Refine Search
Sort by
$549,900
3 Beds 2 Baths 24149064 MLS
After nearly nine decades of cherished ownership, this remarkable Nichols estate is being offered for the very first time. Nestled on a breathtaking and exceptionally private 1.71-acre setting in one of Nichols' most sought-after locations, this original family-owned Colonial Cape is a rare opportunity for those who appreciate timeless architecture, remarkable land, and unmatched privacy. Inside, refinished hardwood floors flow throughout the home, where original craftsmanship and classic details create an atmosphere of warmth and authenticity. The inviting living room features a handsome fireplace flanked by custom built-ins, while the dining room offers additional built-in cabinetry that reflects the home's enduring charm. A first-floor bedroom provides flexibility for guests, a home office, or den, while two generously sized upstairs bedrooms complete the home's thoughtful layout. And, don't miss the fabulous 3-season sunroom! Car enthusiasts, hobbyists, and craftsmen will appreciate the property's three garage bays across two detached garages. The oversized two-car garage is complemented by an exceptional second level, offering abundant storage or exciting possibilities for a studio, workshop, or creative space. Plus a second garage and a detached shed provides even more storage. Be sure to go to the links and see the map, Matterport virtual tour, and the video walk-through.

1841 Huntington Tpke, Trumbull

$395,000
2 Beds 1 Baths 24192977 MLS
Whether you're looking for your first home, a renovation project, or your next investment opportunity, this charming 2-bedroom home is full of potential. Featuring hardwood floors, a cozy fireplace, and a spacious sunroom filled with natural light, the home offers a wonderful foundation to create something truly special. Additional highlights include a full basement, large attic for storage, attached garage, fully paid-for solar panels, and a newer gas boiler for added efficiency and peace of mind. Bring your imagination and transform this home into your dream residence, or take advantage of its excellent investment potential. Ideally located in a walkable neighborhood just steps from Glenbrook's shops, restaurants, and Metro-North train station, with quick access to I-95 (Exit 9), this home combines convenience, character, and opportunity in one desirable package.

9 Penzance Rd, Stamford

$649,000
2 Baths 24195022 MLS
Have you been thinking about starting a business, or a investment opportunity but can not find the right spot? Look no further Opportunity knocks for this multi use property. THIS is not being sold as a Salon, the choice is YOURS. Selling the entire property, can choose to keep a salon or divide. ZONE NDBD = neighborhood designated business district On a highly visible, bustling 4 corner in Prime Fairfield location! Situated at the end of Old stratfield road and the intersection of Black rock tpk. Soon to be built across is the new operation hope headquarters which will bring in employees and foot traffic. (Please do your diligence with zoning.) some uses, possible apartment upstairs, commercial downstairs, Office and apartment, retail, bakery, deli, take out, and the best part it has sufficient parking for downstairs if split and upstairs apartment. 9 possibly 10 spaces and ramp. Brand new water heater installed 2026. Central AC and window units upstairs. Owner willing to leave all equipment or remove prior to closing. Please do not show Thursday and Friday until 4 pm owners still conduct business. Lot size 6600 sq ft.

506 Old Stratfield Rd, Fairfield

$629,000
3 Beds 2 Baths 24195374 MLS
Move in ready! Some homes are renovated to sell. This one was renovated to stay. Purchased just last year with the intention of being a forever home, the current owners invested extensively in every major improvement, expecting to enjoy the property for the next 20 years. No expense was spared in creating a home that offered lasting comfort, efficiency, and peace of mind. Nearly every major component has been thoughtfully updated, including a new roof, new windows, and all new mechanical systems, providing the confidence that the home's most important investments have already been made. Inside, the home has been completely refreshed with professionally repainted interiors, beautifully refinished hardwood floors, and meticulous attention to detail throughout. The result is a home that feels fresh, modern, and truly move-in ready-where the next owner can simply unpack and enjoy, rather than spend years tackling costly projects. A recent and unexpected change in the owners' family circumstances has made relocating necessary, creating a rare opportunity to purchase a home that has been improved not for resale, but for long-term living. The quality of the renovations and the care invested throughout are immediately evident. If you've been searching for a home where the hard work has already been done-and done right-this is an opportunity you won't want to miss.

233 Hattertown Rd, Newtown

$294,999
2 Beds 2 Baths 24195319 MLS Wade Commons BLDG.
Welcome home to Wade Commons, an intimate 12-unit townhouse community nestled in the highly desirable Brooklawn neighborhood. This beautifully maintained, sun-filled residence offers the perfect blend of comfort, style, and low-maintenance living with 2 bedrooms, 1.5 bathrooms, and a bright, spacious floor plan designed for everyday enjoyment. The inviting living room flows seamlessly into the kitchen, where sliding doors lead to a private deck, the perfect place to enjoy your morning coffee or unwind at the end of the day. Upstairs, the spacious primary bedroom serves as a peaceful retreat, featuring soaring cathedral ceilings and an oversized walk-in closet. Thoughtful updates provide added peace of mind, including a new hot water heater, A/C condenser, refrigerator, stove, dishwasher, and microwave, all replaced in 2023. Additional highlights include central air, natural gas heat, a one-car under-house garage, two additional parking spaces, and a pull-down attic offering abundant storage with potential for future finished living space. Set within a quiet, well-maintained community, this move-in-ready home offers the ideal balance of tranquility and convenience, with easy access to shopping, dining, parks, and major commuter routes. Don't miss this opportunity to own a beautifully updated home in one of Brooklawn's most sought-after townhouse communities.

170 Wade St Unit 4, Bridgeport

$699,999
4 Beds 3 Baths 24188231 MLS
Prime West Side Location! Lovingly maintained and meticulously cared for by the same family for decades, this spacious colonial-style home offers exceptional indoor & outdoor living spaces in one of Danbury's most sought-after locations. Upon entry, a spacious inviting front foyer leads one into the kitchen which features a center island, abundant cabinetry, stainless steel appliances, a dining space, slider access to the deck. The kitchen flows seamlessly into the comfortable family room which has a gas fireplace, surround sound, along with the charm and character of built in cabinetry. The welcoming space is perfect for movie nights, game days, or gathering with family and friends. A formal dining room for those special occasions or elegant evening dinners, is located just off the kitchen, and flows seamlessly into the spacious living room. A large picture window overlooks the gorgeous, flat front yard. Natural light pours into the spectacular sunroom, where a wall of windows & sliding glass doors overlook the backyard and provides direct access to the expansive deck, stone patio and bocci court - the sunroom is a show stopper! Whether you're hosting large family celebrations or enjoying a quiet morning coffee, the sunroom & outdoor living spaces are simply exceptional. The upper level provides 4 spacious BR's, including a primary suite w/ its own full bath & a hallway full bath w/ tub & shower.

10 Terra Glen Rd, Danbury

$729,999
3 Beds 3 Baths 24195349 MLS
Don't miss this rare opportunity in Norwalk's highly sought-after Wolfpit neighborhood! This expanded Cape offers exceptional potential for investors, renovators, or buyers looking to create their dream home while building instant equity. The main level features 3 bedrooms and 2 full bathrooms, providing comfortable one-level living. Upstairs, you'll find two generously sized bonus rooms, an additional full bathroom, and two large storage closets, offering endless possibilities for home offices, guest rooms, additional bedrooms, or flexible living space. The versatile floor plan allows you to customize the home to fit your needs while adding tremendous value. Ideally situated on a quiet residential street just minutes from schools, parks, shopping, restaurants, Metro-North, and major commuter routes. Whether you're searching for your next fix-and-flip project or a home to renovate and make your own, opportunities like this in Wolfpit don't come around often.

33 Assisi Way, Norwalk

$272,000
1 Beds 1 Baths 24193905 MLS Fountain Terrace BLDG.
Once in a while, a truly exceptional condo comes on the market-and this is one of them. Beautifully renovated with thoughtful, high-end finishes throughout, this remarkable residence welcomes you with elegance from the moment you step inside. The serene setting and sophisticated design evoke the feeling of a classic New York City apartment overlooking Central Park.Every detail has been meticulously updated, creating a move-in-ready home where all that's left to do is add your personal style and enjoy. The open-concept living and dining area offers outstanding flexibility for everyday living and entertaining. The spacious bedroom features an oversized closet, providing abundant storage. A private balcony offers you a relaxing outdoor space. New Luxury Vinyl Plank flooring has been installed throughout the condo and gives it a wonderful, seamless flow.A rare and desirable feature, this is one of the few units that allows you to enter directly from inside the building-no need to go outside to access your home. With exceptional craftsmanship and impeccable attention to detail throughout, this is a truly special opportunity not to be missed.

91 Strawberry Hill Ave Unit 827, Stamford

$1,195,000
3 Beds 4 Baths 24194947 MLS Shippan Gateway BLDG.
Welcome to 994 Shippan Avenue, Unit B-where spacious living, everyday convenience, and the unmistakable coastal lifestyle of Shippan Point come together. This beautifully designed residence offers three bedrooms, each with its own private en-suite bathroom, plus two additional half baths-one conveniently located on the main level and another in the finished lower level. The versatile lower level provides valuable additional living space, ideal for a family room, home office, gym, playroom, or guest retreat. Living in Shippan Point is about far more than owning a home-it is a lifestyle. Walk to West Beach, enjoy the waterfront paths and recreational amenities of nearby Cummings Park, and take in the coastal character of the neighborhood, home to the prestigious Stamford Yacht Club. From mornings by the water to evenings spent enjoying the sea breeze, Shippan Point offers a relaxed shoreline setting just minutes from the heart of Stamford. Some of the city's most beloved local destinations are also close by. Grab breakfast at Elm Street Diner, lunch at Brennan's, a legendary hot-oil pizza at Colony Grill, dinner at Cafe Silvium, and finish the evening with ice cream from Sunny Daes. Despite its peaceful coastal setting, the home remains exceptionally convenient to downtown Stamford, the Stamford Transportation Center, and I-95-making commuting into New York City easy while allowing you to return home to one of Stamford's most desirable waterfront communities.

994 Shippan Ave Unit B, Stamford

$499,000
4 Beds 4 Baths 24195187 MLS
INVESTOR | ENTREPRENEUR | OWNER-OCCUPANT OPPORTUNITY! Welcome to this beautifully updated two-family home situated on a desirable corner lot in a quiet Shelton neighborhood. Whether you're looking to expand your investment portfolio, begin your real estate journey, or live virtually mortgage-free while your tenant contributes to the expenses, then this property is for you! Each spacious unit offers 2 bedrooms, 2 full bathrooms, a bright living room, dining area, in-unit laundry hookups, covered porch, new flooring, fresh interior paint, and tastefully updated bathrooms. The first-floor unit also includes the convenience of a private garage space. The walk-out lower level provides interior access along with abundant storage. Additional highlights include, connected utilities, gas heat and hot water. A complete renovation in 2020, plus a brand-new roof and driveway completed in 2024. Perfect for investors seeking strong rental appeal or owner-occupants looking to offset their mortgage with rental income. Conveniently located near major highways, shopping, dining, parks, and endless indoor and outdoor recreation. Don't miss this exceptional opportunity to own a turnkey multi-family property in one of Shelton's most desirable locations!

21 Wakelee Ave, Shelton

$600,000
1 Beds 2 Baths 24195240 MLS Glen River BLDG.
Welcome to this beautifully updated two-story townhouse in the highly desirable Glen River community, ideally located just moments from the heart of Wilton Village. Enjoy the convenience of walking to shops, restaurants, the library, parks, the Norwalk River Valley Trail, and the Metro-North train. Inside, the open-concept main level features gleaming hardwood floors, a spacious living and dining area, an updated kitchen, and a convenient powder room-ideal for both everyday living and entertaining. Upstairs, the sun-filled primary bedroom boasts a vaulted ceiling and a generous walk-in closet. A versatile second room is perfect as a guest bedroom, home office, or study, while a full hall bath and an oversized hallway closet provide excellent additional storage. Central air conditioning ensures year-round comfort. Residents of Glen River enjoy a community pool, beautifully landscaped grounds, and the convenience of a covered parking space just steps from the unit. Offering a low-maintenance lifestyle in a welcoming community, this move-in-ready home combines comfort, convenience, and an exceptional Wilton location.

9 Glen Rdg Unit 9, Wilton

$989,900
4 Beds 3 Baths 24193495 MLS
Yellow Rose Farm offers the best of Connecticut country living on 4 beautiful acres bordering Pole Bridge Preserve. Set on a quiet, tree-lined cul-de-sac, this 4BR/2.5BA home blends timeless charm with modern style and beautiful spaces for living and entertaining. Inside, white oak hardwood floors, custom millwork, and a warm, upscale traditional layout welcome you in. The stunning custom kitchen features Viking appliances, Aurora quartz counters, brass accents, a double pantry, and an impressive 10-foot island. The adjoining sunken family room is made for gathering with vaulted ceilings, exposed beams, a floor-to-ceiling stone fireplace, custom built-ins, and granite-topped bar. A bright office with vaulted ceilings and custom workstations adds flexibility. The primary suite is a peaceful retreat with walk-in closet and beautiful bath with heated floors, dual sinks, and Carrara marble. Three additional bedrooms and a well-appointed full bath provide plenty of room for family and guests. Outside, the fenced backyard is a private summer oasis with an inground pool, covered deck, custom patio, and built-in fire pit. Direct access to Pole Bridge Preserve offers miles of trails for hiking, riding, and enjoying the outdoors. The lower level offers room for a gym, recreation room, workshop, media room, or more. Attached 2-car garage, mudroom, greenhouse, detached garage/shed all close to schools, I-84, shopping and dining. Don't miss this rare opportunity to own it "all".

9 Fox Hollow Ln, Newtown

$795,000
4 Beds 3 Baths 24194450 MLS
This immaculately maintained split-level is a rare offering. From the moment you step inside, you'll be welcomed by a light-filled living room and dining room, featuring a stunning kitchen designed to be the heart of the home. Complete with beautiful finishes, abundant cabinetry, and luxury appliances, the kitchen flows seamlessly into the home's inviting gathering spaces. The fully renovated bathrooms showcase quality finishes and a clean, timeless design. One of the home's most captivating spaces is the extraordinary sunroom. Wrapped in rich natural wood and highlighted by soaring wood-framed ceilings, this inviting retreat feels like a luxury mountain lodge. Anchored by a cozy gas fireplace and surrounded by views of the private backyard and new custom fire pit, this space offers a peaceful escape that feels miles away from everyday life. Step onto the expansive deck overlooking a private, professionally landscaped backyard framed by newly planted trees that create a peaceful natural setting. A new in-ground irrigation system keeps the grounds lush and vibrant, while the recently sealed driveway further enhances the home's impeccable curb appeal. Perfectly positioned just minutes from Trumbull High School, Hillcrest Middle School, premier shopping, dining, coffee shops, parks, and everyday conveniences, the location also offers easy access to Route 25, the Merritt Parkway, and Route 8 for effortless commuting.

97 Ceil Rd, Trumbull

$975,000
4 Beds 3 Baths 24189810 MLS
Welcome to 4 Founders Way, a meticulously maintained 4-bedroom, 2.5-bath Colonial in one of Monroe Center's most desirable neighborhoods. Set on a beautiful level 1.08-acre lot, this home offers the perfect blend of timeless charm, modern updates, and an ideal location. 2026 updates include a beautifully renovated kitchen with new cabinetry, quartz countertops, and all new appliances, including the washer and dryer, refinished hardwood floors throughout, new hardwood flooring in the family room, upstairs hallway, and three bedrooms, new ductwork, and fresh interior paint, including all trim. The bright, open main level offers seamless flow between the kitchen and spacious family room with a cozy fireplace. Upstairs, the primary suite provides a private retreat with a walk-in closet and en suite bath. The finished lower level features two flexible rooms ideal for a home office, gym, or recreation space. Enjoy outdoor living on the expansive wraparound deck overlooking the level backyard. A rare three-car garage completes the property. Conveniently located just minutes from Monroe's award-winning schools, Wolfe Park, Great Hollow Lake, the Town Green, shopping, commuter routes, and more. Make this house your home today. You won't want to miss this exceptional opportunity!

4 Founders Way, Monroe

$1,000,000
3 Beds 3 Baths 24194502 MLS
Tucked behind classic wood rail fencing and stone walls, this beautifully updated Colonial offers the perfect blend of charm, privacy and modern comfort. Improvements include newly renovated baths, new windows, new roof, new kitchen appliances and several other updates that have created a move in ready appeal. Inside, a welcoming floor plan features formal living and dining rooms with French doors that open to an expansive wraparound deck, making indoor outdoor entertaining effortless. The sun filled family room showcases soaring vaulted ceilings, while the well appointed kitchen and main level powder room provide everyday functionality. The primary suite offers a custom walk-in closet and en suite bath. Two additional bedrooms and a full hall bath complete the second level. The finished walk-out lower level complete with its own entrance provides flexibility as a home office, playroom fitness space or guest suite. Outside enjoy peaceful evenings on the back deck, relax beside the babbling brook or entertain and play in the generous front yard. Ideally located less than one mile from Weston's award winnings schools, close to major highways, and offering an easy commute to NYC, this home is not to be missed.

267 Newtown Tpke, Weston

$589,900
4 Beds 3 Baths 24194477 MLS
Welcome to this wonderful 4 bedroom, 2.5 bath split level home nestled in one of Monroe's most desirable neighborhoods. Offering the perfect blend of comfort and functionality, this home features gleaming hardwood flooring throughout and an inviting layout designed for everyday living and entertaining. The heart of the home is the spectacular great room, highlighted by a soaring cathedral ceiling, stunning fireplace, and walls of windows that fill the space with an abundance of natural light. Sliding glass doors provide seamless access to the spacious deck, creating the perfect indoor-outdoor flow for gatherings or quiet evenings overlooking the level backyard. The well-designed floor plan offers generous living spaces, comfortable bedrooms, and plenty of room for today's lifestyle. Outside, the flat yard provides endless possibilities for recreation, gardening, or simply enjoying the outdoors. Conveniently located near Monroe's top-rated schools, parks, shopping, and commuter routes, this move-in ready home combines timeless charm with an exceptional setting. Don't miss the opportunity to make this bright, welcoming home your own.

19 Crestwood Rd, Monroe

$850,000
4 Beds 3 Baths 24194618 MLS
Designed by acclaimed architect George Van Geldern, this exceptional mid-century modern residence is a rare opportunity to own an architecturally significant home that blends timeless design with its natural surroundings. Tucked away on a quiet cul-de-sac in one of Redding's most picturesque locations, 11 Fire Hill Lane is set on two private, park-like acres, offering the perfect balance of privacy, tranquility, and modern living. Just a 9-minute drive to the Redding Metro-North station, the home provides convenient access for commuters while maintaining the serenity of its secluded setting. Rich wood finishes, exposed beams, clean architectural lines, and expansive windows fill the home with natural light while framing the surrounding landscape. The thoughtfully designed floor plan creates a seamless connection between the indoors and nature. A striking Kiva-style fireplace and a cozy wood-burning stove serve as distinctive focal points, adding warmth, character, and authentic mid-century charm. The residence features four spacious bedrooms, two full bathrooms, one half bath, and a two-car garage, offering a layout that is equally suited for everyday living and entertaining. The desirable first-floor primary suite includes a private en-suite bathroom, providing the convenience of one-level living. Outside, the spectacular two-acre property provides privacy surrounded by mature trees, expansive lawns and room for a pool, presenting the opportunity to create your own oasis.

11 Fire Hill Ln, Redding

$1,895,000
5 Beds 4 Baths 24194647 MLS
A backyard worthy of a luxury resort, thoughtfully renovated interiors, and one of Westover's most desirable addresses...this is the home buyers have been waiting for. This exceptional five-bedroom home blends timeless architecture with sophisticated modern updates and an extraordinary backyard designed for everyday living and unforgettable entertaining. Minutes from downtown, Metro North and highways, you'll enjoy the rare combination of neighborhood charm, walkable streets, and generous property. Thoughtfully renovated from top to bottom, the floor plan offers effortless flow and abundant natural light. Easy entertaining in elegant living and dining rooms, home office, and a stunning chef's kitchen that serves as the heart of the home. Designed for both everyday living and entertaining, the kitchen features an oversized island, stainless steel appliances, quartz counters, and abundant cabinetry. Upstairs, the spacious primary suite offers a peaceful retreat with two walk-in closets and a luxurious spa-inspired bath. Four additional bedrooms and two full baths provide flexibility for family, guests, or work-from-home needs. The backyard is truly exceptional, with a heated saltwater pool and spa, complemented by an expansive deck, professionally designed landscaping, putting green, vegetable garden, and expansive lawn for recreation-- all fully fenced--offering beauty and privacy. This is a rare opportunity to enjoy luxury, comfort, and a luxury lifestyle.

129 Emery Dr E, Stamford

$1,425,000
5 Beds 3 Baths 24188426 MLS
Get ready to make 19 Vineyard Lane home! This wonderful family home is ideally situated in the heart of Westport, offering 5 bedrooms and 2.5 baths designed for comfortable, everyday living and effortless entertaining alike. Lovingly cared for by its current owner for 50 years, this home features a first-floor office, while the partially finished basement offers space for a gym or playroom. Set on 1.24 flat acres, beautifully maintained with mature trees, an irrigation system, and room for a pool. Additional highlights include a whole-house generator, security system, irrigation and central air conditioning. Location is everything, and this home delivers. It's walkable to Wakeman Town Farm, to the playing fields at Wakeman and to Staples High School, making morning drop-offs a breeze. Right around the corner is recently opened local favorite Gruel Britannia, perfect for a quick coffee, bite, or catch-up with neighbors. This is more than a house - it's a place to put down roots in one of Westport's most desirable neighborhoods. Convenient to schools, beaches, shopping, and minutes to the train for seamless access on Metro North to NYC. Homes like this don't come along often.

19 Vineyard Ln, Westport

$1,200,000
4 Beds 4 Baths 24195074 MLS
The one you've been waiting for! This well maintained and updated home set on over an acre in Trumbull's highly desirable Canoe Brook Lake community offers more than 3,600 square feet of beautifully designed open concept living space. Combines timeless architecture with modern comfort, a dramatic two-story foyer opens to a light-filled interior featuring soaring ceilings, skylights, Brazilian hardwood floors, and an open floor plan ideal for everyday living and entertaining. The eat in kitchen boasts granite countertops, a large center island, breakfast bar, wine chiller, double wall ovens, and a five-burner gas cooktop, flowing seamlessly into the family room and vaulted four-season sunroom. Outside, enjoy a private backyard oasis with an in-ground pool, expansive Azek deck, professionally landscaped grounds, patio, and fenced yard. The flexible layout includes a first-floor bedroom or office, a luxurious primary suite with spa-like bath and double walk ins second-floor laundry, and a partly finished walk-out lower level with a second kitchen, wine room, and recreation space. Canoe Brook Lake Association membership provides access to four private beaches, swimming, kayaking, fishing, and year-round community events, all just minutes from shopping, parks, top-rated schools, and the Merritt Parkway. City water, city sewer underground utils, natural gas, whole home back up generator, new on demand hot water and so much more!

187 Canoe Brook Rd, Trumbull

$460,000
2 Beds 3 Baths 24195198 MLS Northbrook Of Monroe BLDG.
Welcome to Northbrook, one of Monroe's most desirable condominium communities. This exceptionally well-maintained, move-in ready townhouse offers a spacious open floor plan with vaulted ceilings, beautiful hardwood floors, and an updated kitchen. The inviting living room features a cozy fireplace and nearly floor-to-ceiling windows that showcase peaceful views of the pond and stream beyond. The adjacent screened porch provides another comfortable space to relax while enjoying the same scenic setting. The main-level primary bedroom suite offers convenience and privacy with a full bath, while the upper level features a second bedroom suite with its own full bathroom, making it ideal for guests or additional living space. The partially finished lower level provides flexible space for recreation, a home office, fitness area, or hobbies, along with a spacious storage room, utility room, and an attached one-car garage. Northbrook offers a park-like setting with beautifully maintained grounds, walking paths, gazebos, two in-ground swimming pools, tennis courts, and a clubhouse. Conveniently located near shopping, restaurants, parks, and major commuting routes, this home also benefits from Monroe's highly regarded public school system. A wonderful opportunity to enjoy low-maintenance living in a scenic community.

12 Wrabel Cir Unit 12, Monroe

$275,000
2 Beds 1 Baths 24195211 MLS Heather Ridge BLDG.
Move right into this beautifully renovated 2-Bedroom, 1-Bath Ranch-style condo offering effortless one-level living with no stairs. Ideally situated on the main level, this turnkey home has been thoughtfully updated from top to bottom with today's most desirable finishes. The stunning new Kitchen features all-new appliances, including a stainless steel range and dishwasher, while the completely remodeled Bathroom showcases stylish tile-work, a double vanity, and a tub/shower combination. Fresh paint, elegant crown molding, new carpeting, premium luxury vinyl flooring and a new hot water heater complete the extensive list of upgrades. The bright and inviting Living Room is filled with natural light and opens through sliding glass doors to your own private patio-an ideal spot to enjoy morning coffee or unwind at the end of the day. The functional floor plan offers comfortable, low-maintenance living that's perfect for first-time buyers, down-sizers, or anyone seeking convenience without compromise. Just a short stroll to the fenced-in community in-ground pool, this home also offers ample parking and an unbeatable location close to shopping, restaurants, major highways, Metro-North Railroad and everything Shelton has to offer. Whether you're looking for a carefree lifestyle or a move-in ready home in a peaceful community, this exceptional condo checks every box.

49 Heather Rdg, Shelton

$2,195,000
5 Beds 5 Baths 24193848 MLS
An extraordinarily rare opportunity in Fairfield's coveted Winton Park Association. Offered for the first time in over 4 decades, this timeless 5-bedroom, 4.5-bath Colonial is set on nearly 2 breathtaking, park-like acres, offering estate-like privacy w/an unparalleled walk-to-town lifestyle. A gracious foyer welcomes you inside, where a magnificent staircase, wide-plank hardwood floors & exquisite millwork define the home's enduring character. Oversized windows & beautifully scaled rooms reflect craftsmanship rarely found today. The step-down living room showcases elegant paneling, custom built-ins & a wood-burning fireplace, while the formal dining room opens through French doors to a private patio for effortless indoor/outdoor entertaining. The spacious eat-in kitchen overlooks spectacular grounds & opens to a sun-filled family room w/custom built-ins, 2nd fireplace & French doors to an enchanting brick patio w/tranquil waterfall. Upstairs offers 4 spacious bedrooms & 3 full baths including a gracious primary suite w/abundant closet space & ensuite bath. Private guest suite w/separate entrance, vaulted ceilings, fireplace, 5th bedroom & full bath. Expansive, level grounds offer endless possibilities for a pool, pool house, ADU or future expansion in a setting rarely found just moments from downtown, Metro-North, award-winning schools & beaches. Complete w/natural gas, public sewer, irrigation & attached 3-car garage. A legacy property ready for its next chapter.

50 Brookbend Rd, Fairfield

$559,000
4 Beds 3 Baths 24195196 MLS
Welcome to 87 Jockey Hollow Road, a wonderful opportunity to own a charming home in one of Monroe's most desirable neighborhoods. Lovingly cared for over the years, this home reflects true pride of ownership and offers the perfect canvas for its next owner to make it their own. While some cosmetic updates and TLC will enhance its full potential, the home features a functional layout, generous living spaces, and a warm, welcoming atmosphere that has been enjoyed for years. Set on a beautiful property with plenty of outdoor space, the yard offers endless possibilities for gardening, entertaining, or simply relaxing in a peaceful setting. Owner is deeded member of the lake association. You'll enjoy access to the lake and the unique lifestyle it offers, including swimming, kayaking, fishing, and enjoying the natural beauty of the community. Located in the award-winning Monroe school district and just minutes from shopping, restaurants, parks, and major commuter routes, this home combines everyday convenience with the tranquility of suburban living. Whether you're looking to personalize your forever home or invest in a property with tremendous potential, this is an exceptional opportunity to build equity in a highly desirable location. Don't miss your chance to bring your vision and make this special property your own. Property SOLD AS-IS. Professional photos coming soon!

87 Jockey Hollow Rd, Monroe

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.