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$3,995,000
7 Beds ⋅ 9 Baths ⋅ 1668972 MLS
Nestled within Cape Elizabeth's desirable Cross Hill neighborhood, 19 Tiger Lily Lane is a remarkable estate property. Built by renowned Maine custom builder Russ Doucette, this exceptional residence showcases timeless craftsmanship, architectural elegance, and meticulous attention to detail throughout. Privately situated on 1.65 acres of beautifully landscaped grounds, the home offers thoughtfully designed living spaces featuring six bedrooms, multiple gathering areas, and luxury amenities designed for both comfortable family living and sophisticated entertaining. The shingle-style architecture reflects classic New England charm, while the interior blends warmth and refinement with truly custom millwork, expansive living spaces, and high-end finishes. The backyard is a private oasis, its deck overlooking an in-ground gunite pool and spa, surrounded by beautiful hardscaping and mature landscaping creating a secluded retreat. A charming carriage house further enhances the property, offering guests a private residence complete with a full kitchen, living room, and separate bedroom. Thoughtfully designed with one-of-a-kind finishes, every element of this exceptional property reflects a commitment to quality, comfort, and privacy. Ideally located just minutes from Cape Elizabeth's scenic beaches, the Portland International Jetport, and Portland's acclaimed culinary, arts, and cultural destinations, this home offers the perfect blend of convenience and coastal elegance. A rare offering in one of Southern Maine's most sought-after communities, this is an extraordinary place to call home.

19 Tiger Lily Ln, Cape Elizabeth

Listing courtesy of Legacy Properties Sotheby's International Realty.

$3,995,000
4 Beds ⋅ 6 Baths ⋅ 73541133 MLS
8 Lawrence Street offers the rare opportunity to enjoy the space and lifestyle of a suburban home right in the heart of Charlestown. With over 4,000 sq. ft. of custom-designed living space, this newly constructed home redefines luxury city living. Enter directly from the attached garage into an expansive open-concept main floor, where a sun-filled living room is framed by detailed crown molding and millwork. The gourmet chef’s kitchen flows seamlessly into a dedicated dining room that opens to a private patio and backyard, a true rarity in the city. The 2nd floor is home to a luxurious primary suite with 2 spacious walk-in closets and a spa-like en-suite bathroom, plus a secondary bedroom with its own en-suite and a laundry room. On the 3rd floor, you'll find 2 additional bedrooms with en-suite baths, along with a home office overlooking the surrounding greenery. A full roof deck offers sweeping views of Charlestown and the city skyline.

8 Lawrence St, Boston

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.
$3,995,000
4 Beds ⋅ 8 Baths ⋅ 73527289 MLS
A private garden estate overlooking the Upton State Forest, where a winding paver driveway meanders through mature gardens before arriving at an extraordinary custom home. Created by combining three lots into one remarkable homesite, this custom-built residence offers exceptional privacy while remaining just minutes from Route 495, the Mass Pike, shopping, and dining. Nearly two years in the making, every aspect of the home was carefully planned, from its architectural details to its placement on the property to maximize views of the mature gardens and the Upton State Forest beyond. Beautifully landscaped grounds create a remarkable sense of arrival and a peaceful retreat in every season.

10 Andrea Dr, Hopkinton

Listing courtesy of Listing Agent: Stephanie Archung from Listing Office: Gibson Sotheby's International Realty.
$3,995,000
6 Beds ⋅ 5 Baths ⋅ 1652058 MLS
This custom-built ski-in/ski-out residence offers a rare opportunity to own a true Sugarloaf family compound, ideally sited on a double lot with direct access to the ski-way leading to the new Bucksaw Express chairlift. Thoughtfully designed for both gathering and privacy, the home features six bedrooms, four and a half bathrooms, two generous primary suites, and separate guest quarters with a full kitchen—perfect for hosting family and friends in every season. A spacious ski-room entry provides seamless slope access, while two laundry rooms, a dedicated exercise room, and a large two-car garage add everyday ease. Crafted with exceptional attention to detail, the home showcases custom timber joinery and exposed beams throughout, blending refined mountain character with timeless design. Interior living spaces are anchored by two fireplaces, including a striking wood-burning fireplace in the main living room and a propane fireplace near the breakfast nook. The gourmet kitchen is equally suited for casual mornings and après-ski entertaining. Outdoor living is a standout feature, with a wraparound deck, hot tub, and an inviting fireplace seating area offering western exposure and breathtaking sunsets over Crocker Cirque, along with simultaneous views of the Crocker and Bigelow mountain ranges. Two independent propane-fired heating systems provide radiant and baseboard hot-water heat, ensuring year-round comfort in this exceptional slopeside home.

6003 Sandy River Cir Unit 6003, Carrabassett Valley

Listing courtesy of Mountainside Real Estate.

$3,995,000
5 Beds ⋅ 7 Baths ⋅ 1658081 MLS
Situated on 7 private acres, 18 High Head blends expansive saltwater frontage with newly renovated contemporary comfort. Completed in 2024-25, this comprehensive reconstruction transformed the property into a modern four-season masterpiece. Every detail was considered to ensure beauty, performance and year-round comfort. This fully furnished home boasts 320 feet of pristine deep-water frontage and includes a charming new guest house. Enjoy the working lobster boats, harbor seals, dolphins, and bald eagles making the setting a favorite for yachts, kayakers and fishermen. The main house features exquisite design elements including 2 flights of custom floating stairs, a 30' natural stone fireplace, a new open kitchen, 3 bedrooms, 3.5 bathrooms and 12 heating/cooling zones. New doors and a wall of windows throughout capture natural light and water views at every turn. The first-floor primary suite offers a sitting room, gas fireplace, bath and bedroom, all with sweeping water views. The first level also includes a new 80' waterfront deck, dining area, kitchen island, laundry, mudroom and media room. An upper-level ensuite bedroom overlooks the courtyard. A lower-level suite includes a bedroom with bath, den and patio, all with water views. The fully furnished 2-bedroom, 2.5 bath guest house has private entry leading to a lower-level living area with half bath, gas fireplace, deck and a bedroom made private with barn doors. The second level features a well-appointed eat-in kitchen with island, living area with private waterside deck, gas fireplace, 2 full baths, laundry and bedroom. High Head has 1000' of new paved driveways, extensive stonewalls and patios, and scenic carriage path to a new deepwater dock. Enjoy the perfect balance of seclusion and accessibility to shopping, dining, botanical gardens, golf, and hiking all nearby, situated in the heart of Midcoast Maine, minutes from Boothbay Harbor, Damariscotta, Wiscasset, 70 minutes to Portland Jetport.

18 High Head Rd, Edgecomb

Listing courtesy of Legacy Properties Sotheby's International Realty.

$3,995,000
3 Beds ⋅ 4 Baths ⋅ 1642159 MLS
A Stunning Four-Season Retreat Just 30 Minutes from Sugarloaf USA Set in the heart of Western Maine, Windledge Farm spans 308 acres of multifaceted landscape with staggering views of the protected High Peaks of Maine. Perfectly positioned just 30 minutes from Sugarloaf USA; New England's premier ski destination, this property offers an unparalleled opportunity for those seeking a world-class ski retreat with year-round appeal. The 4,500-square-foot contemporary main house, designed by renowned architect Frank Robinson as an homage to Frank Lloyd Wright, is a masterpiece of design and craftsmanship. The home seamlessly integrates with its natural surroundings, creating a harmonious blend of artistry, comfort, and modern luxury. Expansive open-concept living spaces, state-of-the-art amenities, and meticulous detailing make this residence both a sanctuary and a statement. For equestrian enthusiasts, the property's exceptional equestrian facilities designed by a veterinarian and constructed by the Knickerbocker Group, offer the ultimate in care, functionality, and beauty. The handsome 60' x 48' stable includes eight spacious stalls, a tack room, heated wash bay, medical room, and office, with a beautifully finished one-bedroom apartment above that enjoys the same breathtaking views as the main home. Beyond the stable lie 10 paddocks, 4 large turnout pastures, and roughly 7 acres of hay fields, along with access to miles of scenic trails across the estate. Additional structures include a 36' x 60' barn for agricultural equipment, ample hay storage, and a large workshop ideal for year-round use. Whether you're spending winter weekends carving through Sugarloaf's legendary slopes, exploring the property's extensive trail system, or savoring Maine's tranquil summers, Windledge Farm is the ultimate four-season retreat, a rare combination of architectural brilliance, natural beauty, and recreational paradise.

402 Baker Hill Rd, Freeman Twp

Listing courtesy of Legacy Properties Sotheby's International Realty.

$3,995,000
5 Beds ⋅ 4 Baths ⋅ 73519571 MLS
This inviting home exudes charm with its warm and welcoming spaces, sunny exposures and absolutely ideal Pinckney Street location. A large entry floor offers living, dining & kitchen, and powder room, as well as a "mudroom" located off of a delightful courtyard. The floorpan is flexible and allows for versatility, the front facing dining room can also function as a reception room with its handsome fireplace. An oversized kitchen with notable appliances overlooks the private courtyard. A second floor den can be included as part of the primary suite, or closed off and used as a cozy living space. The primary floor also offers an office, an oversized spa-like bath and abundant closet space. The third floor features 2 large bedrooms, a lovely bathroom and office, and private deck. The fourth floor was designed for 2 additional bedrooms, a full bath and thoughtfully laid out laundry room. This property features central air, many notable upgrades, outstanding storage and lovely curb appeal.

14 Pinckney Street, Boston

Listing courtesy of Listing Agent: Rebecca Davis Tulman and Leslie Singleton Adam from Listing Office: Gibson Sotheby's International Realty.
$3,995,000
5 Beds ⋅ 6 Baths ⋅ 73518351 MLS
At 30 Dorr Road, Newton, MA, an exceptional single-family residence, meticulously constructed in 2026, presents an unparalleled living experience across 4,882 square feet. This newly built property represents the pinnacle of contemporary design, offering a sophisticated and expansive environment for discerning homeowners. The residence encompasses five generously proportioned bedrooms, each designed to provide comfort and privacy. Complementing these are five full bathrooms and one half bathroom, ensuring ample convenience and luxury for residents and guests alike. Further enhancing the property's appeal is a two-car heated garage, providing secure and direct access. The dwelling is situated on a substantial 10,000 square foot lot, offering significant outdoor space for various activities. This distinguished property invites you to experience a lifestyle of refined elegance and modern convenience.

30 Dorr Road, Newton

Listing courtesy of Listing Agent: Richard C. Dore from Listing Office: Hammond Residential Real Estate.
$3,995,000
5 Beds ⋅ 5 Baths ⋅ 73517349 MLS
Handsomely poised overlooking the Brookline Reservoir and nestled back from the street, this distinguished period home offers four finished levels and serene water views on nearly a half-acre with bluestone patio and pool. The gracious entry opens into a grand foyer flanked by sun-drenched rooms. Bay windows in the living room, dining room, family room, and primary suite frame reservoir and garden views. Four fireplaces, high ceilings, crown molding, and custom woodwork throughout. Well-equipped kitchen for serious cooks with breakfast area and counter seating. Private first-floor study. Enchanting screened porch access the dining and living rooms for al fresco dining. Second floor: three bedrooms, two baths, and a primary suite with large dressing room, ensuite bath, and private deck. Third floor: two additional bedrooms and full bath. Lower level: exercise room, sauna, wine cellar and lav. Two-car garage. Minutes from Chestnut Hill shopping, Longwood Medical Area, and universities.

68 Dudley Street, Brookline

Listing courtesy of Listing Agent: Friedler / Marchant Living Group from Listing Office: Hammond Residential Real Estate.
$3,995,000
6 Beds ⋅ 6 Baths ⋅ 73508929 MLS
Iconic, exquisitely renovated & truly magazine-worthy, this elegant Lexington estate offers 4 levels of beautifully finished living space that is filled w/ natural light, timeless details & thoughtful design. Custom millwork, refined craftsmanship & a flowing yet functional layout create openness while preserving privacy. At the heart is a chef’s kitchen w/ large island & built-in banquette, opening to a fireplaced family room w/ custom built-ins & French doors to a lovely deck & patio. Formal spaces include a welcoming fireplaced living room & grand dining room w/ artistic statement light fixture. Upstairs is a luxurious fireplaced primary suite, 5 add’l BRs, 3.5 stylish baths & spacious laundry room. Every detail designed for comfort & function: 11-zone hydro-air, private fireplaced office, 3-car garage, finished LL, a perfectly appointed mudroom, & 2 inviting sun porches. Unique opportunity to enjoy rare quality in prime location, just steps to LHS & vibrant Lexington Center.

15 Winthrop Road, Lexington

Listing courtesy of Listing Agent: Coleman Group from Listing Office: William Raveis R.E. & Home Services.
$3,995,000
5 Beds ⋅ 6 Baths ⋅ 73484332 MLS
This elegant European-style country home is located in one of Old Chestnut Hill’s most desirable neighborhoods, ideal for modern family living and entertaining. The chef’s kitchen opens to a sun-filled family room and connects to both indoor and outdoor dining areas. The first floor also features a spacious living room and cozy library, both with fireplaces. Upstairs, the expansive primary suite includes dual walk-in closets and a luxurious bath with soaking tub and large shower. Four additional bedrooms and two baths complete the second floor. The third floor offers a bright new gym with skylights and a full bath with steam shower. The walk-out garden level includes a playroom, full bath, movie theater with Savant system, and dining area. Beautifully landscaped grounds feature two patios, a large play area, and a heated driveway. Steps to the T, the Chestnut Hill Reservoir, and the shops and restaurants at The Street.

85 Gate House Road, Newton

Listing courtesy of Listing Agent: Chamberlain Group from Listing Office: Coldwell Banker Realty - Brookline.
$3,995,000
8 Beds ⋅ 6 Baths ⋅ 73483686 MLS
Sweetened Water Farm ~ Just off the main road, past an idyllic horse barn and conserved association land, you’ll find this eight-bedroom residence that sits prominently on 2.4 acres. The sprawling main house, an expanded classic Cape featuring separate living areas, both inside and out, and six bedrooms, including two first-floor en-suites, overlooks the rolling pastures with grazing horses. Private guest quarters above the detached oversized garage offer additional comfortable accommodations. Sweetened Water Farm combines the tranquility of an up-island location with the convenience of being just moments from the boutiques, restaurants, and harbor of downtown Edgartown. A home for all generations in a setting like no other.

23 Beetle Swamp Road, Edgartown

Listing courtesy of Listing Agent: Katie Donahue & Rachel Serwa Group from Listing Office: Sandpiper Realty, Inc..
$3,995,000
6 Beds ⋅ 7 Baths ⋅ 73421284 MLS
Experience modern luxury in this new construction residence, perfectly situated on an expansive, 1 acre level lot in a convenient Needham location. Thoughtfully designed with high ceilings, abundant natural light, GAS heating and cooking, and refined finishes, this 6 bedroom, 6.5 bath property combines comfortable elegance at every turn and includes a unique attached ADU, w/ private entry— perfect for multi-generational living, guests, or a private office. The chef’s kitchen with an oversized island, walk-in pantry and premium appliances, seamlessly flows into the spacious living and dining areas, ideal for entertaining. The second level offers a luxurious primary suite featuring a stunning bath and expansive custom closet, plus three additional ensuite bedrooms + laundry. The lower level offers an 2000+ SF that includes a media room w/ wet bar, game room, gym, bedroom and full bath + bonus space. This exceptional property combines thoughtful design, luxurious finishes, and unmatched

1780 Central Ave, Needham

Listing courtesy of Listing Agent: Beyond Boston Properties Group from Listing Office: Compass.
$3,990,000
4 Beds ⋅ 5 Baths ⋅ 73499201 MLS
Constructed ground up, offering elevated living across 3,600+ sqft. Abundant with natural light, this 4-bed, 4.5-bath home centers around an open yet intimate design, great for daily living or entertaining. Main level highlights include a bespoke mudroom, Venetian plaster fireplace with custom built-ins, kitchen fitted with imported cabinets, stainless appliances, and a grand island with discreet front storage. The 2nd level has two en suites, home office, laundry, and covered deck. The entire 3rd level is dedicated to the primary suite with dual walk-in closets, expansive bath, and a private deck. Junior primary and Family room are below grade. Andersen windows, White Oak flooring throughout, and Radiant Heat in all Baths. Fenced in yard and patio, complemented by two-car off-street parking with an EV charger. Near Raymond Park, minutes to Porter & Harvard Squares. Access to renowned universities, top-rated schools, dining, and more.

24 Newell St, Cambridge

Listing courtesy of Listing Agent: Crown & Co. Team from Listing Office: EVO Real Estate Group, LLC.
$3,985,000
5 Beds ⋅ 4 Baths ⋅ 73479817 MLS
This handsome Federal townhouse is situated on a wonderful tree lined street in a friendly neighborhood among many other single family homes. There are five bedrooms, a large sunny living room with a bay window, and an elegant formal dining room. A charming floor through kitchen with a fireplace opens out to a spacious garden that has been featured on the Beacon Hill Garden Tour many times.

51 Pinckney St, Boston

Listing courtesy of Listing Agent: Sally T. Brewster from Listing Office: Brewster & Berkowitz R. E..
$3,980,000
7 Beds ⋅ 8 Baths ⋅ 73534349 MLS
Active construction, do not enter the property without list agent present. Brand new construction in Lexington, this 6,800+ sq ft residence offers 7 bedrooms, 7.5 baths, and an attached 3-car garage. The gourmet kitchen features luxury Miele appliances with custom cabinetry. The family room opens to the wraparound deck with a modern gas fireplace and expansive windows. The luxurious primary suite includes a walk-in closet, dual vanities, tiled shower, and soaking tub. The finished lower level features a family room, theater, bedroom, and full bath. Expansive living spaces, refined finishes, and meticulous craftsmanship throughout deliver both scale and sophistication. Just 1 mile from Lexington Center, top schools, dining, parks, and commuter routes.

3 Effie Pl, Lexington

Listing courtesy of Listing Agent: Andersen Group Realty from Listing Office: Keller Williams Realty Boston Northwest.
$3,975,000
3 Beds ⋅ 5 Baths ⋅ 73534885 MLS
Gracefully tucked along the exclusive coastline of Mattapoisett Neck, this extraordinary waterfront estate captures the essence of refined coastal luxury. Privately set on 1.25 acres off coveted Ocean Drive, the residence was masterfully constructed by a highly regarded builder and thoughtfully designed to embrace both elegance and effortless waterfront living. Expansive sunlit interiors, rich bamboo flooring, and a beautifully renovated chef’s kitchen unfold seamlessly into sophisticated gathering spaces designed for entertaining on any scale. Resort-inspired amenities include a luxurious gunite pool, private home theatre, and a registered dock offering direct access to the open water. Surrounded by mature coastal plantings and exceptional privacy, the property evokes the timeless charm of New England summers while delivering an elevated lifestyle of comfort and distinction. A rare and remarkable legacy property in one of Mattapoisett’s most coveted seaside enclaves.

3 Daisy Way, Mattapoisett

Listing courtesy of Listing Agent: Beth Van der Veer from Listing Office: Conway - Mattapoisett.
$3,975,000
4 Beds ⋅ 3 Baths ⋅ 73520095 MLS
Once in a lifetime opportunity to make the most magical house in the Eight Streets neighborhood your next home! Sited directly on Ringgold Park, this 4+ bedroom storybook corner exposure property features enchanting garden and park views from every room! Enter to stately LR with gas FP. A wide original arch frames the large dining room w/French doors that lead to a lovely deck. The gorgeously landscaped garden w/mature plantings that you overlook has an address; 9 Ringgold St. is a buildable lot that enables parking offering expansion possibilities. A beautiful eat-in kitchen has bucolic garden and streetscape views of its own. The 2nd floor consists of 2 wonderful BRs plus office and marble bath. Expansive vaulted ceilings and skylights enhance the top floor primary w/ ensuite bath that has walk-in shower. Garden level lays out like a separate apartment, perfect for in-law or au pair. W/D, Central AC and numerous other upgrades. Full basement for storage is beneath. Nothing like it!

8 Ringgold St, Boston

Listing courtesy of Listing Agent: Steven Cohen Team from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.
$3,975,000
5 Beds ⋅ 4 Baths ⋅ 73519496 MLS
Quietly grand. Truly exceptional. This refined Country Home offers space, privacy and prestige just off beloved Monument Street in historic Concord with top-rated schools. Set on nearly two park-like acres framed by mature trees and perennial gardens, this property provides room to play and easy access to conservation trails, historic sites and vibrant town center. Recent updates include mechanical systems and bluestone patio with firepit for year-round enjoyment. Inside, the open, airy layout features elegant formal and casual living spaces with French doors, large windows, built-ins, 3 fireplaces and Chef’s kitchen with sunny eating area, Wolf and Sub-Zero appliances. The home office and 1st-floor guest suite add convenience and flexibility. Upstairs is luxurious main suite, three add'l bedrooms, each with unique features, i.e., a private study/sitting room, built-ins and window seat, private outdoor terrace, plus a family bath and laundry. A special property, not to be missed!

38 Ripley Hill Rd, Concord

Listing courtesy of Listing Agent: Senkler, Pasley & Whitney from Listing Office: Coldwell Banker Realty - Concord.
$3,950,000
5 Beds ⋅ 3 Baths ⋅ 1669581 MLS
Perched along the shoreline of coveted Biddeford Pool, 12-14 Bayview Avenue presents a rare unobstructed bold ocean view opportunity with private access to the shores of the Atlantic - a front-row seat to rolling tides, vibrant marine life, and an endless horizon. This exceptional property, comprised of two residences, is set within the desirable coastal hamlet of Biddeford Pool, known for its timeless charm and understated elegance. Just moments away, the historic Abenakee Club - a private, seasonal golf and social club established in 1898 - provides a classic seaside course, tennis, and a long-standing tradition enjoyed by generations of families. Nearby, the Biddeford Pool Yacht Club and marina provide access to moorings, dockage, fueling, and launch service, along with clubhouse dining and a full complement of boating amenities, enhancing an active coastal lifestyle. Whether embraced as a private seaside retreat, legacy compound, or reimagined into a custom oceanfront estate, the property provides remarkable flexibility and potential. The dual-residence parcel lends itself to a variety of future uses, investment opportunities, or redevelopment possibilities, all within one of southern Maine's most sought-after seaside communities. A truly special opportunity to own a meaningful piece of Maine's iconic coastline.

12-14 Bayview Ave, Biddeford

Listing courtesy of Landvest, Inc..

$3,950,000
3 Beds ⋅ 3 Baths ⋅ 1669547 MLS
Rare opportunity to own one of Higgins Beach's most iconic oceanfront residences, offering breathtaking panoramic views stretching from Cape Elizabeth and Richmond Island to Biddeford Pool. Featured in Maine Home + Design, this exceptional coastal retreat was thoughtfully reimagined to blend timeless New England architecture with sophisticated seaside living. Perfectly positioned on a rare double lot in one of Maine's most coveted beachfront communities, the home captures the beauty of the Atlantic from nearly every room. Expansive walls of glass frame ever-changing ocean vistas, flooding the interiors with natural light and creating a seamless connection to the surrounding landscape. Custom millwork, carefully curated finishes, and impeccable craftsmanship are showcased throughout, while multiple gathering spaces provide the perfect setting for both relaxed family living and effortless entertaining. Step outside to enjoy the sights and sounds of the ocean, with direct access to Higgins Beach and endless opportunities for swimming, surfing, beach walks, and coastal exploration. Whether enjoying sunrise over the water, watching boats pass along the coastline, or entertaining guests against a backdrop of spectacular ocean views, this home offers a lifestyle that is truly unparalleled.. A once-in-a-generation offering, this extraordinary property combines privacy, architectural significance, and an irreplaceable oceanfront setting in one of Maine's most treasured seaside neighborhoods.

3 Morning St, Scarborough

Listing courtesy of Legacy Properties Sotheby's International Realty.

$3,950,000
3 Beds ⋅ 5 Baths ⋅ 73537392 MLS
Once in a lifetime opportunity to possess this Stunning Waterfront home positioned majestically above Cape Cod Bay on a private 1.35 acre lot*A modern masterpiece with understated elegance facing northeast with spectacular 180+ degree unobstructed, sweeping views of Cape Cod Bay and beyond*Heavenly, private sandy beach just steps from the house*Current owners have done numerous upgrades including refreshed baths, new energy efficient windows, Reeds Ferry 20x40 shed with loft and electricity, hot tub, and expansive IPE deck with stainless cables that is perfect for entertaining*Impressive custom Kitchen with professional Wolf range & Sub-Zero refrigerator*Luxurious Guest Suite with private bath*Vaulted main living areas bathed in light from a number of skylights*Cape Cod living without bridge traffic*Solar panels are owned with a 25 year warranty*Granite steps, bluestone patio with fire pit, stone accented foundation, amazing water feature, decorative lighting, EV chargers, outdoor shower, stamped concrete driveway*Meticulously maintained!

88 Sagamore Rd, Bourne

Listing courtesy of Listing Agent: Andrew Abu from Listing Office: Andrew J. Abu Inc., REALTORS®.
$3,950,000
3 Beds ⋅ 3 Baths ⋅ 1666204 MLS
Available for the first time in a quarter century, this rare coastal retreat encompasses 51 private acres with nearly a mile of frontage along the Sheepscot River. Step back in time as the meandering dirt drive, lined with mature oak trees and vintage stone walls, draws you to the meadow's edge and sweeping views of the river. Over 40 acres of your own private, magical wooded trails wander down the peninsula to a rocky point where seals frolic offshore and bald eagles perch above the water. Heading toward the water, you will pass the writing cottage, saltwater pool, and pool house. Next is the 3-bedroom, 3-bath antique Cape house from the 1800s, thoughtfully updated to honor its heritage while providing modern amenities. Exercising judicious design restraint, the owners added a new kitchen, upgraded the pantry, and refreshed all three bathrooms. The new heated saltwater pool and its pine-scented pool house offer hours of entertainment for all ages. The second writing studio, designed by Snyder and Cheng, sits at the water's edge, offering a quiet space for music, writing, storage, or creative retreat. The deepwater dock, a coveted feature for boaters, offers 8 to 9 feet of depth at mean low water and will welcome most boats. Vessels requiring more depth can swing on the mooring at 28 feet. The protected waterfront also invites quieter days on the water, offering easy access for kayaking, canoeing, and exploring the Sheepscot River at your own pace. Boaters can enjoy a remarkable network of rivers, coves, and island passages, with easy access to open water and the sea beyond. A true legacy offering with thoughtful conservation easements to ensure its quality for generations. The current owners chose understated simplicity, allowing the natural setting to remain the defining luxury: woods, wildlife, salt air, and the ever changing tides of the saltwater river. This coastal sanctuary is just an hour from the Portland, Maine airport and 2.5 hours from B

45 Bradley Rd, Westport Island

Listing courtesy of Vitalius Real Estate Group.

$3,950,000
8 Beds ⋅ 4 Baths ⋅ 73523107 MLS
On sheltered Eel Pond, with a large, licensed deepwater dock and direct access to Vineyard Sound and Buzzards Bay, this waterfront property presents a rare opportunity to create your own Woods Hole compound. Originally dating back to the1820s, this classic New England home spans three separate dwellings – each with sweeping water views: a main 5-bedroom residence with a separate guest suite, plus two year-round cottages (one 2-bedroom and one 1-bedroom). Located on the village doorstep, with ample off-street parking and seclusion, you are moments from restaurants, shops, ferries, beaches, the vibrant harbor and renowned marine science institutions. Position, potential and provenance – and available for the first time in 70 years – this is a once-in-a-lifetime chance to establish your own Woods Hole legacy in a premium Cape Cod waterfront community.

14 School St, Falmouth

Listing courtesy of Listing Agent: Susan Challenger from Listing Office: Sotheby's International Realty.
$3,950,000
4 Beds ⋅ 6 Baths ⋅ 73514730 MLS
This outstanding contemporary home is set on 4.9 acres with breathtaking sunset views from 420' above sea-level. Living areas showcase floor to ceiling glass on three expansive levels. The floor plan flows seamlessly from the main living level to the lower level to the mezzanine above the 20' x 60' indoor heated salt water pool. Each level has access to the exterior grounds. Your own personal oasis year-round! First time on market since being custom built by original owner. Maintained by the same family of builders since constructed. Updates include Primary bedroom addition 2000; Foyer addition 2010; New Septic 2015; New flooring for foyer, office, living, dining, kitchen, main level hall, and pool-surround level 2026. A rare opportunity to own this well-cared-for true contemporary home!

17 Deer Run, Wayland

Listing courtesy of Listing Agent: Carol Stewart from Listing Office: Carol Stewart.
$3,950,000
4 Beds ⋅ 5 Baths ⋅ 73505387 MLS
Direct and unbeatable water views of the 32-acre Brookline Reservoir Park. This one-of-a-kind sun-drenched contemporary home features spectacular scenic water and park views, decent upscale neighborhood and yet super convenience to city life. It is with a slate roof has a regal and elegant presence with a mahogany double-door main entrance. The light-color maple flooring throughout gives this home a soothing and pleasant ambiance. There are 3 master suites all with custom walk-in California closets, academic study areas and beautifully renovated and appointed bathrooms. The custom Poggenpohl kitchen is sleek and features all the bells & whistles to meet today's high end chef's standards. The floor plan is flexible allowing for easy living and entertaining. Special features also include a security system & a hydro-air Buderus boiler. Upon entering this house, you feel transported to a Zen peaceful sanctuary. Fabulous location, easy access to all that Brookline and Boston has to offer.

75 Lee Street, Brookline

Listing courtesy of Listing Agent: Weidong Li from Listing Office: WINN Real Estate & Consulting.
$3,950,000
3 Beds ⋅ 3 Baths ⋅ 73491203 MLS
Welcome to your private waterfront retreat in Provincetown! This charming 3-bedroom, 2.5-bathroom compound featuring a cottage and separate studio blends beachy charm with modern amenities and offers stunning views of Provincetown Harbor. The 2-bedroom, 1.5-bathroom cottage with wide pine floors, exposed wood beams, and a wood-burning fireplace, was once home to Eugene O'Neill and Joel Meyerowitz. The updated kitchen, modern bath, and spacious living room with waterfront deck provide both comfort and style. Upstairs, the primary bedroom offers panoramic water views and ample storage. The guest bedroom includes built-ins and closet space, with a convenient half bath. Across the lawn, the studio suite with full bath and kitchen offers privacy and flexibility for guests or rental income. The waterfront deck with outdoor shower and lush gardens ensures relaxation and privacy. Additional storage, parking for two cars, and a great rental history make this a must-see.

593 Commercial Street, Provincetown

Listing courtesy of Listing Agent: Gabby Hanna from Listing Office: Gibson Sotheby's International Realty.
$3,950,000
4 Beds ⋅ 4 Baths ⋅ 73424787 MLS
EXCEPTIONAL TURN-KEY 4BR 3.5BA RETREAT in one of North Truro's most prestigious neighborhoods, with deeded access to a stunning, private bayside beach. Short distance to popular breakfast-to-dinner cafe, farmer's market, fish market, sandwich shop, and Truro Vineyards. CLASSIC SHINGLE-STYLE DESIGN inspired by the cottages of Newport and Watch Hill, seamlessly integrating indoor and outdoor living. Gracious outdoor spaces include a 540 SF wraparound screened porch opening from the living room through French doors, sheltered sleeping porch, and expansive roof deck with gorgeous views of Cape Cod Bay, Provincetown and the Truro hills. Flawlessly maintained, with artisan quality custom millwork, bathroom fixtures, and open farmhouse kitchen. CHARMING GARDENS professionally designed to integrate Cape native principles, with a croquet-style lawn, perennial borders, and distinct garden ''rooms'' to explore and enjoy. RARE TRURO OFFERING celebrated for its artistry, serenity, and distinction.

27 Fishermans Road, Truro

Listing courtesy of Listing Agent: Iskren Georgiev from Listing Office: Gibson Sotheby's International Realty.
$3,948,000
4 Beds ⋅ 4 Baths ⋅ 73518363 MLS
Stunning, four-bedroom, 3.5-bath townhouse delivering three levels of luxury living, plus an additional unfinished lower level, and the ease of a private elevator serving all four floors. The open-concept main level features a showpiece chef’s kitchen with Taj Mahal Quartzite countertops, custom cabinetry, and state-of-the-art appliances, flowing seamlessly into the living and dining spaces, perfect for entertaining. Upstairs, the primary suite is a true retreat with a spa-like bath, custom walk-in closet, and private balcony. Generous additional bedrooms offer flexible space for family and guests, while the third floor is ideal for an au pair suite, multiple home offices, or a cozy lounge. Enjoy private outdoor patio space and private balcony. A rare ground-up new construction in Brookline, finished with high-end millwork and truly custom design, built to be enjoyed for decades.

40 Stedman Street, Brookline

Listing courtesy of Listing Agent: Nathan Klairmont from Listing Office: Concept Properties.
$3,900,000
7 Beds ⋅ 10 Baths ⋅ 1670071 MLS
A Luxury Residence inspired by Nature: Sited on 16.1 private acres in the heart of Cape Elizabeth, Great Woods Lodge at 3 Canter Lane offers a rare blend of seclusion and convenience. Bold architecture meets warm, livable elegance throughout. The home unfolds with a gourmet kitchen, refined library, living and sitting rooms, four bars, six bedrooms, two offices, a gym, sauna, steam room, and a private movie theater. Thoughtfully appointed baths, multiple fireplaces, and a detached carriage house complete the estate. Outside, curated grounds feature exquisite hardscaping, fountains, and lush landscaping, along with deeded access to a peaceful pond. Canter Lane connects directly to sidewalks leading to village shops, schools, dining and abutting preservation land trails bring you to the Atlantic Ocean. This extraordinary estate offers endless exploration opportunities! Just moments from Portland International Jetport (PWM) and the celebrated dining, art, and music scene of Portland, Maine - this is a lifestyle of both retreat and refinement!

3 Canter Ln, Cape Elizabeth

Listing courtesy of Legacy Properties Sotheby's International Realty.

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