luxury houses with pool for sale Milton, United States

Ideally situated near The Country Club, This home offers an exceptional blend of space, flexibility, and lifestyle. This 10- room, 4-bedroom, 3.5-bath residence features a renovated kitchen that opens to a spacious family room, perfect for modern living and entertaining. The elegant front-to-back living room, highlighted by a fireplace and built-in bar..The thoughtfully converted two-car garage now serves as a dedicated health and wellness retreat, suitable for a gym, studio, or private sanctuary, with a versatile great room above. Outdoors, enjoy beautifully landscaped grounds complete with a pool, sport court, patio, and fire pit, ideal for both active recreation.A rare offering in a prime Brookline location, near one of the town's most iconic landmarks. Close proximity to Allendale Farm, Apple Orchard, Dexter, Park and The British Schools.

This spectacular residence, set on 4.5 acres in the prestigious Brookline Estate area, has been renovated and is surrounded by private, scenic landscapes. The interior, distinguished by its grandeur and elegance, is adorned with intricate period details, beautiful woodwork, and bright spacious rooms. The grand 13 rooms include a double living room with picturesque views of the gorgeous, expansive grounds. There are 6 bedrooms, one of which is the luxurious primary suite. The meticulously designed grounds feature several unique amenities, including a stunning terrace patio expanding the length of the home, an in-ground swimming pool with fountain and whirlpool artfully integrated with a stone cliff, fully equipped cabana, koi pond, private tennis court, putting green, and magnificent hardscaping. The property also has a three-bedroom cottage and a two-bedroom unit above the free-standing garage. Near fine shops, restaurants, and Downtown Boston.

One of Brookline's most exceptional offerings in over a decade, this remarkable 1929 Colonial Revival estate is set on two beautifully landscaped acres in the town's prestigious estate area. The 14-room residence offers 7,500 square feet of living space and showcases timeless architecture and exceptional craftsmanship. Set atop a private drive marked by stately stone pillars, the home is surrounded by sweeping lawns, specimen trees, perennial gardens, and a tranquil man-made freshwater creek. An inviting in-ground pool enhances the serene outdoor setting. Inside are six spacious bedrooms, four full baths, and two half baths, including a luxurious primary suite with a spa-like bath. Elegant formal rooms flow seamlessly into comfortable living areas, ideal for both grand entertaining and everyday living.Offering rare privacy with exceptional convenience, this distinguished property is located less than five miles from Back Bay.

Nestled on a private 0.92-acre lot in the prestigious Chestnut Hill neighborhood, this exceptional custom-designed Mid-Century Modern ranch, inspired by the timeless architecture of Frank Lloyd Wright, offers a rare blend of sophistication, privacy, and seamless indoor-outdoor living. Thoughtfully designed with gracious proportions and walls of glass, the home is filled with natural light and overlooks beautifully landscaped grounds. A spectacular four-season breakfast room with four skylights complements the chef's kitchen featuring top-of-the-line appliances, three ovens, two dishwashers, and custom cabinetry. The luxurious primary suite serves as a private sanctuary with dual showers and vanities, smart toilets, separate dressing areas, a soaking tub, and an attached office/library. The versatile lower level offers excellent potential for an in-law suite. Sliding glass doors line the rear of the home, opening to a serene outdoor retreat with an elegant patio and heated pool. Superb

This contemporary masterpiece embodies modern luxurydeceivingly understated from the front yet unfolding into a stunning four-level estate of architectural brilliance. Custom built with every imaginable feature, the home showcases 18+ rooms of exquisite craftsmanship and design. Step through grand double doors into a world of custom millwork, built-ins, and refined finishes. The main level is anchored by a 1,500+ sq. ft. primary suite with a paneled office, spa bath with steam shower and soaking tub, private water closet, and an extraordinary dressing room. Floor-to-ceiling windows open to a curved balcony overlooking a private resort-style oasis with a pool, hot tub, and pool house. Featuring five ensuite bedroomstwo with stone balconiesplus a heated driveway, 3-car garage, two kitchens, gym, media room, wine cellar, and full home automation. Set on nearly 30,000 sq. ft. of manicured grounds, this home defines sophistication and seclusion. A home you MUST see! https://maps.app.goo.gl/TpESkVwfiheGhtN78

Magnificent estate on one of Brooklines most beautiful residential streets, blending timeless architecture with modern luxury. Expansive first floor features elegant period details, grand entertaining rooms, an impressive foyer, custom chefs kitchen, and spacious family room, with a covered porch and large deck extending the living space outdoors. The home offers a palatial primary suite with fireplace, multiple closets, & a spa-like bath, along with additional en-suite bedrooms and a third-floor recreation space.The fully finished lower level includes a kitchen, gym, theater, recreation room, additional bedrooms, and full bath. Additional highlights include radiant heated floors, smart home technology, and an oversized double-depth garage accommodating up to six cars. Set on nearly one acre of beautifully landscaped grounds w/ a swimming pool, clay tennis court, and heated driveway and walkways for snowmelt. An exceptional residence offering luxury, privacy, extraordinary amenities. https://goo.gl/maps/d4sKFyfzjCHDAAzh7

Stately contemporary nestled on an oversized professionally landscaped lot in a prime South Side crescent neighborhood. This architectural retreat offers a flexible floor plan designed for modern living. A grand 2-story foyer leads to a stunning step-down family room with vaulted ceilings and a wall of windows overlooking a private deck, lush yard, and in-ground pool. The main level also features a formal dining room, a serene circular office, and a tremendously spacious kitchen with a sun-drenched breakfast room and sliders to a private deck—an ideal canvas for your culinary vision. The primary suite is a true sanctuary, boasting soaring ceilings, glass doors to a balcony, a skylit en-suite bath, and dreamy dual walk-in closets. Three additional bedrooms and two baths provide ample space upstairs. The lower level offers an open flex space, 5th bedroom, full bath, tons of storage and 2-car garage. Experience one of Newton’s most coveted enclaves, blocks to Newton South High School.

Set on four beautifully landscaped acres in one of Westwood’s most desirable neighborhoods, this exceptional custom shingle-style residence offers over 10,000 square feet of thoughtfully designed living space. Built in 2016 and designed by acclaimed architect Christopher Hall, the home seamlessly blends architectural sophistication with everyday functionality. The open floor plan features a stunning chef’s kitchen at its center, expansive living and dining areas, multiple private offices, and a grand entry foyer, all enhanced by exquisite millwork and refined details throughout. Designed for both entertaining and comfortable living, the home extends outdoors to a resort-like setting with a pool, patio, fire pit, and sport court. Ideally located near top schools, major routes, commuter rail, and the town centers of Westwood, Needham, and Dedham.

Beyond stunning custom home! Over 11,000 sq ft of incredible living along with a private pond on 2.36 acres. High ceilings, open floor plan & filled with sunlight. Designer kitchen w/ huge walk-in pantry, oversized island, gorgeous thick marble counters. Breakfast room leads to family room w/ an entire bank of windows overlooking the yard. Unique walk-in wine storage. Formal living w/ fireplace & dining room plus private study. Main bedroom w/ spa like bath & 2 walk-in closets. 4 additional bedrooms all similar in size plus laundry complete the 2nd floor. Lower level w/ bonus entertaining room w/ beverage center, 8 seat home theater & gym. Resort style 20' x 42' pool with integrated spa & covered outdoor living room w/ fireplace, TV and outdoor kitchen. Spectacular landscaping! Private street w/ only 6 homes. Only 30 minutes to Boston & 3 town centers w/ train access. Close to Nobles, DCD, St. Seb's and Dedham Country and Polo Club. Be part of Dover Sherborn schools on a cul-de-sac.

Step into luxury in this stunning 5-bedroom brick single-family home on one of Charlestown’s most coveted streets. Completely gutted and renovated in 2021, this residence blends modern luxury with preserved architectural charm, including marble fireplaces and a graceful 4-flight staircase. The first floor features a high-end chef’s kitchen with a Wolf range, Sub-Zero fridge, and oversized quartz island opening to a sunlit patio with a built-in outdoor TV—perfect for year-round entertaining. A spacious dining and sitting area completes the main level. The second floor hosts a luxurious primary suite with a spa-like bath, steam shower, marble fireplace, and private office. The third floor offers three bedrooms, two full baths, and laundry. The showstopping top floor boasts unobstructed city views, a fireplace, wet bar, gym, and full bath. A finished basement with fireplace, wine fridge, and second laundry completes this flawless home. Simply move in and enjoy!

This iconic Hingham gem sits on a gentle knoll overlooking Historic Lincoln Street on 1.83 acres of private,professionally landscaped grounds just steps from Hingham Square.Renovated in 2022,it blends historic character with refined luxury.Designer curated interiors feature high ceilings,wood floors,period moldings,built-ins,and three fireplaces,creating exceptional craftsmanship and open,light-filled living spaces.The flowing plan includes a sophisticated yet welcoming fireplaced living room,elegant dining room and sunfilled family room.Custom chef's kitchen opens to a casual dining area and solarium for seamless indoor-outdoor living.All bedrooms are ensuite, including a retreat-like primary suite with coffered ceiling,fireplace,2 walk-in closets,and a luxurious bath.LL offers finished space with bedroom,kitchenette, living room.Outdoors enjoy front porch,stone patios,saltwater pool & spa,vegetable beds and a fruit orchard.There's an on site Irrigation well for this year round oasis!

Set on a coveted cul-de-sac on one of Needham’s most prestigious streets, this beautifully maintained home offers the perfect blend of elegance, comfort, and lifestyle. The inviting foyer opens to an updated kitchen, formal dining room, and a spacious living room with custom built-ins. A warm and inviting office with fireplace and a coffered-ceiling family room with wall-to-wall built-ins create ideal everyday living spaces. French doors lead to a versatile room overlooking the backyard oasis, complete with an in-ground pool. The serene primary suite features a sitting area and expansive walk-in closets. A finished lower level, third-floor bonus space, three-car garage, and circular driveway complete this exceptional offering. A must see!

One of Hingham's most admired homes! Landmark colonial with a sweeping front lawn, set elegantly atop a knoll on a 2.2 ACRE lot on a quiet cul de sac, just a stone's throw to downtown Hingham. The current owner has beautifully updated this architecturally significant home to meet the needs of today, while maintaining its original elegance. Gracious 11' ceilings, floor to ceiling windows, front and back staircases and period details throughout. Fabulous recently renovated wing off the back of the house with a gorgeous custom kitchen flooded w/natural light OPEN to a large dining area and spacious family room. There are 5 Bedrooms and 3 baths on the second floor including a luxurious primary suite. Opportunity to craft the 3rd floor as you wish. The grounds are EXCEPTIONAL. Expansive lawn, gunite pool with pool/guest house and over an acre of manicured lawn. RARE opportunity for the discerning buyer to acquire this ICONIC home/estate.

Elegance, sophistication & incredible architectural craftsmanship highlight this exquisite home, walkable to both Newton Centre & Newtonville. This contemporary colonial offers over 6900 sqft of luxurious living with 6 bedrooms & 6 full baths. The sunsplashed main level offers a formal dining, living room, office/bedroom with a 2 sided fireplace & full bath. The spacious chef's kitchen features Wolf & Subzero appliances, 2 dishwashers & 2 sinks, an island that seats 5 as well as a separate breakfast & sitting area. The inviting oversized family room with vaulted ceilings & fireplace lead out to a patio & private yard featuring an in ground pool & spa perfect for hours of entertaining. The 2nd level offers an gorgeous primary suite with a spa like bathroom & 2 walk in closets. Three additional generously sized en suite bedrooms & laundry complete this level. The finished lower level includes a spacious great room, wet bar, 2 mudrooms, bedroom, bathroom & elevator. A true masterpiece!

Beautifully updated Antique in coveted Hingham Center offering timeless character, modern comforts and an exceptional resort-like backyard. Lovingly renovated and expanded featuring a beautiful Chef's Kitchen w/center island and high end appliances open to a sunny family room. A gracious DR, spacious living room, 2 offices and Mudroom complete the 1st floor. Beautiful period details throughout, inc. paneled FP's, exposed beams & wide pine floors. Upstairs, there are 5 BR's and 3 renovated full baths, inc. a lovely primary suite w/marble bath and large walk-in closet. Outside, there's a spectacular backyard oasis complete w/Gunite pool, hot tub, expansive lawn and large patio w/fire-pit & dining area. If you want time out of the sun, cool off in the POOL HOUSE w/kitchenette and 1/2 bath-perfect for year round entertaining, guest quarters, or a teen space. Detached 2-car garage w/storage above. Wonderful sidewalks to everywhere location in one of Hingham's most beloved neighborhoods.

EXCEPTIONAL WATERFRONT ESTATE with 2.29 acres of land, a DOCK, 200' of frontage on Hingham Harbor, and spectacular views of Boston skyline. Designed by acclaimed architect, Tom Catalano, known for his creation of homes representative of a by-gone era, yet suited for modern living. The natural light is incredible and the views are mesmerizing. The finishes and millwork are truly MASTERFUL with coffered ceilings, wainscotting, arched openings, custom cabinetry and quarter sawn oak floors throughout. The staircases are a graceful work of art, with gentle rises and walls of windows. The exterior spaces are as exquisite as the interior. The back of the house features gorgeous stone terraces with beautiful pergolas, a heated Gunite pool and sweeping lawn to the dock and waters edge. The front garden sets the stage for this stunning property with a torch lit fountain, expansive level lawn, an English conservatory and gardens.

NEW PRICE! Built in 2004 the first owner redid the interior space over 5 years w/ the finest custom millwork & luxury finishes coupled w/ exquisitely landscaped private grounds w/ pool, 2 spas, waterfall w/ grotto, outdoor patio w/ stone oven & a heated guest cabin thoughtfully located amidst hilltop gardens in a premier Westwood estate area. In addition to the gracious entry hall, formal dining room & fireplaced living room, this expansive home boasts a family room w/ soaring ceiling & double-sided stone fireplace open to a chef's kitchen w/ a butler's pantry.The primary bedroom suite is a true sanctuary w/ fireplace, sitting room, morning kitchen, spa-like bathroom & two dressing rooms. Four additional bedrooms w/ baths showcase intricate & elegant tile work. Extraordinary entertainment level includes a climate controlled, dine-in wine room, kitchenette, bar, entertainment area, fitness, & game space. A poolhouse w/ kitchen & bath & serene resort-like setting complete this home.

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

EXCEPTIONAL custom 7,000 sf ESTATE set on 8 private acres, offering large scale, seclusion, and prime in-town location just moments to top rated East Elementary, world class library, and vibrant downtown. Beautifully landscaped grounds showcase sweeping lawns, mature trees, and stunning in-ground pool perfect for outdoor entertaining. Expansive first floor features chef's eat-in kitchen with premium appliances, seamlessly opening to sun-filled family room and elegant dining room. Grand living room and richly paneled library/study provide refined spaces for both relaxation and work-from-home needs. Upstairs, four generously sized bedrooms include three en suite baths. Luxurious primary suite offers spa-like bath and walk-in closet. Finished walk-out lower level adds flexible space for recreation, fitness, and media. Additional highlights include a 1,000 sq ft bonus space above the garage, three-bay garage, and thoughtful craftsmanship throughout. Rare Central Hingham Estate living!

When the best unit in the community finally hits the market. This six-bedroom, three-level villa was originally built for the developer, meaning elevated finishes, fortified structure, and superior craftsmanship. This villa features its own private pool, deck & backyard with not 2 but 3 parking spaces. A standalone feel with gated prestige in a prime, upscale location. This is a rare offering that cannot be missed.

CLASSIC & TIMELESS best describe this stunning 5 bed 4.5 bath BRICKFRONT custom residence in one of Sharon's most coveted locations. This MAJESTIC home is perched at the end of the CUL-DE-SAC and boasts over 6000 sq ft of amazing living spaces for all to enjoy! Enter to a GRAND 2-STORY FOYER which leads to an impressive banquet sized dining room, 1st floor PVT study/living room w/rotunda overlooking MAGNIFICENT grounds, SUNDRENCHED CHEFS kitchen w/SS appliances, GRANITE center island opens to a warm & welcoming FIREPLACED family room w/GLEAMING hardwoods & french doors to an amazing 4-season pvt peace & tranquility room, or dine ALFRESCO in the glass atrium great room. Enjoy all the seasons overlooking a sparkling IG HEATED POOL w/private cabana, custom pergola & many more amenities ..this home also offers a 1ST FL GUEST STE w/walk-in closet & custom spa-like bath, incredible HOTEL-INSPIRED primary ste w/sitting rm, spacious & well-appointed bedrooms & FINISHED LL! A HIDDEN JEWEL!

Tucked away in one of N Walpole’s most coveted cul-de-sac neighborhoods, this expansive 6-bedroom home offers the perfect blend of comfort, space & outdoor enjoyment. Set on a large, private lot, the home welcomes you with a classic exterior, 3-car garage & beautiful grounds that set the tone for gracious living. Inside, generous room sizes and thoughtful layout provide flexibility for today’s buyer, w plenty of space for entertaining, working from home, and hosting. Multiple living & dining areas flow easily, creating a warm, inviting atmosphere for everyday living & special occasions alike. Step outside to your own backyard retreat with a sparkling in-ground pool, which anchors the lush, private setting—perfect for hosting summer gatherings or quiet relaxation. With its sought-after North Walpole location, cul-de-sac setting, and rare combination of 6 bedrooms, pool, and 3-car garage, 28 Sunnyrock Dr is a standout opportunity for buyers seeking both privacy & a true neighborhood feel