Like-New Masterpiece in Fisher Hill / Chestnut Hill area
6+ bedrooms | 4.5 bathrooms | 5,744 square feet
Walker’s delight! Located just over a block from top-rated Roland Hayes School (K to 8) and all-encompassing Elliot Park on one side and within a 5 minute walk of lively Cleveland Circle on the other side, 265 Dean is the ideal transition from urban living to the suburban dream.
Step inside 265 Dean Road
Masterfully blending historic charm with modern-day family living, this home offers much more than even meets the eye. Nestled between Fisher Hill and Chestnut Hill, the 6+ bedroom Colonial Revival house has been reimagined to meet the demands of today’s lifestyle while preserving its timeless elegance.
Originally designed by J.G. Hutchinson in 1914, this rare stucco Colonial Revival underwent a transformative renovation in 2021, creating a functional, family-friendly layout with thoughtful upgrades throughout.
At the heart of the home is a chef’s dream kitchen, featuring a Sub-Zero refrigerator (with water service), Thermador 6 burner range, expansive quartz countertops and secondary beverage plus wine fridges. Opening directly to a bright family room with custom built-ins is something you don’t always get with houses from this era. The formal living room offers an expanded entertaining area on the main living level with connectivity to a large, covered porch.
Here’s how 5,744 square feet of living space is split across the four levels:
- 1st Floor: 1,630 SF – An inviting and open layout perfect for entertaining
- 2nd Floor: 1,512 SF – Luxurious primary suite and spacious secondary bedrooms
- 3rd Floor: 1,220 SF – A private retreat for guests, work, or play
- Lower Level: 1,382 SF – Fully rebuilt with a perimeter French drain, perfect for a media room, gym, sports play and additional living space
- Outside: 9,987 SF Lot – Perfectly landscaped and features a detached garage.
Upstairs, the second floor is equipped with four bedrooms, including a luxurious primary suite with a spa-inspired bathroom. Don’t miss the oversized shower with a massive rain head! A walk-through closet includes plenty of hanging storage plus built in drawers for items that should be hidden.
The top floor is where this home really stretches out! Flexible space for guests or extended family as two more bedrooms, a secondary living room, a private office and a full bathroom (double vanity) will have your guests begging for more overnights.
This home effortlessly combines historic exterior character with state-of-the-art modern upgrades, including all-new windows, electrical wiring, plumbing and structural reinforcements. A multi-zoned Mitsubishi HVAC system ensures year-round comfort, while hardwired internet and signal enhancers provide reliable, high-speed connectivity throughout the home.
Last but not least, the quarter acre lot is almost perfectly flat after the completion of a large-scale leveling and drainage project in 2024. A stone block retaining wall was added around the backyard perimeter to create a level area for kids or pets to play. The yard was expanded further next to the 2-car garage with a turf area to maximize the usability of the lot.
265 Dean Road offers unparalleled convenience, just steps from top schools, scenic parks, and the bustling dining and shopping options of Cleveland Circle. The turnover of homes in this neighborhood is slim to say the least! Don’t miss this rare opportunity to enjoy modern family living in one of the Boston area’s most desirable neighborhoods.
Contact Us
