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14 Richmond Hill Rd Unit 4, New Canaan
$2,695,000
4 Beds ⋅ 5 Baths ⋅ 24185149 MLS ⋅ Enclave On Richmond - Pending Verification BLDG.
Experience elevated living in the heart of downtown New Canaan with this exquisite boutique enclave offering just 7 luxury residences. Built with the best finishes in mind, this home features 3,351 sq ft of finished space, Elevator, large-pane oversized windows, and a thoughtfully designed layout that centers around your gourmet kitchen featuring custom cabinetry, gorgeous island with 2" countertops, chefs appliances, and breakfast area that opens to the family room with gas fireplace and sliders overlooking the fabulous terrace creating the perfect indoor/outdoor living experience. Exquisite mill work, white oak floors, custom staircases, and built-ins truly show meticulous attention to detail. Absolutely spectacular primary bedroom with walk-in closet, and spa inspired bathroom that will take your breath away featuring a 8ft x 4ft walk in shower, soaking tub, floating vanity, and heated floors. Take the elevator or stairs to the finished 3rd floor and enjoy sunsets from your private rooftop deck overlooking Mead Park. "The Enclave on Richmond" offers privacy, elegance, and convenience with just a few steps to New Canaan's shops, restaurants, and Metro-North station. Truly a one-of-a-kind residence.

14 Richmond Hill Rd Unit 4, New Canaan

14 Promised Rd, Westport
$2,650,000
3 Beds ⋅ 3 Baths ⋅ 24203635 MLS
Impeccable, effortlessly sophisticated house with lovely water views nestled on private road in idyllic Saugatuck Shores steps to Long Island Sound and Bermuda Lagoon. Designed by top architect VITA Design, the house combines relaxed coastal luxury with an elevated contemporary aesthetic for easy living, enjoyable year round. Features warm beach-inspired woods, high-end finishes, high ceilings, light wood floors, oversized windows and abundant natural light. On the main level the sleek chefs kitchen w/ center island flows seamlessly into the dining area and great room w/ wood-burning fireplace framed by floor-to-ceiling windows. Office/bedroom and full bath complete the main level. Second floor features serene primary suite with water view, custom built-ins and luxurious bath. Two additional bedrooms, full bath, laundry, and stylish reading nook complete this level. The front to back top floor bonus room with water views on both sides, leads out to spectacular roof deck terrace with view of Long Island Sound --a wonderful outdoor living space perfect for entertaining or quiet enjoyment to take in glorious sunsets, sunrises and Fourth of July fireworks over the Sound. The lower level offers additional versatile rec room, mudroom, attached garage. Private back yard. House is FEMA compliant. Lovely neighborhood for walking, biking, boating, kayaking. Close golf/tennis. Quick drive to the train station, Saugatuck shops and dining, and all Westport has to offer.

14 Promised Rd, Westport

30 Richmond Hill Rd, New Canaan
$2,550,000
3 Beds ⋅ 3 Baths ⋅ 24204690 MLS ⋅ Richmond Mews BLDG.
This beautiful townhouse with an elevator at Richmond Mews offers an easy, low-maintenance lifestyle just a short walk from town, with views of Mead Park and thoughtful design throughout. Inside, 9+ foot ceilings and oversized windows make the home feel bright and open, with hardwood floors throughout. The double-height entry welcomes you right in. The floor plan is very flexible, allowing for a formal dining room, family room, and living room depending on your needs. The gourmet kitchen has a large center island with French doors opening to a private patio. The spacious primary suite offers bedroom views of the park paired with a large sitting room or office, plus 2 walk-in closets and ensuite bath. Two additional bedrooms and a full bath complete the upper level. The finished lower level adds valuable, versatile square footage - ideal as a home gym, playroom, or additional office space. There is ample storage throughout and an attached 2-car garage. The cedar roof was replaced in 2025. Located close to New Canaan's shops, restaurants, and train station, 30 Richmond Hill Road offers a convenient, well-designed home in a sought-after location.

30 Richmond Hill Rd, New Canaan

20 Richmond Hill Rd Unit 1, New Canaan
$2,500,000
4 Beds ⋅ 5 Baths ⋅ 24189509 MLS ⋅ Enclave On Richmond - Pending Verification BLDG.
Experience elevated living in the heart of downtown New Canaan with this exquisite boutique enclave offering just 7 luxury residences. Built with the best finishes in mind, this home features 2,998 sq ft of finished space, Elevator, large-pane oversized windows, and a thoughtfully designed layout that centers around your gourmet kitchen featuring custom cabinetry, gorgeous island with 2" countertops, chefs appliances, and breakfast area that opens to the family room with gas fireplace and sliders overlooking the fabulous terrace creating the perfect indoor/outdoor living experience. Exquisite mill work, white oak floors, custom staircases, and built-ins truly show meticulous attention to detail. Absolutely spectacular primary bedroom with walk-in closet, and spa inspired bathroom that will take your breath away featuring a 8ft x 4ft walk in shower, soaking tub, floating vanity, and heated floors. Take the elevator or stairs to the finished 3rd floor and enjoy sunsets from your private rooftop deck overlooking Mead Park. "The Enclave on Richmond" offers privacy, elegance, and convenience with just a few steps to New Canaan's shops, restaurants, and Metro-North station. Truly a one-of-a-kind residence.

20 Richmond Hill Rd Unit 1, New Canaan

3080 Sturges Hwy, Fairfield
$2,499,000
5 Beds ⋅ 7 Baths ⋅ 24190034 MLS
Welcome to 3080 Sturges - Fully Renovated Home set on 2.44 private acres in Fairfield's Greenfield Hill enclave on the Westport border. Offering a Westport mailing address together with Fairfield's acclaimed schools and amenities, this 7,317-square-foot modern residence blends architectural scale with contemporary comfort and luxury. A dramatic two-story foyer introduces interiors defined by soaring ceilings, skylights, and oak hardwood floors throughout the home. Just off the foyer, a screened porch offers a peaceful setting for indoor-outdoor living and entertaining. Designed for both everyday living and entertaining, the main living spaces center around a gourmet eat-in kitchen appointed with Sub-Zero refrigeration, a Wolf range, Wolf double ovens, Wolf built-in microwave, Miele dishwasher, Marvel undercounter ice machine, quartz countertops, and a gas fireplace. Complementing the kitchen is a walk-in pantry featuring a second full refrigerator, wine refrigerator, and custom cabinetry for exceptional storage and organization. Adjacent to the kitchen, the formal dining room features custom built-in cabinetry and ample space for entertaining. Additional highlights include a grand living room with dramatic cathedral ceilings, expansive skylights, and exceptional scale, flowing into an adjacent music room with a custom tray ceiling. The home also features a private office with fireplace, billiards lounge, fitness studio, and a second laundry room.

3080 Sturges Hwy, Fairfield

39 Bank St Unit 39, New Canaan
$2,495,000
4 Beds ⋅ 4 Baths ⋅ 24204076 MLS ⋅ Leefair BLDG.
Highly sought-after Leefair end unit offering true ranch-style living with exceptional privacy and a first-floor layout designed for comfort and convenience. This 4-bedroom, 3.5 bath home features a first-floor primary suite plus an additional first-floor bedroom with its own full bath-ideal for guests, multigenerational living, or a private office suite. The second floor adds two additional bedrooms, a full bath, and a generous sitting room that creates a perfect retreat for guests, teens, or flexible bonus space. The main level enjoys garden and patio views, with three separate entrance points and direct terrace access from both the living room and the primary suite. The living room stands out with coffered ceilings, soaring height, abundant natural light, and custom built-ins that elevate both style and functionality. A spacious two-car garage with built-in cabinetry offers organized storage, and a brand-new AC system ensures year-round comfort. Set within the coveted Leefair community-known for its convenience, beautifully maintained grounds, and low maintenance lifestyle-this end unit presents a rare opportunity to enjoy generous square footage, thoughtful design, and a premier in-town location.

39 Bank St Unit 39, New Canaan

14 Nolen Ln, Darien
$2,495,000
5 Beds ⋅ 4 Baths ⋅ 24202625 MLS
Set on one of Darien's most coveted cul-de-sacs, this classic 5-bedroom colonial offers privacy in a wonderful neighborhood. The property sits on a flat, park-like 1.2 acres with mature plantings and well-established gardens, creating a peaceful, serene setting. Inside, a flexible floor plan features generously sized rooms, hardwood floors, and large windows that bring in plenty of natural light - the home is bright and open. There is plenty of space for entertaining and family gatherings. A large terrace off the back overlooks the expansive lawn and property, a lovely spot for outdoor living. Move right in and enjoy it as is, or take the opportunity to renovate and make it your own. A rare offering on one of Darien's most desirable streets.

14 Nolen Ln, Darien

11 Highland Ave, Darien
$2,395,000
4 Beds ⋅ 4 Baths ⋅ 24208647 MLS
Ideally positioned just moments from downtown Darien and the train station, 11 Highland Avenue offers an exceptional blend of timeless New England architecture, classic sophistication, and effortless everyday comfort. Set on a tranquil street in a coveted neighborhood, this immaculate, light-filled residence presents a rare turn-key opportunity in one of Fairfield County's most desirable coastal enclaves. Thoughtfully reimagined for modern living, the main level unfolds with intuitive flow. Beautiful new hardwood floors sweep throughout, leading from the warm formal living room centered around a classic wood-burning fireplace to the heart of the home: a magnificent open-concept gourmet kitchen. Complete with quartz countertops and sleek stainless steel appliances, the kitchen seamlessly integrates with the dining and family rooms-creating the ultimate layout for both casual family gatherings and large-scale entertaining. The upper levels host four sun-drenched bedrooms, including a private primary retreat with an updated spa-inspired bath. A versatile finished lower level offers valuable additional living space, perfectly suited for a home gym and recreation area. Outdoors, the landscaped grounds serve as a private sanctuary. A spacious stone terrace provides an inviting backdrop for summer al fresco dining and relaxed outdoor enjoyment. A seamless combination of elevated style and prime proximity, this quintessential property captures the very best of Darien living.

11 Highland Ave, Darien

249 Chestnut Hill Rd, Wilton
$2,395,000
5 Beds ⋅ 7 Baths ⋅ 24206451 MLS
Sophisticated South Wilton Colonial: This Nantucket shingle-style residence blends timeless architectural elegance with seamless modern luxury, ideally positioned for effortless commuting to town, the train, and the Merritt Parkway. Thoughtfully designed for both grand entertaining and everyday comfort, the home features gorgeous custom details, extensive high-end upgrades, and an integrated three-zone surround sound system. The chef's kitchen is outfitted with premium appliances including a Viking six-burner gas cooktop, double ovens with a warming drawer, a built-in refrigerator, and a Miele dishwasher, opening directly into an inviting family room with custom built-ins and fireplace. On the main level, a sophisticated room provides versatile living space, seamlessly accommodating a formal dining room or private work space. Upstairs, the master bedroom serves as a luxurious private sanctuary with a cozy fireplace, a dedicated sitting area, expansive walk-in closets, and a spa-inspired primary bath. There are four additional bedrooms on this floor, two with ensuite bathrooms and two with a connected full-bath. The upper third level boasts a sixth bedroom suite and a large multi-generational living space with extensive built-ins, including cozy window-seating. The finished lower level provides an ideal versatile space featuring a spacious dedicated play/ game room, home gym, and a comfortable TV-watching area designed to grow right along with your kids...

249 Chestnut Hill Rd, Wilton

34 Farm Hill Rd, Ridgefield
$2,395,000
4 Beds ⋅ 5 Baths ⋅ 24200048 MLS
Striking New England colonial farmhouse to be built by local craftsman, Chris Santini, known for decades for his commitment to quality and excellence. This exceptional new construction home will offer top attention to detail, town water and sewer, plus premier walk to town location on a quiet cul-de-sac with level one acre, sprawling backyard and future pool site. Total 5,017 sf with 4 BRs, 4 full/1 half baths, plus further potential to customize in lower level & walk-up 3rd floor. Total 4,217 sf on the 1st and 2nd floors, plus additional 800 sf in finished lower level game/rec room with full bath. This casually elegant home will offer a covered front porch with standing seam metal roof and bluestone floor; wood clapboard siding with wood shutters & S hooks; CertainTeed architectural shingled asphalt roof; attached 3 car garage plus covered walkway entry into spacious mudroom with built-in hooks/cubbies and 2 walk-in closets. Custom millwork and moldings throughout; 3.5" oak hardwood floors; two story foyer; powder room; double coat closets; plus optimal floor plan. The main level features both formal living and dining rooms; butler's pantry with wet bar and wine chiller; private office with French doors to a stone patio; plus chef's kitchen with high end professional S/S appliances, quartz counters, center island, walk-in pantry, and breakfast room, wide open to the large family room with stone fireplace plus wall of windows/French sliders to the expansive rear stone patio.

34 Farm Hill Rd, Ridgefield

292 Sturges Ridge Rd, Wilton
$2,395,000
5 Beds ⋅ 6 Baths ⋅ 24188085 MLS
Elegance need not announce itself. Here, it simply feels at home. Quietly elegant and impeccably detailed, this Colonial pairs timeless architecture with interiors that feel as welcoming as they are sophisticated. 6170 SQ FT unfold across four finished levels, crafted for effortless entertaining and comfortable everyday living. A gracious living room with an oversized window seat and inviting fireplace sets the tone, while the soaring family room - anchored by a dramatic stone fireplace and walls of architectural window s- offers scale without sacrificing warmth. The Chef's kitchen w/ ultra-lux appliances flows seamlessly into gathering spaces, where memorable dinners and meaningful moments naturally unfold. Rich millwork, refined finishes and three fireplaces lend warmth and character throughout, while a handsome mahogany library provides a distinguished retreat. Five en suite bedrooms offer comfort, including three generously proportioned suites with sitting areas, walk-in closets and luxurious baths-each worthy of being the primary suite. The finished lower level offers exceptional flexibility with recreation, fitness and guest space. Outside, stone terraces, mature gardens and sweeping level lawns create a private setting for alfresco dining, relaxed gatherings or peaceful retreat. Set on 1.75 landscaped acres in one of Wilton's most sought-after estate neighborhoods, this is a home of enduring beauty, crafted to be enjoyed for generations.

292 Sturges Ridge Rd, Wilton

23 Jonathan Rd, New Canaan
$2,300,000
5 Beds ⋅ 4 Baths ⋅ 24204185 MLS
Classic Connecticut! Welcome to this spacious 5 bedroom Connecticut home in New Canaan. Stunning pastoral and romantic scenery, stone walls, and stunning heritage trees throughout your private 2 acre property on Cul-de-sac Street. The beautiful and historic Selleck's Chapel is right around the corner. Enjoy your very own post-and-beam detached barn which offers a two-car garage additional flex space, and a loft inside. Inground gunite pool with cabana and patio receive direct sunlight, allowing for fantastic entertaining flow. It's a 7 minute picturesque drive to town on Oenoke Ridge. Brought up to today's standards with new solar panels paid in full, EV charger and a house generator. Guests approach through a circular driveway, with an additional driveway leading to the gorgeous barn for everyday living and mudroom access. This center hall colonial features a gourmet kitchen adjacent to a family room with a fireplace, vaulted ceilings and natural light. Large dining room and living room with wood burning fireplace, lead into an office or bonus room featuring exquisite antique barn floors and vaulted ceilings. 500 ADDITIONAL square feet in lower level! That has a private guest suite with full bath, large laundry room, and playroom or gym. Primary bedroom with ensuite bath on the second floor has balcony overlooking the property grounds perfect for sunsets or morning coffee. 3 additional bedrooms round out the second floor with a shared, renovated bath. Welcome to New Canaan!

23 Jonathan Rd, New Canaan

90 Fern St, Fairfield
$2,299,000
4 Beds ⋅ 3 Baths ⋅ 24188568 MLS
The summer beach listing buyers have been waiting for is Coming Soon to the market! Ideally located in a prime beach setting, FEMA compliant and picture-perfect, this inviting coastal home is set on a gorgeous, level .28-acre lot with stunning native plantings and colorful landscaping with plenty of room for a pool. The current homeowners have thoughtfully enhanced the property, including a freshly painted interior and professionally designed landscaping, making this move in ready. A spectacular rooftop elevates the experience, offering magical sunset views and unobstructed July 4th fireworks. Inside, 12 spacious rooms spanning four levels provide great space for everyday living with a room for everyone as well as great entertaining. The eat-in kitchen features high end Wolf and Sub-Zero appliances, while custom built-ins, French doors, abundant natural light and thoughtful details throughout this home add character and warmth. 90 Fern Street presents an amazing opportunity to enjoy both the beach lifestyle and be able to walk to town, school, park, train, shopping and dining.

90 Fern St, Fairfield

10 Elskip Ln, Greenwich
$2,299,000
4 Beds ⋅ 5 Baths ⋅ 24193740 MLS
Welcome to 10 Elskip Lane, a timeless Colonial set on a picturesque one-acre property in one of Greenwich's most desirable neighborhoods. Offering 4,539 square feet of thoughtfully designed living space, this elegant home features four spacious bedrooms and four full bathrooms plus a convenient powder room. The well-appointed floor plan is designed for both comfortable everyday living and effortless entertaining. Sun-filled living spaces flow seamlessly throughout the home, while the first-floor laundry room adds everyday convenience. The generous primary suite and well-proportioned secondary bedrooms provide comfort and privacy for family and guests alike. Set on a beautifully landscaped one-acre lot, the property offers exceptional outdoor space with endless possibilities.

10 Elskip Ln, Greenwich

17 Blackman Rd, Ridgefield
$2,295,000
4 Beds ⋅ 5 Baths ⋅ 24180589 MLS
Where timeless craftsmanship and modern comfort come together on three private acres just minutes from Ridgefield's vibrant town center. A dramatic two-story foyer opens to a stunning great room with wide-board hardwood floors, exposed beams, a striking stone fireplace, and French doors leading to an expansive deck overlooking the property. Designed for entertaining and everyday living, the chef's kitchen features custom white cabinetry, quartz countertops, a large center island, stainless steel appliances, and a spacious dining area with peaceful backyard views. A rare and flexible floor plan offers two primary suites (one on the main level and one upstairs), ideal for guests, multigenerational living, or changing lifestyle needs. Both include walk-in closets and luxurious baths with double quartz vanities. All additional second-floor bedrooms are en-suite. A spacious rec room with a rear staircase to the mudroom provides endless possibilities as a media room, office, studio, playroom, or gym. The unfinished walk-out lower level, complete with a second fireplace, offers exceptional potential for future living space. Set on three scenic acres, this exceptional property balances privacy and convenience just moments from Ridgefield's shopping, dining, and cultural attractions. A home designed to adapt, entertain, and enjoy for years to come.

17 Blackman Rd, Ridgefield

103 West Ave, Darien
$2,095,000
5 Beds ⋅ 4 Baths ⋅ 24201880 MLS
Turnkey living in the heart of Darien. Offering over 3,500 square feet of beautifully refreshed living space, this 5-bedroom Colonial combines generous proportions, exceptional outdoor space and one of Darien's most convenient locations, just steps from downtown's newest development and the train. Originally renovated and expanded in 2009 and thoughtfully improved ever since, the home underwent an extensive refresh in 2026 designed for effortless, move-in ready living. The expansive, open floor plan is anchored by an impressive great room and offers wonderful flexibility across four finished levels. Five bedrooms and 3.5 baths are complemented by finished third-floor bonus space and a versatile lower level currently configured as a mudroom, gym, and wine room. Outside is the home's unexpected showstopper. Set on a beautifully landscaped 0.40-acre property, the remarkably spacious and private backyard feels like its own retreat, complete with a stone patio, pool, and six-foot privacy fencing. An incredible amount of outdoor space for a home so close to the center of town. This is a rare opportunity to have it all: space, privacy, convenience, and truly turnkey living just a few minutes walk from all that downtown Darien has to offer.

103 West Ave, Darien

201 Whites Hill Ln, Fairfield
$2,095,000
6 Beds ⋅ 9 Baths ⋅ 24202996 MLS
Just a few blocks from the Greenfield Hill Green, an extraordinary opportunity awaits: a beloved estate, held by the same owners for more than 20 years, now reimagined for its next chapter. Taken virtually to the studs and thoughtfully rebuilt, much of the transformative work has already been done - creating the rare opportunity to step in at an exciting moment and complete a nearly 9,000-square-foot home entirely to your own vision. A new roof, siding, insulation, Marvin windows and doors, subflooring, extensive plumbing rough-ins and systems are among the significant improvements already in place, along with an exceptional newly built four-car garage. What remains is the rewarding part: the finishes, details and personal choices that will make it yours. Set on one of Greenfield Hill's picturesque properties, the home's generous, light-filled floor plan was designed for both everyday living and effortless entertaining. The main level flows between expansive living and family rooms, an eat-in kitchen, office, mudroom and potential first-floor en-suite bedroom. Upstairs, beautifully proportioned en-suite bedrooms offer privacy and flexibility, while the space above the four-car garage presents the potential for a private two-bedroom, two-bath guest or in-law suite with its own entrance.

201 Whites Hill Ln, Fairfield

50 Brookbend Rd, Fairfield
$2,050,000
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

327 Jelliff Mill Rd, New Canaan
$2,000,000
5 Beds ⋅ 5 Baths ⋅ 24206478 MLS
PLEASE SUBMIT ALL OFFERS BY 5PM TUESSStep into a seamless blend of historic charm and modern luxury, ideally located in the heart of New Canaan. Nestled on 1.46 lush, private acres, this beautifully maintained Farmhouse Colonial offers the quintessential New England lifestyle. Spanning 3,383 square feet, this unique home has been thoughtfully updated to feature 5 spacious bedrooms and 5 full bathrooms. From the moment you step inside, you are greeted by pristine interiors and gleaming refinished floors. The inviting, sun-drenched layout is tailor-made for both relaxed everyday living and elegant entertainment. Outside, a true sanctuary awaits. Spend your summers enjoying the sparkling pool, running across the expansive play space, or picking fruit from your very own apple trees. Attached is a year-round pool house featuring a full bath and a gym room. A standout feature of this property is the spectacular detached guest house. Complete with a kitchenette, a spacious great room, and a beautifully appointed bathroom, it offers unmatched versatility. Whether you envision a welcoming suite for extended family and au pairs, a quiet home office away from the main house, or a creative studio for music and art, this space easily adapts to your imagination. Ideally located just minutes from the train, the Merritt Parkway, and award-winning schools, this move-in-ready gem delivers absolute convenience without sacrificing tranquility.

327 Jelliff Mill Rd, New Canaan

1090 Ridgefield Rd, Wilton
$1,999,999
6 Beds ⋅ 5 Baths ⋅ 24168304 MLS
Experience the character of the historic Northup-Scott House (c.1760), thoughtfully updated for today's lifestyle and set on four scenic acres. This well-maintained home offers a flexible floor plan with formal living and dining rooms, a spacious keeping room with original fireplace, a sun-filled family room with dramatic architectural window, private office, and first-floor guest suite. The renovated kitchen features a La Cornue range, 48 inch Pro Sub-Zero refrigerator/freezer, Wolfe double ovens, updated countertops, and opens seamlessly to the main living spaces. The second floor includes the primary suite, four additional bedrooms, three updated baths, and laundry room. A unique loft overlooks the impressive barn/great room, offering exceptional space for recreation, studio, gym, or entertaining. The owners put in $1M+ of improvements including newer roof, 75 thermopane windows, refinished hardwood floors, updated mechanicals, installed central air, interior and exterior painting, and renovated full bathrooms. Also purchased lot on Ridgefield border for $299K to allow seemless flow thru circular driveway. Outdoor amenities include pond, tennis court, expansive yard, gazebo and beautiful porch spaces ideal for relaxing or entertaining. A legal rental apartment provides added flexibility for guests, extended family, or supplemental income. A true Wilton gem.

1090 Ridgefield Rd, Wilton

2 Stony Brook Rd S, Darien
$1,999,000
4 Beds ⋅ 3 Baths ⋅ 24201408 MLS
Welcome home to effortless one-level living on a premier, lush one-acre lot in Darien. Available for the first time in 56 years, this beautifully maintained 4-bedroom, 2.5-bath ranch features a newer roof, windows, and driveway. The large classic footprint spans over 3000sf and allows for easy customization and personal upgrades to make this house your own. This sweet home is nestled in a neighborhood with homes valued up to $6M, which offers endless possibilities for improvements. The seamless layout flows across classic hardwood floors, anchored by two cozy fireplaces and massive picture windows in the formal living room, dining room, and den. Enjoy a casual eat-in kitchen, formal dining space for holiday gatherings, a large functional laundry room, and an attached 2-car garage with stepless entry directly into the home. Outside, your expansive private yard offers endless possibilities for entertaining or gardening. Centrally located just minutes from downtown shops, dining, the Darien and Noroton Heights train stations, and top-rated schools. Schedule your private showing today!

2 Stony Brook Rd S, Darien

523 Brookside Rd, New Canaan
$1,995,000
5 Beds ⋅ 4 Baths ⋅ 24201426 MLS
Nestled at the end of a long private drive south of the Merritt Parkway, this classic Colonial offers timeless character, generous living space, and a highly convenient location. Beautifully expanded and thoughtfully updated years ago, the home showcases exceptional craftsmanship, enduring quality, and solid construction described as having "great bones." The main level is rich with architectural detail - an elegant front-to-back Living Room with fireplace and exquisite custom built-in cabinetry and the Dining Room with beautiful built-in details. At the heart of the home is an expansive Kitchen featuring high-end appliances, custom built-ins, and a second fireplace in the casual dining area-an inviting space for morning coffee, relaxed meals, or entertaining. The adjacent light-filled Family Room offers beautiful views of the changing seasons and provides a comfortable extension of the main living areas. The house includes four spacious bedrooms and 2.5 baths, while a private suite above the garage adds a fifth bedroom with full bath, offering flexibility for guests, a private office or additional living space. Finished recreational space on the lower level provides room to work, play, exercise and the generous terrace creates an inviting setting for outdoor dining and entertaining. With its distinctive architecture, thoughtful layout, and quality details, the home offers an exceptional foundation for personalization, including some cosmetic updating to the exterior.

523 Brookside Rd, New Canaan

79 Lounsbury Rd, Ridgefield
$1,995,000
5 Beds ⋅ 6 Baths ⋅ 24197049 MLS
Wonderful Response! ALL OFFERS DUE: WEDNESDAY 9/2 AT 12NOON. Set in Ridgefield's coveted Farmingville area, just down the road from the legendary Hickories Farm, an organic working farm offering farm to table community experience as well. 79 Lounsbury Rd is a custom Farmhouse-style residence where architectural distinction meets relaxed sophistication. Beautifully sited amid exceptional professional landscaping, the property unfolds as a private retreat, highlighted by a resort-inspired pool & spa w/ multiple waterfalls - an extraordinary private setting for outdoor living & entertaining. Inside, casual elegance defines the aesthetic, with custom millwork, interior transom windows, oversized windows & thoughtfully curated architectural details throughout. Main Level offers a semi open concept, designed for effortless living with a fabulous Chef's Kitchen w/professional appliances, custom banquette seating and both a spacious pantry & Butler's Pantry connecting to the Dining Rm and direct access to the Family Rm + Living/Music Rm. Upstairs, 5 ensuite BR's offer exceptional privacy, including a serene Primary Suite w/soaking tub, spa-inspired shower &custom dressing area. An impressive Great Rm with a striking architectural ceiling & custom window seating, complemented by a private Bedrm + Bath. Ridgefield, one of CT's most desirable towns w/award winning Schools, amazing cultural attractions, sporty lifestyle & a wonderful community environment. Approx. 1 hour to NYC

79 Lounsbury Rd, Ridgefield

152 High Ridge Ave, Ridgefield
$1,995,000
5 Beds ⋅ 6 Baths ⋅ 24189572 MLS
Discreetly tucked along coveted High Ridge Avenue, just moments from Ridgefield's vibrant village center, this exceptional residence captures the essence of classical architecture & refined sensibility. Privately embraced by beautifully curated landscaping, the property offers the rare combination of walk-to-town convenience & privacy. Thoughtfully designed w/impeccable craftsmanship, interiors are defined by exquisite millwork, graceful arched transoms, soaring ceilings & walls of glass that fill the home w/natural light. Chef's KIT, featuring Wolf & Sub-Zero appliances, Carrara marble, large center island, pantry + sun-filled Breakfast Rm, flows effortlessly into a spectacular Great Rm where exposed beams, dramatic floor-to-ceiling stone FP & french doors create an inviting setting. Handsome Library/Den w/FP, elegant Dining Rm and a luxurious main-level Primary Suite w/marble bath + Dressing Rm complete the Main Level. Upper Levels offer a 2nd Primary Suite w/private balcony, 2 add'l BR's connected by Jack & Jill bath + spacious Guest Suite w/renovated bath, cedar walk-in closet. Lower Level introduces flexible recreation, wellness spaces, complemented by a full bath w/steam shower. Outdoor living is equally compelling w/expansive deck + screened porch which has been renovated to accomodate a 3rd bay garage. Moments to acclaimed dining, boutique shopping, cultural venues & Katonah train shuttle for an effortless New York commute. Town Water/Sewer. Approx. 1HR to NYC

152 High Ridge Ave, Ridgefield

550 Wellington Dr, Fairfield
$1,925,000
4 Beds ⋅ 4 Baths ⋅ 24206227 MLS
Tucked at the end of a quiet Greenfield Hill cul-de-sac, 550 Wellington Drive feels like a true retreat-private, peaceful and designed for the way you actually want to live. Set on 2.47 secluded acres, this 4-bed, 4,776sqft home offers an exceptional amount of space to gather, entertain and spread out, with a floor plan that gives everyone a place of their own. The 1st floor is especially expansive, with a gracious living room, dramatic vaulted family room, oversized playroom, sunroom and sophisticated wood-paneled office-spaces that easily adapt for entertaining, working from home, play or simply finding a quiet corner to unwind. The kitchen sits at the heart of the home, creating an easy connection between everyday living and the many gathering spaces. Upstairs, four bedrooms provide a comfortable separation from the main living areas, complemented by recently updated bathrooms. Outside is where 550 Wellington truly becomes an escape. Surrounded by mature landscaping and complete privacy, the backyard resembles a private resort with pool, expansive deck, screened-in porch and abundant space for outdoor dining, entertaining and long summer days at home. A three-car garage completes the offering. Spacious yet inviting, private yet close to everything Greenfield Hill has to offer, 550 Wellington Drive is a homemade for gathering, entertaining and getting away-without ever having to leave home.

550 Wellington Dr, Fairfield

35 Drum Hill Ln, Stamford
$1,899,999
4 Beds ⋅ 4 Baths ⋅ 24209351 MLS
Primely located at the end of a quiet Westover cul-de-sac, a long, sweeping drive leads to 35 Drum Hill Lane, gracefully set on one private acre. Taken down to the studs and completely rebuilt, the residence pairs a striking exterior with light-filled interiors and a refined, contemporary sensibility. Floor-to-ceiling windows, white oak floors and trimless recessed lighting bring warmth to beautifully proportioned rooms that flow effortlessly from one to the next. The kitchen features Thermador appliances, custom cabinetry, quartz countertops and an oversized island designed for casual gatherings and effortless entertaining. The dining and living spaces flow naturally together, with expansive glass doors opening to a bluestone patio for seamless indoor-outdoor living. A wood-burning fireplace with a reeded surround anchors the open-concept family room and create an inviting setting for both everyday living and entertaining. Upstairs, four bedrooms, an office, a laundry room and a spacious great room provide ample space to gather, work and unwind. The primary suite boasts vaulted ceilings, floor to ceiling windows, California Closets, while the bath offers a serene retreat with dual sinks, radiant-heated floors, heated towel racks, a deep soaking tub and a generous walk-in shower. One of Stamford's most desirable locations, this home offers convenient access to downtown Stamford, Greenwich and commuter routes.

35 Drum Hill Ln, Stamford

13 South St, Norwalk
$1,899,000
1 Beds ⋅ 2 Baths ⋅ 24195849 MLS
Rare opportunity to acquire an 8-unit investment property. This income property has substantial operational flexibility, exceptional long-term upside and strong rental history. Situated on a favorably zoned parcel, the property consists of two separate buildings totaling eight units. The rear building, constructed in 2006, features 4 units comprised of 2 residential units and 2 commercial units. Approved permits are already in place to convert the commercial end units into residential apartments, allowing an investor to capitalize on the stronger residential rental market or keep the commercial spaces if desired. The building is equipped with natural gas, central air, and offers valuable attic and basement storage rarely found in comparable rental properties. The front building is a classic four-family home dating back to the 1930s and includes two main level apartments, comprised of a two-bedroom and 1-bedroom unit, and additional attic and basement apartments. Long-term tenants currently occupy the main level on month-to-month leases at well below market rents, presenting a significant value-add opportunity through future rent adjustments. Recent improvements include a new roof, newer hot water heaters, low-maintenance vinyl siding, and ample off-street parking. What truly sets this property apart is its zoning allowing 4 story building height and density up to 11 units. This property sits close to route 1 and I-95 making this a rare real estate asset in the Norwalk area.

13 South St, Norwalk

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