Refine Search
Map
Sort by
$3,495,000
5 Beds ⋅ 5 Baths ⋅ 24186130 MLS
Welcome to 827 East Broadway! Perched along the shoreline with unobstructed views of the Long Island Sound and Charles Island, this extraordinary beachfront residence has been completely reimagined for modern coastal living. Featuring 5 bedrooms, 4.5 baths, and a designer chef's kitchen appointed with top-of-the-line finishes and appliances, every detail has been curated to deliver comfort, elegance, and sophistication. Walls of glass frame spectacular water views, creating a seamless connection between the luxurious interior and the stunning natural surroundings. Truly, no detail has been overlooked, from the heated floors, soundproof primary with a private balcony, this home offers it all!

827 E Broadway, Milford
$2,875,000
3 Beds ⋅ 2 Baths ⋅ 24119606 MLS
DIRECT WATERFRONT - 183 FEET OF LONG ISLAND SOUND FRONTAGE Experience rare privacy and panoramic views from this exceptional Point Lookout residence in Milford. Perfectly positioned on one of the largest waterfront lots in the area, the property offers unobstructed vistas of Long Island Sound, Charles Island, and the entrance to Milford Harbor. A sweeping waterside lawn sets the stage for summer gatherings, while the heated inground pool-with its own pool/storage shed-is an amenity seldom found on Milford's waterfront. Just steps away, Point Lookout residents also enjoy access to the Point Lookout Association's private sandy beach, complete with kayak racks for coastal adventures. Inside, floor-to-ceiling windows in the living room frame yacht-like water views and create a bright, airy ambiance, complemented by a cozy fireplace. The remodeled kitchen boasts premium cabinetry and appliances, seamlessly opening to the dining and living areas for effortless entertaining. The spacious primary suite is a retreat of its own, featuring breathtaking water views, direct access to the pool and patio, and a luxurious bath that flows into an open-air atrium and private garden. Hardwood floors and original wood paneling throughout much of the home add warmth and timeless character. Additional highlights include a two-car garage, abundant storage, driveway parking for at least five vehicles, and beautifully landscaped garden and patio.

39 Point Lookout, Milford
$2,778,765
7 Beds ⋅ 6 Baths ⋅ 24052219 MLS
BEST AND FINAL OFFERS- WE'VE RECEIVED MULTIPLE OFFERS AND THE SELLERS ARE REQUESTING BEST AND FINAL BY WED. JULY 16TH AT NOON. THANK YOU! This custom-built, direct waterfront home offers a serene shoreline retreat. Recently completed, it features 7 bedrooms, 5.5 baths, 10-foot ceilings, and top-tier finishes throughout. Enjoy breathtaking sunrises, stunning moonlit views, and a pristine sandbar, all while embracing the coastal lifestyle. The open floor plan blends indoor and outdoor spaces, offering picturesque waterfront views from nearly every room. Imported materials like quartzite, leathered marble, and Turkish limestone with sea fossils capture the essence of coastal living. Multiple decks with steel beams provide durable spaces for relaxation and entertainment. Kayaking and water sports are easily accessible right off the patio, perfect for active outdoor living. Moorings are permitted. Oversized rooms throughout offer ample space for both casual living and grand entertaining. The home's solid construction ensures FEMA compliance and resilience against coastal elements. An elevator to all four levels adds convenience and accessibility for all. Located in the 2025 "most popular neighborhood" in Connecticut, this community boasts beaches, restaurants, and more. Experience Milford's finest along the Connecticut coastline, where luxury, comfort, and waterfront living converge. A MUST SEE to appreciate quality and value.

127 Hillside Ave, Milford
$2,750,000
3 Beds ⋅ 4 Baths ⋅ 170618844 MLS
Idyllic waterfront coastal retreat and nature lover’s paradise…a rare gem. Relax to stunning views of L.I. Sound and Housatonic River from sunrise to sunset. Grab your kayak or paddle board and discover coastal waters & tidal inlets. Watch seasonal color palettes change along with migratory birds. Walk down your private path to explore the beach. Nestled on one acre in gated Smiths Point community next to Connecticut Audubon Society wildlife refuge, this stunning home was built with every attention to detail. Water views from every room. Gourmet kitchen with honed fusion quartzite counters, custom lighting, backsplash & cabinetry, large pantry, Wolf gas oven range, SubZero refrigerator, & Bosch dishwasher opens to expansive living area with magnificent views and flexible living & dining spaces. Artistic light fixtures & elements throughout. Glass door wall opens to large deck with entertaining space leading to your outdoor sanctuary. Landscaped lawn & garden area plus secluded firepit patio. Back inside two home offices complete main level. Open staircase with sea urchin inspired light fixture leads you upstairs. Beautiful primary bedroom suite with private deck & walk-in dressing area. Primary bath has soaking tub, large shower, double sinks & heated tile floor. Two more bedrooms with en suite baths & laundry on second level. Bright & airy finished third floor could be guest room or more. Three car garage, storage & entry room at ground level. An exquisite home and property.

49 Smiths Point Rd, Milford
$2,700,000
4 Beds ⋅ 6 Baths ⋅ 24071194 MLS
Welcome to 65 Morningside Drive! Luxurious Waterfront Living in the sought-after Morningside Association, with splendid vistas across the glorious Long Island Sound. Breathtaking elegance abounds in this custom-built Colonial, offering a beautiful blend of quality craftmanship and architectural design. Be captivated as you enter the inviting foyer with its dramatic winding staircase and magnificently high ceilings, each room masterfully highlighting the picturesque water views. The living room and formal dining room are perfect for hosting large gatherings. The awe-inspiring gourmet kitchen features state-of-the-art appliances, including a Wolf double oven, Sub Zero refrigerator and freezer, two dishwashers, wet bar, and a delightful breakfast area. Retreat into the wood-paneled study and cozy family room. Relax in the primary ensuite featuring a domed ceiling, his & her walk-in closets, a luxurious bathroom complete with jacuzzi tub and walk-in shower, and a sitting room with a second balcony overlooking the Sound. In addition to three guest bedrooms and 5 bathrooms, retire to the third-floor loft for private views off of top deck. NO FLOOD INSURANCE NEEDED!

65 Morningside Dr, Milford
$2,600,000
7 Beds ⋅ 7 Baths ⋅ 24174938 MLS
The Shore House at Walnut Beach in Milford offers an extraordinary beachfront retreat with sweeping panoramic views of Long Island Sound and direct beach access steps from your door. Thoughtfully designed to capture the beauty of its waterfront setting, the home features expansive decks, terraces, and outdoor living spaces ideal for entertaining, relaxing, and taking in unforgettable sunrise and sunset views. Inside, refined coastal design meets modern luxury with incredible views from every room. The chef's kitchen is appointed with quartz surfaces, custom cabinetry, and premium finishes, opening seamlessly to a dramatic dining space anchored by a fireplace and walls of glass framing the water. A separate living and entertaining lounge has an additional fireplace, wet bar and oversized island -creating the perfect backdrop for hosting guests in style. Offering 7 BR's & 7 full baths across multiple levels, the residence was designed for comfortable luxury living, extended family stays, and exceptional guest accommodations. The upper floors include spacious bedroom suites, while the top-level retreat-with fireplace and rooftop terrace access-provides a private sanctuary overlooking the Sound. Whether envisioned as a year-round coastal residence, multigenerational getaway, or premier luxury rental investment, this home delivers a true resort-inspired lifestyle. Enjoy water sports, swimming, beach walks, and entertaining from one of Milford's most coveted beachfronts.

9 Stowe Ave, Milford
$2,537,500
4 Beds ⋅ 5 Baths ⋅ 170609797 MLS
Stunning newer construction on the sand at Wildemere Beach. Direct waterfront with glorious water views from all main rooms. An open floor plan and an abundance of glass allows natural light and unobstructed vistas of Long Island Sound out to Charles Island. Built in 2016 and FEMA compliant, this home is a sanctuary for those seeking the perfect blend of luxury and nature. You will never want to leave the large gourmet kitchen (Wolf range and Sub-Zero fridge) which opens to the dining area and family room with a fireplace and French doors out to deck. Enjoy coffee and the sunrises or the glorious sunsets with your favorite cocktail. The primary suite has a vaulted ceiling, private balcony and stairs up to a loft, perfect for a home office or study. All of the bedrooms in the home feature en suite bathrooms. The four car under house heated garage offers lots of storage and the ability to launch an assortment of watercraft including sailboats, jet skis, kayaks or paddle boards. Full house generator and an outdoor shower complete the offering. Come and fall in love with the beach lifestyle in Milford just a short drive from the train to NYC or New Haven and Yale University.

256 Broadway, Milford
$2,500,000
7 Beds ⋅ 7 Baths ⋅ 24126094 MLS
Beachfront Luxury with Panoramic Water Views!! Designed for effortless coastal living, this expansive residence offers sweeping vistas of Long Island Sound from nearly every room, complemented by multiple terraces and decks overlooking the serene shoreline and glistening waters. The main level centers around a gourmet kitchen with quartz countertops and custom cabinetry, flowing seamlessly into a dining area with fireplace and dramatic walls of glass framing the water. Just beyond the kitchen and dining area, a separate living room features its own fireplace and a full wet bar with oversized quartz island, wine chiller, and ice maker, creating an ideal space for entertaining against a stunning coastal backdrop. The upper level offers six bedrooms and four full baths, while the third level boasts a luxurious guest suite or family bonus room with fireplace and access to an expansive rooftop terrace. With multiple gathering spaces and a resort style setting, the home is equally suited as a private coastal retreat or a high demand luxury rental with strong short term and year round income potential, and also offers the potential for a two residence configuration, adding value for buyers seeking multigenerational living or income producing opportunities. Direct beach access allows for kayaking, paddleboarding, or relaxing by the water, offering a rare opportunity for refined beachfront living.

9 Stowe Ave, Milford
$2,475,000
4 Beds ⋅ 3 Baths ⋅ 24040086 MLS
Step into a piece of Milford's history with this stunning 1874 Victorian-style single-family home. Nestled in the borough of Woodmont Beach, this expansive corner lot with 300+ feet of direct water frontage, offers a unique blend of historic charm and beach living. This grand home features 10 spacious rooms, including 5 bedrooms, 2.5 baths, a formal living room, a sitting room, a unique ocean room with stunning water views, a dining room with a grand staircase that makes a statement as soon as you walk in plus a spacious eat-in kitchen. The home boasts original hardwood floors throughout, 9-foot ceilings, and two fireplaces for added warmth. Several rooms offer a touch of artistry and history with stained glass windows. Don't miss this opportunity to own a piece of Milford's history. Schedule your private showing today for the "Copper Beech Lookout" home.

2 Rosemary Ct, Milford
$2,350,000
4 Beds ⋅ 7 Baths ⋅ 24047175 MLS
Eveningside- Milford's premier luxury address in an enclave of waterfront homes! Enjoy spectacular sunsets high on a bluff overlooking Long Island Sound, Milford harbor and Charles Island from this custom-built colonial offering open floor plan designed for entertaining and comfortable coastal living. Built in 2000 with highest quality construction, this sun-drenched and elegant home features heated pool with waterfall feature, outdoor kitchen, media room, wine tasting cellar, exercise room with sauna, and beautiful low maintenance patios and gardens. The dramatic yet inviting living room features cathedral ceiling and soaring stone fireplace. Completely open to living and dining areas, the kitchen with custom bird's eye maple cabinetry has room for everyone! Subzero, Viking cooktop and Dacor appliances. A first-floor primary suite has cathedral ceilings with architectural dormers, gas fireplace and French doors to patio. Formal dining room, sunroom and home office with separate entrance and powder room complete the first floor. A second primary bedroom on upper-level features private balcony with terrific water views. Two additional guest rooms with shared balcony, ample storage and beautiful natural light are on upper level as well as full bath, cedar closet and storage area. Mudroom, first floor laundry, heated 2+ car garage, security, sound system and more. Walk to Milford's beaches, Metro North, restaurants and shops!

50 Eveningside Dr, Milford
$2,325,000
5 Beds ⋅ 6 Baths ⋅ 24163170 MLS
A rare coastal offering set along the coveted shores of Fort Trumbull Beach in Milford. This exceptional waterfront residence spans three levels and features 5 bedrooms and 5.5 bathrooms, thoughtfully designed to capture sweeping views of Long Island Sound and Charles Island. Expansive outdoor living is seamlessly integrated with multiple decks extending from the main level and second-floor bedrooms, culminating in a rooftop crow's nest-an extraordinary vantage point for panoramic views from sunrise to sunset. Inside the home offers a refined coastal aesthetic with generous living spaces designed for both everyday comfort and elevated entertaining. Ideally located just minutes from downtown Milford, the Milford Yacht Club, Milford Harbor, and the Metro-North Railroad, this property delivers a unique blend of coastal privacy and everyday convenience.

32 Millwood St, Milford
$2,300,000
5 Beds ⋅ 4 Baths ⋅ 24075879 MLS
Exquisite waterfront property with breathtaking views. Welcome to a sanctuary of sophistication. This prestigious property embodies elegance and grandeur, offering an unparalleled living experience. With over 5,000 sqft, this home provides ample space for comfortable living and hosting guests. With meticulous attention to detail, this home is a masterpiece. The interior boasts top-of-the-line finishes, including a gourmet kitchen with state-of-the-art Viking appliances, custom cabinetry, and elegant countertops. Experience the warmth and charm of farmhouse design with exposed wooden beams. This home includes a spa-like master suite fit royalty, spacious bedrooms, and modern bathrooms with high-end fixtures. Enjoy the entertainment room with built in projector and surround sound perfect for family and friends to gather. Step outside to your private patio and beautifully landscaped yard, ideal for outdoor dining while enjoying the serene waterfront setting with amazing sunsets that cast a golden glow over the horizon. Just a short stroll to Gulf Beach. This residence is more than a home; it's a lifestyle.

72 Old Field Ln, Milford
$2,300,000
5 Beds ⋅ 5 Baths ⋅ 170599862 MLS
Enjoy Panoramic Stunning Waterfront views from this classic 4/5 Bedroom 4.5 Bath 3,670 square foot New England Home that includes your own private beach. Ideally sited on a large corner lot in the sought after Fort Trumbull section of Milford, steps to the Milford Yacht Club and nearby marinas, and is walkable to downtown Milford as well as The Metro North/New York City train. Captivating waterfront views from wraparound front porch and every room in the house. The large generously sized rooms on the main level are ideal for entertaining and include a Living Room with gas fireplace, an elegant waterfront Dining Room encased with a circular wall of windows, and a thoughtfully designed chef friendly Kitchen with a large dining area and French doors to the waterfront porch. Completing the main level is an inviting Sun Room, a Powder Room, and a large waterfront porch that extends your seasonal entertaining options. On the second floor you'll discover 4 bedrooms and 3 full baths, including a waterfront Primary Bedroom with an ensuite bath and French doors leading to a waterfront balcony. The finished third floor has an impressive waterfront study, 5th bedroom, a full bath, and office. 2 car garage and fully fenced private yard. Some immediate renovations needed. Floor plans available for a total renovation. With a little imagination and effort you can transform to your own private paradise!

59 Trumbull Ave, Milford
$2,275,000
8 Beds ⋅ 6 Baths ⋅ 24010117 MLS
Welcome HOME to 62 Beach Ave, awaits as your next Waterfront Oasis in the desirable Woodmont Beach community area. This one-owner custom-built home, meticulously crafted by Garceau Bros. Building, is the epitome of coastal living. With breathtaking views & direct access to the water, this home offers an exceptional lifestyle. As you step inside, sunlight floods into the open-plan room, seamlessly blending the living, dining area, and kitchen. The kitchen boasts granite counters, sleek stainless-steel appliances, & a generous island complete with a convenient beverage fridge. The cozy fireplace in the living room adds warmth, while the wrap-around deck allows you to enjoy the outdoors. Also, on the 1st floor, you'll discover an office or an extra bedroom, perfect for your needs! The full bathroom on this floor features a convenient walk-in shower, &.. there's also a laundry room on this level. Plus, you'll find ample closet & shelf space throughout. Moving along to the 2nd floor, 6 bedrooms await you, each with its own unique charm & two w/lofts. The primary bedroom has a gas fireplace, walk-in closet, en-suite bathroom with a double vanity, & a luxurious steam shower. Also on this floor, you'll discover two full baths-one of which includes a relaxing Jacuzzi tub. And to complete the convenience, there's also a second laundry room. As you ascend to the 3rd floor, you'll discover two additional bedrooms and a 5th full Bath.

60-62 Beach Ave, Milford
$2,200,000
4 Beds ⋅ 4 Baths ⋅ 24169319 MLS
Set along a picturesque stretch of the Harbor in one of Milford's most desired neighborhoods, 77 Carrington Ave offers a rare blend of timeless architecture, privacy, and updated modern luxury. Framed by a continuous parade of vibrant blooms from spring through autumn, this exceptional property offers a serene, retreat-like setting with beautiful views of the harbor. Enjoy spectacular sunsets over the water, all while remaining just minutes from downtown Milford's vibrant shops, restaurants, and waterfront. The residence welcomes you with a light-filled interior designed for both elegance and ease. A thoughtful, free-flowing layout connects formal living and dining rooms - ideal for entertaining - with inviting casual spaces suited to everyday living. The beautifully designed and well-appointed kitchen serves as the heart of the home, featuring high- end appliances and a seamless flow to the sunroom, family room, and multi-level indoor and outdoor gathering spaces. Upstairs, unwind in the tranquil primary suite with a vaulted ceiling, two walk-in closets, and a spa-like bathroom. Additional bedrooms in a separate wing ensure comfort and privacy for everyone. With nearly an acre of level land, complete with expansive patios and a greenhouse, this home offers a private, nature-filled sanctuary in one of Milford's most desirable coastal locations.

77 Carrington Ave, Milford
$2,200,000
4 Beds ⋅ 3 Baths ⋅ 24161484 MLS
Direct Waterfront Living on Long Island Sound Rare opportunity to own a direct waterfront home on Long Island Sound, situated in a quiet cul-de-sac with no public parking or through traffic- offering exceptional privacy and tranquility. Easy access to a sandy beach is steps from your door. Perched 16 feet above the water, the property does not require flood insurance, while delivering breathtaking, unobstructed views of Charles Island. The home features an open living design on the first floor, with a chef's kitchen featuring high quality stainless appliances, a walk-in pantry and a powder room. The second floor has 4 spacious bedrooms, each with walk-in closets, 2 full baths appointed with luxury tile finishes, and a convenient laundry room. The pull-down access attic provides extensive storage on the 3rd level. The oversized heated garage features ample storage and parking space for two cars. Custom built-ins, detailed trim work and beautiful hardwoods offer craftsmanship throughout the interior. Enjoy living on a maintenance-free composite deck, featuring a permanent gas line for your barbecue grill. The fenced backyard is ideal for relaxing or entertaining while taking in the stunning coastal views. A second private deck off the primary bedroom offers unparalleled views across the Sound. The 926 square-foot , high-ceilinged lover level offers lots of storage. A truly rare combination of waterfront views, privacy, grassy yard in a coastal setting. Agent related to owner.

57 Pelham St, Milford
$2,160,000
6 Beds ⋅ 7 Baths ⋅ 24004926 MLS
Just in time for summer! Fabulous waterfront six-bedroom home on Wildemere Beach offers the ultimate in coastal living. With expansive stone terraces and two upper floor decks overlooking the Sound, Charles Island and direct beach access, this turn-key 2010 built home was designed for seamless indoor/outdoor living and entertaining. Sundrenched 5,366 sq. ft. interior spans three spacious levels showcasing an open plan main level with living room, enhanced by a gas fireplace surrounded by bookcases and multiple sets of sliding doors to terraces; dining room with coffered ceiling and chef’s quartzite-clad kitchen with center island seating. Guest/au-pair bedroom, office/possible seventh bedroom and two full baths round out this floor. Four comfortable en-suite bedrooms, two of which share a wonderful porch/deck with great water vistas; very large bonus room with kitchenette and back stairwell access as well as a laundry room with two sets of washer/dryers comprise second level. Top floor primary suite provides a true private sanctuary with a gas fireplace, deck affording sweeping Sound views, spa bath with radiant heated floors, steam shower, jacuzzi tub and amazing fitted walk-in closet with beverage refrigerator and microwave. With an attached two-car garage.

264 Broadway, Milford
$2,095,000
4 Beds ⋅ 3 Baths ⋅ 24163759 MLS
Welcome to this completely reimagined coastal retreat in Milford's highly sought-after Morningside neighborhood-perfectly positioned across from the water with unobstructed, breathtaking views of Long Island Sound. From sunrise to sunset, this home delivers a lifestyle most only dream about. Fully gutted to the studs and rebuilt with intention, this 4-bedroom, 3 full bath home seamlessly blends modern luxury with timeless coastal elegance. The interior showcases European-inspired design, highlighted by graceful architectural arches, clean lines, and a warm, sophisticated feel throughout. One of the four bedrooms is conveniently located on the first floor, making it ideal for guests or a stunning office space, complete with sliders leading to the deck and capturing beautiful water views. The sun-filled, open layout is designed to maximize the water views-creating a seamless connection between indoor living and the serene coastal setting. Enjoy total peace of mind with all new systems, including HVAC, Navien tankless hot water heater, 200 amp electrical service, propane gas, and a brand-new driveway. Step outside to a new vinyl fenced-in yard, perfect for relaxing and entertaining while enjoying the coastal air. This is more than a home-it's a lifestyle and a rare opportunity to own a turnkey luxury property in one of Milford's premier waterfront communities.

2 Rock Rd, Milford
$2,075,000
5 Beds ⋅ 4 Baths ⋅ 24020147 MLS
Welcome to 232 Broadway; this luxurious waterfront mansion in The Wildermere Beach neighborhood is a true masterpiece- offering an unrivaled lifestyle of comfort, elegance, and convenience. With its stunning design, premium finishes, and exquisite location, it is the perfect sanctuary for those seeking a blend of modern luxury and timeless beauty. Freshly remodeled with new windows, sliders, decks, and a built-in sound system! The main level offers a private deck with breathtaking views of Long Island Sound. The living room is equipped with refinished hardwood flooring, gas fireplace, and a stone accent wall. The gourmet kitchen is a chef's dream, equipped with state-of-the-art appliances, custom cabinetry, and a large island that doubles as a breakfast bar. Adjoining the kitchen is an elegant dining area, revamped with steel framing to open up the floor plan! The 2nd floor incorporates 4 bedrooms and 2 full bathrooms. The 3rd level features a master bedroom with a private balcony. Complete with a "Jack and Jill" bathroom, providing a walk-in shower and jacuzzi tub. Lower level foyer with 2-car garage. The location is unmatched with the exclusivity of Wildermere Beach while still in walking distance to all of the amenities of Walnut Beach including shops, eateries, and more! Only a 10 minute drive to historic Downtown Milford. Don't miss this rare opportunity to own a piece of paradise.

232 Broadway, Milford
$2,054,975
5 Beds ⋅ 4 Baths ⋅ 170623748 MLS
WATERFRONT ON A PRIVATE SANDY BEACH! Extraordinary opportunity to own 3 YES 3 homes on the beach. 2 direct waterfront as well as a 2 bedroom home with a marsh view. The main home (#133) features 5 BR & 3.5 baths.Over 2200 SF built in 2002. Freshly painted & redone HW floors throughout. The spacious open floor plan features a huge kitchen w/ granite counters & a breakfast bar, large dining area & family room all w/ UNOBSTRUCTED WATER VIEWS from the walls of oversized windows. A large deck with 2 steps to your PRIVATE BEACH! A living room & home office as well.2 staircases lead to the 2nd floor. One side has 2 BR's and a bth, the other has 3 BR's 2 bths including a primary suite w/ full bath & sliders to a private deck where you can hear the waves and take in breathtaking sunsets. Because this home is lifted it had no damage from the storms. A large detached garage as well. #135.5 (728 sq ft) is a 2 BR beautiful home with an updated full bth & kitchen. Family room with sliders to an oversized deck offering access directly to your private beach. This home also has a full basement for great storage. #135 (756 sq. ft) is a super mint condition 5 room 2 BR residence w/ water views from the 2nd floor BR that also features a sitting room.An updated kitchen, bath and large deck.These homes are perfect for private multi generational living or as an investment the Airbnb rent roll is huge (details available). Rent out 2 & live in 1 for free. The quietest beach around.DO NOT MISS THIS!!

133 (Plus 135, Milford
$2,025,000
4 Beds ⋅ 5 Baths ⋅ 24058252 MLS
Experience coastal elegance in this custom-built Colonial nestled in the coveted Gulf Beach community, offering 75 feet of direct Gulf Pond frontage and panoramic water views. The expansive Open floor plan features a gracious Living Room with a gas fireplace, Dining area, and a gourmet Kitchen centered around a generous 7x7 island with ample storage and seating. The Kitchen boasts custom cabinetry with a built-in desk, Bosch double ovens and dishwasher, an ILVE Italian gas range with hood, a 42" Sub-Zero refrigerator, and a sleek stainless steel farmhouse sink. White oak hardwood floors, 9-foot ceilings, and recessed lighting accentuate all three levels, underscoring the builder's craftsmanship. The main level also includes a Den, Powder room, and Mudroom leading to a two car attached garage. Second level Primary Suite offers a private balcony overlooking Gulf Pond and Long Island Sound, a walk-in closet, and a luxurious En-Suite Bath with a soaking tub, dual vanities, a tiled shower, and heated floors. The second level also hosts three additional Bedrooms, two sharing a Jack and Jill bath with double sinks, an additional full bath, laundry area, and a heated bonus area, perfect for an in-law suite. The third level offers a family room with a gas fireplace, an office area, bonus room with potential for a fifth bedroom, a fourth full bath, and a covered balcony. Outside enjoy lush gardens, a stone patio with a gas grill, and stunning views of Gulf Pond and Long Island Sound.

86 Old Field Ln, Milford
$2,008,000
4 Beds ⋅ 4 Baths ⋅ 24169211 MLS
Set within the private Laurel Beach community, this exceptional coastal home offers a refined blend of luxury and lifestyle just steps from the beach. Thoughtfully designed across four finished levels, all serviced by an elevator, the home features stunning high ceilings and light filled spaces throughout. The main level includes a spacious living room with a stone fireplace, flowing into a gourmet kitchen with Wolf cooktop and double ovens, and a center island. A versatile living and dining area with a second fireplace and wet bar opens to a private stone patio with a built-in outdoor kitchen. A mudroom and powder room complete the main level. The second level offers a living area, a full ensuite bedroom with water views, two additional bedrooms, a full bath with jet tub, and a laundry room. The third level is dedicated to the primary suite with water views, built-ins, a walk-in closet and a spa bath with heated floors, towel warmer, second laundry area, soaking jet tub, walk-in steam shower, and dual private bath areas, plus a sitting room with fireplace, wet bar, and office space. The finished lower level includes a wine cellar, yoga studio, recreation space, and mechanical room with workbench. New since 2023 are three AC units along with a whole house generator. A rare opportunity in one of Milford's most desirable beach communities, just steps to the private beach, clubhouse, and newly renovated tennis and pickleball courts.

126 Fifth Ave, Milford
$2,000,000
4 Beds ⋅ 4 Baths ⋅ 24079942 MLS
Stunning New England Colonial with Breathtaking Gulf Pond Views. Nestled in one of Milford's most sought-after Gulf Street corridors, this professionally designed New England Colonial offers the perfect blend of elegance, comfort, and coastal charm. Thoughtfully crafted inside and out, this home boasts an open floor plan ideal for both everyday living and entertaining. The heart of the home is the chef's kitchen, featuring high-end appliances, custom cabinetry, and a seamless flow into the formal dining and living area. Step outside to a stamped concrete patio overlooking a meticulously landscaped .38-acre property, creating a serene outdoor retreat. The main level is designed for versatility, offering a formal dining room, a spacious living room, a welcoming family room, and a dedicated home office/den. A main-level primary suite or in-law suite adds convenience and flexibility. Upstairs, the magnificent primary suite is a true sanctuary, featuring two walk-in closets, a luxurious ensuite bath, and a private deck with uninterrupted views of Gulf Pond. Two additional generously sized bedrooms share a well-appointed Jack & Jill bathroom. This exceptional property embodies the essence of coastal living, conveniently located to Gulf Beach, Wilcox Park, Marinas, and Downtown Milford. Don't miss this rare opportunity to own a piece of Milford's finest.

91 Shelter Cove Rd, Milford
$2,000,000
6 Beds ⋅ 6 Baths ⋅ 24038729 MLS
A spectacular waterfront home in the Borough of Woodmont, offering breathtaking views from sunrise to sunset, at the heart of Woodmont's iconic Signal Rock. The home offers a total of 6 bedrooms, 5.5 bathrooms, 2 car tandem garage and a legal (rentable) attached in-law/guest house with private entrance(s). In the main house you will find 2 fireplaces, hardwood floors throughout, coffered ceilings in the living Room, a well-appointed eat in chef's kitchen, waterfront dining area, living room and half bath. The 2nd floor consists of a 1-bedroom, full bathroom, family room with a wet bar/Pub that accesses a generous covered balcony, which extends the convenience to enjoy the water views throughout the season. In addition, the 2nd floor laundry room is conveniently positioned and complete with additional storage. On the 3rd floor you will find the Primary Bedroom, 2 additional bedrooms, 2 full bathrooms and a powder room. The in-law/apartment offers a first-floor open floorplan, full kitchen, full bathroom, dining area and living room with water views. The interior staircase or hydraulic elevator gives access to the bedrooms, another full bathroom, laundry room and access to the rooftop deck. Lastly the climate controlled detached home office offers a great separation from work and play. Both the main house and in-law/apartment have been finished with well-appointed modern amenities for today's lifestyle while capturing the Historical Charm of this proud Victorian.

124 Beach Ave, Milford
$1,925,000
5 Beds ⋅ 5 Baths ⋅ 24058976 MLS
Beautiful water views from all three floors of this like new Colonial home. This is a special offering! The first floor of the home features a fully applianced kitchen with a three inch quartz counter top on the expansive center island. There is a bedroom with a full bath, an office, 9 ft. ceilings, huge family room with a gas fireplace and sliders to a deck. The second floor has four bedrooms, two full baths. The primary bedroom has a phenomenal bathroom! There is a spectacular 30 ft. deck. There is a four car tandem garage. Located on a wonderful cul-de-sac and part of the desirable Morningside Association. The walk-up attic could have additional living space, and features a covered porch and more great views. There is a whole house generator. Also, many possibilities in the basement area. Nothing like this site- it is beautiful!. Staging is virtual. Pool is not included, one would fit on the lot.

28 Hilldale Ct, Milford
$1,799,999
3 Beds ⋅ 3 Baths ⋅ 24078764 MLS
Paradise is within reach...Discover 21 Point Beach Drive, a waterfront gem in the private Point Beach community where refined living is complemented by salt air and sound views as far as the eye can see. This elegant home features an open floor plan.the chef's kitchen seamlessly flows directly to both dining and living rooms. With water views from each room,or enjoy the panoramic water view from you're private covered deck. Two gas fireplaces make cool summer evenigs cozy.The Dumbwaiter and spiral staircase to ground level for water access makes entertaining easy. The upper level boasts a luxurious primary suite with the most amazing water views. cathedral ceilings with skylights, gas, fireplace, walk-in closet. The spa-like bathroom with a jacuzzi tub, steam shower, private water closet and double (separate vanity) sinks. Pass through the glass doors onto your covered balcony and witness the magic of seemingly infinite sparkling ocean. There is so much to love about this truly turnkey oasis. This home has been lovingly and immaculately maintained and improved upon. Recent updates include a new roof, new sub zero refrigerator and AC systems, sealed and painted seawall and patio, plus automated hurricane shutters on all levels for peace of mind. The beach is calling, and you should answer.

21 Point Beach Dr, Milford
$1,750,000
4 Beds ⋅ 5 Baths ⋅ 24115162 MLS
Modern luxury with quality craftmanship at its finest! A true masterpiece! This custom remodeled home has been thoughtfully designed with premium finishes bringing comfort and elegance inside & out. Sonos music system throughout. Enter into a grand foyer with soaring ceilings & an open area concept. Main floor is exceptional with a Living Room, a gas fireplace, gourmet kitchen equipped with Thermador appliances, large center island, built in refrigerator and freezer, wine cooler & dining area. There is a second family room with built ins, gas fireplace and half bath. The first of two Primary Bedroom Suites is located on the main level, featuring a luxurious full bath, walk in shower & soaking tub. Full washer and dryer on all 3 floors. Upper level is complete with a sitting area, gas fireplace, laundry room, en suite primary bedroom with double sinks, soaking tub, shower & skylight. There are 2 additional generous size bedrooms & full bathroom. Lower level includes home gym, bedroom, living room, full kitchen area, mud room, full bathroom, washer & dryer, along with private entrance to exceptional outdoor living space. A heated gunite pool, covered fireplace, tv, granite counters, marine cabinets and Heston appliances. A 2 car heated garage & dog bath! Conveniently located in the downtown area. Walk to shops & restaurants & the historic duckpond at the end of the street. Commuters delight, access to the train & major highways. Click on the movie reel for 3D tour.

24 Founders Way, Milford
$1,726,000
4 Beds ⋅ 4 Baths ⋅ 24047442 MLS
Charming Cape Cod Retreat with Harbor Views. Nestled on Milford Harbor, one of the most sought-after Gulf Street neighborhoods, just minutes from downtown, this classic New England Cape Cod home is a testament to timeless elegance and modern comfort. Designed for both relaxation and entertainment. The home features a chef's kitchen equipped with high-end appliances and direct access to a bluestone patio leading to a beautifully landscaped 3/4 acre level lot. The main level also boasts a formal dining room, a spacious living room, a welcoming family room, a home office, and two elegant fireplaces. Two separate staircases lead to the second level, which includes four well-appointed bedrooms, an additional sitting area, and laundry room. The deck on this level provides a serene spot to take in the picturesque surrounding and views of the Harbor. This property embodies the essence of Coastal Living, offering a resort-like atmosphere perfect for hosting guests or enjoying quiet family moments. Don't miss the opportunity to make this exceptional home your own.

77 Carrington Ave, Milford
$1,720,000
4 Beds ⋅ 6 Baths ⋅ 24170303 MLS
An exceptional coastal compound overlooking Milford Harbor, this one-of-a-kind waterfront estate features a main residence with thoughtful updates plus a fully detached Nantucket inspired guest house and three-car garage. Just two blocks from Fort Trumbull Beach and the Milford Yacht Club, and minutes to town shops, restaurants and Metro North, the property offers private beach access and direct harbor views creating an unmatched blend of lifestyle, location, and flexibility. The main home showcases timeless architecture, high ceilings, a formal living room w/fireplace and a den with harbor views. Modern updates include an expansive open concept kitchen/family room with fireplace, large island, dining area and sliders to a new waterfront deck. The spacious covered front porch overlooking the harbor is perfect for summer evenings. Upstairs, the harbor-facing primary suite offers a private deck and full bath. Two additional bedrooms and a third-floor guest/bonus suite w/full bath complete the home. The guest house spans 1768 SF and features a first floor rec room with wet bar, full bath, patio with hot tub hookup and outdoor shower. Located on the upper level is a large harbor view room with fireplace and balcony, two additional rooms, a common area and full bath ideal for guests or extended family. Bluestone patios connect both residences creating seamless indoor-outdoor living along the harbor. A RARE coastal retreat with unmatched versatility. This property is a MUST SEE!

139 Rogers Ave, Milford
$1,699,900
4 Beds ⋅ 2 Baths ⋅ 24188195 MLS
An opportunity to own your own coastal retreat with this year-round direct waterfront home which offers amazing views of the Long Island Sound! This charming 4 bedroom home features an inviting open floor plan which is filled with natural light and exceptional water views from nearly every room. The spacious Great room has a wall of windows which provides views of the ever -changing shoreline and French doors which provides direct access to your private sandy beach. The Dining room easily seats 10-12 people with seating for 4 at the breakfast bar in the fully equipped kitchen! An office with direct access to a full bathroom is conveniently located on the main level. The upper level has 4 generous bedrooms, full updated bathroom and laundry room complete this level which is designed for comfort and versatility. Wakeup to water views, sunrises and ocean breezes! Step outside to your covered waterfront patio area which is the perfect setting for dining, entertaining or just relaxing and unwinding! If you are searching for a year-round residence, a weekend retreat, a vacation home to entertain family and friends or an income producing asset with excellent rental history, this could be exactly what you are looking to own! An opportunity to be in a coveted coastal setting and all the while being conveniently located to major highways, Milford's vibrant downtown, beaches, harbor, restaurants and shopping. Ample on-site parking. The Best of Beach Living!

216 Broadway, Milford

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.