Refine Search
Map
Sort by
$840,000
2 Beds ⋅ 2 Baths ⋅ 73506797 MLS
Easy one-floor living in Chatham! Bright 2 BR, 2 BA home includes deeded rights to Stillwater Pond. The floor plan offers a good-sized living room w/bay window & gas fireplace, cozy eat-in-kitchen w/ laundry area & pantry, & bright family room featuring a new slider to a deck that overlooks a level back yard. There is a primary bedroom w/private bath, and 2nd bedroom w/ full bath across the hall. Many Seller upgrades throughout include the addition of 4 mini-split A/C units for summer comfort, 2 natural gas heat zones, Andersen windows throughout, Andersen slider, recessed lighting, newer appliances & more. There are 2 basements plus an oversized one-car garage, all providing great storage. This sweet ranch is nicely sited on a 1/2 acre lot in a quiet residential neighborhood; centrally-located to Pleasant Bay, Nantucket Sound beaches, shopping & restaurants. Whether you are looking for a comfortable year-round home, vacation retreat or rental investment, don't miss this one!

61 Oak Hill Rd, Chatham

Listing courtesy of Listing Agent: Lori Jurkowski from Listing Office: Christie's International Real Estate Atlantic Brokerage.
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 73506993 MLS
Perfect for kayak and canoe enthusiasts, this inviting South Chatham home, south of Rt 28, sits just one tenth of a mile from the town landing on Mill Creek, offering effortless access to serene paddling, birdwatching, and peaceful mornings on the water. Inside, the open concept first floor features hardwood floors throughout, creating a warm, cohesive flow from the living area to the dining space and kitchen. With three bedrooms, including a convenient first floor bedroom, and two full baths, the home offers comfort and flexibility for guests and year round living. Hardwood flooring continues through part of the second story, adding to the home's charm and continuity. Step outside and enjoy multiple outdoor living spaces designed for Cape Cod summers -- a fun side deck, a spacious back patio accessed through sliding doors, and a brand new outdoor shower perfect after a day on the water. The generous side yard provides plenty of room for lawn games, gatherings, and family activities.

35 Pine Tree Rd, Chatham

Listing courtesy of Listing Agent: Kathy Doyle from Listing Office: Gibson Sotheby's International Realty.
$4,525,000
4 Beds ⋅ 6 Baths ⋅ 73480794 MLS
Stunning brand new construction from The Young Companies at 230 Barcliff Ave is well underway and ready for Summer 2026. Architecturally pleasing 4BR 5.5 bath shingled home will offer impeccable details ,finish work, detached two car garage and unbeatable walk to town location. Enjoy walking to Chatham's summer league baseball games, iconic fish pier and exclusive Chatham Bars Inn. The 5300 sf home will offer the best new new amenities with a nod to the shingled coastal cottage estates of times past. The open interior as both a welcoming front porch as well as a rear screened porch. The magic continues with high ceilings, centrally located great room with fireplace that opens to a well designed kitchen and adjacent dining room with butler's pantry. A robust primary ensuite , private study and three additional bedrooms grace the second floor. Expansive lower level for use as media room/playroom or gym? You decide! Room for a pool!

230 Barcliff, Chatham

Listing courtesy of Listing Agent: Lori Fanning Smith from Listing Office: Compass.
$440,000
1 Beds ⋅ 1 Baths ⋅ 73504309 MLS
Nestled above Bumbula “It’s All About Me,” Unit D at 425 Main Street offers a rare blend of privacy, comfort, and true in-town living. One of only two residences on the second floor, it features a discreet private entrance and an open, light-filled layout with recent upgrades, including luxury vinyl flooring and refreshed finishes. The well-appointed kitchen flows into a spacious living and dining area, while the flexible bedroom provides generous storage and year-round functionality. Additional conveniences include a dedicated parking space behind the building and membership in a small, owner-managed four-unit HOA with low fees. Set in the heart of Chatham’s iconic Main Street district, the property offers unmatched walkability to shops, dining, beaches, and year-round attractions. With a low tax rate, strong seasonal economy, and limited inventory, this turnkey unit presents a rare opportunity to secure a refined home in one of New England’s most desirable coastal towns.

425 Main Street Unit D, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .
$2,595,000
4 Beds ⋅ 3 Baths ⋅ 73504717 MLS
Nestled in highly sought after North Chatham neighborhood, this turn key Cape Cod home offers the exceptional blend of elegance, comfort and modern amenities. Spanning an impressive 3479 sf , with 4BR's 2.5 baths , this impressive home is set on .50 acres of level yard with manicured grounds, large rear patio, outdoor shower, irrigation and fenced yard . Close proximity to the vibrant heart of downtown Chatham , the iconic Chatham Fish Pier Market, Chatham Bars Inn and Cow Yard Town Landing. The interior seamlessly integrates living spaces from the envy worthy kitchen with top of the line finishes to the elegant living room with built ins and fireplace to the dining area and cozy den for movie nights. A first floor primary bedroom offers luxurious accommodations with full bath and walk in closet and three additional bedrooms (one a two room suite) give room to family and friends.Room for a future pool.

8 Captains Walk, Chatham

Listing courtesy of Listing Agent: Lori Fanning Smith from Listing Office: Compass.
$1,666,100
3 Beds ⋅ 4 Baths ⋅ 73525269 MLS
The Christopher Ryder House is one of North Chatham's most storied addresses — and Unit 1 is its finest residence. At nearly 3,000 square feet, this is the largest of eight distinguished condominiums and lives in every respect like a private home. Walkable to Eastward Ho, Jackknife Cove, and Ryder Cove, the location alone is among the most coveted on the Cape. Two private outdoor spaces - a fenced brick patio and a courtyard - create seamless opportunities for alfresco dining and relaxed summer living. Skylights bathe the kitchen and sitting areas in natural light, while an oversized island, quartz countertops, and a Sub-Zero refrigerator anchor a chef's kitchen. A formal dining room seats eight; a den with custom built-ins doubles as a library or office. Upstairs, the primary suite offers double vanities, a walk-in shower, and a walk-in closet. Two additional bedrooms, a two-car garage, and a full basement complete the offering. Drop your bags and enjoy the Chatham summer!

1114 Orleans Rd Unit 1, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .
$4,700,000
5 Beds ⋅ 4 Baths ⋅ 73523060 MLS
Nestled on a beautifully landscaped lot, this historic residence blends classic New England charm with modern functionality. Thoughtfully renovated to create open, inviting living spaces while preserving the home’s original character, the property balances historic elegance and contemporary comfort. Bright, beautifully designed interiors blend original character with modern elegance, featuring a custom-designed kitchen, wide-plank hardwood floors, vaulted ceilings with exposed beams, and elegant modern baths.A welcoming front porch and crisp architectural details create exceptional curb appeal. Designed for effortless entertaining and everyday living, the outdoor space features a beautifully designed pool, stone patio, and pergola walkway surrounded by mature gardens.Located moments from downtown Chatham, the Fish Pier, Chatham Bars Inn, and beautiful beaches, this meticulously maintained home presents a rare opportunity to enjoy historic charm, modern luxury, and a premier Chatham

92 Barcliff Ave, Chatham

Listing courtesy of Listing Agent: Mina O'Keefe from Listing Office: Gibson Sotheby's International Realty.
$1,510,000
4 Beds ⋅ 2 Baths ⋅ 73497965 MLS
Nestled in a premier Stage Harbor location, this 4-bedroom, 2-bath property presents an exceptional redevelopment opportunity. Just a short stroll from the beach, boat launch, yacht club and nestled in a prestigious neighborhood, the value lies in this coveted setting. Bring your builder and architect to create a new, luxurious custom home on this prime piece of real estate. Start dreaming today!

42 Champlain Rd, Chatham

Listing courtesy of Listing Agent: Kimberle Christensen from Listing Office: William Raveis Real Estate & Homes Services.
$1,070,000
3 Beds ⋅ 3 Baths ⋅ 73433423 MLS
Welcome to this delightful 3BR, 2.5BA Cape-style home nestled just moments from the heart of downtown Chatham. With its classic architecture and thoughtful layout, this property offers the perfect blend of coastal charm and modern convenience. Upon entering discover sun-drenched living spaces with abundant natural light and a cozy fireplace that anchors the main living area. The first-floor bedroom provides flexibility for guests or single-level living, while two generously sized bedrooms upstairs offer ample storage and comfort. The finished walk-out basement expands your living options, ideal for a media room, home office, or play space. Outside, enjoy a private backyard oasis complete with a spacious deck and an outdoor shower for rinsing off after beach days or bike rides. Located just a stone's throw from local eateries, the bike trail, Veterans Baseball Field, and all that Chatham has to offer, this home is a true gem for year-round living or seasonal escape.

27 Martha Kendrick Dr, Chatham

Listing courtesy of Listing Agent: Kathy Doyle from Listing Office: Gibson Sotheby's International Realty.
$949,000
4 Beds ⋅ 1 Baths ⋅ 73490091 MLS
66 Ethelma Drive is a rare pond front opportunity in Chatham, MA, set along the shores of Emery Pond just minutes from downtown Chatham, Cape Cod beaches, restaurants, shops and close to the bike path. This 4-bedroom, 1-bath home offers 1,547 sq ft on approximately half an acre and presents exceptional potential for renovation, reconstruction, or a custom waterfront build. For buyers seeking waterfront property in Chatham, Cape Cod real estate, or the chance to create a custom home on the pond, this offering is rich with possibility. Enjoy peaceful water views, a serene natural setting, and the kind of privacy and lifestyle that make pond front living so special. Valuable due diligence is already in place, including building plans, engineered plans, ZBA approval, and town sewer is at the road. A unique chance to reimagine and create a signature Chatham retreat in a coveted waterfront setting. Buyer to verify all information and conduct their own due diligence.

66 Ethelma Dr, Chatham

Listing courtesy of Listing Agent: Shane Masaschi from Listing Office: Compass.
$552,500
1 Beds ⋅ 1 Baths ⋅ 73507480 MLS ⋅ ['Hammond House'] BLDG.
Looking for a simple beach getaway near Town with amazing views? Welcome to 73 Main Street! This charming 1-bedroom condo sits adjacent to Chatham Lighthouse and directly across from Lighthouse Beach, offering picturesque water and lighthouse views. A bright open layout includes living area w/adjacent kitchen and breakfast bar, one bedroom, and a full bath. You'll also enjoy an exclusive-use patio - the perfect spot for morning coffee or evening BBQs. A deeded parking space is included, so you can park your car and stroll into Chatham Village for restaurants, shopping, and an abundance of local attractions. With a strong rental history, this property is as smart an investment as it is an ideal vacation getaway. The Hammond House only offers 11 units and they rarely hit the market. Experience simple, coastal living from an iconic location in the heart of Chatham - don't miss out!

73 Main St Unit 6, Chatham

Listing courtesy of Listing Agent: Lori Jurkowski from Listing Office: Christie's International Real Estate Atlantic Brokerage.
$775,000
3 Beds ⋅ 1 Baths ⋅ 73514657 MLS
35 Bobbies Lane, South Chatham--an exceptional value in an area of significantly higher-priced homes. This small 3+ bedroom offers a rare opportunity to own just about a half mile from Forest Beach, with public tennis courts right across the street for an active Cape Cod lifestyle. The home offers solid potential but will benefit from updating, including the heating system and replacement of the double-wall oil tank. For buyers with vision, this is a chance to build equity in a premier location--whether as a seasonal getaway, investment, or year-round residence. Location, value, and upside--don't miss this South Chatham opportunity. Asessors records indicate 4 Bedrooms, original septic plan states 3 bedrooms.

35 Bobbies Ln, Chatham

Listing courtesy of Listing Agent: Richard J. Waystack from Listing Office: Keller Williams Realty.
$1,350,000
3 Beds ⋅ 3 Baths ⋅ 73506860 MLS
Sited in one of North Chatham's most coveted pockets - an oversized 1.67-acre lot, an elevated position with light on all sides, and finishes that reflect genuine attention to detail. Bluestone, granite, and natural materials settle the home quietly into its surroundings. The open-concept first floor delivers a brand-new kitchen with quartz countertops and center island, wide plank white oak floors, a fireplace hearth, and a slider to an oversized deck with views beyond. The first-floor primary suite features a walk-in closet, a well-appointed bath, and its own private connection to the deck. Upstairs, an oversized loft affords flexibility for a range of uses. The walkout lower level - bright and fully finished - includes a second bedroom, kitchenette, full bath, laundry, bluestone patio, and garage: an ideal guest suite. Deeded access to Lovers Lake and an association beach complete the picture. Three levels of considered living and one of North Chatham's most compelling addresses.

134 Northgate Rd, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .
$1,385,000
2 Beds ⋅ 3 Baths ⋅ 73491096 MLS ⋅ ['Christopher Ryder'] BLDG.
This two-bedroom, three bath condominium, part of the historic Christopher Ryder House, blends timeless architecture with elegant design. The residence features high ceilings, wood floors, large windows, and generously scaled rooms. The foyer opens to a grand living room with gas fireplace flowing into the dining area and adjoining pantry, with views into the chef’s kitchen featuring a Thermador gas range, double ovens, built-in coffee machine, Sub-Zero refrigerator, and laundry area. A sunlit den with built-ins and full bath opens to the patio. The primary suite offers a walk-in closet, double vanity bath, and patio access, while the second bedroom includes its own bath and built-in bench. Two enclosed patios—one with outdoor kitchen and fireplace—and a two-car garage complete this offering. Close to Ryder’s Cove, Eastward Ho, Wequassett Inn, Chatham, and Orleans.

1114 Orleans Rd. Unit 2, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$1,695,000
2 Beds ⋅ 4 Baths ⋅ 73496172 MLS
Be in for summer and enjoy this move-in ready, meticulously maintained home offering comfort and easy location to beach and restaurants. The open floor plan is perfect for entertaining, with bright living spaces that flow seamlessly throughout. The chef's kitchen showcases high-end finishes, premium appliances, custom cabinetry, and a spacious island ideal for gathering. This 2-bedroom property includes a bonus of permitted finished space highlighting two built-in queen plus two bunk beds and full bath, ideal for additional sleeping space. Each bedroom offers a private bath with quality fixtures, optimal for everyday living or hosting guests. Step outside to a very private yard with a patio and fire pit abutting conservation land ideal for relaxing or entertaining. Enjoy direct access to the nearby rail trail for walking and biking and close to fine dining restaurants. An expansive unfinished basement provides excellent potential for future customization. Walk to beach.

68 Levis Path, Chatham

Listing courtesy of Listing Agent: Betsy Hargreaves from Listing Office: Gibson Sotheby's International Realty.
$1,615,000
3 Beds ⋅ 4 Baths ⋅ 73514379 MLS
Welcome to 393 Training Field Road, a beautifully renovated three-bedroom, two full and two half-bath ranch in Chatham's desirable Riverbay Estates. Designed for easy one-floor living, the home features a primary ensuite, new sunroom addition, expanded side entry w/mudroom, new front door entryway, new bay window w/built-in cabinet, new flooring, fresh interior paint, 2 full & 2 half new baths, added attic insulation, and an updated laundry room with new counter and sink. The newly finished lower level offers 1,585 sq ft of flexible living space with two spacious rooms, ideal for a family room, entertainment area, home office, gym, or guest overflow, plus a new half bath. Exterior updates include a newer roof, siding, garage door, updated HVAC, central AC, whole-house dehumidifier, epoxy garage floor, outdoor shower, backyard deck & patio with beautiful landscaping & a new shed. A move-in-ready Chatham home with comfort, space & thoughtful updates. A short ride to Jacknife Beach!

393 Training Field Rd, Chatham

Listing courtesy of Listing Agent: Shane Masaschi from Listing Office: Compass.
$6,500
4 Beds ⋅ 2 Baths ⋅ 73492492 MLS
SEASONAL RENTAL JUNE -AUGUSTClassic cedar shingled Cape Cod–style 4-bedroom, 2-bath home on a quiet street in South Chatham. This lovely home sets the scene for slow mornings with coffee and a good book. Inside, sunny rooms and gleaming hardwood floors flow from a cozy living room to a well-equipped kitchen—perfect for baking warm bread or prepping fresh-caught seafood. Four comfortable bedrooms and two full baths make this the perfect summer getaway! Outside, a grassy yard and new deck invite barefoot afternoons: lawn games, grilled dinners, and lantern-lit cookouts. Spend your days digging toes into soft sand at nearby Forest Beach, paddling Oyster Pond at sunset, and hanging sandy towels on the porch rail. Evenings mean salty breezes and star-filled skies. Enjoy the picturesque town of Chatham with it's charming boutiques and restaurants and live the Cape Cod lifestyle!

15 Myrtle Drive, Chatham

Listing courtesy of Listing Agent: Eleanor Bright from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
$7,312,500
4 Beds ⋅ 6 Baths ⋅ 73476613 MLS
Set on nearly an acre with commanding views of Stage Harbor, this Stage Island residence combines timeless elegance with modern comfort. The foyer opens to a dramatic living room framed by expansive windows and a stylish kitchen with an island and dining area that extends to a generous deck—perfect for entertaining. The main level also offers a private ensuite bedroom, den, and laundry. Upstairs are three ensuite bedrooms with walk-in closets, including a harbor-view primary suite with a spa-like bath. The walkout lower level provides a spacious family room, fitness area, mudroom, and powder room. Outdoors, granite walkways, patios, and a built-in marine grill create seamless indoor-outdoor living. With refined craftsmanship, custom finishes, and one of Chatham’s most coveted addresses, this rare offering captures the essence of coastal luxury.

246 Stage Island, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$1,050,000
4 Beds ⋅ 2 Baths ⋅ 73498271 MLS
Set on a beautifully landscaped half-acre lot in one of Chatham's most sought-after neighborhoods, this 4-bed, 2-bath home is move-in ready, full of character, with three wood-burning fireplaces and built for every season.Enter through a truly special mudroom off the attached garage, rich brick floors, custom built-in cabinetry, bookshelves, a slider to the outdoors, and its own fireplace. It's a warm, one-of-a-kind welcome home.The open living and dining area flows through out-swinging French doors to a private brick courtyard, over 560 sq ft of sun-drenched, sheltered space made for entertaining at its finest. The southwest-facing updated kitchen stays naturally bright from morning through evening.The generous first-floor primary suite includes an adjoining sun room, with a second bedroom and full bath also on the main level. Two additional bedrooms upstairs share a full bath. Updated roof and windows (2013), new on-demand boiler (2021).

298 Chipping Stone Road, Chatham

Listing courtesy of Listing Agent: Robert Bantick from Listing Office: Keller Williams Realty.
$5,000,000
4 Beds ⋅ 6 Baths ⋅ 73413770 MLS
Sears Point Development presents another breathtaking custom home for spring 2026. With panoramic water views of the Oyster Pond and Oyster River and deeded water access and mooring potential, this stunning Nantucket-style home boasts 4,989 sf, 4 BR, and 4/2 Baths with natural gas and town sewer. The 2nd floor features an expansive open floor plan with high ceilings, Hickory floors, and a chef’s kitchen with an oversized island at its heart. It also includes a luxurious primary suite, an office, and elegant dining and living areas that seamlessly flow onto a large deck. The 1st floor features three en-suite bedrooms and a living room that opens to a bluestone patio with a cozy gas fire pit and a swimming pool just beyond. The finished lower offers endless possibilities for customization. Additional highlights include a two-car garage, covered porch, two laundry facilities, and an elevator connecting all three floors. The landscaping plan ensures that this will be a family sanctuary.

14 Pond View Ln, Chatham

Listing courtesy of Listing Agent: The Bohman Hartung Group from Listing Office: Gibson Sotheby's International Realty.
$1,845,000
3 Beds ⋅ 4 Baths ⋅ 73495116 MLS
Don't miss this inviting 3-bedroom Cape with classic New England appeal, nicely sited on over a half acre perfect for a pool! A welcoming farmer's porch greets your entry into this finely-crafted home featuring an abundance of charm, sunlight, built-ins and special touches throughout. One floor living possible, with a lovely primary suite, bright granite & stainless kitchen, living room with cozy gas fireplace, open dining, laundry & powder room, and cheerful sunroom w/walls of windows on the first floor. Upstairs offers 2 more bedrooms, 2 full baths, and a loft/den ideal for quiet relaxing. Amenities include composite decking, level yard, outside shower, Town water, well irrigation, Town Sewer, full basement, whole-house generator, retractable awning, unfinished room over the oversized 2-car garage and more! The convenient location is just a short stroll to restaurants and Town via sidewalks, and the Bike Path is just around the corner. Ideal year-round or Chatham vacation property,

70 Old Queen Anne Rd, Chatham

Listing courtesy of Listing Agent: Lori Jurkowski from Listing Office: Christie's International Real Estate Atlantic Brokerage.
$851,000
2 Beds ⋅ 2 Baths ⋅ 73489614 MLS
This sought after North Chatham location offers 16,117 Sq ft lot with a vintage 1960's, 1375 SF ranch on secluded private lane of " Look Out Hill". Bring your imagination and TLC to make it a wonderful home convenient to Cow Yard Landing or North Chatham amenities, close to town center too...The home has original hardwood floors, a cozy living/dining room with fireplace, a sun room addition with skylights overlooking woodlands & one car garage under. The property is being sold AS IS for new owner to make enhancements as they choose. Title V passed for a 2 bedrooms. R40 zoning, lot is under 20,000 sq. With Board of Health review and variance a new 3 bedroom IA septic system may be possible, with deed restriction: no short term rentals. Information deemed to be accurate but not guaranteed, Buyer and buyer agent to do due diligence for expansion questions. Interesting provenance :Home owned in the 1960's by Award winning American Actress, Shirley Booth " Hazel"TV sitcom 1960's

152 Emery Ln, Chatham

Listing courtesy of Listing Agent: The Nickerson Power Group from Listing Office: Compass.
$1,400,000
2 Beds ⋅ 2 Baths ⋅ 73497699 MLS
Rarely available and exceptionally positioned within Chatham’s coveted Oyster Pond condominium complex, this fully renovated, turnkey residence captures refined coastal living. Offered furnished with a strong rental history, it presents a seamless opportunity for both personal use and investment. The layout includes 2 bedrooms, 2 full baths, and a flexible bonus room ideal as a third sleeping area, office, or den. Upstairs, a spacious primary fits a king-sized bed, while the second bedroom—currently a bunk room—offers versatility. A shared bath with in-unit laundry enhances convenience, and the main level features a full bath with walk-in shower. The renovated kitchen opens to bright living spaces and a private outdoor area overlooking expansive lawns to Oyster Pond—defining effortless indoor-outdoor living. Includes a garage, pool, and racquet courts, moments to Main Street’s shops, dining, and waterfront.

1239 Main St Unit 18, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .
$2,232,500
3 Beds ⋅ 4 Baths ⋅ 73450044 MLS
Offered fully furnished, this light filled Cape in North Chatham offers easy Cape living in a great location. The main level includes a comfortable den, a living room with fireplace, and a kitchen and dining area that opens to a sunny deck, perfect for indoor-outdoor living. There's also a first-floor primary bedroom for added convenience.Upstairs you'll find two additional bedrooms, a full bath, and a family room with access to a second level deck, great for guests, a home office, or extra living space. The walk out, finished lower level offers bonus living space. The yard features a heated in-ground gunite pool, hot tub, stone patio, and mature landscaping - ideal for summer entertaining or relaxing after a day on the water. Set on nearly half an acre and just minutes from Ryders Cove Marina, Crow's Pond, Eastward Ho!, and downtown Chatham, this home is a great opportunity to enjoy North Chatham. Strong rental history.

2 Seapine Road, Chatham

Listing courtesy of Listing Agent: The Bohman Hartung Group from Listing Office: Gibson Sotheby's International Realty.
$2,150,000
3 Beds ⋅ 3 Baths ⋅ 73418227 MLS
Step into coastal elegance in this light-filled home, perfectly nestled in a peaceful neighborhood with deeded access to Oyster Pond. Savor your morning coffee in the sun-drenched four-season room, and take in sunset with your favorite beverage on the second-floor deck, where tranquil views set the scene. Inside, you'll find three spacious bedrooms and 2.5 beautifully designed bathrooms offering everyday luxury. On rainy days, head to the expansive lower-level game room—complete with a pool table, ping pong, and a full shuffleboard court—for hours of indoor fun. Recent upgrades, including new solar panels, a tankless hot water system, and stylish interior updates, pair Cape Cod charm with modern efficiency. Just minutes from pristine beaches, quaint village shops, and local dining, this turnkey property is your ultimate seaside sanctuary.

55 Christopher Harding Ln, Chatham

Listing courtesy of Listing Agent: Diane Donahue from Listing Office: Gibson Sotheby's International Realty.
$2,200,000
4 Beds ⋅ 3 Baths ⋅ 73483786 MLS
Proximity to Pleasant Street Beach - Chatham Located in an area of substantial homes and offering water views along with exceptional proximity to Pleasant Street Beach, this 4-bedroom, 2.5-bath residence presents an outstanding Chatham opportunity. The home has been thoughtfully updated over the years, including recent interior repainting, refinished wood floors, and numerous additional improvements. Spanning three levels of living space, the layout provides ample room for summer gatherings and extended stays. Interior features include a gas stove, gas heat, gas fireplace, and ductless units providing air conditioning and supplemental heat for year-round comfort. Outdoor living is equally impressive with a private patio, multiple decks, and a roof deck showcasing fabulous views. Additional amenities include an outdoor shower, kayak storage, and the property has accommodated a mooring in the past. Move-in ready and ideally positioned near one of Chatham's most desirable beaches!

9 Wadsworth Road, Chatham

Listing courtesy of Listing Agent: LuxRECapeCod Group from Listing Office: Gibson Sotheby's International Realty.
$695,000
2 Beds ⋅ 2 Baths ⋅ 73479676 MLS ⋅ ['Strandway'] BLDG.
Rare opportunity to own this totally renovated, secluded end unit feels like a 1296 Sq ft ranch home, but no work! This is an immaculate unit with many fine features which make it a pleasure to relax in comfort. A gracious foyer entrance hall leads to a cathedral ceiling living room with floor to ceiling brick gas fireplace. The beautiful hardwood floors lead you to the dining area and oversize new slider door facing south, overlooking a deck, brick patio, & beautiful gardens for al fresco dining and entertaining. The jewel of the house is the updated kitchen, redesigned, open plan, newer quality cabinets, granite countertops, SS appliances. Central air and ceiling fans too and a separate laundry room makes life so convenient. Anderson windows and numerous improvements! Pets OK, and 1 garage bay and guest parking. This condo is great for summer or year round and won't last long. WOW great move in ready unit! Close to Joe & Jam coffee shop, Larry's, Chatham Moods, Harding's Beach

1 Seastrand Way Unit 1, Chatham

Listing courtesy of Listing Agent: The Nickerson Power Group from Listing Office: Compass.
$697,000
2 Beds ⋅ 2 Baths ⋅ 73470089 MLS
This well-maintained 2-bedroom, 2-bath home in South Chatham, MA offers a rare combination of privacy, location, and potential. Located in a quiet residential neighborhood and abutting acres of conservation land, the property provides a peaceful, natural setting that feels far removed from town while still being close to everything Chatham is known for.The home is move-in ready and awaiting your personal updates, making it an ideal opportunity for buyers seeking a full-time residence or a summer home on Cape Cod. The layout is functional and comfortable, perfect for year-round living or seasonal enjoyment. Spend your mornings enjoying conservation views, then head to the beach or town in minutes. Cockle Cove Beach is a 4-minute drive, and Chatham Main Street is only 9 minutes away, offering dining, shopping, and coastal charm.Homes in South Chatham near conservation land are limited, making this a unique opportunity to own property in one of Cape Cod's most desirable locations.

132 Stage Coach Dr, Chatham

Listing courtesy of Listing Agent: John DeLellis from Listing Office: Keller Williams Realty.
$1,650,000
3 Beds ⋅ 4 Baths ⋅ 73483606 MLS
Elevated on a .57 acre lot in a serene North Chatham setting within Ryder's Cove Landing Association, this privately situated 3 bedroom, 3.5 bath home offers three levels of living. The main level features an inviting eat-in kitchen with island, a welcoming living room with fireplace, and a three-season sunroom with TV overlooking peaceful surroundings. The primary suite includes a private bath and access to a deck, and a second full bath completes the first floor. Upstairs are two spacious bedrooms, one with an oversized closet and a shared full bath. The finished walkout lower level offers flexibility with a bonus/entertainment room, half bath, mudroom with laundry and a converted garage currently used as a billiards room. Association amenities include a pool, pickleball courts, private saltwater dock, and kayak/paddleboard storage with direct access to Ryder's Cove and Pleasant Bay.

146 Old Field Bend, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$485,000
4 Beds ⋅ 1 Baths ⋅ 73474403 MLS
Attention investors. Property being sold as-is as seen. Offers due by 3:00pm 2/10, offers valid until 5Pm 2/11. Located 1.5 miles from Hardings Beach and 2 miles to Chatham Village, this cape style home may be the answer for you. Estate sale is subject to seller’s receipt of license to sell. Property is being sold by Personal Representative. Sale subject to probate approval. Showings ongoing unless otherwise instructed. According to town records, the waste disposal system is cesspools and is non-compliant. Upgrading to sewer would be required upon sale. Existing structure is grandfathered as a 4 bedroom for sewer hookup. Enter property at own risk. Buyers and contractors must be escorted. Electricity, water and gas disconnected. Bring safety equipment and flashlights. Room descriptions as per appraisal. Seller’s attorneys to review offers prior to acceptance. Buyer and their agent to do their own due diligence. Please verify all information contained herein.

1805 Main St, Chatham

Listing courtesy of Listing Agent: James Schulze from Listing Office: ListWell.

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.