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$1,600,000
3 Beds ⋅ 3 Baths ⋅ 24143372 MLS
Prepare to be captivated by this sun-soaked, updated contemporary waterfront home offering breathtaking 180-degree views of the magnificent salt marsh, the serene Neck River, and the sparkling Long Island Sound. Nestled within a private neighborhood on a double lot, this is the quintessential coastal lifestyle you've been dreaming of. The main level has an expansive, open-concept living and dining area designed to maximize the spectacular views. It features custom walnut built-ins, a modern gas fireplace, and a wall of windows that floods the space with natural light. The kitchen is outfitted with high-end Wolf appliances, custom cabinetry, and a stunning quartz center island perfect for prep and entertaining. The home comfortably offers 3 spacious bedrooms. Located upstairs, the primary suite is a true sanctuary, featuring a generous walk-in closet, a spa-like en-suite bathroom, and a private walk-out deck complete with a majestic view of the river. It is the ultimate spot to enjoy sunrise coffee or a sunset cocktail. Multiple opportunities for outdoor enjoyment are provided by the generous wrap-around deck, perfect for dining al fresco while taking in the endless vistas. A dedicated dock offers great potential to keep your small boat just steps from your back door, providing easy access to the water. Just minutes away from the charming shops, restaurants, and amenities of downtown Madison.

28 Riverside Ln, Madison
$1,600,000
4 Beds ⋅ 4 Baths ⋅ 24131844 MLS
Welcome to Liberty Street - One of Madison's Most Sought-After Addresses. This exceptional custom-built home combines timeless elegance with masterful craftsmanship, showcasing exquisite millwork and refined finishes throughout. Spend warm summer evenings on the inviting covered front porch, or step inside to find a beautifully designed interior featuring coffered ceilings in the dining room, a chef's kitchen with sunny dining area, and an 8-burner Wolf dual-fuel range-perfect for everyday living and entertaining alike. A striking fieldstone fireplace anchors the family room, while a first-floor study with built-ins and a second-floor office provide ideal work-from-home flexibility. The luxurious primary suite offers a spa-like bath with whirlpool tub, creating the perfect retreat. The walkout lower level features a bright recreation room, workshop, and sauna. Outside, the meticulously landscaped grounds are an entertainer's dream, complete with a heated gunite pool with retractable safety cover, a spacious terrace, and a Jacuzzi. A three-car garage plus additional detached garage bay complete this exceptional property. Just a short stroll to Madison's beaches, theater, shops, restaurants, and library-Liberty Street living at its finest.

123 Liberty St, Madison
$1,600,000
5 Beds ⋅ 5 Baths ⋅ 24082429 MLS
Nantucket elegance in the heart of Madison and quite simply, in a class of its own! This thoughtfully crafted home was custom built in 2006 with every detail in mind and a style reminiscent of those you would find on the Cape & Islands. The building lot was selected for it's prominence in the neighborhood, sited on the highest elevation. The professionally landscaped grounds were designed to create a sense of privacy and a park like setting. Inside you'll find 5 well sized bedrooms, including an exceptional 1st floor master suite, 2 family rooms, 3 full baths, 2 powder rooms, 2 laundry rooms, exceptional millwork, 2 fireplaces and cherry floors. The chef's kitchen is a highlight and is well appointed with Carrera marble countertops, an expansive center island, Dacor 6 burner gas cook top, Viking double wall ovens, a Subzero fridge, a custom painted wet bar and an eat-in-kitchen area. The open concept family room is the heart of the home and was designed to create an ideal environment for entertaining and family living with double french doors to the deck, perfect for alfresco dining or pool side parties. The sophisticated dining room flows easily into the living room with custom built-ins and a gas fireplace. You'll find the highest quality of design and installation with Rohl fixtures, Kohler plumbing, steam units, soaking tubs and custom cabinetry in the bathrooms. Lovely and private pool and outdoor shower! Truly A+. Note: Seller to find suitable housing. Agent related.

31 Governors Way, Madison
$1,600,000
5 Beds ⋅ 7 Baths ⋅ 170592639 MLS
Architecturally stunning, with solar electric power, and situated on one of the highest points in Madison. With unobstructed views of LI and LI Sound, this nearly 5000 sf 5 BR Classic gem offers the best of traditional Shingle Style with tasteful amenities & modern luxury throughout. Designed by architect John Parker and constructed by premier builder Jonathan Howey, the dramatic main level offers a beautiful foyer & a 2 story living space with clerestory natural lighting, open to an expansive custom kitchen complete with island and raised pewter countertop seating. Two private dedicated office/den spaces & a gracious formal DR complete the main level. Step out to enjoy the view from an extensive IPE deck that runs most of the length of the house. Up a gracious staircase, the 2nd level provides 5 bedrooms & 3 are en-suite. (5.2 baths total). The private primary BR offers a large walk in closet, gas fireplace, balcony & luxury bath with jetted tub. Four additional bedrooms are bright & generous in size. Nearly 2000 add’l finished sf on the walk-out lower level include a wine cellar, exercise room & full bath. French doors to a private patio w/outdoor shower. A circular driveway, mature landscaping & a feeling of being in a private tree top oasis, only 3 minute drive to convenient daily shopping. Ideally located near Rte 80 for easy access to New Haven and 30 minutes to Middletown yet part of wonderful Madison w/sandy beaches & a much sought after lifestyle.

51 Buck Hill Rd, Madison
$1,600,000
4 Beds ⋅ 4 Baths ⋅ 24012951 MLS
ARE YOU SEEKING A 4 BEDROOM, 3+ FULL BATH HOME, IN AN IDEAL LOCATION IN MADISON? This charming Cape Cod style home, with views of the Madison Country Club Golf Course across the street, offers walking distance to The Surf Club, other town beaches and downtown Madison. Perfectly set up to match the lifestyle of any Buyer, the first floor hosts an upscale Kitchen, Dining area with access to the back patio via sliders, a Living Room with a wood fireplace, and 2 bedrooms (one being used as an office), with full bath - the perfect setup for a Guest Suite. The roomy 2nd floor offers the Primary Bedroom Suite; complete with upscale full bath and walk-in closet, and two other generous sized bedrooms. An additional sitting area, on the 2nd floor, overlooking the back yard, could also be transitioned into a second office. The professionally landscaped backyard is a private respite with its bluestone patio, gardens and outdoor shower. Whole house Generac generator conveys with the home. Come see this home - super charming!

57 W Wharf Rd, Madison
$1,600,000
3 Beds ⋅ 3 Baths ⋅ 24050655 MLS
Actual Square Footage is 2,700 sf. Location is everything whether your preferred destination is a home nestled on a sandy beach or adjacent to a well-manicured golf course. While some are drawn to the relaxing views of The Sound, others enjoy watching a competitive round of golf; if not playing themselves. If the golf course is your destination, well today may be your lucky day! Who needs to move to Florida to enjoy your own personal Clubhouse? 348 Boston Post Road is situated adjacent to Madison's Par 3, 13th Hole. This home has been completely rebuilt and is truly a labor of love. Enjoy golf course views from almost every room. Or, sip a cocktail on your patio or deck, and offer your fellow golfers refreshment once they putt out. Solid oak flooring throughout the residence guides you through arched entryways to rooms adorned with crown molding and built-ins. A custom built Covenant Kitchen boasts new stainless steel appliances including an induction cook top with hood. Entertain outdoors on your patio / deck and enjoy the sunsets over the golf course and Sound. It doesn't get much better than this! In addition to the 2,100 square foot, three bedroom residence find an additional 600 square feet of undefined, completely finished space above the garage, heavily insulated and boasting gleaming hardwood floors and a public water connection bringing the total square footage to 2,700 sq ft.. Garage below is perfect for that large SUV with a 9 foot clearance and 20 foot depth.

348 Boston Post Rd, Madison
$1,600,000
3 Beds ⋅ 4 Baths ⋅ 170600777 MLS
Welcome to 78 Lee Way. This custom built trophy property can be found in the coveted private beach community of Lee Manor. The minute you enter the home you are greeted by the exceptionally high ceilings, a true chefs kitchen with handmade cabinets that are detailed with every pullout and convenience you could imagine and of course top of the line appliances along with a Mile Coffee Maker. Steps from the kitchen is the butlers pantry which houses the freezer, wine cooler and ice maker. All of this opens to the thoughtfully crafted modern great room with a gas fire place. The coveted first floor primary suite houses an incredible spa bathroom with walk in glass shower and soaking tub. There are numerous extras including central air, full house generator, special ceiling lighting, magnificent wood floors and a spacious laundry room. The spectacular back yard has an in ground hot tub, a fabulous deck, beautiful lush plantings and a full outdoor kitchen. The garage has extra space for storage and bicycles. This 3 bedroom 3 and a half bath beauty, will immerse you in a very special beach lifestyle that has it all! Custom Built by Paul Cody.

78 Lee Way, Madison
$1,600,000
7 Beds ⋅ 7 Baths ⋅ 24042483 MLS
Amazing sellers have invested over $100,000 in improvements. New roof on Main house, new pool liner, new air conditioning compressors, floors refinished, freshly painted and new lighting fixtures. Gracious 5+ bedroom home situated perfectly on beautifully landscaped grounds with inviting in-ground pool to enjoy all summer long. This home has plenty of room for all with an inviting Chef's country kitchen equipped with a large center Island, charming stone fireplace and opens to the family room. The dining room and living room, with gas fireplace, are perfect for family gatherings. A first-floor study with private bath makes for the perfect in-home office space. The 2nd floor hosts the primary suite with fireplace and ensuite lovely primary bath with soaking tub. There are 4 additional bedrooms and 2 full baths on this floor. The 3rd floor has more living space with 2 lovely bedrooms and a full bath. Need more space for guests, or the in-laws? The lower level is equipped with a 2-bedroom apartment with kitchen, large gym or storage room, mud room and a 2-car garage. The additional detached garage is the car lover's dream with additional 4 car garage bays, heated and cooled with 13' ceilings. Adding to the inground pool and outdoor is a newly installed ground level trampoline and an outdoor sauna. New architectural shingle roof installed on main house. Lovely private double culdesac neighborhood and minutes from all that Madison has to offer.

61 High Hill Cir, Madison
$1,585,000
3 Beds ⋅ 3 Baths ⋅ 24136254 MLS
This expanded 3 bedroom 2.5 bath Cape-style home offers 2,400+square feet of thoughtfully designed space. The main-level primary suite includes a luxurious two-compartment bath with a soaking tub and roomy shower, a spacious walk-in closet, laundry area with built in wardrobe and a versatile small bonus room for a gym or office. The newer kitchen opens to a bright breakfast room overlooking a private front patio. The inviting living room features built-ins that surround a cozy fireplace, and an entertaining area with custom glass-front cabinetry and a wine fridge. The second floor was upgraded with large skylights and offers two large bedrooms that share a full updated bath, along with access to two ample dry storage areas over the two car attached garage. Other recent upgrades include energy-efficient solar panels and a convenient main-level laundry area. The landscaping offers mature hedges for privacy, and the serene rear yard includes a lovely patio ideal for entertaining. Whole house generator, separate storage shed, in ground sprinkler system. A particularly unique and charming feature is a special private gated path leading you out and on your way to the little used sandy Pent Road beach nearby. A bonus for this quiet shoreline setting-the much loved Hammonasset walking trail begins at the top of Hotchkiss Lane at historic Liberty Street. This home perfectly blends classic charm, modern updates, and energy efficiency throughout.

35 Hotchkiss Ln, Madison
$1,585,000
4 Beds ⋅ 5 Baths ⋅ 24094031 MLS
Elegant 4-Bedroom Colonial on Prestigious Cul-de-Sac in Madison, CT. Experience the pinnacle of suburban living in this exquisite 4-bedroom Colonial, built in 2007, boasting a generous 4,400+ SF of living space, with an additional 1,600+ SF of a finished basement. Nestled on almost 1 acre of landscaped grounds, this home is on a private and respected cul-de-sac, offering the perfect neighborhood feel. Inside, the expansive kitchen is a chef's dream, featuring stainless appliances, ample counter space, granite counters, and a large center island - perfect for casual dining or entertaining. The kitchen flows into three areas; Family Room, Dining Room and Den. The Family Room, where natural light pours in, creates an inviting atmosphere for gatherings, complete with a fireplace! The Dining Room is the picture of elegance and the Den also offers access to a private office or overflow as a 1st floor bedroom. The second floor provides a retreat to the Primary Suite, with an en suite bathroom and a spacious walk-in closet with new built-ins! Three additional bedrooms (one with a full bath) give plenty of space for family and guests. The area over the garage is an oversized Bonus Room. The finished basement hosts areas for recreation, a home gym, office, extra guest space. The outdoor patio offers an entertainer's paradise; complete with a built-in bar, sink and grill(s), as well as a cozy fire-pit area - ideal for hosting summer barbecues or enjoying crisp autumn evenings. MUST SEE

61 Governors Way, Madison
$1,575,000
3 Beds ⋅ 3 Baths ⋅ 170573321 MLS
NATURE LOVERS PARADISE! Bask in sweeping 180-degree views of the magnificent salt marsh, East River and Long Island Sound from this chic and meticulous home in a private neighborhood association. It’s also a birder’s delight as Osprey and other shore birds abound, providing endless and ever-changing views from the home’s loft-like perch. This sun soaked, updated contemporary style waterfront home boasts 3 bedrooms and is situated on a sizable level lot ideal for gardening and other outdoor activities. The open-concept living and dining area features custom walnut built-ins, a modern gas fireplace and an abundance of windows that showcase the panoramic water views. A vast wrap around deck provides a great space to bask in the tranquil surroundings. The gourmet kitchen is a chef's dream, with high-end appliances, custom cabinetry, and an expansive quartz center island. The deck located off the back of the kitchen allows for a convenient space to grill while overlooking the generously-sized backyard. Upstairs are two bedrooms, an updated shared bath, and the primary suite which consists of a walk-in closet area, a spacious spa-like bathroom, and a breathtaking walk-out deck featuring an outdoor shower and far-reaching views. A dock offers a great potential to keep your small boat only a few steps away. Located just minutes from downtown Madison, this waterfront oasis is the perfect combination of privacy, convenience, nature and nurture.

28 Riverside Ln, Madison
$1,550,000
5 Beds ⋅ 5 Baths ⋅ 24086716 MLS
This beautiful colonial far surpasses the imagination in quality, craftsmanship & attention to detail. Situated on 1.43 level, professionally landscaped acres, on a cul de sac, in the heart of Madison, CT is located close to town, beaches & schools. This custom built home has been carefully & meticulously updated & has 5/6 bedrooms, 4.1 baths & over 6000 square feet of living space. The interior of this sun filled home begins with the 2-story foyer, wainscoting, 9-foot ceilings, 4" red oak flooring, coffered ceilings, a 2-story family room with a Ct fieldstone fireplace & an office/bdrm on the 1st floor.The remodeled gourmet kitchen features custom cabinetry, granite & quartz countertops, a large island, beautiful 6-burner wolf gas range, walnut inlaid oak floors & a separate wet bar. The 2nd floor not only features hardwood oak flooring & wainscotting throughout the hallways but a luxurious primary bedroom suite & a spectacular renovated spa-like bath, with custom built-ins, a soaking tub, double vanity, quartz countertops & a large shower. The large, custom walk in-closet extends this very special space. Three additional bedrooms, all en suite & all with walk-in closets, an office/nursery, a large laundry room & the back staircase leading to the 1st floor family room, complete the 2nd floor. The private backyard features a stunning screened in porch with a two-sided fireplace, a bluestone patio, a heated inground pool & a large Brazilian Hardwood deck. Special & a must see!

23 Creamery Ln, Madison
$1,540,000
4 Beds ⋅ 4 Baths ⋅ 24098705 MLS
Nestled in the coveted Neck River Farms neighborhood, this custom colonial offers refined living, privacy, and thoughtful design. From the moment you step into the grand two-story foyer, the home impresses with rich architectural detail-highlighted by a floor-to-ceiling mahogany office, elegant formal dining room, and a chef-inspired kitchen with a large center island that opens gracefully into expansive living and great room. A stunning double-sided stone fireplace adds warmth and character to the heart of the home. Off the kitchen, a four-season sunroom with wide-plank hardwood floors and a new door opens to an elevated Azek deck-ideal for indoor-outdoor entertaining. Upstairs, three generously sized bedrooms showcase fresh paint, custom moldings, and unique design touches. The luxurious primary suite features a tray ceiling, an ample walk-in closet, and remodeled spa bath. Down the hall, a large flex room with a full bath, laundry room, and private staircase to the mudroom offers exceptional versatility. The finished lower level adds 1,289 sq ft of living space with a mahogany wet bar, wine cellar, rec area, cedar closet, half bath, and walk-out access. Outside, enjoy the ultimate in resort-style living with a three-car garage, stone patio with bar, saltwater Gunite Roman-end pool with integrated spillover spa and your own private pond-set on 3+ peaceful acres at the end of a quiet cul-de-sac. This turn-key property perfectly blends luxury and lifestyle. Welcome home!

28 Indian Trl, Madison
$1,530,000
5 Beds ⋅ 3 Baths ⋅ 170582136 MLS
Location, History and Beach! In the very heart of historic Liberty Street, and part of a Historic District, this c. 1729 Madison landmark can be yours. Close to a beautiful expansive beach, 73 Liberty Street is a named address eligible for membership in a private beach association (Waterbury Ave. Assn). At the loving hands of a sought after garden designer with an English sensibility, this 2800 sf five bedroom home offers off the charts charm and comfort in a highly desirable beach area location. The main level offers a magazine layout family room with fireplace, open to a very welcoming kitchen. French doors lead from that space to a stone patio living/dining area, adjacent to the gardens which will not disappoint. An oversized mud room makes it possible for all to enjoy the house, even four legged friends. A bright office, screened porch, formal dining room, living room with fireplace and bath are all found on the first level. Up either the front or back stair to a spacious landing and five bedrooms(one currently a perfect office) and two full baths. A deep, nearly 3/4 acre lot offers a separate barn/garage with potential and plenty of play space. Vibrant cutting gardens, separate vegetable garden and an overall lush landscape make this property a calming natural oasis.

73 Liberty St, Madison
$1,525,000
4 Beds ⋅ 3 Baths ⋅ 170588363 MLS
Own in Seaview!!! This charming colonial drips with 1920's charm and is a short stroll from the Seaview Association Beach. This home says it is 4 bedrooms, but it feels like five, and is not in a flood zone. The large open kitchen has room for everyone. There are peek-a-boo views from almost every room, and the primary bedroom is large, comfortable and has excellent views. The sitting rooms are spacious and welcoming. The back yard is complete with deck with Long Island sound Views, retractable awning and grape arbor. Complete with a two car garage, come see this gem

40 Grove Ave, Madison
$1,525,000
5 Beds ⋅ 6 Baths ⋅ 24111933 MLS
IN TOWN LIVING! A perfect blend of luxury, privacy, and convenience in this remarkable home, ideally located just steps from the Madison Town Green, downtown shops, and stunning beaches. This five-bedroom home offers a host of exceptional features. Step through the front door into a dramatic two-story great room with an open floor plan, bathed in natural light. The newly updated kitchen, fresh and inviting, seamlessly connects to the great room, creating the perfect hub for gatherings. Recently painted and featuring stunning white maple floors. Each of the five spacious bedrooms boasts its own private bath. The home's luxurious amenities include a breathtaking Gunite in-ground pool and hot tub. Enclosed for year-round use, the pool area transforms effortlessly for the summer months with doors that open onto a grand stone patio. The left wing of the house features a beautifully remodeled one-bedroom apartment, ideal for in-laws, an Au pair, guests or a rental income. Work from home in style with a newly renovated study and office space, complete with custom cabinetry and a handsome gas fireplace. Outdoors, the private backyard is a true sanctuary, featuring a spacious stone patio, wood-burning fireplace, and a built-in pizza oven-perfect for entertaining family and friends. The lower level adds over 1,000 sq ft of bonus living space, including a newly remodeled media room, play area, and a fully equipped gym.

584 Boston Post Rd, Madison
$1,500,000
3 Beds ⋅ 3 Baths ⋅ 24084462 MLS
Welcome to 4 Neptune Avenue, a fully renovated gem nestled in the heart of Madison, CT. This exquisite property, updated in 2020, offers a blend of luxury, comfort, and privacy, making it a rare find in this coveted community. As you step into this stunning home, you'll be greeted by an expanded living room adorned with hardwood floors and a cozy wood-burning fireplace. The bay window and adjoining sunroom area with a new sliding door and full-length window (replaced in 2021) provide a seamless transition to the blue stone patio, perfect for enjoying the professionally landscaped surroundings. The gourmet eat-in kitchen is a chef's delight, featuring stainless steel appliances, quartz counters, a kitchen island with seating, and a charming garden window. The first-floor primary bedroom suite is a sanctuary of its own, boasting multiple closets, built-ins, and a completely remodeled bathroom with walk-in shower and double vanities. Additional features include a remodeled powder room with laundry, a one-car garage with a heated room ideal for a home office or gym, and two more bedrooms with a full remodeled bathroom on the second floor. The efficient SaniDry dehumidifier system in the basement, outdoor shower, city water, natural gas and 5-zone irrigation system add to the home's appeal. The property also includes deeded beach rights to a large sandy beach and waterfront picnic area access to Barberry Farms Beach, just steps away.

4 Neptune Ave, Madison
$1,500,000
5 Beds ⋅ 5 Baths ⋅ 24007315 MLS
Welcome to 29 Kimberly Lane! This impeccably maintained gracious home located in the desired double cul-de-sac neighborhood of impressive homes, is just minutes from downtown Madison. Offering 5 bedrooms, 4.5 baths and 4 car garage, this stunning home has an updated sunny eat-in kitchen with glass cooktop, double ovens, wine cooler and extra storage. Entertaining is easy with a perfect flow to the dining room, or through the sliders to the deck overlooking the park like grounds, expansive patio and salt water in-ground pool. The family room with impressive floor to ceiling stone fireplace offers the perfect place to build a fire and relax. The main level offers flexible space to work from home with a bright living room or expansive office space and an additional smaller office. Continue to the upper level to explore 5 bedrooms including the expansive primary suite with fireplace, a huge walk-in custom closet, laundry and spa like bathroom. A second en suite bedroom is located on the opposite side of the upper level. The lovely hall bath is easily assessable to the additional 3 bedrooms. A walk up stairwell leads to the attic for extra storage with expansion possibilities. The walk out lower level with double sliding doors offers a possible in-law, guest quarters or entertaining space with kitchen, full bath, and gym. The lower level has independent access to the second 2 car garage and private driveway. Updated mechanicals, irrigation system, new full house generator.

29 Kimberly Ln, Madison
$1,495,000
4 Beds ⋅ 4 Baths ⋅ 24021956 MLS
Water views throughout! At a midpoint between iconic West Wharf beach and the historic Madison Green, on a treed cul de sac near the Sound, 15 Windward Lane is absolute perfection. Still a bit of a well kept secret, this water area location offers complete convenience yet plenty of privacy and a beach lifestyle. Totally redesigned to a more open floor plan and updated with a crisp white palette, this reimagined New England classic will beautifully handle your art and whatever style of furnishings you love. The open kitchen/family room with fireplace looks out through a wall of south facing glass to the lush salt meadow and the sparking Sound beyond. The lovely front to back living room with fireplace as well as the beautiful sunroom offer ideal contrasting spaces for entertaining year round. The stunning magazine layout kitchen and 3.5 baths are all new and beautifully appointed. Wonderful lighting throughout. A powder room and new mudroom and laundry complete the first floor. The stairway up leads to four bedrooms and three full baths, en-suite for both the primary and the roomy guest room. The third and fourth bedrooms share a wow bathroom and the smallest may serve as a quiet office. Enjoy the private, landscaped, Sound view yard from the new deck. A remarkable natural setting that changes with the seasons. For expansion, an attached garage offers unfinished walk up space above. A remarkable opportunity for triple mint near the beach!

15 Windward Ln, Madison
$1,475,000
4 Beds ⋅ 5 Baths ⋅ 24167670 MLS
Elegant Living in the coveted Bartlett neighborhood. Discover this majestic and stately colonial set on 1.11 acres in one of the town's most sought-after neighborhoods. Built in 1994 and meticulously maintained with thoughtful renovations and improvements throughout, this 4,237-square-foot residence with another 910SF of finished basement space, offers 4 bedrooms with the versatility to function as a 5-bedroom home. The heart of the home is a stunning Gedney kitchen and updated Family Room designed for both everyday living and elegant entertaining. Facing the backyard, with access to a newer deck, the propane fireplace with builtins on either side, creates a warmth in the Family Room which extends into the chef's ideal Kitchen! All bedrooms are located on the 2nd floor. The Primary Suite has an enviable walk-in in closet and beautifully upgraded full bath. 4 other Bedrooms provide plenty of configurations for the next Buyer. The "5th" bedroom even offers an en suite bath, or it could be an oversized Bonus Room! The finished lower level expands your living space, while a whole-house generator ensures peace of mind year-round. Step outside to your private backyard retreat-ideal for al fresco dining, play, or relaxation. Move-in ready and brimming with charm, and elegance, this home seamlessly blends classic architecture with modern convenience. Welcome to Silo Hill living at its finest.

11 Silo Hill, Madison
$1,475,000
3 Beds ⋅ 3 Baths ⋅ 24037898 MLS ⋅ The General's Residence At Fence Creek BLDG.
The General's Residence is downtown living at its finest! This sought after, free standing townhouse is on the inside corner lot with a full view of Fence Creek. One long city block takes you to a variety of shops and restaurants as well as the Madison Arts Cinema. Another short stroll and you're enjoying the peaceful vista of East Wharf Beach. Inside this magnificent home, you'll find two floors and a nearly finished basement. The main floor is an open concept with windows surrounding your living space so you can enjoy the ever changing beauty of the marsh and creek. The kitchen, dining and living room combine into one large great room with a fireplace and French doors leading out to the stone walled patio. Outside, the built in gas grill and two large seating areas are perfect for entertaining. Behind the kitchen wall is a butler's pantry with a wine cooler, utility closet and coat closet. On the second floor you'll find the primary suite which can be closed off from the other bedrooms. That has a full bath, an enormous walk-in closet with built-ins and two story windows.The two other bedrooms share a full bath and there is a separate room for laundry. Downstairs is the perfect place for your gym, art studio and workshop.The full doors on one wall give you ample storage and you'll conveniently find another half bath on this level. Come see this wonderful home for yourself. It's the first time one has been available since they were finished 3 years ago.

5 E Wharf Road Unit 5, Madison
$1,475,000
4 Beds ⋅ 3 Baths ⋅ 24003893 MLS
Welcome to West Cottage with uninterrupted views and private deeded access to a sandy beach on the Long Island Sound. It also provides easy access to the charming village of Madison. This historic home has been carefully restored, retaining its original charm of 1850, with thoughtful updates. It offers four bedrooms, and three full baths with 10-foot ceilings throughout allowing plenty of room for family and friends. The private outdoor space includes a wrap-around porch, brick patio, cedar enclosed outdoor shower, and a gracious landscaped yard perfect for croquet matches and summer games. A small garage allows for storage of a car, and/or summer furniture plus gardening equipment. There is no question that West Cottage will envelop you with a very special lifestyle, that will create lifelong memories for family and friends.

99 Middle Beach Rd, Madison
$1,453,000
5 Beds ⋅ 4 Baths ⋅ 24101628 MLS
The best of all worlds awaits in this year-round 5-bedroom, 3-bath home located on a private, quiet road across from the third hole of the Madison Country Club. Walk downtown or stroll to the beach to enjoy sandy shores and breathtaking sunsets. Perfect for entertaining, the layout features a bright living room that opens to the dining area. The galley-style kitchen, thoughtfully designed by Kitchens by Gedney, includes granite counters, inset cabinetry, lighted display cabinets, and pull-out dishwasher drawers. It flows seamlessly to the dining room and cozy family room with propane fireplace and built-ins. The sun-filled year-round porch with vaulted ceilings and skylights offers serene views of the professionally landscaped yard designed by Madison Earth Care. There's a charming brick patio directly outside the sunroom. With five bedrooms, there's flexibility for guests or home office space. Two bedrooms are on the main level, one with an accessible full bath. Upstairs, the spacious primary bedroom features window seats and plenty of closet space including walk-in closets, plus a beautifully remodeled travertine-tiled bath. Two more bedrooms, a full bath, and ample storage complete the upper level. Additional perks include the irrigation system, tankless Navien water heater, central air and a 4 year old roof. The home is not in a flood zone. What a rare opportunity to live in a sought-after location with charm, functionality, and coastal lifestyle all wrapped into one.

20 Cherry Ln, Madison
$1,435,000
4 Beds ⋅ 3 Baths ⋅ 24000443 MLS
Nestled in the sought-after East Wharf beach neighborhood, this beautifully renovated single-story home offers a seamless blend of modern luxury and classic charm. Boasting a sprawling, sun-soaked layout and upscale finishes, this home presents a rare opportunity for effortless one-floor living. The heart of the home is its gourmet kitchen and adjacent pantry with custom cabinetry, quartz countertops, marble backsplash, and high-end appliances. Flowing seamlessly from the kitchen is a dining area with french door access to the private back yard featuring a bluestone patio and an enclosed porch, ideal for al fresco dining and relaxation. The spacious living room with a soaring vaulted ceiling and an elegant bluestone fireplace creates a warm and inviting ambiance. New windows and doors flood the space with natural light, offering picturesque views of the expansive front yard. The newly landscaped property features an array of new plantings and mulch, enhancing the home's beautiful curb appeal. Additional features include new siding, underground electric service, professionally waterproofed and insulated crawlspace, WiFi smart thermostats, ceiling speakers, CAT6 internet cabling, a hybrid water heater, and high-efficiency heat pumps, ensuring comfort, convenience, and energy efficiency. Don't miss this rare opportunity to live in one of Madison's most desirable neighborhoods!

46 Madison Ave, Madison
$1,431,800
4 Beds ⋅ 4 Baths ⋅ 24027270 MLS
Nestled on 3 acres in the serene Indigo Trail and surrounded by the Cockaponset State Forest, this exceptional home by renowned builders Wilcox and Burt epitomizes bespoke craftsmanship and luxurious living. Boasting a custom design curated by its original owner, the residence unfolds with a grand entryway that sets the stage for impeccable space and design throughout. The highlight is the dramatic two-story family room, suffused with natural light pouring through expansive windows and complemented by a stunning stone fireplace. Every detail, from the intricate moldings to the exquisite woodwork, speaks to the home's unparalleled quality. The remodeled chef's kitchen features professional-level appliances, custom cabinetry and a spacious island while the primary bedroom suite offers a tranquil retreat with a spacious walk-in closet and a remodeled spa-like bath. Additional generously sized bedrooms feature access to updated baths, ensuring comfort for all. The third-floor retreat provides versatile space ideal for an office or leisure area. Meanwhile, the lower level, currently utilized as a gym, offers potential for further customization. Outside, the mature landscaped grounds have been meticulously cultivated to evoke a park-like oasis with a blue stone patio perfect for outdoor gatherings. A stunning detached 2-story post-and-beam barn and potting shed cater to hobbies and storage needs, with potential for expansion into a game room or studio space.

58 Indigo Trl, Madison
$1,425,000
5 Beds ⋅ 3 Baths ⋅ 170587643 MLS
Stunning to-be-built home in Madison located at the end of a lovely cul-de-sac in the sought after Century Oak community! Have it all with this new construction situated on a beautiful and peaceful lot that borders open space and is only 5 minutes to the heart of downtown Madison, including beaches, shopping, and the train station. Gorgeous kitchen with breakfast bar leads into living room with fireplace and sliders to deck. Formal dining room, office, walk-in pantry, and mudroom complete first floor. The second floor boasts an impressive primary en suite bath and four additional bedrooms all with generous walk-in closets. Never worry about losing power with a whole house automatic generator and enjoy convenient charging station for plug-in vehicles in the 3-car garage. Option to add an in-ground pool.

45 Kaiser Ln, Madison
$1,400,000
4 Beds ⋅ 3 Baths ⋅ 24179566 MLS
A rare offering in one of Madison's coveted shoreline neighborhoods, this custom-built Cape has been impeccably preserved since 1972, presenting a remarkable opportunity to own a home of enduring quality, character, and potential. Set on a private 1.02 acre lot with an Island address and easy access off Cambridge, the location offers exceptional privacy while remaining a quick walk to town, the Green or the beach. This charming 4 bed, 3 full bath home features 3,046 square feet of living space. Gracious formal rooms include an elegant living room with original hardwood floors (ready for refinishing as the shag rugs were just removed!) and sliders to a terrace. You'll also enjoy a bespoke dining room with a custom-painted island inspired wall, and a handsome wood-paneled family room with a fireplace and access to the 2 car garage. The large sunroom overlooks the beautiful grounds, while the charming, functional kitchen includes a casual eating area. A thoughtful floor plan offers two bedrooms and two full baths on the main level that could easily be combined to create an impressive 1st floor primary suite. Upstairs, a spacious landing leads to a large bath with double sinks, a generous guest bedroom, and an enormous fourth bedroom ideal as another bedroom suite, office, studio, recreation space or combination depending on your needs. Dated yet in exceptional condition, this rare gem offers location, privacy, scale, and endless possibilities. Request for All Offers 6/7 at 6pm.

55 Island Ave, Madison
$1,400,000
4 Beds ⋅ 5 Baths ⋅ 24158296 MLS
Introducing the historic Ebenezer Dudley Home, circa 1828, a beautifully preserved residence set along the iconic stretch of Boston Post Road in the charming shoreline town of Madison, Connecticut. Situated on nearly an acre of picturesque grounds, this special property seamlessly blends early New England character with thoughtful modern updates, offering both historic charm and everyday comfort. During the past five years of ownership, the current homeowners have undertaken extensive improvements and updates throughout the property. Among them are the addition of a spectacular wraparound screened porch with bluestone flooring, a birch board ceiling and wood burning stove, the conversion to natural gas heat and tankless hot water, installation of a new 50-year architectural shingle roof, an updated kitchen, and a beautifully renovated first-floor bathroom, are just a few of the many thoughtful enhancements made to the home. A significant addition completed in 2003 expanded the home's living space to include the kitchen, family room, and a spacious primary bedroom suite designed for modern living. The private primary suite features a generous full bath, a dressing room and walk-in closet, creating a comfortable and elegant retreat. Two additional ensuite bedrooms complete the second floor, along with a large, gracious landing that connects the three bedrooms and enhances the sense of space.

395 Boston Post Rd, Madison
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 24082326 MLS
Discover this picture-perfect Colonial nestled at the end of a cul-de-sac in a charming subdivision in the shoreline town of Madison, CT. Set on a level lot bordering Open Space, the home offers scenic views of a serene vernal pond from its expansive sunroom windows. Enjoy a year-round outdoor lifestyle-from ice skating on the frozen pond to watching ducks in the spring-while flowering trees, shrubs, and blooms add vibrant color from late winter through summer. Step inside to a thoughtfully designed main level boasting a spacious family room with a wood-burning fireplace featuring a wood stove insert, built-in cabinets, and bookshelves. A large office with built-in file and storage cabinets plus shelves provides the perfect work-from-home environment. Upstairs, the primary bedroom offers coffered ceilings and a charming walk-in bay window overlooking the private yard, complemented by a separate sitting or exercise area. The luxurious primary bath features dual vanities, a large tiled shower, and a separate tub. Three additional bedrooms each enjoy private access to full baths. Abundant storage is a standout, with a walk-up attic space (finish potential), a mudroom, and a huge, partially finished basement flooded with natural light. A three-car garage ensures ample space for vehicles and storage. There's three zones of heat, a new driveway, plus a 40 year roof. Enjoy privacy, natural beauty, and endless possibilities-including a potential pool-in this idyllic retreat.

36 Manzoni Farm Dr, Madison
$1,400,000
5 Beds ⋅ 5 Baths ⋅ 24125431 MLS
A stately circular driveway ushers you into a realm of elegance & comfort. This grand & classic 5,779 sf residence is a testament to luxurious living, offering a harmonious blend of expansive open areas. Step through the front door and be greeted by a formal living room adorned w/ French doors & the first of 3 fireplaces, a space that could effortlessly transition into a distinguished home office. Formal dining room awaits, ready to host your most memorable dinner parties. At the heart of this home lies the kitchen & family room, a true nexus for family activity. Kitchen boasts pristine white cabinetry, Viking gas stovetop & double ovens, Subzero fridge, all designed to inspire culinary creativity. Kitchen opens to both enclosed porch & spacious family room, complete w/2nd fireplace & French doors to the rear deck. Practical mudroom w/ custom built-ins, 1/2 bath & access to rear staircase leading to a versatile bonus/bedroom offering a Juliette balcony. Primary suite is a sanctuary of its own, featuring cozy sitting room w/ fireplace, spa-like bathroom & private deck for tranquil moments. Completing the 2nd floor is another bedroom, full & half baths & laundry area. Ascend to the 3rd level to discover 2 addn'l bedrooms & 4th full bath. Backyard is a private oasis w/ room for a pool. Hardwood floors have been refinished on 2nd & 3rd floors w/a new sunporch floor. 2 miles from Madison Center & stunning beaches, this is more than a home..it is a lifestyle waiting to be embraced

110 Randi Dr, Madison

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