183

Middletown, DE 2-Story Homes for Sale

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  • /4

    $591,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,854 Sq Ft

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

    The Savannah offers 3-4 bedrooms, 2.5 baths, and a 2-car garage. This homes open-concept layout includes 9-foot ceilings, a spacious kitchen, and a first-floor owners suite. Optional features such as a finished basement and sunroom provide additional space for entertaining and relaxation. Open 5 days a week, 11 a.m. 5 p.m. Please call ahead or email lshaffer@benchmarkbuilders.com to check tour

    Benchmark Builders Builder
    530 Wheelmen St Unit 36488804, Middletown, DE 19709
  • /73

    $846,000

    $4K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 5,345 Sq Ft

    1756 Michelangelo Dr, Middletown, DE 19709

    Welcome to the Bayberry North Presidential Series Adams Model, a beautiful 3,513 sq ft home with 4 bedrooms, 3.5 bathrooms, a 6-foot side extension, and a fully finished basement offering over 1,800 sq ft of extra space. Inside, formal living and dining rooms flow into an extended great room with a cozy gas fireplace. The gourmet kitchen boasts a large island, double ovens, and a cooktop, while

    Angela Clement EXP Realty, LLC

    1756 Michelangelo Dr, Middletown, DE 19709
  • /22

    $362,800

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

    2251 Winchelsea Pkwy, 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
    2251 Winchelsea Pkwy, Middletown, DE 19709
  • /19

    $590,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,730 Sq Ft

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

    Benchmark Builders Builder
    530 Wheelmen St Unit 36472052, Middletown, DE 19709
  • /17

    $546,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,441 Sq Ft

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

    Bristole Spacious Living with Style The Bristole offers 2,441 sq. ft. of thoughtfully designed space, featuring 3 bedrooms and 2 baths. Enjoy a main-level owner's suite, open-concept living areas, and a two-car garage. This home is perfect for those seeking comfort and convenience in a vibrant 55+ community.

    Benchmark Builders Builder
    204 Baldy Ln Unit 36481493, Middletown, DE 19709
  • /4

    $758,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,260 Sq Ft

    129 Ayshire Dr Unit HANCOCK GRAND, Middletown, DE 19709

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

    Elizabeth Page-Kramer EXP Realty, LLC

    129 Ayshire Dr Unit HANCOCK GRAND, Middletown, DE 19709
  • /4

    $539,000

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,850 Sq Ft

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

    Step inside this stunning single-family home to discover a first-floor owner's suite with an attached bath and walk-in closet, providing the perfect retreat. Another bedroom and bathroom on the first floor offer more easily accessible living space. The large great room seamlessly flows into the open-concept kitchen and dining area, ideal for entertaining. The first floor also boasts a rear-entry

    Benchmark Builders Builder
    530 Wheelmen St Unit 36460459, Middletown, DE 19709
  • /38

    $599,000

    • 5 Beds
    • 2.5 Baths
    • 3,925 Sq Ft

    413 Rederick Ln, Middletown, DE 19709

    Located in the sought-after Ponds of Odessa in Middletown and within the highly desirable Appoquinimink School District, this under 10-year-old, 5-bedroom, 2.5-bath home offers space and value. Features include a two-story foyer and family room, main floor office, and luxury plank flooring throughout the foyer, living room, office, and family room. The kitchen offers original hardwood flooring,

    Michael Haritos EXP Realty, LLC

    413 Rederick Ln, Middletown, DE 19709
  • /17

    $774,999

    New Construction $5K PRICE INCREASE
    • 5 Beds
    • 3.5 Baths
    • 3,560 Sq Ft

    617 Mccracken Dr, Middletown, DE 19709

    Tours by appointment onlyplease call 302-274-0712 to schedule. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    617 Mccracken Dr, Middletown, DE 19709
  • /15

    $554,000

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

    530 Wheelmen St Unit 3 MIDDLETON RESERVE, Middletown, DE 19709

    Middleton Reserve -To be built new construction. Photos of similar home shown with optional front porch. Benchmark Builders at The Town of Whitehall. Welcome to your new hometown. At Whitehall, the hometown is finally getting its comeback. It's the first town to be founded in Delaware in over a century, and it's planned for all homes, businesses and community traditions that make real towns real

    Lindsay Shaffer RE/MAX Elite

    530 Wheelmen St Unit 3 MIDDLETON RESERVE, Middletown, DE 19709
  • /33

    $602,000

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

    530 Wheelmen St Unit 8 WENTWORTH, Middletown, DE 19709

    Edmonston -TO BE BUILT. Come tour our decorated model during business hours. This 4 bedroom open floor plan welcomes homeowners and visitors alike in a space that flows effortlessly from one room to the next. This plan offers 2 version, the standard offering a first floor owner's suite, and the alternate offering a larger great room and secondary bedroom on the first floor. There is a spacious

    Lindsay Shaffer RE/MAX Elite

    530 Wheelmen St Unit 8 WENTWORTH, Middletown, DE 19709
  • /21

    $540,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    530 Wheelmen St Unit 2 MIDDLETON ELITE, Middletown, DE 19709

    Middleton Elite -TO BE BUILT new construction. This 3 bedroom open innovative floor plan welcomes homeowners and visitors alike in a space that flows effortlessly from one room to the next. Spacious kitchen with hardwood floors, along with 42" maple cabinets, granite countertops, and so much more. The picture shows this home with the largest optional porch, but there are 3 front elevations to

    Lindsay Shaffer RE/MAX Elite

    530 Wheelmen St Unit 2 MIDDLETON ELITE, Middletown, DE 19709
  • /31

    $525,000

    Open Sun 12PM - 2PM $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    32 W Minglewood Dr, Middletown, DE 19709

    Located in the desirable Cricklewood community in Middletown Delaware, this well-maintained colonial-style home offers the perfect blend of space, comfort, and convenience. Featuring a welcoming, open floor plan designed for both everyday living and entertaining, the home boasts generous living areas, a spacious kitchen with granite countertops with plenty of cabinet space. Heading upstairs you

    Scott Farnan BHHS Fox & Roach - Hockessin

    32 W Minglewood Dr, Middletown, DE 19709
  • /39

    $619,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,021 Sq Ft

    400 Rederick Ln Unit 1 GREENSPRING, Middletown, DE 19709

    TO BE BUILT-The Greenspring -This beautiful home features 4 bedrooms, 2.5 baths, 2 car garage.Standard features include a partially finished basement, Granite kitchen countertops, 42" maple cabinets, stainless steel appliances, hardwood floors in foyer, kitchen & breakfast area & a stone water table on the exterior. Appoquinimink School district! Self-Guided Tours available daily 7 am-8 pm.

    Lindsay Shaffer RE/MAX Elite

    400 Rederick Ln Unit 1 GREENSPRING, Middletown, DE 19709
  • /33

    $380,000

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft

    535 Janvier Dr, Middletown, DE 19709

    Welcome to 535 Janvier Drive in the heart of Middletown offering the perfect blend of comfort, space, and outdoor living! Located in the highly sought-after Appoquinimink School District, this property features a spacious fenced yard ideal for entertaining, pets, or play. Enjoy summer days relaxing by the above-ground pool or hosting gatherings on the large rear deck overlooking the backyard

    Tiny Reamer RE/MAX Advantage Realty

    535 Janvier Dr, Middletown, DE 19709
  • /22

    $362,800

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

    2321 Winchelsea Pkwy, 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
    2321 Winchelsea Pkwy, Middletown, DE 19709
  • /16

    $589,775

    New Construction $29K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 2,386 Sq Ft

    3314 Rookery Ln, 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
    3314 Rookery Ln, Middletown, DE 19709
  • /26

    $790,000

    • 4 Beds
    • 4 Baths
    • 4,331 Sq Ft

    118 Goldleaf Dr W, Middletown, DE 19709

    RARE opportunity to own in the Copperleaf division by lennar. This is the traditional Emerson 2 model. Basically like NEW. Built in Feb 2025 this home looks like new. This stunning single-family residence located in the heart of Middletown. Boasting an impressive floor plan and meticulous attention to detail, this home offers the perfect balance of sophisticated entertaining spaces and cozy

    Danielle A Davis Realty Mark Associates-Newark

    118 Goldleaf Dr W, Middletown, DE 19709
  • /4

    $591,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,716 Sq Ft

    Edmonston 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 36469825, Middletown, DE 19709
  • /56

    $749,900

    $15K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 5,400 Sq Ft

    1036 Applecross Dr, Middletown, DE 19709

    Welcome to 1036 Applecross Drive, a stunning, executive-style home set on a desirable northeast-facing corner lot in the highly sought-after Preserve at Deep Creek community. With a fully fenced backyard and thoughtful upgrades throughout, this home is truly move-in ready and designed to impress. From the moment you step inside, it’s clear this residence has been meticulously cared for, with an

    Michael Davis Phoenix Real Estate

    1036 Applecross Dr, Middletown, DE 19709
  • /78

    $975,000

    $25K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,925 Sq Ft

    313 Dillon Cir, Middletown, DE 19709

    Welcome to this exceptional, nearly new luxury residence tucked away on a premium half-acre homesite in the desirable Summit Pointe community. Perfectly positioned at the rear of the neighborhood and backing to canal property, this home offers a rare combination of privacy, scenic views, and modern elegance. From the moment you arrive, the inviting front porch and timeless curb appeal set the

    Rick Anibal RE/MAX Advantage Realty

    313 Dillon Cir, Middletown, DE 19709
  • /6

    $526,000

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

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

    Bloomfield Spacious and Full of Charm The Bloomfield offers 2,053 sq. ft. of thoughtfully designed living in a single-story layout with bonus loft space available. Enjoy 2 bedrooms and 2 baths on the main floor, plus an optional upstairs retreat for guests, hobbies, or storage. With an inviting front porch, open-concept living area, and a rear-entry two-car garage, this home is the perfect blend

    Benchmark Builders Builder
    204 Baldy Ln Unit 36466237, Middletown, DE 19709
  • /19

    $599,000

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

    3030 Ivyhouse Ln, Middletown, DE 19709

    Introducing the Tuscany Luxe, a beautifully appointed home offering 2,151 square feet of thoughtfully designed living space, plus an unfinished basement with endless potential. This elegant residence blends open-concept living with private retreats, perfect for both everyday comfort and entertaining. The main level features a spacious family room anchored by a cozy gas fireplace, flowing

    Lennar Builder
    3030 Ivyhouse Ln, Middletown, DE 19709
  • /80

    $380,000

    • 2 Beds
    • 1.5 Baths
    • 1,420 Sq Ft

    8 Crawford St, Middletown, DE 19709

    Step into a storybook at 8 Crawford Street, where history, charm, and modern luxury intertwine in the beloved “Schreitz House,” circa 1879. From the moment you arrive, the freshly painted exterior, cheerful green shutters, and a welcoming front porch complete with a classic porch swing set the tone for something truly special. It’s the kind of home that feels like it belongs in a novel, yet lives

    Megan Aitken Keller Williams Realty

    8 Crawford St, Middletown, DE 19709
  • /4

    $685,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,368 Sq Ft

    Houston Plan at Rothwell Estates, Middletown, DE 19709

    Tours by appointment onlyplease call 302-274-0712 to schedule. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    126 Green Forest Dr Unit 36481331, Middletown, DE 19709
  • /16

    $657,990

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,772 Sq Ft

    Omaha Plan at Pleasanton, Middletown, DE 19709

    Stunning 2-story family room with lot of natural sunlight.Formal dining room perfect for entertaining.Striking kitchen with large island overlooking great room.Beautiful Looks options available in kitchen.Luxurious primary suite with walk-in closet.Relaxing primary bath with dual sinks.

    K. Hovnanian Homes Builder
    129 Patterson Ct Unit 36475175, Middletown, DE 19709
  • /48

    $499,900

    $10K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,800 Sq Ft

    338 Tiger Lily Dr, Middletown, DE 19709

    **BACK ON THE MARKET DUE BUYER FINANCING ISSUES** Step into comfort and style in this stunning Florence model located in the highly desirable High Hook Farms community. With its charming stone exterior and inviting front porch, this home offers the perfect blend of curb appeal and modern living. Inside, you’ll find 3 bedrooms and 3.5 bathrooms with a bright, open layout designed for both everyday

    Candice Russell EXP Realty, LLC

    338 Tiger Lily Dr, Middletown, DE 19709
  • /42

    $399,900

    Open Sat 11AM - 1PM
    • 3 Beds
    • 3 Baths
    • 2,325 Sq Ft

    506 New St, Middletown, DE 19709

    Welcome to 506 New St — a beautifully renovated ranch home in the heart of Middletown offering 3 bedrooms, 3 full bathrooms, and a finished basement, all within the highly sought-after Appoquinimink School District and walking distance to downtown Middletown’s shops and restaurants. Thoughtfully redesigned from top to bottom, this stunning home showcases a bohemian minimalistic aesthetic paired

    Andrea Harrington Compass

    506 New St, Middletown, DE 19709
  • /25

    $460,000

    New Construction Open Thu 7AM - 8PM $4K PRICE INCREASE
    • 2 Beds
    • 2.5 Baths
    • 1,794 Sq Ft

    314 Charolais St Unit ASHTON MODEL, Middletown, DE 19709

    Welcome to the 55+ community of Traditions at Whitehall - Ashton Carriage Town Home. This home is an end unit has a first-floor owner's bedroom w/ full ensuite bath and walk-in closets, second floor has the 2nd bedroom, loft and an additional full bath. Standard 2-car garage, and additional finished upgrades can be purchased to your taste and budget. Community offers in ground pool w/lounge

    Lindsay Shaffer RE/MAX Elite

    314 Charolais St Unit ASHTON MODEL, Middletown, DE 19709
  • /32

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 1,725 Sq Ft

    105 Littondale Ct, Middletown, DE 19709

    Woods at Lakeside • Appoquinimink School District • Four Season Room • Full unfinished basement • GarageSet in Woods at Lakeside within the Appoquinimink School District, this 3-bedroom, 2.5-bath townhome at 105 Littondale Ct offers 1,725 sq ft of space, thoughtful updates, and a convenient Middletown location. You are near Silver Lake Park, the Middletown YMCA, Appoquinimink Library, Main

    Pamela Cox BHHS Fox & Roach-Christiana

    105 Littondale Ct, Middletown, DE 19709
  • /6

    $809,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,400 Sq Ft

    129 Ayshire Dr Unit LEXINGTON, Middletown, DE 19709

    1st FLOOR OWNER'S SUITE!!!! 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 a community? This is the place for you. ;) Check out some of the many standard features- 9' first and second floors, crown molding in the living room, dining room, and foyer. Shaw hardwood

    Elizabeth Page-Kramer EXP Realty, LLC

    129 Ayshire Dr Unit LEXINGTON, Middletown, DE 19709
  • /14

    $779,990

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,772 Sq Ft

    932 Skimmer St, Middletown, DE 19709

    Welcome to the Omaha—this is your exclusive early look at a beautifully designed home that blends an open-concept layout with charming Farmhouse-inspired elements. Scheduled for settlement in September 2026, this home offers 4 bedrooms, 3.5 baths, and a 2-car garage, delivering both comfort and style. The main living area features a stunning stone fireplace, creating a warm and inviting focal

    Barbara Heilman Delaware Homes Inc

    932 Skimmer St, Middletown, DE 19709
  • /22

    $445,500

    New Construction $39K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,443 Sq Ft

    2311 Winchelsea Pkwy, Middletown, DE 19709

    The Taylor is a brand-new two-story townhome that is designed to promote low maintenance living with a sophisticated twist. As you enter, you are greeted by an open flex room, perfect for a home office or formal dining space, as well as a first-floor laundry room with Whirlpool washer and dryer included. The well-equipped gourmet-style kitchen features modern stainless-steel appliances, sleek

    Lennar Builder
    2311 Winchelsea Pkwy, Middletown, DE 19709
  • /11

    $662,990

    New Construction
    • 5 Beds
    • 3 Baths
    • 2,797 Sq Ft

    Knoxville Plan at Pleasanton, Middletown, DE 19709

    Lovely home office off foyer for working from home. Stylish kitchen with large island overlooking great room. Open great room with tons of windows for sunlight. Extra Suite tucked off great room for overnight guests. Relaxing primary suite with private bath and walk-in closet. Versatile loft on second floor, great for a home theater, gameroom, play room, and more.

    K. Hovnanian Homes Builder
    129 Patterson Ct Unit 36482432, Middletown, DE 19709
  • /53

    $799,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,503 Sq Ft

    129 Ayshire Dr Unit CORONADO, Middletown, DE 19709

    Welcome to the 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

    129 Ayshire Dr Unit CORONADO, Middletown, DE 19709
  • /23

    $562,990

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

    Tuscany Luxe Plan at Venue at Winchelsea 55+ - Winchelsea Singles, 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
    2405 Greyfriar Loop Unit 36041428, Middletown, DE 19709
  • /4

    $269,900

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    945 Lansdowne Rd, Middletown, DE 19709

    "Investers Alert" - This property has been damaged by fire and needs entire Interior renovation including HVAC, Electrical, Drywall, Fixtures, Etc. Priced Accordingly. Buyer has approved plan for extension details can be provided upon request.This home is ready for whole renovation ,buyer can design and upgrade according to their desire.Property contains a direct access garage, enjoy outdoor

    Masood Sadiq Real Broker, LLC

    945 Lansdowne Rd, Middletown, DE 19709
  • /60

    $775,000

    • 5 Beds
    • 4.5 Baths
    • 4,225 Sq Ft

    201 Parker Dr, Middletown, DE 19709

    It's your Lucky Day! Welcome to 201 Parker Drive in the sought after development of Crossland at the Canal. Just in time to purchase your Oasis and enjoy all of the amenities in your own home. This Beautiful home has so much to offer it's new owner, it has 5 bedrooms, 4 full and 1 half bathrooms. When you walk into the bright and open foyer with oak tread flooring throughout the first floor. You

    Sharon Stewart EXP Realty, LLC

    201 Parker Dr, Middletown, DE 19709
  • /62

    $429,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    2510 Chopin Dr, Middletown, DE 19709

    The one many buyers wait for—but rarely find. Welcome to this beautifully maintained 3-bedroom, 2.1-bath home in the desirable Village of Bayberry active adult community, thoughtfully designed for the lifestyle today’s buyers want: main-level living, open entertaining spaces, and comfortable guest accommodations. Step inside and you’ll immediately notice the bright, open layout and gleaming

    Mia Burch Long & Foster Real Estate, Inc.

    2510 Chopin Dr, Middletown, DE 19709
  • /60

    $664,900

    $30K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,936 Sq Ft

    103 Westside Ln, Middletown, DE 19709

    Deep price reduction! Schedule a tour today to see this stunning executive home located in sought-after Westside Hunt and the Appoquinimink School District offers casual elegance, almost 5000 square feet of living space, and solid craftsmanship by Desabatino Construction. This home features a beautiful stone facade, gracious covered porch for morning coffee or relaxing afternoons, gleaming

    Susan Fitzwater RE/MAX Advantage Realty

    103 Westside Ln, Middletown, DE 19709

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