Rarely available, this 3-bedroom, 2-bathroom upper-duplex condominium spans the top two floors of a charming boutique building on a quiet, residential Brookline street. Flooded with natural light from Pella windows on three exposures, the home features warm hardwood floors and a flexible, airy layout perfect for daily living, remote work, and entertaining.The main level opens to an oversized, sun-filled living and dining room highlighted by a ceiling fan, mini-split A/C, and a stunning wall of custom floor-to-ceiling built-ins. Ideal for home chefs, the eat-in kitchen pairs abundant wood cabinetry and granite countertops with a generous breakfast peninsula. Premium stainless steel appliances include a gas range with an externally vented hood, a dishwasher, and a full-size French-door refrigerator. A concealed, stacked laundry setup adds everyday convenience nearby. This floor also hosts a versatile bedroom, perfectly sized for a queen bed and a desk, and a stylish full bath with a glass-enclosed tiled rainfall shower and a smart toilet seat. Upstairs, two spacious bedrooms easily accommodate king-sized beds and feature individual mini-split AC, ceiling fans, and excellent storage, including a large walk-in closet in the primary bedroom. A second renovated full bath has a glass-enclosed tiled shower and smart toilet. Outside, residents enjoy a fully fenced backyard shared with only one neighbor, offering a peaceful retreat for grilling and outdoor dining. High-efficiency gas heat, secure keypad entry, and one assigned parking space at 275 Cypress St. complete this exceptional offering. Perfectly situated, the home offers effortless access to the Lincoln School, Brookline High School, the Emerald Necklace, Jamaica Pond, and Brookline Village. Commuting is seamless with the #60 bus right on the street and the Green Line "D" branch just a 10-minute walk away, providing direct connections to Longwood Medical Area, Chestnut Hill, and Downtown Boston. One cat and one small dog are welcome with vaccination records. Parking is for rent at $225/month.
12-month fixed term lease. Move in date Sept. 1, 2026. Can you ready a couple of days earlier. Water is included. Parking for rent at $225/month excluded from the rent, 1 spot. First month's rent, last month's rent to move in. Tenants pay their renting agent broker's fee.
244 Cypress St
Brookline, MA 02445
Apartment building
2-3 beds
In-unit laundry (W/D)
Available units
This building may have units for rent or for sale. Select a unit to contact.
What's special
Warm hardwood floorsEat-in kitchenGranite countertopsCeiling fanHigh-efficiency gas heatQuiet residential brookline streetCharming boutique building
Facts, features & policies
Unit features
Appliances
- Dishwasher
- Dryer
- Microwave oven
- Oven
- Refrigerator
- Washer
Flooring
- Hardwood
Heating
- Heat pump
Neighborhood: 02445
Areas of interest
Use our interactive map to explore the neighborhood and see how it matches your interests.
Travel times
Getting around
Walk Score®
/ 100
Very WalkableTransit Score®
/ 100
Good TransitBike Score®
/ 100
Biker's ParadiseNearby schools in Brookline
William H Lincoln School
Grades K-8 • 0.4 miles9/10
GreatSchools® Rating
Test Score Rating
10/10Student Progress Rating
8/10Brookline High School
Grades 9-12 • 0.6 miles8/10
GreatSchools® Rating
Test Score Rating
10/10College Readiness Rating
7/10Nearby apartments for rent
Listing order may reflect relevance, quality, and paid promotion.
Frequently asked questions
What is the walk score of 244 Cypress St?
244 Cypress St has a walk score of 79, it's very walkable.
What is the transit score of 244 Cypress St?
244 Cypress St has a transit score of 67, it has good transit.
What schools are assigned to 244 Cypress St?
The schools assigned to 244 Cypress St include William H Lincoln School and Brookline High School.
Does 244 Cypress St have in-unit laundry?
Yes, 244 Cypress St has in-unit laundry for some or all of the units.
What neighborhood is 244 Cypress St in?
244 Cypress St is in the 02445 neighborhood in Brookline, MA.








