Homes with a View for Sale in 02633, MA

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ABOUT THIS HOME
Home with View for sale in 02633, MA:
The SandBox, an icon of Shore Road, sits on one of the most coveted streets in America, steps from the Chatham Bars Inn - where waterfront estates are generational and cherished. Set on an over one-acre lot with immense private beachfront, the home reflects the architectural heritage of the setting, with classic cedar shake and shingle detailing throughout. A staircase framed by flowering landscaping leads to a bluestone patio and entertaining spaces over the beach, with a private trail to the water's edge -- one of the first points on the Eastern Seaboard to greet the sunrise each morning. Inside, a shiplap-clad great room opens the home for gathering, flowing into dining and kitchen areas

$8,950,000

4 beds3 baths1,738 sq ft

166 Shore Rd, Chatham, MA 02633

Bluestone patio • Water views • Bay window

ABOUT THIS HOME
Home with View for sale in 02633, MA:
Shore Road is more than an address. It's a feeling. The moment you turn onto it, the mood quietly shifts. Clipped hedges, impossibly pretty gardens, sparkling water views, and the grand Chatham Bars Inn create a storybook setting. Offered for the first time in almost four decades, ''Offshore'' encompasses more than an acre on Shore Road - an exceptional combination of land, privacy, and possibility. Beyond the home's welcoming presence, a surprisingly private landscape unfolds, where mature plantings, a sweeping lawn, a carriage-style garage, and a swimming pool create an extraordinary retreat. Inside, the home was designed for gracious living, with spacious rooms and classic details, equal

$9,995,000

3 beds2.5 baths3,079 sq ft

153 Shore Rd, Chatham, MA 02633

Sweeping lawn • Swimming pool • Private landscape

ABOUT THIS HOME
Home with View for sale in 02633, MA:
New co-ownership opportunity: Own one-eighth of this professionally managed, turnkey home by Pacaso. Fox Hill sits on 2.74 acres in Chatham, a renovated coastal estate with sweeping views of Crows Pond, Eastward Ho and Pleasant Bay from nearly every angle. The shingle-style exterior is substantial and classic Cape Cod, with a two-car garage and a private boat dock giving direct access to the water. The open, airy living room has a stone fireplace, window seats and vast water views throughout. The kitchen continues the view with a Wolf gas range, a large island with seating and doors opening to an expansive deck overlooking Crows Pond. The three-level layout includes a quiet office, a lower-

$1,469,000

5 beds8 baths11,000 sq ft

558 Fox Hill Rd, Chatham, MA 02633

Turnkey home • Private boat dock • Stone fireplace

ABOUT THIS HOME
Home with View for sale in 02633, MA:
Sprawling and spacious, 65 Captain Kendrick Drive presents an exceptional opportunity to own a beautifully situated 3 br 3 bath home in one of Chatham's most peaceful settings. Seasonal views of the Monomoy River create a serene backdrop, inviting relaxing vibes and a true sense of coastal tranquility. Offering 1,754 sqft of main-level living, the home many features include an updated eat-in kitchen, large living room with fireplace, and a dining room that leads you towards two distinct, comfortable sitting areas that open to expansive decks with winter water views. 1632 sf of additional finished space in the walkout lower level add tremendous flexibility. Recent improvements include a new

$995,000

3 beds3 baths1,752 sq ft

65 Captain Kendrick Dr, Chatham, MA 02633

Finished space • Expansive decks • Large living room

NEW CONSTRUCTION

ABOUT THIS HOME
Home with View for sale in 02633, MA:
Waterfront new construction in one of Chatham's most preeminent locations, minutes from town. This rare half-acre offering on Emery Pond is to be built by R. A. Martin, one of the Cape's premier builders, with select interior finishes and customizations still available to the right buyer. New construction of this scale is exceptionally rare on Cape Cod, offering the perfect mix of estate-level living and an in-town lifestyle, all with stunning water views. The finished residence offers approximately 4,689 square feet of considered living space across three thoughtfully composed levels, with 4 bedrooms and 4 full baths. Sunlit interiors flow effortlessly from kitchen to dining to generous en

$4,500,000

4 beds4.5 baths4,689 sq ft

66 Ethelma Dr, Chatham, MA 02633

New construction • Waterfront pool • Half-acre offering

Property at 101 Morris Island Rd, Chatham, MA 02633, 4 beds, 4.5 baths

$4,995,000

4 beds4.5 baths3,225 sq ft

101 Morris Island Rd, Chatham, MA 02633

Property at 336 Stage Island Rd, Chatham, MA 02633, 3 beds, 2.5 baths

$2,850,000

3 beds2.5 baths2,205 sq ft

336 Stage Island Rd, Chatham, MA 02633

Property at 56 Stage Island Rd, Chatham, MA 02633, 4 beds, 4 baths

$5,250,000

4 beds4 baths2,932 sq ft

56 Stage Island Rd, Chatham, MA 02633

Property at 739 Main St Unit 1E, Chatham, MA 02633, 2 beds, 3.5 baths

$1,450,000

2 beds3.5 baths1,770 sq ft

739 Main St Unit 1E, Chatham, MA 02633

Property at 150-154 Cross St, Chatham, MA 02633, 10 beds, 8.5 baths

$6,500,000

10 beds8.5 baths7,658 sq ft

150-154 Cross St, Chatham, MA 02633

Property at 157 Bridge St, Chatham, MA 02633, 4 beds, 6 baths

$12,999,900

4 beds6 baths6,234 sq ft

157 Bridge St, Chatham, MA 02633

Property at 38 Indian Trl, Chatham, MA 02633, 4 beds, 3.5 baths

$4,295,000

4 beds3.5 baths4,967 sq ft

38 Indian Trl, Chatham, MA 02633

Property at 35 Duncan Ln, Chatham, MA 02633, 3 beds, 2 baths

$1,350,000

3 beds2 baths2,176 sq ft

35 Duncan Ln, Chatham, MA 02633

Property at 346 Morris Island Rd, Chatham, MA 02633, 4 beds, 3.5 baths

$4,500,000

4 beds3.5 baths2,850 sq ft

346 Morris Island Rd, Chatham, MA 02633

Property at 99 Uncle Alberts Drive Ext, Chatham, MA 02633, 2 beds, 2.5 baths

$5,495,000

2 beds2.5 baths1,850 sq ft

99 Uncle Alberts Drive Ext, Chatham, MA 02633

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Nearby homes that match your criteria

ABOUT THIS HOME
Home with View for sale in 02633, MA:
Classic Cape Cod home on a one-acre lot on the nicest street in Chatham. .. . Nooks and crannies and additions in several directions in this very private location of North Chatham. .. Choice of 3 primary bedrooms with attached baths. .. Views over Chatham Harbor and beyond. .. .. .. Beach and boating just an easy walk away. Or swim and relax in your own backyard in the heated Gunite pool. .. .House has been very well maintained by the current owner who has been here for over 36 years and completed a new roof, many new windows, new bedroom addition, newer family room addition and more. .. .. .All information here has not been independently verified and buyer should do his/her own due diligen

$5,900,000

4 beds5 baths4,394 sq ft

95 Cotchpinicut Rd, North Chatham, MA 02633

One acre lot • Private location • Heated gunite pool

ABOUT THIS HOME
Home with View for sale in 02633, MA:
Classic Cape Cod home on a one-acre lot on the nicest street in Chatham. .. . Nooks and crannies and rooms and additions in several directions in this very private location of North Chatham. .. .Choice of three primary bedrooms with attached baths. .. Views over Chatham Harbor and beyond. .. .. .. Beach and boating just an easy walk away. Or swim and relax in your own backyard in the heated Gunite pool. .. Property has been very well maintained by the current owner who has been here for over 36 years and completed a new roof, many new windows, new bedroom addition, newer family room addition and more. .. .. All information here has not been independently verified and buyer should do his/her

$5,900,000

4 beds5 baths4,394 sq ft

95 Cotchpinicut, Chatham, MA 02633

One acre lot • Attached baths • Private location

ABOUT THIS HOME
Home with View for sale in 02633, MA:
This exceptional home offers Mill Pond views with open flow floorplan great for entertaining. The center of the home is a newer kitchen with custom cabinets, quartz counter, butcher block island and gorgeous tile backsplash and upscale stainless appliances. Kitchen opens to dining room and fireplace living room great for entertaining. Direct access to the garage through the mudroom adjacent to the kitchen. Front driveway is paved. 2 bedrooms both with en-suites. Primary bath has a tile walk-in shower with glass doors and a marble top vanity. Also, direct access to the long deck from the primary with views of Mill Pond. Lower level offers a sun splashed family room that has been renovated as

$1,150,700

4 beds3 baths2,163 sq ft

21 Mill Pond Rd, Harwich, MA 02645

Custom cabinets • Newer kitchen • Mill pond views

ABOUT THIS HOME
Home with View for sale in 02633, MA:
Nestled above the shimmering waters of Bassing Harbor, this extraordinary waterfront retreat was conceived through a multi-year collaboration with Salt Architecture, LaBarge Homes, and Martha’s Vineyard Interior Designs. Walls of glass frame sweeping views and fill the home with natural light, while indoor and outdoor spaces flow seamlessly to expansive decks, terraces, and a resort-style pool area. The main living spaces balance comfort and sophistication with warm wood floors, curated finishes, and multiple gathering areas, including a lower level with a glass-enclosed wine room, custom bar, game area, and media lounge. The kitchen features sleek cabinetry, open shelving, and pictur

$12,950,000

5 beds6.5 baths7,259 sq ft

301 Whidah Rd, North Chatham, MA 02650

Expansive decks • Sweeping views • Custom bar

3D WALKTHROUGH

ABOUT THIS HOME
Home with View for sale in 02633, MA:
For the first time in generations, this landmark Pleasant Bay compound—anchored by the iconic "Topside" main residence and the charming two-bedroom "Boathouse"—is offered as a rare, generational waterfront estate, a site long cherished by those who have called it home. With a deep-water dock, moorings, and direct access to the bay, the property delivers a front-row seat to the rhythms of Pleasant Bay and boundless recreation. Both homes enjoy sweeping 270-degree views across the water to Eastward Ho, the Chatham Yacht Club, and the Atlantic beyond. Thoughtfully sited by its original architect to capture the light and water at every turn, "Topside" o

$2,700,000

7 beds6.5 baths3,549 sq ft

645 S Orleans, Orleans, MA 02653

Private deck • Deep-water dock • Direct bay access

ABOUT THIS HOME
Home with View for sale in 02633, MA:
Rare to find a 20,737 lot in an established neighborhood of beautiful homes, close to town center or Ryder's Cove. .. overlooking Frost Fish Creek conservation, birdlife, tranquility! Building lot has been engineered by Ryder and Wilcox, pre- existing sidelines are R20. This lot will be sold separately after the home at 41 Court Street is sold, listed $2,295,000. MLS#22600472 or it can be purchased as a package with the house. Town of Chatham has a plan for Frost Fish Creek restoration project to increase tidal flow.

$650,000

Land0.48 acre (lot)

0 Court St, North Chatham, MA 02650

Tranquility • 737 lot • 20

Property at 0 Court, North Chatham, MA 02650

$650,000

Land0.48 acre (lot)

0 Court, North Chatham, MA 02650

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. (CCIMLS). Real estate listings provided by CCIMLS and held by brokerage firms other than Redfin are marked with the CCIMLS BR Logo and detailed information includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. This site was last updated Wed Aug 19 2026. Neither the listing broker nor Redfin shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. The Broker providing this data believes it to be correct but advises interested parties to confirm any item before relying on it in a purchase decision. All properties are subject to prior sale, changes, or withdrawal. © 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Homes with a View for Sale in 02633

There are currently 15 homes with a view homes for sale in 02633 at a median listing price of $2.1M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 02633 stay on the market for 58 days. This map is refreshed with the newest listings in 02633 every 15 minutes.

In the past month, 17 homes have been sold in 02633. In addition to houses in 02633, there were also 3 condos, 2 townhouses, and 0 multi-family units for sale in 02633 last month. Find your dream home in 02633 using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in 02633 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 02633. If you're looking to sell your home in the 02633 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 02633 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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