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368 Bow Ln, Middletown
$399,000
2 Beds ⋅ 1 Baths ⋅ 24217601 MLS
Antique 2-Bedroom Cape with Country Charm, 15+ Acres of Land and Endless Potential! Looking for a home with character, charm, over 15 acres of land, and the opportunity to make it your own? This quaint antique 2-bedroom Cape is nestled in a peaceful country setting, with beautiful views from the front porch and backyard that truly make this property special! This antique home received a new roof in the Spring, but it needs your vision and creativity to make the space your own while exploring its potential. The first floor includes an eat-in- kitchen, a laundry room, a full bathroom, and a bonus room. Upstairs, you'll find two bedrooms and a storage area. The bonus on the main level that could serve as a 1st floor bedroom, office or a library, or simply be considered flex space? Enjoy a peaceful country setting while remaining conveniently close to Route 9, Middlesex Health, Middlesex Community College, Wesleyan University, shopping, and the restaurants and amenities of downtown Middletown. If you're looking for an antique home with character and the opportunity to add your personal touch, this could be the one for you!

368 Bow Ln, Middletown

2 Sonoma Ln Unit 2, Middletown
$549,900
2 Beds ⋅ 3 Baths ⋅ 24217347 MLS
Your Next Chapter Starts at 2 Sonoma Lane! Looking for low-maintenance living without sacrificing space, style, or flexibility? Welcome to Sonoma Woods, one of Middletown's sought-after 55+ communities! This beautifully maintained detached home offers approximately 1,903 sq. ft., 2 bedrooms, 2.5 baths, and a layout full of surprises! Step inside to soaring cathedral ceilings, hardwood floors, and a spacious living room with a cozy gas fireplace. The inviting kitchen features granite countertops, abundant cabinetry, and a breakfast nook, while the dining area opens to a private deck, perfect for morning coffee or entertaining. The main-level primary suite offers a walk-in closet and full bath with double vanities and a tiled shower. First-floor laundry adds everyday convenience. Upstairs, discover a second bedroom, full bath, bonus room, and loft offering incredible flexibility. But here's the fun part! Behind charming bookshelf barn doors awaits a hidden retreat that's anything but ordinary! Create your own private speakeasy-inspired lounge, movie hideaway, reading sanctuary, or creative studio. The possibilities are limited only by your imagination! A full basement offers exceptional storage, while the attached two-car garage adds convenience. Enjoy central air, a community clubhouse, and more time for the things you love. Less upkeep, more freedom, and a secret space all your own. Welcome home to 2 Sonoma Lane!

2 Sonoma Ln Unit 2, Middletown

5 Castanea Ct, Middletown
$375,000
2 Beds ⋅ 1 Baths ⋅ 24217229 MLS
Charming ranch sitting on a corner lot in a pretty cul-de-sac neighborhood! Hardwood floors, central a/c and a finished basement! The living room with hardwood floors leads to the dining room and kitchen with new flooring and dishwasher. Two bedrooms with hardwood floors and a full bath finishes the main level. Downstairs is large den with new carpeting and a dry bar, perfect for entertaining! The one car attached garage is spacious and offers more storage! The deck overlooks the pretty lot that boarders a babbling brook (no flood insurance required). Roof and central air are approximately 10 years old. Come enjoy one-level living just minutes from bustling downtown with numerous restaurant, shops and activities! Welcome Home!

5 Castanea Ct, Middletown

1 Forest Glen Cir Unit 6, Middletown
$250,000
2 Beds ⋅ 2 Baths ⋅ 24215771 MLS ⋅ Forest Glen BLDG.
Lovely first-floor, end-unit condo with zero steps for easy entry! This surprisingly spacious home has an open-concept design, offering a roomy heart-of-the-house while keeping the bedrooms nicely separated. Step into the dining and family room, featuring a cozy fireplace and a slider to the patio with a private, locked storage closet. Down the hall at the back, you'll find a large primary suite with a walk-in closet, en suite bath, and a window seat with storage. There's also a large second bedroom, a hallway/guest bath, and a laundry room. Bedrooms are carpeted wall-to-wall, while the rest of the space has rich vinyl plank flooring. Updates include kitchen appliances (2018), hot water heater (2018), primary bath with walk-in shower (2018), washer/dryer (2021), brand-new windows and slider (2025/2026), and dishwasher (2026). Well maintained and full of upgrades-New windows and sliding glass door is WOW! Move in and enjoy easy living! One assigned parking space plus plenty of visitor spots.

1 Forest Glen Cir Unit 6, Middletown

2 Sonoma Ln Unit 2, Middletown
$549,900
2 Beds ⋅ 3 Baths ⋅ 24215482 MLS ⋅ Sonoma Woods BLDG.
Your Next Chapter Starts at 2 Sonoma Lane! Looking for low-maintenance living without sacrificing space, style, or flexibility? Welcome to Sonoma Woods, one of Middletown's sought-after 55+ communities! This beautifully maintained detached home offers approximately 1,903 sq. ft., 2 bedrooms, 2.5 baths, and a layout full of surprises! Step inside to soaring cathedral ceilings, hardwood floors, and a spacious living room with a cozy gas fireplace. The inviting kitchen features granite countertops, abundant cabinetry, and a breakfast nook, while the dining area opens to a private deck, perfect for morning coffee or entertaining. The main-level primary suite offers a walk-in closet and full bath with double vanities and a tiled shower. First-floor laundry adds everyday convenience. Upstairs, discover a second bedroom, full bath, bonus room, and loft offering incredible flexibility. But here's the fun part! Behind charming bookshelf barn doors awaits a hidden retreat that's anything but ordinary! Create your own private speakeasy-inspired lounge, movie hideaway, reading sanctuary, or creative studio. The possibilities are limited only by your imagination! A full basement offers exceptional storage, while the attached two-car garage adds convenience. Enjoy central air, a community clubhouse, and more time for the things you love. Less upkeep, more freedom, and a secret space all your own. Welcome home to 2 Sonoma Lane!

2 Sonoma Ln Unit 2, Middletown

35 Sonoma Ln Unit 35, Middletown
$589,000
2 Beds ⋅ 3 Baths ⋅ 24210931 MLS
Homes in Sonoma Woods don't come available often, and Unit 35 offers one of the largest models in this sought-after 55+ Middletown community. With 2 bedrooms, 2.5 baths, walkout basement with an exercise or craft room, and nearly 2,000 sq ft of living space, this home delivers the ease of condo living without giving up the space you want. The comfortable main level features a fireplace and a heated sunroom overlooking the back of the property, creating additional year-round living space and leading directly onto the deck for relaxing or entertaining. The full walkout basement offers more than 1,000 sq ft, with a portion already finished for even more usable space while still providing plenty of room for storage, hobbies, a workshop or future possibilities. An attached garage, natural gas heat and central air add everyday convenience. Built in 2005, this spacious unit offers a great opportunity for buyers looking to right-size without feeling like they have to squeeze into their next home. With limited turnover in Sonoma Woods, opportunities like this can be hard to find. If you've been waiting for a home in this community, could Unit 35 be the one worth making a move for?

35 Sonoma Ln Unit 35, Middletown

19 Sonoma Ln Unit 19, Middletown
$584,900
2 Beds ⋅ 2 Baths ⋅ 24213623 MLS
A rare opportunity to own a beautifully appointed, original-owner ranch, just 12 years young! Set on a cul-de-sac with a private backyard, this 1,822-square-foot home offers the ease of one-level living with two bedrooms, a dedicated office, and two full baths. An inviting entry foyer, with a tray ceiling, welcomes you into an open floor plan enhanced by hardwood floors throughout, crown molding, and recessed lighting. The sunroom provides a delightful place to relax, with an atrium door opening to the deck for easy indoor-outdoor enjoyment. The spacious primary bedroom features a generous walk-in closet, while natural gas heating and cooking add everyday convenience. An enormous basement offers exciting potential for future expansion, and a two-car garage completes this appealing home. A seldom-available ranch combining comfort, thoughtful details, and room to grow!

19 Sonoma Ln Unit 19, Middletown

565 Newfield St Unit 29, Middletown
$269,900
2 Beds ⋅ 3 Baths ⋅ 24212348 MLS ⋅ Camden Pines BLDG.
Move right in! This spacious and well-maintained 2-bedroom, 2 1/2-bath condo in Camden Pines offers comfortable living with plenty of space to spread out. The main level features a large living room that flows into the dining area and kitchen, creating a welcoming layout for everyday living and entertaining. Step out onto the deck off the living room and enjoy peaceful views overlooking the woods and surrounding nature. Upstairs, you'll find two generously sized bedrooms, each with its own private full bathroom. The finished basement provides additional living space and flexibility for a home office, recreation room, gym, or storage. An attached garage adds convenience, especially during the colder months. Enjoy being within walking distance of many everyday amenities, while also having easy access to major highways for commuting and travel. Visitor parking is just steps away, making it convenient for guests. One dog or one cat is permitted. Clean, comfortable, and very well maintained, this Camden Pines unit is ready for its next owner to move right in and enjoy!

565 Newfield St Unit 29, Middletown

831 Long Hill Rd Unit D, Middletown
$349,000
2 Beds ⋅ 3 Baths ⋅ 24208149 MLS ⋅ Long Hill BLDG.
**MULTIPLE OFFERS RECEIVED! BEST & FINAL OFFERS DUE BY SUNDAY AT 5:00 PM** Rare opportunity to own a beautifully updated end unit condominium in Middletown! Offering added privacy and a peaceful setting, this 2 bedroom, 2.5 bath home has been thoughtfully updated throughout and is truly move in ready. The brand new kitchen features new cabinetry, countertops, fixtures, and appliances, creating a stylish and functional space perfect for everyday living and entertaining. The first floor also features new hardwood flooring and recessed lighting throughout. Additional upgrades include new basement flooring, a new washer and dryer, updated bathrooms, and numerous improvements throughout the home. Privacy, modern updates, and low-maintenance living come together in this desirable end-unit home, conveniently located near Route 9, shopping, restaurants, and downtown Middletown. Nothing to do but move in and enjoy!

831 Long Hill Rd Unit D, Middletown

296 Carriage Crossing Ln Unit 296, Middletown
$217,500
2 Beds ⋅ 2 Baths ⋅ 24209330 MLS ⋅ Carriage Crossing BLDG.
Welcome to the desirable Carriage Crossing community, offering comfortable, low-maintenance living. The open-concept living and dining area features vaulted ceilings, oversized windows that fill the space with natural light, and a wood burning fireplace creating the perfect setting for relaxing. The kitchen well-appointed with stainless steel appliances and a breakfast bar. This layout creates an easy flow into the main living area with hardwood floors perfect for entertaining! BRAND NEW HVAC MAY 2026! Enjoy your own outdoor space, perfect for morning coffee, fall and summer evenings, or relaxing at the end of the day. The two spacious bedrooms provide comfortable retreats with closet spaces and a full private bathroom in each. In-unit laundry off the kitchen and exterior storage add everyday convenience. Carriage Crossing offers an array of amenities, including a swimming pool, clubhouse, fitness facilities, tennis and racquetball courts, and additional recreational spaces. Conveniently located near shopping, restaurants, Route 9, I-91, and the Cromwell area, this home combines an easy lifestyle with excellent everyday accessibility.

296 Carriage Crossing Ln Unit 296, Middletown

1231 Washington St Unit 12, Middletown
$195,000
2 Beds ⋅ 1 Baths ⋅ 24202808 MLS ⋅ Woodgate BLDG.
An airy sense of scale and an exceptional outdoor setting define this spacious second-level residence at the Woodgate condo complex in Middletown. A thoughtfully added entry area provides a convenient place for coats and shoes before leading into the main living space. Beautiful natural light and a soaring cathedral ceiling enhance the combined living and dining area, which opens to the kitchen for a welcoming setting to relax or gather with guests. An oversized loft adds another dimension to the home, offering generous space for a dedicated office, bonus bedroom, creative studio, or additional lounge. Both bedrooms feature sliding glass doors to one of the home's signature features: an expansive Trex deck overlooking a peaceful, treed view. This outdoor retreat offers a lovely place for morning coffee or unwinding at the end of the day, with stairs providing direct access to the rear grounds. In-unit laundry with an all-in-one washer/dryer adds everyday convenience. Nearby Washington Street shopping, downtown Middletown's restaurants and boutiques, and the trails and waterfalls of Wadsworth Falls State Park enrich the location. Route 66 connects to I-91 and Route 9. Discover the space you've been looking for and a deck you'll want to linger on, schedule your private showing and experience this home firsthand.

1231 Washington St Unit 12, Middletown

281 Burgundy Hill Ln Unit 281, Middletown
$149,000
2 Beds ⋅ 1 Baths ⋅ 24207692 MLS ⋅ Peppermill Village BLDG.
Welcome to this well-maintained condo in Middletown, offering comfortable living with a convenient layout. The main level features an open kitchen and living area, primary bedroom, and full bathroom. Head upstairs via the spiral staircase to the loft-style second bedroom, creating a unique and flexible space. Enjoy your own balcony with additional outdoor storage, along with the convenience of in-unit laundry. Situated on the top floor, this condo offers a comfortable setting while remaining conveniently located for commuters, with easy access to Route 9 and I-91. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance home, this condo is ready for its next owner. Come take a look and see all it has to offer!

281 Burgundy Hill Ln Unit 281, Middletown

87 Carriage Crossing Ln Unit 87, Middletown
$249,000
2 Beds ⋅ 2 Baths ⋅ 24208127 MLS ⋅ Carriage Crossing BLDG.
Enjoy comfort, convenience, and low-maintenance living at Unit 87, ideally situated with a courtyard view in the sought-after Carriage Crossing community. This open-concept home features vaulted ceilings, soaring windows, and a living room fireplace. The kitchen, complete with a breakfast nook, opens to the main living space for easy everyday living and entertaining. Two bedrooms, each with its own bathroom, offer privacy and flexibility, while in-unit laundry and central air add everyday convenience. Sliding doors lead to an outdoor patio-an inviting spot for morning coffee-and additional exterior storage adds functionality. This pet-friendly community offers impressive amenities, including a clubhouse, swimming pool, fitness center, and tennis and racquetball facilities. Brand-new exterior security cameras have been installed throughout the complex. Conveniently located near shopping, restaurants, Wesleyan University, Route 9, and I-91, with access to Middlesex Hospital, Yale New Haven Hospital, and Hartford Hospital. Whether you're purchasing your first home, downsizing, or seeking a low-maintenance lifestyle, Unit 87 is ready to welcome you.

87 Carriage Crossing Ln Unit 87, Middletown

33 Howard Ave, Middletown
$299,900
2 Beds ⋅ 1 Baths ⋅ 24208946 MLS
Welcome home to this warm and inviting property offering comfortable living spaces, plenty of natural light, and room to grow. Beautiful hardwood floors add character throughout, while the living room features a cozy fireplace that creates the perfect gathering spot. The spacious dining area flows easily into the kitchen, which offers abundant cabinetry, generous counter space, and plenty of everyday functionality. A bright bonus room surrounded by windows provides flexible space for a playroom, home office, sitting room, or hobby area. Outside, enjoy a fully fenced yard offering privacy and plenty of room for entertaining, pets, gardening, or play, along with the convenience of a detached one-car garage. Downstairs, the huge basement offers tremendous potential for additional finished living space-whether you envision a family room, home gym, office, workshop, or recreation area. With hardwood floors, a fireplace, flexible living spaces, fenced yard, detached garage, and incredible expansion potential in the basement, this home offers a wonderful combination of character, space, and possibility.

33 Howard Ave, Middletown

35 Sonoma Ln Unit 35, Middletown
$589,000
2 Beds ⋅ 3 Baths ⋅ 24208777 MLS ⋅ Sonoma Woods BLDG.
Homes in Sonoma Woods don't come available often, and Unit 35 offers one of the largest models in this sought-after 55+ Middletown community. With 2 bedrooms, 2.5 baths, walkout basement with an exercise or craft room, and nearly 2,000 sq ft of living space, this home delivers the ease of condo living without giving up the space you want. The comfortable main level features a fireplace and a heated sunroom overlooking the back of the property, creating additional year-round living space and leading directly onto the deck for relaxing or entertaining. The full walkout basement offers more than 1,000 sq ft, with a portion already finished for even more usable space while still providing plenty of room for storage, hobbies, a workshop or future possibilities. An attached garage, natural gas heat and central air add everyday convenience. Built in 2005, this spacious unit offers a great opportunity for buyers looking to right-size without feeling like they have to squeeze into their next home. With limited turnover in Sonoma Woods, opportunities like this can be hard to find. If you've been waiting for a home in this community, could Unit 35 be the one worth making a move for?

35 Sonoma Ln Unit 35, Middletown

142 Crystal Lake Rd, Middletown
$369,900
2 Beds ⋅ 1 Baths ⋅ 24207901 MLS
LAKESIDE LIVING ON CRYSTAL LAKE! Welcome to 142 Crystal Lake Road, where everyday living feels like a getaway. Set on picturesque Crystal Lake, this charming 2-bedroom, 1-bath home offers the rare opportunity to enjoy waterside living from your own backyard. Step inside and you'll find 1,188 square feet of comfortable living space with a warm, inviting feel. The home features an updated kitchen, updated bathroom, and an updated primary bedroom, along with important mechanical updates including the boiler and water heater. A stone fireplace/pellet stove creates a cozy focal point for relaxing on cooler evenings. Outside, the private deck is the perfect place to enjoy morning coffee, dinner overlooking the water, or quiet evenings taking in the changing seasons. With direct lake frontage, you'll have the opportunity to enjoy kayaking, fishing, and the peaceful beauty of Crystal Lake right at home. A detached one-car garage provides additional convenience and storage, while the approximately half-acre lot offers a wonderful balance of privacy and waterfront enjoyment.

142 Crystal Lake Rd, Middletown

14 Forest Glen Cir Unit 13, Middletown
$220,000
2 Beds ⋅ 1 Baths ⋅ 24206382 MLS ⋅ Forest Glen BLDG.
"WOW" Run - do not walk to see this spectacular 2nd floor Forest Glen condo! One floor living at its best. The open concept will impress with large great room with fireplace, oversized galley kitchen with breakfast bar, stainless steel appliances including brand new refrigerator, and dining area. Sliders leading to your fantastic-sized deck to enjoy the summer months and outdoor space. Large windows throughout makes this home exceptionally bright and sunny. Good-sized primary bedroom with plenty of closet space. Second bedroom or office. Recent updates include top of the line entire new heating and cooling system with smart thermostat, brand new sliders, new flooring in kitchen, freshly painted. Just bring yourself and all your things and move right in! Convenient location on Cromwell border with easy access to major highways, shopping and dining. Just a short 5-minute drive to downtown Middletown offering an array of restaurants from fine dining to pizza, Main Street shopping and picturesque CT River boardwalk. An easy 25-minute ride to some of CT's most beautiful shoreline towns and beaches.

14 Forest Glen Cir Unit 13, Middletown

201 College St Unit 10, Middletown
$199,000
2 Beds ⋅ 2 Baths ⋅ 24205649 MLS ⋅ Hamlin Court BLDG.
Welcome to a bright and updated townhouse-style condo offering a comfortable layout and several features that set it apart. The first floor has been refreshed with luxury vinyl plank flooring and includes a spacious living area, dining space, and modern-style kitchen. Upstairs, two bedrooms are accompanied by a versatile bonus room featuring a vaulted ceiling and skylight, offering an ideal spot for a home office, reading room, gym, or creative space. Newer windows installed in 2020. One of the best highlights is the private composite deck overlooking the courtyard, creating an enjoyable outdoor space without the maintenance of a traditional yard. The unit also includes in-unit laundry, dedicated enclosed basement storage, 1 parking spot in the private lot and some overflow parking. With the association currently having capacity for rentals, this condo offers flexibility for an owner occupant or investor. Conveniently located next to Wesleyan's art building, near Downtown Middletown, Wesleyan University, shopping, dining, and major commuter routes. Cash buyers only.

201 College St Unit 10, Middletown

Unit 2-41 Webster Ln Unit 145, Middletown
$689,000
2 Beds ⋅ 2 Baths ⋅ 24205132 MLS
Expect the best! Carefree living at Founders' Ridge, the premier award-winning 55+ community in Central Connecticut! Introducing the highly sought-after Kirby II model home, now available for IMMEDIATE occupancy. This is the last Kirby II available at this price point. Located in Middletown's desirable Westfield section, this thoughtfully designed 1,555-square-foot, single-level home offers an ideal blend of comfort, style, and convenience. Inside, you'll find elegant white cabinetry, quartz countertops, and a spacious walk-in pantry that combine beauty with functionality. Hardwood flooring flows throughout the main living areas, while the bathrooms and laundry room feature durable tile flooring. A bright bay window in the front room fills the space with natural light and offers sweeping views. Outside, the private rear patio provides the perfect setting for relaxing or entertaining. Additional highlights include natural gas heating and central air conditioning for year-round comfort. Some photos are of similar homes and may include optional upgrades. Agent/owner related.

Unit 2-41 Webster Ln Unit 145, Middletown

500 Washington St Unit #8, Middletown
$135,000
2 Beds ⋅ 2 Baths ⋅ 24204426 MLS
*** BRAND NEW 2-BEDROOM, 2-BATH MOBILE HOME - Fresh, Modern & Ready for You! *** Welcome to 500 Washington Street #8 in Middletown Mobile Home Park! Be the first to call this brand-new 2-bedroom, 2-full-bath mobile home yours. Designed with modern comfort and easy living in mind, this beautiful home offers a fresh, stylish interior and the peace of mind that comes with owning brand new. At the heart of the home is a beautifully appointed kitchen featuring elegant Glacier Quartzite countertops and new stainless steel appliances, including refrigerator, dishwasher, microwave/hood vent, and upgraded smooth-top electric range. The desirable 2-bedroom, 2-bath layout provides added privacy and flexibility-perfect for a guest room, home office, or additional living needs. Additional features include 200-amp electrical service and an efficient, low-maintenance design. Mobile home scheduled to be delivered onsite October 9, 2026, with anticipated move-in availability October 30, 2026. Everything is new, and all that's missing is you! Don't miss your opportunity to be the very first owner-schedule your showing and make #8 your new home! ***Note: Home to be delivered and installed onsite. Sketch is a rendering of the New Mobile Home Model. Colors and Details may differ. New Mobile Home on Pad Site - Taxes to be determined. Purchaser to verify with local municipality. MMHP LLC - one of the parties to the LLC has an active real estate license ***

500 Washington St Unit #8, Middletown

210 Carriage Crossing Ln Unit 210, Middletown
$249,900
2 Beds ⋅ 2 Baths ⋅ 24198658 MLS ⋅ Carriage Crossing BLDG.
Welcome to 210 Carriage Crossing Lane, a desirable end-unit condo offering comfort, convenience, and low-maintenance living in the popular Carriage Crossing community. This bright and inviting 2-bedroom, 2-bath home features an open floor plan with a vaulted ceiling and fireplace in the living room, creating a spacious and comfortable gathering area. The kitchen opens easily to the main living space, while in-unit laundry adds everyday convenience. Step outside to your private patio, perfect for relaxing or enjoying your morning coffee, with additional exterior storage for added functionality. Carriage Crossing offers an impressive selection of amenities, including a clubhouse, swimming pool, fitness center, and tennis/racquetball facilities. Conveniently located near shopping, restaurants, Route 9 and I-91, this end unit combines a great location with easy condo living. Whether you're looking for your first home, downsizing, or simply seeking a low-maintenance lifestyle, 210 Carriage Crossing is one you won't want to miss!

210 Carriage Crossing Ln Unit 210, Middletown

500 Washington St Unit #4, Middletown
$89,900
2 Beds ⋅ 1 Baths ⋅ 24201126 MLS
*** Remodeled Home in Middletown Mobile Home Park *** Welcome to 500 Washington Street #4, a beautifully refurbished 1986 Peerless Supra offering fresh, move-in-ready living in a convenient Middletown location. This 14' x 60' home features 840 sq. ft., 2 bedrooms and 1 full bath, with extensive updates throughout. The brand-new kitchen shines with quartz countertops, new cabinetry, refrigerator, electric range, sink and faucet. Enjoy new flooring throughout, fresh interior paint, new closet doors and a new front door. The remodeled bath features a new tub/shower insert, vanity and toilet. Additional improvements include a brand-new central A/C system, new electrical line, added insulation, new skirting and stairs, plus new washer/dryer hookups. Thoughtfully refreshed from top to bottom, this inviting home combines modern finishes, comfort and low-maintenance living. Move right in and enjoy - Schedule your private showing today! (On new pad site - taxes to be determined. Purchaser to verify with local municipality.MMHP LLC - one of the parties to the LLC has an active real estate license.)

500 Washington St Unit #4, Middletown

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