Multi Million Dollar Showstopper Homes in Boston

This page is dedicated to some of the most expensive homes in Greater Boston.  I affectionately call this page, homes I would buy if I hit the lottery.

 


Active
A true masterpiece in redesign and restoration of a 120-year-old landmark home that sits proudly on Munroe Hill in historic Lexington, MA. Expertly designed with modern touches while maintaining many...
  • 6 Beds
  • 7 Baths
  • 7,500 sq ft
  • 24,424 lot
  • $4,295,000
  • Listed with Barrett Sotheby's International Realty
Active
Unique land and development opportunity on 5.54 acres. Restore a treasured Orchard Avenue estate or build a custom home. Potential of 3 building lots on an exclusive private road. Existing...
  • 7 Beds
  • 6 Baths
  • 5,607 sq ft
  • 241,210 lot
  • $4,250,000
  • Listed with Gibson Sotheby's International Realty
Active
Set on 2.66 majestic acres in sought after Dana Hall, this iconic estate has been beautifully updated and expanded to incorporate today's modern amenities, while preserving the property’s exceptional period...
  • 5 Beds
  • 6 Baths
  • 6,278 sq ft
  • 115,905 lot
  • $4,875,000
  • Listed with Compass
Active
Another Masterpiece by a well-known builder, set on a beautifully manicured half acre lot on Belmont Hill! Impressive two story foyer welcomes you into this 8,650 sqft exquisitely-designed home! A...
  • 7 Beds
  • 7 Baths
  • 8,650 sq ft
  • 21,110 lot
  • $3,595,000
  • Listed with Berkshire Hathaway HomeServices Commonwealth Real Estate
Active
Simply stunning, this Chestnut Hill single family home is an idyllic blend of historic architecture and modern amenities in a private, bucolic setting. First floor features spacious foyer entry flanked...
  • 5 Beds
  • 5 Baths
  • 6,078 sq ft
  • 16,731 lot
  • $4,500,000
  • Listed with Gibson Sotheby's International Realty
Active
Introducing Residence 5303 at Millennium Tower. This 2,773 square foot corner residence features 3 bedrooms, 4.5 bathrooms, 10-foot ceilings, custom Christopher Peacock Kitchen (one of only three in Millenium Tower)...
  • 3 Beds
  • 5 Baths
  • 2,773 sq ft
  • -- lot
  • $6,500,000
  • Listed with Compass
Active
Stunning 20th Floor corner 3bed/3bath home with incredible Back Bay views! This custom-designed condo boasts wonderful views of Trinity Church, the John Hancock Tower, the Charles River, the State House...
  • 3 Beds
  • 3 Baths
  • 1,796 sq ft
  • -- lot
  • $3,995,000
  • Listed with Berkshire Hathaway HomeServices Warren Residential
Active
This expanded Cape nestled on four idyllic acres along Bluefish River is on the market for the first time. Located in the heart of Duxbury Village, this park-like property is...
  • 5 Beds
  • 6 Baths
  • 4,772 sq ft
  • 176,418 lot
  • $3,675,000
  • Listed with Coldwell Banker Realty - Natick
Active
CASH COW with gross rents of $27,700/mo and $332,400 annually. Completed in 2018, 5-9R Trenton features 9 CONDO QUALITY UNITS. Building has 8 car attached garage, elevator and additional storage....
  • 21 Beds
  • 12 Baths
  • 8,417 sq ft
  • 4,694 lot
  • $5,490,000
  • Listed with Elevated Realty, LLC
Active
Open House!
Spectacular 1.1 Acre Lot in the heart of Waban with ample level yard for possible pool, pool or guest house, sport court or other options. Original 1929 house meticulously gut...
  • 6 Beds
  • 7 Baths
  • 7,138 sq ft
  • 48,285 lot
  • $4,595,000
  • Listed with Compass
Active
If you are looking for the ultimate address, you have arrived! Welcome to Four Seasons Private Residences at One Dalton in the heart of Back Bay! Live in the lap...
  • 2 Beds
  • 3 Baths
  • 1,363 sq ft
  • -- lot
  • $3,550,000
  • Listed with William Raveis R.E. & Home Services
Active
South End townhouse with street level one bedroom apartment. Owner's upper triplex with grand parlor level kitchen, dining & living level with original Victorian detail throughout; ornate plaster moldings, marble...
  • 4 Beds
  • 3 Baths
  • 3,387 sq ft
  • 1,615 lot
  • $3,695,000
  • Listed with Sprogis & Neale Real Estate
Active
South End townhouse with street level one bedroom apartment. Owner's upper triplex with grand parlor level kitchen, dining & living level with original Victorian detail throughout; ornate plaster moldings, marble...
  • 4 Beds
  • 3 Baths
  • 3,387 sq ft
  • 1,615 lot
  • $3,695,000
  • Listed with Sprogis & Neale Real Estate
Active
Open House!
“Top of The Hill” 4* Bed, 3.5 Bath NEW CONSTRUCTION home w/ private garage & stand-alone, office/au-pair suite. Meticulously designed duplex, gut-renovated to provide every modern convenience, while maintaining THE...
  • 4 Beds
  • 4 Baths
  • 3,640 sq ft
  • -- lot
  • $7,700,000
  • Listed with New Brook Realty Group, LLC
Active
Set in a tranquil neighborhood w/close proximity to Weston town center & just over 10 miles from Boston, this gorgeous estate checks every box. The beautifully restored & expanded Main...
  • 6 Beds
  • 9 Baths
  • 11,554 sq ft
  • 76,553 lot
  • $3,995,000
  • Listed with Compass
Active
This one-of-a-kind penthouse is in an iconic limestone building on the sunny side of Commonwealth Avenue. The elegant and bright four bedroom residence has windows on three sides and offers...
  • 4 Beds
  • 2 Baths
  • 2,796 sq ft
  • -- lot
  • $4,750,000
  • Listed with Campion & Company Fine Homes Real Estate
Active
This dramatic and sophisticated floor-through home presents an exceptional opportunity on the first block of Marlborough Street. Spanning the width of two sunny-side brownstones with direct elevator access, the spacious...
  • 4 Beds
  • 4 Baths
  • 3,636 sq ft
  • -- lot
  • $6,999,000
  • Listed with Campion & Company Fine Homes Real Estate
Active
This is a rare opportunity! Approved Variance and Plans to develop a Boutique building in the heart of Washington Square, Brookline. Approved for 5 Units + a Commercial Storefront. Total...
  • 5 Beds
  • 5 Baths
  • 5,080 sq ft
  • 4,229 lot
  • $3,750,000
  • Listed with Trio Realty Group
Active
Introducing the Penthouse Collection at EchelonSeaport! Corner 3 BR 3.5 BA Residence with a 129 SF Private Terrace. Expansive views of the Harbor and City lights of the Seaport! 2...
  • 3 Beds
  • 4 Baths
  • 2,222 sq ft
  • -- lot
  • $5,600,000
  • Listed with EchelonSeaport
Active
44 Penniman (c. 1918) is an incredibly handsome arts and crafts colonial on one of the most desirable streets in Brookline's Fisher Hill. Enter through a warm and welcoming foyer...
  • 5 Beds
  • 5 Baths
  • 5,706 sq ft
  • 9,531 lot
  • $3,650,000
  • Listed with MGS Group Real Estate LTD
Active
3 BR 3.5 BA Penthouse Residence with a 200 SF private terrace. Expansive views looking East to the Harbor and wraps around with Southern and Western city skyline views. 2...
  • 3 Beds
  • 4 Baths
  • 2,617 sq ft
  • -- lot
  • $5,768,700
  • Listed with EchelonSeaport
Active
Incredible opportunity! This 4-family building is set on a 8,703 square foot lot with 2 car parking. These 4 townhouse style units offer separate entrances, private outdoor spaces and direct...
  • 10 Beds
  • 5 Baths
  • 5,303 sq ft
  • 8,703 lot
  • $4,275,000
  • Listed with Coldwell Banker Realty - Cambridge
Active
Introducing the Penthouse at 122 Commonwealth Avenue, one of just three exclusive residences in a magnificently renovated brownstone in Back Bay. The Penthouse is the epitome of luxury, encompassing the...
  • 3 Beds
  • 4 Baths
  • 4,144 sq ft
  • -- lot
  • $13,200,000
  • Listed with Campion & Company Fine Homes Real Estate
Active
Introducing Residence 2 at 122 Commonwealth Avenue, one of three exclusive residences in a magnificently renovated brownstone located less than three blocks from the Boston Public Garden. Residence Two encompasses...
  • 3 Beds
  • 3 Baths
  • 2,194 sq ft
  • -- lot
  • $5,650,000
  • Listed with Campion & Company Fine Homes Real Estate
Active
Stunning, corner two bed, 3 full bath at the Four Seasons Private Residences. This spacious, sun filled home has been renovated with superior craftsmanship and luxurious finishes, featuring African Mahogany...
  • 2 Beds
  • 3 Baths
  • 1,807 sq ft
  • -- lot
  • $3,700,000
  • Listed with Gibson Sotheby's International Realty
Active
A rare offering of prime location & classic design is now available on one of Chestnut Hill's most coveted roads. Situated on almost 1 acre of landscaped grounds, this beautiful...
  • 5 Beds
  • 5 Baths
  • 5,643 sq ft
  • 43,181 lot
  • $4,150,000
  • Listed with Coldwell Banker Realty - Brookline
Conditional
Amazing Indoor Outdoor living in the City! This stunning 3 bedroom, 2.5 bathroom with 2 tandem garage parking blurs the line between indoors and outdoors! Take the direct access elevator...
  • 3 Beds
  • 3 Baths
  • 2,773 sq ft
  • 2,773 lot
  • $5,500,000
  • Listed with Gibson Sotheby's International Realty
Active
Impeccable design, exquisite interior finishes and premier construction are unparalleled in this custom 12,000 sq. ft. shingle style home sited beautifully on 7+ acres abutting conservation trails on one of...
  • 6 Beds
  • 7 Baths
  • 12,000 sq ft
  • 314,067 lot
  • $5,995,000
  • Listed with Coldwell Banker Realty - Weston
Active
Exquisite new construction Marlborough St single family! This 24' wide brick townhouse has been gut renovated and expertly designed by Boston's famed CBT Architects and constructed with the finest craftsmanship...
  • 4 Beds
  • 7 Baths
  • 4,754 sq ft
  • 1 lot
  • $9,995,000
  • Listed with MGS Group Real Estate LTD
Active
On the 29th floor of Bostons newest luxury building, One Dalton by the Four Seasons. This light filled private residence has two bedrooms, two and one half bathrooms with a...
  • 2 Beds
  • 3 Baths
  • 1,357 sq ft
  • -- lot
  • $3,500,000
  • Listed with Compass
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The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.