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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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521 Walpole Street Norwood MA 02062

Norwood, MA521 Walpole Street

Price$599,000

Est. Mortgage: $/month

Price Changed

MLS Number 73538212

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,090

Unique opportunity in desirable Norwood! This versatile property offers exceptional potential for investors, owner-occupants, medical professionals, or entrepreneurs seeking a live/work setup. With a special permit conveying with the land, this property was formerly used as a chiropractic office and may be utilized as a single-family residence and/or professional office space. Potential uses include physicians, dentists, attorneys, architects, engineers, real estate or insurance offices, childcare services, teaching studios, beauty services, and more. The property features 3 bedrooms, 1.5 baths, handicap accessibility, multiple office/exam rooms, plus 3 additional office spaces in the basement. A special parking variance allows for 12 parking spaces. Located on Route 1A with excellent visibility and easy access to major routes, shopping, dining, and commuter options, including the MBTA just 0.5 miles away. Sold as-is.

Listed by Rachel Pallis of NextHome Signature Realty

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$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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14 Brookside Park Milton MA 02186

Milton, MA14 Brookside Park

Price$1,199,999

Est. Mortgage: $/month

Under Agreement

MLS Number 73538210

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 3,194
  • High School Milton High School

Blending timeless character with modern versatility, this charming Milton home showcases beautiful original dark woodwork and a classic fireplace mantel. The spacious eat-in kitchen offers abundant cabinetry and a large butler's pantry for exceptional storage and prep space. A first-floor den provides the option of a fifth bedroom, ideal for guests, a home office, or multigenerational living. The expansive third floor offers endless possibilities as a family room or office, featuring four skylights, exposed beams, ceiling fans, wall-to-wall carpeting, and built-in bookcases, with space to create two rooms if desired. Outside, the fully fenced backyard provides a private setting for entertaining, pets, and outdoor enjoyment. Set on a quiet dead-end street with convenient access to public transportation, downtown Boston, dining, bike trails, and recreational amenities.

Listed by Richard Fish and Christopher Miller of Conway - Hingham

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$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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167-R Stratford Street Boston MA 02132
Under Agreement

MLS Number 73538191

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,640

Nestled in West Roxbury's quintessential Bellevue Hill neighborhood, this charming early 1900's Colonial seamlessly blends timeless character with modern living. Soaring ceilings and an open-concept layout create a bright, inviting atmosphere throughout the main level. The expansive family room, anchored by a beautiful fireplace, flows effortlessly into the dining area and stunning kitchen, perfect for both everyday living and entertaining. A convenient powder room completes the first floor. Upstairs, you will find three bedrooms and a full updated bath and laundry. Outside, a private patio and spacious yard provide the ideal setting for outdoor dining and gatherings. A wonderful opportunity to enjoy classic New England charm in a coveted West Roxbury location.

Listed by Rob and Meaghan of Hawthorn Properties

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%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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99 Pleasant Street Mansfield MA 02048

Mansfield, MA99 Pleasant Street

Price$750,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73538186

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,390

Nestled in the heart of downtown Mansfield, this beautifully preserved 1885 Colonial offers the perfect blend of historic character and contemporary comfort. Rich in period details, the home showcases timeless craftsmanship, and gleaming hardwood floors throughout. This home features a spacious addition designed for today's lifestyle; the chef's kitchen serves as the heart of the home, offering abundant workspace, modern amenities, and a dining area that flows seamlessly into the inviting family room. A welcoming gas fireplace creates the perfect gathering space for relaxing evenings and entertaining alike. Five bedrooms and 2.5 bathrooms provide ample room for family, guests, and flexible living arrangements. An enclosed porch, and fenced backyard offer privacy and space for outdoor enjoyment. Close proximity to the commuter rail and bike path, as well as several great restaurants make this an ideal location. Don't miss the opportunity to own this truly special property!

Listed by Linda Chadwick of Conway - Mansfield

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%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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11 Wyndemere Lane Natick MA 01760

MLS Number 73538181

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 7,200
  • High School Natick

Natick's newest neighborhood is expanding, and construction is underway in phase III of Wyndemere South Natick- Brought to life by the area's preeminent developer this new home and neighborhood epitomizes refined living in a coveted enclave of estate-like homes- graced with classic New England charm and timeless allure. Step inside to discover 5 bedrooms, 6.5 baths, and 7,200+ square feet of meticulously designed living space. From the expansive kitchen to the sun-drenched family room, every detail reflects a commitment to excellence. Outside, mature trees and illuminated stone walls line the street, creating a tranquil retreat. Entertain alfresco on the deck or patio, complete with a built-in gas firepit amidst privacy landscaping. Beyond its impeccable design, this home offers unparalleled convenience. Minutes from both downtown Wellesley and Natick, yet a world away in its serene setting. Wyndemere is anything but ordinary - 11 Wyndemere is complete and ready for occupancy.

Listed by Matthew Stevens of Stevens Property Group

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%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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8 Jefferson Avenue Taunton MA 02780

Taunton, MA8 Jefferson Avenue

Price$449,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73538179

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,200

Welcome home to this move-in-ready gem tucked away on a quiet dead-end street in one of Taunton's desirable neighborhoods! Set on a huge yard with plenty of room for entertaining, gardening, play, or future possibilities, this property offers the perfect blend of comfort and convenience. Inside, you'll find an updated kitchen featuring granite countertops, brand-new cabinetry, and new stainless-steel appliances. Major updates include a roof that's only 5 years old and siding replaced just 3 years ago, providing added peace of mind. Whether you're a first-time buyer, downsizing, or simply looking for a home ready for immediate occupancy, this property checks all the boxes. Enjoy the privacy of a dead-end street, a great neighborhood setting, and the convenience of moving right in. Don't miss this well-maintained home with modern updates, a tremendous yard, and an unbeatable location!

Listed by Kyle Seyboth of Century 21 Limitless

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%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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2 Angelo Way Franklin MA 02038

Franklin, MA2 Angelo Way

Price$879,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73538165

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,380
  • High School Franklin High

Location, location, location! This stunning meticulously maintained Colonial is situated on a beautifully manicured .69-acre lot in a cul-de-sac neighborhood across the street from the FMS/FHS complex! Pride of ownership abounds - this beautiful home defines curb appeal and will check all your boxes…updated Kitchen and Baths; gleaming hardwood flooring; 4 Bedrooms with generous closets; finished Lower Level with flexible space - perfect for a playroom, gym, office - you decide; bright and airy Sunroom and composite Deck overlooking the private, wooded, fenced backyard with gorgeous in-ground pool, firepit area, mature perrenial plantings, and storage shed; convenient mud room entry; irrigation system; gas heat and cooking; newer roof, some windows, front door, garage doors, pool liner, cover and vacuum. Just in time for summer and perfect for entertaining, inside and out, you will fall in love with all that this home has to offer! Come see what makes this home so special. Welcome Home!

Listed by Barbara and Ted's Fine Homes Team and Barbara Rappaport Scardino of Coldwell Banker Realty - Franklin

$
$
%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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65 Woods Crossing Holliston MA 01746

Holliston, MA65 Woods Crossing

Price$959,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73538157

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,898

Discover an exceptional lifestyle opportunity at 65 Woods Xing, a distinguished single-family residence that offers both the privacy of a wooded sanctuary and the desirable location of one of Holliston's most popular neighborhoods. This expansive 2898 square foot home features four well-proportioned 2nd floor bedrooms, providing ample personal space; including a master bedroom suite with two walk in closets, and large private bath. The first floor living space is a perfect blend of convenience with the open kitchen integrated with the fireplaced family room with sliders to a newly expanded deck. There is also a formal dining room and front facing living room with french doors, separate laundry utility room, and direct access to the two-car garage. The basement offers an additional 600 sq. ft. of multipurpose finished space along with a very large utility storage area. New Central AC system installed in 2024.

Listed by The Walsh Team & Partners and Matthew Hayward of William Raveis R.E. & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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166 Pearl Street Reading MA 01867

Reading, MA166 Pearl Street

Price$1,579,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73538148

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,743
  • High School Rmhs

An absolute showplace, this LIKE NEW CUSTOM COLONIAL is what dreams are made of. Built w/quality, function & HI-END details, this home is in exquisite condition, & shows like a Designer Home Magazine. From the rich moldings to the gorgeous HW fls, to the elegant tiles & finishes of the spa-like baths, to the stunning kitchen w/a breathtaking Mahogany OVERZIDED island, you'll be in awe at every turn. The grand curb appeal sets the tone of what's to come...perched majestically on a landscaped ridge, the approach to the front porch beckons you in, where you'll be welcomed by an impressive foyer, leading to the OPEN CONCEPT you want, while the beauty of the gas FP, a bounty of light splashed windows, access to the beautiful deck & yard, are only outdone by the incredible kitchen. A sumptuous second flr landing reaches to 4 generous bdrms, including an ensuite w/a first class hotel-style bath & walk-in closet, laundry rm, & walk-up attic. A HUGE mudroom & playrm w/wetbar complete the LL.

Listed by Rick Nazzaro of Colonial Manor Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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15 Village Path Kingston MA 02364

Kingston, MA15 Village Path

Price$899,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73538144

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,888
  • High School Silver Lake Regional

Welcome to your dream home! This stunning property perfectly blends high-end architectural elegance with the ultimate setup for family fun and year-round entertaining.From the moment you step inside, the home's exceptional craftsmanship is on full display. The open floor plan flows effortlessly, anchored by gorgeous architectural details including rustic exposed beams, dramatic vaulted ceilings, classic wainscotting, and warm stone accents.The living spaces adapt to your lifestyle, featuring a flexible bedroom floor plan designed to grow with your family.The primary suite serves as your personal sanctuary, boasting a luxurious, spa-like en-suite bathroom that promises total relaxation. Why go out when you can host the ultimate gatherings right at home? The large outdoor living area allows you to entertain all season long. Make dinner in the outdoor kitchen, featuring a pizza oven and grill. This is a must see~too many details to list here. Offer deadline 6/22 by 5:00pm

Listed by Jean Cohen of Engel & Volkers,South Shore

$
$
%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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10 Donnelly Drive Medfield MA 02052

Medfield, MA10 Donnelly Drive

Price$1,999,900

Est. Mortgage: $/month

MLS Number 73538110

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 5,832
  • High School Medfield High School

Nestled in the prestigious Donnelly Estates, this exceptional Custom Colonial showcases timeless elegance and impeccable craftsmanship. The stunning 4 bedroom 4.5 bathroom offers thoughtfully designed living space where classic architecture seamlessly blends with modern luxury. The heart of the home features a beautifully appointed chef's kitchen with professional grade appliances, designer finishes, and custom details. Rich Hardwood Floors, extensive built-ins, reflect the exceptional care throughout the home. Designed for everyday living or elegant entertaining, the home offers expansive gathering spaces. A private wing complete with full bath, wet bar, second office and separate staircase, provides an ideal guest suite or multigenerational living arrangement. The finished lower level features a second kitchen full bath game room/media room and potential au-pair accommodations. A heated sunroom opens to a sophisticated stone patio overlooking beautiful landscaped grounds.

Listed by Janet Lamb and Kristin O'Connor of Sterling Beacon Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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41 Phillips Road Sudbury MA 01776
Contingent

MLS Number 73538108

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,664

Price reduction! Set back in a wooded, quiet neighborhood, this brick faced Georgian combines a spacious, light filled, layout with luxurious appointments and a timeless floor plan. Skylights and cathedral ceilings incorporated through-out. Great flow from Kitchen to dining room to family room and sun room, perfect for entertaining and family. The kitchen is a rare find: A Boffi kitchen: Sleek, elegant, efficient and timeless with state-of-the-art appliances. The downstairs powder room is Boffi too. The main level includes a formal dining room adjoining a living room with room for a grand piano. The first floor is rounded out by a private wood paneled library. Upstairs, the sun filled primary bedroom has a dressing room, two closets, and a bath with skylights. Three additional roomy bedrooms, a full bath and laundry, and airy, spacious bonus room has its own back staircase and full bath, combine to make this a place to enjoy family and friends. Well landscaped with mature plantings, perennials.

Listed by Betsy Millane of William Raveis R.E. & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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