luxury houses with pool for sale Westwood, United States

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.

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!

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

Set on exceptionally private acreage along the coveted Needham-Wellesley line, this reimagined estate offers rare scale, serenity, and sophistication. A comprehensive 2021 renovation transformed the home into a luxurious yet welcoming retreat, designed for both everyday living and refined entertaining. The heart of the home is the true chef's kitchen with intentional, top-of-the-line finishes, seamlessly flowing into the lounge inspired, adjoining living and dining areas. A thoughtfully designed mudroom leads to the expansive attached two-car garage. The one of a kind primary wing is more of a private sanctuary, featuring two spa-like baths, dual dressing rooms, two private studies, and flexible bonus spaces. A dedicated home gym and wellness room open to the ultra-private, resort-style backyard with an inground pool, manicured grounds, & picturesque Sabrina Lake beyond. A turnkey offering in one of Needham's most prestigious neighborhoods.

Open Houses: Thur 4-6, Sat 2-4 Sun 11-1. Move right into this expansive center entrance Colonial in sought after Northwood Estates. This meticulously maintained five plus bedroom features four levels of living space with custom millwork and gleaming hardwood floors throughout. Enter into the two story foyer with office on right and formal living room & dining room on left. White kitchen with high-end appliances, island, breakfast/bar area and eat-in nook open to the two-story family room with floor to ceiling custom stone fireplace. Half bath, laundry and mudroom lead to three car garage. Exquisite primary suite with vaulted ceiling, fireplace, walk-in closet and stunning bath. Three additional bedrooms and bath complete 2nd floor. Third level features bedroom/office with exquisite bath and cedar closet. Lower level w/ half bath, playroom, gym or media room. Lush fenced in yard with heated pool & cabana w/ kitchenette, half bath & laundry are open & ready for your enjoyment.

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

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

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.

A rare and private Blue Hills retreat set on 2.6 wooded acres abutting conservation land, approached by a winding drive. Designed for those who value privacy and refined living, this exceptional property offers a peaceful escape just minutes from Boston and major routes. The beautifully renovated residence features 4 bedrooms and 2.5 baths, including a luxurious first-floor primary suite with a spa-style bath, custom cabinetry/closets and attached sunroom, perfect for quiet mornings and serene evenings. Elevated finishes and craftsmanship are showcased throughout, highlighted by a chef's kitchen with Wolf double oven, built-in Miele coffee machine and striking marble and custom concrete countertops. Three bedrooms upstairs offer flexibility. The estate includes a detached 3-car barn-style garage with game room, plus a newly built garage connected by a slate-accented portico. A heated in-ground pool and cabana complete this private, resort-like setting. A truly exceptional offering.

Experience modern luxury in this stunning 5,700 sqft home in the coveted Cliff Estates. Designed with contemporary elegance, the open-concept main level is ideal for everyday living and entertaining, featuring a sun-filled gourmet kitchen that flows seamlessly into spacious dining and living areas and a welcoming, vaulted family room. The first-floor primary suite offers a private retreat with direct access to a large deck overlooking a four-season pool. Upstairs includes four generously sized bedrooms, two full baths, and two dedicated home offices. The finished walk-out lower level features a recreation room, gym, full bath, and laundry. Set on a beautifully landscaped 0.56 acre lot with spectacular sunsets, this home features an expansive deck and a three-season covered bar area, elevating your entertaining possibilities and creating the perfect setting for unforgettable gatherings indoors & out. Enjoy the perfect blend of privacy & accessibility, just minutes from major routes.

Set on 3.7 pristine acres abutting 600+ acres of conservation land and Little Farm Pond, this grand estate offers rare privacy and pedigree- first owned by former Boston Celtics head coach Rick Pitino. Soaring ceilings and twin staircases lead to five upstairs bedrooms. The primary suite stuns with a 400sq-ft marble spa bath featuring three sinks, makeup vanity, steam shower, and Jacuzzi tub. A walk-out lower level is built for guests and entertaining with an au pair suite with full bath, a second full bath, second office with custom desks, large sauna, steam room, fitness room, game and movie room, wet bar with refrigerator and dishwasher. Outside, the oasis includes an oversized pool with waterfall, a cabana with enclosed shower, granite counters, refrigerator, surround sound, and 80 TV. Design forward interior includes an open chef's kitchen with all Wolf/Sub-Zero, sunroom, floor-to-ceiling fireplaces, expansive decks, built-ins, and recent updates for luxury living & entertaining.

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.

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!

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 spacious 9-room home on Hillside Street offers 4 bedrooms in one of Milton's most coveted settings, nestled at the edge of the Blue Hills Reservation. With miles of trails, open space, and stunning natural scenery right outside your door, the location is truly special. The generous layout gives buyers real flexibility to update and personalize, with good bones and a highly desirable address to build from. The property includes a pool currently in need of repair, presenting a great opportunity to create a standout outdoor space on your own terms. Milton is known for its excellent schools, beautiful neighborhoods, and easy access to Boston, and Hillside Road delivers all of it. For a buyer with vision and an eye for value, this is a rare chance to put your stamp on a property where nature and neighborhood come together beautifully.

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.

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.

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

This California Contemporary defines sophisticated living at its finest. Majestically nestled on 2 private, stunning acres in the coveted Weston Country Club neighborhood.The terraced grounds are accented with stone patios, a salt water pool and cabana. Soaring ceilings and an abundance of sunlight flood the multiple levels of thoughtfully designed living spaces. A dramatic family room has sweeping views of the magnificent rolling grounds while overlooking the open floor plan of the main entertainment level The bright and spacious kitchen with a prep pantry and breakfast room lead to the outside patios. The primary suite is adorned with a beautiful wood beamed ceiling and brick fireplace. Dual spa-like bathrooms are complemented by dual walk in closets. 3 en-suite bedrooms are situated in their own private enclaves. The lower level features a fabulous playroom, traditional media room and a brick wine cellar. Stone walls, a receiving court and 4 car garage complete this special home

Set on a manicured 1 acre+lot close to the Wayland line and easy proximity to major routes, public transit, shopping and restaurants this updated home checks all the boxes for today’s lifestyle. The oversized chef’s kitchen with new cabinets, counters, sink, cooktop, and vent hood anchor the main level. Complemented by a dedicated home office/flex space, large living room with gas fire place and convenient first-floor laundry/mudroom and half bath. Upstairs, the spacious primary suite offers a true retreat with its own bath and walk-in closet. Three more generously sized bedrooms and a full bath round out the second floor. Gleaming hardwoods floors and abundant natural light throughout. Outside the wrap around farmers porch invites you and your morning coffee! The backyard is built for both staycations and entertaining, featuring a large deck, fenced-in in-ground heated pool, all surrounded by mature landscaping for added privacy. Garage,shed,unfinished basement provide excellent storage.

This modern Cape offers exceptional space and style. The home's design is enhanced with a saltwater pool, a large finished basement and adjoining pool house. The open floor plan is filled with natural light from oversized windows and showcases gleaming hardwood floors throughout. The newer kitchen is a chef’s dream, equipped with Sub-Zero, Miele, and Wolf appliances, a large island, breakfast bar, and spacious eat-in area. The grand living room is perfect for entertaining and family gatherings. The first floor also includes three generously sized bedrooms and a formal dining room that opens to a deck overlooking the private, expansive yard and pool. A sophisticated and luxurious primary suite and two additional bedroom with bath are located upstairs. This contemporary home is situated in Weston Estates, one of the town's most desirable neighborhoods. Convenient access to walking trails, top-ranked Weston schools, and all major transportation routes to Boston.

Experience unparalleled scale in this reimagined nearly 5,000 sq. ft. ft. Split-Colonial conversion. Fully renovated within the last 5 years, this estate sits on a rare 1-acre corner lot near Wollaston Country Club. The exterior shines with premium Hardie Board siding, a new roof, and high-efficiency windows. Inside, a chef's kitchen features a 12-foot waterfall quartz island and professional Thermador appliances. The layout seamlessly integrates a split-entry with a massive two-story Colonial addition, offering a sun-drenched great room and expansive family room. An entertainer's dream, the home boasts Sonos in-ceiling speakers throughout, a lower-level wet bar, and a versatile gym space. The backyard is a private resort featuring an in-ground pool, custom paver patio, fire pit, and an architectural 30 ft. Trex deck with a built-in Weber grill. Minutes from Blue Hills and top schools, This home combines massive living space with a pristine outdoor sanctuary. A true turn-key masterpiece.

This newly-constructed, Contemporary offers the pinnacle of luxury living on Weston’s coveted Southside. The dramatic, 2-story foyer flows seamlessly into both formal & informal spaces. The dining/living room is optimal for family gatherings & entertaining, and the custom kitchen w/an exceptional quartz island, high-end appliances & wet bar adjoins a generous eat-in area & fireplaced family room overlooking the beautiful grounds. There is also an ensuite bedroom/office, large mud room, pantry & powder room on this floor. A stunning, white oak staircase w/glass railings leads to the 2nd level featuring an elegant primary suite w/a gorgeous, spa-like bath & grand, walk-in closet, 3 ensuite bedrooms & laundry. The LL offers a bar area & recreation room, ensuite bedroom, media room w/potential for a golf simulator, gym & full bath w/sauna. The expansive outdoor space has a lovely patio w/a fire pit & kitchen. A true masterpiece close to top-rated schools & Weston/Wellesley town centers.