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 TODAY, 11AM TO 12:30PMFLOOR 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

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

OPEN TODAY, 11:30AM TO 1:30PM

ABOUT THIS HOME
Cleveland Circle, MA Homes for Sale
BROOKLINE BEAUTY SEEKS BUYER!! LOCATION, LOOKS & PERKS GALORE! Vacant, Immaculate & Move-in READY! DEEDED Covered Parking? YES! YOUR Backyard? A Charming Brick Patio AND Ever Popular WALDSTEIN PARK/PLAYGROUND…Stroll, Relax, Play Tennis, Watch the Sun Set…ALL Just Outside! C & D MBTA Train At YOUR Front Door! Wide Open Floor Plan, GORGEOUS Granite Kitchen w Stainless Appliances (Energy Star Refrigerator/Freezer 2025) ~ Gleaming Hardwood Floors & Fresh Paint, NEW Roof 2024 ~ NEW 2025 Tankless Heat & HW System Saves $$ ~ Pretty TILE & STONE Bath! Enviable LOW CONDO FEE, EXTRA STORAGE SPACE & IN-UNIT LAUNDRY! You’ll LOVE it and HOW ABO

$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

$694,900

2 beds1 bath872 sq ft

12 Kilsyth Rd #2, Brookline, MA 02445

Large kitchen • High ceilings • Original woodwork

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

$1,440,000

3 beds2 baths1,759 sq ft

12 Kilsyth Rd #3, 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 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 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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ABOUT THIS HOME
Cleveland Circle, MA Homes for Sale
Classic Cleveland Circle two-bedroom condo flooded with natural light, offering the perfect opportunity. Situated in one of Boston’s most resilient rental corridors, this well-proportioned home features high ceilings, gleaming hardwood floors, and high-demand amenities, including an eat-in kitchen with gas cooking, ample cabinetry, and a private balcony directly off the kitchen. Both bedrooms offer functional layouts and solid closet space, complemented by a clean, tiled bath. Located in a professionally managed building with laundry facilities and dedicated basement storage, the condo fee conveniently includes heat and hot water for predictable monthly expenses. Enjoy unbeatable acce

$495,500

2 beds1 bath760 sq ft

21 Sutherland Rd #7, Brighton, MA 02135

Laundry facilities • Private balcony • Natural light

OPEN TODAY, 12:30PM TO 1:30PMFLOOR PLAN

ABOUT THIS HOME
Cleveland Circle, MA Homes for Sale
Location, convenience, and opportunity! Welcome to 15 Braemore Road, Unit 5, ideally situated in Brighton's desirable Cleveland Circle neighborhood, right on the Brookline line. This charming one-bedroom condo offers a wonderful combination of character, comfort, and city convenience, featuring beautiful hardwood floors, high ceilings, abundant natural light, and a spacious layout. The updated kitchen, private outdoor porch, and assigned parking add to the appeal. Convenient to the Green Line B, C, and D branches, commuting to Downtown Boston and surrounding neighborhoods couldn't be easier. Enjoy nearby restaurants, cafes, shops, and the scenic Chestnut Hill Reservoir, all while being conv

$450,000

1 bed1 bath688 sq ft

15 Braemore Rd #5, Brighton, MA 02135

Updated kitchen • Assigned parking • $587 HOA

OPEN TODAY, 11:30AM TO 12:30PMVIDEO TOUR

ABOUT THIS HOME
Cleveland Circle, MA Homes for Sale
Welcome to this spacious, renovated 1-bed condo with one assigned off-street parking space in the heart of Washington Square. A semi-private entrance opens directly into a generous open-concept living and dining area. The updated kitchen features premium stainless steel appliances, ample cabinetry, and a functional layout ideal for everyday living and entertaining. The oversized bedroom offers plenty of flexibility for a home office, exercise area, or reading nook. West-facing windows provide abundant natural light, complemented by high ceilings, hardwood floors, and generous closet space. Enjoy direct access to a shared outdoor patio and grill area located just outside the unit, an area pr

$599,000

1 bed1 bath869 sq ft

1742 Beacon St #2, Brookline, MA 02445

Renovated condo • Updated kitchen • Shared outdoor patio

OPEN TODAY, 11:30AM TO 12:30PM

ABOUT THIS HOME
Cleveland Circle, MA Homes for Sale
Corner 1-Bedroom on a Quiet Brighton Street Bordering Brookline, Parking Included!! Freshly painted and move-in ready! This first-floor corner unit in a charming brick low rise features 11 windows and a gracious layout with a spacious living room and a comfortably sized bedroom. The updated kitchen features new tile flooring and a brand-new dishwasher. The bathroom has a tiled tub/shower, modern lighting, and an updated vanity. Laundry is just steps away in the neighboring building within the same association. Best of all, the unit comes with one assigned parking spot! The location is within walking distance of several Green Line stops, including Sutherland Road, Englewood Avenue, and Cleve

$450,000

1 bed1 bath520 sq ft

4 Kilsyth Ter #11, Brighton, MA 02135

Corner unit • Updated kitchen • Tiled tub shower

ABOUT THIS HOME
Cleveland Circle, MA Homes for Sale
Ideally situated in one of Brookline’s most desirable neighborhoods, this 1-bedroom, 1-bath residence offers an outstanding opportunity to create your own space in an A+ location. Set in a professionally managed elevator building, the unit is ready for updating and offers excellent potential for both owner-occupants and investors. Amenities include a deeded off-street parking space, private basement storage, and on-site laundry. Enjoy an unbeatable location just steps from the MBTA Green Line C and D trains, Beacon Street shops and restaurants, vibrant Washington Square, and the Longwood Medical Area. Nearby parks, Waldstein Playground, and tennis courts add to the appeal. A wonderful

$479,000

1 bed1 bath632 sq ft

133 Beaconsfield Rd #14, Brookline, MA 02445

Waldstein playground • Tennis courts • Nearby parks

OPEN SUN, 12PM TO 1:30PM

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

$475,000

1 bed1 bath615 sq ft

136 Beaconsfield Rd #2, Brookline, MA 02445

Pet-friendly complex • Oversized windows • Hardwood floors

Property at 52 Strathmore Rd #46, Brighton, MA 02135, 1 bed, 1 bath

$416,500

1 bed1 bath665 sq ft

52 Strathmore Rd #46, Brighton, MA 02135

Property at 116 Sutherland Rd #8, Brighton, MA 02135, 2 beds, 1 bath

$460,000

2 beds1 bath742 sq ft

116 Sutherland Rd #8, Brighton, MA 02135

Property at 1840 Commonwealth Ave #8, Brighton, MA 02135, 1 bath

$299,000

Studio1 bath297 sq ft

1840 Commonwealth Ave #8, Brighton, MA 02135

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

$548,000

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

$615,000

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

$495,000

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

$395,000

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
$880,000
Fenway-Kenmore homes for sale
$1,250,000
Cambridgeport homes for sale
$1,337,500
Brighton homes for sale
$599,000
Mission Hill homes for sale
$525,000
Fenway / Kenmore Square homes for sale
$829,000
Allston homes for sale
$639,500
South Brookline homes for sale
$3,442,500
Chestnut Hill homes for sale
$2,495,000
Coolidge Corner homes for sale
$1,175,000

Cleveland Circle, MA real estate trends

$850K

Sale price

$739

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

246

Deals*

4.7

Satisfaction

1873

Homes closed*

* Data from the last year

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