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Southport, CT Houses for Sale

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  • /23

    $515,000

    • 4 Beds
    • 4 Baths
    • 2,045 Sq Ft

    90 2nd St, Fairfield, CT 06825

    Investor opportunity- Nestled on a quiet street in Fairfield's Tunxis Hill neighborhood, this spacious 4-bedroom residence offers comfort, convenience, and investment potential. Featuring 2 full baths and 2 half baths, the home has hardwood floors throughout the kitchen, living room, and dining room, with easy-care vinyl laminate in the bedrooms. The fully fenced yard provides a private outdoor

    Jaime Pote Coldwell Banker Realty

    90 2nd St, Fairfield, CT 06825
  • /40

    $1,423,000

    • 4 Beds
    • 4.5 Baths
    • 4,590 Sq Ft

    327 Lucille St, Fairfield, CT 06825

    Few things are more inviting than a front porch, and 327 Lucille St delivers that and more in terms of curb appeal, which this home has in spades. This Colonial pairs classic architectural beauty with almost 5,000 sq ft across 4 levels, offering 4 bedrooms, an office, 4.5 baths, 2 car garage, and a fenced-in .46 acre yard. Inside, the foyer is flanked by the dining and living rooms, both with

    Sarah Pritchard William Raveis Real Estate

    327 Lucille St, Fairfield, CT 06825
  • /33

    $1,049,000

    • 4 Beds
    • 1.5 Baths
    • 2,246 Sq Ft

    245 Taunton Rd, Fairfield, CT 06824

    An ideal location plus a move-in ready home equals an exceptional opportunity in the highly sought-after University area. This 4 bedroom, 9 room Colonial offers 3 spacious levels of comfortable living in one of the most desirable neighborhoods. Standout features include 2 fireplaces: a cozy gas fireplace for crisp mornings & a wood burning that brings warmth w/ the crackling sound of real fire,

    Jackie Davis William Raveis Real Estate

    245 Taunton Rd, Fairfield, CT 06824
  • /8

    $1,949,000

    • 6 Beds
    • 5.5 Baths
    • 3,847 Sq Ft

    42 Robin Cir, Fairfield, CT 06824

    Available now for Spring occupancy, with the option to select custom touches that make this home distinctly yours. A brand new home that feels rooted in tradition, yet perfectly suited for modern living. With 6 bedrooms, 5 full baths, 1 half bath, and 3,847 sq. ft. above grade plus the ability to finish additional space in the unfinished lower level with 9' ceilings, this home sits on a sprawling

    Jennifer DeLaurentis Compass Connecticut, LLC

    42 Robin Cir, Fairfield, CT 06824
  • /39

    $1,495,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 3 Baths
    • 3,883 Sq Ft

    251 Winnepoge Dr, Fairfield, CT 06825

    Nestled in the highly sought-after enclave of Lake Hills in Fairfield, this extraordinary Colonial has been completely reimagined, torn down and masterfully rebuilt to blend timeless architectural charm with modern sophistication. From the moment you arrive, the home's undeniable curb appeal captivates, featuring a welcoming wraparound porch, professional landscaping, flower boxes and a full

    Kristen Perez Higgins Group Bedford Square

    251 Winnepoge Dr, Fairfield, CT 06825
  • /40

    $1,949,000 Open Sun 12PM - 3PM

    • 6 Beds
    • 5.5 Baths
    • 3,847 Sq Ft

    45 Robin Cir, Fairfield, CT 06824

    Experience refined living in Fairfield's University Neighborhood. This brand-new construction home by multi HOBI Award-Winning builder DeLaurentis Developments blends timeless design with modern luxury across 3,847 sq. ft. Inside, every detail is elevated. A showpiece custom kitchen with paneled Thermador appliances, oak center island, quartz counters, and a walk-in pantry flows seamlessly to the

    Jennifer DeLaurentis Compass Connecticut, LLC

    45 Robin Cir, Fairfield, CT 06824
  • /31

    $379,000

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    185 Shell St, Bridgeport, CT 06605

    Move right into this thoughtfully finished 3-bedroom half duplex in the desirable Black Rock neighborhood. Featuring a spacious living room, large eat-in kitchen, main level laundry, and basement for extra flexibility. Enjoy stylish finishes throughout plus a deck for outdoor living. Close to highways and just minutes from shopping, restaurants and all that Black Rock has to offer. A perfect

    Paola Sierra Higgins Group Real Estate

    185 Shell St, Bridgeport, CT 06605
  • /6

    $395,000

    • 2 Beds
    • 1.5 Baths
    • 823 Sq Ft

    303 Villa Ave, Fairfield, CT 06825

    ADORABLE HOME IN GOOD CONDITION.

    Terry Keegan Fairfield County Real Estate

    303 Villa Ave, Fairfield, CT 06825
  • /33

    $3,250,000 Open Thu 11AM - 1PM

    • 6 Beds
    • 7 Baths
    • 6,610 Sq Ft

    8 Fillow St, Westport, CT 06880

    Experience the elevated ease of modern luxury in this brand new SIGNATURE Home by SIR Development, Westport's most respected ground-up RE developer with 30+ years and 300+ completed homes. SIR carefully selects each property, designs every detail, and handpicks all finishes delivering a 100% complete, turnkey home. Perfectly positioned on a quiet, walkable street, this 6-BR, 5.2-bath residence

    Julie Haroun Westport Residential, LLC.

    8 Fillow St, Westport, CT 06880
  • /40

    $1,289,000

    • 2 Beds
    • 1.5 Baths
    • 1,424 Sq Ft

    1135 Mill Hill Rd, Southport, CT 06890

    The Sherwood Farmhouse set in Southport's Mill Hill area, Circa 1720, is tucked away on a picturesque .48-acre lot in an enchanting country setting. This beautifully preserved and thoughtfully updated historic treasure blends 18th-century charm with modern comforts. Original features such as wide plank floors, hand-hewn beams, custom cupboards, and three working fireplaces speak to the home's

    Amy Waugh Curry ABR CRS GRI Berkshire Hathaway NE Prop.

    1135 Mill Hill Rd, Southport, CT 06890
  • /38

    $850,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,778 Sq Ft

    15 Renzulli Rd, Norwalk, CT 06851

    Beautifully updated Hi-Ranch home on the Norwalk/Westport line, tucked away on a private gated road for extra peace and privacy. This 2,766 square foot spacious and flexible home features four oversized bedrooms-including one so large it's currently used as a living room-three stylish baths, and plenty of options for an in-law suite, home office, gym, or playroom. The open main floor is filled

    Leigh Ann Lengyel Clarke RE/MAX Heritage

    15 Renzulli Rd, Norwalk, CT 06851
  • /34

    $999,000

    • 4 Beds
    • 2.5 Baths
    • 2,044 Sq Ft

    68 Center St, Westport, CT 06880

    Welcome to 68 Center Street - a rustic retreat nestled in beautiful Greens Farms. This character-rich 1920s Cottage, cherished by the same family for over 50 years, is now ready to begin a new chapter - with you. You will find charming nooks, thoughtful details and two wood burning fireplaces perfect for quiet mornings or hosting friends, on three finished levels. The glass solarium entry invites

    David Kinyon Coldwell Banker Realty

    68 Center St, Westport, CT 06880
  • /40

    $1,900,000

    • 4 Beds
    • 4.5 Baths
    • 5,283 Sq Ft

    305 S Gate Ln, Southport, CT 06890

    Tucked away on a serene street in the heart of Southport, this 4-bedroom, 4-bath Colonial invites you to experience the perfect balance of elegance, comfort, and privacy. From the moment you arrive, the home's setting feels special - an expansive property framed by mature trees, offering a sense of peace and seclusion. Step inside, and natural light floods the main level, where formal living and

    Elizabeth Tritschler William Raveis Real Estate

    305 S Gate Ln, Southport, CT 06890
  • /40

    $639,000

    • 4 Beds
    • 1 Bath
    • 1,760 Sq Ft

    342 Fairfield Woods Rd, Fairfield, CT 06825

    Handyman Special - Huge potential is found at this 4 bedroom Colonial within walking distance to Stratfield Elementary, Owen Fish Park, Fairfield Woods Public Library and shopping conveniences at Stratfield Four Corners. Home needs extensive updates and will be sold in AS IS Condition but is ready for the buyer who has vision to modernize this gem that has been in the same family for over 60

    Kate Meyer William Raveis Real Estate

    342 Fairfield Woods Rd, Fairfield, CT 06825
  • /36

    $1,795,000

    • 6 Beds
    • 4.5 Baths
    • 5,325 Sq Ft

    212 Fence Row Dr, Fairfield, CT 06824

    Set on over two private acres in the gated community of The Ridge, this stunning estate combines modern comfort with timeless design. Residents enjoy resort-style amenities including a clubhouse, pool, tennis courts, playground, basketball court, private recreation facilities, and 24/7 gate security. Step inside through a soaring vaulted foyer that opens to a sun-filled living room framed by a

    Adele Higgins Higgins Group Real Estate

    212 Fence Row Dr, Fairfield, CT 06824
  • /36

    $899,000

    • 4 Beds
    • 2.5 Baths
    • 2,591 Sq Ft

    24 Warsaw St, Fairfield, CT 06825

    Tucked at the end of a quiet cul-de-sac, 24 Warsaw Street offers a perfect blend of timeless design and modern updates-bright, inviting, and completely move-in ready. A spacious foyer sets the tone for airy interiors with 9-foot ceilings, gleaming hardwood floors, and an oversized living room centered around a gas fireplace. The eat-in kitchen is designed for both style and function, featuring

    Shoshana Snyder William Raveis Real Estate

    24 Warsaw St, Fairfield, CT 06825
  • /40

    $1,545,000

    • 4 Beds
    • 2.5 Baths
    • 3,597 Sq Ft

    153 Pease Ave, Southport, CT 06890

    Newly Renovated Colonial in Prime Southport Location. Beautifully updated colonial offering modern comfort and timeless style. Featuring a stunning new custom kitchen with a large center island, professional Thermador appliances, and separate butlers pantry, this home is perfect for both everyday living and entertaining. The open floor plan is filled with natural light and has 9ft ceilings

    Basil Amso RE/MAX Right Choice

    153 Pease Ave, Southport, CT 06890
  • /38

    $1,345,000

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    545 Surrey Ln, Fairfield, CT 06824

    Classic four bedroom, 2.5 bath colonial strikes a rare balance, offering turnkey charm, space and modern updates on a superb, manicured acre - all within one of Fairfield's most coveted neighborhoods. Set on a quiet tree-lined street in lower Greenfield Hill with a new roof, newer windows and air conditioner paired with fresh paint ensures lasting curb appeal and peace of mind. The well-appointed

    Kelly Finn Coldwell Banker Realty

    545 Surrey Ln, Fairfield, CT 06824
  • /38

    $739,900

    • 4 Beds
    • 3.5 Baths
    • 2,268 Sq Ft

    42 Fairway Green, Fairfield, CT 06825

    Charming and Fresh-Painted Colonial with Modern Upgrades. This freshly painted colonial home boasts 4 spacious bedrooms, 3.5 baths, a brand-new HVAC system, and a wood-burning fireplace. With 2268 sq ft of living space plus a 520 sq ft finished basement, it includes a large deck, an office or in-law suite and a tall 2-car garage. Built in 1987 on a 0.24-acre lot, this home is in a

    David White OwnerEntry.com

    42 Fairway Green, Fairfield, CT 06825
  • /37

    $4,249,000

    • 5 Beds
    • 5 Baths
    • 4,171 Sq Ft

    179 Compo Rd S, Westport, CT 06880

    Welcome to 179 Compo Road South, in the heart of Westport-super close to Longshore, Compo Beach, downtown, the train station-everything Westport has to offer. This Tudor-style gem, originally built in the 1920s, has been thoroughly renovated to honor its heritage while offering every contemporary comfort. Situated high on the hillside, sweeping property views enchant. The classic slate roof is

    Judy Michaelis Coldwell Banker Realty

    179 Compo Rd S, Westport, CT 06880
  • /24

    $995,000

    • 4 Beds
    • 3.5 Baths
    • 3,362 Sq Ft

    200 Joan Dr, Fairfield, CT 06824

    Welcome to 200 Joan Drive-a home that's more than just a place to live.It's where you can breathe, recharge, & truly feel at home.From the moment you arrive, the peaceful, tree-lined yard sets the tone:this is where memories are made. Step inside the foyer, & you'll immediately feel the warmth & comfort this home offers.Spacious living room, complete with a cozy fireplace, is perfect for chilly

    Kathleen Blackall William Raveis Real Estate

    200 Joan Dr, Fairfield, CT 06824
  • /38

    $849,000

    • 4 Beds
    • 2.5 Baths
    • 2,267 Sq Ft

    1009 High St, Fairfield, CT 06824

    Nestled in the heart of Fairfield's sought after University Neighborhood, this timeless Colonial style home, built in 1977, unfolds across 2,267 sq/ft of thoughtfully arranged living space and features incredible storage areas (including a double car garage with loft!) Four well appointed bedrooms and two and a half baths offer a comfortable sanctuary for homeowners. The primary bedroom also

    Francis O'Driscoll Higgins Group Bedford Square

    1009 High St, Fairfield, CT 06824
  • /39

    $3,250,000

    • 6 Beds
    • 7.5 Baths
    • 14,110 Sq Ft

    21 Queens Grant Dr, Fairfield, CT 06824

    There are houses you tour, and then there are estates that capture your imagination. This extraordinary Greenfield Hill Colonial is the latter-a 9,700+ sq. ft. residence set on a pristine 2-acre corner lot in one of Fairfield's most prestigious neighborhoods. A paver-stone drive winds past manicured gardens to a grand two-story entry with a sweeping staircase, setting the tone for elegant living.

    Elizabeth Tritschler William Raveis Real Estate

    21 Queens Grant Dr, Fairfield, CT 06824
  • /40

    $1,899,000

    • 5 Beds
    • 4.5 Baths
    • 4,079 Sq Ft

    68 Figlar Ave, Fairfield, CT 06824

    A rare find in today's market & a stunning example of high-end new construction in the sought-after University area awaits - Welcome to 68 Figlar Avenue. This beautifully designed 5 bedroom, 4.5 bath, 11 room home offers 4 levels of living space filled w/ great light & thoughtful details. From the natural white oak flooring to the exquisite millwork & custom built-ins, craftsmanship is evident.

    Jackie Davis William Raveis Real Estate

    68 Figlar Ave, Fairfield, CT 06824
  • /38

    $1,899,000

    • 6 Beds
    • 4.5 Baths
    • 4,344 Sq Ft

    15 Barton Rd, Fairfield, CT 06824

    Your storybook home-complete with a classic white picket fence-awaits! Where natural light fills inviting spaces, every detail is intentional, & comfort meets elegance. From quiet mornings on the sun-drenched porch to lively evenings around the large kitchen island, this home offers beauty, privacy, & seamless indoor-outdoor living. This newly finished, meticulously custom crafted, all new

    Jennifer DeLaurentis Compass Connecticut, LLC

    15 Barton Rd, Fairfield, CT 06824
  • /20

    $624,900

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    261 High St, Fairfield, CT 06824

    Beautifully updated home ready for its new owners. Featuring a bright open concept floor plan. Gorgeous custom kitchen with shaker cabinets, center island with waterfall countertop and inlay lighting, and new SS appliance package. New paint and hardwood floors throughout. New hardware and LED lighting. Stunning modern tile bath on main level. Finished walk-out lower level adds 600sf of additional

    Basil Amso RE/MAX Right Choice

    261 High St, Fairfield, CT 06824
  • /39

    $1,949,000

    • 5 Beds
    • 4.5 Baths
    • 4,474 Sq Ft

    31 High Ridge Rd, Fairfield, CT 06825

    This new construction home is brought to you by reputable, local, HOBI award-winning builder DeLaurentis Developments. Architecturally designed & engineered w/ its beautiful lot & today's buyer in mind. This thoughtfully designed, open concept, flexible floor plan includes 5-6 bedrooms, 4.1 bathrooms, 2-car attached garage w/ wifi enabled doors & EV charging outlet, mudroom, dining room, living

    Jennifer DeLaurentis Compass Connecticut, LLC

    31 High Ridge Rd, Fairfield, CT 06825
  • /40

    $429,900

    • 2 Beds
    • 1 Bath
    • 791 Sq Ft

    165 Bennett St, Bridgeport, CT 06605

    Nestled in the heart of Black Rock.......Welcome to Evergreen Cottage! The perfect blend of Simplicity, comfort & Tranquility! Beautifully maintained and rich in details such as high ceilings, craftsman-style moldings , crisp decor & an abundance of natural light in every room. Updated kitchen and bath, gas furnace & sewer line. Roof fully replaced 2021. Original cedar clapboards and trim

    Mary Amenda William Pitt Sotheby's Int'l

    165 Bennett St, Bridgeport, CT 06605
  • /19

    $546,000

    • 2 Beds
    • 1.5 Baths
    • 1,268 Sq Ft

    299 Marlborough Terrace, Fairfield, CT 06825

    Sun-Drenched Charmer! This move-in ready 2-bedroom home offers an open floor plan-with plenty of room to expand-and gleaming hardwood floors throughout. Enjoy the fully renovated kitchen featuring brand-new appliances, modern cabinetry, and ample storage space. Recent improvements include brand-new windows and storm doors, updated insulation, and energy-efficient mini-splits providing both

    Deborah Merlino William Raveis Real Estate

    299 Marlborough Terrace, Fairfield, CT 06825
  • /38

    $4,350,000 Open Sun 1PM - 3PM

    • 7 Beds
    • 7.5 Baths
    • 6,679 Sq Ft

    102 Compo Rd S, Westport, CT 06880

    THE ESTATES AT COMPO SOUTH - SIR Development presents the last of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. This elevator-ready home begins

    Doug Bross Coldwell Banker Realty

    102 Compo Rd S, Westport, CT 06880
  • /20

    $555,000

    • 3 Beds
    • 1 Bath
    • 1,282 Sq Ft

    143 Sawyer Rd, Fairfield, CT 06824

    Perfect for Fairfield starter or sizing down. Long time owner and very well cared for, requiring no immediate repairs. Great convenient location. Rear deck overlooks level private yard. Exterior maintenance free. Opportunity to customize your remodel and decor. Eat-in kitchen along-side formal dining room. Living room with wood burning fireplace. 3rd bedroom presently used as den.

    Joseph Almeida The Almeida Group

    143 Sawyer Rd, Fairfield, CT 06824
  • /40

    $950,000 Open Mon 12AM - 8PM

    • 5 Beds
    • 4 Baths
    • 2,192 Sq Ft

    489 Main St, Westport, CT 06880

    Single Family with legal accessory apartment. New 5 bedroom septic system- just installed and new furnace and hot water heater in apartment. Let your imagination soar in creating your ideal situation. The main house and the accessory apartment each has a fireplace, The main house has 3 bedrooms and the apartment 2 bedrooms and each has 2 full baths. Hardwood Floors, laminate floor, vinyl floor,

    Gabrielle DiBianco Higgins Group Bedford Square

    489 Main St, Westport, CT 06880
  • /40

    $5,295,000 Open Sun 2PM - 4PM

    • 6 Beds
    • 8 Baths
    • 10,906 Sq Ft

    14 Mayflower Pkwy, Westport, CT 06880

    Stunning, grandly-scaled & remarkably-built stone & shingle classic located in THE quintessential, Compo Beach neighborhood (quieter & NOT in the flood plain) w/expansive, private, level property, embraced by stone walls & scenic entertaining opportunities 2nd to none. Just a short walk to celebrated Westport beaches, Longshore Club, Saugatuck Center & Metro Nth Station footpath, in coveted AA

    Joni Usdan Coldwell Banker Realty

    14 Mayflower Pkwy, Westport, CT 06880
  • /26

    $1,299,000

    • 3 Beds
    • 2.5 Baths
    • 1,437 Sq Ft

    310 Main St, Westport, CT 06880

    Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from vibrant shopping, dining and recreation, this lovely in-town residence offers a rare blend of comfort, flexibility, and location. Bathed in natural light, the inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen

    Barbara Bross Coldwell Banker Realty

    310 Main St, Westport, CT 06880
  • /36

    $3,950,000

    • 5 Beds
    • 4 Baths
    • 4,060 Sq Ft

    353 Old Dam Rd, Fairfield, CT 06824

    Extraordinary waterfront sanctuary offering unmatched privacy and expansive 1.5 acre property in Pine Creek Beach neighborhood. Net Zero, architecturally award-winning home stunningly designed with materials selected for visual appeal, efficiency, longevity. The striking open floorplan flows seamlessly from kitchen to living room and dining area, walls of floor to ceiling windows offer

    Katie O'Grady Compass Connecticut, LLC

    353 Old Dam Rd, Fairfield, CT 06824
  • /40

    $1,317,000

    • 3 Beds
    • 3.5 Baths
    • 2,849 Sq Ft

    1137 Stillson Rd, Fairfield, CT 06824

    A quintessential New England Ranch set behind stone walls and a rounded driveway, this home welcomes you with timeless style and impressive scale. Step inside and be wowed by the spacious, thoughtful layout, bathed in natural light. A chef's kitchen is the heart of the home, with an expansive granite island, Sub-Zero and Viking appliances, and custom cabinetry-perfect for cooking and gathering.

    Dominika Wojciechowski Houlihan Lawrence

    1137 Stillson Rd, Fairfield, CT 06824
  • /20

    $950,000

    • 3 Beds
    • 2 Baths
    • 1,914 Sq Ft

    2180 Cross Hwy, Fairfield, CT 06824

    Discover the ease of one-level living at 2180 Cross Highway, perfectly situated in a convenient Fairfield location on the Westport border, with a full home Generac Generator and sprinkler system. This home offers a fantastic opportunity to bring your vision to life, ready for your cosmetic updates and improvements. Many expansion possibilities. Surrounded by mature plantings that provide natural

    Meredith Cohen Serhant Connecticut, LLC

    2180 Cross Hwy, Fairfield, CT 06824
  • /38

    $675,000

    • 3 Beds
    • 1.5 Baths
    • 1,056 Sq Ft

    26 Hiawatha Lane Extension, Westport, CT 06880

    **Westport Estate Sale!!** Bring your Design Ideas to Life with this 3 Bedroom, 1.5 Bath Saugatuck Raised Ranch Set on .41 Acres. Light Filled Living Room & Dining Area with Fireplace. Nice Hardwood Floors Throughout! High Ceiling, Dry Basement with a Framed Out Half Bath. Basement is Just Waiting to be Finished for Additional Living Space. 1 Car Attached Garage. Wonderful Location for

    Wendy Bardos East Coast Associates, Inc.

    26 Hiawatha Lane Extension, Westport, CT 06880
  • /14

    $3,485,000

    • 5 Beds
    • 4.5 Baths
    • 5,056 Sq Ft

    16 Burr School Rd, Westport, CT 06880

    A masterful full renovation by acclaimed Coastal Luxury Homes, this extraordinary modern residence redefines sophistication in the heart of Westport. Set on a pristine, private acre on a coveted cul-de-sac, the home dazzles with soaring ceilings, dramatic walls of glass, and exquisite luxury finishes throughout. Designed for the way you live today, it offers two primary suite options, an

    Danna Rogers Higgins Group Bedford Square

    16 Burr School Rd, Westport, CT 06880
  • /40

    $1,898,500

    • 5 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    359 Reid St, Fairfield, CT 06824

    Brand new construction in highly desired Fairfield University area. Beautiful open floor plan includes large kitchen with high end appliances, center island, 36" gas range with hood, wine chiller, microwave drawer, 9 foot ceiling, hardwood floors. The bright airy family room with gas fireplace and a double slider walk out to large deck that overlooks grassy level yard. (The perfect spot for a

    Robert Richter Coldwell Banker Realty

    359 Reid St, Fairfield, CT 06824

Showing Results 41 - 80, Page 2 of 4

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