Holden Real Estate

Welcome to Holden, Massachusetts – a charming town nestled in the heart of Worcester County that perfectly blends suburban tranquility with easy access to urban amenities. Known for its picturesque landscapes and vibrant community spirit, Holden offers a unique lifestyle that appeals to families, young professionals, and retirees alike.

With its rich history dating back to the 18th century, Holden is adorned with beautiful colonial architecture and a strong sense of community pride. The town boasts a variety of recreational opportunities, including the scenic trails of the Wachusett Reservoir and the lush greenery of local parks, making it an ideal setting for outdoor enthusiasts. Whether you enjoy hiking, biking, or simply taking leisurely strolls, Holden's natural beauty will captivate you.

Education is a cornerstone of Holden, with top-rated schools that prioritize academic excellence and personal growth. The town is part of the Wachusett Regional School District, which is known for its commitment to fostering a supportive learning environment. Parents can rest assured that their children are receiving a quality education in a nurturing community.

Culturally, Holden is vibrant and engaging, featuring local events, farmers' markets, and community festivals that bring residents together. The town's proximity to Worcester allows for easy access to a wider array of dining, shopping, and entertainment options, ensuring that there's always something to do.

In Holden, you’ll find a welcoming atmosphere where neighbors become friends, and every day brings the promise of new memories. Discover the charm of Holden, MA – your perfect place to call home!

Newest Listings in Holden

$835,000

3 Beds ⋅ 3 Baths ⋅ 73557563 MLS

This Majestic Cape has so much to offer! The expanded living area includes a LARGE great room with an attached screen room. The Kitchen, located just a few stairs down from the Great Room is a large sunny room with plenty of storage and is open to the Dining Room. Located just off the Dining Room is the Formal Living Room currently used as a Den / Office . Completing the main level is the Primary Suite with a beautiful tiled shower. Upstairs you will find a full bath with a tub and two large bedrooms. The bedroom to the right of the stairs offers additional space on the other side of the closet. There is storage EVERYWHERE! The basement is large, clean, dry and a walkout with full sized above grade windows! perfect for an ADU with town approval. The back yard blends into the woods and offers a view ( and direct access) of the stream that leads to Union Pond. This home is not only Majestic, it is highly functional and offers room for expansion . See attached list of features and benefits.

240 Meadow Wood Dr, Holden

$699,900

3 Beds ⋅ 3 Baths ⋅ 73557216 MLS ⋅ ['Pine Tree Woods'] BLDG.

ROAD IS IN!!! Welcome to Pine Tree Woods, a premier new condo community in Holden! DUPLEX "DRIFTWOOD" END UNIT w/ FIRST FLOOR PRIMARY, 2 CAR ATTACHED GARAGE, 3 BRs AND LOFT! FIRST 6 HOMES SOLD OFFER INCENTIVES!!!Set on 24 scenic acres just off Salisbury Street, just 10 minutes from vibrant Worcester, yet only 15 minutes from sweeping mountain views and natural beauty, Pine Tree Woods offers the rare balance of city convenience and serene, scenic living. Embracing a Modern New England mountain aesthetic, the home designs feel timeless, refined, and deeply connected to the landscape. This thoughtfully planned neighborhood will feature 43 lots and 96 units, a variety of home styles and models, blending modern design with timeless craftsmanship. The result is a community that feels elevated yet approachable—distinctly modern, undeniably New England, and perfectly at home in its mountain-inspired setting. Developed by Wingspan Properties LLC

57 Pine Tree Road Unit 57, Holden

$1,449,900

4 Beds ⋅ 4 Baths ⋅ 73556872 MLS

OFFER DEADLINE WEDNESDAY 6PM. Welcome to “Paddock Farm,” a breathtaking waterfront beautiful home nestled on 5.93 acres (2 extra lots) of meticulously landscaped grounds with spectacular views of Dawson Pond. This extraordinary farmhouse seamlessly blends timeless New England elegance with modern luxury, offering a rare opportunity to experience privacy, sophistication, and the charm of a true country estate. Boasting 4,191 square feet of gorgeous, designed living space, this remarkable home features 4 bedrooms, 4 full bathrooms, six fireplaces, wide pine floors, custom moldings, and amazing built-ins throughout. The stunning renovated gourmet kitchen is a chef’s dream, showcasing skylights, an oversized island, Thermador cooktop, Sub-Zero refrigeration, double ovens, and premium appliances designed for today’s lifestyle. The inviting family room features a fireplace and a warm, welcoming atmosphere perfect for gatherings. The luxurious primary suite offers a cathedral ceiling, private sitting area with breathtaking views, spacious walk-in closet, and a spa-inspired bathroom retreat. Designed for exceptional indoor-outdoor living, the expansive composite deck overlooks the tranquil pond and picturesque landscape, featuring a summer kitchen with Viking grill, wet bar, and wine chiller—perfect for entertaining family and friends. The property offers incredible amenities, including a garage, 32’x35’ barn with loft, workshop, greenhouse/three-season porch, beautiful pasture, and potential for horses or a gentleman farmer lifestyle. Ideally located near schools, Holden Recreation, and the pool, this one-of-a-kind waterfront estate combines historic charm, modern conveniences, and unmatched character. New roof installed (2024). A truly exceptional property where history, luxury, and nature come together to create a lifestyle unlike any other.

259 Salisbury St, Holden

$925,000

4 Beds ⋅ 3 Baths ⋅ 73556279 MLS

OFFER DEADLINE MON 8/3 at 6pm. Welcome home to this meticulously maintained Colonial, ideally situated in one of the area's most desirable neighborhoods! Thoughtfully designed for everyday living, this home offers exceptional functionality, abundant storage, and spaces perfect for both entertaining and relaxing. Gleaming hardwood floors lead you through the main level, featuring a chef's kitchen with gas cooking, stainless steel appliances, a center island with breakfast bar, pantry and an open flow into the formal dining room. The sun-filled living room with an inviting gas fireplace opens to the back deck, creating seamless indoor-outdoor living. A dedicated home office, first-floor laundry, half bath and mudroom to the 2 car garage complete the main level. Upstairs, you'll find four generously sized bedrooms, including a luxurious primary suite featuring two walk-in closets with custom organization systems and a private en-suite bath complete with dual vanities and an oversized spa-inspired tiled shower. The beautifully finished lower level expands the living space with a spacious recreation room featuring a built-in bar, making it the perfect place to gather and entertain. You'll also appreciate the abundant storage and a dedicated workshop, offering exceptional functionality for hobbies, projects, and organization. Step outside to your own private backyard retreat! The fully fenced yard is beautifully landscaped and designed for entertaining, featuring a stunning gunite saltwater pool, finished pool house with cable and electricity, stone patio, firepit, hot tub, and plenty of green space for play or pets. This exceptional property truly offers the perfect combination of comfort, storage, style, and resort-style outdoor living, all in a fantastic neighborhood close to everything. Whether you're hosting summer pool parties, gathering around the firepit, or simply enjoying the privacy of your backyard oasis, this home is designed to be enjoyed year-round. See it in person before it's gone!

21 Cranbrook Drive, Holden

$1,125,000

4 Beds ⋅ 3 Baths ⋅ 73555307 MLS

A truly stunning home privately set on 2.4 acres on a cul de sac of exceptional properties. Quality products and craftsmanship abound. The designer eat in kitchen with double wall ovens, custom Geba cabinets, and generously sized island is the heart of the home. The Sun Room feels like a private retreat while the open concept Dining Room and Living Room create an ideal entertaining space featuring a custom, handcrafted fireplace. A private Office, ample Laundry Room, and Half Bath also on first level. In addition to the spacious Bedroom, Walk-In Closet and full Bath, the Primary Suite includes two rooms providing options for Home Office, Nursery, Workout Room, storage, or whatever suits your needs. A full Bath and three more Bedrooms, each with Walk-In Closet,complete the upper level. So much to see and appreciate.

18 Village Green Ln, Holden

$629,900

3 Beds ⋅ 3 Baths ⋅ 73555217 MLS

NEW LIST - Meticulously crafted in 2010, this 3 bedrm, 2.5 bath Ranch spans 2058 sq ft with 2 car attached garage. Open concept, cabinet packed kitchen w/island seating, formal dining, cathedral ceiling living rm w/gas fp & convenient covered side balcony deck w/recessed lights & elec outlet. Situated on a generous 1 Acre lot, the property offers a long paved driveway, 2018 Reed's Ferry shed (30 yr warranty) on a slab for storage w/underground elec, private backyard & expansive outdoor potential. Features: 1st flr laundry, plenty of closets & storage, primary shower has glass door, rain shower head & wand, linen closet in each bath, heated lower level study & fam rm plus 1/2 bath, & workshop, town water, 200 amp electric, plenty of parking, appliances included, loads of storage in the walk out basement. Discover the convenient lifestyle afforded by this country setting, centrally located, Holden property; schedule your private viewing today!

476 Wachusett St, Holden

$699,900

4 Beds ⋅ 3 Baths ⋅ 73553865 MLS

**OFFER DEADLINE FOR MONDAY 7/27 @ 5PM. PLEASE MADE OFFERS GOOD FOR 24 HOURS**Welcome to 24 Piccadilly Circle in Jefferson! This spacious 4-bedroom, 3 full bath home offers just under an acre of privacy with a unique, flexible floor plan designed to accommodate a variety of lifestyles. Whether you're looking for space for extended family, guests, a home office, or separate living areas, this thoughtfully designed home provides endless possibilities.The inviting interior features generous living spaces and abundant natural light, while the screened porch offers the perfect place to relax and enjoy the peaceful surroundings from spring through fall. Major updates provide peace of mind, including a brand-new furnace, newer septic system & freshly painted exterior, allowing you to move in with confidence. Outside, the expansive, level yard offers exceptional usability for entertaining, gardening, recreation, or future expansion. A rare bonus, conservation land directly abuts the property, creating a beautiful natural backdrop with added privacy and protected views that can be enjoyed year-round. Located in the desirable Jefferson area of Holden, this home offers the perfect blend of space, comfort, and convenience with easy access to schools, shopping, recreation, and commuter routes. If you've been searching for a home with flexible living space, valuable updates, and an exceptional setting, 24 Piccadilly Circle is a must-see!

24 Piccadilly Circle, Holden

$569,900

4 Beds ⋅ 2 Baths ⋅ 73553712 MLS

The search is over … This is your next home! Lovely cape style house in a well desired established neighborhood offering so much in a home. New front patio welcome you to the converted den or sunroom filled with windows and slider to exterior. The kitchen features tons of maple cabinetry , tile floor, granite counters and SS appliances open to dining room with hardwood floors and chair rail accent. Hdwds carry to the Front LR with wood burning FP And built ins and woodworking accents. 1st floor bedroom option or office and update full bath complete the main level . 2nd floor has 4 additional bedrooms all with hardwood floors and 2nd full bath. Lower level has a finished area ideal for an exercise room. Outside you will find a young composite deck overlooking the fenced back yard and 1 car garage with second driveway competing this home.

70 Sherwood Hill Dr, Holden

$925,000

4 Beds ⋅ 5 Baths ⋅ 73552123 MLS

ACCEPTING BACK UP OFFERS. Not your usual Colonial - upgraded with a spectacular ADU/separate living quarters, this Holden home is a must-see! Tucked on a private, wooded cul-de-sac, the main home features an open kitchen flowing into a living room with cathedral ceiling, beams, and a brick fireplace. The main level includes a sunroom, laundry, 2 half-baths, ample closet storage, and 3-car garage access. Upstairs offers a primary suite with an oversized closet and full bath, plus 2 bedrooms and another full bath. French doors lead to a fully independent living dwelling/ ADU (2018) with an island kitchen, living room with propane fireplace, separate laundry, and a second primary suite with a step-in shower. The finished basement adds to a living space with an office, large bonus room, home gym, and guest room/bath potential. Outside, enjoy a large patio and a fenced, heated saltwater pool (2018). Well thought out dual-living home with tons of storage throughout, minutes from highway access for easy commutes to Worcester and Boston!

198 Meadow Wood Dr, Holden

$649,900

6 Beds ⋅ 2 Baths ⋅ 73552277 MLS

Rare opportunity to own a beautifully maintained two-family home just minutes from downtown Holden! Ideal for owner-occupants, investors, or multi generational families, this well-kept property offers spacious, versatile living. The first-floor unit features 4 bedrooms, an open-concept living and dining room, hardwood floors, in-unit laundry, and a slider leading to a fenced backyard—perfect for entertaining or relaxing. A detached 2-car garage provides added convenience. The second-floor unit offers 2 bedrooms, a large open living room and kitchen, a separate driveway for added privacy, and a dedicated storage room. As an added bonus, there is an additional back lot included, offering future potential to expand the back yard or just maintain your privacy. Some recent upgrades include a new roof in 2025 and recently built retaining wall and front steps. Conveniently located near shopping, dining, schools, and commuter routes. This exceptional multi-family property is the perfect income generating property you have been waiting for!

26 Lovell Road, Holden

$479,900

3 Beds ⋅ 2 Baths ⋅ 73552138 MLS

This well-loved ranch style home sits tucked well back from the road in a private, wooded yard. The recently improved dine-in kitchen offers plenty of oak cabinetry & SS appliances, all accented w/ a tasteful tile backsplash. The front living room is complemented w/ a wood-burning fireplace & large picture window. The formal DR has a slider that opens to the sprawling deck perfect for large summer gatherings. The expanded primary suite has an oversized room with three closets, with an in-wall valuables safe. Plus French doors to the deck, a mini split for easy warmth & cooling and a private bath w/ oversized soaking tub, stand-up shower, extended vanity and plenty of storage space. The lower level includes a heated finished room, closets, storage cabinets and a workbench.Â The large, private yard features multiple mature shrubs & a large storage shed that can accommodate drive-in lawn equipment.Â The long driveway sets the well back from the road and offers plenty of guest parking.

604 Quinapoxet St, Holden

$549,888

3 Beds ⋅ 2 Baths ⋅ 73548065 MLS

Welcome Home to this highly sought after Jefferson neighborhood in Holden. This 3 bedroom, 2 bath Raised- Ranch offers the perfect combination of privacy, comfort, updates and open space. The gathering room is appointed with a raised hearth fireplace. The kitchen offers a flexible floor plan to accommodate an island or eating area for informal meals plus there is a formal dining room for entertaining. The added bonus Sun Room lends itself to endless possibilities.....walk out to the well landscaped yard complete with sprinkler system. Relax and beat the heat in the special octagonal shaped inground pool with ample decking for those lounge chairs. Opportunity is knocking for you to make this great house your home! This home can lend itself easily to an added area for an in-law apartment for multi generational living. Convenient Location to shopping, restaurants, medical, school, major rtes, golf course and more! Motivated Seller! OPEN HOUSE - Sunday, July 26 - 12:00-2;00 pm

50 Jackson Street, Holden

Start Your Search

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed. © 2026 State-Wide Multiple Listing Service. All rights reserved. Data Last Updated:

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.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.