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297 Rock Rimmon Rd, Stamford
$1,585,000
5 Beds ⋅ 6 Baths ⋅ 24200386 MLS
Double gates glide open to beckon you down a winding drive revealing this special historical residence. Set in coveted North Stamford, this 5-bedroom, 5.5 bath home combines artisanal craftsmanship with modern appeal. Originally built in 1792, its professional restorations maintain authenticity while newer construction offers numerous options for current lifestyles. From the moment you arrive, the property feels like a hidden retreat. Hand-laid stone walls, mature trees, vibrant gardens and expansive lawns create an enchanted setting. Inside, the home's layout unfolds naturally. A breathtaking great room with an impressive fireplace, hand-crafted millwork, custom built-ins, and soaring 12 ft. ceiling flows through French doors to a light-filled sunroom and on into the timber-framed dining room with its own fireplace...perfect for entertaining. The kitchen and adjacent breakfast room support easy daily living with views and access to surrounding gardens and delightful al fresco eating spaces. A thoughtfully designed (2013) extension complete with a spacious family room, kitchenette, office, 2 bedrooms and baths provide flexibility for extended family, guests, exercise room or playroom. Outdoors, the setting is peaceful and secluded. Lush plantings surround the home, offering total privacy. A hilltop pool and screened, eat-in pool cabin create a special destination.

297 Rock Rimmon Rd, Stamford

714 Center Meadow Ln Unit 714, Danbury
$474,900
2 Beds ⋅ 2 Baths ⋅ 24200516 MLS ⋅ Rivington - Mews & Ridge BLDG.
No Stairs, Move-In Ready! Rare First-Floor Taft Model at The Mews at Rivington, Danbury, CT! Park and walk straight in, no stairs, no hassle. This like-new, first-floor Taft Model offers effortless single-level living in a like-new 2 bedroom, 2 bathroom home. The open-concept layout is made for entertaining or relaxing, anchored by a spacious kitchen with shaker-style white cabinetry, stainless steel appliances, granite countertops, and a breakfast bar that flows into the sun-filled living area and out to your own private patio. Hardwood floors run throughout the kitchen, dining area, and living room. Thoughtful upgrades include additional lighting, ceiling fans, and custom window treatments. The primary suite offers a walk-in closet, a granite double-sink vanity, and a glass shower enclosure. An additional bedroom and second full bathroom can be a great addition for guests or office space. A large, locked private storage unit in the basement completes this move in ready home. Rivington's resort-style amenities include a 15,000 sq ft clubhouse with indoor and outdoor pools, a spa, a state-of-the-art fitness center, a billiard room, and a movie theater. Commuters will love the easy access to I-84 and I-684. First-floor, no-stair units at Rivington are in high demand and don't last. Schedule your private showing today!

714 Center Meadow Ln Unit 714, Danbury

4 Pilgrim Ln, Weston
$1,249,500
4 Beds ⋅ 3 Baths ⋅ 24200819 MLS
NEW PRICE! EXCEPTIONAL SPACE & VALUE | PRIME LOWER WESTON CUL-DE-SAC | RARE NATURAL GAS! Beautifully situated on a highly desirable cul-de-sac in prime Lower Weston, just half a mile from the Westport border, this spacious four-bedroom Colonial offers an exceptional combination of location, generous living space, thoughtful improvements, and beautiful grounds. Newly priced at $1,249,500, the home features 3,161 square feet above grade plus an additional 528 square feet in the finished walk-out lower level, for an impressive 3,689 square feet of total finished living space and outstanding value. Generously proportioned rooms and a versatile floor plan provide wonderful spaces for comfortable everyday living and entertaining. The expansive kitchen with stainless steel appliances opens to an inviting family room with fireplace, while a gracious living room with a second fireplace, dining room, and spacious sunroom offer an abundance of additional living space. The sunroom opens directly to a generous cedar deck overlooking the lovely, level backyard, colorful gardens, mature specimen trees, and professionally landscaped grounds with irrigation. Upper level; spacious bedrooms with generous primary suite+ oversized walk-in closet & access to additional attic storage. The finished walk-out lower level provides a 528 Sq.Ft. of FLEX-space, ideal for recreation, playroom, or home office, along with ample storage.

4 Pilgrim Ln, Weston

101 Carol St, Danbury
$898,000
3 Beds ⋅ 3 Baths ⋅ 24200447 MLS
Impossible to reproduce at this new price! 2006 HOBI Award Winner for Best Custom Home in Connecticut! Enjoy the best of lake community living in this beautifully appointed 3BR home nestled within the private, community of Lake Waubeeka, a year-round destination! Residents enjoy access to a 36-acre lake with beach, docks, swimming, fishing, boating, pickleball, tennis, basketball, playground, dog park, hiking trails, walking track, ball field and clubhouse. Bright and inviting, the main level features a dramatic Great Room with double-height ceilings, fireplace and Kingswood-designed Chef's Kitchen with Wolf, Viking and Bosch appliances. The main-level Primary Suite offers a luxury Bath and walk-in closet, while the upper level includes 2 additional Bedrooms, Full Bath, Laundry and Office area. A partially finished lower level provides Gym space and future expansion potential. Enjoy outdoor living on the bluestone patio overlooking professionally landscaped grounds. Additional highlights include Trane HVAC systems, Generac generator, 50-year Elk roof, Pella windows and doors, wireless irrigation, 2 Laundry Rooms and a 2-car attached garage. A perfect year-round residence or weekend retreat approximately 1 hour from NYC. Sought after Gated Community in close proximity to top restaurants and all forms of shopping and downtown Ridgefield.

101 Carol St, Danbury

90 Meadowlawn Rd, Stratford
$599,999
3 Beds ⋅ 3 Baths ⋅ 24200415 MLS
Welcome to Meadowlawn Road, a sought-after neighborhood with low turnover- homes rarely come on the market! Set on nearly half an acre, the property features charming stone walls, gardens throughout, a backyard terrace patio, and inviting outdoor spaces for relaxing or entertaining. The refreshed 2026 kitchen features natural oak flooring, quartz countertops, a gas range with hood, refinished cabinetry, and a refrigerator. Fresh interior paint, updated lighting, and abundant natural light create a bright, move-in-ready atmosphere. The primary bedroom offers a walk-in closet and private half bath, with potential to convert it into a full bath, subject to required approvals. The remodeled walkout lower level provides more than 1,000 additional square feet of versatile living space. Complete with a kitchenette-style area, full bath, laundry area, wainscoting, and new laminate flooring, this level offers potential for an in-law suite or an ideal setting for a home office, recreation room, workout room, or private retreat. Buyers should perform their own due diligence regarding intended use.

90 Meadowlawn Rd, Stratford

387 Danbury Rd, Wilton
$2,950,000
1 Baths ⋅ 24200084 MLS
Rare mixed-use investment/owner-user opportunity on Fairfield County's Route 7 corridor. 387 Danbury Road offers 13,706 SF across three buildings on 1.83 acres, combining 6,055 SF of office space (six suites) with 7,651 SF of industrial/flex space, including a 6,451 SF warehouse/garage structure and a 1,200 SF steel building with two drive-in bays. The property delivers diversified in-place income with immediate upside - a 750 SF second-floor office suite is ready for lease-up with minimal capital, while small office tenants provide steady cash flow. For owner-users, the anchor industrial/office tenant has indicated willingness to negotiate an early lease termination, allowing a new owner to accelerate occupancy of over 6,000 SF well ahead of the scheduled expiration. Located adjacent to Wilton High School, minutes from Wilton Center, with convenient access to the Merritt Parkway and I-95. DRB zoning adds further flexibility. Ideal for investors seeking stable income with reversion potential, or owner-users establishing a presence on one of Fairfield County's most trafficked commercial corridors.

387 Danbury Rd, Wilton

13 Paradise Ct, New Fairfield
$699,000
5 Beds ⋅ 4 Baths ⋅ 24193636 MLS
Welcome home to 13 Paradise Ct, a spacious, oversized split-level cherished by the same family since it was built. Lovingly maintained over the years, this solidly built home reflects true pride of ownership inside and out, with pristine landscaping surrounding its one-acre, western-facing setting. The main home offers four bedrooms and generous living spaces, plus a separate accessory apartment offering wonderful flexibility for extended family, guests or additional living space. The kitchen and dining area open to a deck overlooking the beautifully cared-for property-a welcoming spot for morning coffee, outdoor meals or relaxing as the sun sets. Downstairs, the ground-level rec room invites everyone to gather, with a bar, pool table and doors opening to an expansive patio for even more room to entertain. An attached two-car garage adds convenience and storage. Set on a quiet cul-de-sac yet ideally located for commuting to lower Fairfield and Westchester Counties and nearby NY train stations, this is a home filled with warmth, space and many years of happy memories, ready to welcome its next owners.

13 Paradise Ct, New Fairfield

1149 Fairfield Beach Rd, Fairfield
$4,500,000
5 Beds ⋅ 4 Baths ⋅ 24200980 MLS
TOES IN THE SAND & SUMMER EVERY DAY. There are waterfront homes-& then there are homes where the water becomes part of everyday life. Welcome to 1149 Fairfield Beach Road, a truly special direct beachfront home appprox 60+/- min from NYC. Thoughtfully designed by a builder for his own family, with an emphasis on capturing the extraordinary waterfront setting. Walls of windows fill the open living spaces w natural light and capture spectacular water views. Directly outside main-level family room w/no steps to the patio, is your own beach. Three of 4 waterfront bedrooms open to a wraparound deck, giving each its own connection to the water while creating private spaces. Wake to sun-filled rooms & end the day to the sound of waves. An impressive Great Room @ the mezzanine level is an inspiring addn'l gathering space that features 12' ceilings w skylights. Kitchen, bathrooms & laundry room updated in 2025. Rare garaged & off street parking for 10 Cars! An unfinished 3rd floor w private balcony offers potential for future 1,000+/- additional SF. Also Includes: Private STUDIO APARTMENT updated(2022) & awesome! Perfect for guests/extended family/home office or summer overflow just steps over @1148. Mins. to Schools, TOWN & TRAIN! ENJOY DIRECT BEACHFRONT living while being minutes from Downtown Fairfield, popular farmers market, outdoor & indoor concerts, restaurants w/ great outdoor seating, shoppes, movies, town events & the best of what Fairfield has to offer

1149 Fairfield Beach Rd, Fairfield

65 Deer Hill Ave, Danbury
$699,000
4 Beds ⋅ 2 Baths ⋅ 24193901 MLS
Timeless charm meets modern comfort on prestigious Deer Hill Avenue! Welcome to this beautifully updated antique where period character and modern elegance come together. This meticulously maintained home has many improvements, including a new roof, boiler, hot water heater, front porch flooring/railings and pool liner and freshly painted exterior. An expansive front porch w/swing sets the tone as you step inside and notice the beautifully appointed interior featuring hardwood floors and classic architectural details. An inviting living room features a gas fireplace and sun-filled windows, while the elegant dining room is perfect for gatherings and special occasions. The updated kitchen features quartzite countertops, new appliances, and a fabulous walk-in pantry outfitted with glass-front cabinetry. The grand staircase leads upstairs to four bedrooms; three generously sized and a charming fourth - ideally suited as a nursery or oversized walk-in closet. Enjoy the updated luxurious full bathroom with heated floors. The partially finished lower level offers flexible space for an exercise room or office. Outside, your own private oasis awaits w/expansive two-tiered decking surrounding the above-ground pool /hot tub. Also enjoy a lower patio for additional outdoor entertaining. The detached 2-car garage with a versatile 500 sq ft studio above has a separate entrance-ideal for a home office or creative studio. Come discover the timeless appeal of 65 Deer Hill Avenue.

65 Deer Hill Ave, Danbury

60 Housatonic Dr, Newtown
$889,000
4 Beds ⋅ 3 Baths ⋅ 24200671 MLS
75' of direct waterfront on Lake Zoar in Sandy Hook's Shady Rest community, with your own private dock and boat launch. This 4-bedroom, 3-full-bath waterfront home makes the lake part of everyday life, whether you're boating, kayaking or simply enjoying the view and level backyard. A screened porch, oversized deck and patio give you three places to relax, dine and entertain outdoors. Inside, the oversized kitchen is a standout, featuring a large center island with two electric Thermador cooktops, a double wall oven, generous cabinetry and counter space, and a wall of windows overlooking the water and backyard. Newer appliances include the refrigerator and dishwasher, along with the washer and dryer. There's plenty of room for cooking, gathering and entertaining, all with the lake as the backdrop. The main level includes a bedroom, while upstairs you'll find the primary suite, two additional bedrooms and a flex space for an office, den, exercise or playroom. Two stained glass windows add character. The home also has a one-car garage with interior access, while the lower level, with an exterior garage door, provides convenient access for outdoor toy storage. A new roof and dedicated connection for a portable generator add to the practical features. Whether you're looking forward to weekends on the water or making lake living part of your everyday routine, Sandy Hook Center is just minutes away, keeping you close to town and restaurants.

60 Housatonic Dr, Newtown

143 Hoyt St Unit 7F/7G, Stamford
$850,000
3 Beds ⋅ 3 Baths ⋅ 24200107 MLS ⋅ The Buckingham BLDG.
Rarely available and truly one of a kind at The Buckingham! Two expansive units, 7F & 7G, have been seamlessly combined to create nearly 2,900 square feet of exceptionally spacious living in the heart of downtown Stamford. This impressive 3 bedroom, 3 bath residence features beautiful herringbone wood floors, custom millwork and an incredible open living and dining area with plenty of room for entertaining. Two private balconies extend the living space outdoors and offer sweeping views from the seventh floor. The oversized primary suite features a large walk-in closet and private marble bath with walk-in shower, while the generously sized second bedroom offers another walk-in closet and convenient access to a full bath. The flexible layout continues with a third bedroom, separate office, den/family room and multiple spaces that can easily accommodate working from home, guests or hobbies. The updated kitchen features granite countertops, stainless steel appliances and a breakfast area, complemented by a separate butler's pantry and additional entertaining space. A dedicated laundry room and exceptional storage throughout add even more convenience. Three parking spaces complete this unique offering. The Buckingham provides doorman service, 24 hour security, a clubroom with fireplace and kitchen, fitness room, conference room and outdoor pool, all in a convenient downtown Stamford location close to shopping, dining, entertainment and transportation.

143 Hoyt St Unit 7F/7G, Stamford

47 W Norwalk Rd, Norwalk
$1,499,999
4 Beds ⋅ 4 Baths ⋅ 24200898 MLS
Priced 100k less than appraised value! Newly built 2026 home in desirable West Norwalk, directly on the Darien border-the property behind you is Darien! This 4-bedroom, 3.5-bath home features a finished basement, all-new electrical, plumbing, mechanicals, central air, recessed lighting, and luxury finishes throughout. Wide-plank white oak hardwood floors lead to a show-stopping kitchen with dramatic vaulted ceilings, extensive cabinetry, a walk-in pantry, and Taj Mahal quartzite countertops, backsplash, and statement island. The main level is designed for living and entertaining with a dining room, private en-suite bedroom with full bath, dedicated office, and powder room. Upstairs are 3 additional bedrooms, 2 full baths, and second-floor laundry. The primary suite features an oversized walk-in closet and spa-like walk-in shower with 3 shower heads. The finished basement provides additional flexible living and entertaining space. A brand-new rear deck overlooks a huge fenced backyard with room for a future pool. Enjoy a large front yard, massive new shed, attached 2-car garage, and spacious driveway with ample parking. Just 1 block from Connecticut Ave and minutes to Wegmans, Whole Foods, Target, restaurants, shopping, I-95, and the Merritt Parkway. Brand-new luxury living in West Norwalk with Darien at your doorstep! Motivated seller! Seller is open to making additional modifications or improvements to the property prior to closing based on the buyer's preferences

47 W Norwalk Rd, Norwalk

28 Saw Mill Rd, New Fairfield
$849,900
6 Beds ⋅ 5 Baths ⋅ 24200013 MLS
Always dreamed of having horses, your own farm or a secluded family compound? Do you have a business that needs space for equipment? Then this is the house you've been waiting for! Over five private acres of horse property, a massive barn that will fit horses and more than 8 vehicles, a separate 2 bedroom apartment above the garage and a beautiful 3-4 bedroom Ranch home with an in-law suite in the walk-out lower level. The main house offers a spacious living room with barn door accents and hardwood flooring throughout, a large galley kitchen with built-in grill and breakfast area and a sunny dining room featuring a vaulted ceiling, skylights and exposed wood beams that leads to the back deck overlooking peaceful woods. There are also three bedrooms and two full bathrooms on this level, including a large primary suite with a gorgeous updated full bathroom. Downstairs offers one of two potential in-law suites, with an open living space with tile flooring, bedroom, full bathroom and sunroom leading to the back yard. A quick trip down the long second driveway takes you to the stunning equestrian part of the property, with nearly 6 acres of sprawling lawns, paddock and riding ring. The massive barn/garage has large doors, high ceilings and room for at least four horses, 6-8 vehicles and industrial machinery, with plumbing and front and back entrances.

28 Saw Mill Rd, New Fairfield

145 Canal St Unit 8, Shelton
$259,900
2 Beds ⋅ 2 Baths ⋅ 24200875 MLS ⋅ Birmingham On The River BLDG.
New Price!! Loft living on the river, with heat and hot water included. This ground-level 2-bed, 2-full-bath condo at Birmingham on the River offers 1,180 sq ft of single-level living with exposed brick, 9+ ft ceilings, and the character of an 1890 mill building. The primary suite has a private full bath and walk-in closet. The second bedroom works as a guest room or home office. Central air, in-unit washer/dryer, assigned parking, elevator building, secure entry, and an on-site fitness center. The monthly HOA covers heat, hot water, trash, snow removal and grounds, so fewer bills land in your mailbox. Walk to downtown Shelton restaurants, shops, and the Riverwalk (Walk Score 81). Newly priced at $259,900. Schedule your showing today.

145 Canal St Unit 8, Shelton

176 Stonehouse Rd, Trumbull
$525,000
4 Beds ⋅ 2 Baths ⋅ 24167415 MLS
Looking for a hidden gem in the heart of Tashua? Welcome to 176 Stonehouse Road. Set on .40 of an acre, follow the private driveway to discover this charming Contemporary Cape home. The professionally landscaped yard features stone walls, mature trees, and perennial gardens. This four-bedroom, two-full-bath home has been freshly painted and professionally cleaned, making it ready for its next chapter. The sun-filled living room offers beautiful natural light, creating the perfect start to the day before stepping outside to enjoy your morning coffee on the wraparound deck. A BRAND-NEW water heater has been installed, as well as a newer oil tank. All utilities & appliances have been well maintained throughout the years. Minutes away from dining, retail, & recreational amenities including Indian Ledge Park and Tashua Knolls Golf Course & Pool. Commuter friendly with easy access to Route 25 & Merritt Parkway. Don't miss out on privacy, convenience, and all that Trumbull has to offer!

176 Stonehouse Rd, Trumbull

30 Ivy Grove Ct Unit 30, Shelton
$439,900
2 Beds ⋅ 3 Baths ⋅ 24200473 MLS ⋅ Knollbrook BLDG.
Mint-condition townhouse in desirable Knollbrook Condominiums, ideally located close to shopping, restaurants and major highways. The main level features a spacious eat-in kitchen with hardwood floors, granite countertops, pantry and a comfortable dining area. The open-concept living and dining room offers hardwood flooring, a corner gas fireplace and double atrium doors leading to a private deck-perfect for relaxing or entertaining. A convenient half bath completes the main level. Upstairs you'll find a laundry closet, full hall bath and two generously sized bedrooms, including a primary suite with vaulted ceiling and private full bath. A hallway door leads to an unfinished loft area offering loads of potential for future expansion, home office, gym or additional living space. Additional highlights include a 2-car tandem garage, newer HVAC system and newer hot water heater. Beautifully maintained and truly move-in ready!

30 Ivy Grove Ct Unit 30, Shelton

59 Courtland Ave Unit 3R, Stamford
$399,900
2 Beds ⋅ 2 Baths ⋅ 24199307 MLS ⋅ Kingswood At Stamford BLDG.
Sun-Filled Corner End-Unit in Premier Kingswood Community, Darien/Stamford Line Discover effortless living in this spacious, sun-drenched corner end-unit on the third floor of the sought-after Kingswood at Stamford. Perfectly positioned on the Darien-Stamford border, this residence offers the ideal blend of tranquility and convenience, with immediate access to I-95, Chelsea Piers, and downtown Stamford. Residence Highlights: Open & Airy Layout: Features a generous open-concept living and dining area, ideal for entertaining. Modern Kitchen: Updated kitchen with a casual breakfast bar. Primary Suite: The expansive master bedroom includes an en-suite bathroom and two floor-to-ceiling closets for ample storage. Flexible Second Bedroom: Accommodates guests or a home office, served by a conveniently located second full bathroom. End-Unit Privacy: Enjoy extra light and reduced neighbor noise as a corner unit. Parking & Storage: Includes one assigned off-street parking space and basement storage. Community Amenities: Social Hub: A vibrant clubhouse with a wet bar, lounge, fireplace, and pool table. Outdoor Living: Sunny courtyard patio with BBQ grilling area. Investment Opportunity: Currently tenant-occupied with a lease in place until March 2027, offering immediate income stability for investors. Whether you are looking to downsize, invest, or enjoy a lock-and-leave lifestyle, this unit presents a rare opportunity in a well-maintained, active community.

59 Courtland Ave Unit 3R, Stamford

110 Long Ridge Rd, Danbury
$875,000
5 Beds ⋅ 5 Baths ⋅ 24200749 MLS
One of the most tranquil roads in Danbury. A truly unique opportunity awaits in the desirable Long Ridge section of town! Set on 2.25 private acres, this estate-like property features three separate residences, offering incredible versatility as an investment property, multi-generational compound, or a place to live in one home while generating income from the others. The main residence (2356 sqft) is a charming three-bedroom antique Colonial filled with classic New England character. Offering 2.5 baths, generously sized bedrooms, a wood stove, pellet stove, abundant storage, and multiple living spaces, the flexible floor plan provides plenty of room to bring your own vision and imagination to life. The second residence (1340 sqft) is a beautifully converted one/two-bedroom, one-bath barn, featuring exposed beams, a pellet stove, propane heat, and an attached three-car garage-a wonderful combination of rustic character and functionality. Completing the property is a separate studio ranch-style cottage (540 sqft), providing yet another private living space. Currently fully rented, this distinctive property presents an exciting investment opportunity with multiple income-producing residences already in place. Or, create your own private New England compound with separate spaces for extended family, guests, work, or recreation. Three residences, 2.25 private acres, endless possibilities-an offering that is truly one of a kind. Perfect multigenerational home!

110 Long Ridge Rd, Danbury

4 Vona Way, Newtown
$1,299,900
4 Beds ⋅ 3 Baths ⋅ 24179325 MLS
Once in a lifetime opportunity to build your dream home on this beautiful private lot in prestigious Oak Ridge Estates. Set within a charming New England setting, this exceptional CORBO signature home combines striking architecture, exceptional craftsmanship, and modern luxury, with the opportunity to personalize the home to your style and preferences.Designed for today's lifestyle, this impressive four bedroom, 2.5 bath residence features an open concept floor plan with spacious, light-filled rooms and an effortless flow between living spaces. The spectacular chef's kitchen will feature top of the line appliances, a generous center island, and seamless connection to the family and dining room, creating an ideal setting for both everyday living and entertaining. Upstairs, the expansive primary suite offers a luxurious private retreat with generous walk-in closets and a beautifully appointed spa inspired bath. Three additional bedrooms provide comfortable space for family and guests.The private property provides ample room for a future pool and outdoor living area. This home offers energy-efficient features such as an advanced thermal envelope, enhanced insulation, a hybrid propane heat pump, and is future solar-ready.Build a home that reflects your vision while experiencing the quality, innovation, and craftsmanship that define a Home by Corbo, Images shown may be customized and not representative of standard packages, multiple interior styles and finishes available.

4 Vona Way, Newtown

110 Long Ridge Rd, Danbury
$875,000
3 Beds ⋅ 3 Baths ⋅ 24200709 MLS
One of the most tranquil roads in Danbury. A truly unique opportunity awaits in the desirable Long Ridge section of town! Set on 2.25 private acres, this estate-like property features three separate residences, offering incredible versatility as an investment property, multi-generational compound, or a place to live in one home while generating income from the others. The main residence (2356 sqft) is a charming three-bedroom antique Colonial filled with classic New England character. Offering 2.5 baths, generously sized bedrooms, a wood stove, pellet stove, abundant storage, and multiple living spaces, the flexible floor plan provides plenty of room to bring your own vision and imagination to life. The second residence (1340 sqft) is a beautifully converted one/two-bedroom, one-bath barn, featuring exposed beams, a pellet stove, propane heat, and an attached three-car garage-a wonderful combination of rustic character and functionality. Completing the property is a separate studio ranch-style cottage (540 sqft), providing yet another private living space. Currently fully rented, this distinctive property presents an exciting investment opportunity with multiple income-producing residences already in place. Or, create your own private New England compound with separate spaces for extended family, guests, work, or recreation. Three residences, 2.25 private acres, endless possibilities-an offering that is truly one of a kind. Perfect multigenerational home!

110 Long Ridge Rd, Danbury

53 Maple St, Darien
$1,299,000
3 Beds ⋅ 2 Baths ⋅ 24200714 MLS
Own two fully renovated residences on one Darien property, offering the flexibility to live, earn, invest, or create a combination that works for you. 53 Maple Street pairs a beautifully renovated main residence with a separate, fully renovated one bedroom cottage, creating an income producing property unlike most offerings in Darien. Imagine living in the main home while rental income from the cottage helps offset your monthly expenses, or maintaining both residences as an investment with two established income streams. The property also offers exceptional flexibility for guests, a private home office, or changing needs over time. Both residences have been renovated for comfortable, easy living, with updated interiors and distinct living spaces that provide privacy and independence. The main residence is currently leased at $4,050 per month and the cottage at $3,500 per month, with both rents below current market potential. For buyers searching for a Darien CT home with rental income, a two residence property, or a long term real estate investment, 53 Maple Street presents a compelling opportunity: two renovated homes, two potential income streams, and the freedom to decide how the property works for you.

53 Maple St, Darien

460 Middlesex Rd, Darien
$6,995,000
5 Beds ⋅ 8 Baths ⋅ 24200463 MLS
Exceptional craftsmanship and sophisticated design define this stunning 5 bedroom Contemporary Colonial, built in 2023 by Ritzzo Development. Offering over 10,000 square feet of beautifully appointed living space across three finished levels, the home is set on two manicured acres with a heated saltwater pool, built-in BBQ and inviting outdoor entertaining areas. Newly completed in 2026, the extraordinary lower level is designed for both wellness and entertaining, featuring a bar and lounge, theater room, gym, sauna, steam room and full bath. Throughout the home, soaring ceilings, custom millwork, wide-plank white oak floors and luxurious finishes create an atmosphere of timeless elegance. The chef's kitchen features a marble waterfall island and opens to a sun-filled breakfast room. A dramatic great room boasts a vaulted beamed ceiling, double-height fireplace and wet bar, while elegant formal rooms, a butler's pantry, private office and pool cabana room complete the main level. The primary suite is a luxurious retreat with a fireplace, private deck and spa-like bath. Ideally situated near schools, Ox Ridge Hunt Club, Highland Farm, train stations and Darien's shops and restaurants. An exceptional opportunity to enjoy modern luxury in a prime Darien location.

460 Middlesex Rd, Darien

53 Maple St, Darien
$1,299,000
3 Beds ⋅ 2 Baths ⋅ 24200711 MLS
Own two fully renovated residences on one Darien property, offering the flexibility to live, earn, invest, or create a combination that works for you. 53 Maple Street pairs a beautifully renovated main residence with a separate, fully renovated one bedroom cottage, creating an income producing property unlike most offerings in Darien. Imagine living in the main home while rental income from the cottage helps offset your monthly expenses, or maintaining both residences as an investment with two established income streams. The property also offers exceptional flexibility for guests, a private home office, or changing needs over time. Both residences have been renovated for comfortable, easy living, with updated interiors and distinct living spaces that provide privacy and independence. The main residence is currently leased at $4,050 per month and the cottage at $3,500 per month, with both rents below current market potential. For buyers searching for a Darien CT home with rental income, a two residence property, or a long term real estate investment, 53 Maple Street presents a compelling opportunity: two renovated homes, two potential income streams, and the freedom to decide how the property works for you.

53 Maple St, Darien

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