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Explore Similar Houses Within 2 Miles of Westside Stamford, CT

  • /20

    $609,000

    • 4 Beds
    • 1 Bath
    • 1,238 Sq Ft

    42 Sylvan Knoll Rd, Stamford, CT 06902

    This charming Cape in the Cove offers convenient access to the beach, and a large inviting back yard provides potential for expansion. Outdoor living space includes a covered patio that overlooks a beautifully landscaped private yard, which is ideal for entertaining or relaxing. Inside, there are four bedrooms, a living room with fireplace, a kitchen appointed with bamboo flooring, a dining room,

    Agent Photo

    Glenn Marr

    Marr Caruso Realty Group

    (203) 433-6729

    42 Sylvan Knoll Rd, Stamford, CT 06902
  • /29

    $9,950,000

    • 6 Beds
    • 8 Baths
    • 8,896 Sq Ft

    35 Club Rd, Riverside, CT 06878

    Sought after Riverside location showcases a stunning six-bedroom Colonial built by Sound Beach Partners with pool, porches, outdoor fireplace and grill on beautifully manicured .71 acres with private yard dotted with sequentially flowering trees. Offers easy access to trains, schools, water and Yacht Club. This pristine home exudes classic elegance with superb architectural details, wood floors,

    Agent Photo

    Andrew Smith

    Houlihan Lawrence

    (475) 265-6383

    35 Club Rd, Riverside, CT 06878
  • /34

    $853,000

    • 3 Beds
    • 3.5 Baths
    • 4,433 Sq Ft

    53 W Hill Cir, Stamford, CT 06902

    ** Highest and Best by Monday, July 28, 2025 at 12:00 PM (Noon) ** Lovingly owned by one family for 63 years, this expansive custom-built Westover ranch offers incredible space, versatility, and untapped potential! With over 3,000 SF on the main level and an additional ~1,423 SF in the walk-out lower level, this home is ideal for multigenerational living, entertaining, or future in-law/guest

    Linda Lang-Bankowski The Real Estate Boutique, LLC

    53 W Hill Cir, Stamford, CT 06902
  • /23

    $1,825,000

    • 4 Beds
    • 2 Baths
    • 2,329 Sq Ft

    11 Pond Place, Cos Cob, CT 06807

    Welcome to 11 Pond Place-a delightful 4 bedroom, 2 bathroom home located in the heart of Cos Cob. Offering 2,329 square feet of thoughtfully designed living space, this residence combines comfort, charm, and modern style. The spacious living room features a cozy fireplace, creating the perfect setting for relaxing or entertaining. A beautifully updated kitchen is ready for your culinary

    Lindsay Clauss Sheehy Compass Connecticut, LLC

    11 Pond Place, Cos Cob, CT 06807
  • /43

    $3,895,000

    • 6 Beds
    • 5.5 Baths
    • 5,175 Sq Ft

    119 Hendrie Ave, Riverside, CT 06878

    This spacious Riverside Colonial is located on one of the less traveled streets extending from Riverside School to Binney Park. Artfully expanded & renovated from its original 40's design, the main rooms feature high ceilings, wide windows and generous scale. The dramatic three-story entrance hall is flanked by a formal living room & large family room , both w handsome fireplaces, & it extends

    Heather Platt Sotheby's International Realty

    119 Hendrie Ave, Riverside, CT 06878
  • /28

    $3,895,000

    • 5 Beds
    • 3.5 Baths
    • 3,647 Sq Ft

    258 Riverside Ave, Riverside, CT 06878

    Tucked away down a private driveway off Riverside Avenue, this stylishly updated, cedar-clad home offers the perfect blend of classic charm and modern farmhouse appeal. Set on over a half an acre of level lawn, this peaceful retreat is just minutes from the train, town and coastline. The sun-filled living room, framed by twin picture windows, sets a warm and welcoming tone. At the center

    Tracey Koorbusch Sotheby's International Realty

    258 Riverside Ave, Riverside, CT 06878
  • /35

    $3,275,000

    • 5 Beds
    • 2.5 Baths
    • 3,670 Sq Ft

    14 Highview Ave, Old Greenwich, CT 06870

    RARE OPPORTUNITY AND ENDLESS POSSIBILITIES ON OVERSIZED LOT IN THE HEART OF OLD GREENWICH! Charming, lived in and loved, this 1918 Colonial sits on one of OG's most desirable streets in The Village. The 3,670sf home blends timeless architecture with a welcoming layout and high ceilings. Additional FAR available for expansion. A wide wraparound front porch opens to well-proportioned entry hall,

    Christine McKelvey Corcoran Centric Realty LLC

    14 Highview Ave, Old Greenwich, CT 06870
  • /40

    $4,500,000

    • 6 Beds
    • 6 Baths
    • 7,099 Sq Ft

    336 Ocean Dr W, Stamford, CT 06902

    Stately Shippan Point Estate set on a rare 1.64-acre parcel with distant views of Long Island Sound, this distinguished Colonial residence offers an extraordinary living experience in Stamford's most coveted waterfront neighborhood. Included in the sale is an adjoining property with a fully renovated 1,900-square-foot Carriage House, creating a significant compound ideal for entertaining and

    Joshua Weisman William Raveis Real Estate

    336 Ocean Dr W, Stamford, CT 06902
  • /49

    $3,450,000

    • 4 Beds
    • 6 Baths
    • 4,382 Sq Ft

    15 Deepwoods Ln, Old Greenwich, CT 06870

    This beautifully designed home offers grand living space with modern luxury. 4 Spacious Bedrooms + den/study, gorgeous Living room, formal dining room, gourmet kitchen with 2 refrigerators, family room overlooking backyard and conservation land. Large basement is equipped with wet bar/island and great for entertainment.Quiet tree lined street yet convenient to all. Binney park, Library,

    Miyoko Matsuo Relo Redac, Inc

    15 Deepwoods Ln, Old Greenwich, CT 06870
  • /27

    $1,999,000

    • 5 Beds
    • 4 Baths
    • 4,082 Sq Ft

    116 West Ln, Stamford, CT 06905

    The perfect blend of classic charm and modern elegance in this completely remodeled and reimagined 1950 farmhouse colonial, nestled on a lush acre in the sought-after Revonah Woods area. This stunning home boasts five well-appointed bedrooms, including a versatile main-level bedroom that can serve as a home office or guest room with a full bath. An open flow concept seamlessly connects the living

    Barbara Webski William Pitt Sotheby's Int'l

    116 West Ln, Stamford, CT 06905
  • /35

    $1,950,000

    • 5 Beds
    • 4.5 Baths
    • 3,050 Sq Ft

    22 Maplewood Dr, Cos Cob, CT 06807

    Where lifestyle, livability, and versatility meet... all your family & friends, too. Set in Cos Cob's tight-knit Loughlin Park, this 5 Bed home is in a prime location. Seconds to the train, a food scene, & the Park. With 3000 sqft of livability this home is a neighborhood hub. A garage & breezeway lead to open living, kitchen, & dining with a fireplace. Easy access to a grill, putting green, &

    Mike Parelli Mike Parelli Real Estate LLC

    22 Maplewood Dr, Cos Cob, CT 06807
  • /41

    $1,999,999

    • 4 Beds
    • 3.5 Baths
    • 2,641 Sq Ft

    23 W West View Place, Riverside, CT 06878

    Tucked away on a peaceful street, this beautifully restored and meticulously maintained 1915 Colonial blends timeless charm with thoughtful updates. Featuring 4 spacious bedrooms, 3 full baths, and a powder room on the main level, the home showcases original millwork, high ceilings, and hardwood floors throughout.A welcoming front porch leads into a sun-filled layout, complete with generously

    Dena Zarra Compass Connecticut, LLC

    23 W West View Place, Riverside, CT 06878
  • /26

    $2,350,000

    • 3 Beds
    • 2.5 Baths
    • 2,950 Sq Ft

    2 Lakeview Dr, Greenwich, CT 06878

    From a welcoming front porch to its cheerful canary-yellow door, 2 Lakeview Dr invites you in with warmth & personality. Nearly rebuilt in 2013 & offering approx. 3,000sf across 3 finished levels with existing expansion to 4-5 bedrooms, this 3-bed, 2.5-bath home is turnkey. The main level is filled with natural light & features an open-concept layout that connects a spacious dining room, elegant

    Jen Turano Compass Connecticut, LLC

    2 Lakeview Dr, Greenwich, CT 06878
  • /38

    $2,175,000

    • 5 Beds
    • 4.5 Baths
    • 2,775 Sq Ft

    39 Riverside Ave, Riverside, CT 06878

    This light and bright 5BR, 4.1BA Colonial, renovated to the studs in 2021, features modern conveniences with original charm. The open floor plan offers a gourmet kitchen with quartz/marble countertops, new luxury baths, a woodburning fireplace, built-ins, convenient laundry/mudroom, and a finished 3rd floor with office, bedroom and full bath. Finished lower level (additional 365+ sf) with

    Gloria Gimenez-Ferrer BHHS New England Properties

    39 Riverside Ave, Riverside, CT 06878
  • /40

    $2,350,000

    • 5 Beds
    • 3.5 Baths
    • 3,634 Sq Ft

    551 River Rd, Cos Cob, CT 06807

    Bright newer five bedroom Center Hall Colonial near North Mianus school and minutes to Eastern Middle school , Riverside and Cos Cob shopping and RR stations. Third floor separate suite with bedroom, bath and office or sitting room. Hardwood floors , fenced in backyard. Great flow for day-to-day indoor and outdoor living and entertaining. Total Sq. footage includes 535 sq. ft. below grade.

    Maria Arning BHHS New England Properties

    551 River Rd, Cos Cob, CT 06807
  • /20

    $1,995,000

    • 4 Beds
    • 3 Baths
    • 3,284 Sq Ft

    297 Cognewaugh Rd, Cos Cob, CT 06807

    Nestled within the serene beauty of Greenwich's sought-after Cos Cob community, this elegant property is set on two private, wooded acres. This refined 4-bedroom, 3-bathroom residence spans over 3,200 square feet of meticulously designed living space, perfect for the discerning buyer.Exquisite hardwood floors, sunlit interiors, and architectural details create an atmosphere of understated

    Mark Pruner Compass Connecticut, LLC

    297 Cognewaugh Rd, Cos Cob, CT 06807
  • /40

    $2,200,000

    • 5 Beds
    • 7.5 Baths
    • 6,354 Sq Ft

    25 Cogswell Ln, Stamford, CT 06902

    This stunning 5-bedroom, 7.5 bath brick contemporary blends timeless elegance with modern sophistication. From the grand foyer, showcasing skylights and a limestone feature wall, to the living room with a quartzite fireplace and cathedral ceiling, every space in this home is designed for both beauty and function. The formal dining room, features a large bay window, offering picturesque views. The

    Jim Caldarone William Pitt Sotheby's Int'l

    25 Cogswell Ln, Stamford, CT 06902
  • /40

    $1,399,000

    • 3 Beds
    • 3 Baths
    • 2,175 Sq Ft

    88 Indian Field Rd, Greenwich, CT 06830

    Welcome to 88 Indian Field Road, where convenience meets comfort in this updated 3 bed, 3 bath cape. Seconds from the Cos Cob Train station, Greenwich schools, parks, and dozens of dining & shopping options, this home offers unparalleled accessibility. Highlights of the surprisingly spacious layout include the living room's w/b fireplace, renovated kitchen and inviting family room perfect for

    PJ Collins Keller Williams Realty Group

    88 Indian Field Rd, Greenwich, CT 06830
  • /40

    $939,000

    • 3 Beds
    • 2.5 Baths
    • 2,970 Sq Ft

    133 Macgregor Dr, Stamford, CT 06902

    Welcome to easy living in this updated, freshly painted Westover Ranch, ideally located on a quiet cul-de-sac. Generously sized rooms and a finished lower level offer plenty of flexible space. The main level features a sunlit Living Room with fireplace, spacious Dining Room, and a refreshed Eat-In Kitchen with new quartzite counters, center island with breakfast bar, and sliders to the rear yard

    Geri Guzinski William Pitt Sotheby's Int'l

    133 Macgregor Dr, Stamford, CT 06902
  • /33

    $779,000

    • 3 Beds
    • 1.5 Baths
    • 1,744 Sq Ft

    108 4th St, Stamford, CT 06905

    A rare find in this oh so convenient walk to town location where sidewalks line the streets. Vintage 1929 Tudor style home with detached two car garage has been impeccably maintained both in and out. This timeless beauty has its original interior doors with glass knobs and boasts three bedrooms and one and a half baths. Oversized living room with fireplace extends into a window walled sunroom,

    Barbara Hickey William Pitt Sotheby's Int'l

    108 4th St, Stamford, CT 06905
  • /40

    $1,199,000 Open Thu 4:30PM - 6:30PM

    • 4 Beds
    • 3.5 Baths
    • 2,802 Sq Ft

    220 Halliwell Dr, Stamford, CT 06902

    Stunning updated Colonial! Life doesn't get sweeter than this beautiful 4-bedroom, 3.5-bath Center Hall Colonial nestled in the desirable Hycliff community. Thoughtfully updated with all the bells and whistles, this home perfect blends classic charm & modern comfort! Step inside to an inviting open floor plan that connects the kitchen & dining areas-ideal for entertaining! The sleek, updated

    Fiona Porter Keller Williams Realty

    220 Halliwell Dr, Stamford, CT 06902
  • /40

    $950,000

    • 5 Beds
    • 3 Baths
    • 4,219 Sq Ft

    1014 Cove Rd, Stamford, CT 06902

    Welcome to the Cove, where coastal living is affordable! This stunning water community home has just been freshly painted and features designer lighting that sparkles with charm. Experience the enchantment of this meticulously staged coastal residence, perfectly maintained and brimming with love, just waiting for the next family to cherish it. Imagine being just a short stroll away from the

    Mar Jennings Higgins Group Bedford Square

    1014 Cove Rd, Stamford, CT 06902
  • /29

    $1,495,000

    • 3 Beds
    • 2 Baths
    • 1,655 Sq Ft

    33 Halsey Dr, Old Greenwich, CT 06870

    This charming Old Greenwich home in the highly sought-after North Mianus/ Eastern school district is the perfect starter or the best condo alternative. A picturesque setting, this single-family dwelling comes with low property taxes, low maintenance responsibilities and costs. The first floor offers comfortable living and family room spaces, a newer kitchen with quartz countertop and stainless

    Anthony Ardino William Raveis Real Estate

    33 Halsey Dr, Old Greenwich, CT 06870
  • /15

    $1,495,000

    • 4 Beds
    • 2 Baths
    • 2,073 Sq Ft

    15 Ridge Rd, Cos Cob, CT 06807

    Elegant Cape-Style Home in the Heart of Cos Cob Nestled in the desirable heart of Cos Cob, this beautifully maintained Cape offers timeless charm and spacious comfort. Featuring four well-appointed bedrooms and two full baths, the home boasts a gracious living and dining area, a sunlit eat-in kitchen that flows seamlessly into a cozy family room, and abundant storage-including a cedar-lined

    Ryan Ciambriello Houlihan Lawrence

    15 Ridge Rd, Cos Cob, CT 06807
  • /25

    $1,250,000

    • 3 Beds
    • 1.5 Baths
    • 1,333 Sq Ft

    5 Hunter St, Old Greenwich, CT 06870

    Great opportunity to own this well maintained 3 bedroom 1 1⁄2 bath colonial located at the end of a cul-de-sac in Old Greenwich. Home has an eat-in kitchen, formal dining room, living room with fireplace, spacious three season sunroom off the kitchen, deck, covered front porch, a 1 car garage, and a large .38 of an acre parcel of land.

    Calvin Darula William Raveis Real Estate

    5 Hunter St, Old Greenwich, CT 06870
  • /16

    $810,000

    • 2 Beds
    • 1.5 Baths
    • 1,463 Sq Ft

    115 Top Gallant Rd Unit 6, Stamford, CT 06902

    Welcome to 115 Top Gallant Road, Unit 6 - a beautifully maintained and thoughtfully updated townhome nestled adjacent to Stamford's Dolphin Cove and Southfield Point, with easy access to downtown and nearby Old Greenwich. This light-filled 2-bedroom, 1.5-bath home offers the perfect blend of charm, comfort, and convenience. Step inside to find soaring ceilings, a cozy gas fireplace, and an open

    Katharine Gray Bunoski Compass Connecticut, LLC

    115 Top Gallant Rd Unit 6, Stamford, CT 06902
  • /27

    $1,395,000

    • 4 Beds
    • 3.5 Baths
    • 2,862 Sq Ft

    285 Westover Rd, Stamford, CT 06902

    Location! Welcome to an exquisite sanctuary nestled in the coveted Westover area. This stunning residence promises an elegant lifestyle with its modern touches and serene surroundings. Boasting 4 bedrooms/3.5 bathrooms this property offers a harmonious blend of sophistication and comfort. Upon entering, you'll be captivated by the chef's dream kitchen, featuring high-end appliances including a

    Noelle Iannotta Compass Connecticut, LLC

    285 Westover Rd, Stamford, CT 06902
  • /27

    $2,925,000

    • 5 Beds
    • 4.5 Baths
    • 4,108 Sq Ft

    32 Meyer Place, Riverside, CT 06878

    This attractive and spacious 5-bedroom Colonial on peaceful cul-de-sac in Riverside was rebuilt and expanded in 2006 with a modern floor plan. The interior extends to 4,100 sq ft. with recent upgrades and extra ceiling height in many of the rooms providing generous scale and abundant natural light. The large kitchen with breakfast area flows to the expansive family room with fireplace. French

    Christopher Finlay Brown Harris Stevens CT, LLC

    32 Meyer Place, Riverside, CT 06878
  • /28

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 2,172 Sq Ft

    30 Lenox Ave, Stamford, CT 06906

    A large colonial in the heart of Glenbrook. This home has 3 bedroom, 2 full bathrooms and a half bathroom, a large living room, formal dining room. Hardwood floors throughout. Finished walk out basement. A must see.

    Valeria Amarante Century 21 Scala Group

    30 Lenox Ave, Stamford, CT 06906
  • /24

    $599,999

    • 4 Beds
    • 2 Baths
    • 2,528 Sq Ft

    78 Elizabeth Ave, Stamford, CT 06907

    Excellent opportunity for contractors or handy home owners to unlock the potential of this colonial style home. With 4 bedrooms 2 baths this home is being offered AS IS condition. With a little work you can have the home of your dreams in a great neighborhood with access to train and shopping Spacious Living room and Dr Huge kitchen with Built ins and storage. Lower level finished room could be

    Rebecca Ellsley Higgins Group Bedford Square

    78 Elizabeth Ave, Stamford, CT 06907
  • /35

    $1,196,000

    • 4 Beds
    • 2.5 Baths
    • 3,193 Sq Ft

    656 Westover Rd, Stamford, CT 06902

    Historic Charm Meets Modern Luxury - Once the carriage house for the famed 1760s estate "The Owl's Nest," this exquisitely renovated home blends timeless charm with today's comforts. Original doors and vintage details have been preserved, while high-end updates elevate every space. Inside, enjoy 9-ft ceilings, gleaming hardwood floors, and two stunning fireplaces (one stone, one brick). The

    Karen Sheftell William Pitt Sotheby's Int'l

    656 Westover Rd, Stamford, CT 06902
  • /26

    $849,000

    • 3 Beds
    • 2 Baths
    • 2,338 Sq Ft

    182 Turner Rd, Stamford, CT 06905

    Welcome to 182 Turner Road - a beautifully updated and freshly painted 3-bedroom, 2-bath ranch-style home with two cozy fireplaces and a brand-new roof. Ideally positioned on a level corner lot in Stamford's sought-after Newfield/Pepper Ridge neighborhood, this charming home offers comfortable, single-level living with thoughtful extras throughout. Enjoy a spacious 2-car garage, a sun-filled

    Marc Fraioli Realty ONE Group Connect

    182 Turner Rd, Stamford, CT 06905
  • /19

    $3,495,000

    • 6 Beds
    • 4.5 Baths
    • 3,515 Sq Ft

    22 Tomac Ave, Old Greenwich, CT 06870

    Terrific Old Greenwich location with easy access to south of the village with sidewalks to town, school and train. This gracious Shore Colonial is on an over-sized o.46 acre level lot (FAR in the R-12 zone could allow 6,300+ sf home), is warm and welcoming with 5 bedrooms and 3 full baths PLUS an additional studio on the main level that could be used in so many ways, as a main floor bedroom,

    Jackie Hammock Coldwell Banker Realty

    22 Tomac Ave, Old Greenwich, CT 06870
  • /15

    $5,900,000

    • 6 Beds
    • 7 Baths
    • 7,000 Sq Ft

    6 Dorchester Ln, Riverside, CT 06878

    Luxury new construction (Sept 2025) in a fabulous Riverside location! This beautifully designed home features a double height entrance with front to back views, a sophisticated living room, dining room with tray ceiling, and office with access to a covered terrace and outdoor fireplace. The gourmet kitchen with high-end appliances and breakfast area is next to the family room with a fireplace,

    Gloria Gimenez-Ferrer Berkshire Hathaway HS NE Prop.

    6 Dorchester Ln, Riverside, CT 06878
  • /9

    $495,000

    • 2 Beds
    • 1 Bath
    • 1,098 Sq Ft

    75 Frank St, Stamford, CT 06902

    Great opportunity for investor or first-time homebuyer near Cummings Beach. Level lot, private backyard with garage, lower level and attic. Easy access to school, parks, and shopping.

    Patricia Rattray William Pitt Sotheby's Int'l

    75 Frank St, Stamford, CT 06902
  • /35

    $1,275,000

    • 3 Beds
    • 3.5 Baths
    • 3,205 Sq Ft

    132 Old North Stamford Rd, Stamford, CT 06905

    Don't miss this exceptional opportunity a beautifully crafted home that blends timeless charm with modern updates. Centrally located, a short walk to Whole Foods, Bulls Head shopping, restaurants, coffee shops, parks, houses of worship, and a quick drive to Metro North, I-95, and the Merritt. Situated on a beautiful landscaped .92-acre lot, this spacious 3-bedroom, 3.5-bath residence offers

    Diana Gould Coldwell Banker Realty

    132 Old North Stamford Rd, Stamford, CT 06905
  • /47

    $6,195,000

    • 6 Beds
    • 9 Baths
    • 6,520 Sq Ft

    25 Dialstone Ln, Riverside, CT 06878

    Discover the perfect blend of modern luxury and thoughtful design in this 6-bedroom, 7.2 half-bath home with room for a pool tucked away on a quiet cul-de-sac in Riverside. Just steps from top schools, transportation, parks, and Old Greenwich village, this 6,500 sq. ft. residence spans four finely crafted levels, offering ultimate convenience and comfort. The main level impresses with soaring 10+

    Carol Zuckert Sotheby's International Realty

    25 Dialstone Ln, Riverside, CT 06878
  • /27

    $5,325,000

    • 6 Beds
    • 6.5 Baths
    • 5,970 Sq Ft

    52 Breezemont Ave, Riverside, CT 06878

    Renovated in2025 luxury this exquisite home features a grand triple-height foyer and stunning hardwood floors throughout. A bright living room flows seamlessly onto a wraparound porch. Inviting eat- in kitchen includes a Viking appliances, a center island, a wine refrigerator and elegant marble countertops. Family room has a wet bar and fireplace while the dining room is adorned with wainscoting

    Jennifer Danzi-glenn Jennifer M Danzi, Broker

    52 Breezemont Ave, Riverside, CT 06878
  • /20

    $1,400,000

    • 3 Beds
    • 3 Baths
    • 2,332 Sq Ft

    37 Windsor Ln, Cos Cob, CT 06807

    Charming Opportunity in the Heart of Cos Cob Don't miss this exceptional opportunity to own a home in the great neighborhood of Cos Cob in Greenwich, CT. Nestled on a spacious .2833-acre lot, this 3-bedroom, 2,332 sq. ft. home offers the perfect blend of location, potential, and value. Whether you're looking to move in and renovate at your own pace, or start fresh with your own vision, this

    Susan Calabrese Berkshire Hathaway NE Prop.

    37 Windsor Ln, Cos Cob, CT 06807
  • /19

    $675,000

    • 2 Beds
    • 2 Baths
    • 1,264 Sq Ft

    97 Waterbury Ave, Stamford, CT 06902

    Lovely Cape Cod style home with many fantastic updates and a level backyard with a pool! Step inside to an open and inviting floor plan ideal for entertaining, featuring a spacious living room, formal dining room, and gleaming hardwood floors throughout. Elegant moldings add a touch of sophistication. The updated kitchen is a chef's delight, complete with stainless-steel appliances, gas cooking,

    Jacqueline Caporale Alliance R.E. Consultants

    97 Waterbury Ave, Stamford, CT 06902
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