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266 Front St Unit 266, Ashland
$458,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73596082 MLS ⋅ 1,292 SqFt.
Move right into this spacious, updated 3-bedroom duplex-style home tucked among the trees on a quiet Ashland cul-de-sac! This private, pet-friendly community offers the rare benefit of **NO CONDO FEES**. Freshly painted and move-in ready, the home features an open first-floor layout with brand-new carpeting throughout the main living areas and upstairs, plus durable laminate flooring in the kitchen. The kitchen offers ample cabinet space and opens to the dining area with a wet bar and slider to the outdoors. A half bath, basement access, and attached one-car garage are conveniently located nearby. Upstairs, the generously sized primary bedroom features a Jack-and-Jill bath with a tub/shower combination. Additional highlights include washer/dryer hookups, an extra-long driveway with parking for multiple vehicles, and numerous updates: roof and sliding door (2015), kitchen appliances (2013–2015), front porch (2024), and garage door (2024). Less than two minutes from the commuter rail and close to shopping, restaurants, and major highways, this home combines privacy, comfort, and convenience!

266 Front St Unit 266, Ashland

93 Meeting House Path Unit 93, Ashland
$469,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73595585 MLS ⋅ 1,456 SqFt.
Welcome to 93 Meeting House Path in Ashland's Ledgemere Condominiums. A beautifully updated 3-Bedroom townhouse offering flexible living in a desirable Ashland community. Renovations in the last 5 year include the kitchen, appliances, and flooring, creating a fresh inviting settng for everyday living and entertaining. The main level features the updated kitchen, and a highly sought-after first floor bedroom offering flexibility for guests or a home office. A full bath is also on this level. Upstairs two spacious bedrooms plus another 1.5 baths. Comfortable Gas heat and Central AC (less than 10 years old). Conveniently located next to schools, shopping, downtown Ashland, and the Commuter Rail. Other features include a deck overlooking a patio, washer & dryer, and a one car garage.

93 Meeting House Path Unit 93, Ashland

218 Myrtle St, Ashland
$575,000
3 Beds ⋅ 2 Baths ⋅ CONTINGENT Status ⋅ 73594341 MLS ⋅ 1,714 SqFt.
Move-In-Ready Ashland Ranch, Set back 70+ feet on Nearly Half an Acre. The Big-Ticket Work Is Already Done as the sellers have completed the expensive projects for peace of mind, so you can move in and enjoy. This ranch offers 1,714 sq ft of total living space, including a finished walk-out lower level. 218 Myrtle was built near the center of a level, fenced 0.47-acre lot, maximizing the lot to its fullest. Built on the upslope to the famed Ashland Town Forest, the property offers quick access to Worcester and Boston via the Mass Pike, commuter rail, routes 9 and 135, as well as local foot trails and shopping conveniences, but offers the peace of country living. The living room features hardwood floors, a bay window, wood-burning fireplace, and included Samsung big screen TV (Seasoned firewood and a covered storage rack remain as a seller’s gift to help make your cooler holiday months cozy). All this opens to a dining room with a custom built-in. The kitchen shines with Ubatuba granite counters (spring 2026), plus a new Maytag dishwasher and LG range with EZ cleaning cobalt-blue interior (both June 2026), stainless appliances and breakfast bar. Three hardwood-floored bedrooms include a primary with a California Closet system, and there is another in the coat closet. The finished lower level adds two bonus rooms, a half bath with an up-flush system, laundry with a newer Samsung washer and dryer (included), and direct access to the garage and yard. The mechanicals are where this home truly stands apart. Four one-to-one Fujitsu high-heat ductless mini-splits (2018), each with its own outdoor compressor for higher efficiency, provide quiet, efficient cooling and can serve as primary or secondary heat alongside a new oil boiler (spring 2026). You choose how to heat, season by season. Add MassSave insulation (2018), a 50-year architectural shingle roof (only in year 8), 200-amp electrical service, an electric water heater (2022), a radon mitigation system, a sump with dehumidifier drain (2024), a new Panasonic bath exhaust fan, central vacuum and automatic whole house fan with humidistat. Title 5 passed. Outside, enjoy a new loop driveway with parking for 7, an elongated garage with built-in storage, a freshly painted deck, patio, bedded garden space and award-winning peony perennials. There is auto-security lighting on all four sides that stand watch over the fenced backyard. Homes this well-kept and with these extras, don’t wait around. Book a showing now.

218 Myrtle St, Ashland

177 Prospect St, Ashland
$639,900
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73593597 MLS ⋅ 1,264 SqFt.
Lovingly maintained and full of classic New England charm, this inviting 3-bedroom Colonial offers warmth, character, and comfortable living. Natural light fills the home, highlighting the beautiful hardwood floors throughout. The updated eat-in kitchen is perfect for everyday meals, while the dining room overlooks the backyard, creating a lovely setting for gatherings. The welcoming living room features a cozy fireplace, adding timeless appeal. A convenient mudroom area provides a practical space for everyday comings and goings. Upstairs, three bedrooms with hardwood floors and an updated full bath complete the second floor. A walk-up attic offers excellent storage potential, while the unfinished basement presents an opportunity for future expansion. Outside, enjoy a level, private lot abutting conservation land, offering a peaceful natural setting. Ideally located just minutes from downtown Ashland, the commuter rail, restaurants, shopping, and more, this charming home offers a wonderful blend of character, privacy, and convenience!

177 Prospect St, Ashland

38 Lyndon Ln, Ashland
$720,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73589845 MLS ⋅ 1,780 SqFt.
Welcome to 38 Lyndon Ln, Ashland, MA! This beautifully maintained 3-bedroom, 2-bathroom Colonial offers 1,780 sq. ft. of comfortable, modern living set on a private 0.29-acre lot, set at the end of a dead end street. Step inside to find a welcoming floor plan featuring a mudroom, bright home office, and a stylish kitchen complete with granite countertops, stainless steel appliances, and laminate flooring. The inviting family room serves as a perfect gathering space with its cozy fireplace and custom built-ins. A home office completes the first floor. Upstairs features hardwood flooring throughout all 3 bedrooms and a full bath with a double vanity and tiled shower. A second full bath with a tub and shower is conveniently located on the main level. Enjoy year-round climate control with 5 heat zones and 4 ductless mini-split cooling zones. Outside, relax on the porch or take advantage of nearby shopping, public transportation, and walking/jogging trails. Convenient city water and sewer utilities. Move right in and make this exceptional property your home! Showings begin at the open house on Saturday, October 17th at 11 am.

38 Lyndon Ln, Ashland

75 Myrtle Street, Ashland
$619,900
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73588375 MLS ⋅ 1,641 SqFt.
Captivating from the first glance, this picturesque Ashland Gambrel offers the perfect blend of character, space and a prime location! Walking distance to the local shops, The Corner Spot and the scenic trails and waterfall at Mill Pond Park and Riverwalk, this well-maintained home sits on a corner lot alongside a quiet side street with two cul-de-sacs. Inside, a spacious fireplaced living room with bay window flows into your flexible first-floor bedroom, currently used as a cozy den. An updated kitchen features gas cooking, granite countertops and an oversized island with direct access outside while a dining room and updated full bath finish out the first floor. Head upstairs to find two generously sized bedrooms, full bathroom and loft area, just waiting for you to grab a book and relax. Out back, a beautiful brand-new deck offers plenty of space for dining, lounging and entertaining, while overlooking a large, level yard with beautifully-maintained landscaping and mature trees. A newer roof, storage shed, full basement and new furnace, as well as quick & easy access to the commuter rail, Mass Pike, Rt. 9 and 495 add to the appeal. Full of warmth, comfort and flexibility, this special home offers the perfect chance to enjoy the Ashland lifestyle--beloved for its schools, parks, and strong sense of community!

75 Myrtle Street, Ashland

10 Metropolitan Ave, Ashland
$594,900
3 Beds ⋅ 2 Baths ⋅ PRICE CHANGED Status ⋅ 73588333 MLS ⋅ 1,779 SqFt.
This 3BD, 2BA, 1,779 SF home in Ashland has just been updated and is ready for its new owners! The first floor features an open floor plan connecting the eat-in-kitchen (with new quartz countertop), living room and dining room. The full bathroom on the first floor includes the washer and dryer. The 1st floor bedroom has newly added closet space. The 2nd floor features the primary bedroom with en suite bathroom that has an updated walk-in, tile shower. The additional bedroom on this floor also includes a new closet. Finally, the finished 3rd floor bonus space can be used as an office, play room or workout area. Outside there is a composite deck in back that was added in 2025. The driveway has 4 off-street parking spaces and a fixed basketball hoop. The yard also features a storage shed/workshop that includes interior lighting and power. This home is in a desirable location within walking distance of shops and restaurants on Rte 135 and easy access to other Ashland amenities. It is 1.2 miles to the MBTA commuter rail station on the Framingham/Worcester line, with easy access to Boston. It is only a half mile to downtown Ashland, 1.1 miles to Ashland State Park and 1.7 miles to Ashland Town Forest. Welcome to your new home!

10 Metropolitan Ave, Ashland

452 Chestnut St, Ashland
$579,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73583169 MLS ⋅ 1,274 SqFt.
Ideally located just south of Ashland Center and adjacent to Ashland State Park, this is a wonderful opportunity to enjoy all that this vibrant community has to offer—at a truly rare price point. Built in 1955, this charming Garrison Colonial features a fireplaced living room just off the entry, three bedrooms, and a spacious full bath. Just across the street, the Warren Center and Henry’s Place add another layer of convenience and recreation, with local residents able to take advantage of the Warren Center’s community club amenities, including pickleball, tennis, disc golf, trails, and select waterfront activities, while Henry’s Place offers a casual spot for coffee, lunch, dinner, or drinks. Ashland offers an appealing blend of small-town charm, outdoor recreation, and convenient MetroWest access, with parks, trails, local shops and restaurants, community events, and year-round recreational programs. The location also provides easy access to major routes and the MBTA Commuter Rail, making Boston and Worcester convenient destinations. Families are drawn to Ashland for its highly regarded public schools and strong sense of community.

452 Chestnut St, Ashland

29 Prospect St, Ashland
$649,900
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73582949 MLS ⋅ 1,567 SqFt.
Fabulous opportunity in Ashland, MA! This home offers luxury finishes far beyond its price. Renovated gourmet kitchen features a chef’s dream: 48" Thermador dual-fuel range (gas cooktop/electric double ovens), paneled hood, quartz counters, and a massive 9ft+ island with seating & storage. Enjoy year-round comfort with updated HVAC (heating & cooling). The practical mudroom has built-ins and sliders leading to a private deck and an above-ground pool with solar cover and fenced backyard—perfect for entertaining! Main level boasts hardwood flooring in all three bedrooms, plus an upgraded full bathroom and stylish new interior doors. Lower level living shines with LVT flooring in the family room and office, a second full bath with shower, and a spacious tile laundry room. Lower level mini split and Navien Combi boiler installed 2023. The oversized garage provides significant storage and opportunity. Low maintenance and move-in ready! Excellent commuter location. Showings begin Thursday, Oct.1st.

29 Prospect St, Ashland

112 Myrtle Street, Ashland
$559,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73581623 MLS ⋅ 1,673 SqFt.
Welcome to this charming Cape offering a flexible floor plan and inviting spaces throughout. The first floor features a bright kitchen that opens seamlessly to the formal dining room. An oversized family room provides plenty of space to gather, along with a dedicated area perfect for a home office. A full bath and spacious primary bedroom with en suite complete the main level. Upstairs, you will find two generously sized bedrooms. The lower level offers even more versatility with laundry, a flexible bonus space ideal for a home office, playroom, or gym, plus a large unfinished area offering endless possibilities for storage or future expansion. Outside, the fully fenced backyard features ample green space and a patio, ideal for outdoor dining, play, entertaining, and everyday enjoyment. A wonderful opportunity to enjoy comfortable, flexible living in Ashland!

112 Myrtle Street, Ashland

8 Rodman Rd, Ashland
$729,900
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73579124 MLS ⋅ 1,761 SqFt.
Red Post Realty is excited to present 8 Rodman Road, a stunning 3-bedroom, 2.5-bath home in Ashland! Fully renovated throughout, this exceptional property blends classic character with modern luxury, thoughtful design, and quality craftsmanship. The beautifully appointed kitchen features custom cabinetry, quartz countertops, a peninsula, built-in microwave, and premium stainless-steel Bosch appliances. White oak flooring, modern lighting, and abundant natural light create warm and inviting living spaces throughout.The beautifully renovated bathrooms showcase quartz finishes and distinctive designer details. Extensive improvements include all-new plumbing, electrical, HVAC, insulation, roofing, siding, windows, doors, drainage and waterproofing, along with a new driveway. Additional energy-efficiency upgrades provide modern comfort and peace of mind.Outside, enjoy a welcoming farmer’s porch with composite decking, professionally landscaped grounds, and attractive stonework. Ideally located near major routes, the commuter rail, shopping, restaurants, and all that Ashland has to offer. This move-in-ready home delivers the quality and finish of a high-end new build while maintaining the charm and character of an established Old New England Home.

8 Rodman Rd, Ashland

195 Cordaville Rd, Ashland
$735,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73577816 MLS ⋅ 2,326 SqFt.
Set on a spacious, beautifully wooded lot, this inviting Ashland home offers a peaceful setting surrounded by mature trees, established landscaping and abundant greenery, with easy access to two train stations and the Mass Pike for a convenient commute. A long driveway provides ample parking and leads to the attached garage. Inside, warm hardwood floors, extensive wood detailing and large windows create a welcoming atmosphere filled with natural light. Generous living and gathering spaces offer flexibility for everyday living and entertaining, while built-in shelving adds character and storage. The spacious kitchen features abundant cabinetry and opens to a bright dining area with views of the lush surroundings. Step through the sliding glass door onto the expansive rear deck overlooking the private, tree-filled yard—an ideal spot for relaxing or entertaining. Additional lower-level finished space, workshop/storage areas and laundry add versatility and functionality. Recent updates include a new roof in 2026, new driveway in 2025 and new bow window in 2024. Smart-home features include two Ring doorbell cameras, two Yale electronic locks, internet-connected garage door openers and Nest thermostats.

195 Cordaville Rd, Ashland

3 Macintosh Ln, Ashland
$699,999
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73577373 MLS ⋅ 1,250 SqFt.
Exceptional Opportunity in Ashland! Nestled in a highly sought-after neighborhood, this expanded ranch combines charm, convenience, and versatility. The main level features a vaulted-ceiling, fireplaced living room with skylight, a welcoming kitchen with dining area, and a stunning sunroom/family room addition with sliding doors that open to picturesque views of a private, scenic backyard. Additional highlights include, central air, a beautiful in-ground pool all in a prime location, just moments from top-rated schools and all that Ashland has to offer. Renovated extensively in 2019 and maintained in impeccable condition. This sun-filled home is truly move-in ready. Rich with warmth, character, and modern touches, the setting offers a welcoming sense of calm. Soaring ceilings are a hallmark of the design. Schedule your showing today

3 Macintosh Ln, Ashland

7 Cedar St, Ashland
$774,900
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73565685 MLS ⋅ 2,200 SqFt.
Welcome to this beautiful home, updated 3-bedroom, 2.5-bath home offering the perfect blend of comfort, space, and energy efficiency! Environmentally conscious buyers will appreciate the solar panels, provide sustainable energy while help reduce energy costs. The bright, open-concept kitchen features high ceilings and flows beautifully into the living space. Enjoy hardwood floors, updated bathrooms, finished basement, with spacious family room, half bath, laundry area, and office—perfect for entertaining, working from home, or extended family living. Step outside to your own backyard retreat featuring a beautiful swimming pool and spacious yard, ideal for relaxing and entertaining. Additional highlights include a brand-new furnace, two-car garage, and extra parking. A wonderful opportunity offering comfortable indoor and outdoor living in a serene setting!

7 Cedar St, Ashland

329 Pleasant Street, Ashland
$599,000
3 Beds ⋅ 3 Baths ⋅ CONTINGENT Status ⋅ 73557329 MLS ⋅ 1,714 SqFt.
Commuters Boston-Bound – check out this fantastic Colonial 500 steps from the MBTA Ashland stop. If sunny open spaces and thoughtful upgrades are important to you, come see the terrific opportunity in this completely remodeled home. You will love waking up to beautiful sunrises across the Sudbury River and enjoy total peace of mind with new insulated windows, full foam insulation, 1st-floor laundry, efficient HVAC, a valuable whole-house Generac generator, gas heat, a garage and town water/ sewer. The updated kitchen boasts plenty of white cabinetry, butcher block counters and a breakfast bar which seamlessly connects to spacious living and dining areas, perfect for easy living and gracious entertaining. Upstairs features 3 bedrooms and two updated full baths, both with double sinks! The large primary suite offers a multi-closeted layout, lots of light and is a special space to unwind and relax. Unbeatable location in sought after Ashland near downtown shops, dining, State Park trails, and all major commuter routes. Although located on a busy street, it has surprising privacy and a big backyard with a covered deck overlooking woods! Motivated seller has priced this home to move, so act fast!

329 Pleasant Street, Ashland

9 Olive Street, Ashland
$400,000
3 Beds ⋅ 2 Baths ⋅ PRICE CHANGED Status ⋅ 73531051 MLS ⋅ 2,260 SqFt.
Attention all builders, contractors, investors! Rare opportunity to own ONE ACRE corner lot (44,829 sq ft) in Ashland. The existing home on lot is in need of extensive repair. Seller had received permission for tear down however the New owner will need to re-apply with the Town of Ashland for tear down of the existing structure. Seller has spent a significant amount of time and money in clearing out some of the property. Home has the electricity still on but heat and running water are shut off. Previous septic system is no longer viable and there is one town sewer connection available at the property; buyer responsible for sewer hookup. Sold AS-IS, WHERE IS including all contents. Do not walk the lot without permission; use caution during showings. Property situated in an ideal location with short distance to Ashland Community Center, Ashland State Park, and MBTA Commuter Rail. Leverage this chance to bring your vision and building ideas as there are so many possibilities for this property!

9 Olive Street, Ashland

233 Meeting House Path Unit 233, Ashland
$449,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73522752 MLS ⋅ 1,654 SqFt.
!Special Assessment Closing Credit! Back on the market and ready for its next owner! Welcome to Ledgemere Country, one of Ashland’s most sought-after communities. This spacious 3-bedroom, 2-bath townhome offers an open-concept main level, private patio, attached garage, finished basement, and a flexible first-floor bedroom that works well as a home office. Minutes to Routes 126 and 135, the Ashland MBTA, the Reservoir, and top-rated schools. The condo association balance has been resolved, so clean title will be conveyed. Seller will credit the buyer at closing for the remaining special assessment, and will replace the outdoor AC condenser unit upon execution of an accepted offer!

233 Meeting House Path Unit 233, Ashland

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