Homes in ZIP Code 02633

/69
$3,850,000
- 3 Beds
- 4.5 Baths
- 3,640 Sq Ft
287 Cedar St, Chatham, MA 02633

NEW CONSTRUCTION: Welcome to 287 Cedar Street, an exquisite 3 BR, 4.5 Bath, 3,640 sf retreat nestled ''On the Loop'' in Chatham. This elegant residence showcases exceptional craftsmanship & luxurious finishes, making it a true masterpiece of coastal living. The gourmet kitchen w/Quartz countertops is a chef's dream, featuring top-of-the-line Subzero, Miele, and Wolf appliances. The center island

Shane Masaschi

Compass

(508) 952-9486

287 Cedar St, Chatham, MA 02633
/18
$4,950 total monthly price
- 4 Beds
- 2 Baths
- 2,000 Sq Ft
- House for Rent
101 Monomoyic Way, Chatham, MA 02633

Available furnished rental November 1 - April 30. Relax with the whole family at this peaceful place to stay. A stunning, fresh, contemporary home in Chatham! Perched upon a gentle hill at the very end of a cul-de-sac in Riverbay Estates, this home has undergone a total makeover. Airy and open, with soaring ceilings, designer Tala lights and a dramatic limestone gas fireplace that accentuate the

Kate Wood Keller Williams Realty Boston-Metro | Back Bay

101 Monomoyic Way, Chatham, MA 02633
/48
$2,450,000 Sold Oct 31, 2025
- 3,275 Sq Ft
- $748/SF
- 3 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2007
252 N Skyline Dr, Chatham, MA 02633

Catch the breezes atop Great Hill in this centrally located classic Cape with deeded rights to Lovers Lake. Updated with flair, this 8-room home offers 3275 sq ft. of living space & is perfectly nestled on a professionally landscaped lot. The home has a great floor plan that will surprise and delight you with unique & pizazz-y features. Whether year-round, or summer living, this beautifully

Phyllis Power Compass

252 N Skyline Dr, Chatham, MA 02633

/4
Est $2,916,296 Not Listed For Sale
- 3 Beds
- 5.5 Baths
- 4,197 Sq Ft
21 Hunter Rise, Chatham, MA 02633

21 Hunter Rise, Chatham, MA 02633

/6
$250,000
- Land
- 0.72 Acre
- $347,222 per Acre
0 George Ryder Rd Unit 73104629, Chatham, MA 02633

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, 4-bedroom with approval. (buyer's & buyer's agents verify with Board of Health). 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,

Shane Masaschi

Compass

(508) 691-8324

0 George Ryder Rd Unit 73104629, Chatham, MA 02633
/24
$3,000 total monthly price
- 3 Beds
- 2 Baths
- 1,568 Sq Ft
- House for Rent
181 George Ryder Rd, Chatham, MA 02633

Year round rental; 3BR 2BA Cape Cod home in Chatham. Larger private lot, gas heat, 1 car garage, full basement. Mass Save insulation upgrade. Near Bike trail giving easy access to other Chatham points of interest. Required: Rents: 1st and last month's plus security with the lease. Full tenant screening required. List agent is related to the owner. CURRENT TENANT IS IN RESIDENCE, PLEASE DO NOT

Christopher Coy Realty Executives Cape Cod

181 George Ryder Rd, Chatham, MA 02633
/34
$674,000 Sold Oct 31, 2025
- 1,244 Sq Ft
- $542/SF
- 6 Days On Market
- 2 Beds
- 1 Bath
- Built 1982
38 Andover Dr, Chatham, MA 02633

Don't miss this lovely 2 Bedroom, 1 Bath Cape-style ranch in well-groomed residential neighborhood near town. As part of Great Hills Estates, this property has deeded rights to Lover's Lake including water access, picnic & BBQ area, and kayak racks. Enjoy sidewalk access to Town, easy proximity to the Chatham Bike Path, and a location just 2 miles to Hardings Beach. Inside, the main level offers

Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

38 Andover Dr, Chatham, MA 02633

/51
Est $2,897,101 Not Listed For Sale
- 6 Beds
- 4 Baths
- 4,449 Sq Ft
114 Main St, Chatham, MA 02633

114 Main St, Chatham, MA 02633

/55
$3,200,000
- 3 Beds
- 3.5 Baths
- 3,544 Sq Ft
93 Bucks Creek Rd, Chatham, MA 02633

Welcome to 93 Bucks Creek Rd, where luxury meets coastal elegance. This architecturally stunning, custom-built home offers an unparalleled resort-style experience boasting a heated, saltwater pool and membership to the exclusive Hardings Hills Association, featuring a private dock, kayak storage, & picnic area. Nestled just 3/10ths of a mile from the pristine sands of Hardings Beach, this

Shane Masaschi

Compass

(508) 571-0968

93 Bucks Creek Rd, Chatham, MA 02633
/27
$3,200 total monthly price
- 2 Beds
- 2 Baths
- 1,949 Sq Ft
- House for Rent
70 Barn Hill Rd, Chatham, MA 02633

Newly built ready for immediate occupancy!!! This nicely built 2 bedroom 2 bath house comes fully furnished and is located in beautiful Chatham! Featuring an open floor plan with one bedroom and full bath on the first floor along with another bedroom and full bath on the second floor. There are high cathedral ceilings in the main living area featuring large windows for lots of natural light.

Kevin Austin William Raveis Real Estate & Home Services

70 Barn Hill Rd, Chatham, MA 02633
/76
$3,675,000 Sold Oct 31, 2025
- 4,908 Sq Ft
- $749/SF
- 455 Days On Market
- 4 Beds
- 5.5 Baths
- Built 2025
45 Meadow View Rd S, Chatham, MA 02633

New construction and a deeded boat slip in the Oyster River Hills private neighborhood marina. Another magnificent home by Sears Point Residential, move-in ready. 4 BR, 5.5 Bath, 4,908 sf classic shingle-style Cape. The home's axis is a chef's kitchen featuring Thermador appliances and a large center island with Quartz countertops. The open floor plan flows seamlessly from the living room to the

Jack Bohman Gibson Sotheby's International Realty

45 Meadow View Rd S, Chatham, MA 02633

/37
Est $2,525,894 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,203 Sq Ft
47 Gladen Ln, Chatham, MA 02633

47 Gladen Ln, Chatham, MA 02633

/81
$4,900,000
- 4 Beds
- 4.5 Baths
- 2,850 Sq Ft
346 Morris Island Rd, Chatham, MA 02633

Views, Views, Views!! Sun splashed Stage Harbor waterfront offering and ever-changing vista out to Nantucket Sound and beyond. This four bedroom, 4.5 bath residence blends exquisite taste with timeless coastal elegance. Thoughtfully renovated, the home is designed to showcase wide, sweeping views of the harbor from nearly every room. Light-filled interiors pair refined finishes with a relaxed

Barbara Garside

eXp Realty, LLC

(508) 401-8501

346 Morris Island Rd, Chatham, MA 02633
/41
$898,000 Sold Oct 30, 2025
- 1,680 Sq Ft
- $535/SF
- 14 Days On Market
- 4 Beds
- 2 Baths
- Built 1966
306 Old Queen Anne Rd, Chatham, MA 02633

Cape Cod living made easy in this beautifully updated 4-bedroom, 2-bathroom Cape nestled in the desirable Great Hill Estates neighborhood, less than a mile from downtown Chatham. Thoughtfully renovated throughout, this home blends modern updates with timeless Cape charm.The inviting floor plan features a bright living area, a well-appointed kitchen with quality finishes, and four comfortable

Sharon Mabile Berkshire Hathaway HomeServices Robert Paul Properties

306 Old Queen Anne Rd, Chatham, MA 02633

/12
Est $6,270,619 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,286 Sq Ft
486 Shore Rd, Chatham, MA 02633

486 Shore Rd, Chatham, MA 02633

/24
$5,900,000
- 2 Beds
- 2.5 Baths
- 1,850 Sq Ft
99 Uncle Alberts Drive Extension, Chatham, MA 2633

Experience a rare opportunity to own a prime waterfront property in one of Chatham's most sought-after locations. Set on 1.44 acres, this beautifully crafted 2-bedroom, 2.5 bath home offers 1,850 sq ft of refined living space w/commanding panoramic views stretching across Oyster Pond, Oyster River & to Nantucket Sound. This exceptional offering includes a conceptual site plan & video for a future

Shane Masaschi

Compass

(508) 400-2035

99 Uncle Alberts Drive Extension, Chatham, MA 2633
/42
$2,325,000 Sold Oct 30, 2025
- 3,226 Sq Ft
- $721/SF
- 13 Days On Market
- 3 Beds
- 4 Baths
- Built 2014
94 Ocean Port Ln, Chatham, MA 02633

Built in 2014, this beautifully designed home offers 3 bedrooms, 4 full baths, and over 3,400 sq. ft. of living space, including a finished basement and a bonus room above the detached garage. Hardwood floors flow throughout the open layout, where you'll find a chef ready kitchen, sun-filled living room with coffered ceilings and gas fireplace. The first floor is completed by a full bath, laundry

The Bohman Hartung Group Gibson Sotheby's International Realty

94 Ocean Port Ln, Chatham, MA 02633

/42
Est $3,931,195 Not Listed For Sale
- 7 Beds
- 5 Baths
- 3,203 Sq Ft
38 Sandy Shoes Ln, Chatham, MA 02633

38 Sandy Shoes Ln, Chatham, MA 02633

/42
$7,900,000
- 7 Beds
- 6.5 Baths
- 6,521 Sq Ft
44 Buena Vista Rd, Chatham, MA 02633

Chatham Waterfront Masterpiece. A private estate on Cape Cod's most coveted coastline in one of New England's most prestigious coastal communities. 44 Buena Vista Road is an extraordinary waterfront estate, a rare offering blending timeless elegance with resort-style amenities. Designed for both grand entertaining and intimate family living, this residence offers sweeping ocean views,

Shane Masaschi

Compass

(508) 501-9618

44 Buena Vista Rd, Chatham, MA 02633
/32
$3,550,000 Sold Oct 30, 2025
- 3,030 Sq Ft
- $1,172/SF
- 51 Days On Market
- 4 Beds
- 4 Baths
- Built 2004
17 Bucks Ln, Chatham, MA 02633

This Chatham Beach House is calling...hope you answer.... Picture perfect Cape Cod style home with divine views over Nantucket Sound offers the idyllic Chatham beach lifestyle you have been dreaming of.....Steps to the private association beach of Harding's Shores for uncrowded enjoyment and warm water swimming. Classic 4BR 4 bath Cape home with two large decks for al fresco dining or morning

Lori Fanning Smith Compass Massachusetts, LLC

17 Bucks Ln, Chatham, MA 02633

/26
Est $1,893,879 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,650 Sq Ft
393 Main St, Chatham, MA 02633

393 Main St, Chatham, MA 02633

/2
$619,000
- Land
- 1.01 Acres
- $612,871 per Acre
1761 Main St, Chatham, MA 02633

Nestled in the picturesque town of Chatham, expansive one-acre lot presents a rare opportunity to craft your dream home in a serene setting. Backing up to a tranquil cranberry bog, this unique property offers privacy and natural beauty, providing an idyllic backdrop for your future residence.With ample space and potential, this versatile lot may accommodate two homes, making it perfect for those

Kimberly Clark

Bayside Realty Consultants

(508) 719-6244

1761 Main St, Chatham, MA 02633
/40
$2,400,000 Sold Oct 30, 2025
- 3,603 Sq Ft
- $666/SF
- 246 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2005
290 Old Comers Rd, Chatham, MA 02633

''On Pink Wink Pond'' embodies the essence of Cape Cod. A startling entrance of Belgian blocks with carriage lighted and stone pillars greets the visitor. Ascending the farmers porch and upon entry, an illuminated tile mural of Pink Wink Pond boasts the home's attention to artistic detail. The two-story windowed great room is surrounded by crystal blue shiplap and offers a gas fireplace. Sub-Zero

Catherine Baran Berkshire Hathaway HomeServices Robert Paul Properties

290 Old Comers Rd, Chatham, MA 02633

/26
Est $2,439,748 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,174 Sq Ft
10 Mill Hill Ln, Chatham, MA 02633

10 Mill Hill Ln, Chatham, MA 02633

/74
$2,295,000
- 4 Beds
- 3.5 Baths
- 4,072 Sq Ft
55 Winterset Dr, Chatham, MA 02633

Welcome to your dream retreat at 55 Winterset Drive in Great Hill Estates, one of Chatham's most desirable neighborhoods. This custom built 4 bedroom, 3.5 bath home offers 4000 sq ft of warm & inviting living space on just under 2 acres of park-like grounds with deeded rights to crystal clear Lover's Lake, making it the perfect home for unwinding & entertaining. Two cathedral great rooms, 4 brick

Tara Schiffmann Brown

Bayview Real Estate

(508) 388-5284

55 Winterset Dr, Chatham, MA 02633
/36
$1,195,000 Sold Oct 26, 2025
- 1,708 Sq Ft
- $700/SF
- 16 Days On Market
- 3 Beds
- 2 Baths
- Built 1971
56 Riverview Dr, Chatham, MA 02633

Located in Chatham's sought after Riverbay Estates, known for its treelined streets and community vibe, this residence is nicely sitauated near two scenic ponds for fishing and paddleboarding - and Jackknife Cove Beach is a short drive away. Elevated above the road for privacy, this sundrenched one level home offers open living spaces that blend effortlessly into expansive back yard.The home

Chris Rhinesmith Compass Massachusetts, LLC

56 Riverview Dr, Chatham, MA 02633

/44
Est $3,306,559 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,422 Sq Ft
50 Chase St, Chatham, MA 02633

50 Chase St, Chatham, MA 02633

/71
$4,495,000 Pending
- 4 Beds
- 5.5 Baths
- 5,372 Sq Ft
335 Stage Island Rd, Chatham, MA 02633

Family-friendly home on Chatham's private Stage Island boasts captivating barrier beach and ocean views. This 10-room, 4-BR, 5.5-bath shingle-style home has 5,372 sf of living space designed for entertaining, indoors and out. The bright and airy 1st floor features a spacious great room with towering windows, a coffered ceiling, and Rumford fireplace. The kitchen boasts top-of-the-line appliances,

Jack Bohman Gibson Sotheby's International Realty

335 Stage Island Rd, Chatham, MA 02633
/41
$2,500,000 Sold Oct 24, 2025
- 3,834 Sq Ft
- $652/SF
- 152 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1987
106 Stage Neck Rd, Chatham, MA 02633

Nestled on just over an acre of meticulously landscaped grounds with a private well for irrigation near the Oyster River, this 4-bedroom, 3.5-bath home offers a rare opportunity to create your dream space. With deeded access to a small, shared boathouse, it provides a serene and sophisticated lifestyle. Built in 1987 and lovingly cared for, the home retains its classic charm and is ready for your

Jen Graham Christie's International Real Estate Atlantic Brokerage

106 Stage Neck Rd, Chatham, MA 02633

/4
Est $3,262,626 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,016 Sq Ft
35 Mill Hill Ln, Chatham, MA 02633

35 Mill Hill Ln, Chatham, MA 02633

/71
$6,395,000
- 5 Beds
- 4.5 Baths
- 3,225 Sq Ft
101 Morris Island Rd, Chatham, MA 02633

LIGHTHOUSE BEACH - A Nantucket-inspired coastal home designed and built by Polhemus Savery DaSilva, this residence beautifully blends elegance and comfort. The open floor plan showcases oversized windows and soaring ceilings, allowing natural light to pour in and illuminating the stunning views of the swimming pool, spa, outdoor kitchen, patio, gas fire-pit, outdoor shower, and irrigated

Jack Bohman Gibson Sotheby's International Realty

101 Morris Island Rd, Chatham, MA 02633
/45
$1,350,000 Sold Oct 23, 2025
- 1,861 Sq Ft
- $725/SF
- 106 Days On Market
- 2 Beds
- 3 Baths
- Built 2015
116 Happy Valley Rd, Chatham, MA 02633

Located off a private way to Ridgevale Beach overlooking a majestic cranberry bog sits this cozy colonial paradise. Built in 2015 by an award winning design/build company is this very private getaway. 1st level open plan features brk bar & dining/living area with views to the bog pond. Door to south facing deck setup for dining & and all day sun. 2 entry kitchen with granite counters & stainless

Ward Brown William Raveis Real Estate & Home Services

116 Happy Valley Rd, Chatham, MA 02633

/31
Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,209 Sq Ft
90 Silver Leaf Ave, Chatham, MA 02633

90 Silver Leaf Ave, Chatham, MA 02633

/90
$4,975,000
- 5 Beds
- 3.5 Baths
- 3,080 Sq Ft
85 Cedar St, Chatham, MA 02633

** Pinkwink, Circa 1850** - A beautifully updated antique in Chatham on 1.48 acres. Five bedrooms--four in the main house, one in the two-room guest suite above the detached two-car garage with private deck and screened in porch below. The main house features a large sunlit chef's kitchen with cathedral ceiling and top-tier appliances, wood floors, spacious dining room with fireplace, living room

Tim Bailey John C Ricotta & Assoc.

85 Cedar St, Chatham, MA 02633
/37
$1,500,000 Sold Oct 22, 2025
- 2,340 Sq Ft
- $641/SF
- 134 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1971
307 Riverview Dr, Chatham, MA 02633

Discover luxury and comfort in this stunning Riverbay home nestled with beautiful landscaping on Riverbay Drive. This meticulously renovated 7 room ranch offers 2340 sq. ft of elegant living space, featuring 3 spacious bedrooms, including a sunny primary suite, 2.5 baths with double sink vanities. The inviting foyer introduces you to the warmth of the formal living room with fireplace, open plan

Phyllis Power Compass

307 Riverview Dr, Chatham, MA 02633

/35
Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 1,713 Sq Ft
32 Little Beach Rd, Chatham, MA 02633

32 Little Beach Rd, Chatham, MA 02633

/35
$4,395,000
- 3 Beds
- 3 Baths
- 2,418 Sq Ft
30 Indian Trail, Chatham, MA 02633

Laissez Faire, designed and built by Polhemus Savery DaSilva in 2012, is a coastal masterpiece nestled in Hardings Beach Hills with panoramic views of the marsh and creek. Blending classic Cape vernacular with modern inspiration, the home is defined by extraordinary craftsmanship and architectural detail. The open main level features a curved fireplace wall with v-groove paneling that flows into

Chris Rhinesmith Compass Massachusetts, LLC

30 Indian Trail, Chatham, MA 02633
/43
$846,000 Sold Oct 21, 2025
- 1,536 Sq Ft
- $551/SF
- 2 Days On Market
- 3 Beds
- 2 Baths
- Built 1977
29 Wilfred Rd, Chatham, MA 02633

OPEN HOUSE CANCELLED-Don't miss this 3-bedroom, 2-bath, lovingly cared for home offering 1,536 sq. ft. of inviting living space including a large open great room and living room with fireplace. Beautiful hardwood floors run throughout. Ideally located in a quiet neighborhood, the house is situated on the bike path and a short distance to White Pond for kayaking and swimming . Relax on the

Jack Bohman Gibson Sotheby's International Realty

29 Wilfred Rd, Chatham, MA 02633

/53
Est $2,603,008 Not Listed For Sale
- 4 Beds
- 1.5 Baths
- 1,669 Sq Ft
16 Windmill Ln, Chatham, MA 02633

16 Windmill Ln, Chatham, MA 02633

/42
$3,500,000
- 3 Beds
- 4.5 Baths
- 3,759 Sq Ft
28 Cranberry Ln, Chatham, MA 02633

Perfectly sited in sought-after North Chatham, this new construction home is a masterwork of coastal design. The entryway sets a refined tone, opening to a great room with shiplapped and coffered ceilings that create balance and elegance. At one end, a clean-lined kitchen boasts custom cabinetry, a striking quartz island, and premium Thermador and Fisher & Paykel appliances. A dining area flows

Chris Rhinesmith Compass

28 Cranberry Ln, Chatham, MA 02633

Showing Results 1 - 40, Page 1 of 18

Massachusetts Barnstable County Chatham 02633

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