308

Middletown, DE Homes for Sale

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  • /19

    $442,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,443 Sq Ft

    Taylor Plan at Venue at Winchelsea 55+ - Winchelsea Towns, Middletown, DE 19709

    This new two-story townhome is designed to promote low-maintenance living with a sophisticated twist. On the first floor is everything you need day-to-day, featuring a private owner’s suite, a convenient study and an open-concept layout shared among the kitchen, dining room and spacious family room. The top floor presents a loft and two versatile bedrooms to customize as homeowners see fit.

    Lennar Builder
    2405 Greyfriar Loop Unit 36041419, Middletown, DE 19709
  • /3

    $582,500

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,589 Sq Ft

    Oxford Plan at Ponds of Odessa - Single Family Homes, Middletown, DE 19709

    Large open-concept floor plan, 4 bedrooms, 2.5 baths, airy 2 stories. Tours by appointment onlyplease call 302-865-0759 to schedule. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    400 Rederick Ln Unit 36457195, Middletown, DE 19709
  • /55

    $685,000

    • 3 Beds
    • 2 Baths
    • 2,925 Sq Ft

    216 Baldy Ln, Middletown, DE 19709

    Welcome to 216 Baldy Lane– A Stunning Ranch-Style Home in the Premier 55+ Community of Traditions at Whitehall. Step into luxury and comfort in this beautifully upgraded 3-bedroom, 2-bath ranch-style home that truly shows like a model. Thoughtfully designed and impeccably maintained, this residence offers exceptional one-level living with high-end finishes throughout. Start your day on the

    Jack Sanderson Patterson-Schwartz-Hockessin

    216 Baldy Ln, Middletown, DE 19709
  • /16

    $645,272

    New Construction
    • 3 Beds
    • 4 Baths
    • 2,386 Sq Ft

    3032 Ivyhouse Ln, Middletown, DE 19709

    Welcome to 3032 Ivyhouse Lane—a beautifully upgraded Mendocino Luxe home offering over 2,386 square feet of above ground living space, plus a partially finished basement with its own full bathroom! This home features an open-concept main level anchored by a gourmet kitchen with included and stainless-steel appliances. The kitchen flows seamlessly into the breakfast nook and spacious family room,

    3032 Ivyhouse Ln, Middletown, DE 19709
  • /22

    $510,990

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,936 Sq Ft

    Mendocino Plan at Venue at Winchelsea 55+ - Winchelsea Singles, Middletown, DE 19709

    This single-story home is designed to offer comfort and luxury at the same time. Off the foyer is a flex space for versatile uses and a formal dining room, followed by an open concept main living area with backyard access. In addition to the expansive owner’s suite with a private full-sized bathroom, there is a secondary bedroom that can be used for overnight guests or personal needs. A two-car

    Lennar Builder
    2405 Greyfriar Loop Unit 36041423, Middletown, DE 19709
  • /56

    $1,028,900

    $20K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 4,725 Sq Ft

    251 Dillon Cir, Middletown, DE 19709

    Presenting a distinguished 4-bedroom, 4 full-bathroom, Colorado II model in Summit Pointe, a newly built boutique community, crafted by K. Hovnanian Homes. This property, only 31⁄2 years old, offers 4,725 square feet of living space with an expanded floor plan (please refer to the attached floor plans, noting the upgraded, extended areas marked in blue), with a primarily brick front elevation.

    Sally Bittel Thomas Compass

    251 Dillon Cir, Middletown, DE 19709
  • /13

    $522,000

    New Construction
    • 2 Beds
    • 2 Baths
    • 2,059 Sq Ft

    204 Baldy Ln Unit BELVILLE MODEL, Middletown, DE 19709

    Welcome to the Belville Model in the 55+community of Traditions at Whitehall. TO BE BUILT. This inviting 2-Bedroom home has a welcoming foyer which leads you down the hall towards the main living area! An open kitchen and breakfast area which flows into the large great room and is perfect for entertaining! The owner’s suite in the front features a large walk-in closet and owner’s bath with a

    Lindsay Shaffer RE/MAX Elite

    204 Baldy Ln Unit BELVILLE MODEL, Middletown, DE 19709
  • /29

    $649,900

    • 3 Beds
    • 3.5 Baths
    • 3,300 Sq Ft

    22 S Main St, Middletown, DE 19709

    Set on over an acre of land in South St. Georges, this stately home offers a rare combination of space, setting and potential. Enjoy sweeping views and sunsets over the C&D Canal as well as the iconic Roth Bridge, beautifully illuminated at night-creating a truly picturesque backdrop year-round. The home itself is solidly built and structurally sound, offering peace of mind while presenting an

    Cheryl Macey Patterson-Schwartz-Hockessin

    22 S Main St, Middletown, DE 19709
  • /44

    $459,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft

    718 Kalmar Ln, Middletown, DE 19709

    Welcome to this stunning 2023 built twin home in the sought after Brighton Hamlet community of Middletown, located in the top-rated Appoquinimink School District and just steps from the bus stop. Ideally positioned near St. Georges Bridge, you’ll enjoy easy, toll-free travel southbound—a rare commuter advantage. Inside, an open-concept floor plan welcomes you with a versatile entry-level den,

    Lauren Janes Compass

    718 Kalmar Ln, Middletown, DE 19709
  • /30

    $55,000

    • 3 Beds
    • 2 Baths
    • 1,050 Sq Ft

    8 W Reybold Dr Unit 8, Middletown, DE 19709

    Welcome to 8 W. Reybold Drive in the Village Brook II community! This spacious 3-bedroom, 2-bath home offers an open-concept layout with luxury vinyl plank flooring throughout the main living areas. The living room features a beautiful corner fireplace with a large mantel, creating a warm focal point for the home. The kitchen offers a gas range, over-the-range microwave, breakfast bar seating,

    Dan Stein Coldwell Banker Realty

    8 W Reybold Dr Unit 8, Middletown, DE 19709
  • /2

    $489,000

    New Construction $3K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 2,380 Sq Ft

    452 Rederick Ln, Middletown, DE 19709

    Massey Elite Townhome at Ponds of Odessa End Unit This 3-bedroom, 2.5-bath end unit townhome offers 2,380 square feet of thoughtfully designed space. Highlights include a two-car garage, a 12' x 10' deck, and a striking two-story bay bump-out that adds natural light and character. The entire second floor features luxury vinyl plank flooring, blending durability with modern style.

    Benchmark Builders Builder
    452 Rederick Ln, Middletown, DE 19709
  • /34

    $377,995

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

    34 Crenshaw Ct, Middletown, DE 19709

    Rarely available in the Villas of Augusta! This 3-bedroom, 2.5-bathroom townhome is nestled in a secluded cul-de-sac, with views of the 10th hole of Frog Hollow Golf Course. Freshly painted, with carpet and lower-level flooring, this move in ready home is just waiting for the perfect buyer. The lower-level features new flooring, a half bathroom, utility closet, a large family room with walk out

    Tori Henry Patterson-Schwartz - Greenville

    34 Crenshaw Ct, Middletown, DE 19709
  • /11

    $622,000

    New Construction Open Thu 11AM - 5PM
    • 3 Beds
    • 2 Baths
    • 2,477 Sq Ft

    204 Baldy Ln Unit COTTONWOOD MODEL, Middletown, DE 19709

    Welcome to the Cottonwood Model in the highly sought-after 55+ community of Traditions at Whitehall. This 3-bedroom home features a generous Owner’s Suite at the front of the home, complete with double walk-in closets leading to a luxurious en-suite bath, offering privacy w/a water closet and a 5-foot tiled shower. At the rear of the home, you will find the kitchen and dining area that opens to a

    Lindsay Shaffer RE/MAX Elite

    204 Baldy Ln Unit COTTONWOOD MODEL, Middletown, DE 19709
  • /34

    $503,990

    New Construction $51K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,811 Sq Ft

    1511 Lesterfield Way, Middletown, DE 19709

    The Asheville - with over 2,800 finished sq. ft. - delivers modern design and comfortable living with spaces made for both entertaining and everyday relaxation. The contemporary kitchen is the heart of the home, featuring a large island, walk-in pantry, and designer Looks interior selections that elevate the space. A covered front porch and rear deck invite you to welcome guests or unwind

    Barbara Heilman Delaware Homes Inc

    1511 Lesterfield Way, Middletown, DE 19709
  • /41

    $587,000

    New Construction Open Sat 11AM - 5PM
    • 3 Beds
    • 2 Baths
    • 2,004 Sq Ft

    204 Baldy Ln Unit CAYOT MODEL, Middletown, DE 19709

    Welcome to the Cayot Model, in the desirable 55+ community of Traditions at Whitehall. This charming 3-bedroom home has a great open concept floor plan which offers all one floor living and a welcoming dining room and great room upon entry. At the rear of the home, you will find the luxurious owner's suite complete with walk-in closet and an en-suite bath, including a 5-foot tile shower. With a

    Lindsay Shaffer RE/MAX Elite

    204 Baldy Ln Unit CAYOT MODEL, Middletown, DE 19709
  • /29

    $429,000

    New Construction $4K PRICE INCREASE
    • 2 Beds
    • 2.5 Baths
    • 1,794 Sq Ft

    204 Baldy Ln Unit ALRICH MODEL, Middletown, DE 19709

    Welcome to the 55+ community of Traditions at Whitehall - Alrich Carriage Town Home. This home is available as an interior or end unit & has a first-floor owner's bedroom w/ensuite bath and walk-in closets, second floor has a 2nd bedroom, loft and an additional full bath. Standard 1-car rear load attached garage but can be upgraded for a 2-car garage, and additional finished upgrades can be

    Lindsay Shaffer RE/MAX Elite

    204 Baldy Ln Unit ALRICH MODEL, Middletown, DE 19709
  • /62

    $440,000

    $10K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,700 Sq Ft

    409 Galway Ct, Middletown, DE 19709

    Welcome to 409 Galway Court in the Popular Community of Hyetts Crossing. Conveniently located with quick access to Rt's 1 & 301. This Home is the Spacious Chesterfield Model Carriage House with a Main Level Owners Suite. Designed for Open Concept Living the Main Level has a Great Room with a Break Away Ceiling (2 Story High) with 2 Walls of Windows allowing in ample sunlight. There is a Gourmet

    Jack Keating RE/MAX Elite

    409 Galway Ct, Middletown, DE 19709
  • /24

    $516,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,389 Sq Ft

    Carson Plan at Venue at Winchelsea 55+ - Winchelsea Singles, Middletown, DE 19709

    On the first level of this new two-story home is a spacious owner’s suite complete with an adjoining bathroom and walk-in closet. At the heart of the layout is an open-plan design shared among the kitchen, Great Room and breakfast nook, with glass sliders to extend to the backyard. Upstairs is a sprawling loft to suit a multitude of needs and two secondary bedrooms, one of which has direct access

    Lennar Builder
    2405 Greyfriar Loop Unit 36041422, Middletown, DE 19709
  • /38

    $429,000

    New Construction $4K PRICE INCREASE
    • 2 Beds
    • 2.5 Baths
    • 1,761 Sq Ft

    Alrich Carriage Plan at Traditions at Whitehall - 55+ Active Adult - Carriage Homes, Middletown, DE 19709

    This stunning carriage home offers the perfect blend of elegance and functionality! Step inside and be greeted by a spacious foyer leading to the great room and open-concept kitchen/dining room - perfect for entertaining guests. The large first-floor owner's suite boasts a private bath and walk-in closet. Upstairs, you'll find a versatile loft area, a second bedroom, and another full bath. Below,

    Benchmark Builders Builder
    204 Baldy Ln Unit 39052080, Middletown, DE 19709
  • /19

    $595,000

    New Construction
    • 2 Beds
    • 2 Baths
    • 2,151 Sq Ft

    3034 Ivyhouse Ln, Middletown, DE 19709

    This new two-story home features an open kitchen, dining room, family room and conveniently located office. At opposite ends of the layout is a secondary bedroom and the spacious owner's suite with a private bathroom and walk-in closet. Rounding out the home is a sprawling upstairs loft for versatile shared entertainment space and a two-car garage for storage room.

    Lennar Builder
    3034 Ivyhouse Ln, Middletown, DE 19709
  • /33

    $526,000

    New Construction
    • 2 Beds
    • 2 Baths
    • 2,053 Sq Ft

    120 Burlina Blvd Unit BLOOMFIELD MODEL, Middletown, DE 19709

    Welcome to the popular Bloomfield Model in the 55+ community of Traditions at Whitehall. This floor plan has 2-Bedrooms with a standard loft and a generously sized great room open to the kitchen and dining area. You will have plenty of space if you like to entertain. A rear Owner's Suite gives maximum privacy and includes a large walk-in closet and en-suite with a double bowl vanity and 5-foot

    Lindsay Shaffer RE/MAX Elite

    120 Burlina Blvd Unit BLOOMFIELD MODEL, Middletown, DE 19709
  • /28

    $599,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 2,925 Sq Ft

    34 W Minglewood Dr, Middletown, DE 19709

    If this summer heat has taught us anything, it's the pool is worth every penny! Discover a harmonious blend of poolside luxury and home comfort in this stunning Colonial-style residence nestled in the desirable Cricklewood community in the Appoquinimink School District. Built in 2001, this detached home boasts an impressive 4 bedrooms and 3.5 bathrooms, offering a premium of space. Step inside to

    Robert Willoughby Mary Peirson Realty

    34 W Minglewood Dr, Middletown, DE 19709
  • /82

    $1,590,000

    • 4 Beds
    • 4.5 Baths
    • 4,310 Sq Ft

    626 Vance Neck Rd, Middletown, DE 19709

    Beautiful Brick Colonial Estate set on 11 private acres backing to a State Wildlife Refuge, offering a rare combination of space, privacy, and versatility. With a thoughtfully designed layout and extensive outbuildings, the property is well-suited for a variety of lifestyles, from hobbyists and collectors to sufficient or outdoor-focused way of living. The home features 4 bedrooms and 4.5

    John Marino Patterson-Schwartz-Dover

    626 Vance Neck Rd, Middletown, DE 19709
  • /117

    $1,150,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,178 Sq Ft

    415 Marcus Rd, Middletown, DE 19709

    Modern Luxury Meets Timeless Craftsmanship on a Private 1-Acre EstateWelcome to this stunning custom-built luxury residence, meticulously designed to combinemodern elegance, high-end finishes, and thoughtful functionality. Situated on a perfectly flat 1-acre lot, this exceptional home offers over 3,000 square feet of living space, every detail curatedfor comfort and

    Jacob Lipton Coldwell Banker Realty

    415 Marcus Rd, Middletown, DE 19709
  • /23

    $362,800

    New Construction
    • 5 Beds
    • 2 Baths
    • 2,669 Sq Ft

    Truman Plan at Venue at Winchelsea 55+ - Winchelsea Towns, Middletown, DE 19709

    The first floor of this new two-story townhome is host to an inviting open-concept floorplan that blends the kitchen, living and dining areas. The luxurious owner’s suite is nestled into a private rear corner, with another bedroom located at the front of the home. On the second floor, three additional bedrooms surround a versatile loft. This plan is part of the Venue at Winchelsea Pathway to

    Lennar Builder
    2405 Greyfriar Loop Unit 36041420, Middletown, DE 19709
  • /41

    $654,900

    $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,950 Sq Ft

    761 Angelou Ave, Middletown, DE 19709

    Experience refined living in the prestigious Village of Bayberry South, where elegance, comfort, and modern convenience come together within the acclaimed Appoquinimink School District. This impeccably maintained Duke model—nearly new and move‐in ready—offers a level of sophistication that rivals new construction without the wait. A striking Early Americana elevation and inviting front porch set

    Sathish patha Tesla Realty Group, LLC

    761 Angelou Ave, Middletown, DE 19709
  • /4

    $607,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,296 Sq Ft

    Chelsea Plan at Traditions at Whitehall - 55+ Active Adult - Single Family, Middletown, DE 19709

    Chelsea Spacious Comfort with StyleThe Chelsea offers 2,296 sq. ft. of thoughtfully designed living space, featuring 3 bedrooms and 2 full baths. Enjoy a main-level owner's suite for easy, one-floor living, complemented by an open-concept kitchen and great room perfect for entertaining. With a welcoming front porch and a two-car rear-entry garage, this home combines functionality and charm. Ideal

    Benchmark Builders Builder
    204 Baldy Ln Unit 36449896, Middletown, DE 19709
  • /21

    $462,250

    New Construction
    • 3 Beds
    • 4 Baths
    • 2,361 Sq Ft

    6605 Harko Dr, Middletown, DE 19709

    Welcome to this beautifully upgraded Harley townhome in Middletown’s brand-new community, Freestone Village! Offering three finished levels of thoughtfully designed living space, this home combines modern style, everyday functionality, and designer-selected finishes throughout. The entry level features a spacious recreation room perfect for a second living area, home office, gym, or entertainment

    Lennar Builder
    6605 Harko Dr, Middletown, DE 19709
  • /30

    $629,990

    New Construction $50K PRICE INCREASE
    • 3 Beds
    • 3 Baths
    • 1,859 Sq Ft

    19 Golden Raintree Ct, Middletown, DE 19709

    Welcome to the Dorchester, a thoughtfully designed home offering 3 bedrooms, 3 baths, and a 2-car garage. Scheduled for settlement in May 2027, this home combines spacious living areas with stylish finishes to create the perfect setting for everyday comfort and entertaining. A welcoming front porch adds timeless curb appeal, while a huge screened porch extends your living space outdoors,

    Barbara Heilman Delaware Homes Inc

    19 Golden Raintree Ct, Middletown, DE 19709
  • /33

    $960,000

    $19K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 6,272 Sq Ft

    610 Spring Hollow Dr, Middletown, DE 19709

    New Price! Welcome to 610 Spring Hollow Drive in the highly desirable community of Parkside. Situated on one of the neighborhood's premier lots, this beautiful home combines expansive living spaces, timeless design, and a backyard setting that is truly second to none.Upgraded engineered hardwood flooring extends throughout the main level, where a thoughtfully designed floor plan balances

    Shalini Sawhney Burns & Ellis Realtors

    610 Spring Hollow Dr, Middletown, DE 19709
  • /75

    $829,000

    $21K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 3,461 Sq Ft

    542 Ironleaf Dr, Middletown, DE 19709

    Welcome to 542 Ironleaf Dr in the highly sought-after Copperleaf section of Middletown—where modern design meets effortless living in this nearly new Aurora model, less than 2 years young! This beautifully maintained home offers a flexible and functional layout, including the potential for a main-level bedroom complete with a closet—perfect for guests, a home office, or multigenerational living.

    Jonathan Unrath Keller Williams Real Estate - Media

    542 Ironleaf Dr, Middletown, DE 19709
  • /33

    $574,900

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

    17 Browning Cir, Middletown, DE 19709

    Welcome to 17 Browning Circle — where modern comfort, spacious living, and exceptional outdoor entertaining come together beautifully.This well-maintained home features 3 bedrooms and 3.5 bathrooms, including a convenient first-floor primary suite designed for everyday comfort and accessibility. Bay windows in the dining area fill the home with natural light, creating a warm and inviting

    Maurrell English English Realty

    17 Browning Cir, Middletown, DE 19709
  • /36

    $599,990

    New Construction $96K PRICE INCREASE
    • 3 Beds
    • 4 Baths
    • 2,441 Sq Ft

    15 Golden Raintree Ct, Middletown, DE 19709

    Welcome to the Eastwood Loft, a thoughtfully designed home offering 3 bedrooms, 4 baths, and a 2-car garage. Scheduled for settlement in May 2027, this home combines spacious living areas with versatile design features to accommodate a variety of lifestyles. A welcoming front porch adds timeless curb appeal, while the sunny morning room fills the home with natural light and creates the perfect

    Barbara Heilman Delaware Homes Inc

    15 Golden Raintree Ct, Middletown, DE 19709
  • /10

    $325,000

    • Land
    • 3.99 Acres
    • $81,454 per Acre

    2691 N Dupont Pkwy, Middletown, DE 19709

    Welcome to 2691 Dupont Pkwy, Middletown, DE—4 acres nestled in a location that balances serene surroundings with convenient access to nearby amenities. This property features generous acreage that provides ample space for a variety of uses. The level terrain and open landscape make it an ideal setting for those seeking to create a custom home or explore investment potential. With easy access to

    Lauren Janes Compass

    2691 N Dupont Pkwy, Middletown, DE 19709
  • /70

    $904,990

    • 4 Beds
    • 3.5 Baths
    • 4,569 Sq Ft

    273 Abbotsford Dr Unit PLAZA, Middletown, DE 19709

    Welcome to Highlands at Back Creek- a small community of only 42 lots. Most lots back to open space, and they're all at least 3/4 acre. Tired of massive developments with no sense of community? This is the place for you;) Check out some of the many standard features- 9' first and second-floor ceilings and crown molding in the living room, dining room, and foyer. Shaw hardwood flooring in the

    Elizabeth Page-Kramer EXP Realty, LLC

    273 Abbotsford Dr Unit PLAZA, Middletown, DE 19709
  • /51

    $570,000

    $9K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,392 Sq Ft

    338 Canvasback Rd, Middletown, DE 19709

    Stylish, Spacious, and Sophisticated. Discover this 4-bedroom gem in the desirable Appoquinimink School District. Boasting a perfect blend of traditional elegance and modern farmhouse charm, this home features gorgeous crown molding, cathedral ceilings, and hardwood floors. The massive 28' kitchen and breakfast nook are perfect for large gatherings, while the sunroom with wrap-around windows

    Daniel Demers Sell Your Home Services

    338 Canvasback Rd, Middletown, DE 19709
  • /20

    $560,990

    New Construction
    • 2 Beds
    • 2 Baths
    • 2,386 Sq Ft

    Mendocino Luxe Plan at Venue at Winchelsea 55+ - Winchelsea Singles, Middletown, DE 19709

    This luxurious two-story home is designed like a single-story where everything you need is located on the first floor, including a flex space, formal dining room, an open-concept main living area and the expansive owner’s suite. For versatile needs, there is a secondary bedroom as well as an upstairs bonus room that is sure to amaze guests. Complete the basement for even more space.

    Lennar Builder
    2405 Greyfriar Loop Unit 36041424, Middletown, DE 19709
  • /30

    $284,900

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,050 Sq Ft

    1880 Congressional Village Dr, Middletown, DE 19709

    Beautiful 3rd floor condo wtih elevator access to unit with open floor plan and 2 bedrooms and 2 baths located in Appoquinimink School District. This unit boasts the best views in the community with a screened in porch and balcony. Freshly painted and new carpet throughout. Primary bedroom has a walk-in closet and bath that has double vanity and fiberglass shower stall with seat. More updates

    Sonny Reeves Patterson-Schwartz - Greenville

    1880 Congressional Village Dr, Middletown, DE 19709
  • /3

    $602,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,680 Sq Ft

    Wentworth Plan at The Town of Whitehall - Mapleton Village, Middletown, DE 19709

    Open 5 days a week, 11 a.m. 5 p.m. Please call ahead or email lshaffer@benchmarkbuilders.com to check tour availability. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    530 Wheelmen St Unit 36472327, Middletown, DE 19709

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