East Orleans, MA Homes

• 

  

  

  /42

  $2,000,000

  • 3 Beds
  • 2 Baths
  • 2,129 Sq Ft

  60 Smith Heights Way, Eastham, MA 02642

  Enjoy morning coffee and sunrise views from the back porch overlooking the water, or evening refreshments on the screened-in porch. Head down the stairs to dip your toes in the bay. Upstairs, you’ll find a bedroom, full bath, and loft with custom built-ins ideal for a home library—plus incredible water views. The open-concept main level is perfect for entertaining, with a laundry room, primary

  

  Eric Rollo

  The Agency Boston

  (508) 682-4898

  60 Smith Heights Way, Eastham, MA 02642
• 

  

  

  /20

  $1,402 - $2,588 plus fees

  Phare

  1 - 3 Beds

  19 West Rd, Orleans, MA 02653

  Phare is a mixed-income family rental development that is currently under construction in the Town of Orleans. The new development involves the adaptive re-use of a former bank headquarters building, combined with a new addition and two separate townhouse buildings. Together, the refurbishment and new construction will provide 62 apartments at various income tiers.The location provides

  19 West Rd, Orleans, MA 02653
• 

  

  

  /51

  $1,000,000 Sold Jun 17, 2025

  11 Scotlin Way, Harwich, MA 02645

  • 4 Beds
  • 2.5 Baths
  • 1,972 Sq Ft
  • Built 2000

  Last Sold Summary

  • 6% Above List Price
  • $507/SF
  • 6 Days On Market

  Current Estimated Value $1,010,807

  Last Listing Agent Shane Masaschi Compass

  11 Scotlin Way, Harwich, MA 02645
• 

  

  

  /22

  Est $459,964 Not Listed For Sale

  310 S Orleans Rd Unit 2, Orleans, MA 02653

  • 2 Beds
  • 1 Bath
  • 572 Sq Ft
  • Built 1965

  310 S Orleans Rd Unit 2, Orleans, MA 02653

  Last Sold Summary

  • 2% Above List Price
  • $785/SF
  • 33 Days On Market

  Last Sold Price $449,000

  Last Listing Agent The Jorie Fleming Group Compass
• 

  

  

  /29

  $1,100,000

  • 6 Beds
  • 4 Baths
  • 2,940 Sq Ft

  600 Kingsbury Beach Rd, Eastham, MA 02642

  We have a well-maintained duplex property on a 3/4 acre level lot, just up the road from Kingsbury Beach. Each side has over 1300 sqft, 3 bedrooms, and 1.5 baths. This has been a great income property, with over $5300 income per month. Tenants through 2028.

  

  Bob Sheldon

  RE/MAX Real Estate Center

  (508) 388-6918

  600 Kingsbury Beach Rd, Eastham, MA 02642
• 

  

  /42

  $25,000 per month

  • 3 Beds
  • 3.5 Baths
  • 2,691 Sq Ft
  • House for Rent

  16 Carlton Rd, Orleans, MA 02653

  Enjoy the best of Cape Cod summer living at this inviting Orleans getaway, just a 5-minute walk to a private beach and dock on Little Pleasant Bay. This 3-bedroom, 3.5-bath home offers generous living space, including a bonus TV room perfect for relaxing after a day by the water. The main living area features a working fireplace, creating a cozy gathering spot for cooler evenings. Step outside to

  Teresa Venuti Tucker Real Estate Advisors, Inc.

  16 Carlton Rd, Orleans, MA 02653
• 

  

  /42

  $1,550,000 Sold Apr 01, 2026

  2705 State Hwy, Eastham, MA 2642

  • 9 Beds
  • 8.5 Baths
  • 4,503 Sq Ft
  • Built 1973

  Last Sold Summary

  • 6% Below List Price
  • $344/SF
  • 46 Days On Market

  Last Listing Agent Mason Hickman eXp Realty

  2705 State Hwy, Eastham, MA 2642
• 

  

  /42

  Est $1,104,112 Not Listed For Sale

  6 Finch Ln, Orleans, MA 02653

  • 3 Beds
  • 2 Baths
  • 1,802 Sq Ft
  • Built 1976

  6 Finch Ln, Orleans, MA 02653

  Last Sold Summary

  • 1% Above List Price
  • $609/SF
  • 1 Day On Market

  Last Sold Price $1,097,000

  Last Listing Agent Alberti Team Gibson Sotheby's International Realty
• 

  

  /36

  $299,000 Pending

  • 1 Bed
  • 1 Bath
  • 868 Sq Ft

  42 Old Colony Way Unit 30, Orleans, MA 02653

  Situated in the vibrant heart of Orleans, you'll find yourself just steps away from an array of restaurants, boutiques, Gyms, Farmers market and shopping.The nearby artist studios provide a unique window into the region's thriving art scene, ensuring there's always something new and exciting to explore. For those who love cycling, the proximity to the bike path is a true highlight.This

  

  Kimberly Clark

  Bayside Realty Consultants

  (508) 625-9581

  42 Old Colony Way Unit 30, Orleans, MA 02653
• 

  

  /12

  $3,500 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,144 Sq Ft
  • House for Rent

  5 Commons Way, Brewster, MA 02631

  Relax & Recharge in an Authentic Cape Cod HomeWelcome to your cozy Cape Cod retreat newly renovated and designed for comfort, relaxation, and family fun. Located just 2 miles from the nearest beach and minutes from downtown Brewster, this charming 3-bedroom, 2-bathroom home offers everything you need for a perfect coastal getaway.Spend your days exploring Brewster's famed beaches,

  5 Commons Way, Brewster, MA 02631
• 

  

  /32

  $410,000 Sold Apr 30, 2025

  78 Old Colony Way Unit 3, Orleans, MA 02653

  • 2 Beds
  • 2 Baths
  • 1,094 Sq Ft
  • Built 1971

  Last Sold Summary

  • $375/SF
  • 5 Days On Market

  Current Estimated Value $412,473

  Last Listing Agent Laurie Holman Keller Williams Realty

  78 Old Colony Way Unit 3, Orleans, MA 02653
• 

  

  /60

  Not Listed For Sale

  15 Shady Ln, Eastham, MA 02642

  • 6 Beds
  • 3 Baths
  • 1,880 Sq Ft
  • Built 1940

  15 Shady Ln, Eastham, MA 02642

  Last Sold Summary

  • $399/SF
  • 109 Days On Market

  Last Sold Price $750,000

  Last Listing Agent Donna Gemborys William Raveis Real Estate & Home Services
• 

  

  /25

  $624,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,190 Sq Ft

  255 Massasoit Rd, Eastham, MA 02642

  This 1998 3 bedroom, 2 bath Classic Cape is ready for you to make your Cape getaway or your primary home. All it needs is a bit of updating and some paint. We have a larger living/dining room with a wood burning fireplace and wood floors, a kitchen with newer SS appliances a first floor bedroom, and a full bath. Upstairs we have 2 good sized bedrooms and another full bath. Nice deck off the

  

  Bob Sheldon

  RE/MAX Real Estate Center

  (508) 276-7515

  255 Massasoit Rd, Eastham, MA 02642
• 

  

  /5

  $2,000 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Apartment for Rent

  77 Governor Bradford Rd Unit B, Brewster, MA 02631

  Lease negotiable length and rates, furnished negotiable. Newly remodeled 1 bedroom 1 bath apartment. Shared laundry room in unit. Basement remodel apartment, full size windows and walk out to patio/backyard. Shed for storage. Full kitchen minus a gas stove, only countertop.

  Jill Parsons The Realty Concierge

  77 Governor Bradford Rd Unit B, Brewster, MA 02631
• 

  

  /42

  $229,000 Sold Feb 27, 2026

  60 Fletcher Ln Unit H, Brewster, MA 02631

  • 1 Bed
  • 1 Bath
  • 579 Sq Ft
  • Built 1987

  Last Sold Summary

  • 15% Below List Price
  • $396/SF
  • 129 Days On Market

  Current Estimated Value $246,126

  Last Listing Agent Chelsea McLaughlin RE/MAX Legacy

  60 Fletcher Ln Unit H, Brewster, MA 02631
• 

  

  /23

  Est $243,664 Not Listed For Sale

  1975 State Hwy Unit 8, Eastham, MA 02642

  • 1 Bed
  • 1 Bath
  • 252 Sq Ft
  • Built 1946

  1975 State Hwy Unit 8, Eastham, MA 02642

  Last Sold Summary

  • 7% Above List Price
  • $905/SF
  • 7 Days On Market

  Last Sold Price $228,000

  Last Listing Agent Kathleen Nagle Kinlin Grover Compass
• 

  

  /24

  $610,000 Open Sat 12:30PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,376 Sq Ft

  236 Freemans Way, Brewster, MA 02631

  Discover one of Brewster's most affordable single-family opportunities at 236 Freemans Way, a charming and lovingly maintained 3-bedroom, 2-bathroom home located just moments from the Captains Golf Course and the Cape Cod Rail Trail. Offering incredible value, the property features a 4-bedroom septic system, providing a path for future expansion and equity growth. This is an ideal opportunity for

  Jessica Larsen Keller Williams Realty

  236 Freemans Way, Brewster, MA 02631
• 

  

  /11

  $1,900 per month

  • 1 Bed
  • 1 Bath
  • 1,081 Sq Ft
  • Apartment for Rent

  80 Cranberry Hwy Unit 1, Orleans, MA 02653

  Large one bedroom one bath apartment available just one block from Orleans Center at Oracle Square. All parking is off street in private parking lot. Parking spots (one per tenant) are not assigned. This is a second floor two story apartment occupying the space directly above Honey Candle. Private 12' x 6' wood deck off the dining room is also included. Both the living room/dining room and

  Dan Battles Conway - Hanover

  80 Cranberry Hwy Unit 1, Orleans, MA 02653
• 

  

  /30

  $520,000 Sold Jan 28, 2026

  35 Old County Rd Unit 1, Eastham, MA 02642

  • 3 Beds
  • 2 Baths
  • 981 Sq Ft
  • Built 1935

  Last Sold Summary

  • 13% Below List Price
  • $530/SF
  • 568 Days On Market

  Current Estimated Value $539,049

  Last Listing Agent Kimberley Vitale William Raveis Real Estate & Home Services

  35 Old County Rd Unit 1, Eastham, MA 02642
• 

  

  /38

  Est $2,982,668 Not Listed For Sale

  3 Norsemans Dr, Orleans, MA 02653

  • 4 Beds
  • 3 Baths
  • 2,882 Sq Ft
  • Built 1988

  3 Norsemans Dr, Orleans, MA 02653

  Last Sold Summary

  • 1% Below List Price
  • $1,041/SF
  • 19 Days On Market

  Last Sold Price $3,000,001

  Last Listing Agent Nikki Carter William Raveis Real Estate & Home Services
• 

  

  /89

  $2,795,000 Open Sat 10AM - 12PM

  • 6 Beds
  • 4 Baths
  • 4,676 Sq Ft

  343 Tonset Rd, Orleans, MA 02653

  East Orleans - Set on 2.3 private acres framed by classic stone walls and close proximity to the water with winter peeks, this rare multi-home compound offers exceptional charm and versatility.The main residence provides nearly 3,500 square feet of inviting single-level living, featuring 8 rooms, 3 bedrooms, 2.5 baths, and an oversized 868-square-foot two-car garage--ideal for comfortable

  LUXRECapeCod Gibson Sotheby's International Realty

  343 Tonset Rd, Orleans, MA 02653
• 

  

  /77

  $1,050,000 Sold Aug 14, 2025

  179 Brick Hill Rd, Orleans, MA 02653

  • 2 Beds
  • 2.5 Baths
  • 1,400 Sq Ft
  • Built 1996

  Last Sold Summary

  • 19% Below List Price
  • $750/SF
  • 81 Days On Market

  Current Estimated Value $1,065,775

  Last Listing Agent Jeff Cusack Cove Road Real Estate

  179 Brick Hill Rd, Orleans, MA 02653
• 

  

  /25

  Not Listed For Sale

  102 Howland Cir Unit 99, Brewster, MA 02631

  • 2 Beds
  • 2 Baths
  • 1,063 Sq Ft
  • Built 1987

  102 Howland Cir Unit 99, Brewster, MA 02631

  Last Sold Summary

  • $461/SF
  • 17 Days On Market

  Last Sold Price $490,000

  Last Listing Agent Leighton Team Keller Williams Realty
• 

  

  /74

  $2,995,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,630 Sq Ft

  46 Freeman Ln, Orleans, MA 02653

  WATERFRONT with deepwater access from Rachel Cove - a protected and picturesque bay off Town Cove. This lovely, expansive Cape was built in 1995 on a private, bucolic 1.23 acre lot and has been lovingly maintained by the original family. Large, welcoming foyer features raised-panel wainscoting, and warm, maple flooring which continues throughout the main living area. Transom windows maximize the

  Sarah Gammons - Ciampa Berkshire Hathaway HomeServices Robert Paul Properties

  46 Freeman Ln, Orleans, MA 02653
• 

  

  /28

  $790,000 Sold Jul 22, 2025

  55 Meigs Ln, Eastham, MA 02642

  • 2 Beds
  • 1 Bath
  • 1,153 Sq Ft
  • Built 1970

  Last Sold Summary

  • 1% Below List Price
  • $685/SF
  • 25 Days On Market

  Current Estimated Value $737,425

  Last Listing Agent Melissa Uhlman RE/MAX Real Estate Center

  55 Meigs Ln, Eastham, MA 02642
• 

  

  /31

  Not Listed For Sale

  128 Chilton Ln Unit 128, Brewster, MA 02631

  • 2 Beds
  • 2 Baths
  • 948 Sq Ft
  • Built 1984

  128 Chilton Ln Unit 128, Brewster, MA 02631

  Last Sold Summary

  • $502/SF
  • 1 Day On Market

  Last Sold Price $476,000

  Last Listing Agent Tim/Becca Team Great Oak Realty Executives
• 

  

  /30

  $350,000

  • 1 Bed
  • 1 Bath
  • 579 Sq Ft

  62 Fletcher Ln Unit G, Brewster, MA 02631

  Beautifully updated and move-in ready, this top-floor 1-bed, 1-bath condo in the desirable Ocean Edge Resort community offers the perfect blend of style and comfort. Soaring cathedral ceilings and an open layout create a bright, airy atmosphere, while the private balcony provides sweeping views of the Nicklaus Design Golf Course. Recent renovations include a brand-new kitchen with modern

  Leighton Team Keller Williams Realty

  62 Fletcher Ln Unit G, Brewster, MA 02631
• 

  

  /42

  $995,000 Sold Dec 02, 2025

  5 Blackberry Ln, Orleans, MA 02653

  • 3 Beds
  • 2 Baths
  • 1,666 Sq Ft
  • Built 1985

  Last Sold Summary

  • 7% Below List Price
  • $597/SF
  • 25 Days On Market

  Current Estimated Value $981,610

  Last Listing Agent Pauline Teas William Raveis Chatham

  5 Blackberry Ln, Orleans, MA 02653
• 

  

  /75

  Est $3,096,922 Not Listed For Sale

  184 Quanset Rd, Orleans, MA 02653

  • 6 Beds
  • 4.5 Baths
  • 4,317 Sq Ft
  • Built 1999

  184 Quanset Rd, Orleans, MA 02653

  Last Sold Summary

  • 15% Above List Price
  • $625/SF
  • 223 Days On Market

  Last Sold Price $2,700,000

  Last Listing Agent Lori Jurkowski Kinlin Grover Compass
• 

  

  /57

  $1,425,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,380 Sq Ft

  22 Nauset Farms Private Way, Orleans, MA 02653

  Beautifully Updated Home in Desirable East Orleans. Nestled on a quiet cul-de-sac, this meticulously maintained property offers a perfect blend of comfort, style, and coastal charm. The open-concept main level features a bright and spacious dining, living, and kitchen area with gleaming birch floors and a wood-burning fireplace. A sunroom with tile accents opens directly to the back deck,

  Daneen Law Gibson Sotheby's International Realty

  22 Nauset Farms Private Way, Orleans, MA 02653
• 

  

  /51

  $1,585,000 Sold Sep 16, 2025

  540 S Orleans Rd, Orleans, MA 02653

  • 3 Beds
  • 4.5 Baths
  • 3,200 Sq Ft
  • Built 1875

  Last Sold Summary

  • 18% Below List Price
  • $495/SF
  • 85 Days On Market

  Current Estimated Value $1,612,317

  Last Listing Agent Sofia Naoom Coastal Point Properties, LLC

  540 S Orleans Rd, Orleans, MA 02653
• 

  

  /73

  Est $1,577,866 Not Listed For Sale

  561 S Orleans Rd, Orleans, MA 02653

  • 4 Beds
  • 3.5 Baths
  • 3,075 Sq Ft
  • Built 1994

  561 S Orleans Rd, Orleans, MA 02653

  Last Sold Summary

  • 13% Above List Price
  • $455/SF
  • 56 Days On Market

  Last Sold Price $1,400,000

  Last Listing Agent Laurie-Ann Webster Today Real Estate
• 

  

  /71

  $2,500,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,426 Sq Ft

  16 Old Salt Works Rd, Chatham, MA 02633

  This charming Cape-style home is located in Eastward Point, one of Chatham's most coveted coastal enclaves, near the eastern end of Fox Hill Road. Membership in the homeowners association grants access to private sandy beaches as well as use of a shared deep water dock on Crows Pond - leading to Pleasant Bay and the Atlantic.The thoughtful renovation, performed by Polhemus and Savory, seamlessly

  Chet Crabtree Christie's International Real Estate Atlantic Brokerage

  16 Old Salt Works Rd, Chatham, MA 02633
• 

  

  /30

  $410,000 Sold Jun 09, 2025

  55 Old Colony Way Unit A3, Orleans, MA 02653

  • 2 Beds
  • 1.5 Baths
  • 1,152 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Above List Price
  • $356/SF
  • 8 Days On Market

  Current Estimated Value $418,362

  Last Listing Agent Amy Harbeck Kinlin Grover Compass

  55 Old Colony Way Unit A3, Orleans, MA 02653
• 

  

  /44

  Not Listed For Sale

  65 Towhee Ln, Orleans, MA 02653

  • 5 Beds
  • 6 Baths
  • 2,727 Sq Ft
  • Built 1976

  65 Towhee Ln, Orleans, MA 02653

  Last Sold Summary

  • $1,503/SF
  • 139 Days On Market

  Last Sold Price $4,100,000

  Last Listing Agent Noreen Kennedy Kennedy Real Estate
• 

  

  /29

  $349,000

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft

  42 Old Colony Way Unit 15, Orleans, MA 02653

  Embrace easy living at Old Colony Condominiums in the heart of Orleans! This spacious 2-bedroom, 2-bathroom end unit is more than a home--it's a gateway to the vibrant lifestyle Orleans has to offer. Step inside to discover a warm and inviting living space complete with a cozy fireplace, generously sized bedrooms and convenient in-unit laundry. Sip your morning coffee on your private balcony.

  Angela Stevenson Compass Massachusetts, LLC

  42 Old Colony Way Unit 15, Orleans, MA 02653
• 

  

  /24

  $660,000 Sold Sep 02, 2025

  30 Pleasant Ct, Brewster, MA 02631

  • 3 Beds
  • 1.5 Baths
  • 1,716 Sq Ft
  • Built 1985

  Last Sold Summary

  • 15% Below List Price
  • $385/SF
  • 50 Days On Market

  Current Estimated Value $703,264

  Last Listing Agent Jennifer Lepard Beach Road Properties

  30 Pleasant Ct, Brewster, MA 02631
• 

  

  /52

  Est $2,157,190 Not Listed For Sale

  11 Towhee Ln, Orleans, MA 02653

  • 4 Beds
  • 3.5 Baths
  • 3,066 Sq Ft
  • Built 2000

  11 Towhee Ln, Orleans, MA 02653

  Last Sold Summary

  • 22% Above List Price
  • $576/SF
  • 4 Days On Market

  Last Sold Price $1,766,400

  Last Listing Agent The Jorie Fleming Group Compass Massachusetts, LLC
• 

  

  /25

  $379,000

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft

  36 Old Colony Way Unit 21, Orleans, MA 02653

  Light and bright 2 bedroom/2 bath end unit located on the top floor for quiet privacy, with an elevator for easy access. This beautiful condo offers one-floor living with many improvements added in 2024 including: appliances, granite counters, new luxury vinyl flooring, freshly painted, new slider, central AC, thermostats, plumbing fixtures, toilets. The 8' sliding door lets sunlight stream into

  Dee Higgins Gibson Sotheby's International Realty

  36 Old Colony Way Unit 21, Orleans, MA 02653
• 

  

  /47

  $843,000 Sold Oct 24, 2025

  24 West Rd, Orleans, MA 02653

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft
  • Built 1962

  Last Sold Summary

  • 1% Below List Price
  • $478/SF
  • 19 Days On Market

  Current Estimated Value $811,883

  Last Listing Agent Gregory Vayneris William Raveis Real Estate & Home Services

  24 West Rd, Orleans, MA 02653

Showing Results 1 - 40, Page 1 of 18