Refine Search
Sort by
$6,375,000
4 Beds 5 Baths 24165538 MLS
Boater's Paradise-Live the Ultimate Saugatuck Shores Waterfront Lifestyle. Experience unparalleled, direct waterfront access from this striking contemporary perched directly on the shores of Long Island Sound. Featuring its own rare private dock, this property is a true boater's/water lover's paradise. Enjoy all that Saugatuck Shores has to offer-boating, jet-skiing, paddle boarding, or kayaking from your own backyard. Dramatic walls of glass bathe the interior with natural light throughout effortlessly blending modern architectural lines with unparalleled, panoramic views of Bermuda Lagoon, Peck Ledge Lighthouse and boating channels which can be seen from almost every room. The open-concept main level transitions seamlessly to a massive sundeck, setting the ultimate stage for indoor-outdoor entertaining. Spend summers relaxing by your private waterfront gunite pool and spa, rinse off in your outdoor shower or unwind in the custom indoor sauna. Positioned within the coveted, private Covlee Beach Association, residents enjoy access to a private sandy beach with additional dock slips, kayak and paddleboard storage, a playground, picnic area, and fire pit just steps away, blending complete privacy with an active coastal community. From the Great Room with its dramatic fireplace and vaulted ceiling, to the custom Kitchen with fireplace, to the cozy Family Room and Study, there are so many spaces to delight. All bedrooms, including primary suite, have decks overlooking the Sound.

21 Covlee Dr, Westport

$2,250,000
4 Beds 5 Baths 24167303 MLS
TABER ACRES -This is the building lot you've been waiting for! Flat lot, sandy soil, and ready to build! 7.4 acres means this lot can accommodate a pool, a 2 bedroom guest house, sport court, and more! Private setting on Taber Road near a working farm with tons of curb appeal and less than 1 M to NY LINE for ease of commutes both full time or weekend! Wetlands in back to remain in conservation, and have hiking trails, a bridge, and boardwalks! This is your chance to partner with an award-winning local design-build firm to create the home of your dreams! House plans shown are just a sample; this firm can do whatever fit your needs. Check out Sherman Building Design LLC on the web or on Instagram-extraordinary blend of superior craftsmanship and refined modern design. This is the only lot left in this small country 3 Lot subdivision; The sale price listed represents a land conveyance at 369K, and a building allowance starting at $500/ sf. Ease & proximity 5M-Metro North Train Station/4M-quaint small Town Center, Community Park w/Basketball, Tennis & Pickle Ball Courts, jogging path/Town Boat Slips/Kayak-Canoe Racks & Sandy Beach on CANDLEWOOD LAKE/2M to private golf club (The Club @ River Oaks) / 3.5M to Quaker Hill Country Club. 4M to 835 Acres Deer Pond Farm Sanctuary-Audubon Center w/its 20M of trails. 60M to NYC-makes for a perfect weekend retreat or year round living. Welcome to Small Town USA! Builder available to meet and walk land.

8 Taber Rd, Sherman

$7,350,000
6 Beds 7 Baths 24152219 MLS
Set behind gates on over four exquisitely landscaped acres in Westport's coveted Beachside enclave, 69 Beachside Avenue is a private coastal estate offering a rare blend of scale, privacy, and resort-style living just moments from the shoreline. A long, gracious approach leads to a timeless residence defined by exceptional craftsmanship and sun-filled interiors. Expansive living spaces feature soaring ceilings, seamless flow, and walls of glass that frame the estate's serene, park-like setting-ideal for both grand entertaining and everyday living. At the center of the home, a chef's kitchen opens to elegant formal and informal spaces, creating an effortless environment for hosting. Each room is thoughtfully appointed with high-end finishes, bespoke details, and a refined sense of understated luxury, now fully realized with a newly completed primary bath designed as a private, spa-like retreat. Outdoors, the property transforms into a true resort experience, with a stunning pool and spa, spacious terraces, and a full Har-Tru tennis court set amid rolling lawns and mature plantings, offering exceptional privacy and tranquility. Perfectly positioned near Westport's beaches, Longshore Club, and vibrant downtown, this property also offers the rare advantage of direct access to Greens Farms Academy, a feature shared by only a select few homes. This property is where luxury, land, and lifestyle come together in one of Westport's most prestigious addresses.

69 Beachside Ave, Westport

$16,995,000
5 Beds 8 Baths 24166336 MLS
This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering two separately deeded parcels ( that create this magical estate to ensure the peace and tranquility of your own private oasis. East facing views are enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned by Christopher Plummer of The Sound of Music, the current owners have meticulously renovated and restored this cherished home with the renowned builders, Significant Homes and interior designer, Cindy Rinfret, Rinfret LLC. The architectural integrity has been preserved with comfort and quality for today's lifestyle. A world-class property. Parcel IDs 61 10 (207) & 61 10-2 (209)

207-209 Long Neck Point Rd, Darien

$1,050,000
4 Beds 4 Baths 24164956 MLS
Welcome Home to 7 Jet Brook Road! This stunning, light-filled with an open layout 4-BR, 3.5-BA home built in 2017 is beautifully situated on a private 2.12 acre lot in desirable Newtown. This meticulously maintained residence boasts gleaming hardwood floors and offers a thoughtful floor plan featuring a formal dining room with coffered ceilings, a separate living room, first floor home office or guest room and a large bright and inviting family room with recessed lighting and a beautiful gas fireplace. The chef's kitchen is perfect for entertaining as it has an expansive granite island, stainless steel appliances, tons of storage, includes a pantry and walks out to the back deck with a gas-grill hookup for effortless entertaining. First floor laundry room adds to the many conveniences in this home. Upstairs highlights include a primary suite with a tray ceiling adding to it's architectural drama, a walk-in closet, large en suite bathroom with tile shower, granite counters and a soaking tub with private views. Two more full baths add convenience to the remaining three bedrooms and second office or playroom option. The beautifully finished walk-out basement with extensive wood trim hosts a playroom and gym option and a large 3-car garage. Modern essentials like a whole-house generator, radon system, storage shed (added in 2021) make this home move-in ready and worry-free. Entertain in the evening outside on your maintenance free deck or around the fire pit!

7 Jet Brook Rd, Newtown

$1,350,000
4 Beds 6 Baths 24165333 MLS
Experience the ultimate in privacy, elegance, & luxury in this beautifully crafted custom Mediterranean, ideally located in the desirable White Hills section of Shelton. Privately set on 3 acres at the end of a quiet cul-de-sac, this meticulously maintained home showcases exceptional quality! The grand two-story marble foyer welcomes you & flows seamlessly into the formal living & dining rooms. Main level home office. The spacious kitchen features a walk-in pantry & a sun-filled breakfast nook, seamlessly opening to the family room, which has a soaring cathedral ceiling & a fireplace. Main level laundry room. Large game room above 3-car garage. The first-floor primary suite offers a sitting room and a luxurious bathroom featuring a spa tub, double sinks, separate shower, & his-and-her walk-in closets. Stunning masonry patio features a wood-burning fireplace & inviting seating area, plus an additional patio off the veranda. This home's outdoor living space is truly exceptional. A heated paver driveway leads to the 3-car garage w/heated floors. The lower level offers a fully equipped home gym, two additional bedrooms with a shared hallway bath, a movie room, a tanning room, & a versatile bonus space-perfect for a playroom or additional living area. Additional features include a include a newer roof (2022) New AC units (2025), a 36kw whole-house generator, & radiant floors throughout. This one-of-a-kind property offers the perfect blend of luxury, comfort, and privacy!

39 Golden Hill Ln, Shelton

$7,900,000
7 Beds 9 Baths 24165104 MLS
Introducing a one-of-a-kind gem in Darien: the historic Eliaseph Whitney House, originally built in 1770, nestled on an expansive 4.12-acre parcel- one of the largest of its kind in town. This iconic property effortlessly blends centuries-old charm with modern-day functionality. Step inside to discover timeless details like wood-beamed ceilings and floors, multiple fireplaces, a cozy den and library, all complemented by bright, open living spaces with a kitchen family room space built for today's lifestyle. Two garage spaces offer room for six cars and incredible storage. The surprises don't stop indoors-step outside into meticulously maintained grounds showcasing a gorgeous pool, landscaping, split rail fences, and charming stone walls that evoke a sense of storybook elegance. A sprawling, incredible field offers endless opportunities for recreation or relaxation, and the potential to divide the property into two lots opens the door to even more possibilities. Adding to the allure is a stunning barn-style guest house, built in 2008, offering two bedrooms and endless possibilities. Whether it's a private retreat for guests, a party barn, or a multi-generational living space, this addition enhances the property's versatility. This is more than a home - it's a rare opportunity to own a piece of Darien's history, surrounded by natural beauty, modern comforts, and limitless potential. A true treasure, this iconic home is a generational opportunity awaiting you!

246 Brookside Rd, Darien

$819,995
4 Beds 3 Baths 24164902 MLS
Welcome to Woods Way, Shelton's newest subdivision. To Be Built. The Elm model offers a flexible layout with generous living spaces across both levels. The first floor features an open kitchen and dining area that flows into a spacious family room with a gas fireplace, ideal for everyday living and entertaining. A dedicated first-floor office and convenient half bath complete the main level. The second floor includes four bedrooms, including a primary bedroom with two walk-in closets and en suite bath, along with an additional full bath and second-floor laundry. Full unfinished basement that can be converted into additional living space. Taxes are just a placeholder, homes have not been assessed yet. Photos are of a similar home.

Lot 13 Woods Way, Shelton

$879,995
4 Beds 3 Baths 24164859 MLS
Welcome to Woods Way, Shelton's newest subdivision. These homes are to be built. The Maple model features a first-floor primary bedroom suite, offering the ease of main-level living paired with inviting spaces for everyday life and entertaining. The open kitchen and dining area flow seamlessly into a spacious family room, creating a bright and comfortable gathering space. The first floor also includes a guest bedroom or office, a full bath, and a separate laundry room. The second floor adds two additional bedrooms with walk-in closets and a full bath, providing flexible space for guests or hobbies. Full unfinished basement that can be converted into additional living space. Taxes are just a placeholder, homes have not been assessed yet. Photos are of a similar home.

Lot 4 Woods Way, Shelton

$879,995
4 Beds 3 Baths 24164853 MLS
Welcome to Woods Way, Shelton's newest subdivision. These homes are to be built. The Maple model features a first-floor primary bedroom suite, offering the ease of main-level living paired with inviting spaces for everyday life and entertaining. The open kitchen and dining area flow seamlessly into a spacious family room, creating a bright and comfortable gathering space. The first floor also includes a guest bedroom or office, a full bath, and a separate laundry room. The second floor adds two additional bedrooms with walk-in closets and a full bath, providing flexible space for guests or hobbies. Full unfinished basement that can be converted into additional living space. Taxes are just a placeholder, homes have not been assessed yet. Photos are of a similar home.

Lot 3 Woods Way, Shelton

$899,995
4 Beds 3 Baths 24164850 MLS
Welcome to Woods Way, Shelton's newest subdivision. These homes are to be built. The Maple model features a first-floor primary bedroom suite, offering the ease of main-level living paired with inviting spaces for everyday life and entertaining. The open kitchen and dining area flow seamlessly into a spacious family room, creating a bright and comfortable gathering space. The first floor also includes a guest bedroom or office, a full bath, and a separate laundry room. The second floor adds two additional bedrooms with walk-in closets and a full bath, providing flexible space for guests or hobbies. Full unfinished basement that can be converted into additional living space. Taxes are just a placeholder, homes have not been assessed yet. Photos are of a similar home.

Lot 2 Woods Way, Shelton

$899,995
4 Beds 3 Baths 24164838 MLS
Welcome to Woods Way, Shelton's newest subdivision. These homes are to be built. The Maple model features a first-floor primary bedroom suite, offering the ease of main-level living paired with inviting spaces for everyday life and entertaining. The open kitchen and dining area flow seamlessly into a spacious family room, creating a bright and comfortable gathering space. The first floor also includes a guest bedroom or office, a full bath, and a separate laundry room. The second floor adds two additional bedrooms with walk-in closets and a full bath, providing flexible space for guests or hobbies. Full unfinished basement that can be converted into additional living space. Taxes are just a placeholder, homes have not been assessed yet. Photos are of a similar home.

Lot 1 Woods Way, Shelton

$2,395,000
6 Beds 6 Baths 24164783 MLS
Built in 2022, 40 Richmondville Avenue offers generous scale, a thoughtful layout, and true move-in-ready ease. Bright, open-concept main level connects kitchen, dining, and living spaces, with high ceilings and oversized windows throughout. The kitchen features a full Thermador appliance suite, large island with integrated outlets, extensive cabinetry, walk-in pantry, and mudroom with built-ins. Upstairs includes a spacious primary suite with walk-in closet and spa-like bath with heated floors, soaking tub, and oversized shower. Two bedrooms are connected by a Jack and Jill bath, each with lofted spaces for added flexibility. Additional bedrooms offer options for guests, office, or evolving needs. Third floor provides a private, multi-purpose level, while the finished lower level includes polished concrete floors and a bar/kitchenette area for casual entertaining. Six bedrooms, five-and-a-half baths, and four finished levels offer exceptional flexibility. Located just minutes from downtown Westport, with easy access to shopping, dining, and beaches, in an area experiencing continued growth.

40 Richmondville Ave, Westport

$1,599,000
4 Beds 5 Baths 24163654 MLS
Privately set within an enclave of newer luxury homes on a serene cul-de-sac, this exceptional residence offers a refined blend of architectural elegance and modern comfort. A striking contemporary entry welcomes you into a grand two-story foyer, where designer lighting and natural light create an unforgettable first impression. Wide-plank white oak flooring flows seamlessly throughout the main living spaces, enhancing the home's open and sophisticated layout. The chef's kitchen is a true centerpiece, featuring a statement quartz waterfall island, custom lighting, and a curated selection of premium appliances, including a Viking 8-burner double oven range, Bosch suite, coffee station, and Sub-Zero refrigerator. A walk-in pantry with wine storage adds both style and functionality. Walls of glass invite abundant light while framing the home's beautifully designed outdoor living spaces, including an expansive Trex deck and a private patio surrounded by mature landscaping. The primary suite offers a tranquil retreat with dual walk-in closets and a spa-inspired bath designed for relaxation, complete with a soaking tub, walk-in shower, and illuminated mirrors with defogging features. Additional highlights include a private guest suite, Jack & Jill bedrooms, smart home integration, and sprinkler system-every detail thoughtfully curated through a bespoke collaboration between seller and builder. The pool shown is a virtual concept to illustrate potential.

8 Holly Ln, Newtown

$849,900
4 Beds 5 Baths 24164162 MLS
Owners relocating so just reduced! This Unique Colonial/Contemporary home is set on a beautiful acre lot in a highly desirable neighborhood. Open floor plan with dramatic two-story entry and dual staircases. First floor features a formal living room, step-down two-story family room with hardwood floors and fireplace, and a first floor primary suite with luxurious bath and walk-in closet. White kitchen with newer appliances, ample counter space, dining area, and French doors to a sun porch overlooking the private yard. Formal dining room and 3-car garage complete the main level. The second floor offers a large balcony overlooking the family room, a possible second primary bedroom with full bath and walk-in closet. Two additional spacious bedrooms with storage and built-in office space. The Walk-out basement has full bath which offers great potential. Enjoy outdoor entertaining with an in-ground pool, fenced yard, and also, fenced around the pool for safety, as well as a newer driveway. Home originally owned by developer in town. Many special features. Read addendum for new improvements.

30 Stonewall Ln, Monroe

$2,495,000
6 Beds 7 Baths 24160708 MLS
A RARE property. The 28- year owners lovingly restored their 18th century antique and expanded it to 6,050 SF of modern comfort on its 4 acres including a 11/4 ac. pond. Albeit, the renovation of the property's antique 1,100 SF, 2 BR continually-rented cottage may be the financial coup for 42% marginal tax bracket (Fed+CT) buyers who assume a 6.25%, 80% ($2,080,000 of 2.6M asking) 30 yr. fixed mortgage. The rent, presently $30,000/yr., and tax advantaged deductions will contribute funds that amortize $915,000 of the 2.080M. Accordingly, the effective purchase price could be $1,685,000. High-quality finishes aside, consider the setting: brook-fed pond for large-mouth-bass anglers and visiting egrets; stunning fall foliage surrounding the pond; 450 ft. long, bleached-stone, maple tree-lined driveway to the main house; just a 2-minute drive to the Weston Town Center and K-12 school campus; 150 SF of veggie-intensive raised beds along with wild blackberries, and Concord grapes where you meander; pool site plans rendered and readied for the buyer; oversized-windows and 3rd floor balcony offering sweeping views; and a massive front lawn for that Great Tent celebration. Inside, a 2025-new heating system slashes the gas bill; a home office space w/ fireplace has its own private entrance; and the former, acclaimed NYC chef/owner's professionally equipped kitchen is central to the home's 5 entertaining areas, while a 600 SF bonus room with its own full kitchen invites countless uses.

32 Steep Hill Rd, Weston

$859,900
4 Beds 4 Baths 24163140 MLS
Step into a piece of Trumbull's history with this enchanting, updated Craftsman Cape loc in the highly sought-after Daniels Farm section, close to top-rated schools, parks, shopping, restaurants, & major highways. Originally built by Col. William C. Weeks when Daniels Farm Rd was a rural farm district, this unique home, known as "Kobble Cot," blends historic charm w/ modern comfort & has long been a place where generations gathered & created lasting memories. From the moment you arrive, you'll feel the warmth-relax on the expansive stone front porch, perfect for morning coffee or evening gatherings, then enter through double doors into a grand Great Room featuring exposed beams & a striking stone FP. The formal DR w/ built-in glass shelving flows seamlessly into the living space & opens via French doors to a bright Sunroom overlooking the in-ground pool & patio. The updated Kitchen offers SS appliances, center island, & access to a spacious deck overlooking the landscaped yard. The main level includes a BR, Den, & full Bath, ideal for guests or home office. Upstairs features a Primary Suite w/remodeled bath, 2 add'l BRs, & updated bath w/wood slider door, along w/ charming cottage windows & cedar closet. The fin LL includes a game rm, laundry, 1/2 bath, & walk-out to pool area. The property, once filled w/apple trees where children played and made memories, now offers a spacious yard, in-ground pool, large patio, built-in BBQ, & 2 sheds. Circular drive provides ample parking.

1209 Daniels Farm Rd, Trumbull

$985,000
4 Beds 3 Baths 24162669 MLS
Nestled on the prestigious west side of New Fairfield, just minutes from the NY line, this exceptional home offers over 4,000 sq ft of finished living space. Featuring 4 bedrooms and 3.5 baths, including a fully finished walk-out lower level with full bath, recreation room, and dedicated gym space, this home provides both comfort and versatility. Set on a quiet cul-de-sac, the property boasts a spacious gourmet eat-in kitchen with center island, stainless steel appliances, propane cooking, and seamless flow into the inviting family room with fireplace. A large composite deck off the kitchen overlooks the private backyard adorned with perennial gardens and offers ample space for a future pool. The main level also includes formal living and dining rooms with hardwood floors, a convenient half bath, and a laundry room with utility sink and access to the attached 2.5-car garage with abundant storage. Upstairs, the primary suite features a private full bath and walk-in closet, accompanied by three additional bedrooms, a full hall bath, and a generous playroom ideal for a home office or additional space for overnight guests. The lower level expands the living area with a full bath, recreation room space with sliders to the backyard, gym area, and extensive unfinished storage and mechanical space. A walk-up attic provides additional storage or potential for future expansion. Recent updates (~ 5 years) include 40'x15' composite deck, siding, roof, windows, driveway,

17 Weldon Woods Rd, New Fairfield

$1,329,000
3 Beds 3 Baths 24158630 MLS
Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from shopping, dining & recreation, this lovely in-town home offers a rare blend of comfort, flexibility, and location. The inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen features granite countertops and flows seamlessly into the dining area, with French doors leading to a private stone patio - ideal for morning coffee or alfresco entertaining. The main level includes a spacious primary suite with en-suite bath, along with two additional BRs. Downstairs, the finished lower level offers additional space with two more bedrooms and a full bath, offering flexible space for guests, rec/playroom, or multi-generational living. For those seeking a professional setup, the town-approved home occupation designation allows for a separate entrance, two offices, and a waiting room - a turnkey solution for small business owners or remote professionals. With quick access to the Westport Library, Levitt Pavilion, and the town's vibrant dining & shopping scene, this property delivers both lifestyle and convenience. Nearby commuting options include the Metro North Railroad to NYC, Merritt Parkway, I-95. A rare opportunity to live and work in one of Fairfield County's most sought-after communities, or to find a home that offers private space for visitors or extended family. AVAILABLE FOR RENT AT $6,700/mo.

310 Main St, Westport

$749,000
4 Beds 4 Baths 24149260 MLS
Don't miss the opportunity to live in this special well cared for 8 room Colonial tucked away on 2.93 very private low maintenance acres on sought after Umpawaug Rd, so convenient to Topstone Park, the NY Metro train, walking distance to New Pond Farm, and close to commuting highways and shopping. The welcoming entry hall opens into the inviting light filled living room with a fireplace surrounded with extensive built-in bookcases. Step up to the sunny dining room with built-in corner cabinet, slider to the newer deck and entrance into the eat-in kitchen with ample cabinets and small hallway with access to a powder room and the oversized 2-car garage. Upstairs is the grand primary bedroom with 3 closets and a beautifully remodeled primary bath. There are 3 other bedrooms, all with excellent closets and a hall tub bath. The lower level includes a comfortable family room with a second fireplace and new slider to a patio. The rest of the remodeled walk out basement includes the laundry room, half bath and storage room. Built in 1969, this attractive colonial awaits a few of your personal touches but boasts so many improvements: SEE JULY 2026 IMPROVEMENTS in Documents! Also newer windows, new wood floors on the main level and 2 bedrooms, new hot water heater, and more. See the full list in documents. A SPECIAL HOME AWAITS! PLEASE NOTE: SELLER'S ATTORNEY PREFERS TO USE OWN CONTRACT; SO PLEASE USE THE PLAIN LANGUAGE OFFER IN DOCUMENTS (3rd in the order)

268 Umpawaug Rd, Redding

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.