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3 Deerfield Rd, Old Saybrook
$715,000
4 Beds ⋅ 3 Baths ⋅ 24168780 MLS
Exceptional Colonial! This stunning 1916 sq.ft. home is in the desirable Meadowood area, offering convenient access to restaurants, shops, beaches & some water views. It is ideal for commuters, with proximity to I-95, and Boston & New York City only 2.5 hr. away. The home boasts hardwood floors, with a tile floor in the kitchen. The spacious living room is complete with a wood-burning fireplace. Adjacent to the kitchen is a family room featuring a gas fireplace, creating a cozy spot for reading or relaxation. The updated kitchen is equipped with quartz countertops, a double oven, and is conveniently next to the dining room. Enjoy outdoor living with a spacious screened-in porch & adjoining deck, perfect for morning coffee or hosting BBQs. The level backyard offers plenty of room for outdoor activities. The 2nd floor offers a spacious remodeled full bath & 4 comfortable bedroom. The primary bedroom suite is highlighted by a walk-in closet & full bath, your private retreat. Thermopane windows maintain the warmth in winter & cool in summer. The baseboard heat and mini split heat pumps, ensuring comfort throughout the year. The roof & gutters are only about seven years old, adding to the home's reliability. The 2-car garage includes a pull-down staircase to a garage attic, offering additional storage space. This home is meticulously maintained, providing both style and comfort. This property stands out as an exceptional opportunity in today's market.

3 Deerfield Rd, Old Saybrook
41 Farview Ave, Old Saybrook
$630,000
4 Beds ⋅ 2 Baths ⋅ 24158623 MLS
New to the market...you have been waiting for this location near Kavanagh (Trask) Park!! Charming Cape Cod next to one of Old Saybrook's wonderful town parks- walk or bike to town, library, schools, Main St. shops/restaurants, Harvey and Town beaches!! Step into this two-story home offering it's new owners a cherry and bright living room which was featured in "Shore Homes" and "Coastal Homes" with hardwood floors and beautiful fireplace; the dining room is just off the sunny, open kitchen with lots of cabinetry leading to an amazing breezeway that you will want to spend warm weather days and evenings here with a good book or cool drink; this breezeway connects the main house to the garage. Also on the main floor is an updated half bath along with a smaller bedroom or den with closet. The second floor offers three additional bedrooms plus an updated full bath with 5' shower! The basement is currently unfinished but waiting for the next owners to create a wonderful space -- no water worries here ----there is a Budget Dry waterproofing basement system in place including a brand new dehumidifier system along with a battery backup sump pump, perimeter drainage. This lovely home located in a much desired area all on a level lot with matured plantings, has been meticulously maintained over the years. Don't miss this great opportunity you have been waiting for!

41 Farview Ave, Old Saybrook
25 Sunset Rd Unit 7, Old Saybrook
$750,000
2 Beds ⋅ 3 Baths ⋅ 24156732 MLS ⋅ Oyster River Landing BLDG.
Your chance to own in highly desirable Oyster River Landing-just steps from a private marina and the community's inground pool. This beautifully maintained three-level townhouse offers comfortable luxury, expansive water views, and a lifestyle that blends coastal living with everyday convenience. A sun-filled home features seven rooms, including 2 bedrooms, 2 full bathrooms, 1 half bath, a dedicated office/flex room, and a one-car garage. Step inside to hardwood floors and an open living/dining area anchored by a wood-burning fireplace, built-in cabinetry, and a custom desk area. Large sliders draw you toward the private deck, where sweeping water views and an electric awning create the perfect setting for morning coffee or sunset cocktails. The remodeled chef's kitchen features granite countertops, panel-front appliances, hardwood flooring, and a built-in breakfast area-ideal for casual dining. Upstairs, you'll find 2 well-appointed bedrooms, each with its own en-suite bathroom. The primary suite offers two walk-in closets, an updated bath, and serene views of the water. The 2nd bedroom also includes a walk-in closet and private en-suite bath perfect for guests. A fully finished lower level adds fantastic bonus space, including a large recreation room, a cedar closet, an office/flex area, and an additional laundry area. Oyster River Landing is perfect for anyone seeking a waterfront lifestyle in the heart of Old Saybrook with its marina, pool, and spectacular views.

25 Sunset Rd Unit 7, Old Saybrook
129 Nehantic Trl, Old Saybrook
$850,000
2 Beds ⋅ 2 Baths ⋅ 24164667 MLS
MOVE-IN READY! Remodeled story book Cape Cod in the desirable Indian Town beach community with marsh and ocean views! This designer remodeled year round beach home is anything but average. Fall in love with the gorgeous new kitchen with GE Cafe appliances, stunning Taj Mahal Quartzite counters, and large island. Relax in the impressive great room with vaulted ceilings, substantial exposed trusses, and a cozy propane fireplace. Soak in beautiful ocean and marsh views, then enjoy meals in the bright, multipurpose sunroom, featuring abundant natural light and a charming faux fireplace. This beauty offers 2 bedrooms and 2 full baths, including a new main floor primary suite. Other recent updates include new roof, geomatrix septic system, windows, doors, minisplits for heating and cooling and fresh paint throughout. Enjoy the convenience of its fenced-in yard and circular driveway. Located in a golf cart-friendly neighborhood, it is just steps to the two community beaches and marina. Lovingly named, Moore-at-the-Shore, the home was originally built by a descendant of one of the founder's of the Benjamin Moore Paint Company. This one-of-a-kind home has a great history and is ready to welcome its newest owners.

129 Nehantic Trl, Old Saybrook
124 Old Boston Post Rd, Old Saybrook
$299,000
24165491 MLS
Considering a new build now or in the future? Can't find, "just the right property?" It's time to secure this very special location. Welcome to 124 Old Boston Post Road, an incredible .31 acre building lot in the heart of downtown Old Saybrook. Walk to the Acton Library, Trask Park tennis/pickleball and splash pad and a half mile to Main Street restaurants, shops, town offices and schools. Enjoy the loop - a morning bike ride to Saybrook Point, across the South Cove Causeway and home - magnificent views in seven miles. Spend the afternoon at Fenwick for a quick round of golf and catch the sunset at Town Beach. Pick up your favorites at Walt's for an evening grill or enjoy Old Saybrook's terrific restaurants. All are a short distance from the property. Old Saybrook is a small town with big amenities and easy access to Saybrook Station making it a wonderful weekend, summer and year round destination. Come for a weekend, stay forever.

124 Old Boston Post Rd, Old Saybrook
4 Fenwood Ln, Old Saybrook
$1,036,000
4 Beds ⋅ 2 Baths ⋅ 24167269 MLS
Refined coastal retreat at 4 Fenwood Lane, in the Fenwood Beach Association of Old Saybrook, offering distant views of Long Island Sound and a seamless blend of luxury and shoreline living. This freshly painted, thoughtfully updated beach house is ideally located just one home from the main road, providing both convenience and a private setting. Enjoy deeded beach rights and a short walk to Fenwood Beach, with easy options to walk, bike, or take a golf cart to nearby destinations including Fenwick Golf Course. Designed for year-round or seasonal living, this well-appointed shoreline home also presents an exceptional opportunity as a weekend retreat or second home. The interior features new hardwood floors and a spacious light-filled layout. The chef's kitchen opens to expansive living and dining areas with a fireplace creating inviting gathering spaces. A sun-drenched sunroom captures natural light and distant water views, offering a relaxing setting throughout the Shoreline seasons. The private backyard and deck provide ideal outdoor entertaining space after a day at the beach. Turnkey and move-in ready for summer, this property is just minutes to Saybrook Point Marina and the Causeway, with convenient access to Liv's Oyster Bar, Pizza Works, Walt's, Sweet Luna's, and shopping on Main Street. Amtrak rail service from Old Saybrook offers direct access to New York City and Boston. Come live the dream on Old Saybrook shoreline, where every day feels like vacation.

4 Fenwood Ln, Old Saybrook
185 Ingham Hill Rd, Old Saybrook
$800,000
4 Beds ⋅ 3 Baths ⋅ 24154527 MLS
Set on a generous, professionally landscaped lot in one of Old Saybrook's most desirable locations, this inviting 4-bedroom, 2.1-bath home offers the perfect blend of comfort, charm, and versatility-both inside and out. From the moment you arrive, the property impresses with its stunning stonework, lush grounds, and a large, oversized barn/shed-ideal for hobbyists, storage, or creative pursuits. Step inside to find warm hardwood floors throughout and a thoughtfully designed layout that accommodates both everyday living and entertaining. The spacious living room is anchored by a classic wood-burning fireplace, creating a cozy focal point. The eat-in kitchen offers plenty of space for casual dining, while the formal dining room is perfect for hosting gatherings. A welcoming family room features a second propane fueled fireplace, providing both ambiance and an efficient supplemental heat source during the colder months. Beautiful built-ins and doors that open to a spacious three season screened in porch. A beautifully remodeled half bath with laundry completes the main level. Upstairs, you'll find four well-proportioned bedrooms, each offering comfort and flexibility. The primary has its own bath with a newly tiled shower and there is a full bath to accommodate the other bedrooms. The partially finished lower level expands your living space with a dedicated TV room and two separate office areas-ideal for today's work-from-home lifestyle or additional recreational use.

185 Ingham Hill Rd, Old Saybrook
2 Pequot Trl, Old Saybrook
$804,999
2 Beds ⋅ 1 Baths ⋅ 24158468 MLS
Welcome to 2 Pequot Trail, perfectly positioned within Old Saybrook's desirable Indian Town Association, this beautifully maintained coastal ranch offers a rare opportunity to enjoy shoreline living in one of the area's most established waterfront neighborhoods. This stunning home captures the relaxed charm and lifestyle that make Indian Town and Old Saybrook at large, so sought after. Completely remodeled in 2016, the 950 sq ft ranch has been thoughtfully updated to create bright, comfortable living spaces with a clean coastal feel. Hardwood floors run throughout the home, while the kitchen features white cabinetry, stainless steel appliances, and distinctive leathered granite countertops that add both character and durability. Natural light fills the living spaces, creating an inviting setting for everyday living or relaxed gatherings. Sliding doors open to a spacious deck with marsh and water views, providing the perfect spot for outdoor dining, morning coffee, or unwinding after a day near the water. The property includes a finished detached garage, currently used as a private office, offering flexible space ideal for remote work, a studio, or creative retreat separate from the main home. Additional highlights include central air conditioning, a on demand hot water heater, and paved driveway. Set within the Indian Town community and just moments from the shoreline, this home offers a wonderful blend of comfort, coastal charm, and location. Start making memories today!

2 Pequot Trl, Old Saybrook
33 Briarwood Dr, Old Saybrook
$685,000
3 Beds ⋅ 2 Baths ⋅ 24163699 MLS
Direct waterfront living in Old Saybrook with deeded Cornfield Point beach rights and a private dock (dock in need of repair). Set on a private lot at 33 Briarwood Dr, this 3 bedroom, 2 bath residence captures expansive marsh and tidal channel views with stunning daily sunsets that define the coastal lifestyle. Out with the old and in with the new! Move-in ready with thoughtful updates including a newly renovated bathroom, freshly painted interior, and polished hardwood floors throughout. The refreshed kitchen offers a clean, modern aesthetic with wallpaper removed and updated cabinetry, creating a bright and inviting space for everyday living and entertaining. An open, light filled layout enhances the connection to the water, while a flexible studio or space provides options for a home office, lounge, or future sunroom designed to maximize views. Enjoy the natural beauty of the shoreline with seamless indoor-outdoor potential. Per current information, flood insurance is not required. Conveniently located near beaches, marinas, Main Street dining, boutique shopping, and rail service to New Haven, Hartford, and beyond. A rare opportunity to own updated waterfront property with sunset views and deeded beach access.

33 Briarwood Dr, Old Saybrook
100 Dudley Ave Unit F31, Old Saybrook
$735,000
2 Beds ⋅ 3 Baths ⋅ 24160496 MLS
Enjoy effortless shoreline living with sweeping views of North Cove from this beautifully renovated, move-in ready townhouse-style condo in the heart of Old Saybrook. Perfect as a second home or easy downsize, this light-filled residence offers an open layout designed to capture the water from the updated kitchen open to the dining and living areas taking in the water views. The spacious two-bedroom design includes a stunning primary suite with its own full bath and spectacular cove views, plus a total of 2.5 baths. A cozy wood-burning fireplace, central air, and a one-car garage add comfort and convenience, while the finished, dry full basement provides excellent bonus space for guests, hobbies, or a home office. Ideally located just steps from parking and moments to everything, enjoy a true village lifestyle-walk to restaurants, shops, and local amenities, with the train station, golf course, and town beach just minutes away. The well-maintained association features a large clubhouse for gatherings and a beautiful in-ground pool. A rare opportunity to enjoy turnkey waterfront living in one of the shoreline's most desirable communities.

100 Dudley Ave Unit F31, Old Saybrook
6 South St, Old Saybrook
$162,000
24166874 MLS
Highest & Best by 3pm on 4/28! Move into your dream home by autumn! This exceptional lot is truly shovel-ready, and includes full plans for a beautifully designed 3-bedroom home with water views. All essential approvals and documentation are in place, including septic plans and B100, along with fully transferable building permits-saving you time and effort! Prefer your own design? You can easily customize while using the same footprint for a streamlined process. Current permits are valid through summer 2027, giving you flexibility to build on your timeline. Tucked away on a quiet dead-end road shared by just two other homes, this location offers both privacy and charm. Walk or bike to the water, Saybrook Point, and the vibrant downtown historic district of Old Saybrook. A rare opportunity to build with ease in a highly desirable coastal setting!

6 South St, Old Saybrook
3 Birch St, Old Saybrook
$750,000
3 Beds ⋅ 2 Baths ⋅ 24163503 MLS
*Seller is calling for Hightest and Best by Monday at 5:00pm * Enjoy the ease of one-floor living in this charming ranch-style home ideally located in the heart of Old Saybrook. Set on a desirable corner lot, this 3-bedroom, 1.5-bath residence offers approximately 1,600 square feet of comfortable living space. Just a short walk to Main Street, you'll love the convenience of nearby shopping, dining, and everyday amenities. Inside, the home features a spacious layout highlighted by a cozy fireplace, perfect for relaxing evenings. A screened-in porch provides a peaceful spot to unwind while taking in views of the Connecticut River. Additional features include a two-car attached garage and owned solar panels, offering energy efficiency and long term savings. A wonderful opportunity to enjoy in-town living with scenic surroundings-don't miss this one!

3 Birch St, Old Saybrook
12 Toms Rd, Old Saybrook
$1,849,000
3 Beds ⋅ 2 Baths ⋅ 24162292 MLS
Overlooking its own private sandy beach with breathtaking water views in every direction, this beautifully renovated 1,652 sq ft year-round beach home offers the perfect blend of comfort and coastal luxury. Ideal for a second-home buyer or those looking to downsize in style, this property delivers an exceptional shoreline lifestyle.The home features a bright, open-concept layout with great flow, highlighted by hardwood floors on the main level and a spacious living area that captures sweeping views of Long Island Sound. A first-floor bedroom and full bath provide easy one-level living, while two additional upper-level bedrooms and a second full bath offer comfortable space for family and guests. Step out onto the expansive deck just off the main living area and take in stunning sunrises and sunsets over the water. Whether entertaining or relaxing, the views are simply unforgettable. Enjoy direct access to your own private beach, plus a shared dock on Back River-perfect for kayaking or small boating enthusiasts. Additional features include a large storage shed and ample parking for up to 8 cars. Turnkey and in excellent condition, this is a rare opportunity to own a private waterfront retreat designed for easy, year-round coastal living.

12 Toms Rd, Old Saybrook
10 Edwards Rd, Old Saybrook
$680,000
2 Beds ⋅ 1 Baths ⋅ 24158383 MLS
Charming 2 bedroom ranch set on a .20 acre lot in desirable Old Saybrook Cornfield Point Beach community. This home features an open and inviting living room that flows into the dining area and beautifully remodeled kitchen, creating an ideal space for everyday living and entertaining. The updated kitchen and remodeled bathroom add modern touches while maintaining the home's comfortable charm. Downstairs, the finished basement offers a versatile space with built-ins and plenty of room for storage, a home gym, office, or additional living area. Step outside to enjoy the beautiful backyard, complete with a large deck. A wonderful opportunity to enjoy easy one level living in a great shoreline location with beach rights.

10 Edwards Rd, Old Saybrook
367 Main St Unit 7, Old Saybrook
$670,000
2 Beds ⋅ 2 Baths ⋅ 24147136 MLS ⋅ Banbury Crossing BLDG.
WOW! A free-standing condo in the highly sought-after Banbury Crossing community. This stunning 2-bedroom, 2-bath residence offers 1,235 sq. ft. of effortless single-floor living at its finest. From the moment you step inside, you'll notice how natural light pours into the home, creating a bright and uplifting atmosphere throughout. The heart of the home features a beautiful living area anchored by gleaming hardwood floors and a cozy gas fireplace. The layout flows perfectly into the dining space and an updated kitchen that's been tastefully refreshed for the modern chef. Everything you need is conveniently located on one level, providing a seamless transition between rooms. What truly sets Unit 7 apart is the incredible 3-season room, a private sanctuary perfect for enjoying your morning coffee or unwinding in total privacy. This home also features an attached garage, main floor laundry, gas heat (2014), and central air(2024) for year-round comfort. Brand new roof (2024) With very low condo fees in this impeccably maintained complex, you get the privacy of a detached home with none of the hassle. Take a short stroll to the quintessential town center to enjoy boutique shops and fantastic dining, take a quick drive to the beach, or wander through the nearby North Cove Historic District. This is a rare opportunity to secure a truly exceptional home-don't miss out! MULTIPLE OFFERS RCVD. EMAIL ALL OFFERS BY 8PM MONDAY 3-9-26

367 Main St Unit 7, Old Saybrook
23 Clinton Ave, Old Saybrook
$905,000
3 Beds ⋅ 2 Baths ⋅ 24160897 MLS
Welcome to 23 Clinton Avenue, Old Saybrook - a stunning, fully renovated 3-bedroom, 2-bathroom home spanning 1,500 square feet, where modern farmhouse charm meets coastal elegance. Just a few hundred feet from the water and over a mile from the Old Saybrook Point Inn, this picture-perfect retreat is ideally situated for convenient access to downtown, the town beach, and the Fenwick area. Whether you're seeking a weekend getaway or full-time coastal living, this like-new gem offers water views from the second-floor deck and is the ultimate haven in the heart of it all. Step through the front door into an inviting open floorplan that seamlessly blends the living room, dining area, kitchen, and a newly added front space, creating an airy and welcoming atmosphere. The home exudes a modern farmhouse vibe with thoughtful coastal accents throughout. The gourmet kitchen is a standout, featuring upgraded stainless steel appliances, custom shaker two-tone cabinetry, a seashell-inspired backsplash that infuses beachy vibes, a gas oven with hood, drawer microwave, designer hardware, and a perfect pantry for all your storage needs. On the first floor, a convenient mudroom greets you at the side entry, leading to an airy bedroom and a spacious bathroom boasting an oversized standup tile shower, stunning finishes, and an integrated laundry room. Ascend the custom staircase beneath a vaulted ceiling to the second-floor landing, where two additional bedrooms await - both with captivating wate

23 Clinton Ave, Old Saybrook
9 2nd Ave, Old Saybrook
$500,000
2 Beds ⋅ 1 Baths ⋅ 24159117 MLS
Experience the charm of picturesque Old Saybrook & enjoy all that shoreline living has to offer incl. beaches, boating, fine dining, theater & Main Street shopping.This well-maintained ranch-style home offers comfortable one-level living on a quiet dead-end street, conveniently located just minutes to downtown, Routes 9, I- 95, marinas & a public boat launch. The home is nicely landscaped & thoughtfully updated. It features 2 bedrooms w/gleaming hardwood floors & new ceiling fans, along w/a tastefully renovated bathroom showcasing a walk-in shower. The light-filled interior highlights a fully renovated kitchen w/new cabinetry,quartz countertops, SS appliances, gas range w/hood & smart refrigerator. A charming 3-season sunroom provides a cozy spot to enjoy morning coffee or unwind at the end of the day. Step outside to a newly built wraparound deck offering ample room for grilling & outdoor seating, overlooking a private backyard. Additional updates: new roof (2020), an 11-year-old septic system, solar panels installed 2025, Central AC 2017 & an updated electrical system-making this an energy-efficient home. A garage & generous basement provide excellent storage options. This move-in-ready home is ideal as a condo alternative, for first-time buyers, those looking to downsize, or anyone seeking the ease of one-floor living. Enjoy a short walk to the scenic Connecticut River. Pride of ownership is evident thruout-don't miss the opportunity to make this charming home your own!

9 2nd Ave, Old Saybrook
11 S View Ter, Old Saybrook
$840,000
4 Beds ⋅ 2 Baths ⋅ 24157266 MLS
Perfectly positioned in one of Old Saybrook's most desirable shoreline neighborhoods, this beautifully updated 4-bedroom home offers the coastal lifestyle buyers dream about. Sun-filled living spaces and thoughtful updates create a setting that feels both refined and relaxed. Homes in locations like this rarely become available. Offering 2,005 square feet of inviting living space, the home has been extensively refreshed with a new roof, renovated kitchen and bathrooms, fresh interior paint, and a new sliding glass door leading to the outdoor living area. Inside, hardwood floors and natural light fill the home, while the updated kitchen showcases white cabinetry, quartz countertops, subway tile backsplash, and stainless-steel appliances, opening naturally into comfortable living and dining spaces ideal for everyday living and entertaining. Step outside to a spacious Trex deck overlooking a private fenced backyard with tranquil marsh views - the perfect setting for morning coffee, evening sunsets, and summer gatherings. A spacious outdoor shower completes the classic shoreline experience. With a two-car garage and a quiet neighborhood setting, this home is just a short walk to Main Street, schools, beaches, a playground with splash pad, and tennis and pickleball courts. A kayak launch at the end of the street provides direct access to the marshes and Long Island Sound, making this a rare opportunity to enjoy coastal living in one of Old Saybrook's most sought-after locations.

11 S View Ter, Old Saybrook
167 Ingham Hill Rd, Old Saybrook
$560,000
3 Beds ⋅ 2 Baths ⋅ 24156496 MLS
Privacy, acreage, and beach-town access converge in this 1.09-acre Ingham Hill property in Old Saybrook. Built in 1984 by Bob Day and offered for the first time by the original owner, this Colonial delivers rare space along the Connecticut Shoreline just minutes from beaches, marinas, and downtown amenities. With under 1,400 square feet, two full baths, and an attached garage, the flexible layout includes a first-floor bedroom and full bath for convenient one-level living, guest accommodations, or home office use. The living room features a fireplace and sliders to the backyard, creating seamless indoor-outdoor access to the level yard. AA-1 zoning and generous lot size provide versatility for outdoor living, gardening, recreation, or future expansion. Approximately 1.5 miles to Harvey's Beach and Old Saybrook Town Beach, and about 2 miles to Saybrook Point marinas and waterfront dining. Close to The Kate (Katharine Hepburn Cultural Arts Center), Liv's Oyster Bar, Walt's Food Market, and Mystic Market West. Easy access to Old Saybrook Amtrak Station and Shore Line East commuter rail service to New Haven, New London, and NYC. A rare opportunity to enjoy Connecticut shoreline living with land, privacy, and direct access to beaches, boating, dining, and rail.

167 Ingham Hill Rd, Old Saybrook
18 Quarry St, Old Saybrook
$510,000
4 Beds ⋅ 2 Baths ⋅ 24137642 MLS
Downtown Old Saybrook location offers true small town charm, a first floor primary bedroom, and two full baths. Tucked away on a quiet dead end street just steps to sidewalks, this classic New England style home presents a renovation opportunity in one of the shoreline's most desirable neighborhoods. Walk to Trask Park, the Old Saybrook Library, local shops, and favorites like Walt's Market. Enjoy performances at The Kate, relax at Harvey's Beach or Town Beach, spend the day boating from Safe Harbor Marina, or stroll the waterfront at Saybrook Point. Fenwick Golf Course and marinas are just minutes away. Amtrak service nearby provides convenient access to New York and Boston, making commuting or weekend travel simple. Set on a cleared half acre with mature landscaping and blooming perennials, the property offers privacy and curb appeal. Inside, the spacious living room with fireplace flows into a large eat in kitchen with room to update and make it your own. First floor primary bdrm provides everyday convenience and flexibility, and with 2 full baths, the layout works beautifully for guests, family, or comfortable one level living. A three season screened porch extends the living.space and invites relaxed summer evenings. Solid bones, exceptional walkable location, and long term value in one of Connecticut's most desirable shoreline towns. Updates could certainly be done, which creates opportunity. Rather than paying a premium for someone else's design choices, make your ow

18 Quarry St, Old Saybrook

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