Outlying Sterling Homes

• 

  

  

  /40

  $534,900 Sold May 29, 2025

  • 1,903 Sq Ft
  • $281/SF
  • 5 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1985

  73 Worcester Rd Unit A, Sterling, MA 01564

  Opportunity knocks! WATERFRONT & SPECTACULAR WATER VIEWS. Nature lovers dream overlooking the Quag where wildlife abounds! Only 6 units in the complex. Recent upgrades include windows, skylights, hardwood floors, hot water heater. Flexible open floor plan. Entry way leads into open concept kitchen, dining area and living area that has incredible view of the Quag. An additional room with Mini

  Nancy Castagna StartPoint Realty

  73 Worcester Rd Unit A, Sterling, MA 01564
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Buy Now
• 

  

  

  /34

  Est $536,506 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,900 Sq Ft

  8 Sterling Ave, Sterling, MA 01564

  8 Sterling Ave, Sterling, MA 01564
• 

  

  

  /42

  $1,250,000

  • 4 Beds
  • 4.5 Baths
  • 4,058 Sq Ft

  52 S Nelson Rd, Sterling, MA 01564

  This stunning custom built contemporary is perfectly placed on a country road boasting incredible views of a rolling field from several rooms. Lush landscaping w/ colors galore throughout the seasons, & a delightful Koi pond add to the peace & serenity this home offers. The functional & flowing floor plan is bathed w/ natural light & features several custom details. Beautiful family room w/

  Laurie Howe Bourgeois Coldwell Banker Realty - Leominster

  52 S Nelson Rd, Sterling, MA 01564
• 

  

  

  /42

  $615,000 Sold May 21, 2025

  • 2,788 Sq Ft
  • $221/SF
  • 1 Day On Market

  • 4 Beds
  • 2 Baths
  • Built 1952

  30 Princeton Rd, Sterling, MA 01564

  OFFER ACCEPTED! Welcome to this fully renovated, charming CAPE style home. As you step inside, you will discover a beautiful interior filled with natural light with a large open concept living area connecting the rooms, and the gorgeous brand-new custom-built kitchen of white cabinets and quartz countertops, all new stainless-steel appliances, and a spectacular island. Luxury waterproof vinyl and

  Ana Roque Property Investors & Advisors, LLC

  30 Princeton Rd, Sterling, MA 01564
• 

  

  

  /42

  Est $845,738 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 4,349 Sq Ft

  1 Elizabeth Ln, Sterling, MA 01564

  1 Elizabeth Ln, Sterling, MA 01564
• 

  

  /24

  $349,900

  • 2 Beds
  • 1 Bath
  • 1,016 Sq Ft

  21 Myrtle Ave, Sterling, MA 01564

  Charm awaits at 21 Myrtle Ave, Sterling, MA! This renovated 2-bed, 1-bath home (1016 sq ft) blends 1875 character with modern updates. Enjoy engineered hardwood, a bright kitchen with butcher block counters and vaulted ceilings, and an updated bath. Recent upgrades include new windows, electrical, and hot water tank. Outside, find a shed, off-street parking, and privacy. HOA access to Wauschacum

  Hejoma Garcia RE/MAX Diverse

  21 Myrtle Ave, Sterling, MA 01564
• 

  

  /29

  $265,000 Sold May 13, 2025

  • 728 Sq Ft
  • $364/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1920

  3 Chestnut Ave, Sterling, MA 01564

  OFFER DEADLINE 4/14/25 AT 12 NOON. Welcome! This professionally renovated 2-bedroom, 1-bath Craftsman-style home has been recently updated and is ready for new owners! The open floor plan offers abundant sunlight and warmth throughout. The kitchen features new white cabinets, quartz countertops, a new dishwasher and stove, and a cozy spot for eat-in dining. The living room and office areas flow

  Christine Hebert Scannell Moor Realty Group

  3 Chestnut Ave, Sterling, MA 01564
• 

  

  /37

  Est $509,451 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,288 Sq Ft

  21 Bean Rd, Sterling, MA 01564

  21 Bean Rd, Sterling, MA 01564
• 

  

  /12

  $270,000

  • Land
  • 0.89 Acre
  • $303,371 per Acre

  193 Justice Hill Road Cutoff, Sterling, MA 01564

  Ready-to-build atop Sterling’s scenic & tranquil Justice Hill – country charm with mountain views abound! Lot has been cleared & graded, a private well has been installed, and electrical service has been connected. Skip the complicated approval process—break ground today with a 4 Bedroom septic, driveway, and building designs & permits all in hand and ready to go! Bring your own plans/builder or

  Christopher Mackin Hazel & Company

  193 Justice Hill Road Cutoff, Sterling, MA 01564
• 

  

  /39

  $530,000 Sold May 07, 2025

  • 1,573 Sq Ft
  • $337/SF
  • 13 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1946

  26 Tuttle Rd, Sterling, MA 01564

  Open House Sunday 1-3! Due to Buyers financial situation we are back on the market! Looking for a peaceful retreat or a home with room to grow? This charming property has it all! Inside, you'll find the perfect blend of modern comforts and rustic charm, featuring a beautifully upgraded kitchen, spacious dining area with a built-in buffet, and a cozy vaulted living room. The home offers up to 4

  Rick Freeman Keller Williams Realty North Central

  26 Tuttle Rd, Sterling, MA 01564
• 

  

  /35

  Est $426,521 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,104 Sq Ft

  31 Bean Rd, Sterling, MA 01564

  31 Bean Rd, Sterling, MA 01564
• 

  

  /6

  $250,000

  • 3 Beds
  • 1 Bath
  • 1,170 Sq Ft

  223 Justice Hill Rd, Sterling, MA 01564

  223 Justice Hill Road offers a rare 1.09-acre homesite nestled in the rolling hills of Sterling, MA, with direct views of Mt. Wachusett and breathtaking sunsets. Just minutes from the mountain and steps from scenic Stuart Ponds, this parcel is the ideal canvas for your custom New England retreat. The property includes an unused structure—best suited for removal and sold as-is—but benefits from an

  Federico Creatini eXp Realty

  223 Justice Hill Rd, Sterling, MA 01564
• 

  

  /9

  $483,000 Sold May 01, 2025

  • 2,088 Sq Ft
  • $231/SF
  • 0 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1800

  172 Clinton Rd, Sterling, MA 01564

  Set along Clinton Road, just down the street from Davis Farmland, this circa 1800 home has been thoughtfully restored and awaits only the final finishing touches by its next steward. Originally built as a classic "two-over-two" Federal, it has grown over the years to its current four-bedroom form. The spacious kitchen boasts exposed beams and a large bay window looking out to the oversized yard.

  Richard Wilcox Distinctly New England

  172 Clinton Rd, Sterling, MA 01564
• 

  

  /19

  Est $536,031 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,961 Sq Ft

  4 Boutelle Rd, Sterling, MA 01564

  4 Boutelle Rd, Sterling, MA 01564
• 

  

  /15

  $355,000

  • Land
  • 4.27 Acres
  • $83,138 per Acre

  186 Justice Hill Rd, Sterling, MA 01564

  Idyllic land opportunity! Panoramic views from this hilltop including views of Mt Wachusett! Gentle slope for a driveway which is rare for a view lot! Incredible southern exposure! 4+ acres and nearly 1/4 mile deep for privacy! Over 200 ft of frontage. Leominster state forest for outdoor activities, close to Wachusett ski area, and train station as well. Large view lots are rarely available near

  Laurie Howe Bourgeois Coldwell Banker Realty - Leominster

  186 Justice Hill Rd, Sterling, MA 01564
• 

  

  /42

  $600,000 Sold Apr 18, 2025

  • 2,252 Sq Ft
  • $266/SF
  • 37 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1988

  36 Legate Hill Rd, Sterling, MA 01564

  ***OFFERS DUE BY 5PM ON SUNDAY 3/23*** Welcome to this beautifully maintained Colonial home! Enter into the inviting living rm, complete w/ a cozy fireplace, large picture window and unique archway w/ recessed lighting that seamlessly connects to the formal dining area, creating a perfect space for gatherings. The updated kitchen features young cabinets, granite countertops, a farmhouse sink,

  Elisha Lynch Lamacchia Realty, Inc.

  36 Legate Hill Rd, Sterling, MA 01564
• 

  

  /24

  Est $555,400 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,960 Sq Ft

  80 Redemption Rock Trail, Sterling, MA 01564

  80 Redemption Rock Trail, Sterling, MA 01564
• 

  

  /36

  $559,900

  • 2 Beds
  • 2.5 Baths
  • 1,820 Sq Ft

  14 Shamrock Way Unit 14, Sterling, MA 01564

  Back on the market due to buyer's change of plans. Welcome to Cider Hill Estates! This young beautifully maintained half-duplex condo offers a bright, open layout with a spacious living room featuring cathedral ceilings, a marble fireplace, and sliders to a private composite deck. The cabinet-packed kitchen is a chef’s dream with weathered granite counters, stainless steel appliances, a large

  Amy Bisson Lamacchia Realty, Inc.

  14 Shamrock Way Unit 14, Sterling, MA 01564
• 

  

  /40

  $929,900 Sold Apr 14, 2025

  • 3,000 Sq Ft
  • $310/SF
  • 30 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2004

  2 Sandy Way, Sterling, MA 01564

  Meander down a bucolic country road and come upon this beautifully appointed New England colonial adjacent to the Sterling National Country Club, and part of the Sandy Ridge neighborhood. This property boasts over 3000 square feet of living area, including 4 generous-sized bedrooms, 2.5 baths, large vaulted family room with gas fireplace, living room with wood burning fireplace, gorgeous

  Betsy Kehoe Keller Williams Coastal and Lakes & Mountains Realty

  2 Sandy Way, Sterling, MA 01564
• 

  

  /35

  Est $726,634 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,428 Sq Ft

  10 Karen Dr, Sterling, MA 01564

  10 Karen Dr, Sterling, MA 01564
• 

  

  /32

  $544,900

  • 4 Beds
  • 2 Baths
  • 2,188 Sq Ft

  92 Redemption Rock Trail, Sterling, MA 01564

  ****PRICE REDUCTION. Absolutely! This charming colonial home is the perfect setting to create a warm and inviting space for a growing family. Located minutes away from Route 190. The layout of the house flows seamlessly from the spacious kitchen, to the cozy dining room, and into the inviting living room, providing ample space for everyday living and entertaining.With 4 bedrooms and 2 full

  Ligia Garcia Coldwell Banker Realty - Waltham

  92 Redemption Rock Trail, Sterling, MA 01564
• 

  

  /21

  $639,000 Sold Apr 11, 2025

  • 1,971 Sq Ft
  • $324/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2012

  10 Merrill Rd, Sterling, MA 01564

  Looking for a unique home with privacy? Then this home is perfect for you! This three bedroom home has it all. The two-story wall of windows lets in the sunlight all day long. Inside has an open floor plan with soaring cathedral ceilings. The spacious living room has a stately wood fireplace to keep you warm. The kitchen has ample cabinets for all your cooking needs. There is even room for you to

  Caryn Gorczynski Center Home Team

  10 Merrill Rd, Sterling, MA 01564
• 

  

  /35

  Est $542,162 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,868 Sq Ft

  173 Newell Hill Rd, Sterling, MA 01564

  173 Newell Hill Rd, Sterling, MA 01564
• 

  

  /39

  $574,900

  • 3 Beds
  • 2.5 Baths
  • 1,746 Sq Ft

  5 Millies Way Unit 5, Sterling, MA 01564

  Original model home, like new, loaded with upgrades including walk-out basement with lots of potential., Duplex-style townhouses are only attached at the garage and attic and have low HOA. First floor has a spacious layout with an open floor plan and 9 ft ceilings. Extras abound! Crown molding in living and dining rooms, kitchen and foyer. Hardwood flooring on first floor and staircase/landing.

  Denise Gibbons MA Real Estate Center

  5 Millies Way Unit 5, Sterling, MA 01564
• 

  

  /42

  $575,000 Sold Apr 11, 2025

  • 2,052 Sq Ft
  • $280/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1989

  33 Clinton Rd, Sterling, MA 01564

  *OFFER DEADLINE MONDAY 3/10/25 @ 12:00 PM. PLEASE MAKE OFFERS VALID UNTIL 6:00 PM 3/10/25 TO ALLOW TIME TO REVIEW WITH SELLER. THANK YOU! Welcome home to your immaculate 3 Bed/2.5 Bath home in the sought after town of Sterling. Entering through your front door, you are greeted into your living room. Living room boasts gleaming floors, large picture window and skylights that let in lots of

  Lisa Whitten Looney Premeer Real Estate Inc.

  33 Clinton Rd, Sterling, MA 01564
• 

  

  /40

  Est $814,276 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,072 Sq Ft

  139 Chace Hill Rd, Sterling, MA 01564

  139 Chace Hill Rd, Sterling, MA 01564
• 

  

  /29

  $249,999

  • 2 Beds
  • 1 Bath
  • 910 Sq Ft

  2 Lakeview Ave, Sterling, MA 01564

  Charming Corner Lot Home Now Available! Why Rent when you can buy UNDER 250k!! This Property is ideally situated just a short stroll from the picturesque Lake Waushacum, the closest home in Wachusett Village to this scenic fishing area. This inviting home features a modern kitchen with upgraded appliances and a tiled bathroom, providing both function and style. Recent improvements include a

  Mike Wetherbee Cameron Real Estate Group

  2 Lakeview Ave, Sterling, MA 01564
• 

  

  /38

  $810,888 Sold Mar 18, 2025

  • 4,688 Sq Ft
  • $173/SF
  • 11 Days On Market

  • 7 Beds
  • 4 Baths
  • Built 1910

  45 Princeton Rd, Sterling, MA 01564

  OFFER DEADLINE Wednesday, January 29 at 5:00 P.M. Please allow 24 hours for review. Rare opportunity for this Sterling 4 family. Property consists of 4 separately metered units; first floor is 2 bed/1 bath, 2nd floor is 3 bed/1 bath, and third floor has two 1 bed/1 bath units. Tenants have access to a shared laundry area for added convenience. Unit 1 has washer/dryer hookup in kitchen. Unit 3

  Judith Conway OPEN DOOR Real Estate

  45 Princeton Rd, Sterling, MA 01564
• 

  

  /21

  Est $553,507 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  14 Swett Hill Rd, Sterling, MA 01564

  14 Swett Hill Rd, Sterling, MA 01564
• 

  /2

  $149,000

  • Land
  • 0.95 Acre
  • $156,842 per Acre

  134 Leominster Rd, Sterling, MA 01564

  Cant find an affordable home in Sterling? Consider building one on this wooded hillside acre on Leomister RD, southbound side. Non-conforming lot. seller to provide per test. Buyer to provide engineering for building of choice.

  Paula Savard LAER Realty Partners

  134 Leominster Rd, Sterling, MA 01564
• 

  

  /34

  $570,000 Sold Mar 07, 2025

  • 2,408 Sq Ft
  • $237/SF
  • 13 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1967

  1 Olde Parish Ln, Sterling, MA 01564

  This spacious 2,400 sq ft Cape-style home is brimming with potential & offers plenty of room to grow. The 1st floor features a large family room with a cozy wood fireplace, dining room, spacious kitchen, full bath, & 1st floor bedroom. Upstairs you'll find two expansive beds & a full hall bath. The standout feature is the huge 16'x23' primary bed, which offers the ideal potential for a luxurious

  Tracy Barber Real Broker MA, LLC

  1 Olde Parish Ln, Sterling, MA 01564
• 

  

  /42

  Est $815,680 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,592 Sq Ft

  7 Heather Ln, Sterling, MA 01564

  7 Heather Ln, Sterling, MA 01564
• 

  

  /26

  $1,431,100 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,682 Sq Ft

  168 Justice Hill Rd, Sterling, MA 01564

  To Be Built: This stunning 4-bedroom home offers modern farmhouse style and thoughtful design throughout. The oversized kitchen features abundant cabinetry, a large center island, and walk-in pantry—perfect for entertaining. Enjoy a spacious family room, separate den, and luxurious primary suite with full bath and tiled shower. A rare two-level in-law apartment provides ideal space for extended

  Sherri Rogers Coldwell Banker Realty - Leominster

  168 Justice Hill Rd, Sterling, MA 01564
• 

  

  /38

  $642,000 Sold Feb 28, 2025

  • 2,516 Sq Ft
  • $255/SF
  • 6 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1979

  12 James Rd, Sterling, MA 01564

  Welcome Home to this beautiful 3 BR 3 BA 2500 SF Contemporary nestled in the charming town of Sterling! Step inside and you'll be greeted by a stunning cathedral ceiling that enhances the sense of space and invites in heaps of natural light! Wonderful kitchen with sunny breakfast nook!. Spacious dining area opens to a lovely sunroom and deck! Primary BR is en suite with walk-in closet and

  Kim German Quinsigamond Realty

  12 James Rd, Sterling, MA 01564
• 

  

  /40

  Est $761,890 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,784 Sq Ft

  31 Crowley Rd, Sterling, MA 01564

  31 Crowley Rd, Sterling, MA 01564
• 

  

  /42

  $550,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,996 Sq Ft

  109 Swett Hill Rd, Sterling, MA 01564

  Tucked away from the street on over 2 acres of serene, private land, this stunning property offers endless possibilities. Whether you're dreaming of lush gardens, wide open space for the kids to play, or simply peace and quiet—this yard is your canvas. Start your mornings with coffee in the sun-drenched sunroom, and spend your afternoons lounging by the inviting pool. Inside, the home is full of

  Becky Lanteigne EXIT Assurance Realty

  109 Swett Hill Rd, Sterling, MA 01564
• 

  

  /16

  $435,000 Sold Feb 21, 2025

  • 1,176 Sq Ft
  • $370/SF
  • 48 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  29 John Dee Rd, Sterling, MA 01564

  Come with your ideas! This home has great bones, just needs some TLC. There are HARDWOODS under the carpets! The first floor has a beautifully updated kitchen which is fully applianced. The formal dining area opens to the sun-filled living room with built in shelving. The den/office has more hardwood floors under the carpets and a closet. The full bath finishes the floor. Upstairs boasts of the

  Caryn Gorczynski Center Home Team

  29 John Dee Rd, Sterling, MA 01564
• 

  

  /29

  Est $729,800 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,602 Sq Ft

  1 Fox Run Rd, Sterling, MA 01564

  1 Fox Run Rd, Sterling, MA 01564
• 

  

  /34

  $375,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,780 Sq Ft

  12 Gates Terrace, Sterling, MA 01564

  If you appreciate the charm of fixer-uppers, this Sterling home offers great potential. Situated on a dead-end road with two private, wooded acres and two ponds on the property, it provides a peaceful setting. Inside, the bright dining and living area features exposed beam ceilings, hardwood floors, skylights, and a brick fireplace. The first floor also includes a family room/home office, a

  Kali Delorey RE/MAX Journey

  12 Gates Terrace, Sterling, MA 01564
• 

  

  /25

  $1,100,000 Sold Jan 22, 2025

  • 4,625 Sq Ft
  • $238/SF
  • 18 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1997

  62 Kendall Hill Rd, Sterling, MA 01564

  Welcome to your private estate! This 4 BR, 3.5 BA custom Sterling home on over 13 acres and 4600+ sq of living space, is the opportunity to have it all! First floor master including 12’ x 11’ walk-in closet. 2nd floor has 2 BRs and a guest suite with additional full bath & kitchenette. Finished basement features a large family room w/wet bar and movie theater. Outdoor spaces include a large deck

  Stefanie Roberts Clear Path Realty,LLC

  62 Kendall Hill Rd, Sterling, MA 01564

Showing Results 41 - 80, Page 2 of 18