Princeton Real Estate

Princeton Real Estate

Welcome to Princeton, Massachusetts—a hidden gem nestled in Worcester County, where serene landscapes meet vibrant community life. Known for its picturesque views and charming small-town atmosphere, Princeton offers a unique blend of rural tranquility and easy access to urban amenities.

As you explore this quaint town, you’ll be captivated by its stunning natural beauty. Princeton is home to the breathtaking Wachusett Mountain, a popular destination for outdoor enthusiasts, whether you're hiking the scenic trails in the summer or skiing the slopes in the winter. The lush forests and sparkling lakes provide the perfect backdrop for a variety of recreational activities, making it an ideal place for families and nature lovers alike.

The town’s rich history is reflected in its well-preserved architecture and local landmarks, which tell the story of Princeton’s development over the years. With a strong sense of community, residents often gather for seasonal festivals, farmers' markets, and local events that celebrate the town’s heritage and foster connections among neighbors.

Princeton is also dedicated to education, boasting excellent schools and a commitment to lifelong learning. Its close-knit environment is perfect for raising a family or enjoying a peaceful retirement, with a variety of housing options that cater to different lifestyles.

With its stunning scenery, welcoming community, and a wealth of recreational opportunities, Princeton, MA, is more than just a place to live—it's a place to thrive. Come discover the charm of Princeton and envision your future in this idyllic New England town!

Newest Listings in Princeton

$439,900
3 Beds ⋅ 2 Baths ⋅ 73565725 MLS
*OFFER DEADLINE Monday, 8/24 at 2pm.* This sweet cape-style home is set on 1.8 flat acres, bordering thousands of acres of conservation land in Princeton, a small town with nearly half its land protected and Wachusett Mountain Ski Area and Reservation just minutes away. Inside, hardwood floors run through the living room, dining room, front hall and bedrooms. The front-to-back living room opens into a dining room with a built-in hutch, and the kitchen has a walk-in pantry. Above the garage, a bonus room accessed from the second bedroom works as a home office, playroom, oversized closet, or additional bedroom. The current owners have put real work into the home since 2018. The side porch was converted into a three-season sunroom, the first floor bathroom was redone, and a large composite deck was added for private outdoor space at the back of the home. New windows and gutters were installed, along with blown-in and foam insulation. Mechanically, a Roth oil tank was installed in 2025, the septic system was replaced in 2018, the well pump was replaced in 2015, the water heater in 2017, and several interior light fixtures have been updated along the way. If you love hiking or the outdoors, Princeton has something for you. Like tennis? Check out labordaytennis.com and catch some matches when you're exploring our little town. Princeton is also home to the Thomas Prince School, a K-8 STEAM program feeding into Wachusett Regional High School. The Wachusett Station MBTA commuter rail station and Route 190 are each about 10 minutes away, and Princeton now has high-speed fiber to the home internet service.

135 Worcester Road, Princeton

Listing courtesy of Listing Agent: Jennifer Shenk from Listing Office: Keller Williams Realty North Central.
$609,900
4 Beds ⋅ 2 Baths ⋅ 73562434 MLS
Situated on a private lot in Princeton, this classic home offers 4 bedrooms and 1.5 bathrooms, blending character-filled original details with thoughtful modern updates. The main level welcomes you into a completely renovated kitchen featuring white shaker cabinets, stainless steel appliances, and a charming brick accent wall. From the kitchen, flow into the formal dining space and to the inviting living room, anchored by a large stone fireplace with a wood stove insert. The living room features access to a wrap-around porch and window-filled enclosed porch, providing a peaceful space to relax and enjoy the outdoors. A main-floor powder room conveniently doubles as a laundry space with stacked machines and a pedestal sink. Outside, an expansive porch overlooks the private, tree-lined yard and gardens - perfect for outdoor dining and entertaining. Upstairs houses four spacious bedrooms and a full bathroom. The top level features a huge walk-up attic offering versatile storage or potential future expansion. You’ll get peace of mind with recent updates such as new windows throughout the whole home (2024), new oil tank (2025), updated electrical (2025), and a whole-house fan (2025)! You won’t want to miss all of this, situated in a peaceful setting, close to Mount Wachusett for year-round recreation.

260 Worcester Road, Princeton

Listing courtesy of Listing Agent: Maria Troka from Listing Office: A & E Realty Company, Inc..
$629,900
4 Beds ⋅ 3 Baths ⋅ 73557862 MLS
Single-family 2.5 story Colonial-style home built in 1731. This historic property features a spacious floor plan with 4 bedrooms, 3 bathrooms, and approximately 3,505 square feet of interior livable area. It sits on an expansive 5.08-acre private lot with loads of frontage! The minute you walk in this home you will feel a sense of peace and comfort with all the charm and character this magnificent property offers. Room for everyone! Separate guest quarters or apartment to use as you please. Enjoy the pool, sauna, porch, and outdoor shower. If you are looking for a historic home with privacy and character galore this one is definitely for you. Potential building lot and a great opportunity.

115 Ball Hill Rd, Princeton

Listing courtesy of Listing Agent: Laurie Howe Bourgeois from Listing Office: Coldwell Banker Realty - Leominster.
$599,900
3 Beds ⋅ 2 Baths ⋅ 73557766 MLS
Open House 8/2 12-2PM Discover the ease of one-level living in this expansive ranch, ideally situated on a beautiful corner lot in one of Princeton's most convenient neighborhoods. Nestled on a quiet cul-de-sac and just a short walk to the town's shops and restaurants, this home offers the perfect blend of convenience, comfort, and space.Featuring four bedrooms and two full bathrooms, this well-designed home provides room for everyone. The spacious primary suite includes a private bath complete with a relaxing Jacuzzi tub. Two dedicated home offices offer exceptional flexibility for remote work, hobbies, or study.The home's generous layout is complemented by a large unfinished basement with outstanding potential to create even more living space. Generac whole house generator will convey with property. Whether you're looking for the convenience of single-level living, space to grow, or a peaceful neighborhood close to local amenities, this Princeton ranch is a wonderful place to call home.

28 Redwood Dr, Princeton

Listing courtesy of Listing Agent: Lauren Demerjian from Listing Office: OPEN DOOR Real Estate.
$575,000
3 Beds ⋅ 3 Baths ⋅ 73556145 MLS
NEW SEPTIC to be installed in August. Tucked at the end of a quiet cul-de-sac in Princeton, this 4 bedroom, 3 full bath Cape home delivers the space, flexibility, and in-town convenience buyers rarely find in one package. Main house features new interior paint throughout, 3 bedrooms and 2 full baths, with an open kitchen/dining area flowing into a living room with fireplace and wood-burning insert (installed 2-3 years ago), plus a large bonus room for entertaining. The finished basement adds 500+ square feet of bonus space - game room,media lounge, home gym, office, or playroom. A private guest suite(potential ADU) above the walk-out two-car garage features its own kitchenette, full bath, bedroom, and separate entrance - ideal as a home office,studio, or guest quarters. Outside, nearly a full acre of private grounds with partially fenced yard for you pet and above-ground pool. Newly completed sidewalk off Sharon Dr puts the post office, local shops,cafes, and restaurants within walking distance. Sold as-is.

27 Redwood Dr, Princeton

Listing courtesy of Listing Agent: Ivanka Roberts from Listing Office: Keller Williams Pinnacle Central.
$675,000
3 Beds ⋅ 3 Baths ⋅ 73556441 MLS
OFFER ACCEPTED OPEN HOUSE CANCELLED SUNDAY, 8/23, A pleasure to list such a charming home with everything you need including a sought after neighborhood! Beautiful 3 Bedroom, 2.5 bath Colonial including open concept eat-in Kitchen, Family Room, & Deck at the back of the home, as well as front formal Dining & Living Rooms. Small luxuries such as a Kitchen with a large fire place, a true mud room, a big deck, a beautiful perrenial-based yard with lawn front & back & a two car attached garage check off a lot of boxes. The two car garage takes you into the mud room & 1/2 bath then around the corner to the kitchen. A time proven layout! Kitchen has a gas stove and updated appliaces. Dry basement for storage has potential for finished space. The backyard is private and sunny. Then there is the "Carriage House; a detached 3 story garage accessed from both the driveway and the street which can be used for many different hobbies. Upgrades include: Windows 2018, Walk-in Shower in Main BR, two Mitsubishi Mini-splits, (one in Main BR, one in FR) 2016, Roof 2005, New oil tank 2025.The sub-division is known for beautiful pride-ownership homes, walking & close proximity to shopping in Princeton & Holden. Princeton, with its thoughtful commerce, excellent K-8 school & Mt Wachusett is a gem of a town. Open Houses Friday 7/31 4-6 and Saturday 8/1 11-1.

22 Oak Cir, Princeton

Listing courtesy of Listing Agent: Janet Schoeny from Listing Office: RE/MAX Vision.
$835,000
10 Beds ⋅ 5 Baths ⋅ 73554796 MLS
Multifamily investment opportunity in the heart of Princeton! 4 of 5 units currently occupied, generating $67,800 in gross annual rent ($5,650/month) from in-place tenants. Unit mix: (1) 1BA – leased $1,300/mo, (2) 2BR/1BA – leased $1,700/mo, (3) 1BA – leased $1,400/mo, (4) 3BR/1BA – vacant, $2,000/mo market rent, (5) 1BA – leased $1,250/mo. The vacant unit offers immediate upside — move in, owner-occupy, or lease up to bring total potential gross rent to $91,800/year. Oil heat, landlord-paid. Building offers 5,654 SF with 9 bedrooms and 5 bathrooms total. 2025 operating expenses: taxes $8,305.96, insurance $7,607.80, electric $641.82, heating & cooling $7,939.35, water & sewer $420. Recent nearby multifamily sales range from $200–$284 per square foot, underscoring strong demand for well-positioned multifamily assets in this market. Don't miss this opportunity to acquire a mostly-leased, cash-flowing multifamily property with immediate upside. Buyer to do due diligence.

66 Main St, Princeton

Listing courtesy of Listing Agent: Jason Saphire from Listing Office: www.HomeZu.com.
$195,000
73550487 MLS
BEAUTIFUL BUILDABLE LOT IN PRINCETON, MA! Lot 5 is on a quiet cul-de-sac street off Rocky Pond Rd. With so much of the leg work done the next step is applying for a building permit! Perc test done 11/02, Septic Design for 5 BR home done 2/03. Land to be surveyed July of /26! Will be staked and ready to start the excavation work and choose the home design of your dreams. The land is wooded and the obvious building envelope is up a slope from the cul-de-sac. It is not a property for someone looking for a flat grassy back yard. It is more suited for a "cabin in the woods" type home, with perhaps a large deck to enjoy nature, the woods and no yard work. Property abutts both Laurel Ln & 31. Leominster State Forest & Crows Hill Pond across the street! Minutes from 140 or 31, which take you to Rt 2 (5 mins) or 190 (in ten), or the train to North Station. Ideal commuting but when you are home, the outdoor activities are abundant w/ year-round fun..skiing, tennis, biking, hiking & more. Princeton's Thomas Prince highly rated K-8 school, thoughtful commerce and amazing recreational opportunities make this town a top choice for many. And, Mt Wachusett and Wachusett Meadows Audubon only begin to describe the luxuries of living here. Please do not hike the property without appt!

Lot 5 Laurel Lane, Princeton

Listing courtesy of Listing Agent: Janet Schoeny from Listing Office: RE/MAX Vision.
$625,000
3 Beds ⋅ 2 Baths ⋅ 73546862 MLS
**Price Adjustment** Experience total serenity in this 3-bedroom country estate on 4.2 private acres, known for its top-rated schools, in timeless Princeton. The main level features beautiful hardwood floors throughout, a large living room, and a spacious kitchen, a center island and newer appliances. Enjoy the sun-drenched three-season room overlooking your massive, park-like yard. For convenience, the first floor also hosts a laundry area and half bath, eat in kitchen with island and adjacent dining room, large living room big enough to fit a baby grand piano, while upstairs features cozy wall-to-wall carpet across three bedrooms and a full bath. Notable upgrades include newer windows, pool liner, a water softener system, generator hook up, roof heat tape, tankless water heater, and an ozone whole-house water filtration system. Outside, your private oasis awaits an inground pool, patio, multiple storage sheds, and a custom treehouse. Nature lovers will adore the serene brook found towards the back of the property, perfect for birdwatching. Best of all, you can easily make a walking path from your property directly to the adjacent Thomas Prince School. Bring your chickens, and your offers! Schedule your private tour today!

25 Coal Kiln Rd, Princeton

Listing courtesy of Listing Agent: Rosaura Miranda from Listing Office: OWN IT.
$1,325,000
5 Beds ⋅ 6 Baths ⋅ 73546698 MLS
EXTRAORDINARY ARCHITECT-DESIGNED AMERICAN SHINGLE STYLE HOME WITH STUNNING VIEWS TO BOSTON! Unparalleled craftsmanship at every level of this 5400 sq feet, 5 bedrooms, 5.5 baths bespoke home. Breathtaking entrance, custom kitchen & living spaces filled with natural materials & exotic woods. Chef's kitchen that includes a handmade copper hood, high-end appliances, two Gaggenau ovens, oversized Sub-Zero, stone floors, island & pantry. Handmade curved staircase, beautiful hardwood floors, handmade doors and trim. Main BR Suite, Guest Suite & an Office occupy the 2nd Floor. 1st Floor BR suite & two LL BR’s w/ baths provide privacy & room for all. Enjoy moon & sun rises from the 45’ deck off the living areas. 5+ acres control your view. 3 car garage & plenty of extra parking. Minutes to Mt Wachusett Ski Resort make this your country/ski destination. Easy Boston commute using the train. Princeton’s thoughtful commerce, Thomas Prince K-8 & a wonderful community all in your new town!

150 Mountain Rd, Princeton

Listing courtesy of Listing Agent: Janet Schoeny from Listing Office: RE/MAX Vision.
$325,000
73544606 MLS
This 4.42 acre property with has 225 ft of frontage on Mountain Road with terrific views to the east where the Boston skyline is visible on clear days. The property has been partially cleared to support that view for a new residence, and a perk test and septic design have bee completed. The lot has a restriction to not clear within 100 feet fo the lower boundary as identified on the survey plan.

108 Mountain Road, Princeton

Listing courtesy of Listing Agent: Keith Ross from Listing Office: LandVest, Inc..
$615,000
5 Beds ⋅ 3 Baths ⋅ 73541855 MLS
***BRAND NEW ROOF JUST ADDED*** Welcome to Laurel Acres, a former gentleman's farm nestled on 2.4 acres, this charming Cape-style home offers the perfect blend of country living and modern comfort. Once home to milking cows and crops, the property retains its farm appeal while providing the space and flexibility today's buyers desire. Inside, you'll find 4 bedrooms&3 full bathrooms, including a walk-out lower-level in-law suite ideal for multi-generational living. Oversized windows fill the home with natural light, creating bright living spaces throughout. Outside, the impressive barn/garage features 3garage stalls and offers endless possibilities for storage, workshops, or farming pursuits. With its beautiful acreage, rich history, and flexible living spaces, it presents a rare opportunity to own a truly special property where country and convenience come together. Close to Mount Wachusett and Leominster State Forest for an abundance of outdoor activities!

9 Laurel Ln, Princeton

Listing courtesy of Listing Agent: Kate Jackson from Listing Office: Coldwell Banker Realty - Leominster.
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