387

Homes for Sale near Capital Prep Harbor Upper School

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  • /4

    $1,350,000

    • Land
    • 1.96 Acres
    • $688,776 per Acre

    2643 Easton Turnpike, Fairfield, CT 06825

    This is a 1.96 acre parcel of land zoned R-3 that includes an 1,800 sf two story, eight room, three bedroom house that was built in 1924. It is currently rented for $4,000 per month. The roof is about ten years old. There is an 85+/- foot strip of land that runs along the northerly border of this property that has power lines running through it. An area of wetlands also exists, which is primarily

    Stephen Hodson Hodson Realty, Inc.

    2643 Easton Turnpike, Fairfield, CT 06825
  • /7

    $650,000

    • 6 Beds
    • 3 Baths
    • 3,020 Sq Ft

    111 Calhoun Place Unit 115, Bridgeport, CT 06604

    Beautiful 3 family on private street, a must see!!! Long term tenants full turn key.

    Komica Coote-Burwell Coote & Burwell Realty,LLC

    111 Calhoun Place Unit 115, Bridgeport, CT 06604
  • /18

    $448,000

    $32K PRICE DROP
    • 5 Beds
    • 1.5 Baths
    • 2,226 Sq Ft

    133 E Eaton St, Bridgeport, CT 06604

    Endless potential awaits in this classic Brooklawn home, ideally suited for a growing or multi-generational family. Nestled at the end of a peaceful, private street, this residence offers three levels of living space and a convenient location just moments from schools, shopping, and everyday amenities. The main level features a comfortable living room with a fireplace, a spacious formal dining

    JEAN-PAUL JEAN-LOUIS One 11 Realty

    133 E Eaton St, Bridgeport, CT 06604
  • /21

    $769,000

    Open Sat 12PM - 2PM $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft

    37 Biro St, Fairfield, CT 06825

    Well-maintained two-family home in desirable Fairfield. Both units feature brand-new appliances and separate in-unit laundry, offering convenience and efficiency for owners or tenants. The roof is approximately 6 years old, and furnaces are about 10 years old, providing peace of mind and reduced capital expenses. Ideal for owner-occupants or investors seeking a solid multi-family property with

    Carlos Ventura Ventura Group Realty LLC

    37 Biro St, Fairfield, CT 06825
  • /22

    $475,000

    • 4 Beds
    • 2 Baths
    • 1,712 Sq Ft

    340 Bond St Unit 342, Bridgeport, CT 06610

    340 Bond Street is a well-maintained duplex-style two-family property offering an outstanding opportunity for both owner-occupants and investors alike. Located in Bridgeport's convenient East Side neighborhood, this income-producing property features two spacious apartments, each offering 2 bedrooms, 1 bathroom, comfortable living areas, and separate entrances, creating the ideal setup for

    Tommy Soto William Raveis Real Estate

    340 Bond St Unit 342, Bridgeport, CT 06610
  • /15

    $465,000

    • 3 Beds
    • 2 Baths
    • 1,370 Sq Ft

    421 Wakelee Ave, Stratford, CT 06614

    Welcome to this lovely Cape Cod home located in the desirable Paradise Green neighborhood.This well-maintained property features 3 bedrooms and 2 full bathrooms, offering comfortable living space for the whole family. Enjoy the bright and relaxing sunroom perfect for morning coffee or unwinding at the end of the day. The finished basement includes a versatile playroom/family room area, providing

    Tanya Silva YellowBrick Real Estate LLC

    421 Wakelee Ave, Stratford, CT 06614
  • /31

    $625,000

    $74K PRICE DROP
    • 9 Beds
    • 3 Baths
    • 3,236 Sq Ft

    43 Elmwood Ave Unit 45, Bridgeport, CT 06605

    Solid three-family home featuring three bedrooms in each unit. This well-maintained property has been owned and cared for by the same owner for over 25 years. Recent upgrades within the last five years include a new asphalt shingle roof, updated exterior siding, and upgraded mechanicals, including gas furnaces and hot water heaters. All three units have been freshly painted, with updated kitchens

    Jennifer Capozziello Coldwell Banker Realty

    43 Elmwood Ave Unit 45, Bridgeport, CT 06605
  • /11

    $1,749,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    54 Timothy St, Fairfield, CT 06824

    Experience refined luxury in this custom new construction offering 3,200 sqft. of thoughtfully designed living space, situated on a cul-de-sac just moments from downtown Fairfield, premier dining, boutique shopping & beautiful beaches. Step inside to discover exceptional millwork & upscale finishes. The main level features a spacious dining room complemented by a wet bar, perfect for

    Anthony Fabrizio Coldwell Banker Realty

    54 Timothy St, Fairfield, CT 06824
  • /36

    $444,900

    $15K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,605 Sq Ft

    3922 Main St, Stratford, CT 06614

    Stately Tudor colonial located just above Paradise Green with lots of charm throughout. Entry foyer with French door leads to large living room with fireplace with door to covered side porch. Formal dining room with double French doors. Eat in kitchen with updated flooring and refrigerator. Three ample bedrooms and two of them have walk in closets. Walk up attic on top floor with great potential

    Janet Warren William Raveis Real Estate

    3922 Main St, Stratford, CT 06614
  • /17

    $65,900

    • 2 Beds
    • 1 Bath
    • 615 Sq Ft

    440 Success Bld 86 Ave Unit 15, Bridgeport, CT 06610

    Beautifully updated 2 BR co-op located in Success Village. Newer kitchen cabinets, tiles bathroom, refresh hardwood floor, ready to move in. CC includes heat, hot water, taxes, cooking gas. Only owner occupied. Buyer must be approved by association, requirements of $48,000 income per year and 650 credit score. Cash only deal.

    Iwona Niedzwiecki Global Real Estate Services, LLC

    440 Success Bld 86 Ave Unit 15, Bridgeport, CT 06610
  • /2

    $25,000

    • 51 Sq Ft

    0 Harbour View Place Unit BS25, Stratford, CT 06615

    Offering complete access to the Long Island Sound, this boat slip is in a prime location awaiting your arrival. It has a depth of 3 1/2 feet at low tide and can accommodate up to a 38-foot boat. Stationed at the mouth of the Housatonic River, this boat slip offers electricity and water at the dock, an on-dock storage bin, and access to the condo's clubhouse restrooms, which feature showers and

    Marissa Papa Preston Gray Real Estate

    0 Harbour View Place Unit BS25, Stratford, CT 06615
  • /23

    $550,000

    • 4 Beds
    • 2 Baths
    • 2,588 Sq Ft

    56 Elizabeth St, Bridgeport, CT 06610

    Excellent investment opportunity in the heart of Bridgeport! This well-maintained 2-family property offers immediate rental income with both units currently occupied and additional upside potential for investors looking to increase cash flow over time. Current rents are below market value, providing an opportunity to enhance future returns. The first-floor unit features 2 bedrooms and 1 full

    Yasmina Delacruz-Bailey BHGRE Gaetano Marra Homes

    56 Elizabeth St, Bridgeport, CT 06610
  • /17

    $99,000

    • 3 Beds
    • 1 Bath
    • 738 Sq Ft

    Court A Ct, Bridgeport, CT 06610

    Welcome to easy, affordable living in the desirable Success Village Apartments! This well-maintained 3-bedroom townhouse-style cooperative offers comfortable living with the convenience of a private fenced yard, perfect for relaxing, entertaining, or gardening. The spacious layout provides ample room for everyday living. Unit has updated appliances and in unit washer and dryer. Monthly common

    Diane Rankine Berkshire Hathaway NE Prop.

    Court A Ct, Bridgeport, CT 06610
  • /39

    $1,289,000

    Open Sun 11AM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 2,442 Sq Ft

    18 Sailors Ln, Milford, CT 06460

    This is a special direct waterfront offering in an enclave of Milford that feels private yet community forward; a designer's own home, completely renovated, featuring unparalleled water views and 360 degree sunrise & sunsets! Enjoy panoramic views of the Housatonic River, Nells Island & Long Island Sound from nearly every room along with incredible bird watching. The yard & Trex deck overlook the

    Andrea Viscuso Compass Connecticut, LLC

    18 Sailors Ln, Milford, CT 06460
  • /25

    $455,000

    • 3 Beds
    • 1.5 Baths
    • 1,978 Sq Ft

    405 Westfield Ave, Bridgeport, CT 06606

    Colonial house in the North End of Bridgeport, with 3 Bedrooms, Living room, Dining room and extra room that can be used as an office. Kitchen fully equipped with stainless steel appliances, quartz countertops and an island. Dining room leads out to a large deck. Private Backyard with deck great for entertaining, family gatherings or just a quiet place to unwind. Selling "as is". New lower price!

    Carmen Ayala Century 21 Scala Group

    405 Westfield Ave, Bridgeport, CT 06606
  • /30

    $1,199,000

    • 3 Beds
    • 2.5 Baths
    • 2,214 Sq Ft

    360 Autumn Ridge Rd, Fairfield, CT 06825

    Welcome to this immaculate Contemporary Colonial nestled on a serene cul-de-sac. This bright home offers, city water, and sewer. The large lot provides scenic views of the adjacent golf course. Enjoy the convenience of being just minutes from town and major highways. The open floor plan features new windows and hardwood floors throughout. Relax by the wood-burning fireplace in the living room, or

    Ruth Miner Country Club Properties

    360 Autumn Ridge Rd, Fairfield, CT 06825
  • /40

    $779,000

    Open Sun 12PM - 2PM
    • 4 Beds
    • 3.5 Baths
    • 2,796 Sq Ft

    40 Morning Glory Terrace, Stratford, CT 06614

    Refined contemporary style with an inviting inground pool, set on 2 private acres at the end of a quiet culdesac-an incredible value in Fairfield County. A scenic driveway leads to a bright interior featuring gleaming flooring throughout the living areas, halls, and primary suite, + an office/library that can serve as a 5th bedroom. Vaulted ceilings with skylights and a centered fireplace enhance

    Jackie Seawright William Pitt Sotheby's Int'l

    40 Morning Glory Terrace, Stratford, CT 06614
  • /9

    $375,000

    $25K PRICE DROP
    • Land
    • 12,632 Sq Ft
    • $1,293,103 per Acre

    37 8th Ave, Milford, CT 06460

    True opportunity in a very sought after beach community in town. Enjoy a true slice of paradise with a potential second and third floor ocean view. You get the best of both worlds, an elevated tranquil lot with breathtaking wilderness and a quick walk to a privately gated beach. You will be amazed how peaceful and secluded the neighborhood is all the while being very close to the highway to make

    Mitchell Delancy LAER Realty Partners

    37 8th Ave, Milford, CT 06460
  • /40

    $499,000

    • 5 Beds
    • 2.5 Baths
    • 1,945 Sq Ft

    56 Higgins Ave, Bridgeport, CT 06606

    Welcome to this stunning Colonial-style home where timeless elegance and modern comfort blend seamlessly from the moment you enter through the impressive double doors. Impeccably maintained, this 5-bedroom, 2.5-bath home features a newer roof, central air, vinyl siding, and water heater, along with crown molding and gleaming hardwood flooring throughout. The main level offers a welcoming foyer,

    Lucy Larracuente-Johnson Larracuente & Johnson Realty, LLC

    56 Higgins Ave, Bridgeport, CT 06606
  • /38

    $130,000

    • 3 Beds
    • 1.5 Baths
    • 800 Sq Ft

    35 Court d Unit 133, Bridgeport, CT 06610

    Welcome to Success Village, a cooperative community where families come together. This delightful updated 3 bedroom, 1.5 bathroom townhouse comes updated with a modern charm. Conveniently located within walking distance to bus routes, restaurants, and hospitals, you'll find it easy to get around. Don't miss this fantastic opportunity to own a comfortable unit that features a cozy front and back

    Brethela Love J & S Realty Services, LLC

    35 Court d Unit 133, Bridgeport, CT 06610
  • /25

    $479,000

    $16K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,852 Sq Ft

    86 Vanguard St, Bridgeport, CT 06606

    This recently renovated house is currently rented through May 31, 2027 yielding an 10 percent CAP! On an oversized lot of more than 1/3 acre there is plenty to enjoy open space. Walking distance from Stop & Shop, McD's, Diner and many other retailers and 5 min drive to campus.

    Robert Rosenfeld Keller Williams Prestige Prop.

    86 Vanguard St, Bridgeport, CT 06606
  • /19

    $710,000

    • 3 Beds
    • 2.5 Baths
    • 2,487 Sq Ft

    11 Circle Dr, Stratford, CT 06614

    Set on a quiet cul-de-sac in one of Stratford's most desirable neighborhoods, 11 Circle Drive is a beautifully Cape/Colonial offering comfort, privacy, and an exceptional layout. This inviting home sits on a lightly wooded 0.65acre lot with mature landscaping and pond frontage, creating a serene natural backdrop. The main level features a highly sought-after primary bedroom suite, providing

    Vincent Restivo Nizzardo Real Estate Services

    11 Circle Dr, Stratford, CT 06614
  • /17

    $249,999

    • 2 Beds
    • 2 Baths
    • 1,363 Sq Ft

    25 Cartright St Unit 7E, Bridgeport, CT 06604

    Stunning end unit 2-bedroom, 2-bath condo located in the desirable Brooklawn area of Bridgeport near the Fairfield line. This spacious 1,363 sq ft 7th-floor unit features wood flooring throughout and a bright, open-concept living and dining area. Enjoy treetop views from your private balcony. The unit offers an updated kitchen and bathrooms, a large primary suite with full bath, and generous

    Sasha Iyamu ERIS, LLC

    25 Cartright St Unit 7E, Bridgeport, CT 06604
  • /19

    $575,000

    Open Sun 12PM - 2PM
    • 4 Beds
    • 2 Baths
    • 3,325 Sq Ft

    359 Pacific St, Bridgeport, CT 06604

    This very well-maintained two-family home offers an excellent opportunity for investors or buyers looking to live in one unit and rent the other for income. Each unit features 2 bedrooms, 1 bath, and beautiful hardwood floors, providing warm and inviting living spaces that appeal to quality tenants. Both units enjoy laundry in the basement. The first-floor unit has full access to the basement for

    Renee Macklin William Raveis Real Estate

    359 Pacific St, Bridgeport, CT 06604
  • /4

    $575,000

    • 6 Beds
    • 2 Baths
    • 3,635 Sq Ft

    664-666 Iranistan Ave, Bridgeport, CT 06605

    This exceptional two-family home presents a fantastic opportunity for both investors and owner-occupants alike. Live in one unit while generating rental income from the other, or add a valuable income-producing asset to your investment portfolio. Each unit features 2 spacious bedrooms, a bright and inviting living room ,dining room and a full bathroom, offering a comfortable and functional floor

    Angela Nieto US Asset Realty

    664-666 Iranistan Ave, Bridgeport, CT 06605
  • /36

    $499,900

    Open Sun 10AM - 12:30PM
    • 3 Beds
    • 2.5 Baths
    • 2,460 Sq Ft

    65 Manor Hill Rd, Stratford, CT 06614

    INVESTORS TAKE NOTE! Exceptional opportunity to own a Cape-style home in one of Stratford's most desirable locations, directly adjacent to Boothe Memorial Park. Situated on a sprawling 1.2-acre lot, and on a cul de sac road, this property offers tremendous potential for investors, builders, renovators, or buyers looking to create their dream home in a prime setting.The home features 3 bedrooms,

    Gaetano Marra BHGRE Gaetano Marra Homes

    65 Manor Hill Rd, Stratford, CT 06614
  • /7

    $690,000

    $105K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,483 Sq Ft

    855 Brewster St Unit 857, Bridgeport, CT 06605

    An incredible investment opportunity in a highly desirable Black Rock Neighborhood. This well maintained 3 Family property is perfect for investors or owner occupied. Ideally located within walking distance to the Fairfield Metro Train Station, shops and restaurants along Fairfield Ave. It's a short drive to I-95 and Downtown Fairfield and Black Rock Turnpike. This 3 Family home has 5 Bedrooms, 3

    Doug Munson Munson Real Estate

    855 Brewster St Unit 857, Bridgeport, CT 06605
  • /19

    $450,000

    • 4 Beds
    • 2 Baths
    • 1,240 Sq Ft

    202 Goddard Ave, Bridgeport, CT 06610

    Completely renovated and move-in-ready! This charming 4-bedroom, 2-bath home offers the perfect blend of modern updates and classic character. Step inside to find a bright, open concept layout featuring a brand-new kitchen with with updated cabinetry, countertops, and stainless-steel appliances, beautifully renovated bathrooms, new flooring throughout, and fresh paint. The spacious living and

    Ocilene De-Carvalho Century 21 Scala Group

    202 Goddard Ave, Bridgeport, CT 06610
  • /37

    $350,000

    Open Sun 11AM - 1PM
    • 2 Beds
    • 2.5 Baths
    • 1,243 Sq Ft

    462 Glendale Ave Unit 20, Bridgeport, CT 06606

    Welcome to 462 Glendale Avenue, a beautifully maintained residence tucked within Bridgeport's sought-after North End. Ideally located just moments from Fairfield, Sacred Heart University, Park Avenue, and an array of shopping and dining options, this spacious 2-bedroom, 2-bath condo offers the perfect blend of comfort, convenience, and versatility. Spanning 1,243 square feet, the home features a

    Braxton Gardner mygoodagent

    462 Glendale Ave Unit 20, Bridgeport, CT 06606
  • /40

    $1,649,000

    New Construction
    • 4 Beds
    • 4 Baths
    • 3,700 Sq Ft

    217 Fairland Dr, Fairfield, CT 06825

    This stunning 3,700 square foot new construction Colonial features 4 spacious bedrooms and 4 full baths. The home is thoughtfully designed for today's lifestyle. The open-concept kitchen boasts a large quartz center island and flows seamlessly into the eating area and dramatic cathedral-ceiling family room. The primary suite is a true retreat, featuring cathedral ceilings, oversized walk-in

    Madeline O'Shea Coldwell Banker Realty

    217 Fairland Dr, Fairfield, CT 06825
  • /5

    $70,000

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    93A Karen Ct, Bridgeport, CT 06606

    Cozy 2 bedroom co-op in Bridgeport's North End located in a well kept community with many expenses included in the HOA (RE taxes, water, sewer, heat, hot water, grounds maintenance, common area maintenance, snow removal, trash removal and management). A little TLC and some personal touches will make this townhouse home for years to come!

    Thomas Chanaca Chanaca Real Estate

    93A Karen Ct, Bridgeport, CT 06606
  • /21

    $419,000

    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft

    1410 Melville Ave, Fairfield, CT 06825

    Welcome to this highly sought after Dogwood 2 bed, 2 bath condo in Fairfield's Stratfield Village. The interior has been modernized with a spacious combo living/dining area. The compact kitchen is fully renovated with new cabinets, new countertops, a decorative tile backsplash, and upgraded appliances including a dishwasher and microwave. Both full bathrooms are extensively refreshed; one

    Michael Hvizdo Coldwell Banker Realty

    1410 Melville Ave, Fairfield, CT 06825
  • /30

    $1,275,000

    Open Sun 1PM - 3PM $74K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,140 Sq Ft

    27 Brookdale Rd, Fairfield, CT 06824

    Turnkey, beautifully renovated & expanded...this home feels like NEW! This University home tucked away in one of the sweetest neighborhoods...so convenient to downtown, restaurants, train, beaches, shopping and walk to elementary, park, ballfield & pickleball. Featuring a flexible floor plan w/over 2,100 sq.ft. including 3 spacious bedrooms (main level option or office), 3 full designer

    Stacey DiDio Coldwell Banker Realty

    27 Brookdale Rd, Fairfield, CT 06824
  • /23

    $1,699,000

    Open Sun 11AM - 1PM $100K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,596 Sq Ft

    35 S Benson Commons, Fairfield, CT 06824

    Nestled on a quiet cul-de-sac just minutes from town, train, and beach, this beautifully crafted Colonial offers the perfect blend of elegance, comfort, and convenience. A charming front porch welcomes you into a light-filled home featuring a dramatic two-story foyer, a chef's kitchen, granite countertops, and premium Viking, Wolf, and Sub-Zero stainless steel appliances. The adjoining family

    Katie O'Grady Compass Connecticut, LLC

    35 S Benson Commons, Fairfield, CT 06824
  • /28

    $595,000

    • 3 Beds
    • 3.5 Baths
    • 2,150 Sq Ft

    1260 Cutspring Rd, Stratford, CT 06614

    A ONE OF KIND, WONDERFUL, BEAUTIFUL, EXPANSIVE 3 LEVEL PRIVATE HOME IN A PLANNED COMMUNITY. ORIGINALLY BUILT AS THE STAND ALONE MODEL. SET OFF ON IT'S OWN APART FROM THE REST OF THE ASSOCIATION WITH IT'S OWN PRIVATE DRIVEWAY & ATTACHED GARAGE. WONDERFULLY BRIGHT HOME WITH NATURAL LIGHT IN ALL ROOMS. FORMAL DINING ROOM W/ BUILT-IN HUTCH OFF OF MODERN KITCHEN, NEW STOVE & MICROWAVE WITH HARDWOOD

    Mark Liberman Weichert, Realtors-On The Mark

    1260 Cutspring Rd, Stratford, CT 06614
  • /16

    $595,000

    • 8 Beds
    • 3 Baths
    • 2,888 Sq Ft

    Unlisted Address

    Fantastic 2 family with a finished attic addi,tional kitchen and bath plus bedroom, great for those in need of space or possible 3rd apartment. Home shows pride of ownership and has been lovingly maintained. Home sits high above Pequonnock river.

    WINSTON ORTEGA GT Properties

    Unlisted Address
  • /16

    $369,000

    • 4 Beds
    • 2 Baths
    • 2,221 Sq Ft

    223 Pearl Harbor St, Bridgeport, CT 06610

    Welcome to this well-maintained two-family property offering versatility for both owner-occupants and investors alike. The 3-bedroom, 1-bathroom unit is move-in ready, providing an excellent opportunity to occupy one unit while generating rental income from the other. Recent modern upgrades enhance comfort and functionality throughout the property. Enjoy ample off-street parking, a valuable

    Matt Ramos ASJ Realty Partners

    223 Pearl Harbor St, Bridgeport, CT 06610
  • /40

    $1,150,000

    Open Sun 11AM - 2PM
    • 4 Beds
    • 3 Baths
    • 2,136 Sq Ft

    44 Washington Pkwy, Stratford, CT 06615

    Welcome to 44 Washington Parkway, a beautifully appointed home in Stratford's sought-after Lordship neighborhood, where spectacular views of Long Island Sound, the beach access and the "Seawall" enhance everyday living. This 4-bedroom, 3-bath home has been thoughtfully designed to capture the beauty of its surroundings while offering comfortable spaces for both everyday living and entertaining.

    Nicholas Mastrangelo Coldwell Banker Realty

    44 Washington Pkwy, Stratford, CT 06615
  • /39

    $725,000

    • 7 Beds
    • 3 Baths
    • 2,387 Sq Ft

    695 Shelton St, Bridgeport, CT 06608

    Welcome to this exceptional multi-family property located in the desirable East Side of Bridgeport. Built in 2023, this modern residence presents a unique investment opportunity with its contemporary design. Each unit features spacious layouts, abundant natural light making it ideal for both tenants and owners. The property is conveniently situated near local amenities, schools, and public

    Oswaldo Torres Las Americas Real Estate

    695 Shelton St, Bridgeport, CT 06608
  • /35

    $749,900

    • 4 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    83 Florence Ave, Milford, CT 06460

    Better Than New - Stylish 4BR Colonial Built in 2019 Welcome home to this beautifully maintained, 4 Bedroom, 2.5 Bath Colonial offering 2,258 sq ft of thoughtfully designed living space. Perfectly situated on a quiet dead-end street, this home combines modern style, comfort, and convenience in one exceptional package.Step inside to a gracious foyer featuring custom moldings and a tastefully

    Stephanie Ellison Ellison Homes Real Estate

    83 Florence Ave, Milford, CT 06460

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