Over 55 Condo Complexes South and West Boston mid price adult community Real Estate Search

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All Luxury Over 55 Communities (500K+)

North and West of Boston 300-500K

South and West of Boston 300K or less

South and West of Boston 300-500K

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Over 55 Condo Complexes South and West Boston mid price adult community

8 Peters Farm Way Unit 307, Westborough image
8 Peters Farm Way Unit 307, Westborough — ['Chauncy Lake By Del Webb'] $644,995

NEW CONSTRUCTION LUXURY 55+ LIVING! Discover Del Webb Chauncy Lake, an exceptional active adult community overlooking 400 acres of open space and just 2 miles from downto...

  • 2 Beds
  • 2 Baths
  • 73595039 MLS
  • ['Chauncy Lake By Del Webb'] Bldg.
Courtesy of Pulte Homes of New England

Listing courtesy of Listing Agent: Erin Sullivan from Listing Office: Pulte Homes of New England.

80 Taft Hil Ln Unit 80, Uxbridge image
80 Taft Hil Ln Unit 80, Uxbridge — ['Summerfield At Taft Hill'] $600,000

**COMING SOON!** A rare opportunity in Summerfield at Taft Hill, Uxbridge's desirable 55+ community! This spacious Fairway model, the largest floor plan in the developmen...

  • 2 Beds
  • 2 Baths
  • 73594701 MLS
  • ['Summerfield At Taft Hill'] Bldg.
81 Country Squire Rd Unit 81, Uxbridge image
81 Country Squire Rd Unit 81, Uxbridge — ['Juniper Hill'] $445,000

Winter is on its way! At Juniper hill you don't have to worry about shoveling your driveway, walkway, or taking your trash to the curb. You can sit inside in front of you...

  • 2 Beds
  • 2 Baths
  • 73594363 MLS
  • ['Juniper Hill'] Bldg.
50 William Onthank Ln Unit 50, Southborough image
50 William Onthank Ln Unit 50, Southborough — ['Southborough Meadows'] $639,999

Convenient 55+ Living At It’s Finest! Located on a Cul-De-Sac in the Sought out Southborough Meadows. Offering an Open Layout Featuring Gleaming Hardwood Floors and a Vau...

  • 2 Beds
  • 3 Baths
  • 73593684 MLS
  • ['Southborough Meadows'] Bldg.
Courtesy of Keller Williams Boston MetroWest

Listing courtesy of Listing Agent: Nicole Esposito from Listing Office: Keller Williams Boston MetroWest.

989 East St Unit 115, Dedham image
989 East St Unit 115, Dedham — ['Westbrook Crossing'] $530,000

Westbrook Crossing is an impeccably maintained 55+ active adult community that offers an ideal synthesis of refined, low-maintenance living and a distinctive neighborhood...

  • 2 Beds
  • 2 Baths
  • 73593202 MLS
  • ['Westbrook Crossing'] Bldg.
Courtesy of RE/MAX Distinct Advantage

Listing courtesy of Listing Agent: The Jowdy Group from Listing Office: RE/MAX Distinct Advantage.

8 Peters Farm Way Unit 102, Westborough image
8 Peters Farm Way Unit 102, Westborough — ['Del Webb Chauncy Lake'] $439,995

Discover luxury new construction at Del Webb Chauncy Lake, Westborough’s premier 55+ community! The Jamestown offers thoughtfully designed, low-maintenance living with a ...

  • 1 Beds
  • 2 Baths
  • 73592537 MLS
  • ['Del Webb Chauncy Lake'] Bldg.
Courtesy of Pulte Homes of New England

Listing courtesy of Listing Agent: Erin Sullivan from Listing Office: Pulte Homes of New England.

989 East Street Unit 210, Dedham image
989 East Street Unit 210, Dedham — ['Westbrook Crossing'] $625,000

This beautiful two-bedroom residence in desirable Westbrook Crossing offers an inviting layout, abundant natural light, gleaming hardwood floors, and freshly painted inte...

  • 2 Beds
  • 2 Baths
  • 73591500 MLS
  • ['Westbrook Crossing'] Bldg.
Courtesy of Keller Williams Realty

Listing courtesy of Listing Agent: Brian Kenneally from Listing Office: Keller Williams Realty.

23 Horne Way Unit 23, Millbury image
23 Horne Way Unit 23, Millbury — ['Brierly Pond Village'] $439,900

Welcome to Brierly Pond Village. This sought after adult community location is second to none; minutes to The Shoppes at Blackstone Valley, Worcester's abundance of resta...

  • 2 Beds
  • 3 Baths
  • 73591317 MLS
  • ['Brierly Pond Village'] Bldg.
Courtesy of REMAX Executive Realty

Listing courtesy of Listing Agent: Jeanne McHale from Listing Office: REMAX Executive Realty.

5 Peters Farm Way Unit 7410, Westborough image
5 Peters Farm Way Unit 7410, Westborough — ['Del Webb Chauncy Lake'] $599,995

Luxury Top-Floor Living at Del Webb Chauncy Lake! Brand-new construction, ready for immediate occupancy! Discover the Hayden, a beautifully designed condominium offering ...

  • 2 Beds
  • 2 Baths
  • 73590621 MLS
  • ['Del Webb Chauncy Lake'] Bldg.
Courtesy of Pulte Homes of New England

Listing courtesy of Listing Agent: Erin Sullivan from Listing Office: Pulte Homes of New England.

8 Peters Farm Way Unit 212, Westborough image
8 Peters Farm Way Unit 212, Westborough — ['Del Webb Chauncy Lake'] $514,995

Luxury New Construction at Del Webb Chauncy Lake! Ready for Winter 2026/2027 occupancy, this beautifully appointed Carlisle design showcases elevated condo living with de...

  • 1 Beds
  • 2 Baths
  • 73590524 MLS
  • ['Del Webb Chauncy Lake'] Bldg.
Courtesy of Pulte Homes of New England

Listing courtesy of Listing Agent: Erin Sullivan from Listing Office: Pulte Homes of New England.

1 Whispering Brook Rd Unit 1, Marlborough image
1 Whispering Brook Rd Unit 1, Marlborough — ['The Villages At Crane Meadow'] $588,000

"MULTIPLE OFFERS RECEIVED. Seller is requesting all highest and best offers to be submitted by Tuesday, October 20th, at 6:00 PM." Welcome to 1 Whispering Brook Road, nes...

  • 2 Beds
  • 2 Baths
  • 73589811 MLS
  • ['The Villages At Crane Meadow'] Bldg.
Courtesy of Settlers Realty Group, LLC

Listing courtesy of Listing Agent: Paulo Neto from Listing Office: Settlers Realty Group, LLC.

87 Shannon Way Unit 1, Upton image
87 Shannon Way Unit 1, Upton — ['Upton Ridge'] $640,000 ▼

Enjoy low-maintenance living at Upton Ridge, a desirable 55+ community just a short stroll from the renowned Shining Rock Golf Course. This beautiful Milan-style two-stor...

  • 2 Beds
  • 3 Baths
  • 73587904 MLS
  • ['Upton Ridge'] Bldg.
Courtesy of Keller Williams Realty

Listing courtesy of Listing Agent: Shane Brady from Listing Office: Keller Williams Realty.

30 Summerfield Drive Unit 30, Uxbridge image
30 Summerfield Drive Unit 30, Uxbridge — ['Summerfield At Taft Hill Condominium'] $589,900

Welcome home to this meticulously maintained 55+ Community, set amid 63 acres of breathtaking grounds! This spacious 2BR, 2BA home offers bright, airy, and inviting singl...

  • 2 Beds
  • 2 Baths
  • 73587327 MLS
  • ['Summerfield At Taft Hill Condominium'] Bldg.
Courtesy of LAER Realty Partners

Listing courtesy of Listing Agent: Kimberly Bagni from Listing Office: LAER Realty Partners.

45 Meetinghouse Rd Unit 45, Norfolk image
45 Meetinghouse Rd Unit 45, Norfolk — ['Norfolk Town Center Condos'] $575,000

Downsizing? Maybe this isn’t about downsizing at all… it’s about moving into a home that gives you more of what you want: room to gather, and a true escape to serenity.Th...

  • 2 Beds
  • 3 Baths
  • 73584581 MLS
  • ['Norfolk Town Center Condos'] Bldg.
Courtesy of Papa Realty Group

Listing courtesy of Listing Agent: Gabriele Papa from Listing Office: Papa Realty Group.

3 Peters Farm Way Unit 107, Westborough image
3 Peters Farm Way Unit 107, Westborough — ['Del Web Chauncey Lake'] $560,000

Better than new! Sun-drenched first-floor corner-unit condo in the desirable 55+ community of Chauncy Lake. This stylish, move-in-ready “Innsbrook” offers a bright, open ...

  • 2 Beds
  • 2 Baths
  • 73584085 MLS
  • ['Del Web Chauncey Lake'] Bldg.
Courtesy of LAER Realty Partners

Listing courtesy of Listing Agent: Pamela Taylor from Listing Office: LAER Realty Partners.

1 Haven Way Unit 1, Ashland image
1 Haven Way Unit 1, Ashland $539,000 ▼

Beautiful end unit lovingly maintained by the original owner. Large airy rooms with an open floor plan. The kitchen features warm wooden cabinety and a Corian counter top...

  • 1 Beds
  • 3 Baths
  • 73582759 MLS
Courtesy of Coldwell Banker Realty - Framingham

Listing courtesy of Listing Agent: Donna Gittelsohn from Listing Office: Coldwell Banker Realty - Framingham.

8310 Peters Farm Way Unit 310, Westborough image
8310 Peters Farm Way Unit 310, Westborough — ['Del Webb Chauncy Lake'] $564,995 ▼

Luxury New Construction at Chauncy Lake—Westborough’s premier 55+ active adult community. The beautifully designed Hayden offers sophisticated, low-maintenance living wit...

  • 2 Beds
  • 2 Baths
  • 73582700 MLS
  • ['Del Webb Chauncy Lake'] Bldg.
Courtesy of Pulte Homes of New England

Listing courtesy of Listing Agent: Erin Sullivan from Listing Office: Pulte Homes of New England.

30 William Onthank Ln Unit 30, Southborough image
30 William Onthank Ln Unit 30, Southborough — ['Southborough Meadows'] $565,000

Welcome to easy, low-maintenance living in Southborough Meadows, one of Metrowest Boston’s premier 55+ active adult communities. Beautifully situated in a prime, sunny lo...

  • 2 Beds
  • 2 Baths
  • 73582287 MLS
  • ['Southborough Meadows'] Bldg.
Courtesy of Mathieu Newton Sotheby's International Realty

Listing courtesy of Listing Agent: Maria Romero Vagnini from Listing Office: Mathieu Newton Sotheby's International Realty.

1 Haven Way Unit 1, Ashland image
1 Haven Way Unit 1, Ashland — ['Leah Estates Condominium'] $539,000 ▼

Beautiful end unit lovingly maintained by the original owner. Large airy rooms with an open floor plan. The kitchen features warm wooden cabinety and a Corian counter top...

  • 1 Beds
  • 3 Baths
  • 73575519 MLS
  • ['Leah Estates Condominium'] Bldg.
Courtesy of Coldwell Banker Realty - Framingham

Listing courtesy of Listing Agent: Donna Gittelsohn from Listing Office: Coldwell Banker Realty - Framingham.

4 Peters Farm Way Unit 409, Westborough image
4 Peters Farm Way Unit 409, Westborough — ['Chauncy Lake By Del Webb'] $539,900

Why wait? Come enjoy this beautifully upgraded, move-in-ready home at the prestigious Del Webb Chauncy Lake 55+ community. Perfectly situated on the 4th (TOP) floor, this...

  • 2 Beds
  • 2 Baths
  • 73575237 MLS
  • ['Chauncy Lake By Del Webb'] Bldg.
Courtesy of ERA Key Realty Services- Fram

Listing courtesy of Listing Agent: Robert Fontaine from Listing Office: ERA Key Realty Services- Fram.

5 Peters Farm Way Unit 7405, Westborough image
5 Peters Farm Way Unit 7405, Westborough — ['Del Webb Chauncy Lake'] $539,995 ▼

Brand New Construction – Ready for Occupancy! Penthouse residence with southern exposure and abundant natural light in a highly sought-after top-floor location overlookin...

  • 2 Beds
  • 2 Baths
  • 73574409 MLS
  • ['Del Webb Chauncy Lake'] Bldg.
Courtesy of Pulte Homes of New England

Listing courtesy of Listing Agent: Erin Sullivan from Listing Office: Pulte Homes of New England.

1102 Pennington Drive Unit 1102, Walpole image
1102 Pennington Drive Unit 1102, Walpole — ['Pennington Crossing'] $499,900 ▼

Your next chapter starts here! Pennington Crossing is a beautifully maintained 55+ pet friendly community offering an inviting clubhouse perfect for gatherings and entert...

  • 1 Beds
  • 1 Baths
  • 73574324 MLS
  • ['Pennington Crossing'] Bldg.
Courtesy of Gelineau & Associates, R.E.

Listing courtesy of Listing Agent: Glenna Gelineau from Listing Office: Gelineau & Associates, R.E..

97 Horne Way Unit 97, Millbury image
97 Horne Way Unit 97, Millbury — ['Brierly Pond Village'] $425,000 ▼

Looking for low-maintenance living with plenty of space and style? This exceptional townhome in Brierly Pond, a sought after premier adult community in Millbury, has just...

  • 2 Beds
  • 3 Baths
  • 73574309 MLS
  • ['Brierly Pond Village'] Bldg.
Courtesy of Lamacchia Realty, Inc.

Listing courtesy of Listing Agent: Colleen Crowley from Listing Office: Lamacchia Realty, Inc..

635 Old Post Road Unit 109, Sharon image
635 Old Post Road Unit 109, Sharon — ['Woodcrest Run Condominiums'] $479,900

Welcome to this stunning 2-bedroom, 2-bathroom condo in a sought-after 55+ community in Sharon, MA! This unit features an open floor plan with a spacious living and dinin...

  • 2 Beds
  • 2 Baths
  • 73566337 MLS
  • ['Woodcrest Run Condominiums'] Bldg.
Courtesy of Strive Realty

Listing courtesy of Listing Agent: Phillip Gendreau from Listing Office: Strive Realty.

635 Old Post Road Unit 302, Sharon image
635 Old Post Road Unit 302, Sharon — ['Woodcrest Run Condominiums'] $489,900

CORNER UNIT! Welcome to this stunning 2-bedroom, 2-bathroom condo in a sought-after 55+ community in Sharon, MA! This unit features an open floor plan with a spacious liv...

  • 2 Beds
  • 2 Baths
  • 73566336 MLS
  • ['Woodcrest Run Condominiums'] Bldg.
Courtesy of Strive Realty

Listing courtesy of Listing Agent: Phillip Gendreau from Listing Office: Strive Realty.

1213 Codman Way Unit 1213, Westborough image
1213 Codman Way Unit 1213, Westborough — ['Chauncy Lake Del Web'] $569,900 ▼

This beautifully upgraded second floor corner unit offers exceptional privacy and a peaceful setting, with pastoral views across open fields and treetop vistas beyond wit...

  • 2 Beds
  • 2 Baths
  • 73565781 MLS
  • ['Chauncy Lake Del Web'] Bldg.
Courtesy of Lamacchia Realty, Inc.

Listing courtesy of Listing Agent: Mary G. Wood from Listing Office: Lamacchia Realty, Inc..

14 Wessonville Village Way Unit 14, Westborough image
14 Wessonville Village Way Unit 14, Westborough — ['The Villages At Walker Meadow'] $650,000 ▼

Desirable 55+ end unit at The Villages at Walker Meadow with attached two-car garage, offering over 2,000 sq. ft. of first-floor living! This home is situated on a privat...

  • 2 Beds
  • 2 Baths
  • 73565142 MLS
  • ['The Villages At Walker Meadow'] Bldg.
Courtesy of eXp Realty LLC - Corporate Office

Listing courtesy of Listing Agent: Leshia Crestin from Listing Office: eXp Realty LLC - Corporate Office.

79 Orchard Meadows Drive Unit 79, Shrewsbury image
79 Orchard Meadows Drive Unit 79, Shrewsbury — ['Orchard Meadows'] $534,900

Move right into this beautifully maintained condo featuring a bright, open floor plan with a spacious living room and dining room. A French door leads to a lovely three...

  • 2 Beds
  • 2 Baths
  • 73550830 MLS
  • ['Orchard Meadows'] Bldg.
Courtesy of ERA Key Realty Services- Fram

Listing courtesy of Listing Agent: Nelson Zide from Listing Office: ERA Key Realty Services- Fram.

56 Shannon Way Unit 56, Upton image
56 Shannon Way Unit 56, Upton — ['Upton Ridge'] $649,000 ▼

Welcome to this beautifully maintained two-story townhouse in the highly desirable 55+ Upton Ridge community, where comfort, style, and low-maintenance living come togeth...

  • 2 Beds
  • 3 Baths
  • 73546012 MLS
  • ['Upton Ridge'] Bldg.
Courtesy of Coldwell Banker Realty - Sudbury

Listing courtesy of Listing Agent: The Semple & Hettrich Team from Listing Office: Coldwell Banker Realty - Sudbury.

3202 Peters Farm Way Unit 202, Westborough image
3202 Peters Farm Way Unit 202, Westborough — ['Del Webb Chauncy Lake'] $425,000 ▼

Enjoy the benefits of new construction without the wait! This 3-year-young 1-bed, 1-bath condo at Del Webb at Chauncy Lake in Westborough’s premier 55+ community is stunn...

  • 1 Beds
  • 1 Baths
  • 73541086 MLS
  • ['Del Webb Chauncy Lake'] Bldg.
Courtesy of Mathieu Newton Sotheby's International Realty

Listing courtesy of Listing Agent: Katie Mulcahy from Listing Office: Mathieu Newton Sotheby's International Realty.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. 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, leasing or renting 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, leasing or renting. MLS Property Information Network, Inc. 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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