendale Road Quincy MA 02169

Quincy, MA112 Glendale Road

Price$699,900

Est. Mortgage: $/month

Contingent

MLS Number 73581332

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,470
  • High School Quincy

Constructed in 1925, this traditional American Foursquare "Hip Roof" residence at 112 Glendale Rd, Quincy, MA, This well maintained single-family home has been in the same family for decades. This inviting property is poised for immediate occupancy, offering a seamless transition for its next discerning owner. The residence encompasses four well-proportioned bedrooms, providing versatile living arrangements or in home office! A full bathroom and a convenient half bathroom are thoughtfully integrated within the floor plan, catering to both resident and guest needs. Complementing the interior living spaces is the Fireplaced Living Room & Sun Room. . A two-car garage provides significant utility, accommodating vehicles and additional storage. Discover the exceptional living experience offered by this distinguished Quincy residence.

Listed by Rick Murray of William Raveis R.E. & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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32 Pleasant Street Boston MA 02129

MLS Number 73581324

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,002

Set in Charlestown’s coveted Gaslight District on Pleasant Street, this stately single-family home offers approximately 3,002 square feet across four beautifully finished levels. A classic faade with three distinctive gabled dormers gives way to an impressive interior blending historic character with refined modern finishes. The main level is designed for both everyday living and entertaining, featuring a spacious living and dining area, exposed brick, custom built-ins and a stunning chef’s kitchen with marble countertops and backsplash, Sub-Zero refrigeration, Thermador range and hood, and an oversized island. Just beyond, a private patio creates a seamless extension of the living space outdoors. Three generously sized bedrooms each feature their own en-suite bathroom, while the expansive top-floor primary suite offers exceptional privacy with a large walk-in closet, beautifully appointed marble bath and additional private balcony. A dedicated office with custom built-ins and a finished lower provide additional flexibility. An exceptional Charlestown home offering remarkable space, quality and location just moments from the Monument, Main Street, waterfront and Downtown Boston.

Listed by Tracy Shea and Sophie Shea of Coldwell Banker Realty - Boston

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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181 Wellington Fall River MA 02720

Fall River, MA181 Wellington

Price$529,900

Est. Mortgage: $/month

MLS Number 73581320

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,640

Welcome to this stunning Contemporary Colonial, perfectly designed for modern living. The main level boasts a bright, open-concept floor plan that seamlessly connects the spacious living room, dining area, and kitchen; ideal for both everyday comfort and entertaining. Premium finishes run throughout the entire home, including gleaming engineered hardwood floors and sleek quartz countertops in the kitchen and all bathrooms. Upstairs, you will find three bedrooms, including a private primary suite complete with a generous walk-in closet and a full on-suite bathroom. For ultimate convenience, the main floor features a half bath and a dedicated laundry room. Step outside to enjoy the beautiful porch and composite deck, offering the perfect outdoor retreat with zero maintenance hassle.

Listed by Fred Grizotte of Paiva Real Estate Services,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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59 Blue Hill Terrace Street Milton MA 02186
Contingent

MLS Number 73581314

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,564

There comes a time when an opportunity presents itself that is simply too good to pass up and we are serving this one up on a silver platter! Step through the welcoming front entryway of this classic side entrance Colonial and you'll feel it right away, high ceilings, bright natural light and an easy circular flow from room to room. French doors open to the cozy fireplaced living room which connects to the dining room and an updated kitchen ready for weeknight dinners and weekend hosting. A versatile bonus room on the first floor is big enough to use as a home office, guest bedroom, den or playroom. Four generous bedrooms and two full baths give you plenty of room to grow. Freshly painted inside and out there's no project list here, so your biggest decision this fall is what candy you'll hand out on Halloween! The private backyard is made for crisp fall nights around the fire pit, fetch with Fido or that future swing set. This location gives you the best of both worlds, just minutes to the Milton trolley/Red Line/Commuter Rail for an easy ride into Boston paired with the trails of the Blue Hills right in your backyard for weekend hikes. Come see it before someone else does!

Listed by Cahill+Co. Team, Carolyn Cahill and Mary Beth Grant of William Raveis R.E. & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4 Bruce Road Holbrook MA 02343

Holbrook, MA4 Bruce Road

Price$929,000

Est. Mortgage: $/month

MLS Number 73581311

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,558

Welcome to this beautifully maintained, turn-key 4-bedroom, 3.5-bath Colonial offering an exceptional blend of comfort, quality, and versatile living space. Attractive curb appeal showcases newer windows, updated front siding, and meticulously maintained landscaping with a sprinkler system. Inside, thoughtful details include upgraded crown molding, custom woodwork, and built-ins throughout. The spacious kitchen shines with a large center island and downdraft cooktop, while the finished lower level and first-floor office provide flexible options for a guest area, home office, playroom, or multi-generational living. The primary suite features a relaxing soaking tub, and additional highlights include an efficient Buderus heating system, an Aqua Science PFAS water filtration system, and a standby automatic transfer generator. Step outside to a private, fully fenced backyard designed for entertaining and relaxation, complete with a large maintenance-free deck, impressive outdoor pavilion, and storage shed with water and power. An oversized garage provides abundant additional storage and includes a 50 amp sub panel. Conveniently located near South Shore Hospital and area amenities. Standby automatic transfer generator and Aqua Science PFAS water filtration system included. Generator operates on propane; propane tank is not included and buyer will be responsible for leasing or purchasing a tank. Safes are included, operational, and buyer's responsibility.

Listed by Shauna Fanning of William Raveis R.E. & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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25 Hedgerow Lane Westwood MA 02090

Westwood, MA25 Hedgerow Lane

Price$2,475,000

Est. Mortgage: $/month

Contingent

MLS Number 73581288

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,234
  • High School Westwood High

Open House Cancelled Saturday !!! Exciting opportunity in prime location offers all you would expect in a newer home. High ceilings, wood floors, spacious rooms along with a great flow, built with efficiency and style on a culdesac. The grand open foyer welcomes your guests. There is a home office, formal dining room and front sitting room. The expansive kitchen with top Subzero and Wolf appliances, quartz island, breakfast area, pantry wall and access to back deck is the perfect spot for dinner parties or enjoying with the family. Fireplace family room also offers access to the private back yard. There is a recently enlarged mudroom off the 3 car garage that includes a walk in closet and powder room. Bedrooms can be found on the second level and include 3 full baths, laundry room and exquisite master suite complete with multiple large walkin custom closets, and luxurious bath. The full daylight basement currently boasts great storage and can allow for a gym, game room, media room and bath. Location could not be more convenient close to train, shops and major routes. Sidewalk, treed lots and walkable access to other neighborhoods make this the perfect find. Smartwired, Control 4, Irrigation, Energy efficient and maintenance free exteriors are just a few of the upgrades this home offers.

Listed by Elena Price of Coldwell Banker Realty - Westwood

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

675 Gay Street Westwood MA 02090

Westwood, MA675 Gay Street

Price$1,390,000

Est. Mortgage: $/month

MLS Number 73581287

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,076
  • High School Westwood High

Walk to Pine Hill School, School Street playground, major routes, trains, shopping and restaurants. Great Value ! Priced below assessment this move in ready home is set back from street offering privacy. Many updates and renovations combined with a manicured, private 1.84 acre lot in a prime location makes this such a great opportunity and value. Spacious rooms have a blend of charm, contemporary comfort and natural light throughout. There is a great flow for entertaining along with plenty of comfortable living space on all three floors. A welcoming front porch leads your guests into the open foyer. Many windows offer great natural light in both the sitting room and dining room. Sliders open to a three season porch that allows you to relax and take in the outdoors overlooking the sizable back yard. Eat in kitchen boasts new quartz counters with refreshed cabinets and appliances. Family room with fireplace is the perfect spot for casual living and offers plenty of space to spread out and enjoy. The mudroom with pantry has access to the 2 car garage, powder room and back deck. Second floor hosts four generous sized bedrooms with spacious closets, separate laundry room, and the primary suite with deep walk in closet and full bath. There is additional finished living space in the lower level for a game room, office or theatre along with a powder room. Plenty of storage throughout with new AC, paint, carpets, and appliances this year.

Listed by Elena Price of Coldwell Banker Realty - Westwood

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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63 Mayall Road Waltham MA 02453

Waltham, MA63 Mayall Road

Price$1,190,000

Est. Mortgage: $/month

Price Changed

MLS Number 73581277

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,018
  • High School Waltham

Quintessential Colonial in the heart of Warrendale, ideally located just steps from FitzGerald Elementary, McCabe ball field and playground. The inviting main floor of this beautiful home features an open, updated kitchen and dining area with white cabinetry, granite counters, a large center island, stainless steel appliances, pantry and custom built-ins. Through the front vestibule, a classic glass-paned French door welcomes you into a front-to-back living room with a fireplace, while a versatile bonus room with adjacent full bath is ideal for a home office, exercise space, music room or playroom. Upstairs, three serene bedrooms are full of natural light and inherent warmth. Traditional hardwood flooring elevates the first and second levels with timeless character. With three updated full baths, one on each level, this home offers effortless convenience. The renovated lower level, completed in 2023, offers exceptional flexibility with a kitchenette, family room and additional bonus room with closet, ready to accommodate extended family, guests, recreation or future needs. Outside, the oversized two-car garage is a coveted find in the neighborhood. Additional updates and features include three-zone heating and cooling installed in 2023, 200-amp electrical service, new front steps, a fenced, professionally landscaped yard, patio for outdoor family time and entertaining. Enjoy a true neighborhood setting with exceptional access to Belmont, Watertown, Newton, Cambridge and Boston, plus convenient connections to Route 2, the Mass Pike and I-95. Best of all, Waltham's generous residential tax exemption makes owner occupancy even more appealing.

Listed by Robin Doherty of Keller Williams Realty Boston Northwest

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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