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.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Catharina "Cathy" Lynch
$1,350,000 (USD)
N/A Area Townhouse
Active
908 Boston Post Road 908 Madison, CT 06443
3 Bed
3 Baths
2368 sqft
MLS# 24143309
Experience luxury living in the heart of Madison. This beautifully designed 3-bedroom, 2.5-bath townhouse offers an open layout with 9' ceilings, beautiful, oversized windows, and a gorgeous chef's kitchen equipped with Sub-Zero and Wolf appliances. The light-filled living and dining areas feature a cozy fireplace and seamless flow. The vaulted, south-facing primary suite includes a walk-in dressing room, spa-like bath, and convenient second-floor laundry. Two additional bedrooms, a full basement with storage and exercise space, and a one-car garage complete the home. Set on professionally landscaped grounds with partial views of Fence Creek. Steps away from Bar Bouchee, East Wharf Beach, Movie theater, library, the town green and all the other shops and restaurants in the center of Madison.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Catharina "Cathy" Lynch
$1,225,000 (USD)
Essex Village Area Single Family Home
Pending
9 Pratt Street Essex, CT 06426
3 Bed
3 Baths
2402 sqft
MLS# 24131244
Charming Essex Village Gem! Located in the heart of Essex Village, this beautifully updated antique home offers the perfect blend of historic charm and modern comfort-all just a short stroll to the water, Essex Harbor, and the village's delightful shops and restaurants. Inside, you'll find 3 bedrooms and 2.5 baths, with stunning details throughout. The spacious, remodeled kitchen is a chef's dream, featuring custom cabinetry, a large center island, Wolf appliances, and a Sub-Zero refrigerator. The inviting living, dining, and family rooms-complete with a cozy fireplace-and a bright sunroom create wonderful spaces for relaxing or entertaining. The primary suite impresses with a cathedral ceiling, California closets, and a luxurious remodeled bath. Outside, enjoy a private backyard oasis with a sunny deck, beautiful pool, pool house (ideal for an office or art studio), and firepit. A truly special property offering the best of village living and timeless style. New Architectural Shingle Roof being installed last week of November
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Catharina "Cathy" Lynch
$745,000 (USD)
N/A Area Single Family Home
Active
141 State Street Guilford, CT 06437
3 Bed
3 Baths
2071 sqft
MLS# 24137338
Welcome to this delightful 3-bedroom Cape Cod on historic State Street, just a short stroll from Guilford's beautiful town green, local shops, and restaurants. Enjoy all the benefits of in-town living in a home that's full of warmth and character. The first-floor primary suite makes everyday living easy, and the updated kitchen and bathrooms add a fresh, modern touch. You'll love the hardwood floors throughout the first floor and the cozy family room with a gas fireplace-perfect for relaxing at the end of the day. There's also a formal living room and a separate office or study, great for working from home and suitable for seeing clients or just a quiet spot to read. Upstairs, you'll find two comfortable bedrooms and a half bath. The home also features a two-car attached garage, a full unfinished basement with plenty of storage, and natural gas forced-air heating with central air on the first floor for year-round comfort. Enjoy the outdoors from your three-season screened porch or patio, ideal for morning coffee or evening get-togethers. If you've been looking for a home that offers classic New England charm, modern updates, and an unbeatable in-town location, this one checks all the boxes!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Dana Weinstein
$650,000 (USD)
N/A Area Condo
Pending
1 Downing Way 1 Madison, CT 06443
2 Bed
2 Baths
1476 sqft
MLS# 24144030
Don't miss this pristine, freestanding 2-bedroom, 2-bath home offering desirable one-level living in one of Madison's most sought-after condominium communities, Windermere West. This home is perfectly positioned to capture serene views of the everchanging Hammonasset River Estuary. Inside, the light-filled kitchen/living/dining area is ideal for everyday living and entertaining. A spacious family room with a cozy wood-burning fireplace provides another comfortable place to rest, while the inviting 3-season porch lets you relax and enjoy the natural surroundings throughout much of the year. The primary bedroom is generously-sized, has a full bathroom and offers more estuary views. The second full bathroom holds a full-sized washer and dryer. The property includes a one-car detached garage with room for added storage. Located just minutes from downtown Madison, you'll enjoy quick access to shopping, restaurants, beaches, and all the shoreline has to offer. Move-in ready and exceptionally cared for, this charming home is a rare opportunity in a prime setting.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Dana Weinstein
$549,900 (USD)
N/A Area Single Family Home
Active
90 Boston Post Road Madison, CT 06443
3 Bed
2 Baths
2034 sqft
MLS# 24141279
Great downtown location with beautiful salt marsh views. This lovely 3-bedroom home offers easy living and stunning scenery throughout. The main level includes two bedrooms with a shared full bath, while the private primary suite upstairs features vaulted ceilings, a gas fireplace, full bath, and a balcony overlooking the marsh. The bright living room opens to an oversized deck with serene views and gorgeous sunsets. The vaulted dining room with gas fireplace creates an inviting space for indoor gatherings. The kitchen features granite countertops, a breakfast bar, and appliances including a gas cooktop and double ovens. Ideally situated between Madison Village and the Guilford Green-just minutes to either, and only a short drive to Madison's beautiful beaches and gorgeous coastline. Natural gas and city water! Home warranty!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Kate Jasko
$479,000 (USD)
N/A Area Condo
Pending
40 Legend Hill Road 40 Madison, CT 06443
2 Bed
3 Baths
1160 sqft
MLS# 24141781
Carefree Living in Madison's Premier Legend Hill Community Set on over 80 acres of beautifully landscaped grounds, Legend Hill offers resort-style amenities including a historic clubhouse, inground pool, and tennis/pickleball courts-all just minutes from Madison's charming town center and sandy beaches. This meticulously maintained ranch style 2-bedroom unit has a lovely kitchen which opens to the living room/ dining room with inviting fireplace. Off the living room is a bright and sunny sunroom. All on one level living. The main level includes a comfortable primary suite with a private bath, a second bedroom, and a full hall bathroom. The finished lower-level impresses with a large flexible space-ideal for a media room, playroom, or home gym-plus a convenient half bath and walk-out access to a private outdoor area. Enjoy easy, maintenance-free living in one of Madison's most sought-after communities. Just move in and start enjoying the best of the shoreline lifestyle.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Catharina "Cathy" Lynch
$359,000 (USD)
North Madison Area Single Family Home
Active
313 Bradley Corners Road Madison, CT 06443
4 Bed
2 Baths
1848 sqft
MLS# 24144736
Lots of potential in this 4-bedroom 2 full bath colonial in Madison. Private yard, kitchen with adjoining family room, large screen porch leading to deck and backyard, living room with fireplace and dining room. The upstairs as 4 bedrooms all with hardwood floors. A full basement and 2 car garage. Investors take notice. This home needs updating and is being sold as. Great quiet street. With some TLC, this property can truly shine. Enjoy all that Madison has to offer! Offers received, deadline for offers is 10 am Monday December 22, 2025
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Catharina "Cathy" Lynch
$275,000 (USD)
Yantic Area Single Family Home
Pending
12 Bayberry Hill Road Norwich, CT 06360
3 Bed
1 Baths
1332 sqft
MLS# 24133587
Opportunity knocks! This 3-bedroom, 1-bath ranch sits on a large, level lot in a quiet neighborhood and is perfect for a handy homeowner, investor, or flipper. The home features hardwood floors, a spacious family room with fireplace, and an enclosed screened porch. There's a full unfinished basement offering plenty of room for expansion or storage, including a cedar closet. Newer windows are already in place, and the home has great curb appeal but it needs a few repairs/updates. With the right vision and some TLC, this property could shine. Being sold as-is-don't miss your chance to add value and build equity!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Dana Weinstein
$3,500 / mo (USD)
N/A Area Rental Home
Active
90 Boston Post Road Madison, CT 06443
3 Bed
2 Baths
2034 sqft
MLS# 24145464
AVAILABLE NOW! Charming Downtown Madison Rental. Enjoy gorgeous salt marsh views from this lovely 3-bedroom home available for a yearly lease starting this September. The main level offers two spacious bedrooms with a shared full bath, while the private upstairs primary suite features vaulted ceilings, a gas fireplace, full bath, and a balcony with sweeping marsh views. A sunny living room opens to the deck and overlooks the marsh. The vaulted dining room with a gas fireplace is ideal for gatherings, and kitchen boasts granite countertops, a breakfast bar, with appliances including a gas cooktop and double ovens. Conveniently close to town, beaches, and highways-experience the best of Madison living.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Kate Jasko