372

Middlesex County CT Homes for Sale

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  • /40

    $849,900

    • 4 Beds
    • 3 Baths
    • 2,496 Sq Ft

    3 Anchorage Ln, Old Saybrook, CT 06475

    Life by the water starts here at 3 Anchorage Ln, a spacious Colonial in Old Saybrook set beside the marina with deeded 10-foot access for convenient boat loading and unloading. This 4-bedroom, 3 full bath home offers 2,496 sqft designed for everyday comfort and coastal living. The beautifully remodeled kitchen is the true anchor of the home, ideal for gatherings and seamlessly connected to the

    Arek Wtulich William Raveis Real Estate

    3 Anchorage Ln, Old Saybrook, CT 06475
  • /37

    $725,000

    Coming Soon
    • 4 Beds
    • 1.5 Baths
    • 1,088 Sq Ft

    27 Gates Rd, Old Saybrook, CT 06475

    Rare opportunity to own a classic Connecticut shoreline beach cottage in the highly sought-after Cornfield Point Beach Association. Located just three homes from the water, this seasonal cottage offers water views from the enclosed breezeway and captures the timeless charm of Old Saybrook coastal living. Original hardwood floors, knotty pine walls, authentic beadboard, oversized rooms, and a

    Jennifer Gurnell William Raveis Real Estate

    27 Gates Rd, Old Saybrook, CT 06475
  • /30

    $320,000

    • 2 Beds
    • 1 Bath
    • 846 Sq Ft

    134 Longwood Dr, East Haddam, CT 06423

    Charming Seasonal Getaway at Lake Hayward! Meticulously maintained and completely move-in ready, this 846 sq. ft. seasonal cottage offers the ideal layout for effortless lake living and weekend retreats. The heart of the home is an oversized living and dining area anchored by a cozy propane fireplace-perfect for crisp mornings or chilly evening gatherings. Surrounding the main living space are

    Carolyn Kress Berkshire Hathaway NE Prop.

    134 Longwood Dr, East Haddam, CT 06423
  • /13

    $12,000,000

    • Land
    • 20.21 Acres
    • $593,765 per Acre

    1405-1445 Boston Post Rd, Old Saybrook, CT 06475

    Bushnell Farm presents a rare opportunity to acquire one of the Connecticut shoreline's most unique and historically significant properties. Located on Boston Post Road in Old Saybrook, this 20.21-acre property offers an exceptional combination of history, character, visibility, and development potential. The property features open meadows, mature trees, historic New England stone walls, and the

    Casey Fisher Houlihan Lawrence WD

    1405-1445 Boston Post Rd, Old Saybrook, CT 06475
  • /26

    $60,000

    • 1 Bed
    • 1 Bath
    • 697 Sq Ft

    14 Mountainview Rd, East Hampton, CT 06424

    Opportunity is knocking at the lake! This 1-bedroom, 1-bath mobile home offers incredible potential for the right owner ready to bring their vision to life. Set in a location that captures beautiful views of Lake Pocotopaug, this property is all about possibilities. Whether you're looking for a renovation project, a seasonal getaway, or an investment opportunity, this home provides a rare chance

    Carl Guild Carl Guild & Associates

    14 Mountainview Rd, East Hampton, CT 06424
  • /40

    $825,000

    $170K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,343 Sq Ft

    136 Goose Hill Rd, Chester, CT 06412

    Welcome to 136 Goose Hill Rd. This home has been tastefully redesigned inside and out with no expense spared. Featuring 4 bedroom, 3 full bathroom, over 3,300 sq ft of beautifully finished living space sitting on just over 2 acres. Step inside to discover all-new hardwood flooring throughout the main level and a thoughtfully designed open-concept layout ideal for both everyday living and

    Chris Torrez RE/MAX One

    136 Goose Hill Rd, Chester, CT 06412
  • /40

    $799,900

    • 3 Beds
    • 2 Baths
    • 3,904 Sq Ft

    17 Markham Rd, East Hampton, CT 06424

    Hidden at the end of a quiet country lane, this home sits 8.72 secluded acres, surrounded by towering trees and open field giving the feeling of a private retreat. Custom-built home combines rustic craftsmanship with modern comfort, its exposed post-and-beam construction creating a warm, timeless character. Nine-foot ceilings & gleaming hardwood floors make the main living spaces feel open and

    Deborah Walden eXp Realty

    17 Markham Rd, East Hampton, CT 06424
  • /21

    $169,000

    $29K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    18 Pleasant Trail, Killingworth, CT 06419

    This beautifully remodeled mobile home is located in a sought-after 55+ community. It features new high-end windows, vinyl siding, luxury vinyl plank flooring, updated lighting, and more. From the moment you step inside, you'll notice the thoughtful updates throughout. The kitchen offers new appliances and modern finishes, while the spacious living room is filled with natural light from the large

    Logan Lacroix NextHome Elite Realty

    18 Pleasant Trail, Killingworth, CT 06419
  • /40

    $1,459,000

    $31K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 3,978 Sq Ft

    23 Welsch Farms Rd, Killingworth, CT 06419

    Nestled behind the circular driveway and surrounded by curated landscaping, this exceptional French Normandy country home offers a rare combination of architectural charm, artistic vision, quality craftsmanship and complete privacy. With 4,000 square feet of living space, the residence features five bedrooms and five baths, a beautiful modern kitchen, dining room with wet bar and large living

    Jay Kelly William Raveis Real Estate

    23 Welsch Farms Rd, Killingworth, CT 06419
  • /35

    $950,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,032 Sq Ft

    24 Indian Dr, Clinton, CT 06413

    Nestled along the shoreline where the Indian River meets Long Island Sound, the Country Club Estates neighborhood is one of Clinton's most sought-after waterfront communities. In the heart of Clinton, this established neighborhood offers a unique blend of coastal beauty, recreational opportunities, and small-town New England charm. Updates to this home in 2020 include a large addition (primary

    Bonnie Fillion Berkshire Hathaway NE Prop.

    24 Indian Dr, Clinton, CT 06413
  • /19

    $75,000

    $25K PRICE DROP
    • Land
    • 1 Acre
    • $75,000 per Acre

    0 Turkey Hill Rd, Chester, CT 06412

    Discover the perfect setting to build your dream home in the desirable Wig Hill area of Chester, Connecticut. Located near Cockaponset Sate Forest and the scenic Connecticut River valley. This beautiful one-acre level building lot features approximately 211 feet of road frontage and dimensions of roughly 200 x 200 feet, offering ample space and flexibility to bring your custom plans and ideas to

    Charles Kroopneck Charles Kroopneck Real Estate

    0 Turkey Hill Rd, Chester, CT 06412
  • /39

    $275,000

    $35K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 764 Sq Ft

    95 Wildwood Rd, Colchester, CT 06415

    This charming 1948 seasonal cottage at Lake Hayward is full of character and timeless appeal. Offering 2/3 bedrooms, hardwood floors, a vintage-style kitchen, and a beautiful fieldstone fireplace, this inviting cottage is the perfect place to relax and enjoy lake living. Enjoy captivating lake views from the spacious 29x8 screened porch, providing an additional 240 square feet of seasonal living

    Carolyn Kress Berkshire Hathaway NE Prop.

    95 Wildwood Rd, Colchester, CT 06415
  • /14

    $136,000

    $4K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    25 Whitewood Rd, Killingworth, CT 06419

    Welcome to easy, low-maintenance living in the desirable Beechwood 55+ Community! Situated on a peaceful corner lot, this well-maintained home offers privacy, comfort, and numerous recent updates. Inside, you'll find a bright and inviting layout featuring a walk-in tub, updated vanity, new blinds, a new dishwasher, and a newer 50-gallon hot water heater. A stackable washer and dryer are also

    Michael Tran Property Works New England

    25 Whitewood Rd, Killingworth, CT 06419
  • /34

    $1,300,000

    • 12 Beds
    • 8 Baths
    • 9,890 Sq Ft

    13 Portland St, Middletown, CT 06457

    Unique mixed-use opportunity in Middletown offering strong cash flow and flexible ownership potential. Property consists of a fully occupied 4-family, a fully occupied 2-family, and two 1,600 SF commercial garage/workshop spaces all situated on one lot with views of the Connecticut River and Arrigoni Bridge. One commercial space is leased, while the second vacant garage offers ideal owner-user

    Sacha Armstrong William Pitt Sotheby's International Realty

    13 Portland St, Middletown, CT 06457
  • /35

    $425,000

    • 4 Beds
    • 2 Baths
    • 1,352 Sq Ft

    104 Bell St, Middletown, CT 06457

    Welcome to 104 Bell Street - a rare find on 2.6 private acres in the heart of Middletown. This 4-bedroom, 2 full bath home offers a truly unique setting where you drive down a long, secluded driveway and cross a bridge over Sawmill Brook to arrive at your own private oasis. Fully updated throughout, this home features a renovated kitchen, updated bathrooms, new flooring, new 200-amp electrical

    Warren Juall HOMESELL

    104 Bell St, Middletown, CT 06457
  • /39

    $690,000

    • 4 Beds
    • 4 Baths
    • 4,500 Sq Ft

    68 High St, Portland, CT 06480

    Custom-built by renowned local builder McGinley, this exceptional home is tucked away at the end of a peaceful private road, in the desirable The Highlands subdivision, privately situated on 3.34 acres. Thoughtfully designed and built as the builder's own residence, this spacious home offers quality craftsmanship, character, and incredible versatility throughout. A grand foyer welcomes you into

    Jody Smaglis Coldwell Banker Realty

    68 High St, Portland, CT 06480
  • /39

    $304,900

    • 2 Beds
    • 1 Bath
    • 704 Sq Ft

    127 Longwood Dr, East Haddam, CT 06423

    Welcome to the desirable Lake Hayward community, offering the ideal blend of comfort, charm, and the ultimate lake lifestyle. This well-maintained seasonal cottage features two generously sized bedrooms and one updated full bath. The inviting living room boasts a cozy propane fireplace-perfect for crisp mornings and chilly evenings-along with French doors that open to a sun-filled, versatile

    Carolyn Kress Berkshire Hathaway NE Prop.

    127 Longwood Dr, East Haddam, CT 06423
  • /27

    $549,900

    • 3 Beds
    • 3 Baths
    • 2,520 Sq Ft

    4 Sanfords Bridge, East Haddam, CT 06423

    Welcome to Sanfords Bridge Estates, a distinctive Hadlyme neighborhood centered around a picturesque covered bridge, private pond, walking trails, and approximately 15 acres of preserved open space. Set on a private 1.19-acre lot, this spacious 2,520-square-foot Colonial offers four bedrooms, three full baths, and a flexible floor plan designed for comfortable everyday living and entertaining. A

    John Huhn Coldwell Banker Realty

    4 Sanfords Bridge, East Haddam, CT 06423
  • /4

    $425,000

    • Land
    • 6.6 Acres
    • $64,394 per Acre

    1143 & 1145 Saybrook Rd, Haddam, CT 06438

    Discover the potential of this remarkable 6.6-acre parcel tucked into the natural landscape of Haddam. Thoughtfully improved and ready for development, the property features an existing access drive leading to a spacious open building area with approvals supporting two separate home sites. Whether you are seeking the perfect location for a private estate, multi-generational living arrangement,

    Erica Stone iHeart Homes Real Estate LLC

    1143 & 1145 Saybrook Rd, Haddam, CT 06438
  • /40

    $1,095,000

    • 5 Beds
    • 2.5 Baths
    • 3,741 Sq Ft

    8 Meeting House Rd, Haddam, CT 06438

    Welcome to 8 Meeting House Road, a secluded and serene retreat. This special property was the former Reverend John Marsh parsonage circa 1818. It has been privately owned for the last 41 years by the same family and is now ready for a new steward. This gracious historic home features a light-filled eat-in kitchen, a fabulous enclosed sunporch overlooking verdant views of the property, and

    Susan Malan William Pitt Sotheby's Int'l

    8 Meeting House Rd, Haddam, CT 06438
  • /17

    $589,900

    New Construction Open Sun 12PM - 2PM $40K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,430 Sq Ft

    137 Webster Ln Unit 2-42, Middletown, CT 06457

    Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "MARTIN II," Under CONSTRUCTION! Now with many new UPGRADES - available for occupancy in early 2027 Located in the highly sought-after Westfield section of Middletown, this beautiful 1,430 sq. ft. home has the convenience of single-floor living with top-of-the-line features and Elegant Design:

    Phyllis Bysiewicz Berkshire Hathaway NE Prop.

    137 Webster Ln Unit 2-42, Middletown, CT 06457
  • /3

    $495,000

    • Land
    • 57.41 Acres
    • $8,622 per Acre

    0 S Dish Mill Rd Unit 24082788, Haddam, CT 06441

    Over 57+ Acres of land with distant views of the CT River from various points. Great for a private retreat, family compound, or residential development. Possible Owner Financing Available.

    Craig Milton Re/Max Valley Shore

    0 S Dish Mill Rd Unit 24082788, Haddam, CT 06441
  • /38

    $475,000

    • 1 Bed
    • 1.5 Baths
    • 1,430 Sq Ft

    159 Wrights Pond Rd, Westbrook, CT 06498

    Welcome to 159 Wrights Pond, this secluded Chalet built on over 3 private acres, features beautiful hardwood floors, open floor plan ideal for entertaining and views of Wrights Pond. Other features include an oversized two car garage, detached two car garage with wood shop, and whole house generator. Wrights pond is ideal for kayaking, fishing ect. Located just minutes from award-winning

    Cheryl Cook Re/Max Valley Shore

    159 Wrights Pond Rd, Westbrook, CT 06498
  • /40

    $465,000

    New Construction
    • 2 Beds
    • 2.5 Baths
    • 1,525 Sq Ft

    61 West St Unit 15, Middletown, CT 06457

    Experience elevated living in this brand-new luxury townhome, thoughtfully designed with quality craftmanship, modern finishes, and an open concept layout ideal for everyday living and entertaining. This is a spacious 2 bedroom 2.5 bath home. The chef-inspired kitchen showcases GE stainless steel appliances, white shaker cabinetry, premium quartz countertops, sleek black hardware, and

    Milena Mineri Social & Co Realty

    61 West St Unit 15, Middletown, CT 06457
  • /6

    $757,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,860 Sq Ft

    505 Freya Ln, East Hampton, CT 06424

    The awaited Phase II is now available for Lake Overlook Estates. 2 beautiful homesites with views of Lake Pocotopaug. Lot 16 is 1.22 acres and Lot 20 is 2.21 acres. The Magnolia. Fantastic architectural exterior detailing includes covered porch with columns, 2 large bay extensions with hip roofs, one in dining room and one in office, and multiple gables and roof lines. Truly a grand exterior!

    Mark Toledo Berkshire Hathaway NE Prop.

    505 Freya Ln, East Hampton, CT 06424
  • /40

    $625,000

    • 4 Beds
    • 2.5 Baths
    • 3,129 Sq Ft

    247 Clark Hill Rd, East Haddam, CT 06423

    Warm, welcoming, and designed with both comfort and entertaining in mind, this 4-bedroom, 2.5-bath home sits on 2.11 acres in East Haddam and offers plenty of space to enjoy inside and out. A desirable first-floor primary suite features a walk-in closet and private bath with a glass-enclosed shower and bidet, creating a comfortable retreat. At the heart of the home is the large eat-in kitchen,

    Jason Boice eXp Realty

    247 Clark Hill Rd, East Haddam, CT 06423
  • /40

    $380,000

    Coming Soon
    • 3 Beds
    • 1.5 Baths
    • 1,264 Sq Ft

    75 Main St, Rockfall, CT 06481

    Classic 1906 Colonial charm meets thoughtful updates in the storybook village of Rockfall. A window-wrapped front sun porch welcomes you home, while to the side of the home a screened porch with exposed timber rafters feels like a treehouse over the yard, an outdoor living room for three seasons. Inside, wide-plank pine floors and natural wood trim carry authentic turn of the century character

    Jonathan Zuromski Real Broker CT, LLC

    75 Main St, Rockfall, CT 06481
  • /4

    $250,000

    • 3 Beds
    • 1.5 Baths
    • 1,326 Sq Ft

    164 Airline Ave, Portland, CT 06480

    Calling all INVESTORS and BOATERS, as well as anyone else willing to give this cozy nest some TLC! Situated walking distance to the NEW River Bend Landing, a short distance to Birdon Marina and a hop, skip and a jump to the Members-Only Meriden Motor Boat Club, all this home needs, is a vision to bring this Cape to life! Brand new furnace and all new pipes; half bathroom has started a

    Vaiva Baltonis Coldwell Banker Realty

    164 Airline Ave, Portland, CT 06480
  • /35

    $399,900

    • 4 Beds
    • 1.5 Baths
    • 1,664 Sq Ft

    41 Roberts Rd, Westbrook, CT 06498

    Welcome to 41 Roberts Road, a wonderful opportunity to create your ideal shoreline retreat. Situated on 1.84 private acres at the end of a quiet cul-de-sac, this 4-bedroom, 1.5-bath home offers over 1,600 square feet of living space and endless potential for customization. Whether you're looking for a year-round residence, vacation getaway, or investment opportunity, this property provides the

    Cheryl Cook Re/Max Valley Shore

    41 Roberts Rd, Westbrook, CT 06498
  • /36

    $1,595,000

    Open Sun 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 2,708 Sq Ft

    46 West Ave, Essex, CT 06426

    1/2 mile walk to Essex Village, the marina, shops, and restaurants, this historic residence is nestled within one of Essex's most desirable neighborhoods. Thoughtfully reimagined by an established interior designer, the home masterfully blends modern luxury with the timeless charm quintessential to Essex. Original architectural details including hand-carved doors, staircase banister, fireplace

    Steve Wollman Wollman Realty

    46 West Ave, Essex, CT 06426
  • /18

    $1,450,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,570 Sq Ft

    81 Essex Rd, Old Saybrook, CT 06475

    Introducing a rare opportunity to build your dream home in one of Connecticut's most desirable shoreline communities. Located at 81 Essex Road in Old Saybrook, this to-be-built home by Silvin Homes offers the flexibility to choose from multiple thoughtfully designed floor plans and finishes, allowing you to create a home that fits your lifestyle and budget. What truly sets this property apart is

    Rachael Cisz Serhant Connecticut, LLC

    81 Essex Rd, Old Saybrook, CT 06475
  • /40

    $469,900

    $80K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,496 Sq Ft

    234 Airline Rd, Clinton, CT 06413

    Nestled on more than 1.4 private acres, this sprawling ranch offers 3 bedrooms, 2 full bathrooms, an oversized two-car garage, two storage sheds, and so much more. The spacious eat-in kitchen features a propane gas stove, stainless steel appliances, and ample space for everyday living and entertaining. The light filled living room is highlighted by a stunning three unit picture window and a

    Cheryl Cook Re/Max Valley Shore

    234 Airline Rd, Clinton, CT 06413
  • /38

    $500,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft

    79 Wesley Ave, Westbrook, CT 06498

    NEW PRICE!! Tucked away on a lush, private wooded lot, this authentic retreat offers the ultimate shoreline lifestyle just in time for summer. Perfectly blending natural privacy with coastal convenience, you're a short stroll from the sands of West Beach. The sun-drenched interior radiates warmth, highlighting a spacious, updated eat-in kitchen complete with premium appliances and granite

    Annemarie Bellenoit Berkshire Hathaway NE Prop.

    79 Wesley Ave, Westbrook, CT 06498
  • /5

    $675,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft

    9 Old Colony Rd, Old Saybrook, CT 06475

    Rare opportunity to create your dream home in one of Old Saybrook's most sought-after beach communities! Located across from Cornfield Point Beach Association, with deeded beach rights, this .23-acre property includes access to the beautiful sandy beach a short walk away making daily walks to the shoreline effortless. Surrounded by attractive homes, the setting alone makes this a standout

    Joel Lucas Coldwell Banker Realty

    9 Old Colony Rd, Old Saybrook, CT 06475
  • /38

    $1,200,000

    • 3 Beds
    • 2.5 Baths
    • 2,128 Sq Ft

    170 Old Post Rd, Old Saybrook, CT 06475

    Step back in time and discover the beauty of this extraordinary antique home, set on an acre of landscaped grounds, with an enchanting guest cottage. The Bushnell-Dickinson House is a Georgian colonial that retains its original features inside and out. including original wide-board pine flooring, paneled walls, four fireplaces, two staircases, dentil moldings, authentic hardware and classic

    Rose McWaid William Raveis Real Estate

    170 Old Post Rd, Old Saybrook, CT 06475
  • /40

    $499,900

    • 3 Beds
    • 2.5 Baths
    • 1,699 Sq Ft

    69 Ledgebrook Ln, Middletown, CT 06457

    Welcome home to this beautifully maintained Contemporary Colonial, perfectly situated on a peaceful cul-de-sac in a desirable neighborhood. Offering the ideal blend of style, comfort, and functionality, this home features 2.5 baths, efficient natural gas heat, newer central air, vinyl siding, and 200-amp electrical service for added peace of mind. The remodeled kitchen is the heart of the home,

    Michelle Pirruccio Carl Guild & Associates

    69 Ledgebrook Ln, Middletown, CT 06457
  • /23

    $189,000

    • 2 Beds
    • 1 Bath
    • 792 Sq Ft

    11 Old Forge Rd, Westbrook, CT 06498

    Well cared for low maintenance Ranch close to town and shopping. Many updates. Property shows very nice. New siding w/insulation approximately 2 years old. New stove, new kitchen window. Newer slider to rear sun porch overlooking very private setting, perfect for your morning coffee. Excellent retirement location or part-time summer residence. Quiet community. Easy to show.

    Greg Young Berkshire Hathaway NE Prop.

    11 Old Forge Rd, Westbrook, CT 06498
  • /6

    $744,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,821 Sq Ft

    502 Freya Ln, East Hampton, CT 06424

    The awaited Phase II is now available for Lake Overlook Estates. 2 beautiful homesites with views of Lake Pocotopaug. Lot 16 is 1.22 acres and Lot 20 is 2.21 acres. The Heritage. The Heritage offers a fantastic open floor plan, den/flex room, open great room to kitchen in entire back of home, dramatic 2-story entry with open railing staircase. The upstairs boasts 4 large bedrooms, 2.5 baths, a

    Mark Toledo Berkshire Hathaway NE Prop.

    502 Freya Ln, East Hampton, CT 06424
  • /40

    $659,900

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,196 Sq Ft

    73 Long Hill Rd, Deep River, CT 06417

    Good design is all about the details and this well maintained custom Colonial is just what you have been looking for in the perfect shoreline home. Recently updated, the current owner's signature style has magically taken this charming home from ordinary to extraordinary with her colorful design. From the warm and welcoming entrance, to the well-appointed kitchen or the cozy family room centered

    Peg Mitchel Coldwell Banker Realty

    73 Long Hill Rd, Deep River, CT 06417
  • /40

    $179,900

    $8K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 592 Sq Ft

    52 Jobs Gate 2, Portland, CT 06480

    WATERFRONT ! Enjoy This Cozy WATERFRONT Home located in Portland, CT. Grab your Coffee every morning and Walk down and Jump right in the Water! Don't miss enjoying this summer 2026 & the summers to come, Family Fun in this Home on Jobs Pond ! This Home has full views overlooking THE WATER! This Home offers a Living room with views overlooking the Water, open Kitchen & Dining area, Bedroom, newer

    Ron Jedziniak eXp Realty

    52 Jobs Gate 2, Portland, CT 06480

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