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106 Hawley Ave, Milford
$505,000
3 Beds ⋅ 2 Baths ⋅ 24207840 MLS
Welcome to Woodmont, where coastal lifestyle meets a true sense of community. Just steps from Anchor Beach and Woodmont beach, this charming 3 bedroom, 1.5 bath home is ideally positioned to enjoy everything this beloved shoreline neighborhood has to offer. The inviting living room features beautiful hardwood floors, a wood-burning fireplace, and distinctive wood plank ceilings accented by crisp white beams. The spacious eat-in kitchen easily accommodates a large dining table, making it perfect for casual family meals or entertaining. French doors open to the fenced in backyard, creating an easy flow between the kitchen and outdoor space. Just beyond the dining area you'll find a convenient mudroom and half bathroom. Three bedrooms and a full bath complete the second floor, providing comfortable private quarters. Above, the large unfinished third floor presents an exciting opportunity for additional living space and the possibility of water views - a blank canvas ready to be transformed into whatever best suits your vision. The backyard is manageable and welcoming, while some of Milford's best recreation is just beyond your doorstep. Spend summer days at the beach, taking in spectacular sunsets on an evening walk. Woodmont Day, Porch Fest and the Woodmont Road Race are all part of the unique character that makes this community so special. Unbeatable shoreline location. Approachable price point. Room to transform this house into your perfect coastal retreat!

106 Hawley Ave, Milford

109 Hillside Ave, Milford
$2,125,000
5 Beds ⋅ 4 Baths ⋅ 24201489 MLS
The best water views in Milford! Designed by award-winning, Yale-trained architect Ray Oliver, this custom coastal home offers 5 bedrooms, sweeping water views from almost every room, abundant natural light and the beauty and tranquility of this special, private setting. Upon arrival, you are welcomed by mature, low-maintenance perennial gardens and the soothing sounds of the fountain. A dramatic wall of windows frames the Long Island Sound from the main living area, while French doors open to an expansive waterfront deck-perfect for dining, entertaining or watching the boats, changing tides, sunrises and sunsets. High ceilings, a beautiful stained-glass window and three marble baths add architectural character. The thoughtfully designed layout offers multiple gathering spaces and features abundant closets and storage, a walk-in pantry and beautifully updated chef's kitchen. A serene second floor book nook and primary bedroom suite with 6-foot Jacuzzi tub and stunning views, offer peaceful retreats. 2 additional bedrooms, a full bath and laundry complete the second floor. The third floor offers 2 more bedrooms with walk-in closets plus a full bath. Launch a kayak, watch the sailboats or enjoy coastal birdlife from a wonderfully private vantage point. 2-car garage plus 4 driveway spaces! Set on a quiet one-way street with sidewalks, a nearby playground and restaurants within walking distance, this exceptional waterfront home offers privacy and a special coastal lifestyle.

109 Hillside Ave, Milford

2 Paris St, Milford
$735,000
3 Beds ⋅ 3 Baths ⋅ 24186986 MLS
Beautiful, completely renovated, three floor, 3-bedroom, 2.5-bath move in ready beach house in Milford's sought-after Woodmont neighborhood, offering stunning water views of Long Island Sound. The spacious first floor features a bright, expansive living room with a cozy fireplace and large windows that flood the space with natural light. The modern kitchen boasts a large island, perfect for cooking and entertaining, and flows into the dining area. A convenient powder room and additional storage area complete the main level. On the second floor, you'll find two generously-sized bedrooms, each with their own private balcony and water views, as well as a laundry area and a full bath. The third floor is dedicated to a luxurious primary suite, complete with a large walk-in closet, a spa-like en-suite bath, and a private porch with scenic water views. Additional features include central air and a detached garage. 70 feet from the water. Private courtyard, perfect for cookouts, and enjoying the outdoors. Being sold furnished or unfurnished.

2 Paris St, Milford

56 Salem Walk, Unit 56, Milford
$400,000
2 Beds ⋅ 2 Baths ⋅ 24198091 MLS ⋅ Longmeadow BLDG.
Desirable 2-bedroom, 2.5-bath townhouse located at the end of a cul-de-sac in the sought-after Longmeadow Condominiums. This bright and inviting home enjoys morning sunshine and afternoon sunlight on the rear patio. The welcoming living room features a double window & woodgrain vinyl floor and flows into the dining area, with sliders leading to the spacious rear patio, currently being rebuilt by the Association. The updated galley kitchen is a chef's delight, featuring maple cabinetry, tile flooring, and stainless appliances. A convenient half bath completes this main level. Upstairs, you'll find two spacious bedrooms with great closet space and a nicely remodeled full bathroom. The finished lower level offers wonderful flexibility and serves as a family room, home office or guest room. It includes a handsomely designed full bath with shower. A large laundry room provides additional space and can function as a kitchenette, offering versatility for your needs. Updated mechanicals add to the overall appeal and peace of mind you get with this condo. The complex has 2 swimming pools, a grass playground and basketball court. Very convenient to walk to nearby Anchor beach, shopping plaza, schools and church. Move-in ready and thoughtfully updated, this wonderful townhouse is ready for its next owner to make it home!

56 Salem Walk, Unit 56, Milford

25 Greenwich Way Unit 25, Milford
$370,000
3 Beds ⋅ 2 Baths ⋅ 24196524 MLS ⋅ Longmeadow BLDG.
Enjoy the perfect combination of comfort, convenience, and scenic beauty in this desirable 3-bedroom, 1.5 bath, end-unit townhouse overlooking the peaceful marsh. The bright, open floor plan features hardwood flooring throughout the main level, creating a warm and inviting living space ideal for both everyday living and entertaining. The spacious eat-in kitchen offers an island with seating, abundant cabinetry, and plenty of room for family gatherings. A convenient first-floor laundry room, generous closet space, and ample storage add to the home's functionality. Residents enjoy exceptional community amenities, including an adult pool, childs pool, playground, and basketball court. Ideally located just minutes from Woodmont and Anchor Beaches, shopping, dining, and major commuter routes, this home offers the best of shoreline living in a sought-after location.

25 Greenwich Way Unit 25, Milford

6 Snowapple Ln, Milford
$505,000
3 Beds ⋅ 3 Baths ⋅ 24182619 MLS
Set on a quiet cul-de-sac just minutes from Milford's shoreline, 6 Snowapple Lane offers the space, updates, and location today's buyers are looking for. The main living area is bright and open, with a beautiful kitchen that connects naturally to the dining and living spaces, making it easy to entertain or simply enjoy everyday life. The primary bedroom includes its own bath, while two additional bedrooms provide flexibility for family, guests, or work-from-home needs. Downstairs, you'll find a versatile lower level featuring a large recreation room, additional bathroom, laundry area, and space that could serve as a home office, fitness room, or hobby area. An attached garage adds convenience and extra storage. Recent improvements and features make this home move-in ready. Beyond the home itself, the location is hard to beat. Schools, shopping, restaurants, parks, and Milford's beautiful coastline are all within easy reach, with Anchor Beach close by. Whether you're looking for a place to settle in or a home that offers room to grow, 6 Snowapple Lane is ready for its next chapter.

6 Snowapple Ln, Milford

8 Paris St, Milford
$550,000
2 Beds ⋅ 2 Baths ⋅ 24195934 MLS
Enjoy breathtaking, unobstructed water views from this beautifully maintained coastal home in one of Milford's most sought-after shoreline neighborhoods. Just a short walk to the beach, this exceptional property offers the best of waterfront living with no flood insurance required. At the heart of the home, a stunning floor-to-ceiling stone fireplace creates a warm and inviting focal point, perfect for gathering with family and friends. The updated kitchen features modern finishes and flows seamlessly into the living spaces, while two bedrooms and two full bathrooms provide comfort and convenience. Set on a generously sized lot, this property offers exceptional outdoor space with exciting potential for future expansion, subject to local approvals. Whether you're looking for a year-round residence or a weekend retreat, this home combines spectacular views, an unbeatable location, and endless possibilities. Experience everything Milford has to offer-from miles of beautiful sandy beaches and a vibrant harbor to its charming downtown filled with locally owned restaurants, cafes, breweries, boutiques, and year-round community events. Enjoy easy access to Metro-North, I-95, parks, marinas, and the Milford Green, making this an ideal location for commuters and those seeking the very best of Connecticut shoreline living.

8 Paris St, Milford

217 Merwin Ave, Milford
$515,000
3 Beds ⋅ 1 Baths ⋅ 24159730 MLS
Located in the highly sought-after Woodmont neighborhood, this amazing property is ideally situated on over half of an acre of beautiful, fully usable land. The main level features a generously sized Living Room with a nicely appointed Eat-in Kitchen with high-end stainless appliances. The dining area has room for formal dinners and gatherings with sliders access to an inviting deck. Three generously size bedrooms with good closet space & a lovely updated full bath complete the main level. An expansive walk-out heated lower level offers an additional 516 sq.ft. of finished space with endless possibilities for a home office, potential 4th bedroom, recreation room or gym. Enjoy the expansive backyard oasis with an above-ground pool and lush landscaping perfect for relaxation and entertaining. This home is located in the heart of Woodmont and just 2 minutes away from Woodmont beach! Close proximity to schools, parks, plenty of shopping/restaurants, highways & so much more! Make your home ownership dreams a reality. Schedule your showing today!

217 Merwin Ave, Milford

79 Soundview Ave, Milford
$565,000
3 Beds ⋅ 2 Baths ⋅ 24185029 MLS
Rarely available in this sought-after beach community, this 3-bedroom, 2 full bath home sits on a sprawling, oversized lot offering endless possibilities for expansion or future enhancements. Filled with character & natural light, the home features hardwood floors, skylights, tons of closet space & water views from within. The spacious & airy family room is anchored by a cozy wood-burning stove, creating the perfect gathering space year-round. The well-appointed kitchen is an entertaining delight, complete with granite countertops, a center island, tile backsplash, abundant cabinetry, & two ovens. Water views can be enjoyed from the living room & first-floor bedroom, while two generously sized full baths and a main-level office with laundry hookup provide convenience & flexibility. Additional bedrooms showcase vaulted ceilings, wood beams, & skylights, adding warmth & charm throughout. Peace & tranquility await on the covered porch overlooking Long Island Sound, while the enormous deck & above-ground pool, surrounded by private fencing, create the ultimate setting for summer entertaining. Recent improvements include a brand-new boiler, natural gas service, & ductless mini-split units for year-round comfort. Enjoy a short walk to the water & easy access to Milford's vibrant downtown, restaurants, shopping, & local amenities. Create memories that will last a lifetime and make this exceptional coastal retreat your next home. Schedule a viewing today!

79 Soundview Ave, Milford

37 Dunbar Rd, Milford
$490,000
3 Beds ⋅ 1 Baths ⋅ 24183139 MLS
Feel the saltwater breezes and enjoy an easy stroll just three short blocks to Woodmont's gorgeous sandy beaches from this charming 3-bedroom Cape Cod in one of Milford's most sought-after coastal communities. Offering a flexible floor plan that accommodates both one-level living and additional bedrooms upstairs, this home is ideal for a variety of lifestyles. The spacious main level welcomes you with a sunny foyer featuring a soaring cathedral ceiling. An entertainment-sized Living Room with a fireplace provides, while the thoughtfully designed kitchen makes meal preparation effortless and opens seamlessly to the Dining Room. A stunning Family Room showcases a beamed cathedral ceiling, skylight, and direct access to the oversized deck and backyard, creating an inviting space for everyday living and entertaining. A main-level bedroom and recently updated full bath offer convenient one-floor living options, while two additional bedrooms on the upper level provide flexibility for guests, home office space, or growing households. Beautiful hardwood flooring. Outside, enjoy an expansive deck overlooking a large fenced yard that's perfect for pets, play, and outdoor gatherings. Additional features include a one-car garage, newer siding, roof, furnace, and windows. Whether you're looking for a year-round residence, beach retreat, or investment in a premier shoreline location, this affordable Woodmont gem offers endless potential to customize and make it your yours!

37 Dunbar Rd, Milford

30 Squire Ct, Milford
$575,000
3 Beds ⋅ 3 Baths ⋅ 24181481 MLS
Thoughtfully designed and filled with natural light, this beautifully maintained raised ranch home offers approximately 1,960 square feet of comfortable living space with 3 bedrooms and 2.5 baths. Warm hardwood floors, oversized windows, creates an inviting atmosphere in the spacious living room, while the open dining area flows seamlessly into the bright kitchen featuring abundant cabinetry, ceramic tile flooring, and plenty of space for everyday living and entertaining. The private primary suite serves as a peaceful retreat with hardwood flooring and and bath featuring a walk-in shower. The lower level offers a generously sized family room complete with gas ready brick fireplace and half bath, providing flexible space for recreation, a home office, or gatherings with family and friends. Sliders leading to large fenced in yard Step outside to your own backyard sanctuary. The expansive, yard features a paver patio, and plenty of room for outdoor entertaining, summer barbecues, gardening, or simply relaxing in a private setting. A two-car garage and ample storage add everyday convenience. Ideally located in a desirable neighborhood close to schools, shopping, parks, and local amenities, this home perfectly blends comfort, functionality, and lifestyle. A wonderful opportunity to enjoy both tranquility and convenience in one exceptional property. Situated on 1/3 acre on a cul-de-sac. Seller needs to find suitable housing.

30 Squire Ct, Milford

30 Gerard St, Milford
$530,000
3 Beds ⋅ 2 Baths ⋅ 24188444 MLS
30 Gerard St is located in Milford's desirable Woodmont neighborhood-known for its miles of beach, paddle boarding, and true coastal lifestyle. This home shows pride of ownership inside and out, offering an updated layout with bright living spaces, modern finishes, and a private backyard for entertaining or relaxing. Residents enjoy a family-friendly community where neighbors look out for each other. Spend your mornings paddle boarding or walking along Woodmont Beach, afternoons at the Woodmont Beach playground, and evenings playing pickleball or tennis at the neighborhood courts. The location provides the best of both worlds-close to local markets, great restaurants, and Milford's big shopping mall, while still maintaining the peaceful, small-community feel that makes Woodmont special. If you're looking for a move-in-ready home that captures the convenience and charm of coastal Connecticut living, 30 Gerard St delivers.

30 Gerard St, Milford

44 Salem Walk, Unit 44, Milford
$365,000
2 Beds ⋅ 2 Baths ⋅ 24176627 MLS ⋅ Longmeadow BLDG.
Turnkey townhouse located in the Longmeadow Condominium Community in Milford. This updated home features a bright, open floor plan, a custom kitchen with quartz countertops, and a dining area with direct patio access. The second floor includes a spacious primary bedroom, a second bedroom with ample closet space, and a full bathroom. Additional amenities include a lower-level laundry and storage area, gas heat with a newer furnace, central air, and assigned parking. The pet-friendly community offers residents access to an in-ground pool, a basketball court, and a playground. Furthermore, the property is located in close proximity to Anchor Beach, the Woodmont neighborhood, and Downtown Milford.

44 Salem Walk, Unit 44, Milford

25 Jackson Dr Unit 25, Milford
$351,000
3 Beds ⋅ 2 Baths ⋅ 24183672 MLS ⋅ Longmeadow BLDG.
Enjoy the appeal of Milford's sought-after Woodmont neighborhood from this 3 Bedroom, 1.5 bath townhouse within the Longmeadow community. Designed for comfortable everyday living, the main level offers a spacious and functional layout with a natural flow between the living room, dining area, and kitchen, creating a connected space for both relaxing and entertaining. Hardwood flooring extends throughout the home. Sliding glass doors off the dining area open to the patio, providing an ideal spot for outdoor dining and grilling. The kitchen is appointed with stainless steel appliances, a peninsula with integrated sink, abundant cabinetry and generous counter space. Adjacent to the kitchen, a dedicated laundry and storage room provides valuable pantry and organizational space. A half bath completes the main level. Upstairs, the primary bedroom is connected to a Jack-and-Jill style full bath featuring a double-sink vanity, while two additional bedrooms offer flexibility for family, guests, or a home office. Additional highlights include a newer furnace, newer central air conditioning, and a new stove. Residents enjoy access to an in-ground pool, club house, basketball court, and playground. Ideally located just minutes from Woodmont beaches, schools, dining, shopping, parks, and major commuter routes, this home presents an exceptional opportunity to embrace all that Milford's coastal lifestyle has to offer. "Come make this your new place to call home!"

25 Jackson Dr Unit 25, Milford

81 Sandpiper Cres Unit 81, Milford
$560,000
2 Beds ⋅ 3 Baths ⋅ 24185754 MLS ⋅ Surf Village,Surf Village Townhouse BLDG.
Welcome to this beautifully renovated end-unit townhome in the highly desirable Surf Village community. Move-in ready & thoughtfully updated throughout, this turnkey home offers a modern open-concept layout ideal for both everyday living & entertaining. Enter through the covered front porch into a welcoming foyer, where you'll find a remodeled half bath & convenient access to the attached garage. The main level features a spacious open living area that seamlessly connects the living room, dining area & kitchen. Sliding glass doors lead to a private patio, creating the perfect space for indoor-outdoor entertaining. The kitchen is equipped with a large center island with ample seating, quartz countertops, newer cabinetry, stainless steel appliances & a pantry for storage. Upstairs, a charming loft overlooks the main living space & adds character & flexibility to the floor plan. This level includes 2 generously sized bedrooms, including the primary suite with a beautifully remodeled en-suite bathroom. A second fully renovated full bathroom serves the additional bedroom, which also features a finished bonus room-ideal for a walk-in closet, dressing area, or extra storage. Just a few steps above, the finished third floor offers exceptional versatility & can be used as a home office, den, guest room, additional bedroom, or creative space to suit your needs. Residents of Surf Village enjoy exclusive access to a private sandy beach, as well as a clubhouse featuring an in-ground pool!

81 Sandpiper Cres Unit 81, Milford

12 Usher St, Milford
$1,350,000
3 Beds ⋅ 4 Baths ⋅ 24159853 MLS
Exceptional new construction just moments from the shoreline in the highly sought-after borough of Woodmont, offering over 3,400 sq ft of refined living space. Designed with a timeless coastal aesthetic, this home features a bright, open layout, graceful architectural details, and a statement fireplace that brings warmth and character to the main living area. The kitchen is both beautiful and functional, ideal for everyday living and entertaining. Flexible in design, the home offers 3-4 bedrooms, including an option for a second primary suite, home office, or media room, along with 3.5 well-designed baths. Additional highlights include an oversized garage, outdoor hot/cold shower for easy beach days, and a walk-out lower level offering endless potential for future living space, recreation, or storage. A rare opportunity to own a thoughtfully designed new home in one of Milford's most charming coastal neighborhoods, where classic shoreline character meets modern comfort.

12 Usher St, Milford

330 Merwin Ave Unit D5, Milford
$390,000
2 Beds ⋅ 3 Baths ⋅ 24178370 MLS ⋅ Ocean Crest BLDG.
**MULTIPLE OFFERS, HIGHEST & BEST DUE MAY 31st BY 7PM** Welcome to the desirable Ocean Crest complex in Milford's sought-after Woodmont neighborhood! This well-maintained 3-level townhouse offers 1,428 sq ft PLUS an additional 360 sq ft in the lower level, 2 bedrooms, 2.1 baths, and an abundance of closet/storage space throughout. The spacious living room, with views of the clubhouse, offers a full-size coat closet and flows into the large eat-in kitchen with an additional flex space ideal for entertaining (perhaps a larger dining area) or a den, as shown. Sliders lead to a beautiful private patio perfect for relaxing outdoors. Finishing the main level is an updated half bath. Upstairs, the primary bedroom boasts a Juliet balcony overlooking the clubhouse area, double closets, and an updated private bath. A second bedroom with double closets, full hall bath, and a walk-in hall closet complete the upper level. The partially finished lower level offers additional living/storage space, walk-in pantry closet, and a generous laundry area with a convenient utility sink along with a small wood-working room. Additional updates include newer windows (except rear bdrm) & a new hot water heater. Trane gas furnace & central air! Tucked away in the rear of the complex across from the inground pool & clubhouse, this pet-friendly unit features 2 assigned parking spaces plus ample guest parking.

330 Merwin Ave Unit D5, Milford

12 Howe Pl, Milford
$1,360,000
4 Beds ⋅ 4 Baths ⋅ 24168120 MLS
Coastal Living in Woodmont - Steps to the Beach! Welcome to Woodmont! This stunning 4-bedroom, 4-bath coastal home is perfectly situated on a quiet one-way street just two short blocks from Woodmont's beautiful sandy beaches. This home delivers the relaxed beach life style buyers are searching for. An inviting front porch sets the tone as you enter into a thoughtfully designed open-concept main level. The spacious living room with fireplace flows seamlessly into a generously sized dining area and an impressive gourmet kitchen featuring a large center island, quartz countertops, custom tile backsplash, and stainless steel appliances. Sliders lead to a covered deck, ideal for indoor-outdoor living. The main level also includes a en-suite bedroom with full bath, an additional bedroom with water views, and a guest bath-perfect for flexible living or hosting guests. Upstairs, you'll find two bedrooms, both with water views including, an enviable primary suite with a custom walk-in closet and a beautifully appointed full bath with a custom tile shower. A second bedroom also features its own full bath, to ensure privacy. The partially finished lower level is a great home office with abundant storage. Hardwood flooring and high-end finishes are showcased throughout the home. Step outside to a beautifully landscaped private yard with room for a pool. Enjoy walkability to restaurants, shops, and the Woodmont recreational area. A short ride to Metro North/New York City train.

12 Howe Pl, Milford

48 Summit Ave, Milford
$590,000
2 Beds ⋅ 2 Baths ⋅ 24172765 MLS
OFFERS DUE BY 8PM MAY 12,2026 AMAZING WATER VIEWS! This beautifully updated home offers stunning, unobstructed views of Long Island Sound & an easy coastal lifestyle. From the moment you arrive, whether entering through the front new "trex" deck or the inviting large new stone patio, the quality & design are immediately apparent. The heart of the home is a spacious, fully renovated kitchen featuring abundant custom white cabinetry, a stylish blend of granite & Corian countertops, and a full suite of appliances.The open layout flows effortlessly into a dedicated home office area & dining room, all positioned to capture the incredible water views.The living room is a real standout, highlighted by a striking stone fireplace and custom built-in bookshelves, creating a warm yet sophisticated gathering space. Gorgeous new 1/2 bath. Detailed wainscoting leads to the second floor where you will find two generously sized bedrooms, both offering sweeping views of the breathtaking sound, along with a beautifully remodeled full bath. Upgrades include replacement windows, central air, a gas boiler, gleaming hardwood floors, even an irrigation system to keep the lawn at its best. The one-car garage adds flexibility, perfect for oversized storage or even a fresh-air workout space. Walk to the beach! Located just a short distance to popular restaurants, new pickleball courts, the train, and local shopping, this home is ideal as a weekend retreat from NYC or a year-round coastal escape.

48 Summit Ave, Milford

26 Highview Ave, Milford
$400,000
3 Beds ⋅ 1 Baths ⋅ 24154671 MLS
Located in a highly sought-after beach community, this 3-bedroom Colonial gem, situated just a short stroll from the pristine Woodmont beaches. The main floor offers a bright living room and dining room that leads into the kitchen, perfect for coastal entertaining. A versatile first floor bonus room: A flexible space ideal as an entertainment/media room, or guest area. Convenient laundry area located on first-floor right off the kitchen. Three bedrooms and a full bathroom occupy the second floor. Water views. A walk-up finished attic ideal for a home office, playroom, or additional storage. Significant investments in the home include a new roof and siding (2018) and several high-efficiency replacement windows (2024). Enjoy drastically reduced utility bills with fully paid-off solar panels installed in 2018. Complete with 2-car parking driveway and a prime location near local beaches, dining, parks and scenic shoreline trails, this is the beach community opportunity you've been waiting for.

26 Highview Ave, Milford

330 Merwin Ave Unit 1D, Milford
$410,000
3 Beds ⋅ 3 Baths ⋅ 24151581 MLS ⋅ Ocean Crest BLDG.
Beautiful end-unit townhouse in the desirable Ocean Crest Condominiums, a 77-unit complex with only 6 end units available! This spacious home offers three levels of comfortable living with 3 bedrooms featuring generous closet space, including 2 walk-in closets and 2.5 baths. The main level includes an eat-in kitchen and a bright living room with a cozy fireplace, creating the perfect space for relaxing or entertaining. The partially finished lower level provides flexible space perfect for a home office, gym, or media room. Enjoy resort-style amenities including a clubhouse and community pool, along with handicapped accessibility and the added privacy and natural light of an end-unit location. Best of all, you're only one mile from Milford's beautiful beaches! Convenient access to shopping, dining, and major highways makes this home ideal for both full-time living and weekend getaways. A fantastic opportunity to add your personal touches - this one won't last.

330 Merwin Ave Unit 1D, Milford

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