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

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Looking for another area or price range for Over 55 Communities?  Don't forget to check these summaries!

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

Need something more specific?  Let me know!  Matt Heisler

3 Mcgill Ct Unit 21-4, Hopkinton image
3 Mcgill Ct Unit 21-4, Hopkinton — ['Deerfield Estates'] $759,900

Rare One floor living, with room for guests to visit. This stand-alone Colonial in desired Deerfield Estates, Hopkinton's 55+ Community, puts the primary suite on the fir...

  • 2 Beds
  • 3 Baths
  • 73595340 MLS
  • ['Deerfield Estates'] Bldg.
Courtesy of Coldwell Banker Realty - Worcester

Listing courtesy of Listing Agent: Nancy Mulroy from Listing Office: Coldwell Banker Realty - Worcester.

3 Mcgill Ct Unit 21-4, Hopkinton image
3 Mcgill Ct Unit 21-4, Hopkinton $759,900

Rare One floor living, with room for guests to visit. This stand-alone Colonial in desired Deerfield Estates, Hopkinton's Active Adult 55+ Community, puts the primary sui...

  • 2 Beds
  • 3 Baths
  • 73595339 MLS
Courtesy of Coldwell Banker Realty - Worcester

Listing courtesy of Listing Agent: Nancy Mulroy from Listing Office: Coldwell Banker Realty - Worcester.

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.
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.

72 Shannon Way Unit 72, Upton image
72 Shannon Way Unit 72, Upton — ['Upton Ridge'] $699,000

"Coveted Upton Ridge" This customized Bright, Sunny Tuscan style with oversized windows and has 2800+- square feet of elegant living. Over $100,000 in extras for the lot ...

  • 2 Beds
  • 3 Baths
  • 73592075 MLS
  • ['Upton Ridge'] Bldg.
Courtesy of CUDDY Real Estate

Listing courtesy of Listing Agent: Matt Cuddy from Listing Office: CUDDY Real Estate.

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.

12 Plimpton Farm Rd Unit 12, Millis image
12 Plimpton Farm Rd Unit 12, Millis — ['Regency At Glen Ellen'] $899,995

Resort-style living awaits at Regency at Glen Ellen! This beautifully maintained townhome offers an exceptional combination of luxury, comfort, and convenience, with a th...

  • 2 Beds
  • 3 Baths
  • 73590813 MLS
  • ['Regency At Glen Ellen'] Bldg.
Courtesy of Today Real Estate, Inc.

Listing courtesy of Listing Agent: Amanda French from Listing Office: Today Real Estate, Inc..

8 Peters Farm Way Unit 301, Westborough image
8 Peters Farm Way Unit 301, Westborough — ['Chauncy Lake By Del Webb'] $674,877

New construction at Chauncy Lake—welcome home to Westborough’s premier 55+ age-restricted community. Don’t miss this premium third-floor residence, ready for end of year ...

  • 2 Beds
  • 2 Baths
  • 73590188 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.

95 Partridge View Lane N, Wrentham image
95 Partridge View Lane N, Wrentham $729,900

Discover the perfect blend of comfort, elegance, and carefree living in this beautifully maintained 55+ single-family home. Thoughtfully designed for effortless single-le...

  • 2 Beds
  • 2 Baths
  • 73589958 MLS
Courtesy of Berkshire Hathaway HomeServices Evolution Properties

Listing courtesy of Listing Agent: Patricia Provencher from Listing Office: Berkshire Hathaway HomeServices Evolution Properties.

6 Cain Circle Unit 6, Southborough image
6 Cain Circle Unit 6, Southborough — ["Cain's Crossing"] $735,000

Welcome to Cain's Crossing, an exclusive 11-home, 55+ adult community in Southborough! This detached single-family home offers a wonderful blend of comfort, style, and lo...

  • 2 Beds
  • 3 Baths
  • 73589934 MLS
  • ["Cain's Crossing"] Bldg.
Courtesy of Berkshire Hathaway HomeServices Commonwealth Real Estate

Listing courtesy of Listing Agent: Hillary Swenson Corner from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

23 Turtlebrook Way Unit 23, Medfield image
23 Turtlebrook Way Unit 23, Medfield — ['The Village In Medfield'] $749,900

Tucked away on a quiet cul-de-sac in The Village in Medfield, this beautifully landscaped Colonial offers a relaxed lifestyle in a 55+ community close to the heart of tow...

  • 2 Beds
  • 3 Baths
  • 73589806 MLS
  • ['The Village In Medfield'] Bldg.
Courtesy of Berkshire Hathaway HomeServices Commonwealth Real Estate

Listing courtesy of Listing Agent: Kandi Pitrus from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

27 Stonebrook Court Unit 27, Southborough image
27 Stonebrook Court Unit 27, Southborough — ['Stonebrook Village'] $809,000

Don't miss this one! Pristine condition and private location surrounded by Green Space! Abundant ambient light throughout this two bedroom, 3.5 bath townhome at Stonebroo...

  • 2 Beds
  • 4 Baths
  • 73588805 MLS
  • ['Stonebrook Village'] Bldg.
Courtesy of TRG Realty Services

Listing courtesy of Listing Agent: Joseph P. Ferrazzi from Listing Office: TRG Realty Services.

6 Peter Porcaro Drive, Hopkinton image
6 Peter Porcaro Drive, Hopkinton $1,399,900

EXTRAORDINARY WATERFRONT RETREAT! Discover unparalleled privacy and sophistication in this custom stucco residence, beautifully nestled on 3.56 acres overlooking a pictur...

  • 4 Beds
  • 3 Baths
  • 73588703 MLS
Courtesy of Foemmel Fine Homes

Listing courtesy of Listing Agent: Kim Foemmel from Listing Office: Foemmel Fine Homes.

190 Hannah Dr, Northbridge image
190 Hannah Dr, Northbridge $829,000

Welcome home to this lovely, move in ready, sun filled colonial. Nestled near the end of a cul-de-sac subdivision this home offers everything you are looking for! Open f...

  • 4 Beds
  • 3 Baths
  • 73588532 MLS
Courtesy of Century 21 Custom Home Realty

Listing courtesy of Listing Agent: Jeannie Leombruno from Listing Office: Century 21 Custom Home Realty.

8 Bates Quarry Lane Unit 42, Walpole image
8 Bates Quarry Lane Unit 42, Walpole $949,999

TO BE BUILT! Early 2027 Occupancy! Discover elevated 55+ living at Bates Quarry, where thoughtfully designed single-family homes, low-maintenance living, and welcoming am...

  • 2 Beds
  • 2 Baths
  • 73588369 MLS
Courtesy of Pulte Homes of New England

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

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.

14 Conifer Circle Unit 3, Shrewsbury image
14 Conifer Circle Unit 3, Shrewsbury $815,000

Welcome to Shrewsbury's newest Active Adult 55+ Condominium Community. 48-unit Community consists of Detached Single Units and Duplex Buildings surrounded by natural wood...

  • 2 Beds
  • 3 Baths
  • 73586268 MLS
Courtesy of Casa Realty Service

Listing courtesy of Listing Agent: Julie Venincasa from Listing Office: Casa Realty Service.

1 Garrison Way Unit 1, Carlisle image
1 Garrison Way Unit 1, Carlisle $1,129,000 ▼

Discover refined, low-maintenance living at Garrison Place, a distinctive luxury townhouse community, 55+, beautifully sited on more than 30 acres surrounded by picturesq...

  • 2 Beds
  • 4 Baths
  • 73585231 MLS
Courtesy of Coldwell Banker Realty - Concord

Listing courtesy of Listing Agent: Senkler, Pasley & Whitney from Listing Office: Coldwell Banker Realty - Concord.

38 Barnes Blvd Unit 23, Hudson image
38 Barnes Blvd Unit 23, Hudson — ['Enclave At Hudson'] $1,125,000

Welcome Home to 38 Barnes Blvd, a stunning custom designed single family detached home in Enclave at Hudson; a desirable active adult condo community, where refined luxur...

  • 2 Beds
  • 3 Baths
  • 73585179 MLS
  • ['Enclave At Hudson'] Bldg.
Courtesy of Gibson Sotheby's International Realty

Listing courtesy of Listing Agent: Heather Astapoveh from Listing Office: Gibson Sotheby's International Realty.

41 Haven Way Unit 41, Ashland image
41 Haven Way Unit 41, Ashland — ['Leah Estates'] $669,000

Welcome home to effortless one-level living in one of Ashland’s most desirable 55+ locations. This pristine free-standing home offers 1690 SF and sits on a premium lot ba...

  • 2 Beds
  • 2 Baths
  • 73583960 MLS
  • ['Leah Estates'] Bldg.
Courtesy of Comrie Real Estate, Inc.

Listing courtesy of Listing Agent: Rosemary Comrie from Listing Office: Comrie Real Estate, Inc..

38 Weston  Lane Unit 38, Hopkinton image
38 Weston Lane Unit 38, Hopkinton — ['The Trails'] $999,900

Impeccable resale with true attention to detail! The Trails in Hopkinton combines a rich farmland setting with the modern amenities designed for carefree living. Construc...

  • 2 Beds
  • 3 Baths
  • 73583653 MLS
  • ['The Trails'] Bldg.
Courtesy of Realty Executives Boston West

Listing courtesy of Listing Agent: Philip R. Ottaviani from Listing Office: Realty Executives Boston West.

10 Waterville Lane Unit 10, Hopkinton image
10 Waterville Lane Unit 10, Hopkinton — ['The Trails'] $999,900

The Reserve at The Trails in Hopkinton is our 4th and final phase. It combines a rich farmland setting with the modern amenities designed for carefree living. This beauti...

  • 2 Beds
  • 3 Baths
  • 73583512 MLS
  • ['The Trails'] Bldg.
Courtesy of Realty Executives Boston West

Listing courtesy of Listing Agent: Karen Belniak from Listing Office: Realty Executives Boston West.

51 Carriage Hill Circle Unit 51, Southborough image
51 Carriage Hill Circle Unit 51, Southborough $850,000

This gorgeous, impeccably maintained home in the adult Carriage Hill community boasts over 2,200 square feet of living space. From the two-story foyer to a formal dining ...

  • 3 Beds
  • 4 Baths
  • 73582845 MLS
Courtesy of Team Impressa LLC

Listing courtesy of Listing Agent: Lynn Cohen from Listing Office: Team Impressa LLC.

51 Lawrence Dr Unit 51, Franklin image
51 Lawrence Dr Unit 51, Franklin — ['Palladini Village'] $750,000 ▼

Presented at 51 Lawrence Dr U:51, Franklin, MA, this sophisticated 1,800 square foot detached cape, constructed in 2006, offers a refined living experience. This single-s...

  • 2 Beds
  • 3 Baths
  • 73582840 MLS
  • ['Palladini Village'] Bldg.
Courtesy of Keller Williams Elite

Listing courtesy of Listing Agent: Tara Rak from Listing Office: Keller Williams Elite.

3 Tinsdale Drive Unit 3, Acton image
3 Tinsdale Drive Unit 3, Acton — ['Robbins Brook'] $649,000

Welcome to Robbins Brook, where easy, carefree living meets spacious, beautifully designed interiors. This inviting 55+ townhouse offers 2 bedrooms, 2.5 baths, and a vers...

  • 2 Beds
  • 3 Baths
  • 73582456 MLS
  • ['Robbins Brook'] Bldg.
Courtesy of William Raveis R.E. & Home Services

Listing courtesy of Listing Agent: Bob Champey from Listing Office: William Raveis R.E. & Home Services.

5 Lydia's Way Unit 5, Northborough image
5 Lydia's Way Unit 5, Northborough — ['Bigelow Farms'] $789,900 ▼

Welcome to Bigelow Farm, a special 55+ active community. The front entry beckons with a composite porch & then a 2 story foyer as you enter. The chef ready kitchen has ...

  • 2 Beds
  • 3 Baths
  • 73580298 MLS
  • ['Bigelow Farms'] Bldg.
Courtesy of Coldwell Banker Realty - Worcester

Listing courtesy of Listing Agent: Jeri Baily from Listing Office: Coldwell Banker Realty - Worcester.

14 Waterside Run Unit 14, Medway image
14 Waterside Run Unit 14, Medway — ['Willowside Medway'] $799,000

OPEN HOUSES CANCELED-OFFER ACCEPTED Welcome Home to this beautifully maintained townhouse in Medway's Premier 55+ community offering the perfect combination of modern sty...

  • 2 Beds
  • 3 Baths
  • 73580425 MLS
  • ['Willowside Medway'] Bldg.
Courtesy of RE/MAX Real Estate Center

Listing courtesy of Listing Agent: Kulesza Mercuri Real Estate Team from Listing Office: RE/MAX Real Estate Center.

81 Nicholas Dr, Lancaster image
81 Nicholas Dr, Lancaster $789,900

Welcome to this beautifully maintained home in desirable Eagle Ridge 55+ community! Offering 1958 square feet of comfortable living space, this spacious 3 bedroom, 2 bath...

  • 3 Beds
  • 2 Baths
  • 73578808 MLS
Courtesy of A. J. Homes

Listing courtesy of Listing Agent: Jayne Diliberto Porter from Listing Office: A. J. Homes.

13 Garrison Way Unit 13, Carlisle image
13 Garrison Way Unit 13, Carlisle $1,098,000

Set against a peaceful woodland backdrop, 13 Garrison Way offers exceptional privacy within Garrison Place, Carlisle’s sought-after 55+ community set on 30 scenic acres. ...

  • 2 Beds
  • 3 Baths
  • 73578452 MLS
Courtesy of Coldwell Banker Realty - Concord

Listing courtesy of Listing Agent: Peggy Dowcett from Listing Office: Coldwell Banker Realty - Concord.

13 Garrison Way Unit 13, Carlisle image
13 Garrison Way Unit 13, Carlisle $1,098,000

Set against a peaceful woodland backdrop, 13 Garrison Way offers exceptional privacy within Garrison Place, Carlisle’s sought-after 55+ community set on 30 scenic acres. ...

  • 2 Beds
  • 3 Baths
  • 73578408 MLS
Courtesy of Coldwell Banker Realty - Concord

Listing courtesy of Listing Agent: Peggy Dowcett from Listing Office: Coldwell Banker Realty - Concord.

23 Avebury Ln Unit 23, Marlborough image
23 Avebury Ln Unit 23, Marlborough — ['Assabet Ridge'] $775,000 ▼

*PRICE REDUCED $25k* Motivated to find the right owner! Welcome to 23 Avebury Lane, Unit 23, a beautiful end-unit townhouse offering an impressive 3,561 square feet of fi...

  • 4 Beds
  • 4 Baths
  • 73576699 MLS
  • ['Assabet Ridge'] Bldg.
Courtesy of eXp Realty LLC

Listing courtesy of Listing Agent: Rachael Peterson from Listing Office: eXp Realty LLC.

32 Old Framingham Rd Unit 8, Sudbury image
32 Old Framingham Rd Unit 8, Sudbury — ['Grouse Hill'] $975,000 ▼

NEW PRICE! $20,000 REDUCTION! EXCEPTIONAL VALUE AT GROUSE HILL! A rare opportunity to own this spectacular 3,128 sq. ft., light-filled end unit in Sudbury's coveted 55+ c...

  • 2 Beds
  • 3 Baths
  • 73573125 MLS
  • ['Grouse Hill'] Bldg.
Courtesy of Coldwell Banker Realty - Westwood

Listing courtesy of Listing Agent: Sylvia Makarios from Listing Office: Coldwell Banker Realty - Westwood.

16 Weathervane Drive Unit 023, Walpole image
16 Weathervane Drive Unit 023, Walpole $849,995 ▼

READY FOR MOVE-IN THIS DECEMBER! Discover refined 55+ living at Bates Quarry in this fully upgraded, Tuscan-style single-family home within a low-maintenance condominium ...

  • 2 Beds
  • 3 Baths
  • 73571541 MLS
Courtesy of Pulte Homes of New England

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

16 Tiger Terrace Unit 29, Walpole image
16 Tiger Terrace Unit 29, Walpole — ['Bates Quarry'] $948,999 ▲

TO BE BUILT!! Brand-new construction with early 2027 occupancy! Discover elevated 55+ living at Bates Quarry, where thoughtfully designed single-family homes, low-mainten...

  • 2 Beds
  • 2 Baths
  • 73571022 MLS
  • ['Bates Quarry'] Bldg.
Courtesy of Pulte Homes of New England

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

30 Waterville Lane Unit 30, Hopkinton image
30 Waterville Lane Unit 30, Hopkinton — ['The Reserve @ The Trails'] $1,069,900

The Reserve at The Trails(phase 4) in Hopkinton combines a rich farmland setting with the modern amenities designed for carefree living. Constructed with quality products...

  • 2 Beds
  • 3 Baths
  • 73569915 MLS
  • ['The Reserve @ The Trails'] Bldg.
Courtesy of Realty Executives Boston West

Listing courtesy of Listing Agent: Philip R. Ottaviani from Listing Office: Realty Executives Boston West.

42 Ridgewood Dr Unit 42, Stow image
42 Ridgewood Dr Unit 42, Stow — ['The Regency'] $925,000 ▼

Exceptional location and setting! Beautifully appointed and thoughtfully designed, this turnkey home offers easy, low-maintenance living with no shoveling, mowing, or ext...

  • 2 Beds
  • 3 Baths
  • 73569334 MLS
  • ['The Regency'] Bldg.
Courtesy of Compass

Listing courtesy of Listing Agent: Barbra Weisman from Listing Office: Compass.

1 Garrison Way Unit 1, Carlisle image
1 Garrison Way Unit 1, Carlisle $1,129,000 ▼

Discover refined, low-maintenance living at Garrison Place, a distinctive luxury townhouse community, 55+, beautifully sited on more than 30 acres surrounded by picturesq...

  • 2 Beds
  • 4 Baths
  • 73569041 MLS
Courtesy of Coldwell Banker Realty - Concord

Listing courtesy of Listing Agent: Senkler, Pasley & Whitney from Listing Office: Coldwell Banker Realty - Concord.

43 Kendall Avenue Unit G06, Sherborn image
43 Kendall Avenue Unit G06, Sherborn — ['Sherborn Meadows Condominiums'] $675,000

Special Condominium with many extras to enjoy. HOA of $749.22 INCLUDES HEAT AND HOT WATER. Actual HOA Cost is approximately $375.00 NEW FLOORING TO BE INSTALLED. OP...

  • 2 Beds
  • 2 Baths
  • 73568116 MLS
  • ['Sherborn Meadows Condominiums'] Bldg.
Courtesy of Waybridge Realty

Listing courtesy of Listing Agent: Barbara Matyi from Listing Office: Waybridge Realty.

64 Country Farm Road, Framingham image
64 Country Farm Road, Framingham $1,700,000

Welcome to a lifestyle reimagined at Baiting Brook Farm, a brand-new 55+ active adult community in the scenic countryside of North Framingham. As Massachusetts' first Agr...

  • 2 Beds
  • 3 Baths
  • 73567875 MLS
Courtesy of Compass

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.

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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