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

PRIVACY, VIEWS AND ONE LEVEL LIVING. Situated at the end of a cul-de-sac in highly desirable Sachems Head, this charming property captures breathtaking views of the marshlands and Sachems Head harbor. The home, extensively renovated by renown housewright Skip Broom, has an impressive vaulted ceiling living room with a wood-burning fireplace, beautiful oak bookcases and opens to a spacious dining room. Both rooms have access to a large, recently updated deck, perfect for entertaining or simply taking in the expansive scenery. This level also features three bedrooms, including a primary suite with a bathroom, abundant closet space and a private balcony overlooking the view. The other two bedrooms - one currently used as a den/office - share a full family bath. An eat-in kitchen and a separate laundry room complete this level making it ideal for easy one floor living. On the lower level, a guest suite has its own living room with fireplace, a full bath, a room for overflow guests and access to an outdoor sitting area. There's also an attached two car garage with ample storage space.

A true WOW from the moment you arrive! This stately Colonial is ideally located in Guilford, offering an exceptional blend of elegance, space, and convenience. Step inside to 9' ceilings, abundant natural light, and a bright, open floor plan. The stunning modern kitchen features high-end appliances, granite counters, loads of cabinetry, and an enormous island with seating for eight. Sliders open to an expansive deck. The kitchen flows seamlessly into the spacious family room with a fireplace and wood-burning insert. A formal dining room and versatile living room/home office complete the main level. A rear staircase leads to an incredible bonus room with two palladium windows, a full bath, and an oversized laundry room. Just down the hall are four generously sized bedrooms with beautiful hardwood floors and an updated full bath. The spacious primary suite offers a huge walk-in closet and updated bath with Jacuzzi tub and double-sink vanity. The finished skylit walk-up third floor is perfect for guest space, a gym, or home office. A walk-out lower level offers potential for additional finished space. A three-car garage and new whole-house generator add even more appeal. Enjoy a private yard bordered by Land Trust, creating a peaceful natural setting. Just minutes to I-95 and the charming downtown centers of both Guilford and Madison, this impressive home offers the perfect combination of space, privacy, and convenience!

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.

First time on the market in decades, this traditional center hall colonial style home in lovely Northwoods Subdivision has been lovingly maintained by the same family for generations. Located in the coastal town of Guilford with its award winning school system and historic town green and center just miles away, this home offers a spacious eat-in style kitchen with ceramic tile flooring, lovely formal living room and dining room with hardwood floors and family room with gas log fireplace and wide board pine wood flooring. Upper level boasts a generous sized master bedroom, complete with full bath and walk-in closet. Two other bedrooms are bright and nice sized and entire second level has hardwood floors throughout. Additional bonuses are newer furnace and hot water heater. Deck in rear of home is accessed by both kitchen and sliders from the family room. This home sits on a beautiful, parklike 1.66 acre lot complete with babbling brook and is awaiting its next owner. Come see the potential this home has to offer. Subdivision is located close to Route 80 and 77, making it easy for commuters.

Timeless New England charm meets contemporary style in this beautifully remodeled Cape, where classic character and thoughtful modern updates come together effortlessly. The inviting interior features an open-concept kitchen and dining area designed for both everyday living and effortless entertaining. Just off the kitchen, a lovely deck extends the living space outdoors, creating the perfect setting for al fresco dining, relaxed afternoons, and gathering with family and friends. The spacious living room, centered around a wood-burning fireplace, offers warmth and timeless appeal. Two generously sized bedrooms, beautifully updated bathrooms, and California Closets provide comfort and refined functionality. The completely reimagined basement offers exceptional versatility, with flexible bonus spaces ideal for a home office, guest retreat, gym, playroom, or additional living area. A garage adds convenience and valuable storage. Ideally situated near town, local shops, beautiful beaches, and a brand-new elementary school, this home offers the best of coastal New England living, blending enduring charm, modern comfort, and a location that makes everyday life feel just a little more special.

Welcome to a true Guilford sanctuary. A contemporary gem tucked away on 2.2 private acres featuring a large flat yard and a babbling brook traversing the front of the property. Step inside to discover dramatic cathedral ceilings and skylights in the entry and living room that create an airy, gallery-like expanse. With over 3200SF of livable space and storage galore, this is a home ready to showcase your art, books, and treasures from around the globe. The light-filled main level flows effortlessly through spacious living, dining, kitchen and TV room with a fireplace. With 3 sets of sliders out to an expansive gated back deck that runs the entire length of the house, there is a perfect view to watch the four seasons unfolding through your private woods. Upstairs, the sweeping primary suite is a true respite. It boasts a vaulted ceiling, adjoining sitting room, balcony and a spa-inspired bath complete with marble countertops and a soaking tub. Two additional bedrooms share a full bath. For those who work, write, or create, the renovated walkout basement is a revelation-a stunning custom library and office space with cozy propane heat and a half-bath that captures the academic soul of the home. Located a short walk to Bittner Park yet remaining just a short drive to 95, you get absolute woodland tranquility without sacrificing convenience. Move in, celebrate the first snowfall in your new Guilford home, and write this remarkable property's next beautiful chapter.

More than a residence, this is a world unto itself. Encompassing 6.57 acres, this singular Branford estate offers the space to shape an extraordinary lifestyle. Zoning allows for up to six horses, with a four-stall barn offering a loft, lower level ideal for a wine cellar, and versatility for three additional stalls or conversion to an approximately ten-car garage-an opportunity for equestrians and car collectors alike. The acreage lends itself well to a private vineyard, gardens, recreation, or quiet enjoyment. A spectacular inground pool, hot tub, waterfall feature, and pool house create the ambiance of a private resort. Dating to the early 1900s, the six-bedroom, five-and-a-half-bath home is rich in warmth and character, with an expansive floor plan for everyday living and gracious entertaining. Formal living and dining rooms are complemented by a sunroom where the landscape becomes part of the interior experience. Fireplaces across both levels bring architectural presence and an inviting sense of home. The main level also offers a private study and generous en-suite bedroom, creating flexibility for guests or first-floor living. Upstairs, a spacious primary suite joins additional well-proportioned rooms, while a second staircase enhances the home's distinctive flow. A partially finished lower level adds space. Convenient to New York City by highway or train, this timeless, versatile estate offers a rare opportunity to live beautifully, without ever needing to get away.

A rare and remarkably charming Antique in one of Madison's most picturesque settings. Set on 7+ acres along quiet Race Hill Rd, this beautifully preserved circa-1764 Cape blends centuries of character with thoughtful updates and the ease of modern living. Originally restored to the studs in 1996, the 2,091 sq.ft. main house retains an extraordinary amount of its original character, including chestnut flooring, period hardware, exposed beams and other details that give the home a wonderful sense of history. The floor plan is warm and inviting. The dining area opens to a family room with rustic beams, one of the original fireplaces and windows overlooking the private grounds. The family room, which could also work as a 1st floor bedroom, is highlighted by a 2nd original fireplace, built-ins and a full bath. The formal living room is distinguished with a 3rd fireplace, loads of windows and original cabinetry. A charming kitchen with cathedral ceilings and exposed beams, and a terrific sun room with a stone floor and private entrance complete the main living spaces. Upstairs you'll find three bedrooms and a full bath. And then there is the guest cottage! A beautifully renovated, year-round 701 sq.ft. legal one-bedroom cottage, that is an exceptional addition to the property-ideal for guests, extended family, a private office or rental use. Thoughtfully refinished and entirely independent, the cottage adds a level of flexibility rarely found.

COASTAL CHARM MEETS MODERN LIVING ON NECK ROAD IN MADISON, CT. Welcome to this beautifully transformed 4-bedroom Cape, perfectly blending timeless 1949 character with a complete top-to-bottom renovation completed in 2015-2017. Bathed in natural light, the interior features an upscale Kitchen, Dining Room, Family Room w/ fireplace and a Living Room. There are pristine hardwood floors throughout, natural gas heat, central AC, and a functional layout designed for daily comfort. A 1st floor office with private door to the side yard is ideal. A dedicated mudroom offers seamless entry from the attached 2-car garage, while the spacious full basement provides abundant "hangout space" and storage. All 4 spacious bedrooms are located on the 2nd floor. Outside, the .31-acre property is an absolute backyard oasis enclosed by a full fence. Low-maintenance Hardie Plank siding ensures lasting durability. Relax on the patio, unwind in the private hot tub, enjoy the fire pit or wash away the sand in the convenient outdoor shower. The manicured grounds create an ideal setting for quiet relaxation, outdoor dining, or entertaining family and friends all year round. Location is everything; this home places you right at the heart of Madison's vibrant coastal lifestyle. Enjoy exclusive neighborhood access to Kelsey Place Beach for sunny summer days on Long Island Sound, along with quick proximity to downtown Madison. This property offers the complete coastal package.

Majestically set on 1.53 private acres, steps to the peaceful Elderslie Preserve is this stunning custom colonial. Over 4,600 square feet of living space on a quiet Woodbridge cul-de-sac the home thoughtfully pairs classic architectural details with a bright, welcoming layout, capturing peaceful seasonal nature views from almost every room. Enjoy the amazing benefits of fully owned solar panels! Inside, quality craftsmanship shows throughout with rich hardwood floors, handsome crown moldings, and coffered ceilings. The main level features a spacious kitchen with granite countertops, island & a breakfast bar that opens right into an inviting family room. Anchored by a stone fireplace with wood stove, this central space boasts cathedral ceiling and a wall of windows that lets in abundant natural light with glass doors out to an expansive deck overlooking a level and serene back yard. A main-floor study is one of many work from home spaces. Living room with a fireplace is perfect for quiet relaxation. Sculptural columns frame the oversized dining room. Also features a main level private guest suite with a full bath. Dual staircases lead up to the second level, where the primary suite includes its own fireplace, 2 walk-in closets and a spa-like bath. There are 3 additional bedrooms each with an en-suite bath and walk in closets. The finished walk-up third floor offers flexible extra space perfect for a media/rec room, guest space or quiet study.

Nestled on nearly an acre of tranquil landscape and adjacent to Westwood hiking trails, this four bedroom, two full bath home is surrounded by nature yet conveniently located. Rock walls and tended landscape in the large front yard lead into this contemporary home. On the main level, the open floor plan features a living room, dining area and kitchen with soaring ceilings and windows that showcase the surrounding natural beauty. Sliders lead to a large deck that overlooks the private, wooded back yard. A spacious loft overlooks the main level and offers wonderfully flexible space for an office, lounge or gym (the current owner uses it for the primary). Two bedrooms on the main floor and two on the lower level, each with lovely treed views, offer additional flexible space to enjoy! Also on the lower level is a flex room with sliders to a covered deck that provides shade and views. Large closets, eaves, shed and carport offer storage. This well-loved, maintained home has updates throughout, including: freshly painted interior & ceiling (2026), new air conditioning/mini-split system (2026), new roof (2022), new paved driveway (2022), new septic tank (2014), and well updates (2018-2023). Minutes to beaches (approx. 1.5 miles to Shell Beach), trails, Guilford's vibrant town center, recreation, shopping, train station, I-95 and major thoroughfares.

Beautifully updated and wonderfully maintained, this exceptional 4-bedroom Colonial offers a great & comfortable lifestyle in a highly desirable Madison location. From the moment you enter, you'll appreciate the natural light, handsome hardwood floors, and thoughtful improvements throughout. At the heart of the home is a gorgeous, sun-filled kitchen featuring a big bay window, center island, granite countertops, gas range, stainless appliances, and pantry. Just beyond the kitchen, the inviting family room makes a wonderful gathering space with its soaring cathedral ceiling, wood stove, and glass French doors opening to a fabulous multi-level deck. The spacious living room is filled with natural light, while the dining room is perfectly suited for entertaining. Upstairs, the private primary suite features a remodeled full bath, accompanied by three additional bedrooms and a second beautifully updated full bath. The extensive list of improvements includes replacement windows, brand-new roof, new oil tank, new well pump and water softener, and a whole-house generator.Outside, the attractive, easy-care yard provides plenty of room to relax and entertain, while the two-car garage and central air adds everyday convenience. A wonderful opportunity to enjoy the best of Madison living in a home where style, comfort, and quality updates come together beautifully. OFFERS HAVE BEEN RECEIVED. HIGHEST & BEST WITH NO ESCALATIONS TO BE IN BY 10AM MONDAY OCTOBER 19th

Beautifully updated Guilford Lakes Colonial offering nearly 2,800 square feet of spacious, comfortable living. Inside, the bright and welcoming floor plan features hardwood flooring, generously sized rooms and plenty of space for both everyday living and entertaining. The eat-in kitchen with center island opens to an impressive family room with vaulted ceilings, a fireplace and French doors leading to the expansive deck and patio-perfect for indoor-outdoor living. Formal living and dining rooms provide additional space for entertaining, while the oversized bonus/media room offers incredible flexibility as a home office, playroom, gym or second family room. Upstairs, you'll find three spacious bedrooms with newly added hardwood flooring, including a generous primary suite featuring two walk-in closets and a private bath with soaking tub and separate shower. Additional highlights include new central air conditioning, fresh interior paint, main-level laundry, a walk-up attic, full basement and attached two-car garage. With its spacious floor plan, thoughtful updates and serene setting, 44 Coventry Way offers a picturesque lot accented by classic stone walls and inviting outdoor spaces, this home offers the perfect combination of privacy, space and convenience.

Set back and sited high on a hill overlooking 1.6 aces of estate-like grounds with seasonal views of Long Island Sound and Madison Country Club's 18-hole golf course, this residence was constructed by one of the town's most esteemed builders as his own home, and it shows in every detail. Nine-foot ceilings and abundant light define the first floor, which includes a living/dining room and elegant den, each with a woodburning fireplace, an office (currently a playroom), and a powder room. The living room opens to large veranda ideal for outdoor living and Fourth of July parties overlooking Madison's annual fireworks display. A spectacular top of the line kitchen has double ovens, A Sub-Zero refrigerator, counter and table seating, as well as an inviting sitting area. Upstairs, the vaulted primary suite offers a sitting area with yet another fireplace, two enormous walk-in closets sure to please, and a fabulous bathroom with double vanity, walk-in shower, and soaking tub. A bedroom with ensuite bath, a laundry room, and two other bedrooms that share a family bath complete the second floor. The finished lower level adds plenty of additional living space, a full bath, and a multi-purpose bonus room. A two-story carriage style garage has space for an office/studio above. Just minutes from Madison's center and the Surf Club, this is a very special, move-in ready property. Be prepared to act quickly!

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!

Welcome to 38 Church Lane, where exceptional custom renovations meet a captivating Madison setting. Perched high on a large corner lot surrounded by mature trees, this thoughtfully updated 4-bedroom, 2.5 bath home offers sophisticated finishes, a flexible floor plan ideal for multi-generational living and privacy just minutes from Madison's town center and shoreline. The stunning kitchen, custom-crafted by Gedney Kitchens, features bespoke cabinetry and premium finishes, while an oversized fireplace anchors the inviting living room. The finished lower level includes a comfortable den with Vermont Castings wood-burning stove, custom Gedney wet bar, light-filled bedroom/office, and spa-inspired renovated bath with dual-head shower, heated floors, and heated towel rack. Outside, a brand-new composite deck overlooks terraced grounds with mature trees, stonework, curved pathways, and inviting spaces to garden, gather, and explore. An existing front-yard pond scape offers intriguing possibilities for future re-imagining. Hardie board siding with AZEK trim provides a remarkably low-maintenance exterior, complemented by energy-efficient windows and central air. Minutes from Madison's shops, dining, and beautiful shoreline beaches, this one-of-a-kind property truly must be experienced in person.

If you are looking for the quintessential New England shingled home with mesmerizing, unobstructed, direct water views - you have just found it! Located in the sidewalk-lined Short Beach community, this home has a deeded fractional interest in waterfront land directly across the street for beach access. Open 1st-floor layout is sun-drenched, featuring numerous sliders that effortlessly blends indoor & outdoor living. Living room has a newer gas fireplace adding a warm ambiance for the cooler months. Combined dining room & living room spill open to an expansive wrap-around deck w/ captivating vistas, elevating outdoor entertaining to a new level. The tastefully remodeled kitchen boasts spectacular natural quartz countertops, stainless steel appliances, crisp white cabinetry and a large, functional pantry. Sweetly remodeled powder room completes the main level. Upstairs, retreat to the expansive primary suite featuring cathedral ceilings, exposed beams, a walk-in closet, and its own private deck -the perfect spot to savor morning coffee or unwind at the end of the day. The primary bath is enhanced w/ a dual-sink vanity and a jacuzzi tub/shower. Two additional bedrooms, a full guest bath & dedicated laundry area complete the 2nd level. A detached, one-car garage with storage above adds to the convenience of this special property. With deeded beach rights, smart updates and a vibrant neighborhood, this is a truly special shoreline home.

Enjoy the best the shoreline has to offer in this charming seasonal summer cottage. Bring your swimsuits, sunscreen, and a book... and move right into this furnished, turnkey summer house. One of the largest cottages, this home has central air, 2-3 parking spaces, and a lovely lot. Sun-filled, airy, and spacious, with a large kitchen and dining room, a generous living room, and 2 additional rooms. Listed as a 1-bedroom, but could easily be used as 2 bedrooms, or 1 bedroom and a flex room. The half bath even has an all-in-one washer/dryer unit. You'll love the outdoor shower, fresh air, under the stars, no sand in the house. Outside is a large storage shed and a screened gazebo, perfect for al fresco dining! Finish out the summer enjoying sunsets and relaxation. A quick bike ride to Hammonasset Beach State Park, restaurants, downtown Madison, the movie theater and shops.

Well located at the end of a quiet cul-de-sac in the desirable Meadow Hills Lake community, this spacious 4-bedroom center hall Colonial offers the perfect balance of privacy, comfort, and neighborhood amenities, including private lake access and a sandy beach. Designed for both everyday living and entertaining, the main level features formal living and dining rooms, an eat-in kitchen, and an inviting family room with vaulted ceilings, a wood-burning fireplace, and sliding doors leading to an expansive deck. A versatile room just off the kitchen is ideal as a home office or playroom and opens to the welcoming front porch. Hardwood floors extend throughout the first level. Upstairs, the generous primary suite includes a walk-in closet and private bath, while three additional bedrooms share a full hall bath. The private backyard is a true retreat, highlighted by a newly rebuilt saltwater pool and plenty of space to relax or entertain. Enjoy the best of both worlds-a peaceful setting with exceptional community amenities, all just minutes from shopping, dining, and commuter routes.

Rare opportunity in Guilford! This home is currently used as a multifamily but can revert to a one family residence. Approximately 2400 sqft with the possibility of future expansion. Conveniently located close to Guilford's Historic Green, shops, restaurants, beaches and shoreline attractions.

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.

Positioned moments from the shoreline and local marina, 15 Linden Shores delivers a masterfully reimagined coastal retreat combining thoughtful upgrades, expansive layout options, and impressive community perks. Spanning 2,800 square feet, the open-concept main floor is flooded with sunlight from soaring vaulted ceilings and multiple skylights. Anchoring this primary gathering space is a gourmet chef's kitchen along with a warm gas fireplace. For effortless indoor-outdoor living, glass doors open onto an oversized deck and gazebo, where you can unwind against a backdrop of tranquil marshland and harbor views. Designed for true main-level living, the residence offers a first-floor primary bedroom suite complete with a luxurious ensuite bathroom featuring radiant heated floors and a Bain Ultra soaking tub. Upstairs, a versatile loft provides additional flexible living space. The fully finished walk-out lower level acts as a self-contained suite-ideal for guests, extended family, or a dedicated sanctuary-comprising a private bedroom, home office, workout area, lounge, steam shower, and dedicated laundry space with Speed Queen appliances. Every mechanical and technology system throughout the home has been meticulously updated for effortless modern living. Integrated features include an 11-zone Sonos sound system, Ring security, Nest smart thermostats, Hunter Douglas window treatments, updated HVAC, whole-house water filtration, a full-home backup generator, custom deck lighting

Tucked into one of the shoreline's most sought-after neighborhoods, this 3-bed, 2-bath beach house feels like the setting of your own coastal retreat. Wake up and slip out for morning walks with deeded beach rights, coffee in hand, the salt air greeting you first thing. With its move-in-ready design, this home works beautifully as a full-time residence or a seasonal getaway-low-maintenance enough to lock and leave, yet comfortable and spacious enough for year-round living. Inside, the light-filled layout invites easy gatherings, while outside, the lifestyle is unmatched. Spend summer afternoons on the sand, weekends out on the water, and evenings dining at nearby restaurants that make this area so loved. Just beyond your doorstep, you'll find country clubs, parks, and golf courses, all part of the rhythm of this vibrant shoreline community. Whether it's morning beach access, a boat ride from your own mooring, weekend tee times, or simple strolls through the charming streets, life here is designed to be enjoyed. This isn't just a house by the beach-it's a lifestyle where the best of the coast meets the comforts of home. Bring your offers!