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100 Chestnut Hill Rd, Ridgefield
$1,800,000
5 Beds ⋅ 5 Baths ⋅ 24165177 MLS
A dramatic two-story entry sets the tone, drawing your eye to the sun-drenched great room, where soaring ceilings and walls of glass frame ever-changing light. The eat-in kitchen with vaulted ceiling and skylights feels bright and inviting, complimented by premium appliances including a six-burner Viking cooktop, double ovens, Sub-Zero refrigerator, and Bosch dishwasher. A marble backsplash, expansive center island, and wet bar with beverage refrigerator complete the space. Designed for both everyday living and effortless entertaining, the kitchen flows into the family room with a striking double-sided fireplace, as well as the formal dining room. The main level primary features a vaulted ceiling, dual walk-in closets, and ensuite bath. The office offers a refined work-from-home setting, complete with custom built-ins and a marble fireplace. Upstairs, four bedrooms and two full baths are thoughtfully arranged into two suite-style layouts, offering flexibility for family, guests, or additional workspace. The finished walk-out lower level expands the home's versatility, featuring a large rec space and a separate area currently used as a media room, also ideal for an in-law or au pair suite with its own full bath. Outdoors, a full-length deck spans the rear of the home, accessible from both the kitchen and family room, creating seamless indoor-outdoor living. Located minutes from top-rated schools, golf, dining, shopping, and commuting routes.

100 Chestnut Hill Rd, Ridgefield
371 Wilton Rd W, Ridgefield
$1,800,000
4 Beds ⋅ 4 Baths ⋅ 24161261 MLS
Desirable in-town living meets timeless design in this beautifully reimagined quintessential CT's Farmhouse residence, ideally located just moments from the heart of town. Thoughtfully renovated & expanded, this vintage home offers 3,540 sqft of light-filled living spaces w/a seamless blend of classic architecture & modern conveniences. The well-proportioned floor plan features perfectly scaled rooms, including a Chef's KIT w/high-end appliances, custom cabinetry+inviting gathering spaces that flow effortlessly into casual living areas-perfect for everyday living & entertaining alike. The spacious Family Rm has direct access to a large Screened Porch w/wonderful views of the park-like, level acre & in-ground pool. Main Level also includes a wonderful Home Office, Laundry area & 1/2 Bath. Upstairs, spacious BR areas provide comfort & privacy, incl. 2 luxurious Primary Suite options - both designed as a serene retreat w/spa-inspired baths + ample closet space. The property offers a private outdoor oasis complete w/curated spaces for relaxation & entertaining. A rare and valuable addition is the detached, legal 2-story Guest Cottage (approx. 672 sq ft) ideal for extended family, guests, or au pair. Served by town water/sewer, this special offering presents an opportunity to enjoy living in a premier in-town location-just minutes to shopping, fabulous dining, top-rated schools & CT's first Cultural Destination. Easy Access to shuttle to Katonah Train Station - Approx.1 HR to NYC

371 Wilton Rd W, Ridgefield
19 Kellogg St, Ridgefield
$1,750,000
4 Beds ⋅ 4 Baths ⋅ 24188016 MLS
WONDERFUL RESPONSE! PLEASE PRESENT ALL OFFERS ON OR BEFORE TUESDAY, JULY 7 BY 5PM. Built in 2007 and ideally located in the heart of Ridgefield, this exceptional Farmhouse Colonial offers the perfect blend of timeless craftsmanship, modern comfort & convenience. Enjoy easy access to shopping, restaurants, parks, concerts, on the green and a commuter-friendly location. Set on a level, professionally landscaped lot with sunny backyard, the home features extensive custom millwork, built-ins, gleaming HW floors, High ceilings. Mahogany wraparound front porch, rear deck & stone patio. Family RM w/stone fireplace, custom built-ins w/library ladder. Gourmet KIT is appointed w/granite counters, center island, DCS six-burner range, Jenn Air Appliances, warming drawer & abundant cabinetry + Breakfast Rm. Main Level Laundry featuring sink, built-in storage. Luxurious Primary Suite offers a spa-inspired bath w/ heated floors, hydro tub and glass-enclosed shower. 2 Add't BDR's w/ Jack & Jill Full bath, A finished third floor w/Full Bath provides flexible space for guests, home office or recreation, while the bright walk-out lower level expands the living space. Additional highlights include town water + sewer, sprinkler & security systems, generator, generous storage. An ideal in-town location that combines neighborhood charm & everyday convenience. Approx. 1 HR to NYC. Turn Key and Ready to Go

19 Kellogg St, Ridgefield
5 Ginos Way, Ridgefield
$1,750,000
4 Beds ⋅ 4 Baths ⋅ 24178136 MLS
Welcome to 5 Ginos Way, a beautifully maintained Colonial ideally situated on a quiet cul-de-sac just moments from the historic center of Ridgefield. Built in 2010 and set on .33 acres, this exceptional four-bedroom, three-and-a-half-bath home offers over 3,400 square feet of thoughtfully designed living space. Enjoy the convenience of being within walking distance to Ridgefield's vibrant downtown, featuring acclaimed restaurants, parks, theaters, charming boutiques, and community events. Inside, the home is presented in pristine condition with spacious rooms, 9-foot ceilings, abundant natural light, and a functional floor plan designed for both everyday living and entertaining. Recent enhancements provide added peace of mind and value, including a brand-new sprinkler system installed in 2026, newly sodded grounds that provide a lush, manicured setting and outstanding curb appeal and new kitchen appliances. The home is connected to both public water and public sewer, offering convenience and low-maintenance living. Combining modern comfort, timeless Colonial design, and an exceptional walk-to-town lifestyle. 5 Ginos Way presents a rare opportunity to enjoy all that Ridgefield has to offer.

5 Ginos Way, Ridgefield
323 Main St, Ridgefield
$1,750,000
4 Beds ⋅ 5 Baths ⋅ 24172838 MLS
This fully custom CT farmhouse beckons with inviting wrap around wide porch in keeping with historic Ridgefield architecture, yet offers an unexpectedly modern open floor plan, drenched in natural light with soaring two story ceilings. This home will continue to surprise - set back privately on 1.07 level acres with circular drive, mature trees, and expansive yard, yet located directly on historic Main Street with sidewalks to dining, shopping, library, theaters, museums, and Ballard Park. The heart of this custom built home is the dramatic 28' x 22', two story great room, with impressive fireplace and sweeping stairway to the second floor balcony overlook with built-in library alcove, office, and full bedroom suite. The wide open main level also includes an elegant formal living room with French doors to the veranda, plus open to the striking kitchen with modern deco cabinets and sunny dining area with custom window seat. The kitchen also features a desk/pantry alcove, plus direct access to the spacious mud room/laundry wing and oversized 2 car garage. Convenient main level primary suite with sky lit marble bath and double walk-in closets, plus back stairway to 2nd floor with two more bedrooms, full bath and office/study area. Total 4,544 sf including 921 sf in the finished lower level with flexible space for game/media/fitness or additional guest BR. Estate owned, no disclosures, and as-is including in-ground pool which has not been opened. Incredible in-town opportunity!

323 Main St, Ridgefield
58 High Ridge Ave, Ridgefield
$1,740,000
4 Beds ⋅ 5 Baths ⋅ 24173828 MLS
Nestled on "Publisher's Row" on High Ridge Avenue, this home is being offered for the first time. Custom built by renowned local builder Mickey Principi in 1989 on a private acre, with superior finishing and first floor primary suite, this home is conveniently located close to village shops, restaurants and the historic Main Street. As an estate, there are no disclosures and is being sold as is. This is a tremendous opportunity for an in-town treasure.

58 High Ridge Ave, Ridgefield
773 Ridgebury Rd, Ridgefield
$1,728,000
4 Beds ⋅ 3 Baths ⋅ 24161268 MLS
An expertly transformed CT Farmhouse, this exceptional residence artfully blends timeless architectural character w/ a refined, modern sensibility. Rich in detail, the home reveals bespoke craftsmanship at every turn, creating a warm & sophisticated living environment. Heart of the home is a custom-designed, state-of-the-art Chef's KIT, appointed w/premium appliances, bespoke cabinetry & elegant finishes. It opens seamlessly to a spacious Breakfast Rm, where walls of windows bathe the space in natural light+ frame tranquil views. An expansive Great Rm, centrally located, is both inviting & refined w/custom built-ins, fireplace -ideal scale for everyday living & elevated entertaining. A highly versatile floor plan offers the option of 2 Primary Suites-one on each level-or a beautifully appointed private guest or au pair suite. A dedicated Home Office or flex space enhances functionality. The upper Primary Suite serves as a true retreat, evoking a serene, spa-like ambiance complete w/dual Dressing Rms. Set on 2.20 fully fenced acres, the property is a magical setting defined by sweeping sunsets & exceptional outdoor living. Expansive patios, koi pond & stone fire pit create an idyllic backdrop for year-round enjoyment. Garage capacity for 5 cars. Close proximity to premier equestrian facilities, 18 Hole Golf Course, top restaurants, Whole Foods, Danbury Fair Mall + Purdy's Metro North Train Station. Complete list of meaningful, capital improvements on file. Live the Dream!

773 Ridgebury Rd, Ridgefield
250 Ivy Hill Rd, Ridgefield
$1,720,000
5 Beds ⋅ 4 Baths ⋅ 24157181 MLS
A sanctuary of sophistication with resort level finishes, 250 Ivy Hill Road is one of Ridgefield's most compelling luxury offerings. Impeccable craftsmanship, refined design, and extraordinary outdoor living come together on beautifully curated grounds that evoke a private boutique resort. At the center is a heated inground pool framed by custom stonework, paired with a spa grade hot tub for year round relaxation. Evenings gather naturally around the dramatic stone fire pit and sculpted curved bench, creating an intimate, architecturally striking setting. Inside, the home's elevated finishes and seamless flow enhance everyday living. The remodeled chef's kitchen is a true showpiece, featuring luxury materials, exceptional workspace, and effortless integration into the open floor plan. The kitchen, dining, and living areas blend beautifully for entertaining, complemented by two gas fireplaces and a timeless wood burning fireplace. 5 beautifully appointed bedrooms offer both scale and serenity. 3 fully remodeled bathrooms and an elegantly redesigned half bath showcase designer selections and spa inspired details. A sophisticated main level office provides a polished, private space for work or study. Every inch of this home reflects thoughtful upgrades, refined taste, and a commitment to quality. Whether hosting poolside gatherings, preparing meals in the gourmet kitchen, or unwinding by the fire, this estate delivers a lifestyle defined by comfort, beauty, and distinction.

250 Ivy Hill Rd, Ridgefield
120 Limestone Rd, Ridgefield
$1,715,000
4 Beds ⋅ 3 Baths ⋅ 24174669 MLS
Set on 1.82 private acres, this turn-key Colonial seamlessly blends timeless architecture w/refined transitional design & exceptional craftsmanship. Expertly constructed by Tom Sturges for current owners, this residence reflects top-tier quality & detailing at every turn. Spanning 4,067 square feet, this 4 BR home offers beautifully proportioned living spaces designed for effortless living. A semi-open floor-plan allows the interiors to flow gracefully from room to room, enhanced by 9-foot ceilings, abundant natural light & sophisticated finishes throughout. Chef's Kitchen is both functional & beautifully curated, featuring a large center island w/seating, honed Absolute Black countertops + premium Monogram appliances. Extending seamlessly from the Kitchen, a newly enhanced Ipe Deck w/sleek cable railing creates a striking outdoor living experience overlooking the stunning park-like grounds. Add'l Main Level spaces include elegant Elegant Living & Dining Rms, spacious Family Rm w/stunning masonry fireplace + a private Office w/custom built-ins. Upstairs, the spacious Primary Suite offers 2 walk-in closets, well-appointed Bath, while 3 additional Bedrms, a Full Hall Bath and Laundry Room complete the Upper Level. A finished, walk-up attic provides exceptional flex space for recreation, studio or media. Recent improvements further underscore the impeccable condition and pride of ownership found throughout. Top North/South commute & minutes to fabulous Downtown Ridgefield.

120 Limestone Rd, Ridgefield
118 Nursery Rd, Ridgefield
$1,695,000
4 Beds ⋅ 5 Baths ⋅ 24168976 MLS
Situated in a highly sought-after neighborhood, this stately 4BR/4.5BA Colonial blends timeless architecture with over 4,000SF of thoughtfully designed living space. An elegant grand staircase welcomes you upon entry, setting the tone for this beautifully appointed home. Just off the foyer is a spacious dining room adorned with crown molding and a tray ceiling, perfect for entertaining. The inviting living room features a fireplace, while hardwood floors flow throughout the home. The sun-filled eat-in kitchen is designed for both everyday living and entertaining, featuring granite countertops, a large center island with counter seating, and french doors that flow seamlessly to an expansive deck overlooking the beautifully maintained grounds. The family room showcases a vaulted ceiling and a floor-to-ceiling fireplace, creating a warm yet sophisticated atmosphere. Upstairs, the stunning primary ensuite boasts a tray ceiling, hardwood floors, and a luxurious bath with dual vanities, a soaking tub, and walk-in shower. Three additional BR and three full BA complete the upper level. The finished walkout lower level offers exceptional versatility with a tavern-style bar area, home office space, and recreational area, ideal for both relaxation and entertaining. Outside, the landscaped yard provides a picturesque setting for outdoor enjoyment, with space to dine on the patio or deck. Minutes from everything Ridgefield offers, yet removed enough to feel like your own private corner.

118 Nursery Rd, Ridgefield
136 Flat Rock Dr, Ridgefield
$1,680,000
5 Beds ⋅ 4 Baths ⋅ 24205026 MLS
Imagine the privacy and convenience of this South Ridgefield 5 BR Colonial, showcasing a modern open floor plan, numerous renovations and great outdoor spaces for recreation and entertaining! Welcome to 136 Flat Rock Dr, set on 4.45 acres close to Ridgefield's vibrant downtown & just minutes from the NY border. Enter the home to a spacious Family Room with wood-burning fireplace framed by custom millwork, abundant windows and handsome refinished hardwood floors & opening to the fabulous new white Kitchen - the heart of the home. Grand center island w/ plenty of seating, quartz counters & backsplash, Wolf stovetop, wall oven, Subzero, Bosch dishwasher and island fridge drawers create the perfect gathering space for family & friends! Sunlit Dining Room flows seamlessly into the Living Rm with bay window & a stylish Powder Room nearby. Relax on the screened porch with evening breezes or watch backyard sports. Upstairs the serene Primary Ste boasts a large walk-in closet and bathroom w/ updated shower & double sinks. Three add'tl BRs and large, bright hall bath with two sinks, tub & shower complete the upper floor along w/ convenient Laundry Rm. Want a playroom, home office or rec room? Head to the LL to enjoy loads of space plus a 5th BR/full bath, ideal for guests or in-laws, & wet bar w/ fridge, bev cooler & microwave. Walk-out to the flat back yard w/ gardens, bluestone patio for entertaining & collect fresh eggs from the custom chicken coop! So much to love living here!

136 Flat Rock Dr, Ridgefield
36 Oneill Ct, Ridgefield
$1,650,000
4 Beds ⋅ 3 Baths ⋅ 24185633 MLS
Privately situated on almost 2.5 ac at the end of a cul-de-sac, this extensively renovated Colonial exudes sophistication and contemporary elegance, while maintaining all the comforts of everyday living. Every major system & finish has been thoughtfully upgraded among three floors of finished living space. The traditional flr plan is enhanced by an open flow throughout the first floor; formal LR & DR flank either side of the entry foyer. A dramatic great room w/soaring 20+ ft ceilings, exposed wood beams, and a floor-to-ceiling brick fplc serves as the architectural centerpiece of the home. Designed for modern living and effortless entertaining, the chef's KIT feat a 10' center island, professional-grade Thermador appliances, Sub-Zero ref, custom cabinetry, and seamless flow to the home's principal gathering spaces. The main level also offers a dedicated office or playroom, half BA and renovated laundry rm. Upstairs, hrdwd flrs extend throughout while the luxurious Primary Suite is anchored by a newly renovated spa-inspired BA; three guest BRs and a hall BA complete this level. The 1000SF basement feat a full BA, rec space, custom wine cellar, wet bar and direct access to the expansive patio and sprawling backyard. Located less than 1/4 mile from Ridgefield's middle and high schools and just minutes from Salem Golf Club, this exceptional property offers a rare combination of privacy, convenience, craftsmanship, and turnkey living in one of Ridgefield's most desirable settings

36 Oneill Ct, Ridgefield
33 Hunter Ln, Ridgefield
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 24174757 MLS
No more oil deliveries when you move to this geothermally heated and cooled home in a sought-after Farmingville neighborhood! A thoughtful 2011 renovation by BPC Green Builders focused on creating an environmentally sensitive home that makes the most of natural surroundings while decreasing dependency on fossil fuels; earning a Silver LEED certification. With an eye to the space needs of large gatherings, the homeowners created an inviting open layout that flows smoothly from the custom chef's kitchen to great room and family room beyond. A coffered-ceiling living room and stylish dining room add formal touches. Completing the main level is a corner office and stylish powder room. Banks of windows bring the outside in. A focus on blending elegance with practicality continues in the primary suite where a sitting room was transformed into a spectacular walk-in closet. The fully renovated primary bath includes extra storage while a hall bath and 3 more bedrooms complete this level. A semi-finished walkout basement, w/heat, AC and full bath, provides ~ 1000 sq feet additional space (not in sq ft) for fun/ games and more. Step outside to patios for your firepit and watching the sunset. Sports enthusiasts will be thrilled to find the existing base of a sport court/hockey rink. An air-tight well insulated building envelope provides maximum energy efficiency. Centrally located and close to shopping, schools and entertainment in CT's #1 cultural district. Only 60 miles to NYC.

33 Hunter Ln, Ridgefield
19 Hull Pl, Ridgefield
$1,626,000
4 Beds ⋅ 4 Baths ⋅ 24168680 MLS
Exceptional New England Cape Cod architecture, beautifully sited on a coveted Ridgefield cul-de-sac. Meticulously maintained, this residence reflects true pride of ownership with a refined yet inviting sensibility throughout. A gracious center hall Foyer introduces interiors of understated sophistication and timeless appeal. The thoughtfully designed floor plan features a desirable main-level Primary Suite, along with elegantly proportioned Living and Dining Rooms ideal for both formal entertaining and relaxed gatherings. The spacious Chef's Kitchen, appointed with custom solid cherry cabinetry, opens seamlessly to an impressive Family Room with vaulted ceilings, exposed beams, fireplace, and abundant natural light. A stunning four-season Sunroom extends the living space with serene views of the beautifully landscaped grounds. The main level also includes a fully equipped Laundry Room, Powder Room, Full Bath, and an additional spacious Bedroom. Upstairs, two well-appointed Bedrooms share a Jack-and-Jill Bath, complemented by a Media Room and a distinctive flex space with custom built-ins overlooking the interior below. Set on 1.57 breathtaking acres with specimen plantings, elegant hardscaping, and an expansive patio. Beautiful curb appeal highlighted by a circular driveway. Moments to downtown Ridgefield-Connecticut's premier cultural destination-offering top-tier venues, dining, galleries, and shopping. A truly exceptional offering. Approx. 1 Hour to NYC

19 Hull Pl, Ridgefield
78 Deer Hill Dr, Ridgefield
$1,615,000
4 Beds ⋅ 3 Baths ⋅ 24174981 MLS
Set on one of South Ridgefield's most desirable cul-de-sac settings, this classic Connecticut Center Hall Colonial is a timeless residence steeped in charm, character & understated sophistication. Beautifully maintained + thoughtfully updated, the home blends enduring architecture w/today's elevated lifestyle. Rich in architectural detail, highlights include handsome millwork, custom built-ins, French-style doors, 12-over-12 windows & fireplaces throughout. A bespoke Chef's KIT designed for everyday living & effortless entertaining. Custom cabinetry, refined finishes & sunlit Breakfast Nook overlook the property's extraordinary outdoor spaces & manicured grounds. KIT flows seamlessly into the Family Rm featuring exposed wood beams, impressive stone fireplace, built-ins + wonderful sight-lines to the rear yard. Elegant formal Living & Dining Rms offer timeless appeal, while a spacious Home Office/flexible Bonus/Media Room provide exceptional versatility. Upper level features a spacious Primary Suite w/updated Bath + walk-in closet. Three generously sized secondary BR's + an updated Hall Bath. Finished Lower Level for add'l recreation space, Home Gym & Office options. Outdoor living is exceptional w/expansive stone patios, custom hardscaping, outdoor KIT, FP & sweeping lawns designed for entertaining & relaxation. Located just minutes to Downtown Ridgefield-CT's 1st cultural destination. Convenient to Katonah Train for an easy commute. Turn-key & beautifully curated throughout

78 Deer Hill Dr, Ridgefield
9 Green Ln, Ridgefield
$1,595,000
4 Beds ⋅ 3 Baths ⋅ 24173079 MLS
Nestled on a beautifully landscaped private lot in "West Mountain Estates" surrounded by nature, this exceptional 4-bedroom, 2.5-bath home blends elegance, comfort, & resort-style living. A welcoming double-door entry opens to a stunning formal living room with vaulted ceilings, abundant natural light, & wood-burning fireplace. The main level features hardwood floors & an impressive custom kitchen with high-end appliances, quartz countertops, custom cabinetry, & a spacious casual dining area that flows seamlessly into the inviting family room with a fireplace & custom built-ins. A formal dining room perfectly positioned between the kitchen & living room creates an ideal layout for entertaining. The main-level primary suite offers two walk-in closets, a private full bath, & attic space. A powder room & laundry room complete this level. Upstairs, the open loft provides flexible living space along with 3 additional bedrooms & a full bath. The fin. lower level includes a large recreation room, game area, home gym, & oversized storage/mechanical room. Outdoor living is equally impressive, with a sprawling Trex deck, outdoor shower, greenhouse, & professionally landscaped grounds that offer total privacy & year-round enjoyment. The home includes a 2-car garage & a setting that feels like a private retreat while still close to everything. Enjoy peaceful mornings, spectacular entertaining spaces, & beautifully curated indoor-outdoor living in every season. Rec. Center $1500 yr 2026.

9 Green Ln, Ridgefield
256 Wilton Rd E, Ridgefield
$1,550,000
4 Beds ⋅ 3 Baths ⋅ 24184942 MLS
Treehouse Sanctuary minutes from downtown Ridgefield's vibrant restaurants, boutique shopping, parks, and cultural attractions, with tranquil Silvermine River views from the eat-in kitchen. Transformed from the studs up, this exceptional Ridgefield residence offers a rare opportunity to enjoy the character of an established neighborhood with the confidence and comfort of a home that lives like new. Thoughtfully redesigned with over $550,000 in improvements, every detail reflects quality craftsmanship and timeless style. The stunning Craft-Maid kitchen is the heart of the home, featuring premium Wolf and KitchenAid appliances, designer stone countertops, a custom walk-in pantry, and seamless flow for everyday living and entertaining. Wide-plank hardwood floors, custom millwork, built-ins, and a beautifully crafted staircase add warmth and sophistication throughout. The second floor was completely reimagined! A luxurious primary suite with a spa-inspired marble bath and walk in closet. Plus a dedicated laundry room with double utility sink is priceless! Updates include plumbing, electrical, HVAC enhancements, water filtration systems, windows, doors, flooring, lighting, siding - creating true turnkey living. The roof is approximately five years young, with additional new roofing completed during the renovation when original dormers were removed. A 5-bedroom septic system provides flexibility for future expansion, while a whole-house generator offers added peace of mind.

256 Wilton Rd E, Ridgefield
9 Schoolhouse Pl, Ridgefield
$1,550,000
4 Beds ⋅ 3 Baths ⋅ 24175404 MLS
Classic Center Hall Colonial beautifully sited in highly desirable Ridgebury. Timeless architecture sets the tone for beautifully scaled rooms that have been renovated in a transitional style w/a modern twist. Handsome HW floors, detailed millwork + abundant natural light throughout. The Chef's Kitchen is fabulous w/custom white cabinetry, quartz counters, quality appliances, generous prep space & seamless connection via glass farm doors to the spacious Dining Rm. Stunning Family Rm w/Fireplace offers direct access to the cozy screened in porch. Sophisticated Living Rm w/FP has access by French style doors to a spacious & private Home Office. Completing the Main Level is a stylish PowderRm & LaundryRm. The upper level features a luxurious Primary Suite w/fabulous spa-inspired Bath and walk-in closet along with spacious secondary Bedrooms & updated Bath. Outdoor living is equally impressive with an incredibly level yard, entertaining areas, mature specimen plantings, beautifully manicured grounds & vegetable/flower raised beds. Deeded Rights to Pleasantview Assoc. offering exceptional amenities including pool, tennis, clubhouse, recreation fields & volleyball. Just minutes from Ridgefield Golf Course, Whole Foods, Danbury Mall. Easy access to vibrant downtown Ridgefield - CT's first Cultural District - offering acclaimed restaurants, galleries, theaters, boutique shopping and convenient North/South commuting options. Metro North nearby for NYC commute.

9 Schoolhouse Pl, Ridgefield
175 Branchville Rd, Ridgefield
$1,550,000
4 Beds ⋅ 5 Baths ⋅ 24126059 MLS
Exceptional custom home in the premier Ridgefield commuting location! This 4BR/3 Full Bath/2 Half Bath home blends warmth and understated elegance with top-notch details and finishes throughout. A welcoming two-story foyer opens to the light-filled main level featuring a living room with gas fireplace that flows seamlessly into the spacious dining room. At the heart of the home is the chef's kitchen with high-end appliances and a large center island, opening to the show-stopping, two-story family room with walls of windows and gleaming hardwood floors. A private office and powder room complete this level. Upstairs, the serene primary suite offers a luxurious spa bath, while an en-suite guest room and two additional bedrooms with a shared bath provide comfort and space for everyone. The finished walk-up attic is perfect for a playroom or second office, while the lower level, already framed and ready to finish, offers future expansion potential. Enjoy morning coffee on the charming front porch or host summer BBQs on the deck overlooking the private, level backyard framed by classic New England stone walls. Three-car garage with wifi remote access. Located within 2-minute drive from shuttle service to Katonah Metro-North station, and less than two miles to Branchville Metro North Station with direct service to Grand Central. Ideally close to top-ranked schools, Ridgefield's vibrant Main Street, the popular Rail Trail, this is the perfect place to call home!

175 Branchville Rd, Ridgefield
59 Rising Ridge Rd, Ridgefield
$1,526,000
4 Beds ⋅ 4 Baths ⋅ 24189499 MLS
It doesn't get better than this! State of the art remodeled home in Ridgefield's favorite neighborhood, Twin Ridge, on 1.05 level acres with Belgian block lined circular drive & resort like pool entertaining area. This sophisticated home offers a modern open floor plan with top of the line designer appointments throughout. Made for entertaining, this light filled home offers 4,147 sf of living space with walls of windows & walk-out lower level to the sprawling blue stone patio, heated in-ground pool, custom fire pit & expansive level backyard. The heart of this stylish home is the stunning chef's kitchen with custom cabinetry, quartz counters, oversized island with bar seating, walk-in pantry & Thermador appliances including gas range & dedicated wine fridge. The kitchen is wide open to the vaulted family room with skylights plus entire wall of windows & French door leading to the backyard terrace. The FR also features a deep ebony shiplap wall with a modern European wood burning wood fireplace insert plus wall mounted TV included. Enjoy gleaming hardwood floors & 3 fireplaces including the elegant living/dining room & lower level media/game room. Total 4 BRs, 3 full & 1 half baths including the luxe primary suite featuring custom bath with radiant heated floor & WIC. The sprawling lower level includes the media/rec room, billiard room, custom shiplap paneled office, plus bedroom & full bath with radiant heated floor. Top location - minutes to Branchville or Main St.1

59 Rising Ridge Rd, Ridgefield
63 Holmes Rd, Ridgefield
$1,525,000
5 Beds ⋅ 4 Baths ⋅ 24185746 MLS
Stunningly renovated 5BR, 3.5BA Colonial offering nearly 4,000 SF of thoughtfully reimagined living space in one of Ridgefield's most desirable neighborhoods. Designed for today's lifestyle, the spectacular open-concept main level has been completely remodeled & features a show-stopping chef's kitchen w/10' quartzite island, new appliances, walls of windows, custom built-ins & exceptional flow throughout the home's gathering spaces. A wood-burning fireplace, pellet stove, beautifully updated finishes & abundant natural light create warm, inviting living areas at every turn. Upstairs are 5 generously sized bedrooms, a fully renovated hall bath, convenient laundry room & a gorgeous primary suite complete w/renovated bath & custom walk-in closet. The finished walkout lower level adds tremendous flexibility w/full bath, gym, rec room & sliders to the backyard-ideal for guests, extended family, work or play. A glass-enclosed 3-season sunroom w/electric fireplace opens to the new Trex deck overlooking the sun-drenched, level backyard w/room for a pool. Additional highlights include a 3-car garage, extensive storage, new roof (2025), new Trex deck (2025), new oil tank (2025), new siding & enhanced insulation (2019), updated windows & countless additional improvements. Located in coveted Westmoreland, just moments from Ridgefield's vibrant town center & close to neighborhood recreation facilities incl. pool, tennis & more. A rare combination of size, condition, location & lifestyle!

63 Holmes Rd, Ridgefield
15 Still Hollow Pl, Ridgefield
$1,525,000
4 Beds ⋅ 5 Baths ⋅ 24155944 MLS
Live your best life in this timeless 2003 Ridgefield Colonial. Situated on 1.57 acres of level land at the end of a serene cul-de-sac, this home offers ultimate privacy, surrounded by nature and protected land. Step inside to discover four bedrooms and five bathrooms across 4,174 square feet on the main and upper levels, with an additional 1,788 square feet of partially finished lower-level space. The lower level features walk-out egress and a water line-perfect for adding a sixth bathroom. At the heart of the home is a gourmet kitchen designed for culinary enthusiasts, seamlessly connecting to a formal dining room on one side and a lofted family room on the other. The family room, complete with a cozy fireplace, is bathed in natural light, creating a warm and inviting atmosphere. The main level also includes a living room, dedicated home office, a powder room, and a combined laundry/mudroom conveniently located off the three-car garage. Upstairs, you'll find four en suite bedrooms offering comfort for all, as well as a large, versatile flex space. This meticulously maintained property has been completely re-envisioned by the current owner. It is truly turnkey-ready to exceed your expectations and welcome you home.

15 Still Hollow Pl, Ridgefield
1 Spectacle Ln, Ridgefield
$1,524,000
4 Beds ⋅ 5 Baths ⋅ 24163603 MLS
Welcome Home to 1 Spectacle Lane in Ridgefield, CT! Beautifully sited on a desirable South Ridgefield cul-de-sac street, this 2004 Colonial offers timeless design, generous proportions, and an exceptional setting within a neighborhood of equally attractive homes. With over 4,400 square feet across three finished levels, the home showcases hardwood floors throughout, exquisite millwork, and comfortable, broad-sized rooms designed for both everyday living and entertaining. The main level features classic living and dining rooms, a spacious eat-in kitchen open to a dramatic great room with fireplace, and a private office. Upstairs, the expansive primary suite includes a spa-like bath with jetted tub and separate shower, while three additional bedrooms-including a Jack-and-Jill suite-offer flexibility. A convenient upper-level laundry room enhances functionality, and walk-up attic offers storage and future expansion potential. The lower level provides rec and family rooms plus a full bath-ideal for play, media, or guests. Professionally landscaped grounds and masonry complement the home's admired architectural lines, with a circular driveway, stone columns, and peaceful deck overlooking open space and the Silvermine River, plus access to Woodcock Nature trails across the street. Whole house generator and EV charger to boot. Minutes to Ridgefield's vibrant village, cultural destinations, and commutes. A standout offering of space, craftsmanship, and location. Welcome Home!

1 Spectacle Ln, Ridgefield
15 Schoolhouse Pl, Ridgefield
$1,519,500
5 Beds ⋅ 4 Baths ⋅ 24167087 MLS
Truly pristine five-bedroom Colonial set in a bucolic landscape straddling the equestrian estates of Ridgefield and Westchester. This classic Center Hall residence offers an exceptional floor plan with effortless flow for both everyday living and refined entertaining. The main level features beautifully scaled Living and Dining Rooms, a private Home Office, and a sun-filled eat-in Kitchen that opens to an impressive Family Room with vaulted ceiling and direct access to a charming screened porch-ideal for quiet mornings or relaxed gatherings. Upstairs, the Primary Suite provides a serene retreat, complemented by three well-proportioned secondary bedrooms. A standout feature is the finished space above the garage with a full bath, offering flexibility as an in-law or au pair suite, guest quarters, or dedicated office. The finished lower level adds generous casual living space, including recreation areas and a home gym. Outdoor living is equally compelling, with a deck, patio, and classic stone walls creating an inviting setting for entertaining or everyday enjoyment. Beautiful specimen plantings and curated sight lines enhance the property's natural appeal. Energy-efficient solar panels complete this exceptional offering. Deeded rights to Pleasantview Estates pool and tennis. Close to Ridgefield Golf Course, top dining, Whole Foods, Trader Joe's, Danbury Fair Mall, and vibrant downtown Ridgefield. Ideal north/south commute location, approximately one hour to NYC.

15 Schoolhouse Pl, Ridgefield
42 Great Hill Rd, Ridgefield
$1,500,000
4 Beds ⋅ 4 Baths ⋅ 24161405 MLS
This elegant four-bedroom Colonial is gracefully set on over two beautifully landscaped, private acres-ready to move in, offers a rare blend of timeless design, comfort, and refined living. Ideally located just moments from town, shopping, recreation center, and major commuting routes, the property perfectly balances prestige with everyday convenience. Thoughtfully designed for modern living, the home features a sun-filled interior and a seamless layout suited for both daily life and sophisticated entertaining. The main level includes multiple living spaces and a dedicated office-ideal as a quiet workspace or easily adaptable as a first-floor bedroom. At the heart of the home, the updated spacious kitchen impresses with a large center island, built in extra beverage refrigerator, walk-in pantry, and casual seating area, creating a natural gathering space for dining and conversation. Upstairs, generously sized bedrooms offer comfort and flexibility, laundry room with storage, stairs to walk up to the attic with loads of storage and living space possibilities. The primary suite provides a true retreat. This private sanctuary features a spa-like bath with an extra large soaking tub and shower. There is expansive closet space and a connecting dressing room. The outdoor setting is equally captivating, with park-like grounds that provide a serene backdrop for entertaining or future enhancements such as a pool or outdoor kitchen.

42 Great Hill Rd, Ridgefield
75 New St, Ridgefield
$1,495,000
4 Beds ⋅ 4 Baths ⋅ 24132376 MLS
Total renovation by sought after local builder! Existing home in prime in-town location will be completely renovated into a gorgeous 4BR expanded cape with high-end finishes and features. En-suite primary bedroom options on the main and upper levels. Oversized eat-in kitchen/great room combo with access to deck as well as a second great room and living room. The upper level features the primary and two additional bedrooms with large closets, a hall bath, and laundry room. Three-car garage. Sidewalks along New Street offer easy and safe access to Ridgefield's fabulous Main Street -- shopping, dining, historical attractions, The Prospector Movie Theater, summer concerts in Ballard Park, the Library and much more! More details available soon!

75 New St, Ridgefield
38 Hickory Ln, Ridgefield
$1,460,000
4 Beds ⋅ 4 Baths ⋅ 24203534 MLS
Set on 2.26 private acres along a quiet accessway, this beautifully designed Ridgefield residence offers the ease and sophistication of newer construction in a peaceful setting. The open-concept floor plan is enhanced by hardwood flooring throughout and an exceptional sense of space and light. The beautifully appointed kitchen features white cabinetry, gas range, walk-in pantry, and oversized quartz breakfast bar, with a two-car attached garage opening directly into the convenient mudroom. The spacious living and dining areas are elegant yet inviting, highlighted by a dramatic floor-to-ceiling tiled gas fireplace and French doors opening to the patio for effortless indoor-outdoor living. A den/home office and powder room complete the main level. The second floor features a luxurious primary suite with two generous walk-in closets and a spa-inspired bath with soaking tub, oversized walk-in shower, and double vanity. Two additional bedrooms share a beautifully appointed full bath, while a fourth bedroom offers the privacy of its own en suite bath. The expansive walk-out lower level is unfinished yet temperature controlled with its own heating zone, offering tremendous potential for future living space, recreation, or a home gym. Conveniently located near award winning schools, fine dining, shopping, and train station. Enjoy all Ridgefield has to offer - your new home awaits!

38 Hickory Ln, Ridgefield
16 Banks Hill Pl, Ridgefield
$1,460,000
4 Beds ⋅ 3 Baths ⋅ 24188683 MLS
Classic center hall Colonial nestled on a quiet cul-de-sac in one of Ridgefield's most sought-after neighborhoods. Beautifully updated with timeless finishes and meticulously maintained, this turnkey 4-bedroom, 2.5-bath home is ready for its next owner to simply move in and enjoy. A gracious foyer is flanked by elegant formal living and dining rooms, while a private first-floor office provides an ideal work-from-home space. At the heart of the home, the inviting family room features soaring cathedral ceilings, a fireplace, and access to the screened porch overlooking the serene, private backyard. The spacious eat-in kitchen showcases rich cherry cabinetry, granite countertops, a center island, stainless steel appliances, and opens to a 30-foot deck, creating a seamless flow for everyday living and effortless entertaining. Upstairs, the primary suite offers a fireplace and private bath, complemented by three additional bedrooms. Three fireplaces, hardwood floors, abundant natural light, first-floor laundry, and a new HVAC system (2026) enhance comfort throughout. Outside, the beautifully manicured property features a level, fully fenced backyard with mature landscaping and ample space to play, garden, or entertain. Just minutes from Ridgefield's vibrant Main Street, this exceptional home blends classic New England charm with modern comfort and everyday livability. Highest and Best - July 14th by 12:00 pm. Thank you!

16 Banks Hill Pl, Ridgefield
43 Regan Rd, Ridgefield
$1,450,000
4 Beds ⋅ 4 Baths ⋅ 24161720 MLS
Magnetically sited on a picturesque three-acre lot, this beautifully updated Colonial Farmhouse offers the perfect fusion of timeless charm and modern luxury. This turnkey, four bedroom, 3.5-bathroom residence provides an unmatched lifestyle with exceptional features both inside and out. The home features an expansive, open floor plan designed for sophisticated living and seamless entertainment. The main level includes a Formal Living Room with a fireplace, a Formal Dining Room, & a Office with custom built-ins. The large Eat-In Kitchen is open to a huge Family Room with a second fireplace, creating a warm and inviting hub. A main-level Laundry Room and Powder Room add convenience. The Primary suite is a true retreat with double walk-in closets and stylish new suite bathroom. Additional three generous bedrooms are upstairs and a finished lower level with a full bathroom complete the spacious layout. Experience unparalleled outdoor living in your own private sanctuary. Stunning views greet you from all rooms. The backyard is a true resort-style oasis featuring a Gunite pool, Gazebo, back yard. Multiple outdoor spaces-including a wrapped front porch, bluestone patio facing the pool, are ideal for al fresco dining & year-round enjoyment. Whole house generator. The 3-acre property is lush, private landscaping and amazing sunsets to ensure a magical and secluded escape. This home blends style with functionality, and a prime location just ten minutes to Main Street and highway.

43 Regan Rd, Ridgefield
131 Fieldcrest Dr, Ridgefield
$1,430,000
4 Beds ⋅ 3 Baths ⋅ 24181428 MLS
Classic Colonial reimagined w/a modern French sensibility, set on a beautifully landscaped acre in Silver Spring area in South Ridgefield. Thoughtfully renovated levels by skilled craftsmen & artisans, this absolutely turn-key residence pairs timeless architecture showcasing the latest design trends & finishes. A desirable semi-open floor plan offers effortless, practical living w/beautifully scaled rooms with an abundance of natural light. Top-to-bottom improvements include new black-and-white simulated divided-light windows + French oak floors throughout. Sunlit eat-in KIT is appointed w/Monogram appliances, custom creme + navy cabinetry, quartz counters + walk-in pantry, opening seamlessly to a spacious Family Rm w/FP. All baths are newly designed w/a sophisticated aesthetic, including an expansive Primary Suite w/spa-like bath, soaking tub, quartz surfaces, and multi-head shower. Additional highlights include a beautifully finished Laundry Rm with imported tile, custom cabinetry, and dual Mudrooms. The bright, fully finished Lower Level (approx. 800 sq ft) offers office space with sound insulation, a 2nd Family Rm & PlayRm. Grounds are equally compelling - newly paved driveway, boxwoods, perennials & twin flowering cherry trees, serene brook enhance the setting. Ideally located w/access to 3 train stations + moments to vibrant downtown Ridgefield-CT's first Cultural District-offering exceptional dining, shopping, galleries & entertainment. Approx. 1 Hour to NY

131 Fieldcrest Dr, Ridgefield

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