Cleveland Circle, MA homes for sale & real estate

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ABOUT THIS HOME
Cleveland Circle, MA Homes for Sale
Offered for the first time in 61 years, this is a rare opportunity to restore and reimagine a distinguished Colonial Revival residence in Brookline's coveted Fisher Hill neighborhood. Built in 1897, this remarkable home is rich in character, timeless architectural detail, and period charm, presenting an exceptional opportunity to create your dream home. Gracious, generously proportioned main rooms showcase the home's historic elegance, while three full levels of living space offer unlimited potential for customization and expansion. A striking oversized stained-glass window illuminates the main staircase, serving as a stunning focal point and a reminder of the home's enduring craftsmanship.

$2,350,000

6 beds3 baths5,030 sq ft

309 Buckminster Rd, Brookline, MA 02445

Separate entrance • Main staircase • Guest suite

OPEN THU, 5PM TO 6:30PMFLOOR PLAN

ABOUT THIS HOME
Cleveland Circle, MA Homes for Sale
Sun-filled and south-facing, 2-bedroom, 1-bathroom condo combines classic charm with modern updates in a prime Brookline location. Set on the second floor of a professionally managed brick building on Beacon Street, the home features a welcoming entry foyer, a bright living room with bay windows and a charming decorative fireplace, and an updated kitchen with granite breakfast bar, stainless steel appliances, and ample cabinetry. Two generously sized bedrooms offer flexibility for roommates, guests, or a home office. Hardwood floors and crown molding add timeless character throughout. Located just steps from the Green Line and moments from Washington Square, Coolidge Corner, Longwood Medica

$635,000

2 beds1 bath806 sq ft

1834 Beacon St #5, Brookline, MA 02445

Decorative fireplace • Bright living room • Bay windows

ABOUT THIS HOME
Cleveland Circle, MA Homes for Sale
NEW PRICE ~ OPPORTUNITY KNOCKS!! LOCATION, LOOKS & PERKS GALORE in WASHINGTON SQUARE! Now Vacant, Immaculate & Move-in READY! DEEDED Covered Parking? YES! YOUR Backyard? A Charming Brick Patio AND Ever Popular WALDSTEIN PARK/PLAYGROUND…Stroll, Play Tennis & Sports, Watch the Sun Set…ALL Just Outside! C & D MBTA Train At YOUR Front Door! Wide Open Floor Plan, GORGEOUS Kitchen w/ Granite Countertops & Stainless Appliances (Energy Star Refrigerator/Freezer 2025) ~ NEW Hardwood Floors & Fresh Paint in 2023, NEW Roof 2024 ~ UPGRADED Electric & NEW 2025 Tankless Heat & HW System ~ Shiny Updated TILE & STONE Bath! Enviable LOW CONDO

$698,900

1 bed1 bath905 sq ft

1795 Beacon St Unit 1A, Brookline, MA 02445

Charming brick patio • Covered parking • Wide open floor plan

ABOUT THIS HOME
Cleveland Circle, MA Homes for Sale
Classic charm meets modern convenience in Washington Square! This exceptional, voluminous 2-bedroom, 1-full-bath residence is situated on the quiet, raised first floor of an intimate, professionally managed 4-unit building. The home features brand-new, oversized windows that flood the bedrooms with bright, uplifting air and light, combining classic historic character with premium updates, including soaring high ceilings, meticulously restored original woodwork, and beautifully refinished hardwood floors throughout. Flowing inward past a traditional, well-proportioned entry gallery, the interior has been expertly plastered and painted, complemented by a separate, large kitchen featuring new

$699,900

2 beds1 bath872 sq ft

12 Kilsyth Rd #2, Brookline, MA 02445

Large kitchen • High ceilings • Original woodwork

LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
Cleveland Circle, MA Homes for Sale
Turnkey Investor Opportunity in Prime Brookline! Garden-level condo situated in a well-maintained brownstone between Washington Square and Cleveland Circle. Featuring high ceilings and hardwood flooring with spacious bedrooms, a full kitchen, and an inviting living area. Low condo fees include heat and water. Common laundry is on the same floor. Excellent commuting location with quick access to the B, C, and D Green Line stations, Longwood Medical Area, and downtown Boston. Steps away from local dining, shopping, and parks. Reliable tenants in place through September 2027. Collect rent from Day 1 with zero vacancy

$495,000

2 beds1 bath884 sq ft

1834 Beacon St Unit B1, Brookline, MA 02445

Full kitchen • Inviting living area • Garden-level condo

Property at 12 Kilsyth Rd #3, Brookline, MA 02445, 3 beds, 2 baths

$1,445,000

3 beds2 baths1,759 sq ft

12 Kilsyth Rd #3, Brookline, MA 02445

Property at 3 Strathmore Rd, Brookline, MA 02445, 8 beds, 3 baths

$3,100,000

8 beds3 baths5,118 sq ft

3 Strathmore Rd, Brookline, MA 02445

Property at 292 Clinton Rd, Brookline, MA 02445, 6 beds, 4.5 baths

$3,700,000

6 beds4.5 baths4,350 sq ft

292 Clinton Rd, Brookline, MA 02445

Property at 9 Willard Rd, Brookline, MA 02445, 4 beds, 3.5 baths

$6,450,000

4 beds3.5 baths4,825 sq ft

9 Willard Rd, Brookline, MA 02445

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OPEN SAT, 12PM TO 2PM

ABOUT THIS HOME
Cleveland Circle, MA Homes for Sale
Sun-filled and stylish, this inviting high first-floor 1-bedroom, 1-bath condominium offers generously proportioned, open and airy living space in a prime Brookline location. The spacious living room easily accommodates both seating and dining areas, while oversized windows, hardwood floors, and generous closet space create a warm and comfortable feel. An assigned off-street parking space #10 is conveniently located right outside the door. The pet-friendly complex offers on-site laundry, professional management, and heat and hot water included in the low condo fee. Ideally situated between Washington Square and Cleveland Circle, just moments from the Beaconsfield D Line and Dean Road C Line

$499,000

1 bed1 bath615 sq ft

136 Beaconsfield Rd #2, Brookline, MA 02445

Pet-friendly complex • Oversized windows • Hardwood floors

ABOUT THIS HOME
Cleveland Circle, MA Homes for Sale
Top floor, corner, private, large, one bedroom split with balcony in Cleveland Circle. Recently renovated. Six (6) large windows + balcony glass door facing three (3) bright, sunny exposures. South-facing, private balcony off of eat-in kitchen with granite counter. Bathroom with double shower niche. Bedroom has two (2) closets and fits queen size bed. Five (5) closets. Large foyer. Hardwood floors, high ceilings. Laundry on site. Professionally managed, Art Deco building with elevator. Maximum rental potential as a one (1) bedroom split for two roommates with each bedroom on opposite sides of the apartment. Cleveland Circle, Beacon St. , and Commonwealth Ave. B, C, D trains, and buses. Leas

$422,900

1 bed1 bath665 sq ft

52 Strathmore Rd #46, Brighton, MA 02135

Private balcony • Art deco building • High ceilings

ABOUT THIS HOME
Cleveland Circle, MA Homes for Sale
Not your typical Brighton condo. Set on the Brookline line, this move-in-ready top-floor end-unit 2-bed, 1.5-bath townhouse pairs 1,000+ sq ft across two spacious levels with something much harder to find: your own private roof deck, off-street parking, and dedicated storage. The main level features pristine hardwood floors, a spacious living room with wood-burning fireplace and French doors to a common balcony, dedicated dining space, and an updated kitchen with granite counters, stainless appliances, and gas cooking. In-unit laundry, half bath, and an oversized storage closet round out the level. Upstairs, two generously sized bedrooms each offer double closets, with the primary opening t

$699,000

2 beds1.5 baths1,090 sq ft

40 Cummings Rd #4, Brighton, MA 02135

Dedicated storage • In-unit laundry • Second balcony

ABOUT THIS HOME
Cleveland Circle, MA Homes for Sale
Sunny 2-bed, 1-bath corner unit on the 2nd floor in sought-after Sutherland Village, Brighton — a prime location minutes from Boston College (~1.5 mi), Boston University (~2.5 mi). Commuting is easy with the Sutherland St Green Line (B) station just a 2-minute walk and Cleveland Circle (B/C lines) nearby. Cleveland Circle, Brighton Center, and Commonwealth Ave put shops, restaurants, and cafes all within reach. The unit has been tastefully renovated: young windows (within 3 years), brand-new kitchen appliances including gas stove, refrigerator, and microwave. new bathroom toilet and vanity, freshly painted walls throughout, and gleaming hardwood floors. Heat and hot water are included

$475,000

2 beds1 bath742 sq ft

116 Sutherland Rd #8, Brighton, MA 02135

Cleveland circle • In-ground pool • Corner unit

FLOOR PLAN

ABOUT THIS HOME
Cleveland Circle, MA Homes for Sale
Welcome to this charming two-room studio in the heart of Cleveland Circle. Located on the second floor of a professionally managed building, this thoughtfully laid-out condo offers a functional floor plan with the kitchen separated from the living and sleeping area. The condo has been freshly painted and features newly refinished hardwood floors, a new quartz countertop and sink, newer windows, and a spacious deep closet for ample storage. The two-room layout offers flexibility for comfortable living, dining, and working from home. Enjoy a prime Cleveland Circle location with the Chiswick Road Green Line B stop just steps from your front door, providing easy access to Boston University, dow

$299,000

Studio1 bath297 sq ft

1840 Commonwealth Ave #8, Brighton, MA 02135

Freshly painted • Newer windows • Spacious deep closet

ABOUT THIS HOME
Cleveland Circle, MA Homes for Sale
Experience modern luxury at 291 Tappan Street, a Brookline masterpiece where cutting-edge architecture meets high-end craftsmanship. Spanning approximately 3,539 square feet, this residence features floor-to-ceiling windows, 9-foot ceilings, and white oak flooring. The chef’s kitchen is a showstopper with Calacatta gold quartz and Miele appliances, while a private elevator provides effortless access to all levels, from the garage to your private roof deck. The seamless indoor-outdoor flow leads to an expansive roof deck and a truly remarkable backyard oasis. This custom-built retreat is designed for ultimate relaxation, featuring a private sauna and hot tub for a spa-like experience a

$4,375,000

5 beds5.5 baths3,539 sq ft

291 Tappan St #291, Brookline, MA 02445

Private sauna • Hot tub • Roof deck

Property at 36 Cummings Rd #2, Brighton, MA 02135, 2 beds, 1.5 baths

$689,000

2 beds1.5 baths1,225 sq ft

36 Cummings Rd #2, Brighton, MA 02135

Property at 1731 Beacon St #311, Brookline, MA 02445, 2 beds, 1 bath

$775,000

2 beds1 bath947 sq ft

1731 Beacon St #311, Brookline, MA 02445

Property at 4 Chiswick Rd #31, Brighton, MA 02135, 2 beds, 1 bath

$589,000

2 beds1 bath838 sq ft

4 Chiswick Rd #31, Brighton, MA 02135

Property at 36 Cummings Rd #4, Brighton, MA 02135, 2 beds, 1 bath

$620,000

2 beds1 bath1,110 sq ft

36 Cummings Rd #4, Brighton, MA 02135

Property at 362 Tappan St, Brookline, MA 02445, 6 beds, 6 baths

$4,250,000

6 beds6 baths5,739 sq ft

362 Tappan St, Brookline, MA 02445

Property at 374 Chestnut Hill Ave #54, Brighton, MA 02135, 2 beds, 1 bath

$499,000

2 beds1 bath852 sq ft

374 Chestnut Hill Ave #54, Brighton, MA 02135

Property at 26 Chiswick Rd #6, Brighton, MA 02135, 1 bed, 1 bath

$345,000

1 bed1 bath470 sq ft

26 Chiswick Rd #6, Brighton, MA 02135

Property at 1731 Beacon St #713, Brookline, MA 02445, 2 beds, 1 bath

$749,000

2 beds1 bath903 sq ft

1731 Beacon St #713, Brookline, MA 02445

Property at 1742 Beacon St #2, Brookline, MA 02445, 1 bed, 1 bath

$625,000

1 bed1 bath869 sq ft

1742 Beacon St #2, Brookline, MA 02445

Property at 133 Beaconsfield Rd #23, Brookline, MA 02445, 2 beds, 1 bath

$570,000

2 beds1 bath757 sq ft

133 Beaconsfield Rd #23, Brookline, MA 02445

Property at 75 Strathmore Rd Unit 6A, Brighton, MA 02135, 1 bed, 1 bath

$449,000

1 bed1 bath573 sq ft

75 Strathmore Rd Unit 6A, Brighton, MA 02135

Property at 291 Tappan St, Brookline, MA 02445, 5 beds, 6 baths

Contact for price

5 beds6 baths3,539 sq ft

291 Tappan St, Brookline, MA 02445

Property at 70 Strathmore Rd Unit 10B, Brighton, MA 02135, 1 bath

$299,900

Studio1 bath335 sq ft

70 Strathmore Rd Unit 10B, Brighton, MA 02135

Property at 100 Lanark Rd #8, Brighton, MA 02135, 1 bed, 1 bath

$398,000

1 bed1 bath560 sq ft

100 Lanark Rd #8, Brighton, MA 02135

Average home prices near Cleveland Circle, MA

Cities

Neighborhoods

Jamaica Plain homes for sale
$899,000
Fenway-Kenmore homes for sale
$1,250,000
Cambridgeport homes for sale
$1,112,500
Brighton homes for sale
$629,000
Mission Hill homes for sale
$564,950
Fenway / Kenmore Square homes for sale
$799,250
Allston homes for sale
$660,000
South Brookline homes for sale
$3,095,000
Chestnut Hill homes for sale
$2,495,000
Coolidge Corner homes for sale
$1,400,000

Cleveland Circle, MA real estate trends

$615K

Sale price

$776

Sale $/sq ft

Under list price

0.7%

Days on market

Down payment

67.2%

Total homes sold

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13 Redfin agents serving Cleveland Circle

251

Deals*

4.7

Satisfaction

1862

Homes closed*

* Data from the last year

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