luxury houses 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.

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.

Turn the key and start living. This pristine Branford home has been cared for inside and out, and it's ready for you to move right in. A private elevator serves the foyer, main, and bedroom levels, the doorways are ADA accessible, and a ramp leads to the deck, so every part of the home is easy to enjoy. The heart of the home is a large kitchen with rich cherry cabinetry, granite counters, a two-tier island, double wall ovens, a gas cooktop, and a sunny breakfast nook. It opens to a vaulted family room with a skylight, a wall of windows, and a brick fireplace for cozy nights in. A formal dining room with a bay window makes holiday dinners easy. Upstairs, the primary suite has its own full bath, joined by two more bedrooms, a den, and a second full bath. Gleaming hardwood floors run throughout. Everyday comforts include a laundry room, central air, gas heat, a whole-house generator, and a two-car garage with an epoxy floor. Outside, the deck overlooks landscaped grounds on more than half an acre. Then there's Branford itself. Stroll the Branford Green for farmers markets and summer concerts, browse the shops and restaurants along Main Street, walk or bike the Shoreline Greenway Trail, and take in the beautiful coastline at Branford Point or a boat tour of the Thimble Islands from Stony Creek. With easy access to I-95 and New Haven, this is Connecticut Shoreline living at its most comfortable.

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.

Escape to your own private lakeside sanctuary in this elevated home. Perched with breathtaking, picturesque views from nearly every room, this beautifully renovated 2-bedroom ranch offers the ultimate vacation-at-home lifestyle on the pristine shores of Lake Quonnipaug. Known for its tranquil waters-ideal for swimming, fishing, and leisurely cruising with power boats limited to 6 horsepower, the lake is yours to enjoy. Easy access is provided via a new staircase and dock featuring convenient swim stairs and kayak launch. Inside the home you will find rich dark-finished hardwood floors, a gorgeous wood burning fireplace, a kitchen with a contemporary vibe, skylights for added natural light and loads of windows to maximize the gorgeous views. The newer roof and whole house generator will bring you peace of mind. Outside is a nice sized deck with mechanical awning to provide you with shade on those sunny days. Beyond the main house, a spacious detached studio with a one-car garage bay underneath provides endless possibilities for a creative workspace, home office, gym or guest retreat. Experience lakeside living at its absolute finest. This sale is subject to Probate Court approval.

**HIGHEST AND BEST DUE SUNDAY 10.18.2026 AT 8 PM. **One floor, three bedrooms, and nothing to do but move in. This 1958 ranch at 14 Shaw Drive in North Haven, Connecticut offers true single-level living with 1,492 square feet, 3 bedrooms, and 1.5 baths on a flat, level lot of roughly 0.72 acre. Hardwood floors, central air, and natural gas forced hot air keep the home comfortable year-round. The finished walkout lower level adds 656 square feet for a family room, home office, gym, or guest space, with direct access to the backyard. Step out to the deck for morning coffee, weekend grilling, and evenings outdoors on a level, usable yard. The attached garage provides covered parking and storage, and the shed holds the garden tools and lawn equipment. Vinyl siding and an architectural shingle roof keep exterior upkeep simple. A well-kept ranch in an established North Haven neighborhood, ready for its next owner. Please note that the Gas Company has an easement to access the back of the property.

A distinguished Colonial with a sophisticated twist, this exceptional 5-bedroom, 4.5-bath residence beautifully blends timeless elegance with remarkable versatility. Privately nestled on nearly 2 professionally manicured acres at the end of a coveted cul-de-sac, the home welcomes you with a dramatic two-story foyer, gracious living room & banquet-sized dining room accented by exquisite millwork. At the heart of the home, an expansive chef's kitchen showcases custom-crafted cabinetry, an oversized island, breakfast bar & inviting dining area, all opening to a spectacular deck & beautifully appointed patio. The adjoining family room is a showstopper, with soaring cathedral ceilings & a wall of windows capturing views of the lush gardens and breathtaking grounds. A thoughtfully designed main-level guest or in-law suite offers a private bedroom, elegant full bath and generous living space. An amazing mudroom just off the 3 car garage. A second staircase leads to an impressive bonus room, full bath, laundry and spacious home office. Three generously proportioned bedrooms and 2 full baths provide exceptional comfort. In addition, the extraordinary primary suite serves as a private sanctuary, complete with an expansive dressing room, luxurious bath & romantic private patio, an idyllic setting for morning coffee. Offering an exceptional combination of refined living, flexible accommodations and serene outdoor beauty, this remarkable property is in a phenomenal neighborhood. Min to 95

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.

Branford treasure returns to the market. Once a 19th-century sawmill, this storybook stone residence carries a piece of Connecticut's heritage into an extraordinary setting: a private waterfall, tidal creek on two acres. Transformed into a home in 1939 with the original mill structure thoughtfully incorporated, it offers a convergence of history, architecture and landscape that would be nearly impossible to recreate. Within 3,000+ square feet, four original fireplaces and vaulted ceilings lend warmth and character. An eat-in kitchen, expansive great room and dining area capture nature and water views, while a fireside den and four-season porch invite quieter moments. The main level includes three bedrooms and two full baths; the ground floor adds a full bath, wine storage, a walk-in closet and two fireside flex rooms with water views, one ideal as a fourth bedroom. New central air in 2025. Stone patios, waterfall-side terraces, garden paths and a private pier draw daily life outdoors. Across from the waterfall, a water-lily pond offers a tranquil counterpoint. A second parcel across the lane holds a two-car garage and a charming two-room building with possibilities for a studio, office or guest retreat. Minutes from historic Stony Creek village and approximately two hours from New York City and Boston, this rare shoreline property offers something beyond a beautiful home: the opportunity to become its next steward.

Set on a peaceful cul-de-sac in Madison's highly desirable Strathmore Farms community, 3 Longview Terrace is an exceptional stand-alone condominium home that captures the essence of luxurious coastal living. This thoughtful 3-bedroom Colonial seamlessly blends elegance and comfort, offering a flowing first-floor layout that includes a formal dining room, a living room, an eat-in kitchen that opens to a family room with a fireplace as a focal point, and rounded out with a dedicated home office/flex space. The beautiful eat-in kitchen is the heart of the home with sliding doors that open to a large deck overlooking the meadow. Beyond the elegant interior, this property is a dream for nature enthusiasts, offering access to the community gazebo as well as kayaking, paddle boarding, and birdwatching. Enjoy the marsh-view setting, the quick two-mile drive to the stunning shoreline of Hammonasset Beach State Park, and convenience to Madison village. This home combines the space and privacy of a detached home with a premier, carefree lifestyle.

The Perfect Location on picturesque 3/4 of an Acre. Walk to Hammonasset State Park and enjoy the Trails and 2-Miles of Pristine Sandy Beach ~ This Antique Saltbox boasts a total of 2,262 square feet of heated living space. Windows have been upgraded with Pella Double Pane Insulated Windows throughout. Included in the floor plan is a legal 1-Bedroom Apartment on the first floor. You'll need to Roll up your sleeves and do some work, but the results should pay dividends.

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.

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.

Set on a prime corner lot, this classic New England colonial is perfectly sited to welcome you home. The professional landscaping and stunning hardscaping accent this spectacular property. Step inside to a sun-drenched two-story foyer where detailed wainscoting and warm hardwood floors greet you. Elegant crown molding and custom paneling seamlessly frame the light-filled main spaces. At the center of daily life sits a custom chef's kitchen with an oversized island made for large or small gatherings. It flows into a family room anchored by a cozy fireplace, offering endless room for all - perfect for holidays or everyday! Access the deck and patio from either the family room or the kitchen and appreciate the added space for overflow when entertaining. Upstairs, the primary suite is surrounded by recessed panel wainscoting and crowned with an elegant tray ceiling, features a walk-in closet and expansive bathroom. Three spacious bedrooms complete the second floor as well as a hall bath, laundry and abundant storage. Expanding your options, a massive bonus room stretches over the entire three-car garage, ideal for a media room, play area, or home office.

PLEASE SUBMIT OFFERS BY 9PM ON WED 10/14. Available for the first time since it was built on .93 acre on the cul-de-sac, this stately Colonial offers turn-key living. Open the front door to the welcoming foyer and your eye is drawn to the detail work that surrounds you. A formal living room is to the right and the dining room to the left opens to the family room with gas fireplace and then to the kitchen which will thrill the most discerning cook. The island provides plenty of workspace as well as abundant seating for family and friends. Entertaining for holidays or watching a game is fun and easy with this floor plan design. The covered porch provides additional entertaining space. Outside is a spectacular private outdoor oasis designed for ultimate relaxation and entertaining. The centerpiece of the backyard is a stunning in-ground pool, surrounded by a concrete patio and an expansive composite deck. There is endless space for unwinding at home or hosting large gatherings. Seamlessly connecting the indoor and outdoor living areas, this backyard is built for creating memories. Upstairs features a magnificent primary suite, a second family room, and three additional spacious bedrooms. Second floor laundry room features another half bath. Enjoy phenomenal storage, an attached, oversized 3-car garage, plus a vast walk-out basement perfect for a gym or playroom. In addition to the main house, a versatile one bedroom in-law suite is accessed via deck, driveway and garage

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.

Beautifully Remodeled Ranch welcomes you the moment you step inside. The open layout creates a comfortable flow between the kitchen, dining, and living areas - perfect for gathering with loved ones or enjoying quiet everyday moments. The kitchen offers generous workspace with new cabinets, quartz countertops, and all new appliances. The living room's Picture Window fills the home with soft natural morning sunlight. Nearby, you'll find a large Study with its own private entrance. Complete with Laundry & Full Bath for added convenience, this space offers comfort and privacy for family or guests. On the other side of the home, you will find 3 Additional Bedrooms all with gorgeous, redone & exposed hardwood floors with a fresh "Special Walnut" stain. Step out onto the back deck, accessible off Dining Area, to enjoy the quiet acre of lightly wooded & private rear yard. This quiet Neighborhood is the perfect setting for a 1,548 square foot Ranch offering One Floor Living with Full House Generator and Updated........ well, Just About Everything !!

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.

Perched on a scenic knoll in a highly desirable neighborhood, this classic colonial exudes curb appeal. A newly laid, meandering brick walkway leads to two inviting front entrances. Inside, the welcoming foyer opens to a sun-drenched living room that flows seamlessly into a beautifully renovated kitchen. A chef's dream, the kitchen boasts crisp white cabinetry, a contrasting grey-washed center island with waterfall "Carrara-style" quartz countertops, and a spacious dining area perfect for hosting large gatherings. French doors open to a serene four-season porch and a sizable deck, making indoor-outdoor entertaining effortless. The main level also features a generous family room with a cozy gas fireplace. With its own private entrance, this versatile space is ideal for an in-law suite, au-pair quarters, or a quiet home office. Upstairs, the primary suite is a true sanctuary, complete with a walk-in closet and a tastefully renovated, spa-like bath featuring heated floors. Three additional spacious bedrooms, all customized with California Closets, share a second beautifully updated full bath. Freshly painted throughout, the home also features a finished lower level with brand-new composite flooring and a highly functional mudroom just off the garage. This is a lovely home in a sought after private neighborhood and the community of Heatherwood is special within itself- come and experience all that it has to offer.

Charming Cape-style home set on a spacious, level lot just over half an acre, filled with timeless character. Original hardwood floors throughout add warmth and comfort, while the renovated kitchen provides a fresh, modern feel that compliments the home's classic touch. Both bathrooms offer stylish updates and provide everyday functionality. The spacious formal dining room features original built-ins and flows into an additional room, ideal for a den, home office, or flex space. The large, inviting living room also features original built-ins and an operational fireplace, creating a cozy gathering space. Generously sized bedrooms offer plenty of natural light and abundant closet space for added storage. The partially finished lower level includes a bar along with a fireplace, creating another space for recreation or relaxing. Outside, the large level yard offers a deck and patio for different entertaining spaces and multiple sheds allowing for plenty of storage. A wonderful blend of classic charm, thoughtful updates, and versatile living spaces, this house is ready for its next chapter!

Stunningly cared for and truly move-in ready, this meticulously maintained 4-bedroom, 2-full-bath cape cod style home offers exceptional versatility. The welcoming living room features gleaming hardwood floors, while the eat-in kitchen offers solid wood cabinetry and comfortable space for everyday dining. A charming mudroom/porch area provides an inviting entry and place to drop your shoes. The main level is completed by two bedrooms and a full bath. Upstairs, two additional bedrooms and a second full bath provide flexibility for family or guests. The clean, well-maintained basement offers excellent additional space for a home gym, hobbies, storage, or potential future expansion. Outside, enjoy a level, fenced backyard with an impressive 350+ sq. ft. concrete patio, perfect for outdoor entertaining and relaxing. An oversized detached one-car garage provides abundant storage space and workshop area. Recent improvements include a brand-new TRANE HVAC system with central air and natural gas heat, professionally cleaned ductwork, refinished hardwood floors, and fresh paint throughout. Pride of ownership is evident throughout this exceptionally clean and pristine home. Ideally located in North Haven with convenient access to major shopping, highways and everyday amenities, this turn-key home is ready for its next owner.

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.