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$950,000
3 Beds 2 Baths 22603572 MLS
Welcome to 1016 Stony Brook Road, a beautifully appointed center-entrance Colonial thoughtfully designed to replicate the timeless elegance of a classic New England Sea Captain's home. Built in 1999, this exceptional residence offers approximately 2,000 square feet of thoughtfully designed living space, combining the charm and architectural details of a historic home with the benefits of newer construction. Rich in character, the home features gleaming hardwood floors, custom built-ins, pocket doors, wainscoting, and detailed millwork throughout. A double-sided fireplace connects the living room and den, creating a warm and inviting atmosphere perfect for everyday living and entertaining. The second floor offers three spacious bedrooms, a home office, and a Jack-and-Jill bath. A walk-up attic with skylight and full walk-out basement provide excellent opportunities for future expansion, including the potential for additional living space and a third bath. Set along one of Brewster's most scenic roads within the Historic District, this property abuts conservation-protected land, offering privacy, tranquility, and a beautiful natural backdrop. Enjoy being just minutes from the Stony Brook Grist Mill, Brewster's renowned beaches, conservation trails, and charming village amenities. This rare opportunity blends timeless craftsmanship, classic Cape Cod charm, and modern convenience in one of Brewster's most desirable locations.

1016 Stony Brook Road, Brewster

$579,000
2 Beds 2 Baths 22603511 MLS
Beautifully renovated condo in the highly desirable Howland Village at Ocean Edge Resort, where modern comfort meets the Cape Cod lifestyle. Completely renovated in 2021, this bright, move-in-ready home features an open-concept FL plan filled with natural light. The spacious living & dining areas flow into a designer kitchen with a large quartz island, premium appliances, illuminated cabinetry & abundant storage--perfect for everyday living & entertaining. Recessed LED lighting with dimmers throughout creates a warm, inviting ambiance. A large sliding glass door opens to a beautifully landscaped private patio, ideal for relaxing or outdoor dining. Upstairs are 2 spacious bedrooms with custom closet systems, while updated baths, luxury vinyl plank flooring & 3 high-efficiency heat pumps provide year-round comfort. Offered fully furnished, including 2 Samsung Smart TVs, ready to enjoy immediately. Whether you're looking for a year-round residence, a 2nd home or an investment property, this condo offers exceptional flexibility. With no min rental stay requirements, owners can enjoy personal use while generating rental income. Previously owner-occupied & meticulously maintained.

3 Howland Circle, Brewster

$1,450,000
4 Beds 4 Baths 22603393 MLS
Welcome to this spacious, meticulously kept home, perfectly sited on an expansive lot (almost 2 acres!) that offers both privacy and pretty woodlands offering plenty of room to enjoy the outdoors. Thoughtfully cared for inside and out, this inviting property combines timeless charm with generous living spaces designed for comfortable everyday living.The main level offers easy one-floor living with gorgeous living and dining rooms, office, kitchen, den, primary suite plus 1st floor laundry room. The lower, walkout level is bright and open with large family room, craft studio, bdrm, full bath and utility-storage area. The 2nd floor offers 2 large bdrms, full bath and spacious attic. Other nice touches include new heat, water tank and feshly painted exterior plus a 2-car garage, gorgeous back deck and front porch, pretty gardens and mature plantings, lofty ceilings and hardwood thru-out much of the 1st floor. Located in one of Brewster's most desirable areas, this exceptional property offers the perfect blend of space and comfort with easy access to beaches, dining, shopping and golf. Not to be missed!

69 Martingale Lane, Brewster

$1,479,000
4 Beds 3 Baths 22603359 MLS
N of 6A. MUST SEE Stunning, Exceptional, Extraordinaire, Chic & Light -filled! Brewster Greek Revival with approx 2,249 sq ft and a rare combination of historic N.E. character, with thoughtful modern updates. Outside it feels like a private sanctuary with mature trees and landscaped grounds creating true seclusion on close to an acre setting and minutes to beaches. A one car garage with a barn/shed attached to it for all your outdoor items.First flr plan consists of a sitting room/den directly as you enter rear of house, a custom Chef's kitchen with a center island. Off the dining area is a very large laundry room which could serve also as a pantry, plus a very pretty full bath with tub. Also off the kitchen is the access to the charming screened -in porch, facing South to gather in for morning breakfast or use during inclement weather days, Beyond the DR off the kitchen is a living room/library with a classic center double sided fireplace serving both rooms. The second level consists of a half bath plus a primary bdrm with an ensuite full bath with shower and the rest of the bedrooms.Gas heat, Roof 2019, washer ~1 yr old and more has been updated. A coastal delight

44 Brier Lane, Brewster

$2,000,000
4 Beds 4 Baths 22603348 MLS
Where life slows to the rhythm of nature, over 800 acres of protected Punkhorn Conservation become a way of life. Hidden at the end of a quiet cul-de-sac in coveted Deerfield Estates, this nature's reserved area embraces Upper Mill & Seymour Ponds to create one of Brewster's most idyllic settings. There are places that invite you to visit & there are places that invite you to stay. This is one of them. This beautifully renovated four bedroom, four bath turnkey Cape offers an effortless blend of privacy, comfort, and resort-inspired living. Summer afternoons drift effortlessly from the sparkling pool to the spa before ending with sunset cocktails at your custom tiki bar, where conversations linger longer after the stars appear. Mornings begin with nature, bike rides, kayaking or swimming at Upper Mill Pond a mile away. Dream on in to experience soaring ceilings w/ skylights, gleaming hardwood floors, a heated two-car garage, thoughtful finishes and design selections to create an atmosphere of understated elegance. Offering two suites, a formal dining, eat-in kitchen, spacious deck & finished lower level, this isn't simply where you'll live, it's how you'll remember truly living.

37 Autumn Court, Brewster

$675,000
2 Beds 2 Baths 22603281 MLS
Classic charm and modern conveniences make this spacious 2+ bdrm the perfect year round or seasonal getaway. Located in that sweet center area of Brewster with easy access to beaches, shopping and local-flavor restaurants, this property has been thoughtfully updated over the years; brand new roof (2026), kitchen, VT Castings gas stove, newer water heater, many windows and lower level walkout has new heat and specialized dehumidifying system. Main level offers 2 bdrms, full bath, sunny living room and dining-kitchen area with direct access to a raised deck. A perfect spot to relax! Lower level is walkout with large recreation room, studio space plus full bath and laundry room. Outdoor space has new walkways, outdoor shower, mature plantings and circular drive.This is a special property with a comfy warmth, exuding charm and ready for new memories!

267 Alden Drive, Brewster

$719,000
3 Beds 2 Baths 22602844 MLS
Welcome to this exceptional, single-level retreat beautifully positioned on its lot in the heart of Brewster. Designed for effortless Cape Cod living, this home features a seamless open-concept layout anchored by a cozy gas fireplace perfect for gathering after a day at the bay. Kitchen is oversized with wet bar & center island. The primary suite boasting an oversized bathroom & generous closet space throughout. Convenience is key with a dedicated laundry room right off the kitchen & an EV/RV charger already installed outside. An impressive, unfinished walk-out basement spans the entire length of the home offering a blank canvas to easily add a recreation room, home gym or extra guest quarters. Step outside to a beautifully private backyard with plenty of room for property expansion or gardens. Minutes from Brewster's famous beaches, the Cape Cod Rail Trail, and historic Route 6A, this property blends turnkey comfort with incredible future potential. Your Cape Cod chapter starts here!

49 Thousand Oaks Drive, Brewster

$2,400,000
4 Beds 5 Baths 22602397 MLS
This coastal contemporary cape style home by Eastward companies is one of a two lot Brewster subdivision close to beautiful Crosby Landing Beach, The Cape Cod Rail Trail and the Town of Orleans. Exceptional custom finish work enhances the superb floorplan and rich amenities. The cathedral great room incorporates the chef's kitchen with Thermador appliance package & 10' center island, fireplaced living room and breakfast room. A four-season sunroom adds natural light and a quiet space. A formal dining room, primary bedroom suite, mud room and laundry complete the first floor living option. Upstairs are a loft/office and three guest bedrooms. The finished lower level with 9' ceilings, a full bath and full-sized windows offers space for exercise, media or a playroom. The natural setting, artful landscape plan and large patio with gas fire pit provide for outdoor enjoyment. There is ample room for an inground pool. Natural gas utilities, EV charger, low-maintenance composite exterior. Convenient location is close to Orleans activities, Nickerson State Park. Buyer customization is welcome at this stage, delivery of completed home in 2027. Photos are of a similar, completed home.

47 Bay View Drive, Brewster

$1,450,000
5 Beds 4 Baths 22602346 MLS
This beloved classic colonial occupies one of the best locations in Beechwood Landing Association, conveniently close to both the sandy association beach on Greenland Pond and the boating access and mooring field on Long Pond. A gathering place for generations, this home is loaded with character and offers three levels of finished space for friends and family. Linger on the farmer's porch, then enter the multiple living spaces which include a great room with a cathedral kitchen and fireplace, a front-to-back living room and an inviting a four season sunroom. Upstairs are four bedrooms including the primary suite. The finished walkout level offers a 2nd kitchen, more sleeping space & a full bath. Traditional finishes throughout harken back to a time of long, leisurely Cape summer vacations. For the hobbyist there's a spacious workshop/studio above the garage. Recent updates include a new roof (2026), gas generator, heating system & 6br septic (2009). The private yard is beautifully planted with perennials, beech trees & evergreens. Enjoy Brewster's finest freshwater boating and swimming from the superb association amenities. The abutting 2+ acre lot is also available for purchase.

206 Landing Drive, Brewster

$2,400,000
4 Beds 6 Baths 22602254 MLS
This luxurious, classic New England Cape-style home by Eastward Companies is one of a new two lot Brewster subdivision close to beautiful Crosby Beach, The Cape Cod Rail Trail and the Town of Orleans. Form meets function at the highest level with an exceptional degree of custom finish work. The cathedral great room is the home's hub, it combines the Thermador-equipped kitchen with the fireplaced living room and dining area, all of which is open to the vaulted sunroom. Three levels of finished space include a complete first-floor living arrangement with the luxurious primary suite, laundry, pocket office, garage, mudroom and entertaining areas all accessible. Upstairs are two substantial guest bedroom suites with cathedral ceilings. The fourth bedroom is a private suite above the garage with a separate entrance, ideal for long-term guests. Eastward's signature attention to finish work is evident throughout, from the distinctly decorated baths to the 900+- sq ft of rec space in the 9' ceiling-height finished lower level with full bath. An optional inground pool is available. Delivery in 2027. At this stage Buyer input as to finishes is welcome. Photos are of a similar home.

55 Bayview Drive, Brewster

$2,492,000
3 Beds 2 Baths 22602214 MLS
This is an absolutely enchanting waterfront property with private stairs to your own private beach on glistening Cape Cod Bay! With an ever-changing palette of gorgeous views from sunrise to sunset to high and low tides; you'll never want to leave this amazing spot! Sit and enjoy this warm and welcoming gathering place ... swim, play and enjoy the world renowned Brewster tidal flats, kayaking and the warm sun! The adorable main house offers idyllic Brewster living with multiple waterviews, sliders to deck, sandy beach path, kitchen, dining, living room plus family room and 2-bdrms up. The cottage offers a unique separate studio, seasonal living space with own kitchen/bedroom/bath. A fabulous spot for overflow guests. This is an incredible rental property in high demand year after year with returning guests. A waterfront gem with its own private beach on Cape Cod Bay doesn't come along very often!

232 Robbins Hill Road, Brewster

$1,839,000
2 Beds 4 Baths 22601942 MLS
Discover a rare opportunity to own a brand-new waterfront retreat in the heart of Brewster, set directly on the shores of picturesque Schoolhouse Pond. Designed for unforgettable Cape Cod summers, this exceptional home invites you to spend long afternoons on the expansive mahogany deck overlooking the water or launch a kayak right from your backyard. Offering over 3,100 sq ft of impeccably finished living space, the home showcases a stunning chef's kitchen with Thermador appliances, custom cabinetry, and a stylish wet bar, flowing seamlessly into sun-filled living areas anchored by a gas fireplace. A welcoming farmer's porch, elegant stone patios, and professionally designed landscaping with ambient lighting create a true indoor-outdoor lifestyle. Thoughtful smart features include illuminated stairways that light up as you ascend and descend. Thoughtfully designed as a 2-bedroom residence with multiple bonus spaces ideal for guests, office, or formal dining, the home includes a luxurious second-floor primary suite. Just 1.3 miles to Brewster's renowned Bay beaches, this one-of-a-kind waterfront property delivers the ultimate blend of luxury, privacy, and coastal living.

84 Alden Drive, Brewster

$525,000
2 Beds 2 Baths 22601970 MLS
Welcome to 27 Billington Lane at Ocean Edge!Discover the ease of coastal living in this charming townhome-style condo. Thoughtfully updated, this townhome is equally suited for year-round living, a weekend retreat, or a savvy investment.A beautifully renovated kitchen featuring added cabinetry, generous counter space, provides everything you need to cook and entertain with ease. Both bedrooms are located upstairs-an ideal layout that allows for easy entertaining on the main level while keeping the upper level quiet and private for work or rest. Upgraded windows, sliders & flooring elevate the space throughout, while central AC and natural gas keep things comfortable and efficient in every season. A brand new association septic system means one less thing to think about.Outside your door, the beautifully landscaped grounds of Ocean Edge await, complete with trails and optional resort amenities including pools, tennis, and golf. Head to nearby Nickerson State Park, the Rail Trail or the Brewster Flats for more fun.Whether you're planting roots, seeking a seasonal escape, or expanding your portfolio, this is a standout opportunity. *Back on the market due to buyer's circumstances.

27 Billington Lane, Brewster

$295,000
1 Beds 1 Baths 22601874 MLS
Welcome to The Fletcher Condos within Ocean Edge Resort Community, one of Cape Cod's most desirable resort style living. This updated and fully renovated lower level condo with a bright, open-concept layout and with a private patio that opens up to a grassy area overlooking the Ocean Edge Golf Course. The renovated kitchen features quartz countertops, stainless steel appliances, and contemporary cabinetry, while the updated bathroom and new flooring throughout give the entire space a fresh, modern feel. Whether you're looking for a year-round residence, a seasonal retreat, or a smart investment, this 1-bed, 1-bath unit checks every box. Steps from Brewster's beaches, the Cape Cod Rail Trail, and local dining and shops -- the location is hard to beat. Optional Ocean Edge membership unlocks access to pools, tennis courts, a fitness center, golf, and a private bay beach. Photos shown are of a model unit and reflect available finishes and floor plan. This is a lower level unit with a patio not a balcony and there are not cathedral ceilings in this unit.

100 Fletcher Lane, Brewster

$2,492,000
3 Beds 2 Baths 22601692 MLS
This is an absolutely enchanting waterfront property with private stairs to your own private beach on glistening Cape Cod Bay! With an ever-changing palette of gorgeous views from sunrise to sunset to high and low tides; you'll never want to leave this amazing spot! Sit and enjoy this warm and welcoming gathering place ... swim, play and enjoy the world renowned Brewster tidal flats, kayaking and the warm sun! The adorable main house offers idyllic Brewster living with multiple waterviews, sliders to deck, sandy beach path, kitchen, dining, living room plus family room and 2-bdrms up. The cottage offers a unique separate studio, seasonal living space with own kitchen/bedroom/bath. A fabulous spot for overflow guests. This is an incredible rental property in high demand year after year with returning guests. A waterfront gem with its own private beach on Cape Cod Bay doesn't come along very often!

232 Robbins Hill Road, Brewster

$1,270,000
4 Beds 2 Baths 22601601 MLS
Step into a timeless Cape Gambrel built by family for family as the perfect retreat for making lasting memories. Whether it's lazy beach days, cozy afternoons with a book, or rainy-day puzzles, this home captures the essence of Cape Cod living. Idea in town location just a short distance from everything in Brewster! This property includes deeded beach rights and a rare 1/100 share of the highly sought-after Sea Pines Neighborhood Association Beach--widely regarded as one of the most beautiful bay beaches in the area. The home features 4 bedrooms and an open-concept living, kitchen, and dining area with two sliders opening to outside living areas!. A full basement provides additional space and flexibility. Outdoors, enjoy multiple seating areas, a deck, firepit, and two outdoor showers--a true Cape Cod luxury. Recent updates include: New windows and rear slider Durable Azek trim and new gutters; 45-year architectural roof shingles (installed Summer 2012) Natural gas furnace, central A/C, and newer appliances. On a private, level lot, this home offers a peaceful setting with gentle scenic proximity to the shores of Cape Cod Bay. Your own sandy toes and salty kisses can start now!

47 Flying Dragon Road, Brewster

$325,000
1 Beds 1 Baths 22601377 MLS
Sought after Corner Unit with one-level living in this beautifully renovated first-floor condo at sought-after Ocean Edge Resort. No stairs to navigate to get to this unit. This light-filled 1-bedroom, 1-bath home offers an open-concept design with a seamless, modern feel. The updated kitchen features quartz countertops, stainless steel appliances, stylish cabinetry, and contemporary lighting. A thoughtfully redesigned bath and new flooring throughout complete the fresh, move-in-ready appeal. Ideal as a year-round residence, Cape escape, or investment opportunity. Enjoy low-maintenance living just moments from Brewster's beaches, the Cape Cod Rail Trail, shops, and dining. Optional Ocean Edge membership provides access to pools, tennis, golf, fitness centers, and a private bay beach. Photo are of model, there is a Patio versus a balcony

81 Fletcher Lane, Brewster

$355,000
1 Beds 1 Baths 22601376 MLS
Beautifully updated and move-in ready, this top-floor 1-bed, 1-bath condo in the desirable Ocean Edge Resort community offers the perfect blend of style and comfort. Soaring cathedral ceilings and an open layout create a bright, airy atmosphere, while the private balcony provides sweeping views of the Nicklaus Design Golf Course. Recent renovations include a brand-new kitchen with modern cabinetry, quartz countertops, stainless steel appliances, and updated lighting fixtures throughout. The bathroom has been tastefully redone, and new flooring adds a polished, contemporary touch. Whether you're looking for a year-round residence, a weekend escape, or a proven rental property, this home delivers. Enjoy maintenance-free living with easy access to Brewster's beaches, the Cape Cod Rail Trail, shops, and restaurants. Optional Ocean Edge membership offers access to pools, fitness centers, tennis, golf, and a private bay beach. A rare opportunity to own in one of Cape Cod's most sought-after resort destinations!

102 Fletcher Lane, Brewster

$1,690,000
3 Beds 3 Baths 22601247 MLS
Completed in 2023, this newly built, fully electric home blends elevated design, sustainable living, and timeless Cape Cod charm. Set on 1.15 acres across two parcels (and surrounded by conservation) with private access to Blueberry Pond, the residence offers ~2,400 sq ft across three thoughtfully designed levels. The home was designed with a primary suite on each of the main levels, offering flexibility for multigenerational living or guests. The second floor serves as a private sanctuary, featuring an expansive primary suite with a sitting room, dedicated workspace, and views over native wildflower meadows to the water. The walk-out lower level--with separate entrance and driveway--functions as an ideal guest suite or income-generating Airbnb (earning ~$30K/year). Finishes include Miele appliances, heated towel rails, engineered hardwoods, and Pella windows. A HERS rating of 50, 400-amp power, solar-ready infrastructure, and dual EV chargers reflect true modern efficiency. A screened porch, outdoor shower, and curated gardens complete this rare Brewster retreat--just moments to the Rail Trail and First Light Beach. This home has a passing 4 bedroom Title V Septic.

410 Blueberry Pond Drive, Brewster

$1,100,000
22601148 MLS
Build your beautiful custom Cape home on this large 1.56 acre lot and walk to three Brewster bay beaches and the Town pool! This is the only large lot available north of 6A with the ability to build a 4-7+ bedroom home with a large footprint. Town Planning Dept. has signed of on an ANR (Approval Not Required) .The lot abuts the Spruce Hill Conservation land to the rear to provide the utmost in privacy. Build your beautiful custom Cape home here and take a quick walk to the beach for a swim, to hang out for hours of fun or for the evening sunset. According to the seller's engineer ''The lot is not in a nitrogen sensitive area, it is served by town water, is not adjacent to wetlands or ponds and is not in the flood zone. A 7 to 10 bedroom dwelling sewage system can easily fit on the parcel assuming a 3,000 to 4,000 sf dwelling footprint.'' Soil tests and survey have been completed and results are attached; seller has begun the process of septic design by an engineer. This is the only large lot available north of 6A in Brewster. Has a gentle slope from front to back. Wooded with a cleared area to walk into the lot.

Partridge Circle, Brewster

$765,000
3 Beds 2 Baths 22601110 MLS
Freshly price adjusted and motivated seller! Built in 2016 and lovingly maintained by its original and only owner, this move-in ready Ranch offers the ease of one-floor living with a thoughtful, low-maintenance design. Set on over an acre with association rights to Upper Mill Pond and beach area, the home combines privacy, comfort, and functionality in a peaceful setting.The open-concept layout features a spacious kitchen with island and breakfast bar flowing into the dining area and out to a large deck ideal for entertaining or relaxing summer evenings. The primary suite offers a private full bath, while two additional bedrooms provide flexibility for guests, office space, or hobbies. A practical mudroom with laundry, central air, gas heat, full-house generator that makes storms a breeze, leased solar panels that provide valuable electric bill credits, inviting front porch, and insulated and finished two-car garage add to the home's everyday convenience and efficiency.A rare opportunity to own a newer Cape home with modern systems, an easy-living floor plan, and room to simply enjoy life. All parties to verify information contained herein.

98 Leland Road, Brewster

$895,000
22600881 MLS
Gracing a knoll above charming and historic Rt 6A on exclusive Ridgewood Drive, this large lot (Map 26 parcel 58) boasts privacy, natural beauty, and a one-of-a kind view across Drummer Boy Park, Quivett Marsh, and Cape Cod Bay beyond! A rare opportunity to create your dream home in one of Cape Cod's most picturesque settings! With a recent perc test confirming potential for a 5-bedroom septic, there are so many possibilities for your future home! Across the street, Drummer Boy Park offers open green space, a historic windmill, and a gazebo where the Town Band serenades on summer evenings. Little ones will adore the play area at the Park and nature lovers can explore the scenic trail to the Wing Island conservation area where you'll discover one of the most unspoiled beaches on Cape Cod Bay! See video! Buyers/agents to confirm details.

Ridgewood Drive, Brewster

$1,479,000
2 Beds 4 Baths 22600807 MLS
Exceptional new custom-built smart home lives large with nearly 3,000 sq. ft. of flexible living space--perfect for extended family and friends. Great location - close to Oceans Edge Golf Course, Beaches, Nickerson State Park & Rail Trail. Charming cul-de-sac location with a local fruit farm just across the street. The open-concept design features white oak flooring, a first-floor office, second-floor study, & finished lower level with family room & bonus area--ideal for a gym or home cinema. The chef's kitchen offers Samsung smart appliances, custom cabinetry & high-end quartz countertops flowing into a bright living area and sunroom, which overlook the backyard with an outdoor shower & custom shed. Spa-inspired baths include heated floors & smart commodes. Five heating/cooling zones, Mitsubishi dual-fuel system, IA septic, private well for economical landscaping, & smart-home controls enhance efficiency--truly a must-see! BUILDERS' HOME WARRENTY INCLUDED WITH SALE. Buyer acknowledges the Seller must comply with FIRPTA regulations in association with this sale. Upon written request from the Seller the Buyer (s) agrees to extend the closing date for a reasonable amount of time so Seller can obtain a ''Withholding Certificate'' from the IRS prior to the Closing. IA septic-yearly maintaince fee . Taxes are not accurate; check with the town.

58 Old Chatham Road, Brewster

$399,000
22600730 MLS
Well Established physical therapy office, currently available for sale in Brewster, conveniently located on the town line of Orleans. This fully operational practice comes with all essential components, including the business, real estate, a comprehensive patient database, and all necessary equipment for physical therapy. It's an ideal opportunity for a clinician seeking to step into a thriving practice without the challenges of starting from scratch.The office features easy access with ample parking for both staff and patients. This first-floor unit is designed for functionality, housing multiple treatment rooms that can accommodate various therapy needs. An ADA-compliant bathroom, ensuring convenience and accessibility.The layout is optimized for efficient workflow, allowing for an effective patient experience. Included in the sale is an established patient database, providing immediate continuity of care and a ready-made customer base. Seller is willing to stay on to assist with the transition. This is a remarkable option for both new and experienced practitioners.

5 Bay State Court, Brewster

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