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luxury waterfront houses for sale South Central Connecticut Planning Region, United States

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21

House Madison (United States)

BEACH HOME! BEACH RIGHTS! NEEDS WORK! It is not everyday that an opportunity to own a double lot in such a shoreline area. This charming English Cottage-style Cape, situated on a generous footprint for the area, is ready for it's next chapter-whether that involves a thoughtful renovation or the construction of a brand-new coastal home perhaps. Residents enjoy deeded rights to a private association sandy beach located just at the end of the street! The main residence of which there are no photos for obvious reasons once you see it (NEEDS WORK) currently features three bedrooms and 1.5 baths but adding to the property's versatility is a delightful in good condition accessory apartment, which offers a full kitchen, full bath, a private bedroom and a cozy living area anchored by a stone fireplace and two separate exterior entrances. This setup is ideal for multi-generational living, a great guest suite or potential rental income. Maybe live in this while redoing the other portion. The property is a double lot that accommodates four dedicated parking spaces - a true luxury for beachside living. Best of all, the property is located where no flood insurance is required, offering peace of mind alongside the salt air. Whether you choose to polish this unique gem or start fresh with a custom build, this is the perfect canvas for your seaside lifestyle.

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$650,000
3bedrooms
3bathrooms
land 0.1ha

By William Pitt Sotheby's International Realty

33

Seaside house with pool and garden Guilford (United States)

A true once in a lifetime opportunity! As you wind through picturesque Sachem's Head onto Walden Hill Road, a circular driveway will lead you to an unparalleled waterview estate on almost two acres. The coastal home sits above Long Island Sound on one of the highest points in Sachem's Head and spans 5,185 square feet. The main level features walls of windows that provide unforgettable views of Long Island Sound and Faulkner's Island. The open kitchen/family room will satisfy any gourmet chef. It's a perfect space for indoor entertaining where guests can enjoy a crackling fire or step outside to an incredible bluestone patio with a fire pit for cool evening bonfires. Take in the 270 degree view of the Sound and enjoy both the sunrise and sunset. Outside entertaining is easy with a heated Pebble Tech Gunite pool, sound system, an outdoor shower, and ocean breezes. The coveted Sachem's Head Association offers amenities that include: beach access, tennis and paddle courts (approx. 600 ft from the house), kayak rack, boat launch, and possible deep water mooring. This coastal home has public water, a whole house generator, an irrigation system, security, and surveillance system, an Invisible Fence, the potential to subdivide, newer septic system (2010), an oversized 2 car garage, and no need for flood insurance. Nothing Compares.

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$3,750,000
5bedrooms
7bathrooms
land 0.8ha

By William Pitt Sotheby's International Realty

30

House with garden Madison (United States)

Historic gem on the Madison Village Green. Once known as Hartsbourne, this storied Madison residence is celebrated for its premier location overlooking the town green and its timeless architectural presence. A true local landmark, the home is distinguished by its striking curved eaved roofline, reminiscent of a pagoda with a unique flat seamed copper roof center. Beautifully aligned with the neighboring Congregational Church, the home shares architectural harmony through its grand columns and elegant two-story shutters. The architect, Mr. Volney Pierce, was commissioned to design this exceptional residence and later the Congregational Church. Inside, the home offers more than 3,900 square feet of living space with soaring 9+ foot ceilings on the main level, 2nd floor with five generously sized bedrooms, five working fireplaces, and the 3rd floor a uniquely large attic with unlimited possibilities. At the back of the property are the outbuildings, a 3 car garage and small coop/shed. Hartsbourne, has abundant historic character throughout. Set on 1.5+ acres in the heart of Madison's charming village, this is a rare opportunity to own a true piece of local history.

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$1,695,000
363m²
5bedrooms
3bathrooms

By Annonceur International

37

House with garden and terrace Milford (United States)

Experience coastal living at its finest in this beautifully renovated condominium located right in the vibrant Walnut Beach neighborhood. With gorgeous water views and an effortless coastal lifestyle, this turnkey home combines modern elegance with unbeatable seaside charm. Step inside to discover a fresh, stylish interior featuring modern updates throughout, an open layout, and sunlit spaces designed for comfortable daily living or relaxing weekend getaways. Situated just moments from the sandy shores, local eateries, and coastal amenities, this exceptional property delivers the ultimate beachside retreat.

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$499,000
2bedrooms
2bathrooms

By William Pitt Sotheby's International Realty

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32

Seaside house with pool and garden Madison (United States)

RARE OPPORTUNITY in the highly sought-after Barberry Farms Association! With only 2 MLS sales since 2021, homes in this premier beach community seldom become available. Enjoy private access to a wonderfully wide & deep sandy beach that has storage bins & an area for kayaks & small sailboats to make life easier. BIG home, BIG rooms. Spanning 4,833 sq ft, this 10 room Colonial features hardwood floors throughout. Off the formal entry foyer sits a den/library w/ built-ins, ideal for a home office, & a formal living room centered by a wood-burning fireplace. The main level also boasts a formal dining room w/ a bow window, & a center island chef's kitchen w/ granite counters, double ovens & a real walk-in pantry. Adjacent to the kitchen, a natural light filled family room offers a gas fireplace, a bow window & sliders out to a broad bluestone patio for outdoor entertaining. Upstairs features cathedral ceilings, a vaulted game room, a large laundry room w/ utility sink that is super convenient, & 4 bedrooms, 3 w/ walk-in closets. Highlights include 2 ensuites! The primary retreat has a spacious bathroom with deluxe spa tub, oversized glass shower, long double vanity, even an English heated towel rack. Set on professionally landscaped grounds, the flat open backyard is ready for lawn games or a future pool. Features include 4 full/2 half baths, a full basement, 8-zone (!) natural gas heat, city water & a 3 car garage. Exceptional coastal living. Don't wait another 5 years!

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$2,700,000
4bedrooms
6bathrooms
land 0.2ha

By William Pitt Sotheby's International Realty

36

Property with garden Branford (United States)

Rare Shoreline Opportunity in Pine Orchard~Prime Coastal Investment & Lifestyle Potential.....Offered on the market for the first time, this quintessential Pine Orchard property presents a rare value-add opportunity in one of Branford's most prestigious coastal neighborhoods. Situated on a generous lot steps from water access and surrounded by multi-million-dollar homes, it offers endless upside for both investors and future homeowners. For the Investor~Immediate Cash-Flow:Currently configured as a 4-unit home with clean, updated units ready to rent at full market rates ($1,500+/mo each). Historically, rents were kept intentionally low, leaving immediate upside. Value-Add Pathways:Convert the structure into 2 luxury units, explore lot-split possibilities, or transform the detached 7-bay garage into an ADU or additional income stream (subject to approvals). For the Homeowner~Coastal Living:Enjoy an enviable "by-the-water" location with water access right down the street. Versatile Footprint: Easily transform into a single-family coastal compound, a primary residence with an in-law suite, or a guest cottage setup. Endless Space: The expansive lot and 7-bay garage offer ample room for expansion, workshops, or custom outdoor living. Whether you seek to manufacture equity through strategic upgrades or build your dream shoreline estate with passive income, this versatile property delivers unmatched potential. Qualified Buyers Only. Proof of Funds/PreApproval Req. prior to Showing.

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$949,000
4bedrooms
4bathrooms
land 0.2ha

By William Pitt Sotheby's International Realty

50

Seaside house Branford (United States)

Discover the ultimate shoreline sanctuary at 31 Pawson Road, a prestigious 0.78-acre property nestled in the heart of Branford's Pawson Park locality. Offering a rare duality of opportunity, this estate invites you to either reimagine the existing structure through a glamorous renovation or utilize the expansive land to construct a bespoke architectural masterpiece. Boasting a commanding position with vistas of the Branford River and the rhythmic activity of the local marina and deeded beach rights, this property captures the very essence of a sophisticated lifestyle. Imagine lounging by a custom infinity-edge pool or hosting a match on your private paddle court, all while the sun sets over the river. This property includes membership in the Linden Shores Beach Association, allowing walkable access to the beach and kayak racks. Additionally, this location is within walking distance of local restaurants, a private club and ice cream shops. This is more than a property; it is an invitation to secure a legacy in one of Connecticut's most sought-after waterfront enclaves. Also listed as land for sale. MLS #24198531

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$1,189,000
4bedrooms
3bathrooms
land 0.3ha

By William Pitt Sotheby's International Realty

37

Seaside house with pool and garden Branford (United States)

This magical light-filled New England 7,945 s.f. "cottage" takes full advantage of its private waterfront location overlooking LIS and a wildlife estuary. Sited in a private community on 1.27 acres with 300' of water frontage provides panoramic water views of sunrises and sunsets from most rooms. A heated swimming pool, two beaches and mooring rights guarantee outdoor pleasures. There is also room for a tennis court. The house was expanded from its original 1912 footprint and fully renovated over 3 years (1987-1990) with the best curated materials including Tischler high impact windows throughout. French doors in the 18' ceilinged living room, dining room and family room all open to a flagstone terrace. The 6+ bedrooms, all but one with ensuite bathrooms, can be accessed by elevator or front and back stairs. There is also a separate handicapped accessible apartment. The impressive, newly renovated kitchen with table sitting up to eight is equipped with top of the line appliances. Privacy, gracious living space and endless recreation possibilities make this special property an ideal retreat. Check floor plans for more details.

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$7,400,000
6bedrooms
7bathrooms
land 0.5ha

By William Pitt Sotheby's International Realty

30

House with pool and terrace Madison (United States)

Exceptionally located less than a tenth of a mile from both the town green and beaches - with your own private beach access - this stunning residence sits on 1.57 secluded acres and has been completely re-imagined with uncompromising attention to detail and the finest materials. The home offers 16 thoughtfully designed rooms. Sun filled interiors feature over sized windows and expansive sight lines, anchored by a massive family room and a top of the line chef's kitchen. The lower level is a true walkout guest suite with additional living space plus a separate garage apartment for overnight guests. Outside amenities evoke a private resort: a gunite pool, extensive stone patios, two fully equipped outdoor kitchens, and a charming grassy area framed by mature landscaping for complete privacy. This is a rare coastal estate that blends modern, high end finishes with relaxed, year round seaside living. Practical luxury continues with a three car garage, circular driveway, and generous storage. This is truly a must see.

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$3,000,000
526m²
5bedrooms
4bathrooms

By Annonceur International

30

House with pool and terrace Branford (United States)

A truly unforgettable and exceptionally rare offering-Rogers Island presents an exciting opportunity to own a private island paired with a mainland residence, delivering the perfect balance of seclusion and convenience. The mainland property includes its own dock, parking, and support space, making access to the island with a 5-minute boat ride, seamless and effortless. Just offshore, the island unfolds into a peaceful, panoramic retreat surrounded by water views in every direction. Designed for both relaxation and entertaining, the estate features a 10-bedroom main residence with 6 full and 2 half baths, a 4-bedroom/2.5 bathroom guest house, artist's studio with half bath, and dedicated staff quarters. A mahogany wraparound porch invites you to take in the scenery, while meandering granite pathways guide you thru the grounds which offer an exceptional collection of amenities: an in-ground heated pool with pool house and separate bath house, tennis court, Nicklaus-designed putting green, koi pond, greenhouse and two docks. A charming gazebo sits at the edge of the property-perfectly positioned to capture sweeping views for miles. Quiet, expansive and thoughtfully designed, Rogers Island is a legacy property where generations can gather with ease, hosting everything from intimate weekends to large-scale entertaining, all set against a backdrop of uninterrupted water views, timeless coastal beauty and a sense of privacy that's increasingly impossible to find.

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$29,995,000
778m²
10bedrooms
6bathrooms

By Annonceur International

30

House with pool and terrace Guilford (United States)

Waterfront.. Sachems Head - Welcome to a Unique opportunity to purchase some of the finest waterfront properties to ever become available on the entire Connecticut Shoreline. Combined 3 properties span 13.03 rolling green Acres w/1900 feet of waterfront, 3 Docks, Boat Lift, Vineyard, Orchards, Beautiful Gardens, Fruit Trees, Tennis/Basketball Court, Go Kart Track, 2 Houses and a Carriage House. The Main House, a testament to exceptional craftsmanship, showcases approximately 5,534 square feet of living space, with six well-appointed bedrooms and 4.1 bathrooms. Designed with the finest materials, this home seamlessly blends timeless elegance and modern conveniences, providing a harmonious living environment. Outdoor area includes a Pool, Spa & Outdoor kitchen. Guest House with 3,583 sq feet, 3 bedrooms, 3 baths, Separate 942 sq ft. 1 bedroom in-law/ staff quarters. This property shares a Common border with the main residence. The separated property which can possibly be subdivided into 2 building sites, features a Carriage House, Dock & Sandy Beach. To say there are many possibilities here would be an enormous understatement! Private residence, Family compound or High-end development. Bring your Dream here; this opportunity will not let you down. All 3 properties must be sold together unless otherwise agreed to by the current owners. Please respect the privacy of current owners. BY APPOINTMENT ONLY. Taxes represent all 3 properties.

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$35,000,000
497m²
6bedrooms
4bathrooms

By Annonceur International

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