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$770,000
2 Beds ⋅ 1 Baths ⋅ 73478035 MLS
Welcome to Chatham MA. Hydrangea House is an adorable Chatham cottage filled with character with 2 beach choices within a short walk, Pleasant St Beach and Forrest Beach. Enjoy Hydrangea House spring, summer, fall & winter alike. .21 acres, privately sited on a lovely street, this 2 bedroom/1 bath home has an open floor plan which includes a light & bright white kitchen with seating at the island, a dining area, family area with a fireplace, outdoor shower, large deck for additional entertaining, alluring flat backyard setting with a beautiful shade tree & a nice size shed for additional storage. Central AC is a wonderful addition for those warmer summer days. The fireplace makes for a cozy winter night. A new septic was installed in 2014. This beautiful home is in a convenient location to beaches, shopping, restaurants, Cape Cod baseball and a short distance to Chatham Village. This home will not last! Buyers or buyer's agent to verify all information.

37 Glendon Way, Chatham

Listing courtesy of Listing Agent: Dee Kerner from Listing Office: Compass.
$6,000,000
7 Beds ⋅ 3 Baths ⋅ 73477178 MLS
Presenting a rare and extraordinary opportunity to create the ultimate in-town beach house in the heart of Chatham Village. Ideally set on 1.52 acres in one of Cape Cod’s most sought-after neighborhoods, the seven-bedroom residence features a rolling lawn that gives way to a pristine, private sandy beach on Chatham Harbor, with views of North Beach and the Atlantic Ocean beyond. Showcasing original architectural details throughout, this quintessential shingle-style home is a blank canvas ready to be reimagined and deliver an inimitable lifestyle. Perfectly positioned to enjoy coastal living at its finest, days can be spent playing in the sand and soaking up breathtaking water views before strolling into the village for the evening. Combining a highly coveted setting with unsurpassed natural beauty, this exceptional property is ready to be enjoyed for generations.

150 Main Street, Chatham

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .
$550,000
4 Beds ⋅ 1 Baths ⋅ 73476755 MLS
Set on a private road in South Chatham, 28 Charles St is a 4 bedroom, 1 bath, 1,428 square foot Cape Cod home on a private lot. The roof is about 10 years old and the property has oil heat, while the walk out basement offers strong potential for future finished space. Enjoy easy access to outdoor fun with the bike path just 0.2 miles away and Forest Beach, a sandy Nantucket Sound beach, only 1 mile from home. Close to beaches, the bike path, shopping and restaurants, and a short ride to downtown Chatham and Harwich Port center. This property needs renovation, inviting buyers to bring their ideas and create their ideal coastal retreat. Buyer responsible for design and install of a four bedroom Title V septic system and install of a double walled oil tank.

28 Charles St, Chatham

Listing courtesy of Listing Agent: Shane Masaschi from Listing Office: Compass.
$5,400,000
4 Beds ⋅ 7 Baths ⋅ 73471614 MLS
Set in one of Chatham’s most coveted in-town locations, this refined coastal residence offers a rare combination of setting, privacy, and enduring quality. With expansive views over Oyster Pond and private water access just across the street, the home enjoys a meaningful connection to the water alongside immediate proximity to downtown—an increasingly scarce pairing. Thoughtfully designed and meticulously maintained, the home features a modern floor plan oriented to capture pond views throughout. The main level is anchored by a light-filled great room flowing into the gourmet kitchen and dining spaces, while a first-floor primary suite offers ease and privacy. Upstairs, additional en-suite bedrooms, a loft, bonus living space, and an expansive balcony overlook the water. Crafted by Eastward Companies and enhanced by lush landscaping, this is a true 1:1 opportunity and a quintessential Chatham luxury lifestyle property.

121 Queen Anne Rd, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .
$3,100,000
3 Beds ⋅ 5 Baths ⋅ 73469111 MLS
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 seamlessly to a living space anchored by a dramatic fireplace and adjacent bar with leathered granite and wine fridge. Unique architectural elements—paneling, designer finishes, and timeless millwork—accentuate the home's modern yet serene atmosphere. Two primary suites, on both the first and second floors, feature custom closets and spa-like baths with natural tones against crisp white backdrops. A mudroom with built-ins, a half bath, and access to the oversized garage add convenience. The lower level offers a recreation room, bonus space, and full bath - all with ample closet/storage space.

28 Cranberry Ln, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$952,500
2 Beds ⋅ 2 Baths ⋅ 73406969 MLS
Nature-lovers! A beautifully renovated post 'n beam home perched above the Monomoy River with peeks of the water from main bedroom, screen porch, and huge patio! Completely updated in '23/'24! New exterior sheathing, siding, windows, doors, and refinished wood floors. Kitchen boasts new cabinetry, counters, and SS appliances. Bathrooms feature new tile floors, vanities, toilets, and a walk-in shower in the en-suite bath. Soaring, beamed ceiling in the great room creates an airy yet cozy ambiance with a gas stove. Finished room in walk-out basement! Ductless AC/heat units, Rinnai water heater, and solar panels. Check re expansion potential due to connection to Town sewer! Garage was constructed to be ready for an additional finished room. Conservation lands and Goose Pond are nearby for hiking, fishing, swimming, and paddling! A one-of-a-kind opportunity tucked at the end of a cul-de-sac, yet centrally located. Street is in Harwich. House is in Chatham. Agents/Buyers to confirm details.

24 Chickadee Cir., Chatham

Listing courtesy of Listing Agent: Amy Harbeck from Listing Office: Kinlin Grover Compass.
$2,650,000
4 Beds ⋅ 2 Baths ⋅ 73475116 MLS
Set within one of Chatham’s most coveted coastal enclaves, The Sweet Oyster House is a fully renovated four-bedroom Cape Cod home offering water views of Oyster Pond and a lifestyle defined by ease, beauty, and walkability to the village. Polished yet relaxed, this turnkey residence blends refined coastal design, abundant natural light, and seamless indoor–outdoor living ideal for entertaining or quiet retreat.Enjoy a rare sense of privacy while remaining moments from Oyster Pond Beach, Chatham Village, Main Street dining, shops, galleries, and local amenities. Just north of the Oyster Pond boating waterway, the setting combines beach access, water views, and everyday convenience. Designed for year-round enjoyment, the home supports both full-time living and seasonal escape. With a proven vacation rental history and strong demand, it’s equally suited as a primary residence, Cape Cod retreat, or income-producing investment.

101 Oyster Pond Furlong St, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .
$765,000
3 Beds ⋅ 2 Baths ⋅ 73461918 MLS
Welcome to 23 Shane Dr, where coastal elegance meets everyday comfort. This charming single-level home offers 3 spacious bedrooms and 2 baths, perfectly blending modern convenience with classic character. Imagine relaxing by the cozy fireplace, or enjoying a good book from the built-in bookshelves that add a touch of sophistication to your living space. In addition to bright and airy bedrooms, this home was recently upgraded with a new gas heating system promising efficiency and minimal maintenance for the years to come. Step outside into your personal oasis—a private, fenced-in backyard nothing short of a retreat with a deck, pergola, outdoor shower and shed with many opportunities. Nestled close to Chatham's renowned beaches and a stone's throw away from downtown, this home offers the ultimate Cape Cod lifestyle. Whether you're seeking a second home or permanent beachside residence, 23 Shane presents an unparalleled opportunity to live in one of the most desirable areas on the Cape.

23 Shane Dr, Chatham

Listing courtesy of Listing Agent: Samantha Edwards from Listing Office: Compass.
$1,622,500
3 Beds ⋅ 2 Baths ⋅ 73436785 MLS
Extremely rare opportunity! Available for the first time in 60+ years, this property is tucked away on a quiet lane in Chatham's coveted Old Village. The location offers the best of both worlds — peaceful surroundings with easy access to Chatham's most beloved spots. Take the neighborhood path around Little Mill Pond for your morning coffee downtown, spend the day at Lighthouse Beach, launch a boat from the nearby public dock, and enjoy shopping and dining along Main Street. Back at 32 Sunset Lane, evenings are for sunset cocktails on the deck. Set high above the Old Cranberry Bog, the home enjoys privacy, natural views, and glimpses of Little Mill Pond. The thoughtful layout features two bedrooms and a full bath on one side, balanced by a spacious primary suite with walk-in closet and en-suite on the other. Central living areas include a living room, an open kitchen, and an impressive great room with a vaulted ceiling and a dining room. A screened porch adds 266 sqft additional space.

32 Sunset Lane, Chatham

Listing courtesy of Listing Agent: Tom Riley from Listing Office: Compass.
$1,330,000
4 Beds ⋅ 2 Baths ⋅ 73417973 MLS
Enjoy breezy summer days and lots of lake time from this updated 4 Bedroom home located on Great Hill. With deeded rights to Lovers Lake and lake access less than 100 yards outside your door, this classic cape style home invites family fun & enjoying nature all year long. Updates include granite/stainless kitchen w/ breakfast bar, a great room / rec room w/ vaulted beamed ceiling, french doors, sliders and a full bar perfect for gatherings & game nights, first floor laundry, all new Anderson windows, backup generator, new heating system, water heater, central a/c and more. This home offers a dining area w/ fireplace open to a living room, and a first floor primary suite with full bath w/ double sinks. Upstairs are 3 bedrooms and another full bath. Impeccably maintained w/ hardwood floors throughout, central vac, 2-car garage, and basement w/ laundry and storage. Outdoors is an oversized deck, outdoor shower, lots of yard space. Close to Chatham Center, bike path and.Chatham beaches.

56 Skyline Drive, Chatham

Listing courtesy of Listing Agent: Janet Stuart from Listing Office: Coldwell Banker Realty - Concord.
$349,999
1 Beds ⋅ 1 Baths ⋅ 73440630 MLS
Set in the desirable Misty Meadow neighborhood, 109 Misty Meadow Unit 2 offers an ideal gateway to the Chatham lifestyle. This second-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 miss

109 Misty Meadow Ln Unit 2, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .
$2,830,000
3 Beds ⋅ 5 Baths ⋅ 73472976 MLS
Hidden gem on Chatham’s historic Loop with views of Stage Harbor, the Stage Harbor Lighthouse and Nantucket Sound. Savor the summer breezes from this 3 BR, 4.5 Bath, 4,361 sf home with a private deeded footpath to Stage Harbor. Thoughtfully designed to capture harbor and wetland views, the house features vaulted ceilings, an abundance of windows, hardwood floors and an open floor plan that comfortably blends the kitchen, dining and living rooms. Rounding out the first floor are a primary bedroom suite, an oversized family room featuring a gas fireplace and built-ins and a study. Upstairs are two large bedrooms and a bonus room for overflow guests with a back stairway, each room offering beautiful views of Stage Harbor. The finished basement includes a full bath and laundry room. The professionally landscaped outdoor area includes a brick patio with stone walls, irrigation and outdoor shower, all set against a backdrop of a lively wildlife sanctuary and show-stopping harbor sunsets.

86 Champlain, Chatham

Listing courtesy of Listing Agent: The Bohman Hartung Group from Listing Office: Gibson Sotheby's International Realty.
$1,050,000
3 Beds ⋅ 2 Baths ⋅ 73459561 MLS
Ideally situated in the sought-after Hardings Beach area, this home offers views of Sulphur Springs and an unbeatable location within walking distance to the beach along a sidewalk. Nestled off of the road, it is just minutes from local family friendly favorites like Mac's Seafood, Liberty Bakery, Pate's, Dogfish Taco, and Hey Joe Jam. Thoughtfully upgraded over the years, the home features new appliances and lighting, and more -- it is a bright, move-in-ready interior. The layout includes three bedrooms-one conveniently on the first floor and two upstairs-along with two full baths. A sunny kitchen flows into a welcoming living room with a fireplace and hardwood floors, while the 3-season room captures lovely views and brings the outdoors in. Additional highlights include a one-car, deck, one car garage and a basement for potential expansion.

144 Barn Hill Road, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$1,230,000
3 Beds ⋅ 2 Baths ⋅ 73455472 MLS
Tucked in a quiet enclave south of Rt. 28, this inviting South Chatham home blends coastal charm with modern comfort. The open floorplan welcomes you with a fireplaced living room and gleaming hardwood floors that flow seamlessly throughout. The updated kitchen features a center island perfect for casual meals and entertaining, while the spacious, light-filled sunroom offers a serene retreat year-round.The private primary suite includes a full bath, complemented by two additional bedrooms and a shared full bath for family or guests. Downstairs, the finished lower level is ideal for movie nights and game day gatherings—and yes, the shuffleboard table conveys! Enjoy close proximity to Pleasant Street Beach, local restaurants, and all that Chatham has to offer. Whether you're seeking a year-round residence or a summer escape, this home delivers Cape Cod living at its best.

27 Fairview Dr, Chatham

Listing courtesy of Listing Agent: Kathy Doyle from Listing Office: Gibson Sotheby's International Realty.
$510,000
3 Beds ⋅ 1 Baths ⋅ 73458886 MLS
First time offered for sale in over 50 years! Welcome to this charming 3 bedroom 1 bath quintessential summer cottage located in the seaside town of Chatham just steps away from Ridgevale Beach. Inside you will find 2 comfortable bedrooms with a 3rd bedroom being used as a flex space as well as a cozy inviting living room. Outside the deck offers plenty of room to enjoy morning coffee and the yard is perfect for evenings spent around a fire. This property affords buyers the option to continue to enjoy as a cottage where endless summer memories are made or transform the existing cottage into a year round cape cod retreat.

22 Pine Knoll Ave, Chatham

Listing courtesy of Listing Agent: Evon Loranger from Listing Office: Options 153, Mullen & Partners.
$1,175,000
3 Beds ⋅ 3 Baths ⋅ 73386693 MLS
Set on over an acre and a half of beautifully landscaped grounds, this 3-bedroom contemporary home is flooded w/natural light and offers stunning water views, a flexible floor plan and impressive finishes.The welcoming living room offers walls of windows, cathedral ceilings, a focal fireplace and skylights. A white chef’s kitchen has granite counters, stainless appliances and is open to the adjoining dining area with access to a sun-filled deck, ideal for entertaining. The spacious primary suite features a walk in closet and spa-like bath. Convenient main living laundry room. The finished lower level offers 2 add’l bedrooms, large family room w/wood stove & ample storage. Discover the stunning back yard w/mature gardens & sweeping lawns. Attached 2-car garage & numerous important updates complete this move-in-ready home offering style, comfort & breathtaking surroundings.

597 Orleans Road, Chatham

Listing courtesy of Listing Agent: Cape Cod Power of Two from Listing Office: Compass.
$3,250,000
5 Beds ⋅ 4 Baths ⋅ 73468786 MLS
Honored with the 2004 Chatham Preservation Award, this iconic residence blends historic charm with modern luxury. The professionally designed gardens, planted decades ago and meticulously maintained, feature vibrant blooms from spring to late October, with a rose garden peaking July 4th and lasting through fall. Inside, rich nautical detailing, wide pine floors, and a Zuber & Cie mural evoke coastal elegance. The great room’s soaring beamed ceilings and custom bookshelves create a dramatic focal point, while the sunlit chef’s kitchen combines form and function. The main-level primary suite offers a serene retreat, with additional bedrooms upstairs, a hidden passage leading to a nautically inspired office, and a captain’s walk with garden and harbor views. Additional features include a garage, outdoor shower, irrigation, security system, and generator.

92 Barcliff Avenue, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$1,288,000
3 Beds ⋅ 2 Baths ⋅ 73425277 MLS
Welcome to the meticulous and delightful 93 Orleans Road Chatham. Enter onto the beautiful herringbone-designed brick walkway leading to a relaxing covered front porch with durable Azek flooring-perfect for enjoying the fresh Cape Cod sunshine and ocean breeze. This single-level home offers a true slice of paradise. Completely updated in 2024, the 3-bedroom, 2-bath residence blends modern comfort and coastal charm. Just a 5-minute stroll brings you to private Cow Yard Beach, with Chatham Bars Inn and Main Street shopping and dinning only minutes beyond-making commuting and exploring effortless. Inside, the generous kitchen features quartz countertops and high-end S/S appliances, seamlessly opening to the family room and dinning area under a soaring vaulted ceiling, with direct access to the backyard-the perfect place for morning coffee or evening relaxation. Additional highlights include:-Finished hardwood floors throughout. Central air and natural gas heat. Expansive yard. Truly a gem

93 Orleans Rd, Chatham

Listing courtesy of Listing Agent: Derek Greene from Listing Office: The Greene Realty Group.
$5,300,000
5 Beds ⋅ 7 Baths ⋅ 73455706 MLS
This unrivaled oceanfront estate on prestigious Ministers Point in North Chatham offers grand-scale living with breathtaking Atlantic Ocean vistas. The cedar shingle and stone exterior blend seamlessly with elegant interiors featuring striking architectural details, custom finishes, and exceptional craftsmanship. Sunlight fills the 11-room residence, showcasing panoramic views of Chatham's coastline and North and South Beach. The entry opens to a spectacular living and dining room with soaring coffered ceilings, an imported fireplace, and walls of windows framing the sea. A grand family room with a fireplace offers space for entertaining, while a wood-paneled ensuite study provides a cozy retreat. The chef’s kitchen leads to a private second-floor ensuite bedroom. Upstairs, a magnificent primary suite, a third ensuite bedroom, and a book-lined sitting area await. The lower level offers two ocean-facing ensuite bedrooms. Enchanting grounds complete this estate.

4 Ministers Lane, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$1,295,000
3 Beds ⋅ 2 Baths ⋅ 73429799 MLS
Endless Summer Awaits at 79 Forest Beach Road, South Chatham! A 3 bed, 2 bath bungalow beauty is the coastal escape you've been waiting for. Tucked just south of Route 28 and only .04 miles to sandy Forest Beach, set on an oversized 42,688 sq ft lot. Inside, you'll love the bright and breezy layout, updated kitchen, and baths, & comfort all year long with a high-efficiency 95% combo 2-zone Rinnai on-demand water heater & gas heat, and split systems for heating and cooling. The brand-new 200-amp electrical panel and new plumbing mean peace of mind. Outside, you've got 600 sq ft of private outdoor living space, perfect for BBQs with friends, or a lazy morning coffee on the patio and deck. The large, level yard boasts opportunity for a swimming pool, Accessory Dwelling Unit (ADU), or even a 4th bedroom addition, let your imagination run wild! Located near a tennis court, walking trails, the bike trail & just a short stroll to one of the prettiest beaches on Nantucket Sound.

79 Forest Beach Rd, Chatham

Listing courtesy of Listing Agent: Shane Masaschi from Listing Office: Compass.
$1,415,000
4 Beds ⋅ 2 Baths ⋅ 73426829 MLS
Just a short walk to Hardings Beach and minutes from many of Chatham’s favorite restaurants, this classic Cape Cod home offers comfort, charm, and rental appeal. The two-story layout includes 4 bedrooms and 2 full baths, with bedrooms on both levels and baths conveniently adjacent. A spacious family room with a wood-burning fireplace opens to a galley kitchen with new appliances and flows into a dining/sitting area anchored by a second fireplace. Hardwood floors extend throughout, and outdoor features include a front deck, flagstone patio, shower, irrigation system, outdoor lighting, and a large storage shed. A full basement provides ample storage. With its proven rental history and coveted location near the beach and town, this property is equally suited for personal enjoyment or as a strong investment in one of Chatham’s most desirable coastal neighborhoods.

200 Hardings Beach Road, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$1,050,000
3 Beds ⋅ 3 Baths ⋅ 73371751 MLS
Sited on nearly an acre of land in Riverbay Estates, this spacious three bedroom, three bath home offers ample privacy and outdoor living space.Built in 1984 with an addition and updates in 2004, the home is designed with flexibility for one floor living with a generous sized first level primary suite withgas fireplace, walk in closet, and outdoor access. The kitchen features abundant cabinet space, a pantry, granite countertops and peninsula, and stainlessappliances including a gas range. The adjoining living room has a wood burning fireplace and two sliding doors to a 200 sf screened in porch and expansivedeck overlooking a private and sweeping yard suitable for family fun and potential for a pool. There is a formal dining room and mudroom with laundry andan additional full bath to complete the first floor. Above are two bedrooms with a shared full bath. The lower level offers 900 sf of finished space with mediaand an exercise area.

319 Riverview Dr, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$899,000
2 Beds ⋅ 2 Baths ⋅ 73426611 MLS
Coastal charm meets timeless elegance at 15 Sylvan Way, tucked on a private lane near beaches, the rail trail, and local dining. This beautifully maintained Colonial is filled with an abundance of natural light from full-length Andersen windows. The open layout features a welcoming living/dining area and a stunning kitchen with high-end appliances, and an adjoining mudroom with a full bath. Upstairs, the primary suite features a gas fireplace, ample closet space, and a private deck perfect for enjoying morning coffee. A generous second bedroom with additional sleeping space and storage completes the upper floor, all of which features whitewashed wood floors that brighten every room. A rooftop deck invites sun-soaked afternoons and al fresco dining, while French doors lead to a spacious mahogany deck with built-in seating and an outdoor shower in the private backyard. With ample parking for family and guests, this home seamlessly blends sophistication with the ease of coastal living.

15 Sylvan Way, Chatham

Listing courtesy of Listing Agent: The Bohman Hartung Group from Listing Office: Gibson Sotheby's International Realty.
$860,000
3 Beds ⋅ 2 Baths ⋅ 73440721 MLS
Opportunity Knocks! Diamond in the rough awaits builders/ investors for this vintage 1960 3 BED/2BA Colonial, 1st time ever on the market. Home has good bones with hardwood floors in bedrooms, living and dining....but best of all the fabulous location is just 3/10 of a mile to either Forest Beach Rd or Pleasant St. beaches! Town Tennis courts nearby, dining in So. Chatham or head into Chatham or Harwich Port...this is a great location awaiting a new owner. Being sold AS IS: Requires new Title V septic system, responsibility of the buyer to install and new oil tank. .All offers to include the required estate sale Fiduciary Clause addendum proof of funds, MA lead paint form signed and the MA Mandatory Home inspection Disclosure . See all forms in documents. Offers will be submitted to the estate attorney and reviewed on October 15th.

41 Woodland Rd, Chatham

Listing courtesy of Listing Agent: Phyllis Power from Listing Office: Compass.
$3,400,000
5 Beds ⋅ 6 Baths ⋅ 73423305 MLS
Welcome to 450 Main Street! A premier mixed-use investment opportunity in the heart of Chatham, MA, Where Cape Cod charm meets Main Street style. Located in the highly desirable GB2 zoning district, this 7,396 sq ft property offers a compelling blend of residential and retail potential. Featuring five well-appointed apartments with solid rental appeal, along with prime street level retail frontage, both benefits from the high visibility and steady foot traffic. Includes twelve dedicated parking spaces—a rare asset in Chatham’s bustling downtown. This fabulous property is strategically positioned to capitalize on the area’s vibrant community and year-round tourism. Whether you're seeking a stable income-producing asset, a turnkey investment or a value-add opportunity, 450 Main Street delivers it all. With its unmatched convenience, charm, and income generating potential in one of Cape Cod’s most dynamic markets. Steps from everything, miles for the ordinary!

450 Main Street, Chatham

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.
$1,300,000
6 Beds ⋅ 5 Baths ⋅ 73414610 MLS
South of 28! Renovated Beach Compound with 5 Income-Producing Suites. Just 4/10 of a mile from Nantucket Sound, this iconic South Chatham property blends classic Cape style with modern luxury. Formerly the historic Forest Beach Motel, now meticulously restored and transformed into a stylish coastal compound. Property is offered fully furnished and move-in ready. This unique 6-bedroom, 5-bath offering fully renovated in 2023, includes a beautifully renovated main house plus four private guest suites, each with separate entrances, full bathrooms, and well-equipped kitchenettes. Highlights include new HVAC systems throughout: Central heat + air in the main house, 5 energy-efficient mini-splits, upgraded electrical, plumbing, windows, doors, insulation, two cedar outdoor showers, and beyond. This is a rare opportunity to own a turnkey Cape Cod compound in a prime location. Just steps from the beach, rich in history, and ready to generate income from day one!

72 Forest Beach Road, Chatham

Listing courtesy of Listing Agent: Michael Magner from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.
$2,000
2 Beds ⋅ 1 Baths ⋅ 73453286 MLS
Off Season Rental! Available now to the end of May only! Welcome to this charming furnished 2 Bed 1 Bath Ranch, a true Chatham gem that has undergone a complete renovation, offering modern comforts and stylish finishes throughout. The open-concept layout features a fully equipped kitchen with stainless steel appliances and inviting island providing ample space for preparation and entertaining. The kitchen flows into the spacious living and dining areas. The bathroom has been tastefully updated and includes new laundry machines for an added convenience. This home boasts two generously sized bedrooms, one with a king size bed and the other with two queens. Other amenities include an EV charger and back yard oasis with a large deck, fenced in yard, and outdoor shower. Perfectly situated only 1.3 miles from Ridgeval beach, .5 miles to Schoolhouse Pond, and close to parks, shopping and restaurants.

175 Sam Ryder Rd, Chatham

Listing courtesy of Listing Agent: Alison Shanley Kennedy from Listing Office: Keller Williams Realty Signature Properties.
$3,025,000
3 Beds ⋅ 4 Baths ⋅ 73436133 MLS
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 & membership to the exclusive Hardings Hills Assn., featuring a private dock, kayak storage, & picnic area. Nestled just 3/10ths of a mile from the pristine sands of Hardings Beach, this property is your gateway to Nantucket Sound. Inside, enjoy a thoughtfully designed layout with two large ensuite bedrooms, private decks, and cozy sitting area on the top floor. The main level boasts an open-concept kitchen, dining room filled with natural light, a first-floor bedroom, full bath, & an expansive living room w/fireplace, along with a comfortable den overlooking the pool. The lower level is a haven for entertainment, offering a cozy den w/fireplace & half bath.This turn-key property is sold furnished as an exceptional investment w/proven rental history, enjoy year-round or as a summer get-away

93 Bucks Creek Rd, Chatham

Listing courtesy of Listing Agent: Shane Masaschi from Listing Office: Compass.
$765,000
2 Beds ⋅ 2 Baths ⋅ 73447286 MLS
Charming Coastal Retreat...Tucked away on a picturesque side street off Cockle Cove Road, this delightful 2-bedroom, 2-bath home is full of coastal charm! Step through the front door and into a warm, inviting living room complete with wood floors and a cozy fireplace — perfect for relaxing evenings. Just off the living area, there's space for a dining nook, while the well-appointed kitchen sits at the back of the home, offering easy access to a lovely backyard through the rear door. The patio and spacious yard are ideal for summer entertaining or peaceful mornings with coffee. Both bedrooms are located on the left side of the home, including a primary suite with its own private bath for added comfort and convenience. Located just minutes from Taylors Pond and the sandy shores of Cockle Cove Beach, this home offers the perfect blend of privacy and proximity to Chatham's coastal treasures. A truly lovely property — come see it for yourself!

47 Cranberry Way, Chatham

Listing courtesy of Listing Agent: William Raye from Listing Office: Gibson Sotheby's International Realty.
$3,150,000
4 Beds ⋅ 4 Baths ⋅ 73436890 MLS
Tucked away next to a coastal inlet abutting acres of Town-owned Conservation, this remarkable home delivers an inviting floor plan from which to enjoy unobstructed water views and captivating sunsets. Enjoy both ease of one-floor living and entertaining space from this Royal Barry Wills designed residence, with gorgeous views from nearly every room. Expansive great room with vaulted beamed ceilings, inviting fireplace, and french doors to a spacious 48-foot deck. Chefs kitchen & adjacent dining, both with beautiful views. A gracious primary suite offers private bath, 2nd fireplace, and nice separation from the 3 guest bedrooms. The finished multi-room lower level includes a family room, exercise room, bath w/steam shower & sauna, and bonus room perfect for an office. Other amenities include hardwood floors, natural gas heat, Central A/C, on-demand hot water, private well irrigation, and desirable location only 1 mile to Harding’s Beach!

40 Youngs Farm Ln, Chatham

Listing courtesy of Listing Agent: Lori Jurkowski from Listing Office: Christie's International Real Estate Atlantic Brokerage.

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