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5 Wise St Unit 1, Boston
$699,900
2 Beds ⋅ 3 Baths ⋅ 73599577 MLS ⋅ ['Wise Chestnut Condominium'] BLDG.
There is a lot to like about this Jamaica Plain home, starting with the extensive renovations and thoughtful improvements made over the past few years. Renovated in 2023, the property has since been further upgraded with a beautifully finished primary bathroom, walk-in closet, and laundry room. Many of the original builder-grade finishes have also been replaced with more attractive, higher-quality selections. Hardwood floors throughout the upper level add warmth and character, while the generously sized kitchen offers plenty of room for everyday living and entertaining. The location is another real advantage, with Jackson Square T station, the Southwest Corridor, and a great selection of neighborhood restaurants and shops all within easy walking distance. And for anyone familiar with the challenges of parking in Boston, the two tandem spaces in a gated driveway are a particularly welcome feature. Comfortable, well-maintained, and genuinely move-in ready, this is a home where much of the hard work has already been done.

5 Wise St Unit 1, Boston

Listing courtesy of Listing Agent: Harry Silverstein from Listing Office: Keller Williams Realty Boston Northwest.

2 Boylston St Unit 4, Boston
$885,000
3 Beds ⋅ 2 Baths ⋅ 73599294 MLS ⋅ ['Two Boylston Condominium'] BLDG.
Rare opportunity to own a gorgeous 3 bed/2 bath condo with elevator, 1 garage parking, and private storage! Sun-filled south facing open floor plan with direct access to private front balcony and spacious back deck. Thoughtfully designed modern kitchen with bar seating, vented out microwave, induction stove, and soapstone counter tops. Lovely primary bedroom with walk in closet and ensuite bath with glass enclosed shower. 2 additional good sized bedrooms and a full bathroom with tiled tub shower. Enjoy coffee on the front balcony and hosting in the large back deck. Complete with central air, in unit laundry, ample custom closet space, garage parking and private storage. Professionally managed building with elevator and butterfly intercom system. Conveniently located near Centre St, Jamaica Pond, Stonybrook T station, Whole Foods, local shops and restaurants, and Arnold Arboretum. Easy access to Longwood Medical and Downtown Boston.

2 Boylston St Unit 4, Boston

Listing courtesy of Listing Agent: Victoria Tran Slomiak from Listing Office: Lineage Realty Group.

196 Chestnut Ave Unit J, Boston
$849,000
3 Beds ⋅ 2 Baths ⋅ 73598658 MLS
At the corner of Chestnut Avenue and Spring Park Avenue, this three-level townhome is a commuter's dream with a dedicated parking space and the Orange Line two blocks away. Wood floors run through the main level, where the living room flows into the dining area and double sliders open onto a private deck for grilling, open-air meals, or a slow hour with a book. Wind your way up the sundrenched stairwell tower to the primary suite that feels like its own retreat with a walk-in closet and ensuite full bath. The spaces has plenty of room for a King bed and is rounded out by a Juliet balcony letting in fresh air and natural light. Two additional bedrooms and a second full bath give flexibility for guests, a home office, or creative work, while a second deck extends the outdoor living space. Full-size laundry in the unit and central air offer modern conveniences that can be hard to find in JP but the real draw here is the location. Stony Brook station, the Southwest Corridor, and the restaurants and shops of Centre Street are all nearby, making this the perfect spot for work or play!

196 Chestnut Ave Unit J, Boston

Listing courtesy of Listing Agent: The Muncey Group from Listing Office: Compass.

107 Saint Rose Street Unit 1, Boston
$750,000
2 Beds ⋅ 1 Baths ⋅ 73598643 MLS
On a tree-filled hilltop near Arnold Arboretum, this condo with two bedrooms plus den includes parking, garden space, and so much storage. As you enter, a bright, roomy foyer with two closets welcomes you. In classic form, the living room with a bank of south-facing windows leads into a formal dining room adorned with wainscotting and three windows facing sunset. From there, the remarkably spacious kitchen includes a pass-through pantry with two counters and glass-front cabinetry. The kitchen’s induction stove, extensive granite counters and cherry cabinetry, including floor-to-ceiling and drawer storage, will accommodate all the cooking projects you can whip up. From the kitchen, head out via the exclusive deck to pick herbs from your raised garden bed. Also from the kitchen, float downstairs to a 120 sq ft room with exposed vintage wood ceilings that can serve as a den, office/studio or guest space. This level also hosts a 200 sq ft exclusive storage room where you can stash everything you need out of sight. Back on the main level, the hallway to the bedrooms and bathroom includes both laundry and linen closets for everyday ease. The primary bedroom offers two closets, including a walk-in. In addition to the high-efficiency heat pump for forced-air cooling and heating, a boiler with Nest thermostats provides back-up comfort. Enjoy recessed lighting throughout. This unit’s parking space includes an EV charger. In Jamaica Plain’s Arborway area, find daily serenity in the arboretum. Blocks to Centre/South Street shops, with Happy Market, Jadu cafe, Vee Vee restaurant, Monumental Market, Papercuts Bookshop, and the public lawn at Loring Greenough House. Just half a mile to Forest Hills T.

107 Saint Rose Street Unit 1, Boston

Listing courtesy of Listing Agent: Good Boston Living Team from Listing Office: Gibson Sotheby's International Realty.

120 Day St Unit 2, Boston
$615,000
3 Beds ⋅ 1 Baths ⋅ 73598211 MLS ⋅ ['120 Day Street Condominium'] BLDG.
Ideally located in the heart of Jamaica Plain’s vibrant Centre Street, this well-appointed 3 bedroom condo offers the perfect blend of comfort, convenience, and flexibility. The thoughtful floor plan includes a versatile third bedroom that can easily serve as a home office, guest room, or bonus space. The updated kitchen features ample cabinet space and a built-in corner bench, creating the perfect spot for a cozy dining nook. Step outside to your *Brand New* private rear deck, ideal for morning coffee, outdoor dining, or relaxing at the end of the day. Enjoy easy access to the shops, restaurants, and cafes of Centre Street, along with nearby Orange and Green Line transit options for a seamless commute. A fantastic opportunity to enjoy all that Jamaica Plain has to offer.

120 Day St Unit 2, Boston

Listing courtesy of Listing Agent: ME Collective Group from Listing Office: Compass.

21 Creighton St Unit 13, Boston
$485,972
2 Beds ⋅ 1 Baths ⋅ 73598135 MLS ⋅ ['Creighton Commons Condominium'] BLDG.
Mayor's Office Of Housing Income Restricted Resale Condo In Jamaica Plain. This affordable unit features stainless steel appliances, in-unit laundry, energy efficient heating system, garage parking (# 13), and has an abundance of natural light thanks to its southern orientation. Its location is within short distance from amenities such as Whole Foods Market, restaurants and cafes of Centre Street, and the Jamaica Pond. Bus Routes: 35, 36, 39, 41. T Station: Jackson Square (Orange Line), Heath Street (Green Line-E). To qualify the buyer's annual household income must be less than or equal to 80% of Area Median Income - $96,000 for 1, $109,700 for 2, and $123,400 for a 3 person household. Interested buyers must meet the AMI requirements and other criteria of eligibility. Buyers must be approved by the Mayor's Office of Housing.

21 Creighton St Unit 13, Boston

Listing courtesy of Listing Agent: Focus Team from Listing Office: Focus Real Estate.

14 Pond St Unit 2, Boston
$359,000
1 Beds ⋅ 1 Baths ⋅ 73597535 MLS
A cozy pied-a-terre surrounded by plenty of quaint Jamaica Plain just outside the door. Ideally situated between Centre St (only a stone’s throw away) and the Jamaica Pond, its location is one of JP’s best. You can see Café Siete and The Joint right across the street from your front door. Beyond Proof (formerly 10 Tables) is just around the corner. Whether you desire a delicious coffee and pastry or a full breakfast, lunch, or dinner, these top JP destinations are yours to enjoy. You’ll also see the Jamaica Pond at the other end of the street; one of the more popular parks in the area and designed by famed Frederick Law Olmstead.The unique and flexible apartment incorporates a large gumwood trimmed room to be used as you please. It works as living area, art gallery, or bedroom. Through the freshly painted classic kitchen is another space for sleeping, art studio, or den. An excellent value for your cozy home in Jamaica Plain.

14 Pond St Unit 2, Boston

Listing courtesy of Listing Agent: John Maxfield from Listing Office: Maxfield & Company Real Estate.

301 Chestnut Ave Unit 1, Boston
$899,999
2 Beds ⋅ 2 Baths ⋅ 73596668 MLS
Welcome home to this charming first-floor condo, blending classic character with modern convenience! Featuring 2 bedrooms, 1.5 baths, beautiful hardwood floors, high ceilings, and some original woodwork, this inviting home offers timeless appeal and a spacious, open floor plan ideal for everyday living and entertaining. The gourmet chef’s kitchen is the heart of the home, featuring a large pantry and a seamless flow into the dining and living room, creating a welcoming, connected space for gatherings and everyday living. Generously sized closets, in-unit laundry, and an exclusive basement storage area provide added convenience, while off-street parking for one car is a valuable bonus. Enjoy added peace of mind with a new furnace and water heater, both installed in 2026. Ideally located just one block from Centre Street’s vibrant shops, restaurants, and neighborhood favorites, with easy access to the T, this home offers the perfect combination of charm, comfort, and location. Enjoy all the conveniences of city living in a home full of charm and character! Note: The back porch and stairs are in the process of being replaced. No extra assessment was needed.

301 Chestnut Ave Unit 1, Boston

Listing courtesy of Listing Agent: David Foley from Listing Office: Realty Consultants of Cape Cod.

3 Round Hill St Unit 1, Boston
$899,000
4 Beds ⋅ 4 Baths ⋅ 73596640 MLS
Fantastic home in the heart this vibrant Jamaica Plain neighborhood! This spacious home offers the charm and character of classic Jamaica Plain with the style, flexibility, and updates today's buyers are looking for! The main level features an inviting open-concept living, dining, and kitchen area, plus an enclosed heated sunroom/laundry room, practical mudroom, and half bath. The eat-in kitchen offers a comfortable space for everyday living and entertaining. The second level offers two bedrooms, including a spacious primary suite with a generous walk-in closet/dressing room and full bath! The third level provides versatile additional living space that can be used as sleeping quarters, a family room, office, or play space. A finished lower level adds even more flexibility with an additional room ideal for a home office, guest space, or overflow living. Additional highlights include 3.5 bathrooms, solar panels, 2-car covered parking, and a charming private patio area. With multiple levels and flexible spaces, this home offers endless possibilities for growing, working, hosting, and living. Ideally located just minutes from the Southwest Corridor Park, Longwood Medical Area, Orange and Green Line T stops, Whole Foods, Stop & Shop, and many shops and restaurants. Come explore the possibilities and discover what makes this one-of-a-kind JP home such a special opportunity! Some photos digitally enhanced.

3 Round Hill St Unit 1, Boston

Listing courtesy of Listing Agent: Olivia Brown from Listing Office: Keller Williams Realty.

251 Heath St Unit 511, Boston
$948,000
2 Beds ⋅ 2 Baths ⋅ 73596450 MLS ⋅ ['American Brewery Lofts'] BLDG.
Historic character meets modern loft living at the American Brewery Lofts! This penthouse corner condo features soaring ceilings, exposed brick, bamboo flooring, oversized windows, and two skylights that welcome abundant natural light. The open kitchen offers stainless steel appliances, granite countertops, and a generous breakfast bar overlooking the living and dining areas. Two bedrooms, two full baths, and an upper-level loft complement the distinctive layout. Central air, garage parking, and additional storage add everyday convenience. This professionally managed elevator building offers a fitness room and landscaped courtyard with shared grills. Ideally located near the Jamaica Plain–Mission Hill border, with convenient access to the Heath Street Green Line, Longwood Medical Area, Brookline Village, shops, and restaurants. Nearby Jefferson Playground, Nira Rock Urban Wild, Olmsted Park, and Jamaica Pond offer inviting spaces for outdoor recreation.

251 Heath St Unit 511, Boston

Listing courtesy of Listing Agent: Loftus & Glynn Team from Listing Office: William Raveis R.E. & Home Services.

51 Saint Rose St. Unit 1, Boston
$749,000
2 Beds ⋅ 2 Baths ⋅ 73596288 MLS
A stylish, light-filled JP condo with bonus space to work and unwind! Completely renovated in 2018 and thoughtfully improved since, this well cared for 2 bedroom, 2 bath home greets you with a custom, craftsman-built entryway. The sleek kitchen features white cabinetry, quartzite waterfall counters and Jenn-Air appliances, with island seating that opens to the dining and living areas. Wood floors, central air and in-unit laundry round out the main level. A separately accessed, 440 square foot deeded lower-level bonus area has been finished as a den and office with additional dedicated storage, adding valuable flexibility beyond the main living space. A private covered rear porch and 1 deeded off-street parking space complete the offering. Near the Arnold Arboretum, neighborhood shops and restaurants, and Forest Hills Orange Line access.

51 Saint Rose St. Unit 1, Boston

Listing courtesy of Listing Agent: Ryan Drowne from Listing Office: Coldwell Banker Realty - Boston.

65 Brookside Ave Unit 6, Boston
$550,000
2 Beds ⋅ 2 Baths ⋅ 73595996 MLS
65 Brookside Unit 6. More photos coming November 4 or 5. Offers a rare opportunity to own a below-market rate live/work artist studio in Jamiaca Plain. Renovated kitchen, updated electrical, plumbing, windows, new roof, and up to date heating and AC will allow you to move right in and start the next chapter of your creative life. One deeded parking space is included. 65 Brookside Ave U:6 is a 1,182-square-foot three floor townhouse located in a Jamaica Plain artist neighborhood. Originally constructed in 1899, this property remains in great condition, blending historic charm with the benefits of a thoughtfully maintained residence. Enter on the first floor of this three story home to see this unique opportunity to own a live/work space at an "affordable" price. Your neighbors will be some of the most creative working artists in all genres. The layout includes two bedrooms, a kitchen dining area and a seperarate work/live space on the first floor. There is one full bathroom and one half bathroom, ensuring both privacy and functionality for residents and guests alike. Beyond the interior, the residence features a private deeded patio/parking space. Located seconds from the orange line and the tree lined southwest corridor park and bike path--so you can travel all over the city and beyond with ease. The nearby historic Haffenreffer Brewery complex has been repurposed with offices, gym, cafes, restaurants, Sam Adams tap house, and a pottery studio. Around the corner is a children's playground, Minton Street community garden and nearby dog park. Franklin park is another great option for your daily routine. Artist certification is required.Your agent or the selling agent can help guide you through that process. Income and asset restrictions are in place in order to keep this home affordable

65 Brookside Ave Unit 6, Boston

Listing courtesy of Listing Agent: Brilliant Places Team from Listing Office: Gibson Sotheby's International Realty.

16 Meehan Unit 2A, Boston
$899,900
3 Beds ⋅ 2 Baths ⋅ 73595523 MLS
Don't miss this beautifully maintained 3 Bed / 2 Full Bath condominium in the heart of Jamaica Plain! This sun-filled home features an inviting open-concept layout with hardwood floors, high ceilings, recessed lighting, and a gas fireplace. The spacious kitchen offers granite countertops, stainless steel appliances, new refrigerator and dishwasher, gas cooking, and a breakfast bar ideal for entertaining. The generously sized primary suite features a recently renovated private en-suite bath, while two additional bedrooms provide excellent flexibility for guests, a home office, or additional living space. Additional highlights include brand-new central air conditioning, new in-unit laundry, abundant private storage, two private decks, and off-street parking. Set within a well-managed association, this home offers an exceptional combination of comfort, convenience, and location. Enjoy easy access to Jamaica Plain's vibrant shops, restaurants, and parks, as well as the Southwest Corridor, Franklin Park, and multiple T-stations. A wonderful opportunity to enjoy everything Jamaica Plain has to offer!

16 Meehan Unit 2A, Boston

Listing courtesy of Listing Agent: Christopher Buono from Listing Office: All Things Real Estate, Inc..

11 Sedgwick Street Unit 9, Boston
$729,000
2 Beds ⋅ 1 Baths ⋅ 73595516 MLS ⋅ ['9 & 11 Sedgwick Street Condominium'] BLDG.
Bright, beautifully updated, and wonderfully versatile, this second-floor condominium offers comfortable living in the desirable Sumner Hill neighborhood on a one-way residential street just off Centre Street in Jamaica Plain. Sun-filled rooms, hardwood floors, and charming architectural details create a warm and inviting atmosphere. The two-bedroom layout includes a separate living room, while the second bedroom—currently styled as a lounge—offers flexibility for a home office or guest room. The kitchen and stylish tiled bathroom, both renovated in 2023, complement thoughtful modern conveniences, including in-unit laundry, three mini-splits providing heating and cooling, and gas radiator heat. Enjoy your own rear deck, additional basement storage, and the exceptional convenience of a deeded, exclusive-use detached garage with an electric vehicle charger. Across from the library and Curtis Hall community center, with neighborhood coffee shops, restaurants, and recreation courts nearby, this home puts the best of JP within easy reach—including Jamaica Pond, the Arnold Arboretum, and public transportation.

11 Sedgwick Street Unit 9, Boston

Listing courtesy of Listing Agent: Focus Team from Listing Office: Focus Real Estate.

244 Jamaicaway, Boston
$899,900
4 Beds ⋅ 2 Baths ⋅ 73595385 MLS
**Prime Jamaica Plain Location with Incredible Potential!** Opportunity awaits at 244 Jamaicaway! Situated on a desirable corner lot in one of Boston’s most sought-after neighborhoods, this spacious single-family home offers over 2,700 square feet of living space and endless possibilities for investors, renovators, or buyers looking to create their dream home. Featuring a finished basement, an expansive third-floor bonus room, and multiple flexible spaces ready for your vision. The property also offers off-street parking, a yard, and outdoor space—a rare combination in the city. Enjoy a prime location near Jamaica Pond, the Emerald Necklace, Longwood Medical Area, local shops, restaurants, and public transportation. With its generous footprint, flexible layout, and exceptional location, this property presents an exciting opportunity to renovate, reimagine, and unlock its full potential. Bring your vision and make it your own!

244 Jamaicaway, Boston

Listing courtesy of Listing Agent: Brian Gagnon from Listing Office: Coldwell Banker Realty - Boston.

29 Rosemary St Unit 2, Boston
$829,000
3 Beds ⋅ 2 Baths ⋅ 73594066 MLS
Bright and beautifully renovated, this second-floor condo offers the perfect blend of comfort, style, and convenience. Filled with natural light, the home features a thoughtfully updated interior, a modern kitchen, efficient HVAC, and an inviting open layout that's ideal for both everyday living and entertaining. The spacious primary bedroom includes an en-suite bathroom and two closets, providing both comfort and ample storage. A dedicated laundry room with washer and dryer hookups adds everyday convenience. Step outside to your private back deck, perfect for relaxing with a morning coffee or dining outdoors. Additional private storage in the basement offers even more space for your belongings. Ideally located just minutes from the train, parks, restaurants, and shopping, this home combines neighborhood charm with easy access to everything you need.

29 Rosemary St Unit 2, Boston

Listing courtesy of Listing Agent: Jennifer Epstein from Listing Office: Coldwell Banker Realty - Wellesley.

45 Green St Unit A, Boston
$749,000
2 Beds ⋅ 1 Baths ⋅ 73593633 MLS
Embrace loft-style living in the heart of Jamaica Plain in this historic 2 bed condo that was once an early 20th-century storefront. The unique interior offers a welcome break from cookie-cutter urban offerings, blending vintage character with modern updates. Dramatic 10-foot beadboard ceilings, custom built-in bookshelves, and gorgeous original wood flooring greet you inside. The expansive main living space is highlighted by huge, oversized windows that bring in spectacular sunlight, and the open floor plan provides an exceptional setting for entertaining. Beautifully renovated kitchen is complete with quartz countertops, pantry, stainless appliances & peninsula seating. There are two sizeable bedrooms with excellent closets, and a fully renovated bathroom offering modern fixtures and a clean, spa-like aesthetic. Notable features include private back patio, rare off-street parking, 2023 mini split heat + AC, tankless hot water, in-unit laundry, and basement storage. Desirable commuter location just a short walk to Green Street T (orange line) and Southwest Corridor Park and bike path for an easy ride downtown. The vibrancy of Centre Street is only a stone’s throw away, with restaurants, cafes, shops and easy access to the greenery of Jamaica Pond. Combining historical architecture, modern amenities, and an unbeatable central JP location, this property is a rare treat.

45 Green St Unit A, Boston

Listing courtesy of Listing Agent: Christian Iantosca Team from Listing Office: Arborview Realty Inc..

85 Jamaica St Unit 1, Boston
$565,000
2 Beds ⋅ 1 Baths ⋅ 73593589 MLS
Situated in the vibrant Arnold Arboretum and Centre Street neighborhood, this sun-drenched, elevated first-floor condo perfectly combines timeless charm with modern comfort. Natural light pours through classic bay windows, accentuating rich hardwood flooring and a fluid open layout that connects the living and dining areas to the kitchen. Ideal for both daily living and entertaining, the home features generous bedrooms, custom built-in bookshelves, and seamless access to a private back patio overlooking a fenced shared yard. Complete with exceptional proximity to public transit, popular dining, and neighborhood shops, this well-appointed residence offers an ideal blend of convenience and quiet retreat.

85 Jamaica St Unit 1, Boston

Listing courtesy of Listing Agent: Elynn Chen from Listing Office: Redfin Corp..

44 Boynton St Unit B, Boston
$680,000
3 Beds ⋅ 1 Baths ⋅ 73593331 MLS
Welcome to this inviting 3 bedroom condo in the heart of Jamaica Plain, where thoughtful spaces, outdoor living, and an unbeatable location come together. A welcoming foyer sets the tone as you enter, opening into a comfortable living and dining area filled with natural light. Toward the rear of the home, the spacious eat-in kitchen offers plenty of room for everyday living, along with the convenience of in-unit laundry. Step outside to your private deck, a peaceful spot for morning coffee or unwinding at the end of the day. The home offers two well-sized bedrooms plus a versatile bonus room that can easily serve as a third bedroom, home office, or additional living space. Enjoy the rare convenience of a driveway parking space, a beautifully landscaped garden, and additional private storage in the basement. Ideally situated just moments from the Forest Hills and Green Street T stops, Centre St, and the Southwest Corridor, this home makes commuting and exploring the neighborhood effortless.

44 Boynton St Unit B, Boston

Listing courtesy of Listing Agent: Emma Kaloupek from Listing Office: Columbus and Over Group, LLC.

241 Perkins St Unit H-402, Boston
$949,000
2 Beds ⋅ 2 Baths ⋅ 73593291 MLS ⋅ ['Cabot Estates'] BLDG.
Welcome to luxurious resort-style living at Cabot Estate! Situated on over 23 acres of pristine, lushly landscaped grounds, Unit H402 is a sun-drenched, turnkey condominium offering an exceptional blend of modern elegance, tranquil surroundings, and unmatched location convenience. As you step inside, you are greeted by an inviting open-concept layout defined by soaring high ceilings, skylights, fresh neutral tones, and expansive windows flooding the home with natural light. The sprawling living area serves as the warm heart of the home, centered around a cozy fireplace—ideal for relaxing on cool evenings or entertaining guests. Step through glass sliding doors out onto your large private balcony, an ideal spot for morning coffee, outdoor dining, or simply taking in the serene, tree-lined views.The chef-inspired kitchen features rich cabinetry, quality countertops, stainless steel appliances, and a seamless flow into the dedicated dining space. The bedroom wing is up just a few stairs from the main living area. The generous primary suite acts as a peaceful retreat, featuring ample closet space and a full en-suite bath. The spacious second bedroom is perfect for guests, a den, or a dedicated home office. Additional features include 2026 installed high efficiency heat and ac pump, in-unit laundry, and a spacious garage.Set within a secure 24-hour gated, pet-friendly community, residents enjoy top-tier lifestyle amenities including scenic walking and jogging trails throughout the expansive private grounds, a sparkling outdoor pool, tennis courts, a fitness center, and a historic stone clubhouse.Unbeatably located, this home offers fast, effortless access to the Longwood Medical Area, historic Brookline Village, Jamaica Pond, and Downtown Boston. Whether commuting for work or enjoying local boutique shopping and fine dining, everything you need is just minutes away. Schedule your private showing today and be home in time for the holidays! Furniture and furnishings available for separate purchase; details upon request!

241 Perkins St Unit H-402, Boston

Listing courtesy of Listing Agent: Brilliant Places Team from Listing Office: Gibson Sotheby's International Realty.

20 Atwood Square Unit 5, Boston
$399,000
1 Beds ⋅ 1 Baths ⋅ 73592842 MLS ⋅ ['Atwood Square Condominium'] BLDG.
Tucked away on a peaceful dead-end street in one of Jamaica Plain’s most beloved neighborhoods, this enchanting top-floor one-bedroom condominium offers a blend of historic character, modern comforts and effortless city living. Bathed in natural light and rich with architectural charm, the home welcomes you with exposed brick, inviting living spaces, and a lovely bay-windowed bedroom where sunlight streams in throughout the day. The thoughtfully updated eat-in kitchen pairs timeless white shaker cabinetry with gleaming new quartz countertops, a new sink, a gas range and generous storage. A beautifully tiled bathroom with smart modern fixtures round out the upgrades. Beyond the home’s inviting interiors, a spacious enclosed yard and patio provide a lovely setting for relaxing outdoors, while private basement storage, common laundry, and a well-maintained, professionally managed association with low condominium fees offer practical conveniences. And then there is the neighborhood itself. Spend leisurely mornings exploring the Arnold Arboretum, enjoy an afternoon stroll around Jamaica Pond, or wander the Southwest Corridor. Linger over coffee at one of three nearby cafés: Fiore’s Bakery, Monumental Market and Viza; browse the shelves at Papercuts or visit the Jamaica Plain Branch Library. The lively shops and restaurants of South and Centre Streets are not to be missed. A rare combination of tranquility, character, and neighborhood charm, this delightful home offers an inviting retreat in the heart of one of Boston’s most vibrant communities.

20 Atwood Square Unit 5, Boston

Listing courtesy of Listing Agent: Common Ground Collective Team from Listing Office: Compass.

221-225 Wachusett St Unit 2, Boston
$850,000
3 Beds ⋅ 2 Baths ⋅ 73592749 MLS
Tucked into the welcoming Bourne neighborhood of Jamaica Plain, 221–225 Wachusett St #2 offers a cozy retreat with an inviting open layout highlighted by modern finishes, rich wood floors and a gas fireplace. Outside the unit is an additional 300+ sq ft play room located in the basement, front and rear decks, a large private patio and off street parking. Spend your weekends exploring the colorful trails of the Arnold Arboretum or grabbing a bite at a neighborhood favorite, with T access at Forest Hills. With an active neighborhood, you'll experience block parties and holiday events in a community that captures the warmth of Jamaica Plain in every season.

221-225 Wachusett St Unit 2, Boston

Listing courtesy of Listing Agent: Michael Sokolowski from Listing Office: ENRG Global Realty, LLC.

41 Orchardhill Rd Unit 2, Boston
$875,000
4 Beds ⋅ 3 Baths ⋅ 73591330 MLS
Sprawling bi-level condo sits on a quiet, closed-end street only minutes from Forest Hills station & the Arboretum. With oversized rooms, high ceilings, hardwood floors and plentiful original details, this home offers a flexible layout with room to grow. On the main level, you’ll find a living room with direct access to a large front deck and French doors to a formal dining room. This level is also comprised of two sizable bedrooms, 1.5 baths and an eat-in kitchen. The top floor is set up as an in-law suite, complete with two bedrooms, a full bath, eat-in kitchenette and huge walk-in pantry closet. The massive front bedroom with charming dormer windows could easily function as a family or media room. Enjoy driveway parking for 1 car, in-unit laundry and a pet-friendly HOA. Exceptional opportunity to bring your vision for updates and invest in long-term ownership. Having been previously rented, the unit is now vacant and ready for a quick closing. Low traffic, tight-knit neighborhood with many activities for residents, located just 0.2 mi to Forest Hills and walkable to the Arboretum.

41 Orchardhill Rd Unit 2, Boston

Listing courtesy of Listing Agent: Christian Iantosca Team from Listing Office: Arborview Realty Inc..

35 Wyman Street Unit 1, Boston
$970,000
3 Beds ⋅ 2 Baths ⋅ 73589990 MLS ⋅ ['35 Wyman Street Condominium'] BLDG.
Set in the heart of Jamaica Plain, this beautifully renovated first-floor condo pairs modern design with exceptional outdoor space. Sun-filled living and dining areas flow seamlessly into a sleek kitchen with quartz countertops, stainless steel appliances, a generous center island, and a pantry, equally suited to everyday living and entertaining. The spacious primary suite offers an en-suite bath with radiant-heated floors, while two additional bedrooms provide flexibility for guests, a home office, or a fitness space. Hardwood floors, recessed lighting, in-unit laundry, central air, and a wired speaker system throughout enhance the home’s comfort and ease. Outside, the exclusive-use patio creates a private retreat and true extension of the living space, complemented by a front porch and off-street parking with driveway access. Generous exclusive-use basement storage provides valuable additional space. Stony Brook Orange Line station is nearby, with an approximately 10-minute train ride to Back Bay and easy access to Longwood. The Southwest Corridor, Jamaica Pond, Arnold Arboretum and Franklin Park offer an abundance of green space nearby, while Whole Foods and the shops and restaurants of Centre Street keep everyday essentials and local favorites close at hand. Thoughtfully renovated during the 2016 condominium conversion and beautifully maintained since, this is a rare combination of modern interiors, exclusive outdoor space, and the best of Jamaica Plain. Private showings available by appointment.

35 Wyman Street Unit 1, Boston

Listing courtesy of Listing Agent: Shannon Sisk from Listing Office: Cameron Prestige, LLC.

305 Chestnut Ave Unit 1, Boston
$995,000
2 Beds ⋅ 2 Baths ⋅ 73588899 MLS
One of six sophisticated new condominium residences in the heart of Jamaica Plain, where timeless architectural character meets refined modern living. This unit offers approximately 1,048 SF with 2 bedrooms, 2 baths, and an inviting open-concept design. Exceptional craftsmanship and quality are evident throughout, highlighted by premium Drutex tilt-and-turn windows that bring abundant natural light, European-inspired design, and exceptional functionality to the home. The light-filled living and dining areas feature soundproofing, engineered hardwood flooring, and recessed lighting. The stunning kitchen showcases contemporary cabinetry, quartz countertops and stainless-steel appliances. The spacious primary suite features a luxurious full bath with heated floors and custom-built closets. The additional bedroom is spacious and well positioned. Central air, whisper quiet condenser units, in-unit laundry, and one off-street parking space complete this exceptional offering.

305 Chestnut Ave Unit 1, Boston

Listing courtesy of Listing Agent: Maher Realty Group from Listing Office: eXp Realty LLC.

34 Goldsmith St Unit 1, Boston
$625,000
2 Beds ⋅ 1 Baths ⋅ 73588767 MLS
Don't miss this rare opportunity to own a charming 2-bed condo w/coveted off-street parking in the heart of vibrant Jamaica Plain! Nestled on idyllic, tree-lined Goldsmith St., this character-filled home offers the quintessential JP lifestyle, where neighborhood charm, urban energy & natural beauty come together. Ideally situated between the magnificent Arnold Arboretum, Jamaica Pond & Centre St.'s eclectic mix of independent boutiques, fit-for-foodie restaurants & cultural attractions. A private back deck offers the perfect setting for morning coffee or unwinding after a busy day. Set on one of the neighborhood's largest lots, the property offers an extraordinary sense of openness, generous shared green space & room to enjoy the outdoors, a rare urban luxury! Inside, sun-filled interiors showcase beautiful wood floors, classic bay-window architecture & an inviting living room. The spacious eat-in kitchen features quartz countertops, custom cabinetry, pantry & gas cooking. Dedicated basement laundry & storage add everyday convenience. Beyond your front door, discover the extraordinary lifestyle that makes JP one of Boston's most sought-after neighborhoods. Imagine morning runs along Jamaica Pond's picturesque 1.5-mile shoreline, afternoons boating on its sparkling waters & sunset picnics overlooking one of Boston's most treasured landscapes. Just as captivating is Harvard's magnificent 281-acre Arnold Arboretum, a botanical paradise featuring winding paths, spectacular flowering trees, lush gardens & breathtaking seasonal color. Both are jewels of Frederick Law Olmsted's celebrated Emerald Necklace. And when it's time to dine, explore Centre St.'s celebrated culinary scene, including neighborhood favorites featured on Eater Boston's coveted Essential 38 list. Whether you're seeking your own slice of JP or a compelling investment opportunity, this home delivers location, character & potential in one of Boston's most dynamic neighborhoods. OH Sat. 12-1:30pm

34 Goldsmith St Unit 1, Boston

Listing courtesy of Listing Agent: Chuck Silverston Team from Listing Office: Gibson Sotheby's International Realty.

251 Heath St Unit 217, Boston
$575,000
1 Beds ⋅ 1 Baths ⋅ 73587694 MLS ⋅ ['American Brewery Lofts'] BLDG.
**Welcome to American Brewery Lofts**Discover the charm of historic character paired with modern convenience in this inviting 1-bedroom, 1-bath condominium. Located in a beautifully converted historic building, this home features an open layout, high ceilings, a spacious kitchen, in-unit laundry, and central air conditioning. Enjoy tranquil views of the landscaped courtyard from your living space, creating a welcome retreat from the energy of city life.Residents benefit from a variety of amenities, including elevator access, garage parking, a fitness room, and professionally maintained common areas. Ideally situated just moments from the Heath Street T, the location offers convenient access to the Longwood Medical Area, Boston’s major hospitals, Brookline Village, Jamaica Plain, and a wonderful selection of local shops, restaurants, and parks.Enjoy the character of a historic building, the comforts of modern living, and the convenience of a well-connected location at American Brewery Lofts!

251 Heath St Unit 217, Boston

Listing courtesy of Listing Agent: Fran Hoy from Listing Office: Coldwell Banker Realty - Brookline.

3247 Washington Unit 3, Boston
$799,000
3 Beds ⋅ 2 Baths ⋅ 73587167 MLS
Welcome to this beautifully designed, newly constructed top-floor condominium offering 3+ bedrooms and 2 full bathrooms. The bright, open-concept living space is centered around a stylish chef’s kitchen with gas stove, creating an ideal setting for both everyday living and entertaining. This unit has a welcoming dining room off the living area with large almost wall to wall windows. The spacious primary suite features a private ensuite bathroom, while the second generously sized bedroom offers double closets. A bright third bedroom with balcony provides additional flexibility, can easily serve as a home office, study, gym, or whatever best suits your lifestyle. Additional features include an in-unit stackable washer and dryer, central air conditioning, Wood style flooring throughout, and premium stainless steel appliances. The unit is lead-free and includes one off-street parking space. With modern finishes, abundant natural light, and a versatile layout, this home combines comfort, convenience, and contemporary living.

3247 Washington Unit 3, Boston

Listing courtesy of Listing Agent: Focus Team from Listing Office: Focus Real Estate.

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