spyRealty We Spy | You Buy
Total Savings Delivered
+1.617.612.5080 +1 855 SPY DEAL


103 properties match your search criteria.
39 Sears Rd Brookline Massachusetts

Asking Price: $17,000,000

Refund Amount: $255,000

One of Greater Boston’s finest estates. Dating from 1929, this romantically beautiful Georgian Revival manor is secluded on 3.64± serene park-like acres originally landscaped by the famed Olmsted Brothers. No detail is overlooked and no expense spared in the masterful award-winning renovation recently carried out by architects Meyer & Meyer and Woodmeister Master Builders. Museum-quality decorative finishes are by acclaimed conservation specialist John Canning. There are 10 magnificent fireplaces and a trove of fine architectural millwork. While amply scaled for grand entertaining, the spacious floor-plan of 15,452± square feet gives a comfortably livable feel with superb proportions. Breathtaking reception hall with intricate gold-leaf ceiling. Chef’s kitchen. 9 bedrooms feature sumptuous master suite with 2 dressing rooms and 2 baths. Crestron electronics, elevator, 4-bay garage. Grand terrace with lily pools. Lushly secluded swimming pool.

617-0 Boylston St Brookline Massachusetts

Asking Price: $6,250,000

Refund Amount: $78,125

The Historic Boylston-Hyslop-Lee house, across from the Brookline Reservoir is a story of preservation and stewardship at its finest. One of Brookline's oldest homes, the current rear ell was built circa 1680 by the Boylston family. In 1738 Dr. Zabdiel Boylston added the south facing Colonial front of the house. In 1850 the house was renovated and enlarged by the noted architect John Hubbard Sturgis. Still owned and cared for by descendants of the Lee family, the house contains many original architectural details from each period. The expansive grounds offer a beautifully landscaped mix of lawns, perennial gardens, and mature plantings, as well as woodlands and fields along Boylston St., which are protected by a Conservation Restriction, giving the house a setting that has remained relatively unchanged for two hundred years.

30 Clyde St Brookline Massachusetts

Asking Price: $4,950,000

Refund Amount: $61,875

This award winning, one-of-a-kind, 4+ bedroom, 5 1/2 bath home designed by Nicholaeff Architecture + Design is perfect for the discriminating buyer. The shingle-style residence sits on a large, 35,000 square foot, arboretum-like lot in the estate section of Brookline. This light-filled home has a two-story, state-of-the-art kitchen with adjoining family room and breakfast room, formal living and dining rooms, 2,000 bottle wine room and luxurious master suite with his and her baths. Garage parking for 4 cars.

120 Seaver Street Brookline Massachusetts

Asking Price: $4,899,000

Refund Amount: $61,238

Spectacular sunsplashed state of the art home in Longyear original building.This sensational 5547 Sq FT home was totally renovated in 2008. Custom designed with exquisite details throughout makes this home fabulous for entertaining & family living. Extraordinary features include: Luxurios mastersuite with his and hers walkins and a private terrrace, 4 additional ensuite bedrooms, Magnificent fireplaced living room, Elegant dining room, Gourmet eat in kitchen with all you could dream for with Wonderful breakfast area and Grand Family room ovelooking the pool, Stunning office with custom built ins, Electrically controlled window shades, Private yard , 3 car deeded garage parking, Gated community, Concierge, Pool, Fitness room,24 hour security,Easy access to Boston and all major routes.A Must see!

88 Cottage St Brookline Massachusetts

Asking Price: $4,850,000

Refund Amount: $54,563

This bucolic 3.12 acre property with rolling lawn, mature trees, stream-fed pond, waterfall and bold views of Sargent Pond offers a country ambiance and complete privacy just minutes to Boston. Built in 1960, the 5,000 square foot house was extensively renovated in 2005 blending original details with current design and layout. This home has both character and style, crafted with beautiful details and materials. Small barn for office or hobby area and two- car garage. Additional land available

324 Heath Street Brookline Massachusetts

Asking Price: $4,699,000

Refund Amount: $70,485

Exquisite New Construction Shingle Style.... Prestigious Chestnut Hill street... 6 en suite bedrooms, 1 on the 1st, 5 on the 2nd, most with exterior Juliette balcony or deck access...Fine attention to detail with coffered ceilings, stone mantels, rich flooring, abundant natural light and gracious foyer. All of the modern amenities including radiant heat baths, steam shower in the master bath, heated 3 car garage and the entire home is pre-wired for Automation Potential. Impressive grounds with stone walls, blue stone patio, south lawn and east lawn. A truly Inspired home!

133 Hyslop Rd Brookline Massachusetts

Asking Price: $4,500,000

Refund Amount: $56,250

Previously home to Arthur Fiedler, this sprawling Fisher Hill Estate, boasts over 10,000+/-sf beaming with natural light through 50+windows. Open and spacious entry reception room leads to grand living and dining rooms with French doors to 800+/-sf terrace. Oversized Chef’s kitchen, renovated in 2002, features large island, granite/stainless steel and LaCornue stove. Family room leads to 250+/-sf screen porch with outdoor fireplace. Currently 6 bedroom residence with several additional rooms including exercise room, library, and sunroom, PLUS 4 additional office-size rooms. 8 fireplaces throughout. The piece de resistance is the 10,000 bottle custom-built wine room. Large fenced-in back yard, drenched in afternoon sunlight showcases outdoor pool . 4-6 garage parking. Abundant storage includes cedar closet and several rooms/areas that can be explored for renovating. Note: Bathrooms and systems need updating.

235 Warren St Brookline Massachusetts

Asking Price: $4,500,000

Refund Amount: $56,250

Designed and built in 1987 in the fashionable Colonial Revival-style, this house on its one plus acre was created to be a gracious and substantial property and to overlook the gentle sweep of lawns. The grand interior which has approximately 7,400 square feet of living space offers fifteen rooms, six bedrooms, four fireplaces, four full and two half bathrooms. The elegant foyer leads to the main living level with well-proportioned rooms and lovely detail. Other features include a top-of-the-line kitchen, a magnificent master bedroom with a fireplace and a dressing room, and a lower level Great Room with a vaulted ceiling and many large decorative windows. The professionally landscaped grounds include a greenhouse, a patio, an in-ground swimming pool, and a cabana. There is a four-car garage. Other features include a caterers kitchen and a separate au pair suite . This property is in the Lincoln and Heath School districts.

102 Fernwood Rd Brookline Massachusetts

Asking Price: $3,850,000

Refund Amount: $48,125

This true contemporary gem is located in the prestigous and sought after Country Club area of Brookline and designed by architect Ira Rakatansky. Over 5,000 dramatic sqft of living space on multiple levels. Eleven rooms, with a startlingly impressive open floor plan. Living room with gracious fireplace, library area, gallery walls and steps down to the dining and family rooms. The master suite includes an office with fireplace. There are 4 additional bedrooms. The house is situated on 45,000 plus square feet of idyllic manicured land with a heated pool and lit tennis court. The finished basement is 2,000 sqft and includes a dark room. Ideal space for hobbies and play. 2 car attached garage and 2 car detached garage.

262 Woodland Rd Brookline Massachusetts

Asking Price: $3,850,000

Refund Amount: $48,125

Located in the prestigious Chestnut Hill Neighborhood of Brookline. Grand rooms for entertaining and fabulous family living overlooking handsome lush gardens. Exuding stylish sophistication, there is a home library and second floor media room. An extensively renovated serene master suite, 3 additional bedroom suites and a nanny hideaway with a separate entrance. The lower level features a billiard room, wine cellar and laundry room. This home is beautifully situated on a maturely landscaped half acre with a heated inground pool and spa . There is a three car garage. Close to the new shops and restaurants. Convenient short distance from the T and hospitals.

105 Woodland Rd Brookline Massachusetts

Asking Price: $3,800,000

Refund Amount: $47,500

This elegant, Georgian Colonial home is located in the coveted estate section of Brookline, and has had only three owners since 1922. The house has well proportioned rooms, hardwood floors, original detail, and a three car garage. This wonderful family home sits on a .90 acre lot with an expansive lawn, large stone terrace, and mature flowering shrubs and many trees. A perfect site for a pool and/or a tennis court. Within the lot, there are .37 acres that could be subdivided into a buildable lot

98 Carlton St Brookline Massachusetts

Asking Price: $3,580,000

Refund Amount: $44,750

This exceptional residence has been completely restored and is located in the sought-after Cottage Farm area of Brookline. This privileged neighborhood setting is steps from Boston’s Back Bay, historic Fenway Park, public transportation, and major routes into and out of the city. This luxuriously appointed home is brimming with fine period details. The living room and music room have walnut paneled walls and triple crown molding with gilded reliefs. The generously proportioned dining room opens to a wine room or large butler’s pantry. The family room has walls of glass and opens to the private walled garden. Chefs will adore the gourmet kitchen complete with Caesar stone counters, Wolf six-burner stove, Sub-Zero double refrigerator and family dining area. There are four bedrooms, highlighted by a luxurious master suite with sitting area and dressing room. Enjoy recreation in the lower level billiard room, bar, or gym. The property is completed by a two-car heated garage.


Local Statistics

15 Heath Brookline Massachusetts

Assessed Value: $11,111,111

112A Chestnut Brookline Massachusetts

Assessed Value: $9,999,999

56 Linden Brookline Massachusetts

Assessed Value: $6,191,000

30 Clyde St Brookline Massachusetts

Assessed Value: $4,407,200

120-E Seaver St Brookline Massachusetts

Assessed Value: $3,672,000

27 Colchester Brookline Massachusetts

Assessed Value: $3,173,000