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12 Stephanie Anne Lane, Sterling
$2,557,996
4 Beds ⋅ 5 Baths ⋅ 73544580 MLS
New construction with timeless colonial appeal, this beautifully custom-designed home showcases exceptional quality, thoughtful craftsmanship, and comfortable living spaces throughout. At the heart of the home is a stunning gourmet kitchen featuring an impressive 12-foot island—perfect for meal prep, entertaining, and everyday gathering. The inviting sunroom dining area offers peaceful views of carefully landscaped woodlands, creating a serene setting for meals and quiet moments alike. Enjoy relaxing evenings on the charming front porch, where amazing sunsets and distant scenic views provide the perfect backdrop. A rare opportunity to own a brand-new home designed for both elegance and everyday living.

12 Stephanie Anne Lane, Sterling

19 Hardscrabble Rd, Sterling
$1,850,000
5 Beds ⋅ 4 Baths ⋅ 73396573 MLS
"Some people wait a lifetime for a moment like this". This is truly a once in a lifetime opportunity to own a country estate in central Mass with over 6,400 sq ft of living area, 5 beds, 3-1/2 baths, 4 fireplaces, 1st flr primary suite & guest suite, etc. This grand estate is perfectly situated on 7.63 acres with 7 garage bays, attached barn, 4 stall horse barn w/tack room, wash stall, & riding arenas, which could not be replicated w/out many years of pain staking effort & at a cost that far exceeds the asking price. This awe inspiring home was perfectly designed by the sellers and offers state of the art features throughout including radiant heat w/redundant FA hydro heat/AC system, tankless HW, EV charging port, & 12.76kw owned solar array that runs everything. The property is also located close to town yet offers total privacy and trails for miles right from your barn door! Whether you are looking for an equestrian dream home or just an exquisite country estate this is the one you!

19 Hardscrabble Rd, Sterling

170 Justice Hill Rd, Sterling
$1,650,000
4 Beds ⋅ 5 Baths ⋅ 73551088 MLS
Buyer got cold feet, here's your chance! No expense was spared building this stunning custom home on nearly 20 scenic acres, thoughtfully designed to offer panoramic views from every room. Step inside to a spectacular open-concept floor plan boasting custom wide-plank white oak floors, 10-foot ceilings, and a dramatic wall of sliding glass doors. The ultimate chef’s kitchen features premium quartz countertops, a walk-in pantry, and high-end stainless steel appliances, anchored by a professional Wolf cooking range. The main level is designed for modern living, offering a sophisticated home office, den, playroom, laundry room, and a luxurious primary suite. Upstairs, find three generous bedrooms, each with a private ensuite bathroom, centered around a second open living area and a second laundry room. An unfinished bonus room offers incredible potential to add 1,000 square feet of living space. Experience luxury and privacy in this one-of-a-kind property. Schedule your private tour today!

170 Justice Hill Rd, Sterling

61 Boutelle Road, Sterling
$1,180,000
4 Beds ⋅ 4 Baths ⋅ 73445185 MLS
REDUCED $100K! Stunning 3,600 SF Colonial newly constructed by the Fossile Brothers is set on two beautiful, flat acres in a serene Sterling location. This impressive home features 4 spacious bedrooms and 4 full tiled baths. The 26x16 gourmet kitchen is a showstopper with quartz countertops, stainless-steel appliances and a large dining area perfect for entertaining. Gleaming hardwood floors flow throughout the first level, which also includes a formal dining room with a tray ceiling and a 20x20 family room with a soaring cathedral ceiling and an abundancy of natural light. A flexible first-floor space with a full bath offers options for a guest suite, home office or extended family. The second floor features a convenient laundry room and an elegant master suite boasting a huge walk-in closet and a spa-like bath. Surrounded by nature and tranquility, this home offers the perfect blend of luxury, comfort and country living.

61 Boutelle Road, Sterling

19 Fitch Farm Rd, Sterling
$1,040,000
4 Beds ⋅ 4 Baths ⋅ 73429486 MLS
Step inside this stunning 4 bedroom, 3.5 bath home built in 2014, offering a perfect blend of style and comfort. Gorgeous hardwood floors flow through the open concept layout, featuring a chef's kitchen with high end finishes ideal for cooking & entertaining. The main level also has a living room, private office, half bath, dining area & plenty of closet & pantry space. Upstairs has 3 bedrooms, 2 full baths with heated floors as well as a separate, convenient laundry room. The finished basement is designed for fun & family time! In addition to the 4th bedroom & full bath, the basement is complete with a game room, wet bar and plenty of space to gather with friends and family. Enjoy working out at home & skip the gym membership with the home gym space above the garage! The backyard has a salt water pool, waterfall, kids playhouse and plenty of lawn for a soccer game! Located minutes from ice cream at Rota Farms or Apples & Disc Golf at Meadowbrook Orchards & close to the town beach.

19 Fitch Farm Rd, Sterling

15 N Cove Rd, Sterling
$950,000
3 Beds ⋅ 3 Baths ⋅ 73450633 MLS
Sterling Lake Waushacum $999900 Brick executive cape features first flooor Main bedroom suite with separate shower,jetted tub,walk in closet and mirrrored vanity. plus additional half bath and laundry.. 2-3 bedrooms and bath upstairs.The deed covers both sides of the street at 15 N Cove. Homesite hillside is somewhat maitanence free with mature white birch and perennials Approximately 3000 s.f first and second floor plus 900' finished basement. Waterfront lot on left side. of the private street features, dock,float ,deck and kayak rack . Driveway is an easement over abutters land. septic replaced 2025. Appliianced kitchen is a gourmet delight with center Island, surface unit, built in oven and microwave. dishwasher, of course. Dining area seats table for 12 Family room adjoins with French doors to sunroom.. formal living with ceiling to floor stone fireplace and beamed cathedral ceiling with overlooking balcony. fourth bedroom upstairs with half round window and cathedral

15 N Cove Rd, Sterling

5 James Patten Drive, Sterling
$884,800
4 Beds ⋅ 3 Baths ⋅ 73491572 MLS
Explore this newly constructed four-bedroom home located on a short dead-end street The well-designed layout boasts four dedicated bedrooms, each serving as a personal retreat for relaxation and rejuvenation. The main bedroom is conveniently located on the first floor and includes an expansive walk-in closet and a full bath with double sinks for added luxury. The expansive living area, highlighted by a vaulted ceiling and beautiful hardwood flooring, is perfect for gatherings and everyday living. The modern kitchen comes complete with stunning granite countertops and a functional center island, seamlessly connecting to the wine/coffee bar and dining area for ultimate convenience. First floor office. This residence also features two full bathrooms, ensuring comfort and accessibility, along with an additional half bath designed for guest use. The spacious two-car garage provides secure parking and ample space for organized storage. Mudroom, laundry room, Patio, Central air, Farmers porch

5 James Patten Drive, Sterling

2 Carriage Way, Sterling
$875,000
3 Beds ⋅ 3 Baths ⋅ 73540049 MLS
Welcome to your own private oasis located in the desirable neighborhood community of Flanagan Hill. Enjoy walking, hiking or horseback riding in the nearby trails, or just relax poolside in your resort-like backyard. Mature landscaping and trees complement the home, and open pastures allow for cool summer breezes to glide through. Impeccably clean and well cared for, this property boasts nine acres of panoramic views, an inground, heated 20x38 Gunite pool, a recently upgraded 24x48 horse barn, and fenced-in pastures for horses or other animals. Barn has hot and cold running water, electricity, and space for use as a horse barn, workshop, or storage. Less than one mile away, you can also join the private Sterling National Country Club which has a full-service restaurant, lap pool, and an 18-hole championship golf course. Near Lancaster and highways, yet insulated from all the hustle and bustle, you can certainly have the best of both worlds here.

2 Carriage Way, Sterling

60 Redstone Hill Rd, Sterling
$805,000
4 Beds ⋅ 3 Baths ⋅ 73497041 MLS
Stunning 4BR, 2.5BA home designed for comfortable living and entertaining. Sun-filled main level with expansive windows and sliders, hardwood floors in the dining and family rooms, and an open, inviting layout. The spacious kitchen features stainless steel appliances, a large center island, abundant cabinetry, and a bright breakfast area with access to a deck. The deck overlooks a private yard containing beautiful perennials, peach trees and blueberry bushes. Family room boasts soaring cathedral ceilings and a fireplace. First-floor primary suite offers a walk-in closet and a spa-like bath with dual vanities and a jetted tub. Dining room with wainscoting and a large laundry room complete the main level. Open staircase leads to the second level with 3 generously sized bedrooms and a full bath. Finished walkout lower level provides versatile space for a playroom, gym, or bonus room. Additional features include a 2-car garage and convenient access to Sterling Center and Route 190.

60 Redstone Hill Rd, Sterling

13 Country Club Rd, Sterling
$758,000
3 Beds ⋅ 4 Baths ⋅ 73547224 MLS
Nestled in a sought-after Sterling neighborhood just minutes from Route 190, this spacious colonial offers over 3,000 square feet of living space across three finished levels. The main floor features an expansive family room with cathedral ceilings, a formal dining room with classic wainscoting, and a first-floor laundry room. The large kitchen provides excellent cabinet and pantry storage, anchored by a premium Viking stove. Upstairs, you'll find three bedrooms with sprawling master suite plus a flexible bonus room and walk in closets. The fully finished walkout basement adds substantial square footage, equipped with a large full bathroom, secondary laundry hookups, a spacious entertainment area, and a kitchenette featuring granite countertops. Outside, the property offers a good-sized yard, an oversized paved driveway, and a 2-car garage. Enjoy the peace and quiet of Sterling's classic small-town community alongside a highly convenient commuter location. Home has a 4 bedroom Septic.

13 Country Club Rd, Sterling

8 Ridgewood Road, Sterling
$745,000
3 Beds ⋅ 3 Baths ⋅ 73519883 MLS
Here is your opportunity to purchase this gorgeous colonial with all the bells and whistles situated on a desired cul-de-sac in the desired suburb of Sterling!! Freshly painted exterior...siding and oversized deck which overlooks a beautifully manicured lot. Open concept kitchen/family room with gleaming hardwood floors, beadboard, white cabinet kitchen, stainless appliances and granite countertops. This home feels brand new! Well respected and cared for home. Spacious rooms with beadboard, decorative molding, neutral colors and plenty of storage. Possible first floor bedroom. Flexible floor plan. Ductless mini splits to cool you down. Energy efficient home. Access to highway and other area amenities. Close to Leominster line. Quick closing possible. First look Saturday 5/16 2-3:30 PM Sunday 5/17 12-2

8 Ridgewood Road, Sterling

90 Tuttle Rd, Sterling
$715,000
3 Beds ⋅ 3 Baths ⋅ 73482838 MLS
Move right into this beautifully maintained 3-bedroom, 3-bath home set on a picturesque country road. Offering a flexible open floor plan filled with natural light, this home is perfect for both everyday living and entertaining. The spacious kitchen features stainless steel appliances, a large peninsula, abundant cabinet storage, and a bright breakfast area with direct access to a generous deck overlooking the beautiful yard. Hickory hardwood floors flow throughout the first-floor kitchen, dining, and living areas. The main level also includes an oversized family room with a fireplace and a full bathroom. Upstairs, the primary suite offers a private retreat complete with large closets and a full bath. Two additional spacious bedrooms and full bath complete the second floor. The finished lower level offers a versatile space perfect for a playroom, home gym, or office, with easy access from both the garage and the main house. Conveniently located just minutes from 190.

90 Tuttle Rd, Sterling

2 Fox Run Rd, Sterling
$686,000
4 Beds ⋅ 3 Baths ⋅ 73533439 MLS
*OFFER DEADLINE 5 PM MON. 6/15* Welcome to 2 Fox Run Road, a beautifully maintained home located in one of Sterling's most sought-after neighborhoods. This property enjoys a great commuter location while providing a peaceful acre lot with scenic views of the abutting farmland. Inside, the spacious and flexible first-floor layout is ideal for both everyday living and entertaining. A sun-filled sitting room off the rear of the home offers the perfect place to relax and unwind. Upstairs, you'll find four generously sized bedrooms, including a primary suite with its own private bath. Oversized 2 car garage with separate attached storage shed perfect for lawn and snow equipment. Pride of ownership shines throughout, with numerous updates completed over the years, including refinished hardwood floors and fresh interior paint in 2024. If you've been searching for a move-in ready home in a desirable neighborhood setting with space, privacy, and beautiful views, your search ends here.

2 Fox Run Rd, Sterling

16 Birch Dr, Sterling
$679,900
4 Beds ⋅ 3 Baths ⋅ 73408371 MLS
This meticulously updated, move in ready home blends timeless charm with high end finishes. The exterior has fresh paint & new shutters. Inside, you'll find a bright open layout enhanced by newly refinished hardwood floors, neutral interior paint and oversized windows offering an abundance of natural light. The heart of the home is the updated kitchen with granite counters, stainless steel appliances, new flooring and a spacious eat-in area. The kitchen flows seamlessly into a cozy fireplaced living room, formal dining room and a vaulted ceiling family room. Upstairs, the primary bath offers a spa-inspired retreat w/radiant heated floors, a tiled walk in shower, lighted mirror and added storage. In addition to the primary suite, there are 3 generous sized bedrooms & a remodeled full bath. The backyard is ideal for entertaining or relaxing featuring a hot tub, large deck & custom bar. This home offers easy access to I-190 & is close to parks, trails, and more. Only 15 min from Worcester

16 Birch Dr, Sterling

197 Greenland Rd, Sterling
$665,000
3 Beds ⋅ 2 Baths ⋅ 73516813 MLS
Don't miss this truly distinctive contemporary home in Sterling. This 3 bedroom, 2 bath property features a unique 2nd floor main living space with an open concept layout, soaring cathedral wood ceilings with beams & a balcony off the family room stretching across the front of the home. The stunning primary suite offers a private bath, lots of storage including 2 walk in closets, more cathedral wood ceilings and its own heated sunroom overlooking the pool making this your own private retreat unlike any other! The first floor includes 2 additional bedrooms, a full bath, a comfortable living room or home office and a breezeway leading to the 2 car garage. A circular driveway creates a grand entrance while the lush yard provides privacy and charm. Enjoy a swim in the inground pool on hot days or just relax with a book and glass of wine at the end of the day enjoying the sounds of nature. Completely surrounded by conservation land. New roof, boiler & oil tank recently installed.

197 Greenland Rd, Sterling

4 Ashton Ln, Sterling
$660,000
3 Beds ⋅ 3 Baths ⋅ 73515881 MLS
Character, Space & Charm — Come See It for Yourself! From the lush, inviting exterior to the sunlit hardwood-floored interior, this ~2,164 sq ft house feels like home the moment you walk in. Completely remodeled in 2020! The stunning kitchen features quartz counters, a center island & stainless appliances. A first-floor half bath includes a clever laundry chute — connecting straight to the primary suite, where vaulted ceilings, a walk-in closet & ensuite bath await. Open to the wood burning fireplaced living room and dining area. Additional bedrooms offer generous space, including one with an adorable loft nook. The sunroom overlooks your backyard escape — above-ground pool, fire pit & room to breathe.This one has heart. Come feel it OPEN HOUSE CANCELED

4 Ashton Ln, Sterling

45 Kendall Hill Road, Sterling
$655,000
4 Beds ⋅ 2 Baths ⋅ 73436379 MLS
Welcome to this expansive, completely renovated (2021) move-in ready 4 bed, 2 bath raised ranch home located in beautiful Sterling. The open concept main level invites you in w/ HW floors throughout. This living room features sky-high vaulted ceilings & a bow window. The chef's kitchen offers a large breakfast bar & SS appliances. Enjoy entertaining in the formal dining room w/ its own vaulted ceilings, skylights, & convenient slider access to the back deck. Down the hall are 3 sun-filled bedrooms & a full bath. Head downstairs to discover even MORE living space, including a family room centered around a cozy, new gas fireplace (2022,) & 4th bedroom & a full bath w/ laundry. This home is truly meticulous w/ recent upgrades including a new gutter system, re-sanded front walkway pavers & an adorable new mailbox! Outside, you'll love the back deck which overlooks a private, serene backyard, front yard is professionally landscaped w/ an exquisite native wildflower garden.

45 Kendall Hill Road, Sterling

33 Taft Rd, Sterling
$650,000
3 Beds ⋅ 2 Baths ⋅ 73534265 MLS
Gardener's Paradise! Nestled on 4.4 serene acres, this charming Cape-style home offers a peaceful retreat surrounded by nature. Stroll through abundant perennial gardens, relax by the picturesque waterfall, or unwind on the patio or deck while enjoying the privacy of the wooded setting. Inside, you'll find an oversized living room with a large picture window overlooking the beautiful front yard, a renovated kitchen featuring stunning two-tone cabinetry, updated countertops, induction range & coffee bar, open to the dining area with slider access to the deck—perfect for grilling and outdoor entertaining. Spacious, versatile floor plan with formal dining room currently being used as a home office. A first-floor bedroom with double closet offers flexible living options, while two spacious front-to-back bedrooms upstairs share a bath. Recent updates include new hardwood floors, renovated kitchen, a new septic tank and D-box. Conveniently located near Sterling's town center and route I-190.

33 Taft Rd, Sterling

9 Michael Ln, Sterling
$629,900
3 Beds ⋅ 3 Baths ⋅ 73459266 MLS
With over 2000 sq. ft. of living space, this 3-bedroom, 2.5-bath property features many recent updates including new interior and exterior paint, remodeled kitchen and baths, boiler, hot water tank, and roof. The bright layout on the main floor includes a cathedral-ceiling family room with a cozy fireplace, a large eat-in kitchen with breakfast bar, an additional dining room area, a formal living room and half bath with laundry. Upstairs are three bedrooms, including one with a stunning African mural and another with a fun loft perfect for kids bonus play space. The basement has a 2 car garage and a finished playroom/office. Outside there is a private yard with an irrigation system, deck and patio area for grilling and entertaining as well as a large swingset for hours of fun. Enjoy a flat, cul de sac road ideal for walking or biking and convenient access to the highway, town center, Sterling town beach, the rail trail and nearby Wachusett Mountain for hiking and skiing enthusiasts.

9 Michael Ln, Sterling

11 Princeton Road, Sterling
$620,000
4 Beds ⋅ 3 Baths ⋅ 73491000 MLS
***OFFERS DUE BY 2PM ON SUNDAY, MARCH 29TH*** Stunning farmhouse blending timeless character with modern updates, set on a picturesque .68-acre lot in desirable Sterling. This spacious 4-bedroom, 3-bath home offers over 2,900 sqft of thoughtfully updated living space featuring hardwood floors throughout, three fireplaces, and a flexible floor plan. The redesigned kitchen showcases upgraded cabinetry, stone countertops, stainless steel appliances, a large island, and breakfast bar seating, opening seamlessly to bright dining and living areas perfect for entertaining. A generous family room with bay windows and fireplace charm, while the primary suite includes a private bath. Additional highlights include central air, first-floor laundry, updated baths, and abundant natural light throughout. Enjoy outdoor living on the patio overlooking the yard, with convenient access to local schools, parks, shopping, and commuter routes.

11 Princeton Road, Sterling

96 Clinton Road, Sterling
$605,000
3 Beds ⋅ 2 Baths ⋅ 73558273 MLS
Welcome to this beautifully updated ranch style home set on a scenic 2.3-acre wooded lot. Enter inside to find HW floors, a spacious living room warmed by a cozy wood burning stove & updated kitchen featuring a 9 foot custom made center island made from Iroko wood, recessed lighting & SS appliances. The primary suite offers a walk-in closet & private full bath. The heated finished walk-out lower level provides versatile space for a family room, home office, gym, or playroom with direct access to the backyard. Enjoy your morning coffee or evening gatherings on the expansive wood deck overlooking the peaceful surroundings. Recent 2025 updates include a new roof, new driveway, new hot water tank & a sediment water filtration system, providing peace of mind. Complete w/ a detached garage, storage shed, garden area & ample paved parking, this move-in ready home offers a tranquil country setting while remaining just minutes from conservation land, shopping, dining & everyday conveniences.

96 Clinton Road, Sterling

279 Redemption Rock Trl, Sterling
$605,000
3 Beds ⋅ 2 Baths ⋅ 73506605 MLS
Here is your opportunity to relax and enjoy this beautiful, meticulously maintained Colonial in Sterling. This 3 bedroom, 2 bath home offers the perfect blend of style, comfort and convenience. Step inside to an inviting open concept layout featuring a spacious living room with a cozy fireplace that flows seamlessly into a cathedral ceiling dining area. The bright kitchen has a breakfast bar, upgraded counters and a rare, oversized panty that provides storage and functionality. Upstairs, you'll find 3 bedrooms and a beautiful full bath. Outside, this property shines. Enjoy summer days by the above ground pool surrounded by composite decking, a dedicated kids playground area and a charming patio courtyard and porch, perfect for relaxing with a good book or cup of coffee. Located close to the town tennis/pickleball courts, the baseball fields, elementary school and the highway. In addition, Sterling residents' have exclusive access to the town beach and lake for more summer activities.

279 Redemption Rock Trl, Sterling

17 Taft Rd, Sterling
$589,900
4 Beds ⋅ 3 Baths ⋅ 73431451 MLS
Welcome to 17 Taft Rd in Sterling! This 4-bedroom, 2.5-bath Colonial offers a flexible floor plan with plenty of room to spread out. The first floor features a formal dining room, spacious living areas, and an eat-in kitchen with slider access to the back deck, perfect for indoor/outdoor entertaining. A convenient half bath completes the main level. Upstairs, the primary suite boasts a walk-in closet and full bath, while three additional bedrooms share a second full bath. The walk-up attic provides excellent finish potential, and the finished basement offers versatile bonus space for a home office, gym, or playroom. Enjoy a spacious 2-car garage with ample room for cars and storage. Outside, the flat backyard is ideal for gatherings, play, or relaxation. Situated on a dead end in a desirable Sterling neighborhood, this home blends comfort, space, and opportunity... Ready for its next chapter!

17 Taft Rd, Sterling

9 Leo's Way, Sterling
$586,100
2 Beds ⋅ 3 Baths ⋅ 73511107 MLS ⋅ ['Chocksett Landings'] BLDG.
Welcome to Chocksett Landings. Sterlings new Multi-Family neighborhood, when complete will total thirty two units. This is one of the second four units now under construction and nearing completion. The exterior of this building features a lot of detail with board and batten siding, composite stone and metal roofing over front porch and the garage.Maintenance free front porch and rear deck. Inside you will find an open family room, a good size eat in kitchen with an island, upgraded cabinets and granite tops. Walk up the oak staircase for two large bedrooms a main bath and master bath with a five foot shower, a home office and laundry room. Many other included features. Interior photos are unit #1, Units will be similar or your choices.This neighborhood has an excellent location being very close to Rt.12, Rt 2, I-190 and I-290 as well as shopping malls, restaurants, home centers and downtown Sterling. Other units and designs available.

9 Leo's Way, Sterling

3 Logans Way, Sterling
$585,000
3 Beds ⋅ 3 Baths ⋅ 24200062 MLS
Welcome home to this spacious property, privately situated on 2.14 acres on a quiet dead-end street. The home offers 3 bedrooms with a family room that can be utilized as a 4th bedroom, along with 2.5 baths and a bright, inviting floor plan. The updated kitchen flows into generous living spaces, providing plenty of room for everyday living and entertaining. The finished lower level offers additional flexible living space, while the large outdoor deck provides the perfect spot for relaxing, grilling, or enjoying the peaceful surroundings. Outside, you'll find a spacious yard with plenty of room for recreation, gardening, and outdoor activities. Adding to the property's character is a detached barn that was once used for horses, offering possibilities for storage, hobbies, animals, or other uses. With its acreage, versatile living space, barn, and peaceful setting, this property offers a wonderful combination of privacy, space, and country living. Its a must see!

3 Logans Way, Sterling

280 Leominster Rd, Sterling
$584,000
4 Beds ⋅ 2 Baths ⋅ 73529913 MLS
SELLER HAS FOUND THEIR NEXT HOME. QUICK CLOSING IS POSSIBLE. Looking to live in Sterling? Privately set back from the road on a 50,965 square foot lot. This well-cared-for home offers 4 bedrooms, 2 baths, a first-floor bedroom, plus a den/office. Family room with access to two exterior decks for your summer enjoyment. Thoughtfully designed kitchen with an open plan that integrates seamlessly with the family room. Partially finished lower level with pellet stove. New FHW - oil boiler in 2025, plus 4 mini splits to keep you comfortable year-round. Oversized attached barn easily accommodates two cars and offers a large area for a workshop, hobby room, or rainy day play area. New septic system installed in October 2025. Well-kept landscaped grounds offer a variety of outdoor amenities, including room for a fire pit for evening gatherings.

280 Leominster Rd, Sterling

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