Brookline, MA Homes between $1,500,000 and $2,000,000 for Sale

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Newest Brookline, MA Homes between $1,500,000 and $2,000,000 for Sale

$1,595,000

3 Beds ⋅ 2 Baths ⋅ 73593886 MLS ⋅ ['Walnut Crossing'] BLDG.

Checking all the boxes!! Constructed from the ground up in 2021, 69 Walnut #7 offers 3 beds, 2 baths, private balcony, elevator, direct access garage parking, common rooftop terrace, and 2 additional storage closets at Walnut Crossing. All of this in a 16 unit condominium building located across from the center of Brookline Village with close proximity to the Longwood Medical area, The Green Line, Elementary School, Parks and the Brookline Reservoir. High end finishes throughout, Open concept kitchen featuring Bosch appliances, 5 burner gas cooktop, quartz countertops , breakfast bar and beautifully and functionally designed cabinetry. Corner unit with oversized windows allowing the natural light to pour in. Walnut crossing is a professionally managed boutique condominium that is a must see for the discerning buyer.

69 Walnut Street Unit 7, Brookline

Listing courtesy of Listing Agent: Meyers Zakon Team from Listing Office: Coldwell Banker Realty - Boston.

$1,600,000

4 Beds ⋅ 2 Baths ⋅ 73591294 MLS

Flooded with natural light, this elegant 4-bedroom, 2-full-bath condominium offers over 2,200 sq ft of expansive living across the second & third floors of a two-family home. Beautiful hardwood floors, recessed lighting, period details, & a flexible layout provide a gracious setting for both relaxed living & stylish entertaining. A fireplace anchors the inviting living family room, while the updated kitchen features sleek quartz countertops. The stunning open-concept top floor showcases soaring cathedral ceilings with 3 new skylights, creating an airy, sun-filled retreat. The oversized primary bedroom is a peaceful sanctuary with a walk-in closet & its own private porch—an inviting spot for morning coffee or unwinding at day’s end. A second private porch extends from a rear bedroom, offering another quiet outdoor escape. Shared gardens add charm & greenery, while basement storage, garage parking, plus 1 additional parking space bring everyday convenience to this distinctive Brookline residence. Conveniently located near the Green Line’s C branch & Washington Square’s shops & restaurants.

146 University Rd Unit 146, Brookline

Listing courtesy of Listing Agent: Karen Nickel from Listing Office: Hammond Residential Real Estate.

$1,695,000

4 Beds ⋅ 2 Baths ⋅ 73590092 MLS ⋅ ['4 Alton Court Condominium'] BLDG.

Classic Back Bay graciousness in a beautiful courtyard setting. This corner residence offers four exposures and an abundance of natural light, blending timeless architectural charm with spacious, comfortable living. The inviting floor-through layout features four generously sized bedrooms with high ceilings, oak hardwood floors, two renovated baths, and the living room area includes a room for den/family. A delightful dining room with classic wainscoting flows into a bright, welcoming kitchen appointed with custom cabinetry, Corian countertops, and stainless-steel appliances. Additional highlights include newer windows, in-unit laundry, two private storage rooms, and access to a stunning roof deck. Ideally located near the Longwood Medical Area, parks, schools, and public transportation, with convenient access to Boston University, Cambridge, and the vibrant shops, cafés, and restaurants of Coolidge Corner and Beacon Street.

4 Alton Court Unit 3, Brookline

Listing courtesy of Listing Agent: Susan and Jen Rothstein Team from Listing Office: Hammond Residential Real Estate.

$1,950,000

11 Beds ⋅ 3 Baths ⋅ 73584003 MLS

You don't want to miss out on this investment opportunity Gem! Come check out this charming, lovely huge 3-family house in the heart of Chestnut Hill Brookline. The property features 3 units with over 4500 SF, with an unfished basement with new coin laundry. New Electrical with separate meters was updated. Unit 1 is a 3-bedroom 1 bathroom with, a washer and dryer in the unit. Unit 2 is a 4/5 bedroom 1 bathroom with a recently renovated kitchen and bathroom. Unit 3 is a 4-bedroom 1 bathroom that has hardwood flooring throughout. All units are leased till the end of August 2027. This property is a 5-minute walk to the Hayes school and Brookline Reservoir. This property has easy highway access and public transportation (60 bus C and D train). The property is a 10-minute drive to the Longwood medical area. This attractive multifamily opportunity allows investors to own a stable cash flow! This investment won't last!

753 Boylston St, Brookline

Listing courtesy of Listing Agent: Vena Priestly from Listing Office: Rise Signature Homes.

$1,700,000

5 Beds ⋅ 4 Baths ⋅ 73583014 MLS

Attached Corner Townhouse Sun-Filled Living, offers four bedrooms across four thoughtfully designed levels, complemented by a private patio and two composite decks. Wall-to-wall sliders flood the home with natural light while framing beautiful panoramic treetop and sky views.Behind its classic brick exterior, the home offers a spacious and distinctive interior with an impressive blend of character, comfort, and modern convenience. The kitchen features stainless steel appliances, an induction range, French-door refrigerator, and granite countertops. Custom built-ins and generous closet space provide exceptional storage throughout. Mitsubishi mini-split heat pumps in every room provide efficient year-round heating and cooling. The lower-level bedrooms feature private walk-out access, offering flexibility for guests, a home office, or additional living space.Located on a picturesque, tree-lined street that combines historic charm with modern urban living, the property is just steps from the C and D Line T, grocery stores, restaurants, and neighborhood amenities. A rare opportunity to enjoy privacy, natural light, outdoor space, and exceptional city convenience in one of the area’s most desirable neighborhoods.

184 Rawson Road, Brookline

Listing courtesy of Listing Agent: Azeddine Fadli from Listing Office: Property Navigator.

$1,600,000

4 Beds ⋅ 2 Baths ⋅ 73581197 MLS

Classic early 1900s rowhouse unit at the base of Aspinwall Hill, steps to Washington Square, renovated and converted in 2017. Well-appointed second-floor home with a flexible layout, featuring large, open kitchen, dining, and living spaces, and four bedrooms, or three-plus-office. Spacious walk-in closet, double vanity, and tiled shower at the primary suite. Well-appointed hallway full-bathroom. Private rear deck off the fourth bed/office. Plentiful closet space; custom Elfa built-in shelving. Hardwood floors throughout, with trim and moulding details, and large windows for plentiful natural light. Storage area in the basement. Rental parking regularly available nearby. Well-run, fully owner-occupied Association. Half a block to Washington Square, dense with celebrated eateries, and the Green Line (C Branch); walkable to Schick Park, Brookline Village, and Coolidge Corner; easy to Downtown.

177 Winthrop Road Unit 3, Brookline

Listing courtesy of Listing Agent: Bernadine Tsung Megason from Listing Office: Dreamega International Realty LLC.

$1,540,000

2 Beds ⋅ 3 Baths ⋅ 73581124 MLS ⋅ ['16 Kent Square Condominium'] BLDG.

Set in a beautiful 1875 brick Second Empire Victorian between Brookline Village, Coolidge Corner, and the Longwood Medical Area, this two-bedroom-plus-den duplex is architecturally designed and seamlessly renovated. It offers three full baths and nearly 1,800 square feet of thoughtfully designed living space, creating a flexible setting for comfortable living and entertaining. Features include high ceilings, crown molding, recessed lighting, hardwood floors throughout, and abundant natural light.The main level’s 2012 open kitchen and dining area features custom cabinetry, stainless steel appliances, gas cooking, granite countertops, and a breakfast peninsula. It also opens onto a large private deck—perfect for alfresco dining—with views of Parsons Field and the lovely common yard.Also on this level are a beautiful living room with bow-front windows and a fireplace, a den/office with French doors, 2021 laundry, and a full bath with a whirlpool tub and shower.Upstairs, the luxurious primary suite features a walk-in closet, cathedral ceiling, and spa-like bath with a whirlpool tub and walk-in shower. A second spacious bedroom with a skylight and full bath completes the upper level.Additional features and updates include two-car parking and a 2018 high-efficiency heating and air-conditioning system. The property underwent a renovation down to the studs in 2006. See the attached full list of updates.Enjoy easy access to shops, restaurants, Longwood Playground, Lawrence School, the Riverway, and the C and D Green Line “T.” With beautiful parks, excellent transportation, grocery stores, cafés, restaurants, entertainment, and neighborhood services close at hand, 16 Kent Square is ideally situated for enjoying the very best of Brookline living.

16 Kent Sq. Unit 2, Brookline

Listing courtesy of Listing Agent: Irene Kerzner from Listing Office: Hammond Residential Real Estate.

$1,999,900

3 Beds ⋅ 3 Baths ⋅ 73580971 MLS

129 Walnut Street, Brookline is THE BEST of ALL WORLDS. A Classic Brick Rowhouse on the outside. Modern Contemporary Design on the inside. In 2026, the entire Building underwent a TOTAL RENOVATION, fully restored Top to Bottom. Taken all the way down to the “studs” by a Local, Experienced Design-Build Team who Reimagined REALITY. Every Finish, Each Detail, Thoughtfully Curated. U1, the “Parlor Duplex,” offers 3 Bedrooms, 2.5 Bathrooms across 2 Living Levels with 2,272 Square Feet. A Private Patio off the bedroom leads to a FENCED-IN YARD, creating your own Brookline oasis. The CHEF’S KITCHEN features SUB-ZERO Refrigeration, WOLF Cooktop & MIELE Dishwasher. High-End Finishes throughout include PORCELANOSA Double Vanity, Soaking Tub & Wall-Mounted Faucets, TOTO Toilets, VISUAL COMFORT Light Fixtures & EMTEK Doorknobs. Located in the heart of Brookline’s Pill Hill Historic District, convenient to Brookline Village shops, Restaurants & Playgrounds. School District is the Top-Rated Lincoln School (K-8). 129 Walnut Street is part of a rare post-Civil War Rowhouse trio showcasing picturesque GOTHIC REVIVAL DESIGN. Built by George Richardson, these Brick Townhomes feature decorative woodwork & distinctive design. The Award-Winning SOUSA ARCHITECTS designed both layouts to allow buyers to “Live, Work & Play” within these inviting spaces. The U1 Floor Plan offers flexibility with Options, a feature buyers value in today’s marketplace. This perfectly designed Lower Duplex utilizes every square inch of space & delivers CUSTOM STORAGE at every turn.

129 Walnut Street Unit 1, Brookline

Listing courtesy of Listing Agent: Collin Bray from Listing Office: Century 21 Cityside.

$1,950,000

4 Beds ⋅ 2 Baths ⋅ 73577225 MLS

A rare opportunity to own a beautifully maintained traditional two-family home on a desirable, tree-lined residential street. Offering exceptional flexibility for multigenerational living, an owner-occupant seeking rental income, or an investment property, this inviting home combines classic character with thoughtful updates. Both spacious apartments feature welcoming entry halls, living rooms with fireplace, sunrooms, elegant dining rooms with double china cabinets, renovated kitchens with granite countertops, tile floors and stainless-steel appliances, two bedrooms, and a full hall bathroom. The second-floor residence offers exciting expansion potential in the walk-up attic. Glowing natural woodwork, hardwood floors and custom cabinetry add warmth and timeless appeal throughout. Outdoor living includes a welcoming front porch, second-floor deck, and patio in a backyard. A spacious basement with extensive storage and laundry, along with a two-car garage and wide driveway, offers exceptional convenience for parking and storage. Ideally located near the Brookline Hills T, Brookline High School, Lincoln School, Brookline Reservoir, parks, cafés, markets, and shops, with easy access to the Longwood Medical Area and Downtown Boston. An active neighborhood association further enhances this vibrant and welcoming community.

36 Milton Road, Brookline

Listing courtesy of Listing Agent: Susan and Jen Rothstein Team from Listing Office: Hammond Residential Real Estate.

$1,950,000

2 Beds ⋅ 3 Baths ⋅ 73573463 MLS ⋅ ['Fisher Hill Estates'] BLDG.

Rarely available three-level townhouse in the historic 1881 Peabody & Stearns-designed Carriage House at Fisher Hill Estates, set on approximately 13 acres of beautifully landscaped grounds with a private heated pool and tennis courts. This distinctive Brookline residence combines architectural character, dramatic scale, thoughtful updates, and exceptional privacy in a highly desirable setting. The main level opens to an impressive living and dining area with exposed beams, abundant natural light, and a soaring 25-foot atrium ceiling, creating a striking sense of volume and openness. The renovated kitchen features quartz countertops, updated appliances, generous cabinetry and storage, a center island, and a comfortable breakfast area. A guest bathroom completes this level.Upstairs, the spacious primary suite includes an en-suite bathroom with double vanity and shower, a walk-in closet, and a separate dressing room. A second bedroom and full hall bathroom complete the second floor. The third floor offers flexible additional space ideal for a home office, den, guest room, or studio. The residence also includes two-car garage parking with direct interior access. Tucked away near the Buckminster Road entrance and set well back from Boylston Street, the home is across from Brookline Reservoir Park and offers convenient access to the Longwood Medical Area, Downtown Boston, the Brookline Hills Green Line D stop, Chestnut Hill, Brookline Village, and Washington Square. A compelling combination of historic pedigree, dramatic architecture, resort-style amenities, and outstanding Brookline convenience.

563 Boylston Street Unit 563, Brookline

Listing courtesy of Listing Agent: Susan and Jen Rothstein Team from Listing Office: Hammond Residential Real Estate.

$1,599,000

3 Beds ⋅ 2 Baths ⋅ 73573430 MLS

Nestled on a tree-lined Brookline block, this beautifully updated, move-in ready residence seamlessly blends timeless mid-century elegance with crisp, contemporary charm. Impeccable design and beautifully curated fixtures and finishes distinguish every inch of this elegant home. The expansive formal living room, graced with a fireplace and picture window, flows easily into the open-plan dining area and kitchen. It also connects to an inviting first floor family room. Remodeled in 2025, the airy open kitchen is outfitted with quartz countertops, a large central island, a Wolf range, and modern appliances. A gorgeous new window and an ingenious Dutch door offer great sight lines to the stone patio and generous backyard / garden from the kitchen and dining area. The main level also offers three spacious bedrooms including a luxurious primary suite with a walk-in closet and a fully renovated ensuite bathroom that balances vintage charm with modern touches. The two other main level bedrooms share a second full bathroom. The versatile walkout lower level, recently re-finished, includes a convenient office, gym or flex guest space, a spacious rec room or play room, a picture-perfect laundry room with a built-in sink and storage, and direct access to the attached garage. Numerous infrastructure upgrades over the last few years include a new heat pump / AC system on the main level, new blown-in insulation, recessed lighting, refinished hardwood floors, updated fixtures, interior paint and wallpaper, and Pex plumbing in the kitchen and primary bath. Exterior updates include a newly mechanized garage door, extensive landscaping, and new window-boxes and house numbers. This property is located in Brookline's desirable Baker School area convenient to Putterham Circle, Chestnut Hill shopping, public and private schools, the golf course, and the Putterham Library. Enjoy a quick commute to downtown and Longwood. A wonderful opportunity to land in a thoughtfully renovated, turn-key home at an affordable price in a beloved Brookline neighborhood!

154 Bellingham Rd, Brookline

Listing courtesy of Listing Agent: Elisabeth Preis from Listing Office: Compass.

$1,649,000

4 Beds ⋅ 3 Baths ⋅ 73572511 MLS

Captivating colonial tastefully designed for elegant entertaining and comfort in mind. Privacy + nature abound in this 4 bedrooms, 3 bathrooms + 2450 square feet of refined living space in a premier Chestnut Hill location. Near Baker Elementary school (grades K-8) + close proximity to Putterham Shops, tennis, golf, wildlife sanctuary, Longwood Medical Area, Arnold Arboretum + Jamaica Pond. First floor has living room with wood burning fireplace, family room, bedroom with full bath + access to expansive outdoor deck. In the heart of the residence is a beautifully renovated kitchen with custom white shaker cabinets, sleek black granite countertops, stainless steel appliances + generous center island. Upper level has a sprawling primary bedroom suite complimented by majestic sunset views + an abundance of attributes such as walk-in closet, separate sitting area + spa-like bath with dual sink vanity, glass enclosed shower + soaking tub/jacuzzi. Additional finished lower level provides versatile space for a fitness gym, home theatre or home office to meet today's evolving lifestyle needs. One car garage, one carport + plenty of additional driveway parking make this an ideal residence to call home.

133 Wolcott Road, Brookline

Listing courtesy of Listing Agent: Mary Lochner from Listing Office: Coldwell Banker Realty - Brookline.

$1,699,000

9 Beds ⋅ 4 Baths ⋅ 73559809 MLS

Investors, take note! Don't miss this exceptional opportunity to own a three-family property in one of Brookline's most sought-after locations. Situated near Brookline Village, this property is just a 12-minute walk to the Green Line, providing convenient access to Fenway, Downtown Boston, and beyond. The MBTA Route 60 bus to the Longwood Medical Area is just steps from the front door. Enjoy a highly walkable neighborhood with easy access to grocery stores, restaurants, parks, walking trails, and all the amenities that make Brookline such a desirable place to live.Add your own modern day updates, and with repairs, this classic property has the potential to truly shine! Large driveway accommodates multiple cars for easy off street parking.! Located in a community renowned for its exceptional schools, vibrant neighborhoods!

86 Chestnut St, Brookline

Listing courtesy of Listing Agent: Sarah McIntyre from Listing Office: Red Tree Real Estate.

$1,949,000

4 Beds ⋅ 3 Baths ⋅ 73552409 MLS

Sun-drenched 2025 new construction home offering an exceptional blend of modern design and functionality. This spacious residence features a thoughtfully designed open floor plan with 4 bedrooms, 3 bathrooms, and a versatile den, huge roof-deck, all complemented by stunning ceiling height and abundant natural light. The high-end kitchen with gas stove is beautifully finished stainless steal appliances, designer cabinetry, and elegant tile work that carries throughout the home. Unwind in your private exclusive Roof-deck, or entertain at your kitchen island that fits 6 chairs. The property also offers the convenience of 4 total parking (2 of which garage). Ideally located across from a park and just moments from Jamaica Pond, restaurants, bus lines, and local amenities, this residence delivers the best of modern living in a vibrant neighborhood.

57-59 Highland Rd Unit 59, Brookline

Listing courtesy of Listing Agent: from Listing Office: Block Realty.

310 Hammond Pond Pkwy Unit 401, Brookline

$1,880,000

3 Beds ⋅ 4 Baths ⋅ 73511799 MLS

Spacious and sun-filled 4th-floor residence featuring an open-concept layout, modern kitchen with granite countertops, stainless steel appliances, and a large center island. Bright living and dining areas lead to a private balcony with serene views. The oversized primary suite offers excellent space, hardwood floors, and an en-suite bath. Flexible layout easily accommodates a home office or guest space. Three deeded garage parking spaces and a private storage unit.Prime Chestnut Hill location near Wegmans, The Shops at Chestnut Hill, dining, and major routes.

310 Hammond Pond Pkwy Unit 401, Brookline

Listing courtesy of Listing Agent: Bin Yan from Listing Office: Ark Real Estate Inc..

$1,750,000

4 Beds ⋅ 4 Baths ⋅ 73482825 MLS

Charming 1927 Tudor located in the highly desirable Chestnut Hill area of Brookline! This beautifull home offers timeless character with modern amenities. The first floor features a spacious living room with fireplace, formal dining room, eat-in kitchen, and a convenient half bath—perfect for everyday living and entertaining. The second floor includes four generously sized bedrooms, two full baths, an additional half bath, and a steam shower, creating a comfortable and functional layout. Additional highlights include central air conditioning, a private deck, two-car built-in garage, and a walk-up attic offering excellent potential for future expansion. Ideally situated near Chestnut Hill Mall, the Longwood Medical Area, and the MBTA Chestnut Hill stop, this home provides exceptional access to shopping, dining, major employers, and public transportation. A rare opportunity in one of Brookline’s most sought-after neighborhoods!

764 Hammond St, Brookline

Listing courtesy of Listing Agent: Kevin Gingras from Listing Office: Conway - West Roxbury.

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Brookline, MA Homes between $1,500,000 and $2,000,000 for Sale

Newest Brookline, MA Homes between $1,500,000 and $2,000,000 for Sale

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