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$625,000
4 Beds 2 Baths 73461648 MLS
Move right into this updated 4 bedroom Cape with a one car attached garage! This home is located in a nice neighborhood on a dead end street abutting acres of wooded town land and close to everything including the elementary school, downtown, commuter train station, and highway access. Updated eat in kitchen with granite counters and tile backsplash opens to an enclosed porch! Refinished hardwood floors throughout both levels! The 1st floor has a spacious living room, 2 bedrooms which could be an office and or a dining room and an updated full bath. The 2nd floor has 2 more bedrooms and a half bath with plenty of room to install a shower or tub in the future. Freshly painted interior and exterior. Ductless cooling system in the living room and 2nd floor bedroom.

12 Alfred Rd, Ashland

Listing courtesy of Listing Agent: Craig Morrison from Listing Office: Realty Executives Boston West.

$445,000
2 Beds 3 Baths 73441977 MLS ['Ledgemere'] BLDG.
SELLER TO PAY ALL 2026 & 2027 special assessment! Impeccably maintained and updated 2 bedroom condo with an extra room on main floor (den or guest room). The tiled entryway leads into the impeccable hardwood floors in the living room, den, dining area and kitchen. The updated kitchen offers stainless steel appliances, granite countertops and white cabinetry w/ access to the exclusive use stone patio. The full bath is tiled. Hardwood stairs lead to the second floor. The primary suite has a ceiling fan, double closet, walk-in closet and full bath. The hallway has an updated 1/2 bath. There is an another bedroom with ceiling fan, a small reading nook in hallway finishes off the second floor. The lower level has a game room/family room as well as a laundry. There is access to the garage and outdoors. Renovations include lower level game room with mudroom 2021, windows and sliding door 2021, kitchen and baths.

277 Meeting House Path Unit 277, Ashland

Listing courtesy of Listing Agent: The Premier Team from Listing Office: Realty Executives Boston West.

$775,000
4 Beds 3 Baths 73431657 MLS
Discover elegance and comfort at 8 Raymond Way, Ashland, MA — a beautifully maintained 4-bedroom, 3-bathroom home that blends style, space, and functionality in one of Ashland’s most coveted neighborhoods. With light-filled, inviting living areas, an open layout ideal for entertaining, and quality finishes throughout, this property offers both immediate move-in appeal and long-term value. The generous, private lot provides room for outdoor relaxation, recreation, or gardening, while the surrounding community delivers strong schools, easy commuter access, abundant green space, and the perfect mix of tranquility and convenience. Homes like this don’t stay available long — schedule your private showing today to see why 8 Raymond Way should be your new address.

8 Raymond Way, Ashland

Listing courtesy of Listing Agent: John Grande from Listing Office: Media Realty Group Inc..

$460,000
2 Beds 3 Baths 73443568 MLS ['Spyglass Hill Condominiums'] BLDG.
HUGE PRICE IMPROVEMENT!!!! Best price possible for beautiful Spyglass Hill. This truly turnkey opportunity awaits. Immaculate 2 bedroom 2.5 bathroom condo checks all the boxes. You will love the new carpeting and fresh paint throughout. Enjoy the sun on your oversized deck. Home features a large eat-in kitchen with stainless appliances, and gas range with double oven combo. Cherish company in your fireplace living room and special events and gatherings in the formal dining room. Both bedrooms feature vaulted ceilings and en suite bathrooms with an additional half bath on the main living level. The finished basement is an ideal space for a quiet office, guest room or play area for the littles. Central Vacuum makes cleaning your new carpets a breeze. Recently replaced windows and water heater. Deals like this are few and far between, act now and call today.

67 Spyglass Hill Dr Unit 67, Ashland

Listing courtesy of Listing Agent: William O'Hearn from Listing Office: Lucie Realty.

$513,000
3 Beds 3 Baths 73464978 MLS
Check checkout this Townhouse located in a desirable neighborhood of Ashland Town. Featuring open concept floor plan, three bedrooms, two and half bathrooms with a large finished walkout basement abutting the conservation land. This condominium also features a deck and screened sunroom, providing opportunities to enjoy the outdoors from the comfort of your own home. The living room provides an elegant space for relaxation and entertainment, featuring detailed crown molding that adds a touch of sophistication, complemented by a fireplace that offers warmth and a focal point for gatherings. Imagine cozy evenings spent in this welcoming environment. The primary bedroom offers a unique feature with a skylight, inviting natural light to create a bright and airy atmosphere, offering a tranquil retreat for rest and rejuvenation.

117 Metropolitan Ave Unit 117, Ashland

Listing courtesy of Listing Agent: Rasy An from Listing Office: Pailin Realty.

$410,000
3 Beds 3 Baths 73445455 MLS
This spacious 3-bedroom, 2.5-bath condo offers a flexible floor plan with a first-floor bedroom or ideal home office and full bathroom. A charming tree-lined pathway leads to the inviting front entrance with a small, private front yard space. An open-concept living and dining room with laminate flooring throughout 1st floor. The kitchen features granite counters and opens to the dining area with access to a private deck overlooking peaceful wooded views. Upstairs, you’ll find two ensuite bedrooms with vaulted ceilings providing a bright and airy feel. The walk-out lower level includes a convenient mudroom and a large finished space with laminate flooring, ideal for a family room or gym. Important updates include a 2-year-old hot water heater and a heating and central air system approximately 7 years old. Range Pricing: Seller to Entertain Offers $425,000-$460,000

63 Trailside Way Unit 63, Ashland

Listing courtesy of Listing Agent: Lisa Paulette from Listing Office: Coldwell Banker Realty - Framingham.

$620,000
2 Beds 3 Baths 73416979 MLS ['Village Of A Thousand Pines'] BLDG.
EXCEPTIONAL opportunity to own at sought-after Village of a Thousand Pines! Introducing 343 Captain Eames Circle* Fully updated and loaded FOUR story townhouse with hardwoods, fresh paint, modern open floor plan, two car garage, central air, gas fireplace, two primary suites with private baths, finished lower level walk-out. New PRIVATE stone patio and deck for outdoor enjoyment and unwinding. You will fall in love the moment you enter this incredibly expansive home. The flow of the first floor allows for seamless entertaining and relaxation. The two HUGE bedrooms with each with vaulted ceilings and well thought-out closets for extra storage. The third floor loft is perfect for a home office. Pets are welcome. Turnkey!

343 Captain Eames Cir Unit 38C, Ashland

Listing courtesy of Listing Agent: Kristine Wingate Shifrin from Listing Office: Andrew J. Abu Inc., REALTORS®.

$530,000
4 Beds 2 Baths 73461177 MLS
Fall in love with this absolutely adorable Cape-style home that perfectly blends charm, flexibility, and peace of mind! Offering a versatile layout with two bedrooms on the main level and two more upstairs, this home is perfect for a variety of living situations—whether you need extra space for guests, a home office, or a growing household. With over 1,200 square feet of cozy living space, this home is nestled in a prime location just minutes from shops, restaurants, and local conveniences. Even better, all the big-ticket items have already been taken care of! Enjoy a brand-new roof, new heating system, new hot water tank, and new oil tank—giving you the confidence of major updates already done. Now all that’s left is to add your personal touches, this home is the perfect blank canvas to make your own. Whether you're dreaming of updating finishes or putting your unique style into each room, the possibilities are endless. Don’t miss out on this opportunity.

13 Washington Ave, Ashland

Listing courtesy of Listing Agent: Melissa Mayer from Listing Office: Compass.

$3,500
2 Beds 3 Baths 73467383 MLS
Not a typical 2 Bed Apartment unit! 4 Levels of living space with 2 car garage, fully finished basement and 1 gas fireplace. This 2017 built townhome was one of the nicest buildings in the coveted Village of America community, that features many custom touches throughout, including hardwood flooring on main floor & a gourmet chefs’ kitchen with stainless steel appliances, 6 ft. island, granite countertops . Living & Kitchen areas, the 2 most used spaces are oversized! Open concept and sun soaked. Second level boasts two spacious bedrooms with high ceilings, including a large primary bedroom with en- suite bath and large closets. Lower level has finished space for office, rec room or a gym room. Private view from deck and yard makes this feel like single family while allowing for the convenience of an established community. Many walking trails throughout the subdivision.

32 John Hancock Dr Unit 32, Ashland

Listing courtesy of Listing Agent: KiranKumar Gundavarapu from Listing Office: Key Prime Realty LLC.

$3,250
2 Beds 4 Baths 73463153 MLS
This updated townhome is located in a secluded prime location in this sought after development. The updated kitchen was tastefully done with quartz countertops, tile back splash, a large oversized island and stainless steel appliances. The open concept first floor has a living/dining area with gas fireplace and half bath. Upstairs you will find 2 large bedrooms each with their own private bath and plenty of closet space. The primary bath provides a whirlpool tub, vaulted ceilings and a private balcony. There is a finished room in the basement complete with another full bath which is great for guests. The HVAC, windows and sliders have also been updated. Ideally located near all that Ashland has to offer, close to major routes, shopping and restaurants.

100 Captain Eames Cir Unit 100, Ashland

Listing courtesy of Listing Agent: Lisa Coughlin from Listing Office: Realty Executives Boston West.

$399,900
3 Beds 3 Baths 73456309 MLS ['Ledgemere'] BLDG.
Showings begin with OH Thursday 11/20 5-6:30pm. Discover the perfect blend of comfort, convenience, and location in this beautifully maintained 3-bedroom, 2.5-bath condo. Featuring a desirable first-floor bedroom and full bath, this home offers flexibility for guests or single-level living. The main level showcases gleaming hardwood floors, an open living and dining area, and direct access to a private, fenced backyard—ideal for relaxing or entertaining. Upstairs are two spacious bedrooms and a Jack and Jill bath providing full bath access to both. The large open basement level offers a large laundry area and great storage as well as garage access, This is a popular, quiet, wooded neighborhood just steps from shops and restaurants. There is direct access to major highways (10 minutes) and two nearby T stops—making Boston just 30 minutes away. A rare find that combines comfortable living, peaceful surroundings and commuter-friendly convenience. Don't miss this!

97 Meeting House Path Unit 97, Ashland

Listing courtesy of Listing Agent: Pamela Bathen from Listing Office: Oak Realty.

$440,000
3 Beds 2 Baths 73451409 MLS
SELLER TO PAY 2026 SPECIAL ASSESSMENT!! This impeccably maintained 3-bedroom, 2-bath condominium combines quality updates w/ elegant design. The kitchen, refreshed in 2023, features new stainless appliances & stylish finishes that complement the open, light-filled living & dining areas adorned w/ gleaming hardwood floors. Upstairs, two spacious bedrooms share an updated full bath - the fiberglass shower is surrounded by cedar, while a versatile first-floor bedroom adds convenience. Major updates include a new heating & cooling system & hot water heater (2019), replacement windows & slider patio door and panels have built-in blinds (2022), newly tiled entry & upstairs bathroom floor. The finished lower level offers flexible living space perfect for a media area, fitness space, or office. Outdoors, a newly added beautiful patio w/ stone wall creates a private retreat. Complete w/ an attached garage & ideal access to area amenities & commuter routes

72 Meeting House Path Unit 72, Ashland

Listing courtesy of Listing Agent: Tiffany McDonald from Listing Office: Lamacchia Realty, Inc..

$2,300
2 Beds 1 Baths 73465034 MLS
Act fast! This one won’t last! Step into this spacious second floor, two bedroom, one bath apartment perfectly situated in the heart of lively Ashland. Designed for both comfort and entertaining, the open layout features a generous living room that flows effortlessly into a large eat-in kitchen, keeping you connected to guests at all times. The primary bedroom offers a rare bonus room perfect for a home office, creative space, or extra storage giving you flexibility you won’t find in most apartments. Just one block from Ashland’s popular shops, restaurants, and farmers market, you’ll love having everything right outside your door. Commuters will appreciate the Ashland train station less than a mile away. Available now for qualified applicants with good credit, references, and proof of income. Schedule your showing today before this opportunity is gone!

50-52 Alden St Unit 2, Ashland

Listing courtesy of Listing Agent: The Results Team from Listing Office: REMAX Executive Realty.

$525,000
2 Beds 1 Baths 73453832 MLS
No showings until Saturday November 15th 12 noon. Charming and refreshed 2+ bedroom, 1-bath home set on over 18 private, wooded acres—perfect for nature lovers seeking peace but also convenience. The home features refinished floors, fresh paint, new carpet, and new stainless steel appliances for a move-in-ready experience. The second floor offers additional finished rooms ideal for guests, office, or creative space. There is ample storage on each floor and in the basement. A 950 sq. ft. outbuilding with electricity provides exciting potential—whether for an ADU for family, a workshop, or equestrian use with special permit. Enjoy your own private serene walking trails, abundant wildlife, and natural beauty, all just minutes from shops, restaurants, and major highways. Commuters will love the easy access to two nearby rail stations and just 30 minutes to Boston. A rare combination of privacy, versatility, and convenience!

72 Pond St, Ashland

Listing courtesy of Listing Agent: Pamela Bathen from Listing Office: Oak Realty.

$911,000
5 Beds 3 Baths 73418559 MLS
Rare opportunity—two single-family homes on one expansive 18,750 SF lot, ideal for investors, owner-occupants, or multi-generational living. 30 Olive St. offers 3 beds, 1.5 baths, a two-car garage, semi-finished basement, above-ground pool with new deck, and a renovated kitchen with granite counters. 28 Olive St. features 2+ beds, 1 bath, and a strong rental history. Tenants pay all utilities, including water/sewer, and maintain the home well. Both homes have separate utilities, oil-fired heat, town water/sewer, newer roofs (12 years on main home, newer on rental), and well-maintained mechanicals. Prime Ashland location near commuter rail, shops, and highways—delivering income potential, flexibility, and long-term value. The property will be delivered vacant.

28-30 Olive Street, Ashland

Listing courtesy of Listing Agent: Daniel Alper from Listing Office: Boston Realty Advisors.

$650,000
3 Beds 2 Baths 73455942 MLS
Welcome home to this beautifully maintained split-entry residence, set on a professionally landscaped lot that offers both curb appeal and peaceful outdoor enjoyment. Step inside to an inviting open-concept design filled with natural light, enhanced by newer oversized picture window. The spacious kitchen and dining area seamlessly connect to a bright 3-season sunroom with cathedral ceiling and surround of windows—perfect for morning coffee, relaxation, or entertaining. Three bedrooms, all with hardwood flooring, including primary bedroom with direct bath access. Downstairs, the renovated lower level provides an extension of living space, complete with a spacious family room and home office/den. 2nd full bath with tiled shower, great for guests or in-law! Extensive improvements list includes 2022 siding/gutters, 2018 Lochinvar boiler, 2018 200-amp service, 2022 EV charger, and much more. Move-in ready, thoughtfully upgraded, set on a gorgeous lot—this is the one you’ve been waiting for!

120 Prospect St, Ashland

Listing courtesy of Listing Agent: Sirota Hudgins Team from Listing Office: Gibson Sotheby's International Realty.

$3,100
2 Beds 3 Baths 73454689 MLS
Welcome to this spacious townhome offering 2 bedrooms, 2.5 bathrooms, & a 2-car tandem garage. The main level features an open-concept floor plan with a generous living & dining area, hardwood flooring & a gas fireplace. The eat-in kitchen with stainless steel appliances, ample cabinetry, & a large peninsula breakfast counter with direct access to the private deck. The 2nd floor includes a primary suite with a cathedral ceiling, sitting area, gas fireplace, large walk-in closet with custom shelving, two additional closets, & a luxurious en-suite bath featuring double sinks, a jetted tub, linen closet, & separate shower. The second bedroom also offers a cathedral ceiling and a private full bath. The finished lower level provides a bonus room ideal for use as a home office/ gym.. A loft area offers additional flexible space, suitable for a 2nd office. Conveniently located near schools, shopping, restaurants, parks, major highways, & MBTA Rail. No pets or smoking.

227 Captain Eames Cir Unit 227, Ashland

Listing courtesy of Listing Agent: Ujwala Pawnarkar from Listing Office: Keller Williams Boston MetroWest.

$630,000
2 Beds 3 Baths 73434827 MLS ['Village Of A Thousand Pines'] BLDG.
Welcome to this meticulously maintained, and beautifully updated multi-level townhouse in Ashland's Village of a Thousand Pines. This home features two spacious bedrooms, each with its own ensuite bath, including a primary suite with vaulted ceilings, walk-in closet, and fireplace. The finished lower level offers a flexible family room and dining area, ideal for relaxing or entertaining. The open-concept kitchen is designed with granite countertops, updated appliances, and a large center island, flowing seamlessly into the dining and living spaces. A gas fireplace, oversized windows, and modern finishes create a bright and inviting atmosphere throughout. Additional highlights include an attached garage, private deck for outdoor enjoyment, and a half bath with designer touches. This home combines comfort and convenience with close proximity to shopping, dining, schools, and commuter routes, including the commuter rail.

379 Captain Eames Cir Unit 379, Ashland

Listing courtesy of Listing Agent: Mykayla Best from Listing Office: Lamacchia Realty, Inc..

$897,000
4 Beds 3 Baths 73432100 MLS
OH cancelled. Welcome to this beautifully maintained colonial on a quiet cul-de-sac in a delightful neighborhood. A formal foyer with gleaming hardwood floors sets the tone for the home’s warm, functional design. The spacious kitchen features maple cabinets, solid-surface counters, a breakfast bar, and hardwood flooring—ideal for everyday living and entertaining. The adjoining family room offers a cozy gas fireplace, hardwood floors, and a slider to a private backyard with patio. Upstairs, the expansive primary suite includes a sitting area, private bath with whirlpool tub, a walk-in closet, plus two additional closets. Three more generously sized bedrooms and a full bath, complete the second floor. A first-floor laundry room adds convenience. Enjoy nearby amenities including the new Mill Pond Riverwalk and Park, downtown Ashland, and the MBTA commuter rail. With its thoughtful layout, prime location, and move-in ready condition, this exceptional home is ready to welcome its next owner

3 Blueberry Hill Ln, Ashland

Listing courtesy of Listing Agent: Craig Morrison from Listing Office: Realty Executives Boston West.

$771,000
3 Beds 3 Baths 73453937 MLS
Well cared for and thoughtfully updated, this home offers a comfortable layout with bright, inviting spaces and a seamless flow between rooms. The spacious kitchen features warm wood cabinetry, granite countertops, and stainless steel appliances, opening to a cozy family room with a pellet stove. A formal dining area, airy living room, half bath, and convenient laundry complete the first floor. Upstairs, the main bedroom includes two walk-in closets and a private bath, while two additional bedrooms share a full bath with generous closet space. The semi-finished basement offers potential for expanded living area. Enjoy the private yard with an in-ground pool, updated patio pavers, awning, and shed, plus a four-season porch for year-round enjoyment. Additional highlights include a Buderus heating system, whole-house Set up for a Generac generator, central air, and an attached two-car garage. Close to shopping, parks, restaurants, and the commuter rail.

49 Prospect Street, Ashland

Listing courtesy of Listing Agent: Lilia R. Flores from Listing Office: Barrett Sotheby's International Realty.

$530,000
2 Beds 3 Baths 73411883 MLS
Step into this beautifully maintained and sun-filled 2-bedroom, 2.5-bathroom condo, where space, warmth, and convenience come together in one exceptional home. The highlight of the living area is the generous family room, featuring gleaming hardwood floors, a gas fireplace, and huge windows that flood the space with natural light. Flowing seamlessly into the dining area and oak kitchen, complete with a peninsula and breakfast bar, the home is perfect for everyday living and effortless entertaining. Upstairs, the primary suite is a true retreat with a dramatic vaulted ceiling, second fireplace, walk-in closet, and a private en suite bath. The second bedroom also includes its own full bath, ideal for guests or a home office setup. A convenient half-bath is located on the main floor. Additional amenities include a spacious lower-level laundry room and exercise area, adding ease to your daily routine.

76 Algonquin Trl Unit 76, Ashland

Listing courtesy of Listing Agent: Prudence B. Hay from Listing Office: Rutledge Properties.

$1,950
2 Beds 1 Baths 73439642 MLS
Charming 2nd floor unit in a two family house set in a residential area of larger single family homes. This unit has living room, eat-in kitchen, one larger bedroom with closet and smaller second bedroom (no closet). Kitchen has a gas stove and refrigerator. Washer/dryer in basement are shared with the other tenants. Tenants pay for Gas/Electric/Cable. Backyard grass and BBQ grilling area are shared with 1st floor tenants. Tenants must purchase and use Ashland Town Trash Bags. SMALL pet considered case by case. No Smoking. Applicants must have decent credit and verifiable stable annual single or combined income of $73,000 or more. First and Last Months rent due at lease signing. One Year Lease. Parking for two cars. Convenient to either Framingham or Ashland Train Stations.

70 Higley Road Unit 2, Ashland

Listing courtesy of Listing Agent: Lynn A. Schreiner from Listing Office: Realty Executives Boston West.

$604,000
3 Beds 2 Baths 73445918 MLS
Welcome to 8 Roberts Road, where modern comfort meets easy living in one of Ashland’s more desirable neighborhoods. This updated Cape blends classic charm with today’s convenience and style. Enjoy a bright open layout with a modern kitchen featuring quartz counters, white cabinetry, and soft-close drawers flowing into a dining area and sun-filled living room with cozy fireplace. The first floor offers a flexible bedroom or home office and full bath, while upstairs includes two spacious bedrooms and a remodeled bathroom. Hardwood floors add warmth, and the private fenced backyard with shed is perfect for relaxing or entertaining. Major updates include high-efficiency mini splits (2024), new vinyl windows, hot water heater, septic system, repointed chimney, and solar panels to lower utility costs. Convenient to Framingham commuter rail, Routes 9, 495, and the Pike—ideal for first-time buyers or downsizers seeking low-maintenance living.

8 Roberts Rd, Ashland

Listing courtesy of Listing Agent: Donald Richmond from Listing Office: Gold Key Realty LLC.

$915,000
4 Beds 3 Baths 73438625 MLS
This well maintained home is located in an awesome neighborhood with gorgeous landscaping close to everything including, shopping, restaurants, commuter train, state park, highway access, and schools! You're going to LOVE the layout of the main level! Huge eat-in kitchen with center island, hardwood floors, stainless steel appliances opens wide to a grand size family room with gas fireplace, skylight, and vaulted ceilings. Relax on the 3 season porch or separate home office with pocket doors. A formal dining and living room and half bath round out the 1st floor. The primary suite has a tray ceiling, walk-in closet and the bathroom of your dreams with stand alone air-jet tub, tiled shower, skylight, and double sinks! 3 more spacious bedrooms and a full bath with a skylight and double sinks finish off the 2nd floor. Finished room in the basement can be a play room or home gym! Roof 2009, HVAC #1 2023, HVAC #2 2009, exterior painted 2021.

6 New Castle Rd, Ashland

Listing courtesy of Listing Agent: Craig Morrison from Listing Office: Realty Executives Boston West.

$4,500
4 Beds 4 Baths 73442906 MLS
This beautiful home is now available for rent! Conveniently located in a nice neighborhood, set in a cul-de-sac just minutes from highway access, the train station and shopping. Walk to Mill Pond Park, the library, the Farmer's market and more! This home has 2,200 sqft of living space spread out over three levels, 4 bedrooms, 3.5 bathrooms, and a big yard with fruit trees and woods in the back. Spacious living room opens up to the kitchen dining room area all with hardwood floors. The kitchen has granite counters and stainless steel appliances. The main bedroom has it's own full bathroom and two sets of closets. 2 more bedrooms and a full bath round out the 1st floor. The 2nd floor has a large 4th bedroom with a full bath and lots of closet space. This could be used as 2nd primary bedroom! The lower level has a family room and access to the 2 car garage. Oh and lets not forget central air! Owner is open to a long term lease.

1 Barry Drive, Ashland

Listing courtesy of Listing Agent: Craig Morrison from Listing Office: Realty Executives Boston West.

$770,000
3 Beds 3 Baths 73440761 MLS
Well maintained single family raised ranch with newly refinished gleaming hardwood floors, cathedral ceilings, living room with a brick fireplace, eat in kitchen with granite countertops and stainless steel appliances, dining room with a slider to the private back deck with steps down to a patio and backyard. Hallway leads to main full bath, main bedroom with a full bath and two more bedrooms! Pull-down attic stairs provides ample storage space. Family room on the lower level with closet space, wall to wall carpet, recessed lighting, washer and dryer and a half bath. Door leads to a large two car garage with two electric garage door openers. Maintenance free exterior vinyl siding. House is in move-in condition.

17 Stagecoach Dr, Ashland

Listing courtesy of Listing Agent: Scott R. Hughes from Listing Office: New Dover Associates, Inc..

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