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741 Winter St., Holliston
$650,000
3 Beds ⋅ 2 Baths ⋅ 73594125 MLS
Unlock the potential of this hidden gem in Holliston! Tucked away and privately set back from the road, this home offers a rare opportunity to create your dream sanctuary on a spectacular 2.73-acre lot. Nature lovers will appreciate the tranquility of this location, which borders expansive conservation land, providing ultimate privacy and a peaceful backdrop. The property features a large, flat yard perfect for outdoor activities, gardens, or recreation. Inside, the home provides a versatile floor plan with 3 bedrooms and 2 full bathrooms. The first floor layout includes 2 bedrooms, a full bath and a large fireplaced living room. The second floor features the primary bedroom, a second full bath and a spacious second living room that offers excellent flexibility for a home office, media room, or guest retreat. A new septic system is being installed, the roof, heating system and hot water heater have all been updated in recent years and the large full basement provides ample storage and is already partially finished. This home is ready for a modern transformation and your personal touch, the expansive lot, and the coveted, secluded location make this a truly unique find. Bring your vision to reimagine this property and make it your own.

741 Winter St., Holliston

Listing courtesy of Listing Agent: Jamie Keefe from Listing Office: Coldwell Banker Realty - Framingham.
72 Alden Road, Holliston
$649,900
3 Beds ⋅ 3 Baths ⋅ 73588024 MLS
Welcome to 72 Alden Rd, a classic split level on a stunning half-acre lot located in a quiet, closed-loop neighborhood. In Law Potential! 3 bedrooms, 2 1/2 baths, & a flowing floor plan that makes everyday living effortless. Generous, light-filled rooms move naturally from one to the next, with three spacious bedrooms on the main level & a flexible living area on the lower level with it's own full bath and entry point- perfect for an in-law suite. Hardwood floors & a wood-burning fireplace bring warmth to every gathering. The dining room opens directly to the brand new wood deck & fenced-in backyard for seamless indoor-outdoor flow. The refreshed basement adds versatile bonus space - perfect as a playroom, home office, or full in law suite. Outside, the brand new deck anchors a stunning fenced-in backyard with a full in ground pool -made for outdoor living at its best. This backyard oasis invites you to linger long after the sun goes down. Easy access to Rt 16 or Rt 27, parks & trails completes this special home.

72 Alden Road, Holliston

Listing courtesy of Listing Agent: Mark Lesses Group from Listing Office: Coldwell Banker Realty - Lexington.
58 Wedgewood Dr, Holliston
$634,000
3 Beds ⋅ 2 Baths ⋅ 73541116 MLS
Welcome to 58 Wedgewood Drive, a beautifully maintained Holliston home offering over 2000 square feet of comfortable, versatile living and direct access to the Upper Charles Rail Trail. The well-appointed kitchen features stone countertop, stainless steel appliances, a center island, and plenty of space for everyday meals and entertaining. Rich hardwood flooring adds warmth and character to the inviting living room while comfortable bedrooms and 2 full baths complete the main living areas. Downstairs the spacious lower level offers even more room to gather and unwind. With an open layout and a dry bar, it's fantastic space for entertaining, movie nights, game days or simply relaxing with family and friends. Outside, the private backyard provides a peaceful setting for outdoor dining, gardening, or enjoying warm summer evenings,, And with direct access to the Upper Charles Rail Trail, miles of scenic walking and biking trails are almost right outside you door. Move-in ready and wonderfully located, this is a home designed t be enjoyed both inside and out.

58 Wedgewood Dr, Holliston

Listing courtesy of Listing Agent: Patricia Baker from Listing Office: Realty Executives Boston West.
35 Jerrold Street, Holliston
$625,000
3 Beds ⋅ 2 Baths ⋅ 73579102 MLS
NEW PRICE! HOLLISTON's Favorite BRENTWOOD NEIGHBORHOOD! Lovingly maintained Raised Ranch built in 1964 with 1933 SF of living space. Foyer recently painted also has a Ceiling Fan, Sunny Formal Dining Room with Hardwood Floors, leads to an amazing Kitchen with wood floors, Maple Cabinets, Dual Fuel Double Oven, Ceramic Tile Back Splash, Skylight, 5 Burner Cook Top, Quartize Countertops which were done in 2024, Kitchen Appliances will stay new in 2020, Wall to Wall Carpet in Spacious Family Room, Three Bedrooms all with Hardwood Floors, One Car Garage, Screened Porch, Shed, Back Yard Play Area (w Rubber Mulch) 2021, plus many Recent Updates including Interior Painting 2025, 2026, C/A added 2022, Leaf Filter Gutters 2023, 2 furnaces, one new in 2024 and located in the garage, new Harvey Windows 2013, Exterior painted 2025, deck painted 2026, 200 AMP Board 2022, Water heater approx. 2 years old, Septic System 2023, Pentair Whole House Water Filter System 2023, Primary Bathroom Hardware (Sinks, Showers & Tub) 2024 This home is ready for immediate occupancy. WELCOME HOME!!

35 Jerrold Street, Holliston

Listing courtesy of Listing Agent: Nancy Flynn from Listing Office: Realty ONE Group Suburban Lifestyle.
36 Regal Street, Holliston
$549,900
3 Beds ⋅ 1 Baths ⋅ 73593307 MLS
ATTENTION INVESTORS, FIRST TIME BUYERS & THOSE LOOKING TO DOWNSIZE!! This charming ranch is move-in ready, while offering an excellent opportunity to add your own personal touches and cosmetic updates to make it truly your own. 36 Regal offers comfortable single-level living in a desirable Holliston neighborhood, just moments from the Rail Trail. The bright and inviting living room features beautiful hardwood floors and a large bay window. The spacious kitchen offers ample cabinetry, counter space, and stainless steel appliances, with a versatile bonus space perfect for a home office, dining area, playroom, or flex space.Three bedrooms and a full bath complete the main level. But the real showstopper may be outside! Set on a large, level lot, the private backyard is made for summer entertaining, complete with a spacious deck and above-ground pool. A storage shed provides additional space for gardening equipment and outdoor essentials. Central air, natural gas heating, and a fantastic location close to schools, shopping, the Rail Trail, Route 16, Route 109, and major commuter routes add to the appeal. Homes like this don't come around often, move-in ready and perfectly positioned for enjoying everything this wonderful community has to offer, this is one you won't want to miss!

36 Regal Street, Holliston

Listing courtesy of Listing Agent: Angela Zullo from Listing Office: Lamacchia Realty, Inc..
2 Ashland Street, Holliston
$495,000
3 Beds ⋅ 2 Baths ⋅ 73582102 MLS
This bright & sunny home is situated on a 1/2 acre lot located in a popular Holliston neighborhood, close to shops, commuter rail and major routes. You will find and appreciate that this home was designed for easy and comfortable living. Featuring 3 bedrooms and 2 full baths, fireplace & slider to deck with wonderful elevated views of the back yard, one car garage and a circular driveway for easy entry and exit. You will love time spending in the kitchen with its many features including a skylight, granite countertop, recessed lighting, and stainless appliances. Much of the home offers gleaming hardwood floors. Top ranked schools. Only a few miles to Ashland or Framingham Train Stations.

2 Ashland Street, Holliston

Listing courtesy of Listing Agent: James Pham from Listing Office: RE/MAX Partners.
43 Regency Dr Unit 43, Holliston
$314,900
2 Beds ⋅ 1 Baths ⋅ 73590913 MLS
Welcome to this beautiful unit at Regency Park Condominium. Very well-maintained two bedrooms townhouse, both on the second floor. Hardwood flooring throughout the living room and bedrooms. Finished basement with extra room for work or entertainment and laundry. Washer and dryer will stay. Backyard for a fresh air and relaxing. Great location unit! Minutes from the downtown where you will find coffee shops, pharmacy and stores. Lake Winthrop and the walk trail are right there for spring and summer days. Don't miss the opportunity to see this unit, it won't last. Schedule a visit now, easy to show! Open house Saturday October 17th from 11:30am to 1pm.

43 Regency Dr Unit 43, Holliston

Listing courtesy of Listing Agent: Soraia Aguiar Campos from Listing Office: Mega Realty Services.
49 Windsor Dr Unit 301, Holliston
$299,000
2 Beds ⋅ 1 Baths ⋅ 73576026 MLS ⋅ ['Oakridge'] BLDG.
Welcome to Oakridge Condominiums! This spacious top-floor 2-bedroom unit an open floor plan and a gorgeous view in a peaceful setting at the end of a wooded cul-de-sac. Located in a garden-style building, this home offers comfortable, low-maintenance living. The building features on-site laundry, secure storage assigned to each unit, one assigned parking space, and ample guest parking. Enjoy a prime location just minutes from the commuter rail, grocery stores, shopping, parks, and the Charles River Rail Trail. For those seeking convenient, low-maintenance living, this condo is a great choice. With limited options at this price point, it is an excellent opportunity for a homeowner or investor.

49 Windsor Dr Unit 301, Holliston

Listing courtesy of Listing Agent: Melissa Kaspern from Listing Office: REMAX Executive Realty.
152 Turner Rd Unit 57, Holliston
$219,900
1 Beds ⋅ 1 Baths ⋅ 73578152 MLS ⋅ ['Crestview Condominiums'] BLDG.
Discover refined condominium living at 152 Turner Rd U:57, Holliston, MA. Constructed in 1967, this 705 square foot residence offers a sophisticated urban retreat. This third-floor condominium, situated within a three-story building, provides an elevated perspective. The residence thoughtfully includes one bedroom, designed to offer a private and comfortable space. Complementing this, one full bathroom provides essential convenience and functionality. This property presents a compelling opportunity for discerning buyers seeking a well-appointed home. Just across the way is a freshing a fabulous inground pool. call broker to show, Don't miss out

152 Turner Rd Unit 57, Holliston

Listing courtesy of Listing Agent: Michael Manganaro from Listing Office: Partners Realty Group.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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