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Fairfield County CT Homes for Sale with Pool

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  • /40

    $949,800

    • 3 Beds
    • 3 Baths
    • 3,722 Sq Ft

    8 Mackenzie Cir, Sandy Hook, CT 06482

    Stop the scroll - this place is next level. Fully remodeled and expanded in 2023, this home on Lake Zoar has it all: massive open spaces perfect for entertaining, soaring cathedral ceilings, a front porch for morning coffee, and a Juliet balcony off the primary suite that overlooks the water. Oh - and did I mention the primary suite has its own SECOND laundry and a Bidet toilet? Total luxury.

    Bradley Hudson Dave Jones Realty, LLC

    8 Mackenzie Cir, Sandy Hook, CT 06482
  • /40

    $5,725,000

    • 7 Beds
    • 9 Baths
    • 13,615 Sq Ft

    9 Greenbrier Rd, Westport, CT 06880

    Charming. Unique. Soulful. These are the words the current owner uses to describe this exceptional estate-and from the moment you arrive, you'll understand why. Poised on 2.85 private acres, this exceptional estate seamlessly weaves timeless heritage with modern luxury. At its core: a preserved 1930 Frazier Peters stone cottage-now a 2-bed, 2-bath guest house. At its heart: a 2007 custom-built

    Cindy Raney Coldwell Banker Realty

    9 Greenbrier Rd, Westport, CT 06880
  • /40

    $1,349,000

    • 5 Beds
    • 3.5 Baths
    • 4,616 Sq Ft

    110 White Oak Ln, Stamford, CT 06905

    Rare combination of cul de sac living in the coveted Upper Newfield neighborhood, plus the serenity of a private location with a stunning in-ground heated pool and spa, within minutes of King School, Sterling Farms golf, tennis and theater, Davenport Ridge School, The Italian Center, shopping and the Merritt Parkway. This gracious 5 BR colonial with circular driveway offers an inviting floor plan

    Robin Welling The Riverside Realty Group

    110 White Oak Ln, Stamford, CT 06905
  • /41

    $799,000

    • 3 Beds
    • 1.5 Baths
    • 1,362 Sq Ft

    75 Cos Cob Ave Unit 10, Cos Cob, CT 06807

    A Rare Find in Greenwich!Located in the desirable Rockybrook Woods Association, this 3-bedroom condo is truly rare in Greenwich—offering more space and flexibility than typically available at this price. Featuring gleaming, recently refinished hardwood floors throughout, the unit includes a relaxing deck, stylish kitchen and baths, and a flowing layout. The kitchen opens seamlessly to the

    Angela Alfano Coldwell Banker Realty

    75 Cos Cob Ave Unit 10, Cos Cob, CT 06807
  • /39

    $729,000

    • 3 Beds
    • 2 Baths
    • 2,273 Sq Ft

    201 Hattertown Rd, Newtown, CT 06470

    Charming 1790 Country Retreat or Family Compound with Guest Cottage, Studio, In-ground Pool & Root Cellar. Step into the timeless charm of this historic 1790 country retreat, nestled in lower Newtown near the Easton town line. Set on 1.62 picturesque park-like acres, this unique property includes a lovely historic main residence, a separate 800 sq ft guest cottage, a 400 sq ft studio with a

    Corinne Mucherino Realty ONE Group Connect

    201 Hattertown Rd, Newtown, CT 06470
  • /31

    $415,000

    • 2 Beds
    • 2.5 Baths
    • 1,156 Sq Ft

    48 Stetson Place, Danbury, CT 06811

    Welcome to 48 Stetson Place, a refined and beautifully maintained enclave of upscale townhomes. This exceptional multi-level residence has had only one proud owner since new and showcases impeccable care, thoughtful upgrades, and timeless design throughout. Spread across three levels, the home offers light-filled, spacious living with elevated finishes. The kitchen features corian countertops and

    Laura Testa Kiwi Homes

    48 Stetson Place, Danbury, CT 06811
  • /40

    $1,995,530

    • 5 Beds
    • 4 Baths
    • 4,541 Sq Ft

    31 Riverfield Dr, Weston, CT 06883

    Secluded Riverfront Estate: A Masterpiece of Luxury, Tranquility, and Investment Value Set along a pristine riverfront, this extraordinary estate blends unparalleled natural beauty with world-class craftsmanship. Offering a private nature preserve outside your door, you'll enjoy kayaking, fishing, and luxuries few can experience. This property isn't just an investment in real estate; it's a

    Betty Stroll William Raveis Real Estate

    31 Riverfield Dr, Weston, CT 06883
  • /13

    $324,900

    • 2 Beds
    • 1.5 Baths
    • 990 Sq Ft

    4 Union Ave Unit 26, Norwalk, CT 06851

    Great opportunity to own a 2-bedroom, 1.5-bath condo in a prime Norwalk location! This unit offers incredible potential with some TLC. Just minutes from the train station, Connecticut Avenue shopping, restaurants, and beautiful Calf Pasture Beach. Perfect for commuters or those looking to invest and customize. Don't miss out on this conveniently located gem!

    Ellen Balazs Berkshire Hathaway NE Prop.

    4 Union Ave Unit 26, Norwalk, CT 06851
  • /40

    $535,000

    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    44 Woodcrest Ln Unit 44, Danbury, CT 06810

    IMPROVED PRICE! Meticulously maintained and full of upgrades, this townhouse has been gently lived in. Have it all in this highly desirable Woodland Hills Ives model. A country-club lifestyle awaits you here on 65 park-like acres w/ walking trails, versatile clubhouse, basketball + tennis courts, heated pool, fitness center, tot pool, +more. Situated on a quiet cul-de-sac w/ ample guest parking,

    Amy Mosley Elevated Life Realty LLC

    44 Woodcrest Ln Unit 44, Danbury, CT 06810
  • /40

    $799,900

    • 4 Beds
    • 3.5 Baths
    • 2,360 Sq Ft

    5 Park Ln, Brookfield, CT 06804

    Stay cool in your own pool! Spacious colonial with an in-ground pool at the end of a quiet cul-de-sac...in sought-after Brookfield. Step inside to this freshly painted home with a neutral palette grounded by hardwood flooring and tasteful designer accents throughout. The inviting open floor plan is ideal for hosting fun gatherings. Hang out in the oversized family room crowned by a soaring

    Patty McCarthy William Raveis Real Estate

    5 Park Ln, Brookfield, CT 06804
  • /27

    $279,900

    • 2 Beds
    • 1 Bath
    • 940 Sq Ft

    19 Heather Ridge, Shelton, CT 06484

    Spacious and updated 2 bedrooms ranch style unit on 1st floor. Large living room with new flooring, eat in kitchen with granite countertops and tile floor, spacious bathroom with new stylish light fixture, updated vanity, mirror and floor. Roomy and light-filled bedrooms with new closet doors. Sliding doors to the private balcony from living room and ample storage space in a large in-unit

    Isabel Leonard BHGRE Gaetano Marra Homes

    19 Heather Ridge, Shelton, CT 06484
  • /48

    $5,000,000

    • 4 Beds
    • 7 Baths
    • 6,824 Sq Ft

    151 Long Ridge Rd, Danbury, CT 06810

    ROADSIDE – A Storied 53-Acre Private Estate in Fairfield County, CTEscape to your own private nature retreat at ROADSIDE, an extraordinary 53.44-acre country estate blending historic charm and modern luxury, just 90 minutes from Manhattan and 1.5 miles from the Redding train station. This rare legacy property offers unparalleled privacy, provenance, and polish—ideal for equestrians,

    Chelsea Stinson Coldwell Banker Realty

    151 Long Ridge Rd, Danbury, CT 06810
  • /32

    $669,900

    • 3 Beds
    • 3 Baths
    • 1,954 Sq Ft

    249 Wilbrook Rd, Stratford, CT 06614

    This large, split level, sun filled home, offers an open floor plan with 1954 Square foot of finished living space. A kitchen filled with plenty of cabinets and granite counter tops, plus a large kitchen island, opens to a dining area connecting to a beautiful large living room featuring a wood burning stove. Head to the upper level you encounter 3 bedrooms and 2 full bathrooms. The master

    Val Baptista RE/MAX Right Choice

    249 Wilbrook Rd, Stratford, CT 06614
  • /40

    $2,250,000

    • 4 Beds
    • 7 Baths
    • 6,442 Sq Ft

    3090 High Ridge Rd, Stamford, CT 06903

    Tucked at the end of a long, private drive in a serene park-like setting near the storybook village and golf course of Pound Ridge this European-inspired stone & cedar estate offers timeless sophistication, refined craftsmanship, & exceptional privacy. Custom built to exacting standards & renovated by renowned Architect Chris Kofitsas of New World Design Builders, it blends classical architecture

    Cora Lynch-O'Meara Brown Harris Stevens

    3090 High Ridge Rd, Stamford, CT 06903
  • /40

    $1,475,000

    • 5 Beds
    • 4.5 Baths
    • 3,817 Sq Ft

    7 Topping Ln, Norwalk, CT 06854

    Back on the market with the pool open and updates completed. Tucked away at the end of a private road in Norwalk's Brookside neighborhood, 7 Topping Lane offers rare privacy and space on 2.39 acres. This 5-bedroom 4.5-bath Tudor-style home combines timeless charm with modern updates. The open-concept main level features dramatic 17-foot cathedral ceilings, a striking wood-burning stone fireplace,

    Brandy Hall Higgins Group Real Estate

    7 Topping Ln, Norwalk, CT 06854
  • /23

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,794 Sq Ft

    44 Chatfield Dr, Trumbull, CT 06611

    **HIGHEST AND BEST OFFERS DUE BY MONDAY JULY 28th at 5:00pm** This spacious 3-bedroom, 2-full-bath home truly has everything you need! The open floor plan is perfect for entertaining, with a kitchen that boasts a stainless-steel appliances, center island, gas stove, and wine cooler, making hosting a dream. The large window in the living area floods the space with natural light, enhancing the

    Noelle Iannotta Compass Connecticut, LLC

    44 Chatfield Dr, Trumbull, CT 06611
  • /40

    $785,000

    • 4 Beds
    • 2.5 Baths
    • 2,632 Sq Ft

    7 Colonial Dr, Bethel, CT 06801

    Captivating Colonial Home with Heated Saltwater Pool, Sunroom, and NEW Heating System! Idyllically situated on a 0.92-acre lot in the highly desirable Chimney Heights neighborhood, this 4+BR/2.5BA, 2,632sqft property immediately charms with a beautifully landscaped lawn, a classic gambrel roof, and stunning Dutch Colonial architectural influences. Originally built in 1972, the traditional

    Kelly Wildman Coldwell Banker Realty

    7 Colonial Dr, Bethel, CT 06801
  • /19

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,020 Sq Ft

    55 Mill Plain Rd Unit 32-6, Danbury, CT 06811

    Welcome to this stunning Westwood Village, fully renovated ground floor unit offering a blend of modern style and everyday comfort. This spacious two-bedroom two bath home has been thoughtfully updated throughout with hardwood style flooring, designer finishes and recessed lighting. The primary suite includes a luxurious en-suite bathroom and generous walk in closet along with a second bedroom

    Mathew Sokal eRealty Advisors, Inc.

    55 Mill Plain Rd Unit 32-6, Danbury, CT 06811
  • /40

    $1,685,000

    • 6 Beds
    • 4.5 Baths
    • 3,573 Sq Ft

    46 Dayton Rd, Redding, CT 06896

    Enter this quintessential country retreat through stately stone pillars and a gated entry, where a beautifully renovated and expanded c. 1780 Farmhouse awaits on 5.23 pastoral acres. Surrounded by stone walls, lush gardens, rolling lawns and a new driveway, the property offers timeless charm and modern luxury. The stunning interiors of the main residence seamlessly blend the old and new

    Michele Tesei Houlihan Lawrence

    46 Dayton Rd, Redding, CT 06896
  • /13

    $150,000

    • 1 Bath
    • 565 Sq Ft

    2625 Park Ave Unit 11A, Bridgeport, CT 06604

    Spacious studio apartment for sale in a secure building, freshly painted and recently updated for a modern feel. Heat, AC and hot water are included in the HOA, offering added value and comfort. Enjoy great amenities including an inground pool, gym, one assigned covered parking spot, and a private storage room. Common area laundry. Don't miss this convenient and well-maintained living space!

    Cristina Lu YellowBrick Real Estate LLC

    2625 Park Ave Unit 11A, Bridgeport, CT 06604
  • /38

    $849,900

    • 4 Beds
    • 2.5 Baths
    • 4,231 Sq Ft

    16 Mon Tar Dr, Monroe, CT 06468

    Nestled on a beautifully landscaped property, this 4-bedroom, 2.5-bath split-level Tudor seamlessly blends timeless charm with modern updates. From the moment you arrive, the gated driveway with dual entrances sets the tone for the elegance and privacy this home offers. Step inside to discover a thoughtfully designed layout featuring a stunning kitchen at its heart-complete with a large center

    Brian Christy William Raveis Real Estate

    16 Mon Tar Dr, Monroe, CT 06468
  • /21

    $6,600,077

    • 6 Beds
    • 7.5 Baths
    • 7,580 Sq Ft

    14 5 Mile River Rd, Darien, CT 06820

    World class one of a kind newly constructed modern masterpiece designed by award winning architect Vita Design with stunning unobstructed water views from every room in the house. This custom coastal build sets luxury to the highest level. The home features tall ceilings with an abundance of open space filled with natural light coming in through the floor to ceiling oversized European style

    Jennifer DaSilva Mixer William Raveis Real Estate

    14 5 Mile River Rd, Darien, CT 06820
  • /37

    $1,160,000

    • 5 Beds
    • 3 Baths
    • 4,359 Sq Ft

    4 Whippoorwill Ln, Weston, CT 06883

    Discover exceptional living at this distinguished 5-bedroom, 3-bathroom ranch home spanning over 5,000 square feet on prestigious Whippoorwill Lane in coveted Weston. Built in 1955 and situated on a magnificent 1.72-acre lot, this timeless residence offers the perfect blend of classic New England charm and modern potential in one of the most sought-after communities. Ready for a new homeowners

    Christine Oleynick Keller Williams Realty

    4 Whippoorwill Ln, Weston, CT 06883
  • /40

    $3,995,000

    • 8 Beds
    • 9 Baths
    • 12,853 Sq Ft

    27 Country Club Rd, Ridgefield, CT 06877

    "HOMEWOOD" - This remarkable country compound is one of the precious few 18th/19th century shingle style colonial revival estates remaining in Fairfield Cty. Dating back to 1750, the original pre-revolutionary war home captivated the attention of prominent NYC banker, George Haven, who purchased the home in 1890 & expanded it significantly including a glorious 50' ballroom designed by Elsie de

    Laura Ancona William Pitt Sotheby's Int'l

    27 Country Club Rd, Ridgefield, CT 06877
  • /34

    $1,375,000

    • 4 Beds
    • 3.5 Baths
    • 4,078 Sq Ft

    168 Sunset Hill Rd, Redding, CT 06896

    Welcome to Sunset Hill, a timeless yet modern residence set on two level acres in scenic Redding, Connecticut. Backing directly onto 1,000+ acres of Huntington State Park, this architecturally refined home offers rare access to trails, lake, and forest-perfect for hiking, biking, kayaking, skiing, and peaceful walks right from your backyard. Set on aptly named Sunset Hill, the custom-designed

    Susan Leone Habitats Higgins Group Bedford Square

    168 Sunset Hill Rd, Redding, CT 06896
  • /31

    $352,000

    • 2 Beds
    • 1.5 Baths
    • 1,308 Sq Ft

    55 Mill Plain Rd Unit 19-3, Danbury, CT 06811

    Convenience & Location! Welcome to Westwood Village-perfectly situated near the NY/CT border and just minutes from a wide selection of restaurants, specialty food stores, and shopping. Enjoy an abundance of nearby recreation including boating, swimming, golfing, and more! This spacious Tri-Level Townhome features a bright and open Living Room w/wood-burning fireplace, durable "LifeProof"

    Pamela Blecker Keller Williams Realty Partner

    55 Mill Plain Rd Unit 19-3, Danbury, CT 06811
  • /13

    $315,000

    • 1 Bed
    • 1 Bath
    • 730 Sq Ft

    135 Courtland Ave Unit 11, Stamford, CT 06902

    This beautifully renovated, garden style condo boasts a new modern kitchen with quartz countertops, stylish lighting and a fresh coat of paint in a neutral palette. The spacious living rm/dining rm combo features custom built-ins and new carpeting. Walk out to your private balcony overlooking the well-maintained perennial gardens; a place to enjoy some quiet time. The primary bedroom features a

    Jo-Ann Fiore Coldwell Banker Realty

    135 Courtland Ave Unit 11, Stamford, CT 06902
  • /36

    $2,149,000

    • 5 Beds
    • 3.5 Baths
    • 3,506 Sq Ft

    46 Bowman Dr, Greenwich, CT 06831

    Experience the exceptional craftsmanship and refined details in this meticulously maintained home within the prestigious King Merritt association. The chef's kitchen is a culinary masterpiece, featuring Wolf and Sub-Zero appliances, a double oven, wine cooler, stunning oversized Carrara marble center island, and an additional stacked washer/dryer. Seamlessly integrated with a spacious

    Joy Kim Metalios Houlihan Lawrence

    46 Bowman Dr, Greenwich, CT 06831
  • /30

    $789,900

    • 4 Beds
    • 3.5 Baths
    • 3,119 Sq Ft

    10 Fernbrook Dr, Brookfield, CT 06804

    Nestled on a serene cul-de-sac in Brookfield, CT, this beautifully remodeled 9-room home offers modern comfort, timeless charm, and a spacious, open-concept floor plan designed for effortless one-level living. With 4 generous bedrooms, 2.5 baths, and hardwood floors throughout the main level, this home is perfect for those seeking both convenience and elegance. A 2-car garage complements the

    Linda McCaffrey Coldwell Banker Realty

    10 Fernbrook Dr, Brookfield, CT 06804
  • /12

    $339,900

    • 1 Bed
    • 1 Bath
    • 920 Sq Ft

    75 Lawson Ln, Ridgefield, CT 06877

    A nice 1 BR upper condominium offering in-town living. PARKING SPACE #433. Convenient to the park, restaurants, shopping and offices.

    Charlie Knoche Coldwell Banker Realty

    75 Lawson Ln, Ridgefield, CT 06877
  • /40

    $660,000

    • 1 Bed
    • 3 Baths
    • 2,238 Sq Ft

    194 Bayfield Ln Unit A, Stratford, CT 06614

    Introducing this stunningly renovated Wolcott residence, featuring new hardwood floors that grace the entire main level. The kitchen has been thoughtfully redesigned with elegant white shaker cabinets, high-end stainless steel appliances, and pristine white quartz countertops. Step into the inviting living room, adorned with captivating cathedral ceilings, a ceiling fan, a dining area, and

    Mary Kelleher Coldwell Banker Realty

    194 Bayfield Ln Unit A, Stratford, CT 06614
  • /35

    $374,900

    • 2 Beds
    • 1.5 Baths
    • 1,332 Sq Ft

    27 Crows Nest Ln Unit 17N, Danbury, CT 06810

    Beautiful, 3 Level, 2-Bedroom Townhouse in Peaceful Birchwood Complex Tucked away at the back of the Birchwood Condominiums for added privacy, this charming 2-bedroom, 1.5-bath townhouse offers comfort, convenience, and a warm, welcoming feel. The main floor features easy-care laminate flooring, a cozy living room with a fireplace, and a dining area just off a thoughtfully designed kitchen

    Patrick Johnston Venture Real Estate, Inc.

    27 Crows Nest Ln Unit 17N, Danbury, CT 06810
  • /39

    $690,000

    • 2 Beds
    • 3.5 Baths
    • 2,420 Sq Ft

    7 Still Water Cir Unit 7, Brookfield, CT 06804

    This is one of the award-winning Builders Best. Bright and Beautiful!! This 3,200 square foot townhome in 55+ Newbury Village gives the best in comfort and convenience! The main floor features a designer Kingswood kitchen with quartz countertops, oversized island with a large pantry, gorgeous hardwood floors, a gas fireplace surrounded by sky high windows, abundant of natural light with crown

    Nick Biasetti Coldwell Banker Realty

    7 Still Water Cir Unit 7, Brookfield, CT 06804
  • /36

    $620,000

    • 3 Beds
    • 2 Baths
    • 1,362 Sq Ft

    6 Hills Ln Unit 6, Westport, CT 06880

    Beautifully renovated and impeccably decorated 3 bed, 2 bath condo located on the border of Westport and Norwalk in the desirable Birchwood complex. Set at the highest point in the community, this unit offers peaceful treetop views with a glimpse of the water in the distance, a rare and special setting! This spacious home lives entirely on one level and features gleaming hardwood floors, a cozy

    Erin Bremen melson The Agency

    6 Hills Ln Unit 6, Westport, CT 06880
  • /38

    $780,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 3.5 Baths
    • 3,608 Sq Ft

    2 Bridgeworth Ln, Sherman, CT 06784

    Elegant, well appointed colonial with endless possibilites nestled in the heart of Sherman. An exceptionaly thought out floorplan with high ceilings throughout. Features include a kitchen with sliding doors and dining room with French doors both leading to the back porch perfect for outdoor dinning. A large living room with fireplace, spacious bedrooms including a primary suite with full bath and

    Rebecca Ward William Pitt Sotheby's Int'l

    2 Bridgeworth Ln, Sherman, CT 06784
  • /13

    $799,000

    • 1 Bed
    • 2 Baths
    • 947 Sq Ft

    51 Forest Ave Unit 60, Old Greenwich, CT 06870

    One bedroom with den with 2 full baths on one level on second floor near elevator. En suite primary bath. Private terrace. Assigned indoor garage space and personal storage unit. Association features brick promenades and landscaped courtyards with gardens and water fountains, large outdoor pool (near unit), fitness center and squash court. Convenient to Old Greenwich Metro-North train station. No

    Marc Robinson Coldwell Banker Realty

    51 Forest Ave Unit 60, Old Greenwich, CT 06870
  • /34

    $579,900

    • 3 Beds
    • 2 Baths
    • 2,472 Sq Ft

    15 S Meadow Dr, Danbury, CT 06811

    This well-maintained Ranch home is situated in an ideal neighborhood for families, offering serene and friendly atmosphere. With beautiful landscaping, the property features an inviting inground pool that provides an excellent opportunity for outdoor fun (please note the pool requires some work) Inside you'll be greeted by customize, unique wood ceilings in the dining room and sunken living room,

    Ron Jowdy RJ Real Estate

    15 S Meadow Dr, Danbury, CT 06811
  • /21

    $750,000

    • 2 Beds
    • 1.5 Baths
    • 1,222 Sq Ft

    75 Cos Cob Ave Unit 9, Cos Cob, CT 06807

    Step inside this beautifully renovated 2-bedroom, 1.1-bath condominium, offering 1,222 square feet of stylish, reimagined living space. Every detail has been thoughtfully updated—from the beautifully appointed kitchen featuring custom cabinetry, quartzite countertops, and stainless steel appliances, to the elegant lighting and white oak flooring throughout. Recent upgrades include a brand-new

    Jenny Allen Compass Connecticut, LLC

    75 Cos Cob Ave Unit 9, Cos Cob, CT 06807
  • /40

    $1,475,000

    • 3 Beds
    • 3.5 Baths
    • 3,579 Sq Ft

    2024 Stratfield Rd, Fairfield, CT 06825

    Meticulously restored, this one-of-a-kind property masterfully blends timeless character with luxurious modern updates. The home's main floor is open and inviting, featuring restored wide-plank floors, original wood beams, and designer lighting throughout. The heart of the home is the stunning kitchen with crisp white brick, full-paneled refrigerator and freezer, hidden pantry, oversized island

    Jennifer Thomas-Heath Houlihan Lawrence

    2024 Stratfield Rd, Fairfield, CT 06825
  • /16

    $875,000

    • 2 Beds
    • 2.5 Baths
    • 1,530 Sq Ft

    1 Broad St Unit PH26E, Stamford, CT 06901

    One of the highest demand buildings in Stamford. Unit features 2 large bedrooms with updated kitchen. 3 custom designed closets provide more than usual storage space. Open walls provide a much more spacious look and feel. Must be seen to truly appreciate. I would hurry since this unit will be gone before you know it.

    Jeff Stern Grand Estates LLC

    1 Broad St Unit PH26E, Stamford, CT 06901

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