Bright white kitchen with a large island and adjoining dining area over hardwood floors.
Outdoor swimming pool bordered by stone paving, a pergola, and landscaped garden seating.
Bright white kitchen with a stainless gas range, marble counters, and hardwood floors.
Swimming pool with a white pergola and seating, framed by a stone wall and mature garden.
Two-story pale brick home with gray shutters, an ornate central entry, and an attached garage.
Entry foyer with curved dark wood stair railing and an open front door to the garden.
Living room with navy built-ins and fireplace, cream sofas, blue cushions, and a large window.
Living room with dark paneled walls, a tall window, cream sofa, and flower-filled vase on a round table.
Dining room with a large garden-facing window, wooden table, and upholstered armchairs.
Wet bar with distressed blue cabinets, glass-front cupboards, dark counter, and a small sink.
Entryway with built-in bench and gray tile floor, opening to a white kitchen and wallpapered powder room.
Living room with patterned seating, a gas fireplace, and large windows with a window seat.
Living room with a brown sofa, geometric rug, and French doors opening to a garden.
Living room with a brown sofa, geometric rug, and white coffee table beside a bright window.
Bedroom with a large white bed, blue throw, and a sitting area beside tall windows.
Bathroom with glass-enclosed shower, white vanity, patterned tile floor, and bathtub.
Bedroom with a white bed, blue throw, coral accents, wooden dresser, and giraffe toy.
Staged living room with a white sectional sofa, glass coffee table, and ping-pong table.
Landscaped stone patio with garden beds and outdoor dining beneath a green umbrella.
Stone backyard patio with umbrella-shaded dining set, garden beds, and steps to an upper terrace.
Backyard swimming pool surrounded by lawn, mature trees, patio seating, and a pergola.
Backyard swimming pool bordered by stone paving, mature trees, and a wooden pergola.
Garden patio with stone steps, flowering vines, and a small fountain pond.
Swimming pool with a stone retaining wall and steps, with a golden dog standing above.
SEE ALL PHOTOS
Bright white kitchen with a large island and adjoining dining area over hardwood floors.
Outdoor swimming pool bordered by stone paving, a pergola, and landscaped garden seating.
Bright white kitchen with a stainless gas range, marble counters, and hardwood floors.
Swimming pool with a white pergola and seating, framed by a stone wall and mature garden.
Two-story pale brick home with gray shutters, an ornate central entry, and an attached garage.
Entry foyer with curved dark wood stair railing and an open front door to the garden.
Living room with navy built-ins and fireplace, cream sofas, blue cushions, and a large window.
Living room with dark paneled walls, a tall window, cream sofa, and flower-filled vase on a round table.
Dining room with a large garden-facing window, wooden table, and upholstered armchairs.
Wet bar with distressed blue cabinets, glass-front cupboards, dark counter, and a small sink.
Entryway with built-in bench and gray tile floor, opening to a white kitchen and wallpapered powder room.
Living room with patterned seating, a gas fireplace, and large windows with a window seat.
Living room with a brown sofa, geometric rug, and French doors opening to a garden.
Living room with a brown sofa, geometric rug, and white coffee table beside a bright window.
Bedroom with a large white bed, blue throw, and a sitting area beside tall windows.
Bathroom with glass-enclosed shower, white vanity, patterned tile floor, and bathtub.
Bedroom with a white bed, blue throw, coral accents, wooden dresser, and giraffe toy.
Staged living room with a white sectional sofa, glass coffee table, and ping-pong table.
Landscaped stone patio with garden beds and outdoor dining beneath a green umbrella.
Stone backyard patio with umbrella-shaded dining set, garden beds, and steps to an upper terrace.
Backyard swimming pool surrounded by lawn, mature trees, patio seating, and a pergola.
Backyard swimming pool bordered by stone paving, mature trees, and a wooden pergola.
Garden patio with stone steps, flowering vines, and a small fountain pond.
Swimming pool with a stone retaining wall and steps, with a golden dog standing above.
Sold

42 Jefferson Rd.

42 Jefferson Rd., Brookline, MA 02467

$3,800,000
Beautifully set on lush, landscaped grounds in coveted Chestnut Hill, this phenomenal 11-room residence, with a slate roof, offers over 5,650 square feet of living space. There are five bedrooms and five full and two half renovated bathrooms. As soon as you enter, fine architectural details capture your attention with exquisite moldings, period appointments, and gorgeous oak flooring. The principal rooms on the main level are grand, which include a living room with a fireplace, a dining room with a built-in china cabinet, a stunning office/study with a fireplace and half bathroom, and a family room with a fireplace. The updated kitchen has a delightful eating area with doors opening out to the bluestone patio and beyond to the backyard setting with terraced gardens and magnificent in-ground swimming pool area. Additional highlights include a primary bedroom with two en suite bathrooms, a well-designed mudroom, and a finished lower level with direct outdoor access.

5
beds

7
baths

5,658 Sq.Ft. LIVING AREA

0.29 Acres lot

Eileen Strong O'Boy

Eileen Strong O'Boy

Features & Amenities

Interior

  • total bedrooms5
  • Total bathrooms7
  • full bathrooms5
  • half bathrooms2
  • Laundry room First Floor
  • Flooring Wood, Tile, Marble, Flooring - Hardwood
  • Fireplace Living Room
  • APPLIANCES Gas Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
  • other interior Features 3/4 Bath, Game Room, Den, Home Office, Bathroom, Wet Bar

Area & Lot

  • Status Sold
  • Date Sold January 15, 2025
  • Living Area5,658 Sq.Ft.
  • Total Area5,658 Sq.Ft.
  • Lot Area0.29 Acres
  • MLS® ID73239900
  • TypeResidential
  • YEAR BUILT1939
  • NeighborhoodWashington Square
  • Architecture StylesColonial
  • Elementary SchoolHeath / Hayes
  • High SchoolBrookline High

Exterior

  • Garage Space2.0
  • water SourcePublic
  • PoolIn Ground
  • roofSlate
  • lot featuresWooded
  • parkingAttached, Off Street
  • HEAT TYPECentral, Forced Air, Natural Gas, Fireplace
  • AIR CONDITIONINGCentral Air
  • sewerPublic Sewer
  • SubstructureConcrete Perimeter
  • security FeaturesSecurity System
  • other exterior FeaturesPatio, Pool - Inground, Rain Gutters, Storage, Sprinkler System, Fenced Yard, Garden, Outdoor Shower

Financial

  • Sales Price$3,800,000
  • Real Estate Tax $33,755/yr
  • Zoning Res
Bright white kitchen with a large island and adjoining dining area over hardwood floors.
Outdoor swimming pool bordered by stone paving, a pergola, and landscaped garden seating.

Fine architectural details!

– Eileen Strong O'Boy
Bright white kitchen with a stainless gas range, marble counters, and hardwood floors.

Washington Square

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Work With Eileen

With over thirty years of experience in all aspects of residential real estate, Eileen has established a reputation as one of the most successful agents in the Brookline-Newton market. Her clients and customers routinely benefit from her extensive knowledge in the area, and she has developed a very loyal following.
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Contact Details

Eileen Strong O'Boy

Phone

(617) 513-4343

Email

[email protected]

Address

27 Boylston Street Chestnut Hill, MA 02467

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