THE DETAILS: Take the elevator directly to this four-bedroom, four-bath penthouse that spans 2,517 square feet. Partnering with Planetta Design Group and TSP Smart Spaces, the interior features impressive touches, including a kitchen with high-end appliances, Carrara-veined stone, and a walk-in pantry, as well as an open floor plan with a two-sided fireplace.

The bespoke three-tone kitchen in the South End penthouse PHOTO BY DRONE HOME MEDIA

The bespoke three-tone kitchen in the South End penthouse

Entertaining is a breeze with a dining room that seats 12 and a custom wet bar. The corner primary suite features a soaking tub, heated floors and direct access to a private terrace. The exterior design is equally thoughtful, with a private head house, a custom bar, a roof deck, and two garage parking spaces. 595 Albany St., PH
Price: $3,795,000
Contact: Ricardo Rodriguez, 617.823.0072, [email protected], Coldwell Banker Realty, RicardoBoston.com

The landscape is reminiscent of a secluded European estate PHOTO BY REMARK VISIONS

The landscape is reminiscent of a secluded European estate

THE DETAILS: On Observatory Hill in Cambridge lies this 1922 Tudor Revival home. Nestled on a lush lot, the 5,734 square-foot estate features nine bedrooms, five and a half bathrooms and six fireplaces. The kitchen opens to a heated indoor pool, a spa, and a serene patio, and the primary suite boasts a private sauna and a spa-inspired bath. An attached cottage and generous acreage offer the rare opportunity for privacy and entertaining just steps from the always-bustling Harvard Square. 84 Garden St., Cambridge

The interior features masterful craftsmanship with wood honed on-site. PHOTO BY REMARK VISIONS

The interior features masterful craftsmanship with wood honed on-site.

Price: $8,800,000
Contact: Cathleen Lane, 617.943.9980, [email protected], Gibson Sotheby’s International Realty, gibsonsothebysrealty.com

A stately office in the Back Bay penthouse with gorgeous city views out the residence’s many windows PHOTO BY DRONE HOME MEDIA

A stately office in the Back Bay penthouse with gorgeous city views out the residence's many windows

THE DETAILS: This one-of-a-kind penthouse spans over 6,100 square feet across two floors in downtown Boston. Enjoy views of the skyline and the Charles River through any of the 38 windows or gaze across the city from the rooftop oasis, which features a green roof, fire pit, summer kitchen, hot tub and pool. Inside, find a custom kitchen, five bedrooms, an office, and six baths, with interiors by designer Eric Roseff. Park in any of the three garage spaces and take the elevator up directly to this urban escape. 401 Beacon St.
Price: $18,500,000
Contact: Collin Sullivan, 617.529.6622, [email protected], William Raveis Real Estate, raveis.com

“A singular Back Bay penthouse spanning two full floors and 6,100 square feet, wrapped in 38 windows and crowned by a private rooftop oasis with pool, spa, and panoramic river‑to‑skyline views...not to mention the three garage spaces.” –COLLIN SULLIVAN

The private garden terrace at this two-level Beacon Hill home PHOTO BY JACK VATCHER

The private garden terrace at this two-level Beacon Hill home

THE DETAILS: Situated on the coveted Flat of the Hill, this 4,442-square-foot two-level residence showcases 60-foot-wide frontage on private Beaver Place. A former carriage house built in the early 1900s, south-facing picture windows are abundant, including a living room bay window that frames a view of the Public Garden. The home features three en suite bedrooms and a private garden terrace with a pergola and a gas grill. The upper level boasts an open-concept kitchen, family room and dining room with ornate gas fireplaces. Complete with two private entrances and four parking spaces, it’s an almost unheard-of mixture of space and privacy in Beacon Hill.
Price: $7,295,000
Contact: Beth Dickerson, 617.510.8565, [email protected], Gibson Sotheby’s International Realty, bethdickerson.com

“This is a once-in-a-lifetime opportunity to own a 60-foot-wide carriage home with views of the Boston Common and four parking spaces in the heart of Beacon Hill. Don’t miss this one.” –BETH DICKERSON

This South End home was completely renovated from the studs in 2022 and features swoonworthy design by LTK Interiors. PHOTO BY JARED KUZIA

This South End home was completely renovated from the studs in 2022 and features swoonworthy design by LTK Interiors.

THE DETAILS: Spanning 5,500 square feet, this South End custom-designed single-family home boasts six bedrooms, five and a half-baths and windows on three sides. Enjoy city views up close from the expansive patio. The property, gutted to the studs and just recently completed in 2022, features state-of-the-art systems and radiant heat throughout. The thoughtful interior design lends a distinct personality and character that immediately welcomes. 31 Worcester St.
Price: $6,995,000
Contact: Megan Kopman, 617.309.9495, [email protected], Compass, compass.com

This majestic home is surrounded by over two acres of beautifully landscaped grounds  PHOTO BY: JACK VATCHER PHOTOGRAPHY

This majestic home is surrounded by over two acres of beautifully landscaped grounds

THE DETAILS: The Paine Estate is a Georgian Revival in Brookline’s prestigious Chestnut Hill. Built in 1929, this meticulously renovated 13,343-square-foot residence boasts seven bedrooms, 11 baths, and a grand entry hall. Highlights include a sunken living room overlooking the gardens, a fireplace-dining room, a gourmet chef’s kitchen, a wood-paneled library, exercise room, au pair suite and wine cellar.

The home’s primary bathroom. DRONE HOME MEDIA

The home's primary bathroom.

The primary suite offers his-and-hers bathrooms, a dressing room, and a private balcony. Set on over two acres, the estate features a parterre garden, a plunge pool, and an outdoor kitchen. 1014 Boylston St., Chestnut Hill
Price: $19,000,000
Contact: Deborah M. Gordon, 617.974.0404, deborah. [email protected], Coldwell Banker Realty and Tracy Campion, Campion & Company, 617-236-0711, [email protected], 1014boylstonstreet.com

“An architectural treasure that has been meticulously updated to combine traditional style and modern amenities in a thoughtful floor plan ideal for everyday living and grand entertaining.” – DEBORAH M. GORDON

The interior and layout of this home are a true one-of-a-kind PHOTO BY KIMBERLY HALLEN

The interior and layout of this home are a true one-of-a-kind

THE DETAILS: Two residences were expertly combined into this 5,000-plus-square-foot home that has some of the best views in the city. Completely gut-renovated by CAFCO Construction and designed by famed New York architect Alan Tanksley, the front-facing property showcases sweeping vistas of the Public Garden, pond, and skyline.

The residence is beautifully appointed and perfectly set on the Public Garden pond, with a large terrace on the park that adds additional outdoor living and dining areas. MAINE STREET MEDIA

The residence is beautifully appointed and perfectly set on the Public Garden pond, with a large terrace on the park that adds additional outdoor living and dining areas.

Enjoy them from the floor-to-ceiling windows, the generous heated private terrace with custom lighting and integrated sound, or the two additional private balconies overlooking Park Plaza. Additional amenities include a private elevator, a 24-hour concierge, two garage parking spaces and two private storage rooms. The Heritage on the Garden.
Price: Available upon request
Contact: Maggie Gold Seelig, 617.645.4999, [email protected], MGS Group Real Estate, mgsgrouprealestate.com

This Cape Cod waterfront estate is often mistaken for its neighbor, the iconic Kennedy compound. PHOTO BY TRACY SHEEHAN

This Cape Cod waterfront estate is often mistaken for its neighbor, the iconic Kennedy compound.

THE DETAILS: With Love Story sparking a renewed interest in JFK Jr. and Carolyn Bessette Kennedy, here is a rare opportunity to own one of Cape Cod’s most iconic waterfront estates next door to the famous Kennedy compound. The 13-bedroom stately colonial and guesthouse in Hyannis Port offers 410 feet of pristine sandy beach and breathtaking views of Nantucket Sound. The 11,626-square-foot property is set on over three acres of Olmsted Brothers-designed grounds. Highlights include a grand entry, formal dining room, luxurious primary suite, and a poolside terrace. 151 & 155 Irving Ave., Hyannis Port
Price: $21,500,000
Contact: Paul Grover, 508.364.3500, [email protected], Paul Grover Real Estate, paulgrover.com

“There’s nothing else like it on Cape Cod. A sprawling landmark estate in a walkable location right in the center of the village with 410 feet of sandy beach, sweeping views of Nantucket Sound and Olmsted-designed grounds is unprecedented.’ –PAUL GROVER