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Chatham MA Real Estate

0 George Ryder Road Chatham MA 02633

, MA0 George Ryder Road

Price$250,000

Est. Mortgage: $/month

MLS Number 22301591

  • Land
  • Acreage 0.72
  • Town Chatham

Amazing opportunity to build your dream home in Chatham on this .72-acre, panhandle, private residential lot. Build a 3-bedroom home connected to town sewer, with approvals a 4-bedroom may be possible. Buyer's & buyer brokers verify sewer regulations with Board of Health as rules continue to change. The water, gas, electric, cable and sewer are on George Ryder Road. This property is convenient to shopping, seven restaurants, the bike path, a medical office, Chatham airport and Hardings Beach. A short ride to the village, there is so much to enjoy in this special place!

Listed by Shane K Masaschi of Kinlin Grover Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.86% last updated on May 22, 2025
* 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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2386 Main Street Chatham MA 02659

, MA2386 Main Street

Price$315,000

Est. Mortgage: $/month

MLS Number 22501383

  • Land
  • Acreage 1.07
  • Town Chatham

This 1.069 acre lot is zoned R20 and partially R60. Great location close to the beach and bike trail. Buyer and their agent to do their own due diligence. Please verify all information contained herein.

Listed by Judith L Smith of John C Ricotta & Assoc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.86% last updated on May 22, 2025
* 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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0 Tirrells Way Chatham MA 02633

, MA0 Tirrells Way

Price$349,900

Est. Mortgage: $/month

MLS Number 22500532

  • Land
  • Acreage 0.47
  • Town Chatham

Building lot available! Located at the end of a cul-de-sac and abutting the Town Forest. Water Department has an easement for a road over the property at the edge of the lot boundary. All due diligence required for building allowances and restrictions are responsibility of the buyer.

Listed by Kathy A Doyle of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.86% last updated on May 22, 2025
* 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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109-2 Misty Meadow Lane Chatham MA 02633

, MA109-2 Misty Meadow Lane

Price$399,000

Est. Mortgage: $/month

MLS Number 22500776

  • Condo
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 696
  • Town Chatham

Set in the desirable Misty Meadow neighborhood, 109 Misty Meadow Unit 2 offers an ideal gateway to the Chatham lifestyle. This ground-floor 1-bedroom, 1-bathroom condominium is a rare find, blending convenience, charm, and investment potential. Whether you're seeking a turnkey rental, seasonal getaway, or an easy-care year-round home, this residence delivers on every front.Inside, the unit is bright and well-maintained, featuring a comfortable living space and a thoughtfully designed kitchen. Large windows bring in natural light, while the functional layout ensures effortless living. A private garage and extra storage add to the property's appeal--rare amenities in this sought-after market.Located just moments from Chatham's charming Main Street, coffee shops, restaurants, and pristine beaches, this home is a perfect launchpad for everything Cape Cod has to offer. With strong rental demand and a price point that makes Chatham ownership attainable, this is an opportunity not to be missed.

Listed by Guthrie Schofield Group of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.86% last updated on May 22, 2025
* 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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0 Evergreen Lane Chatham MA 02633

, MA0 Evergreen Lane

Price$399,000

Est. Mortgage: $/month

MLS Number 21807298

  • Land
  • Acreage 0.84
  • Town Chatham

.8 Acres- In the Heart of it All- Chatham- where you want your Family Memories to be made- Ridgevale Beach- Hardings Beach- Landings and Marinas close by- Private and Wooded Lot- Imagine building your dream Summer Home or Fulltime Residence and waking up to privacy and just minutes to Nantucket Sound- Oyster River- Goose Pond- School House Pond and more... South of Route 28-Building Information available at Town Offices regarding Lot size and potential to develop-

Listed by Anne Somerby of Kennedy Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.86% last updated on May 22, 2025
* 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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0 Victoria Drive Chatham MA 02633

, MA0 Victoria Drive

Price$399,900

Est. Mortgage: $/month

MLS Number 22402507

  • Land
  • Acreage 0.28
  • Town Chatham

Build your dream home on this beautiful lot nestled on a cul de sac in desirable Chatham. Septic design, engineering, and wind and energy plan are done. Town water, gas and electric are on the street. Seller currently has plans for a 1700 square foot, two bedroom, two and a half bath Cape with two car garage.

Listed by Caroline M McAdams of Covell Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.86% last updated on May 22, 2025
* 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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109-4 Misty Meadow Lane Chatham MA 02633

, MA109-4 Misty Meadow Lane

Price$475,000

Est. Mortgage: $/month

MLS Number 22500771

  • Condo
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 869
  • Town Chatham

Tucked away on a quiet street in the heart of North Chatham, this charming second-floor condominium offers an exceptional opportunity to own in one of the Cape's most coveted locations. Whether you're seeking a seasonal retreat, an investment property, or a smart entry into the Chatham market, this residence delivers a perfect blend of convenience, charm, and value.Filled with natural light, the home's warm and welcoming interiors feature gleaming hardwood floors, a cozy wood-burning fireplace, and an updated kitchen and bath with fine granite countertops. Enjoy your morning coffee by the oversized picture window, where the tranquil setting invites birds, butterflies, and the peaceful hum of nature. A small shared balcony provides a breath of fresh air, while the private laundry and additional basement storage enhance everyday convenience.Perfectly situated with walkable access to coffee shops, restaurants, and Chatham's charming village, this is effortless Cape Cod living at its finest. Currently rented through August, this is a rare chance to secure a property that offers both immediate income potential and long-term lifestyle appeal.

Listed by Guthrie Schofield Group of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.86% last updated on May 22, 2025
* 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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425-d Main Street Chatham MA 02633

, MA425-d Main Street

Price$495,000

Est. Mortgage: $/month

Open House

MLS Number 22500541

  • Condo
  • Next Open House: Sun 05/25 11:00 am. to 1:00 pm.
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 578

Nestled above Bumbula ''It's All About Me'', Unit D at 425 Main Street offers an unparalleled lifestyle in the heart of Chatham. This 1-bedroom, 1-bathroom residence blends sophisticated comfort with modern convenience, making it the ideal year-round home or refined retreat. With a private, discreet entrance, this second-floor sanctuary is one of only two residences on this level.Designed for effortless living, the open-concept layout is bathed in natural light, featuring luxury vinyl flooring, a well-appointed kitchen, and a spacious living/dining area. The flexible bedroom space offers both comfort and functionality with ample closet space and additional storage.Beyond its elegant interiors, this property is a rare investment opportunity, available individually or with the retail space below. Enjoy walkability, beach access, and an unmatched Main Street location--an ideal launchpad for enjoying Chatham.

Listed by Guthrie Schofield Group of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.86% last updated on May 22, 2025
* 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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0 Reynolds Circle Chatham MA 02633

, MA0 Reynolds Circle

Price$549,000

Est. Mortgage: $/month

MLS Number 22501745

  • Land
  • Acreage 1.2
  • Town Chatham

This gorgeous 5-bedroom lot offers the rare opportunity to create your ideal custom home in a private, tranquil setting--tucked away from the traffic of Chatham's busy main roads. Whether you're looking to build immediately or hold for the future, this prime piece of land is ready for your vision. The lot is sized for a by-right, 5-bedroom build and offers plenty of space to design a home with all the features you've been dreaming of--open-concept living, gourmet kitchen, private guest quarters, inground pool and more. A stunning 5-bedroom ranch plan is available and can be included for inspiration, or bring your own architect and ideas. This property could also be utilized by building a spacious 3-bedroom house with a 2-bedroom ADU to help pay the mortgage. This listing is for the lot only, but the possibilities are endless. Call today to discuss purchasing the land, reviewing available plans, or customizing your own Cape Cod retreat.

Listed by Derek J Greene of The Greene Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.86% last updated on May 22, 2025
* 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

19 Stoughton Lane Chatham MA 02633

, MA19 Stoughton Lane

Price$600,000

Est. Mortgage: $/month

MLS Number 22404019

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,356
  • Town Chatham

Here is your chance to own a slice of seaside Chatham! This prime location is only a short walk or .02 miles to stunning Ridgevale Beach on pristine Nantucket Sound. Included in the sale is a 3 bedroom Title V septic, ZBA approval to demolish the existing structure and to build a dwelling with a deck. Seller has building plans for a 3 bedroom, 2 bath, 1356 SF home. Imagine the possibilities of creating your own home on this rare piece of land in this welcoming, quaint seaside community. Your Beach Retreat at 19 Stoughton Lane awaits your arrival!

Listed by Shane K Masaschi of Kinlin Grover Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.86% last updated on May 22, 2025
* 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

16 Captains Cove Lane Chatham MA 02650

, MA16 Captains Cove Lane

Price$649,000

Est. Mortgage: $/month

MLS Number 22501501

  • Residential
  • Bedrooms 3
  • Bathroom 5
  • Square Feet 2,493
  • Town Chatham

Enjoy your dream Cape vacation destination in this shared-ownership, professionally managed waterfront property in North Chatham. The house features 3 bedrooms and 4 and a half bathrooms with breath taking views of Ryders Cove. Encompassing 3200 sq ft of living space, the property is being offered as shared ownership among five owners (20% share). The first floor features an open floor plan with a fireplaced great room and dining area, opening to a private deck overlooking a landscaped yard and stunning cove views. The second level consists of three bedrooms, en suite with custom bathrooms and generous closets. The walk out lower level is open and spacious with a lounging area, bunk room and fireplace. Enjoy a unique opportunity to have fractional, hassle free ownership in the most desired village on Cape Cod.

Listed by Paul McCormick of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.86% last updated on May 22, 2025
* 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

127 Oak Hill Road Chatham MA 02633

, MA127 Oak Hill Road

Price$649,000

Est. Mortgage: $/month

Pending

MLS Number 22405198

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 912
  • Parking Spaces 4

Almost 1 acre in a desirable quiet neighborhood. The land provides space to remodel or update the exiting house and make it your own. House needs work and is being sold As Is. Septic Inspection completed early December- passed Title V for 3 bedroom - report attached to listing.

Listed by Sarah E Gammons - Ciampa of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.86% last updated on May 22, 2025
* 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

broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Strawberry Hill Real Estate are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Strawberry Hill Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated May 24, 2025 5:52 PM EDT. All properties are subject to prior sale, changes, or withdrawal.

Strawberry Hill Real Estate has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.