296

Homes for Sale near Fairfield College Preparatory

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  • /6

    $4,395,000

    • 7 Beds
    • 7.5 Baths
    • 8,203 Sq Ft

    20 Morningside Dr S, Westport, CT 06880

    Embrace grandeur in this meticulously crafted four-level estate offering over 8,200 square feet of finished living space. Designed for connection, the main level flows seamlessly between a chef's kitchen with walk-in pantry, open dining and living spaces, and a cozy family room all anchored by three fireplaces that create warmth and atmosphere throughout. Upstairs, the primary suite offers a

    John Schiaroli Coldwell Banker Realty

    20 Morningside Dr S, Westport, CT 06880
  • /33

    $725,000

    • 7 Beds
    • 5 Baths
    • 3,400 Sq Ft

    289 Harriet St, Bridgeport, CT 06608

    ***COMING SOON***PROFESSIONAL PHOTOS COMING SOON*** ALMOST COMPLETE, just completing finishing work!! First floor offers 3 bedrooms, 1.5 baths, Open Floor plan, Modern Kitchen, Hardwood floors throughout. Second floor offers 4 bedrooms and 2.5 baths same open floor plan and Modern Kitchen, hardwood floors as well. Kitchen appliances included or both units. Both Units offer in-unit laundry.

    Jennifer Dos Santos Keller Williams Realty Prtnrs.

    289 Harriet St, Bridgeport, CT 06608
  • /39

    $2,200,000

    • 6 Beds
    • 2 Baths
    • 2,180 Sq Ft

    2142 Fairfield Beach Rd, Fairfield, CT 06824

    OPPORTUNITY KNOCKS TWICE - A unique investment awaits with the only two-family home on the Fairfield Beach Road Peninsula featuring private beach access. This fully furnished property offers excellent rental income during the academic season and serves as a relaxing summer retreat for owners-or an additional rental opportunity. Unit 2142 is a spacious four-bedroom residence, each room furnished

    Michael Menillo Collage Realty

    2142 Fairfield Beach Rd, Fairfield, CT 06824
  • /40

    $5,200,000

    • 6 Beds
    • 9 Baths
    • 8,545 Sq Ft

    125 Old Rd, 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 & 300+ completed homes. Set on a scenic park-like acre w/ gunite pool & circular drive, this move-in ready home avoids delays & financial uncertainty of a proposed new build. Conveniently located within walking distance of Long Lots

    Doug Bross Coldwell Banker Realty

    125 Old Rd, Westport, CT 06880
  • /40

    $2,218,000

    • 4 Beds
    • 3 Baths
    • 3,377 Sq Ft

    4 Burr Farms Rd, Westport, CT 06880

    Welcome to this captivating expanded cape retreat in the heart of Westport on a sought after, centrally located, walk to school street. Every aspect speaks the language of artistry and elevated attention to detail. This custom built sanctuary is an artist's haven nestled admist nature's finest tapestry. The residence boasts a thoughtfully designed living space harmoniously arranged on a

    Susan Vanech Compass Connecticut, LLC

    4 Burr Farms Rd, Westport, CT 06880
  • /14

    $155,000

    • 1 Bath
    • 629 Sq Ft

    80 Cartright St Unit 8B, Bridgeport, CT 06604

    Discover a rare opportunity to own a beautifully updated studio unit in Cartright Towers, a well-maintained building on the Fairfield/Bridgeport line. Whether you're an investor seeking strong rental potential or a buyer looking for a move-in ready home, this immaculate unit checks every box. Enjoy the convenience and security of full-time doorman service, plus amenities including elevators,

    Hillary Waite William Raveis Real Estate

    80 Cartright St Unit 8B, Bridgeport, CT 06604
  • /29

    $750,000

    • 3 Beds
    • 2 Baths
    • 1,382 Sq Ft

    53 Hilltop Dr, Southport, CT 06890

    Step into 53 Hilltop Drive - a lovingly maintained 1949 Cape Cod brimming with charm, natural light, and classic New England character. This inviting home offers 3 bedrooms, 2 full bathrooms, and 1,382 sq. ft. of comfortable living, with timeless hardwood floors, a partially finished basement, and an attached garage. Flooded with sunlight, the living and kitchen spaces feel warm and open, while

    Kaitlin Fulco Coldwell Banker Realty

    53 Hilltop Dr, Southport, CT 06890
  • /30

    $3,100,000

    • 3 Beds
    • 2.5 Baths
    • 4,243 Sq Ft

    118 Roseville Rd, Westport, CT 06880

    A sexy modernist concrete retreat designed by Frank Lloyd Wright protege Francis Barry Byrne, this home is a masterwork of form, function, and sustainability. Thoughtfully built using the Golden Ratio, it sits high on a hill with panoramic views of ancient rhododendrons and oaks. Inside, limestone walls, minimalist lines, and warm natural light create a space that is both bold and serene. The

    Meredith Cohen Serhant Connecticut, LLC

    118 Roseville Rd, Westport, CT 06880
  • /8

    $469,000

    • 3 Beds
    • 1.5 Baths
    • 1,982 Sq Ft

    100 Lorraine St, Bridgeport, CT 06604

    Discover this beautifully maintained colonial-style single-family home, nestled in one of Bridgeport's most sought-after neighborhoods. This residence features spacious rooms filled with natural light, perfect for both relaxation and entertaining. The walk-out basement provides additional living space and easy access to the backyard, while the two-car garage ensures ample storage and convenience.

    Oswaldo Torres Las Americas Real Estate

    100 Lorraine St, Bridgeport, CT 06604
  • /29

    $249,600

    • 3 Beds
    • 1 Bath
    • 2,353 Sq Ft

    260 Birmingham St, Bridgeport, CT 06606

    Investor and contractor special! Welcome to 260 Birmingham Street, located in the heart of Bridgeport's North End. This property offers incredible potential for those looking to renovate and add value. Featuring 3 bedrooms and 1 bathroom across 1,601 sqft of living space, this home sits on a 0.11 acre lot and is just minutes from schools, shops, parks, and public transportation. The property is

    Teresa Bennett Sanchez Asset Realty

    260 Birmingham St, Bridgeport, CT 06606
  • /40

    $715,000

    • 9 Beds
    • 3 Baths
    • 3,249 Sq Ft

    31 Taft Ave, Bridgeport, CT 06606

    Investors take note. Legal 3 family with strong & stable rental income. North End. Close to Madison Avenue where all stores and dining are located. Convenient and great location. Long-term tenants with desire to continue staying but are on month-to-month. Upgrades: (1.) Commercial grade sewage pump & newer sewage line from house to street. (2.) New roof October 2025.

    Jacqueline Yeap Keller Williams Prestige Prop.

    31 Taft Ave, Bridgeport, CT 06606
  • /29

    $950,000

    • 4 Beds
    • 2.5 Baths
    • 2,497 Sq Ft

    62 Soundview Ave, Fairfield, CT 06825

    Spectacular New Construction, 1/2 Duplex, part of a two unit Condo Complex, Each unit has 2497 sq ft & includes 4 BRS, 2 1/2 Baths & Finished Basement. Each unit features the following: 1st floor has an airy open floor plan w a seamless flow & soaring 9ft ceilings. The spectacular gourmet Kitchen has custom white painted cabinets & a large center island w quartz countertops. Stainless steel

    Mary Anne Lagana William Raveis Real Estate

    62 Soundview Ave, Fairfield, CT 06825
  • /2

    $25,000,000

    • 1 Bed
    • 1 Bath
    • 4,340 Sq Ft

    128 Beachside Ave, Westport, CT 06880

    6.62 acres of Long Island Sound waterfront property. A stunning modern architectural masterpiece. The structure is anchored by a 75 ft indoor pool and wall of seamless glass windows that feel connected to the water beyond , the single story structure also holds a kitchen, lounge and bath. The Red Barn is a secondary structure in the orchard section of the property - designed as an artist's studio

    Leslie Clarke Compass Connecticut, LLC

    128 Beachside Ave, Westport, CT 06880
  • /30

    $269,000

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft

    230 Cherry Hill Dr Unit 2B, Bridgeport, CT 06606

    Beautifully Renovated 2-Bedroom Condo in Bridgeport's Desirable North End! Step into modern comfort in this fully updated condo featuring gleaming hardwood floors, recessed lighting, and custom design touches throughout. The spacious living room boasts a stunning built-in bar area complete with custom shelving, cabinetry, and a mini fridge - perfect for entertaining! Enjoy the convenience of a

    Rosania Melo Century 21 Scala Group

    230 Cherry Hill Dr Unit 2B, Bridgeport, CT 06606
  • /18

    $715,000

    • 3 Beds
    • 2 Baths
    • 1,382 Sq Ft

    271 Jeniford Rd, Fairfield, CT 06824

    Set in Fairfield's sought-after University neighborhood, this 3-bedroom, 2-bath home combines timeless style with modern updates. A circular drive, cedar clapboard siding, and a striking mahogany entry door contribute to its exceptional curb appeal. Inside, hardwood floors span the main level, where oversized windows brighten the living and dining rooms. The eat-in kitchen features granite

    Thaddea Sheridan William Raveis Real Estate

    271 Jeniford Rd, Fairfield, CT 06824
  • /26

    $179,500

    • 1 Bed
    • 1 Bath
    • 681 Sq Ft

    38 Enid St Unit B, Bridgeport, CT 06606

    Welcome to this well-maintained 1-bedroom, 1-bathroom condo located in Bridgeport's Villa Maria complex in the North End. This charming unit features a spacious layout with carpeted floors, a functional kitchen, and plenty of natural light throughout. Enjoy the convenience of gas heat and hot water included, along with assigned parking for residents. Ideally situated close to shopping, dining,

    Angela Morales Keller Williams Realty Prtnrs.

    38 Enid St Unit B, Bridgeport, CT 06606
  • /30

    $950,000

    • 4 Beds
    • 2.5 Baths
    • 2,497 Sq Ft

    74 Soundview Ave, Fairfield, CT 06825

    Spectacular New Construction, 1/2 Duplex, part of a two unit Condo Complex, Each unit has 2497 sq ft & includes 4 BRS, 2 1/2 Baths & Finished Basement. Each unit features the following: 1st floor has an airy open floor plan w a seamless flow & soaring 9ft ceilings. The spectacular gourmet Kitchen has custom white painted cabinets & a large center island w quartz countertops. Stainless steel

    Mary Anne Lagana William Raveis Real Estate

    74 Soundview Ave, Fairfield, CT 06825
  • /29

    $925,000

    • 4 Beds
    • 4 Baths
    • 2,678 Sq Ft

    178 Autumn Ridge Rd, Fairfield, CT 06825

    Welcome to your dream home in the heart of Stratfield Village! This charming 4-bedroom Colonial offers the perfect blend of classic style and modern upgrades in one of Fairfield's most beloved neighborhoods. Step inside to find sun-filled living spaces, hardwood floors, and plenty of room for both relaxation and entertaining. Many upgrades include: New roof, New boiler, New tankless water heater,

    Heather Erickson William Raveis Real Estate

    178 Autumn Ridge Rd, Fairfield, CT 06825
  • /29

    $1,900,000

    • 8 Beds
    • 6 Baths
    • 4,995 Sq Ft

    62 Soundview Ave, Fairfield, CT 06825

    Spectacular New Construction, Duplex. Two units, each with 2497 sq ft includes 4 BRS, 2 1/2 Baths & Finished Basement. Each unit features the following: 1st floor has an airy open floor plan with a seamless flow and soaring 9ft ceilings. The spectacular gourmet Kitchen has custom white painted cabinets and a large center island with quartz countertops. Stainless steel appliances, walk in spacious

    Mary Anne Lagana William Raveis Real Estate

    62 Soundview Ave, Fairfield, CT 06825
  • /34

    $1,899,000

    • 4 Beds
    • 4.5 Baths
    • 4,515 Sq Ft

    254 Sherwood Farm Rd, Fairfield, CT 06824

    254 Sherwood Farm Road, tucked away at the end of a cul-de-sac in the desirable lower Greenfield Hill section of Fairfield, this stately brick Colonial blends timeless curb appeal with a flexible floor plan and rare amenities. Mature plantings, stone walkways, and professional landscape lighting frame the home with elegance from the moment you arrive. Inside, the first level offers remarkable

    Aaron Goldberg Coldwell Banker Realty

    254 Sherwood Farm Rd, Fairfield, CT 06824
  • /14

    $497,000

    • 4 Beds
    • 2 Baths
    • 2,214 Sq Ft

    1373 Iranistan Ave, Bridgeport, CT 06605

    Welcome to your new investment opportunity! This charming 2-family home offers the perfect blend of convenience and comfort. Unit 1 boasts 1100 square feet of living space, featuring 2 spacious bedrooms and 1 bathroom. With a layout designed for functionality and style, this unit provides a cozy retreat for its occupants. Unit 2, situated on the second floor, spans 1000 square feet and also

    David Laurent Dave Jones Realty, LLC

    1373 Iranistan Ave, Bridgeport, CT 06605
  • /40

    $575,000

    • 7 Beds
    • 3 Baths
    • 2,588 Sq Ft

    249 Hough Ave Unit 251, Bridgeport, CT 06608

    The property everyone's been waiting for! This well-maintained, solidly built two-family home offers 2,588 sq. ft. of living space. Each main unit features 2 bedrooms, 1 bath, a living room, dining room, kitchen, and a large pantry or storage area. The second floor includes a bright 4-season porch, while the finished third floor adds 3 bedrooms and a full bath-perfect for extended living or

    Nadine Lajeunesse Real Broker CT, LLC

    249 Hough Ave Unit 251, Bridgeport, CT 06608
  • /33

    $129,900

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    217 Alsace St, Bridgeport, CT 06604

    Move-in ready two bedroom Townhouse in Desirable Historic Seaside Village, offers a spacious eat-in kitchen, living room, full bath on main floor and two bedroom on second floor. Very clean basement with washer and dryer. Privacy and serenity of spacious fenced-in yard, perfect for out door activities and entertaining. walk to Seaside Park with beautifull beach and University Bridgeport campus.

    Victoria Bui Larracuente & Johnson Realty, LLC

    217 Alsace St, Bridgeport, CT 06604
  • /39

    $649,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    28 Crescent Park Rd, Westport, CT 06880

    3-bedroom ranch-style home completely remodeled in coveted Westport. Featuring an inviting open floor plan, this thoughtfully renovated residence creates a perfect flow for modern living and entertaining. The home showcases a private master suite with contemporary finishes, and a large primary bathroom, while the open-concept main living areas are bathed in natural light. Following a complete

    Karim Douich William Raveis Real Estate

    28 Crescent Park Rd, Westport, CT 06880
  • /14

    $1,890,000

    • 5 Beds
    • 3.5 Baths
    • 3,780 Sq Ft

    210 Pansy Rd, Fairfield, CT 06824

    Welcome to 210 Pansy Road, a stunning new construction in Fairfield, CT offering nearly 4,000 sq. ft. of thoughtfully designed living space with 5 bedrooms and 3.5 baths. What truly sets this home apart is its rare setting-backing up to 8.5 acres of serene open nature preserve, providing a peaceful backdrop that's both private and unique. Inside, you'll find high-end finishes throughout: a chef's

    Anthony Gigliotti Keller Williams Realty

    210 Pansy Rd, Fairfield, CT 06824
  • /22

    $374,900

    • 2 Beds
    • 1 Bath
    • 1,582 Sq Ft

    604 Birmingham St, Bridgeport, CT 06606

    Welcome to 604 Birmingham St, charming cape cod-style home located in the North End of Bridgeport. This unique property features a welcoming 182sq ft front open porch perfect for relaxing and enjoying the peaceful surroundings, a lot upgrades, new plumbing, new heating system, stove option to gas connection, new appliances, freshly painted, basement ready with plumbing, heating, electricity ready

    Ana Naranjo Keller Williams Prestige Prop.

    604 Birmingham St, Bridgeport, CT 06606
  • /35

    $399,900

    • 4 Beds
    • 1 Bath
    • 1,200 Sq Ft

    339 Goldenrod Ave, Bridgeport, CT 06606

    Prime North End location! 339 Goldenrod Ave offers 4 spacious bedrooms and endless possibilities for both homeowners and investors. Nestled in one of Bridgeport's most desirable neighborhoods, this home is just minutes to the Trumbull Mall, restaurants, shopping centers, and Sacred Heart University. Owner-occupiers will love the space and flexibility the floor plan provides, while investors will

    Joseph DeFrancisco RE/MAX Right Choice

    339 Goldenrod Ave, Bridgeport, CT 06606
  • /33

    $580,000

    • 6 Beds
    • 2.5 Baths
    • 2,579 Sq Ft

    1158 Howard Ave, Bridgeport, CT 06605

    Fully remodeled Multifamily with Two Spacious Units! The first floor offers 2 bedroom unit, a living room, kitchen with pantry, and full bath. The second & third floor unit features 4 bedrooms, a large living room, family room, bright office, kitchen with pantry, and 1.5 baths. Recent upgrades include brand new roof, windows, kitchen, bathrooms, flooring, doors, appliances, outlets & lights,

    Stephanie Ferreira BHGRE Gaetano Marra Homes

    1158 Howard Ave, Bridgeport, CT 06605
  • /40

    $2,499,999

    • 5 Beds
    • 8 Baths
    • 5,978 Sq Ft

    2775 North St, Fairfield, CT 06824

    Crafted by noted custom builder Garrett Wilson and meticulously enhanced with recent upgrades, this Greenfield Hill home is as impressive as it is inviting. Finished to the highest standard, the residence is set on just over two private acres with a tennis court and expansive open space offering room for a pool and pool house. At the heart of the home, the chef's kitchen is filled with natural

    Jennifer Thomas-Heath Houlihan Lawrence

    2775 North St, Fairfield, CT 06824
  • /28

    $649,000

    • 4 Beds
    • 2 Baths
    • 1,918 Sq Ft

    76 Suburban Ave, Bridgeport, CT 06604

    Don't miss this 2 family house for sale in the desirable Brooklawn area, offering gas heat, central air, hardwood floors throughout, a 1-car garage and driveway for added convenience. Ideally located close to Park Ave, Sacred Heart University, and public transportation, this property is perfect for both investors and owner-occupants looking for comfort and accessibility.

    Cristina Lu YellowBrick Real Estate LLC

    76 Suburban Ave, Bridgeport, CT 06604
  • /37

    $514,900

    • 3 Beds
    • 1.5 Baths
    • 1,494 Sq Ft

    123 Harlem Ave, Bridgeport, CT 06606

    Welcome to this stunningly remodeled colonial where modern elegance meets classic colonial charm. This home boasts three generous bedrooms and one and a half bathrooms, providing ample space for comfortable living. Enter into a bright and inviting atmosphere, highlighted by a stunning eat-in kitchen featuring beautiful tiled floors, custom shaker cabinets, sleek quartz countertops, and brand new

    Katiria Chiluisa RE/MAX Right Choice

    123 Harlem Ave, Bridgeport, CT 06606
  • /33

    $1,050,000

    • 16 Beds
    • 6 Baths
    • 6,356 Sq Ft

    661-663 & 657-659 Park St, Bridgeport, CT 06608

    Excellent Investment Opportunity! Total of 4 units, both with finished 3rd floors for a Total of 6 full baths, 6 finished floors and 6356+/- Total SqFt. Being sold together as a package deal 657-659 Park Street & 661-663 Park Street. Look like a 4 family, but are on 2-2 Family's on separate deeds. The list price shown is all 4 units. Mechanical systems are up to date, ensuring a smooth transition

    Andrew Westphal Whitestone Real Estate Group

    661-663 & 657-659 Park St, Bridgeport, CT 06608
  • /20

    $995,000

    • 15 Beds
    • 4,570 Sq Ft

    357 Norman St, Bridgeport, CT 06605

    Excellent Investment Opportunity! This historic and well-maintained apartment building offers an exceptional chance to expand your portfolio with a strong performing asset. Spanning approximately 4,570 sqft., the property features 15 residential units plus an on-site office, ideal for property management convenience. This building offers a varied floor plan of efficient studio units, appealing to

    Catherine Aaron Berkshire Hathaway NE Prop.

    357 Norman St, Bridgeport, CT 06605
  • /25

    $432,000

    • 7 Beds
    • 2.5 Baths
    • 2,232 Sq Ft

    93 Clifford St, Bridgeport, CT 06607

    Newly renovated two-family with third-floor space & strong income potential. Tucked away on a quiet street lined with several new-construction homes. This property is an ideal opportunity for both owner-occupants and savvy investors seeking strong rental income in a rapidly improving area. This spacious home offers two large units with separate utilities. The second-floor unit includes private

    Arthur King Hall YellowBrick Real Estate LLC

    93 Clifford St, Bridgeport, CT 06607
  • /39

    $775,000

    • 4 Beds
    • 2 Baths
    • 2,376 Sq Ft

    221 Hunyadi Ave, Fairfield, CT 06824

    Beautifully maintained brick two-family in Fairfield's sought-after Holland Hill neighborhood. Each unit features 2 bedrooms plus a heated extra room-ideal for a third bedroom, office, or flex space. The first-floor unit is move-in ready; the second floor is occupied and will transfer with the sale. Both units offer hardwood floors, updated kitchens with quartz countertops, subway tile

    amaryllis rodriguez RE/MAX Right Choice

    221 Hunyadi Ave, Fairfield, CT 06824
  • /17

    $569,000

    • 4 Beds
    • 2 Baths
    • 2,936 Sq Ft

    194 Adams St, Bridgeport, CT 06607

    Discover the perfect blend of comfort, convenience, and opportunity in this redone multifamily property. Ideally located just blocks from the waterfront, this home offers the chance to enjoy a coastal lifestyle while also benefiting from the flexibility and income potential of owning a multifamily. Each unit features 2 spacious bedrooms and 1 modern bathroom, with thoughtful renovations

    Penny Pampoukidis William Raveis Real Estate

    194 Adams St, Bridgeport, CT 06607
  • /14

    $499,900

    • 5 Beds
    • 2 Baths
    • 1,964 Sq Ft

    69 Plankton St, Bridgeport, CT 06606

    Steps to Sacred Heart University and Fairfield line. Currently rented by students until June 1 2026. Spacious Bedrooms, primary with vaulted ceiling, skylight and ceiling fan. Large eat in kitchen, 2 full baths, partially finished lower level with rec room and game room and unfinished storage area. Parking for 4+ cars. Nice fenced private rear yard. Main level with kitchen, living room, bedroom,

    Elizabeth Casey William Raveis Real Estate

    69 Plankton St, Bridgeport, CT 06606
  • /37

    $700,000

    • 7 Beds
    • 3 Baths
    • 2,786 Sq Ft

    354 Beechmont Ave, Bridgeport, CT 06606

    Beautiful Gut-Renovated Two-Family Home on the North End of Bridgeport! This fully renovated multifamily is a true turn-key property-perfect for an owner-occupant or an investor looking for strong rental potential. 1st Floor Unit: 2 spacious bedrooms, extra room/office (can serve as a 3rd bedroom), brand-new eat-in kitchen, large living room, and 1 full bathroom. 2nd & 3rd Floor Unit: 4

    Stephanie Ferreira BHGRE Gaetano Marra Homes

    354 Beechmont Ave, Bridgeport, CT 06606
  • /26

    $975,000

    • 3 Beds
    • 3.5 Baths
    • 2,456 Sq Ft

    21 Beaumont St, Fairfield, CT 06824

    Luxury end-unit 3 bedroom / 3.5 bath townhouse in downtown Fairfield! This home offers a private 4-story in-unit elevator, attached 2-car garage, 2 primary suite options, 9+ foot ceilings, walk-in closets, abundant natural light, and more. The main level features a chef's kitchen with island seating, quartz countertops, Thermador appliances, and a pantry. The kitchen opens to a spacious great

    Carrie Sakey Coldwell Banker Realty

    21 Beaumont St, Fairfield, CT 06824
  • /24

    $299,900

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft

    81 Lance Cir, Bridgeport, CT 06606

    Location at its best! Ranch style condominium close to the Trumbull line in the well-maintained Old Town Common complex. Desirable 2 bedroom, 2 full bath end unit featuring a spacious kitchen with an open living room and dining area. Enjoy your own sun filled screened in porch off of living room! Has large storage area below that can be accessed from outside rear of the building. Located in close

    Kelly Walsh William Pitt Sotheby's Int'l

    81 Lance Cir, Bridgeport, CT 06606

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