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$4,825,000
6 Beds ⋅ 9 Baths ⋅ 24108401 MLS
Timeless Luxury in the Heart of the Village. This exceptional Mini Estate is beautifully sited on 2.12 park like acres in one of the most coveted Village locations. Masterful blend of classic architectural inspiration & transitional elegance, constructed to uncompromising standards & further elevated through a series of refined enhancements. Stunning new resort style Pool House w/retractable walls open to a chic lounge w/FP, refreshment bar, outdoor shower, nearby bath-all w/effortless access to the Tennis/Sport Court. Inside, sophistication meets ease in every detail. Custom Clive Christian KIT is a true showpiece, outfitted w/a La Cornue range, dual islands, sun-drenched Breakfast Rm & Butler's Pantry. Living & Dining Rms are impeccably scaled, while the Family Rm & custom Library/Office offer warmth w/custom built-ins & FP's. A reimagined Primary Suite rivals the finest boutique hotels, featuring exquisite finishes, a spa-worthy bath + Dressing Rm. Generously proportioned secondary BR's each offer en-suite baths & custom details. 3rd Level is an entertainer's haven w/full bar, billiards rm + lounge. LL w/ideal Gym space & Home Theater. Separate, legal 2 story Barn provides beautifully finished space above, ideal for guests or in-law/AuPair. The grounds are equally impressive- private & thoughtfully landscaped. Town water/sewer, natural gas. Just steps to CT's #1 Cultural District w/acclaimed restaurants, shops, vibrant arts & entertainment. Approximately 1 hour to NYC.

14 Market St, Ridgefield
$4,800,000
5 Beds ⋅ 6 Baths ⋅ 24166271 MLS
Truly one of Main Street's most admired Estate properties, this distinguished residence offers a rare combination of timeless architecture and curated luxury. Perfectly positioned within walking distance to desirable Downtown Ridgefield, the home is framed by an extraordinary setting that enhances its stately presence. Expertly restored by the current owners, every element has been elevated to incorporate modern amenities while preserving the artistry of its original design. Inside, a refined floor plan showcases generous rooms, soaring ceilings, and an abundance of natural light. Exquisite millwork, bespoke finishes, and tailored appointments are found throughout, creating an atmosphere of understated sophistication. The Chef's KIT is a showpiece-crafted w/custom cabinetry, professional-grade appliances, exceptional detailing-designed for both culinary excellence & elevated entertaining. Each living space flows effortlessly, balancing elegance & comfort with architectural precision. The Primary Suite offers a serene retreat with spa-inspired bath, his/her closets + spacious bedroom w/fireplace. Additional Ensuite Bedrooms reflect the same attention to design & proportion. Outdoors, landscaped grounds, expansive lawns provide a setting of rare beauty. Resort style amenities include a 50' Heated, Gunite Saltwater Pool & Spa. A separate 3/4 car garage/carriage house has been added to allow for additional living space above..options are endless. Truly One of a Kind.

54 Main St, Ridgefield
$4,600,000
5 Beds ⋅ 7 Baths ⋅ 24174956 MLS
61 High Ridge Ave is an extraordinary estate in the heart of Ridgefield's Historic District, set atop one of the town's highest elevations with sweeping skies, radiant sunsets, and far-reaching views beyond the Hudson River. Custom built in 1997, this distinguished Stone Manor blends timeless elegance with exceptional craftsmanship. Encompassing more than 8,000 square feet across three levels, the residence showcases a stone facade, slate shingle roof, five generously sized bedrooms, and 6.1 baths. A dramatic two-story foyer opens to refined formal rooms and a handsome library, enriched by mahogany windows and doors, hardwood floors, and exquisite millwork. The expansive eat-in kitchen flows seamlessly into the inviting family room with fireplace, creating an effortless setting for everyday living and gracious entertaining. Upstairs, the serene primary suite offers two walk-in closets, a fireplace, and a private balcony, while additional ensuite bedrooms provide comfort and privacy. A finished third floor adds versatile space for wellness, work, or leisure. Beyond the main house, a separate studio cottage with full bath and fireplace offers elegant guest or flexible accommodations. Set on 2.61 landscaped acres, the estate is further enhanced by a pool, tennis court, and four garage bays, completing this rare and luxurious retreat.

61 High Ridge Ave, Ridgefield
$4,000,000
8 Beds ⋅ 9 Baths ⋅ 24113168 MLS
Welcome to one of Ridgefield's most iconic estates-a true Crown Jewel-nestled in the heart of the town's historic village and Connecticut's first designated Cultural District. Framed by stunning stone walls at the entrance, this grand estate is a masterclass in timeless elegance and modern luxury. Impeccably restored and thoughtfully reimagined, this home offers refined living space across four finished levels, all accessible by elevator. From the moment you enter, you will be captivated by the seamless blend of 19th-century craftsmanship and state-of-the-art comfort. The Kitchen is a culinary dream, featuring a professional-grade AGA stove, custom millwork, a walk-in pantry, and a fully equipped Butler's Pantry-perfect for everyday living and elegant entertaining alike and flows effortlessly into open-concept Family Room. While the formal Dining Room opens to a covered porch with a fireplace, overlooking manicured, park-like grounds, an entertainer's paradise. Upstairs, the luxurious Primary Suite is complete with a fireplace, dressing room, and spa-inspired bath. Multiple en-suite bedrooms, a self-contained guest or in-law apartment with full kitchen and living area, and a third-floor media/rec level with additional bedrooms and baths offer incredible flexibility. The lower level is your year-round sanctuary, featuring an indoor pool, radiant heated floors, full bath and so many options for recreation and storage. The home has been completely updated.

88 Main St, Ridgefield
$3,050,000
5 Beds ⋅ 6 Baths ⋅ 24175028 MLS
Welcome to 41 Peaceable, set on 2.30 acres, a private sanctuary of park-like, professionally landscaped grounds in Ridgefield's Village Center. Tucked behind a canopy of mature trees and stone walls, yet convenient access to Metro-North service from Wilton, New Canaan, Katonah, and Purdys for an easy NYC commute, this is an antique 1920s estate brimming with architectural character. A grand Entry Gallery lined with French doors welcomes you into the magnificent Great Room, with soaring beamed ceiling and original floor-to-ceiling stone fireplace. The Sunroom, distinguished Library w/custom built-ins, formal Dining Room with bar, Butler's Pantry give the main floor a gently rambling, deeply livable quality. The chef's kitchen, with quartz countertops, professional-grade appliances, SubZero refrigerator, a large center island, hand crafted from antique oak. The adjacent vaulted Family Room with exposed antique beams, gas fireplace, and wrap-around French doors open to the impeccably maintained gardens. The primary suite is a rare find, located entirely on the main level for effortless single-level living; a vaulted coffered-ceiling bedroom with gas fireplace, private patio access, an exceptional dressing room, cedar closet, double pedestal sinks, walk-in shower and soaking tub. Three additional bedroom suites on the upper level each feature sitting/office space, private baths.

41 Peaceable St, Ridgefield
$2,825,000
5 Beds ⋅ 6 Baths ⋅ 24175408 MLS
Sophisticated Farmhouse Colonial beautifully sited in the heart of the village on a private and serene setting - CT's first cultural destination renowned for its celebrated restaurants, cafes, galleries, boutique shopping & entertainment venues. Built to exceptional standards and spanning nearly 6,000 SqFt, this bespoke residence offers a refined blend of timeless New England architecture and elevated modern luxury. A dramatic custom staircase introduces interiors defined by impeccable craftsmanship, soaring ceilings, rich hardwood flooring, exquisite millwork, designer wall coverings & curated lighting throughout. The floor plan features beautifully scaled rooms w/seamless flow and abundant natural light. Stunning Chef's KIT appointed w/premium appliances, custom cabinetry & sophisticated finishes, opening graciously to inviting gathering spaces. The luxurious Primary Suite offers a serene private retreat complete w/a beautifully designed Dressing Rm and an exceptional spa-inspired bath curated for a true resort experience. Four spacious BR Suites are stylish and impeccably appointed w/custom baths. A main level Study + private Office provides an ideal work-from-home environment. The resort-caliber grounds are extraordinary - highlighted by a heated gunite pool, expansive stone terraces, stunning hardscaping, lush perennial gardens and sweeping lawns creating an exceptional outdoor living experience rarely found this close to town. Town water + sewer

54 Barry Ave, Ridgefield
$2,505,000
5 Beds ⋅ 5 Baths ⋅ 24176629 MLS
Sophisticated, in-town living spanning nearly 4,700 sqft of perfection on a gorgeous park-like acre, 1/4 mile to iconic downtown Ridgefield via Sidewalks. Top to Bottom, High-end Designer Renovation makes this rambling Cape Cod an architectural gem- blending enduring charm w/today's elevated aesthetic & amenities. Beautifully scaled interiors feature new hardwood flooring, refined millwork & sophisticated neutral palette. Exceptional Chef's KIT thoughtfully designed w/premium appliances, fireplace, generous dining, gathering spaces, & seamless flow for everyday living & entertaining. Living & Dining Rms open directly to exceptional outdoor living, while the inviting Family Rm adds warmth & versatility. Luxurious Main Level Primary Suite offers a serene retreat w/stunning spa-inspired Bath featuring soaking tub, oversized walk-in shower & exceptional Dressing Rm. A private Guest Suite w/adjacent Full Bath, Laundry Rm + Powder Rm complete the Main Level. Upstairs, large BR Suite features a beautifully renovated Bath + walk-in closet. Additional BR's share a stylish Bath. Dedicated Home Office w/ideal work-from-home flexibility. Impressive Outdoor Living features expansive level yard, patios, gas firepit, luxury plunge pool & stunning mature landscaping & hardscaping. Sidewalk access to top restaurants, cafes, galleries, bespoke shopping & premier entertainment venues, Ridgefield Farmer's Market and the shuttle to Katonah Train Station. Town Water and Sewer. Absolute Turn-Key!

21 Branchville Rd, Ridgefield
$2,475,000
3 Beds ⋅ 4 Baths ⋅ 24185132 MLS
A rare offering at The Elms, one of Fairfield County's most coveted luxury enclaves, where timeless architecture meets an elevated, low-maintenance lifestyle. Set across from Ballard Park in the heart of Connecticut's #1-ranked small town, this exceptional residence is steps to the Library, Prospector Theater, Ridgefield Playhouse, A.C.T. of Connecticut, Aldrich Contemporary Art Museum - plus acclaimed restaurants, boutique shops, and galleries. Village living at its finest. Built in 2017 and impeccably maintained, the home offers curated interiors with refined craftsmanship throughout. Soaring cathedral ceilings and abundant natural light define the open-concept Great Room, while a chef's kitchen with Wolf range, SubZero refrigerator, custom cabinetry and a spacious center island anchors the main level. A formal Dining Room, a cozy Den with custom built-in bookshelves, and a half bath complete the floor. Upstairs, the Primary Suite features a generous Bedroom, sitting area, and adjoining flex room, two walk-in closets, radiant-heat floors, a private toilet room, and a soaking tub. Two additional en-suite Bedrooms with walk-in closets and a Laundry Room complete this level. The walk-up third floor offers flexible living space plus a cedar closet for storage. The walkout Lower Level extends living space outdoors, and a paved drive leads to the 2-car garage with direct access into the entry vestibule. Make this home your own - be part of Ridgefield's story.

500 Main St Unit 11, Ridgefield
$2,422,500
3 Beds ⋅ 5 Baths ⋅ 24184581 MLS ⋅ The Elms BLDG.
Experience the perfect blend of historic character & modern luxury at The Elms, an enclave of Luxury Condominiums in the heart of Ridgefield. Incredible renovation + expansion of the original Seymour House. Designed & Built to the highest standards! Custom details include beamed ceilings, rich HW floors, exquisite millwork. Stunning Chef's KIT featuring Wolf & Sub-Zero appliances, custom cabinetry + seamless flow to the Family Rm w/gas fireplace. Dining Rm, private Home Office, elegant marble Powder Rm, Mudroom, attached heated two-car Garage complete the main level. Upstairs, the luxurious Primary Suite offers a spacious Dressing Rm + spa-inspired marble Bath w/freestanding soaking tub, oversized glass shower, double vanity, radiant heated floors. Two additional Bed Rms each w/beautifully appointed ensuite Baths. Finished third-floor Bonus Rm w/Full Bath provides exceptional flexibility as a Guest Suite, Fitness Rm, Media Rm. Covered front & side porches, new fenced in patio, landscaping w/irrigation system. Custom Plantation shutters + full Sonos home media system throughout complete this Gem. Better than New! Ideally located on Main Street w/sidewalks to downtown Ridgefield's acclaimed restaurants, Farmers Market, boutiques, galleries, theaters, cultural attractions. Excellent commuter via shuttle to Metro North - Katonah Train Station. Experience Connecticut's First Cultural District and what makes Ridgefield one of CT's most desired towns. Approx. 1 HR to NYC

500 Main St Unit 6, Ridgefield
$2,000,000
4 Beds ⋅ 5 Baths ⋅ 24098379 MLS
Stunning home nestled on the edge of Ridgefield's iconic Main Street offering a dream backyard oasis with a salt water gunite pool, outdoor shower, and mature plantings and trees! Privacy abounds this 1 acre property as the home is set back from West Lane offering convenience to town yet tranquility when relaxing or entertaining outside. Inside, sun-filled rooms flow gracefully, creating a warm, inviting ambiance throughout. The updated chef's kitchen is equipped with modern appliances and a center island with seating for 4. The adjacent family room with fireplace is ideal for cozy nights, while the formal living room and dining room adds a touch of sophistication. The first floor bedroom wing includes a primary suite with a recently renovated spa like bathroom featuring a steam shower along with two additional bedrooms and a shared bath. The 2nd floor ensuite bedroom plus office completes the 2nd level. This incredible home boasts a fantastic recreational space above the 3 car detached garage with a powder room and summer kitchen. Don't miss coveted perks like a mud room, full house generator, lawn irrigation system, town water, sewer and walking distance to the Katonah shuttle for easy commute to NYC.

31 West Ln, Ridgefield
$1,940,000
4 Beds ⋅ 4 Baths ⋅ 24180361 MLS
Live your best life on a quiet cul-de-sac just off High Ridge Road, mere minutes from downtown Ridgefield. This custom-built 2012 Colonial showcases exceptional craftsmanship with 9-foot ceilings, detailed millwork, transomed doorways, and sparkling hardwood floors, all bathed in natural light. The home offers over 3,300 square feet of living space, featuring 4 bedrooms and 4 baths. The chef's kitchen is equipped with premium Sub-Zero and Wolf appliances and opens seamlessly to an expansive wraparound bluestone patio lined with lush evergreens and stone walls. Enjoy your own private outdoor oasis, complete with a cozy fire pit for cooler evenings. The main level includes a home office, formal dining room, powder room, and a spacious living room with walls of windows and direct outdoor access. Upstairs, the primary suite offers a walk-in closet and a spa-inspired bath with a steam shower. Two additional bedrooms, a full bath, and a laundry room complete the second floor. Continue to the third level, where you'll find a fourth bedroom, full bath, gym, and media room with a built-in projector. Additional highlights include a whole-house Generac generator, comprehensive alarm system, programmable landscape lighting, and full-property irrigation to keep the gardens blooming. Turnkey and impeccably maintained, 2 Ginos Way is ready to exceed your expectations.

2 Ginos Way, 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
$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
$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
$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
$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
$1,625,000
4 Beds ⋅ 4 Baths ⋅ 24098930 MLS
Beautifully sited on a corner lot in highly sought after downtown Ridgefield area. This beautifully maintained 4 BR, 2.5BA Victorian inspired Farm House Style home - offers the perfect blend of classic charm & modern updates. With 2,540 sq ft of living space on a level, manageable lot, this home is ideal for comfortable family living & easy entertaining. The updated Kitchen featuring custom white cabinetry, granite countertops, large island, and stainless steel appliances-all seamlessly connected to a spacious Dining Room. The inviting, perfectly scaled Family Room room boasts a cozy fireplace, while a dedicated Home Office provides an ideal remote work setup. Upstairs, the Primary BR offers a tranquil retreat with a bay window and luxurious Bath. 3 Additional Bedrooms provide ample space for family or guests and has direct access to fabulous, updated Full Bath. Finished lower level includes a possible In-law/AuPair set-up as well as a versatile flex space & playroom. Step outside to your private backyard oasis complete with an in-ground pool-perfect for summer relaxation. Imagine hours of quiet time on your front porch! Located just steps from Ridgefield's vibrant shops, restaurants, parks & top-rated schools, this home offers exceptional convenience in a picture-perfect New England setting. Public water + sewer. Over 175k in recent updates. Don't miss this opportunity to own in one of Fairfield County's most desirable towns. Approx. 1 HR to NYC.

16 Mountain View Ave, Ridgefield
$1,465,000
3 Beds ⋅ 5 Baths ⋅ 24101465 MLS
Prime Main Street Location - Stunning transitional style Cape Cod residence - tucked down a private lane in one of Ridgefield's most desirable in-town locations. This exceptional 3 Bedroom home has undergone a full top-to-bottom renovation by top builder, Pelham Homes. The result is a flawless blend of transitional style and timeless architecture, with a sophisticated aesthetic designed for a relaxed lifestyle. Vaulted ceilings + multiple oversized windows allow for an abundance of natural light. The new Chef's Kitchen is amazing - featuring high-end, custom finishes & appliances -perfect layout for daily living & entertaining w/seamless access to outdoor living spaces. Enjoy al fresco dining on the expansive new decking w/views of the private, beautifully landscaped yard & sparkling in-ground pool. New second deck provides an alternative vantage point to take in the lush 1-acre setting, adorned with specimen trees and layered greenery that offer natural privacy. Spacious BRs and beautifully renovated baths. Main level features a second Primary Suite. The walk-out Lower Level has been completely renovated. Pride of ownership - New Roof, New AC, new stonework around pool, new landscaping + new waterline to the house, etc. Spanning nearly 3,000 SqFt of pristine living space. This is a one-of-a-kind in-town sanctuary just steps to one of the most desirable downtown destinations in Fairfield County. Easy access to the shuttle to Katonah Train Station. Approx. 1HR from NYC

156 Main St, Ridgefield
$1,400,000
2 Beds ⋅ 3 Baths ⋅ 24165697 MLS ⋅ Cannonfield BLDG.
Experience the pinnacle of urban sophistication in this beautifully updated and meticulously maintained end-unit townhome, right in the center of historic Ridgefield! Bathed in natural light from three sides, this residence features a masterfully designed layout, perfect for both upscale entertaining and quiet relaxation. The elegantly designed entrance offers a stone terrace for warm weather enjoyment. Rich hardwood flooring flows seamlessly throughout the entire home, anchoring the open-concept living spaces with timeless elegance. A custom designed gourmet kitchen opens to inviting living and dining areas complete with bookshelves, a wood burning fireplace and a wall of windows overlooking open space. French doors lead to an office with walls of built-in book shelving. The upper level offers a grand primary suite with gorgeous primary bath, complete with heated flooring. A double primary dressing room offers an abundance of built in drawers and space for an all-season wardrobe. A second bedroom and full bath complete this level. On the third floor, a spacious finished room provides many options for use. The finished lower level offers an additional retreat, as well as access to the two-car garage. As an end unit, you'll enjoy an added layer of privacy and a sense of space rarely found in town-center living. Step outside and you are seconds away from premier dining, boutique shopping, and local culture. This is more than a home; it's a lifestyle of effortless luxury.

520 Main St Unit 9, Ridgefield
$1,360,000
4 Beds ⋅ 4 Baths ⋅ 24121630 MLS
If you're looking for upscale living wrapped in small-town charm, look no further than 38 Rolling Hill Rd. This home blends modern amenities & extraordinary craftsmanship in an unmatched setting along Aldrich Park. The 2-story foyer is flanked by the living room and the dining room, with a powder room and office nearby. The dramatic 2-story family room fills the home with light and views of the backyard. The chef's kitchen is the heart of the home and nothing short of spectacular. With custom inset cabinetry, leathered marble countertops, an island, AGA 5-burner range w/ French antiqued mirror backsplash, AGA fridge, breakfast nook and mudroom, every detail has been thoughtfully designed and make this kitchen as functional as it is beautiful. Upstairs, the primary bedroom features 2 walk-in closets and a luxurious bath; 3 additional bedrooms share the hall bath. The 560 sq ft 4th bedroom can double as a bonus room, gym or playroom. The walk-out LL has been fully transformed to an in-law apartment with a kitchen, family room, bedroom, full bath & laundry. Stone walls line the driveway and hydrangeas & magnolia trees create a lovely backdrop. The backyard retreat features a fire pit area & zip line among the trees. This home is close to Martin Park, Ridgefield's vibrant downtown, Ridgefield Playhouse, Aldrich Art Museum & more. With stunning renovations, sophisticated design & a setting that combines privacy, community & culture, this home offers the best of Ridgefield living.

38 Rolling Hill Rd, Ridgefield
$1,330,000
4 Beds ⋅ 3 Baths ⋅ 24112198 MLS
Exceptional converted carriage barn in premier location, just one block from Ridgefield's historic Main St. for shopping, restaurants, Ballard Park, library, theaters & museums, yet tucked away privately on 1.25 idyllic level acres boasting stately mature trees. True price of ownership - the owners have invested $400K+ over the past 13 years to seamlessly blend this barn style home's historic charm with state of the art lifestyle amenities including kitchen & bath remodeling; new siding/windows; new deck; new hardwood; & more in attached addendum. Enter through the double carriage style doors to a soaring great room featuring exposed beams, gleaming wood floors, & central brick chimney offering a cozy fireplace on the "living room" side & wood burning stove on the opposing "family room" side. The enchanting original stable doors form one wall of a private home office. The sunny renovated kitchen features a center island w/bar seating, SubZero fridge, double ovens, wine chiller & beamed/vltd dining room. Of note: 4-5 BRs, most w/exposed beams & vaulted ceilings; 3 fully remodeled baths; attached barn w/hay loft storage; & storied history - built as the carriage house for Nathan Lounsbury's neighboring Queen Anne estate known as the "Tower Cottage," where a young Jackie Bouvier Kennedy was known to visit after her aunt Maude Bouvier Davis purchased it in 1946. Walk to everything from this in-village home offering the best of old & new in a park-like private setting.

44 E Ridge Rd, Ridgefield
$1,296,660
4 Beds ⋅ 4 Baths ⋅ 24188560 MLS
Nestled in one of Ridgefield's most desirable in-town enclaves, this turnkey 4-bedroom, 3.5-bath Colonial Farmhouse effortlessly blends classic New England character with sophisticated luxury. An expansive covered front porch offers timeless curb appeal, welcoming you into a 3,252 square-foot sanctuary defined by a sun-drenched, airy living space. At the heart of the home, a magnificent fieldstone fireplace anchors the family room, flowing seamlessly from the gourmet eat-in kitchen into the formal dining room for effortless entertaining. The main level is completed by a stylish half bath and a versatile front room, perfect as a second living room or home office. Upstairs, the primary suite serves as a serene oasis, with soaring vaulted ceilings, a generous walk-in closet, and a beautifully updated, spa-like bath. Three additional well-proportioned bedrooms and a second tastefully renovated full bath offer a private, flexible retreat for family and guests alike. Versatility awaits in the finished 700-square-foot walk-out lower level; a living space complete with custom built-ins, a spacious full bath and flex space currently utilized as a gym but also ideal as an office or fifth bedroom (perfect for multi-generational living.) Set on 0.42 acres with a private rear deck and a fenced backyard, this property provides a picturesque backdrop for alfresco entertaining. Enjoy in-town living just moments from the boutiques, dining, and landmarks of Ridgefield's village center.

12 Island Hill Ave, Ridgefield
$1,215,000
4 Beds ⋅ 3 Baths ⋅ 24133756 MLS
Walk to Town - Turn-Key New England Colonial! This beautifully maintained 4BR, 2.5BA home offers the perfect blend of character, comfort + convenience-just steps from Main Street. Enjoy a scenic stroll to Ridgefield's Ballard Park, Aldrich Museum, and the vibrant town center with its shops, restaurants, library, and theaters. Close by is the shuttle to Katonah/Metro North Train Station. Set on an easy-to-maintain 1-acre lot, the home welcomes you with a spacious Foyer that opens to a sunken Living Rm featuring a fireplace and bay window that floods the space with natural light. The bright Dining Rm flows into a large eat-in Kitchen w/granite countertops and new stainless-steel Range, DW and Microwave. Off the Kitchen - stunning 2 story Great Rm w/fireplace +loft balcony provides a perfect Home office or reading nook. half bath, first-floor laundry, and expansive deck complete the Main Level. Upstairs, the Primary Suite offers a Full Bath, walk-in closet. Three additional Bedrooms and a full Hall Hath complete the Upper Level. Freshly painted and with refinished hardwood floors. Home also features Andersen windows, central air, security system, generator hookup. The full basement with 1,000+ sq. ft. offers excellent expansion potential. This move-in-ready home lives larger than it looks and delivers true in-town convenience. Fabulous Condo alternative! Approx. 1 HR to NYC. This is an Estate Sale - This home has been well cared for. It is being sold "AS IS".

41 Rockwell Rd, Ridgefield
$1,120,000
3 Beds ⋅ 3 Baths ⋅ 24151510 MLS
Must see, one of a kind, beautifully renovated raised ranch with truly unique open layout concept located within walking distance to the Town center. Situated on a picturesque open, level lot with plenty of room for pool and amenities. Interior and exterior renovation in 2020, including custom gourmet kitchen with oversized center island for entertaining that opens to dining area and family room, perfect for family and entertaining. Kitchen includes custom appliances and lighting fixtures. The truly unique, walk-out finished lower level, includes a family room with custom built-ins, exercise room, full bath and large laundry room with built-in cabinetry finished with custom plank flooring. Potential for multi generational use or additional bedroom. Fabulous location with easy commuter access from Katonah Train Station, minutes to the town Village, shopping and restaurants. Town records finished basement area is incorrect. The finished lower level contains 935 SF

23 Olmstead Ln, Ridgefield
$1,025,000
4 Beds ⋅ 3 Baths ⋅ 24166069 MLS
Discover elevated living at this exquisitely renovated 4-bedroom, 3-bath residence set on a private, wooded acre just moments from Ridgefield's iconic village center. A grand, sundrenched interior welcomes you with soaring vaulted ceilings, rich hardwood floors, and a seamless open layout designed for both refined entertaining and serene everyday living. The chef's kitchen stands as a showpiece with custom cabinetry, stone countertops, premium stainless appliances, and effortless flow to the elegant dining and living spaces anchored by a sleek fireplace. Glass sliders open to an expansive deck overlooking lush, natural surroundings-your own secluded retreat. The main level features three luxurious bedrooms, including a sophisticated primary suite with a spa inspired bath. An additional full bath completes the main level. The lower level extends the home's allure with a dramatic family room boasting a second fireplace, a flexible guest or office suite with full bath, and a beautifully appointed mudroom leading to the oversized 2 car garage. With updated roof, siding, HVAC, kitchen, baths, and mechanicals, this turnkey property blends modern luxury with timeless Ridgefield prestige. A rare opportunity to claim a residence where elegance, privacy, and impeccable design converge; with easy access to parks, shopping, theater, restaurants and all that makes Ridgefield one of Connecticut's most sought after communities.

262 Ivy Hill Rd, Ridgefield
$1,005,000
2 Beds ⋅ 2 Baths ⋅ 24141541 MLS ⋅ The Elms BLDG.
One-level luxury living in the heart of Ridgefield- This incredible residence at The Elms combines elegant design, superior finishes, and unbeatable proximity to town. This stunning condo is turnkey and move-in ready. The open floor plan features a designer kitchen with Wolf and SubZero appliances, quartz countertops, and a breakfast bar. The vaulted-ceiling great room is flooded with natural light from dual dormer windows. The primary suite includes a spacious walk-in closet and a spa-inspired Carrara marble bath with heated floors, glass shower, and soaking tub. A second bedroom with walk-in closet and adjacent full bath offers flexibility. In-unit laundry, secure storage, one-car garage, and private elevator access to the third floor complete the package. Close proximity to 5-star dining, boutique shopping, the Prospector Theatre, Ridgefield Playhouse, top-rated schools, galleries, fitness studios, parks, and courts. One hour to NYC. Live where lifestyle meets luxury.

500 Main St Unit APT 3, Ridgefield
$982,000
4 Beds ⋅ 3 Baths ⋅ 24138352 MLS
Welcome to 137 Walnut Grove Road, where classic charm meets everyday comfort in Ridgefield's sought-after Farmingville neighborhood. This 4-bedroom, 2.5-bath Colonial sits on a quiet residential loop with no through traffic, perfect for morning walks, bike rides, outdoor play, and friendly get-togethers. Inside, you'll find light-filled spaces and an easy flow for modern living. The living room features a marble-surround fireplace and opens to a dining area with a bay window ideal for relaxed dinners or weekend brunches. The eat-in kitchen offers granite counters, a breakfast bar, built-in desk, and connects to a bright four-season sunroom that's perfect for play, plants, or your morning coffee. The family room, warm and welcoming with built-ins and another bay window, also opens to the sunroom, creating the perfect casual gathering space. Upstairs, the primary bedroom features a walk-in closet and an ensuite bath with double vanity and glass shower. Three additional generously sized bedrooms share a well-appointed hall bath. The finished basement offers flexible space for a home office, media room, gym, or game area, plus extra storage. Hardwood floors throughout, fresh paint, two cedar closets, a two-car garage, newer roof, and a fully fenced yard with stone patio complete the package. All this in a friendly neighborhood close to a vibrant downtown, award-winning schools, shopping and a strong sense of community. This is Ridgefield living at its best and only 1 hr from NYC.

137 Walnut Grove Rd, Ridgefield
$951,000
5 Beds ⋅ 3 Baths ⋅ 24120876 MLS
Fabulous farmhouse with detached cottage on stunning property just seconds from Ridgefield town center! This quintessential Connecticut home features a picture perfect front porch overlooking the gorgeous level grounds with an "English Garden" type feel. The main house boasts a huge eat-in kitchen with center island, walls of cabinets and gorgeous views on two sides overlooking the spectacular patio and property. The kitchen also opens to the formal dining room adjoining the cozy and comfortable family room. Rounding out the main level is a front foyer, full bath and a bright sunroom/office (4th bedroom?) with a brand new slider. Upstairs, there are three good sized bedrooms and 2nd full bath. There is even a full walk-up attic that offers additional expansion potential. Main home is 1639sf and an an added bonus, the detached cottage offers 660sf, and is perfect as an in-law apartment, for rental income, or even as a private guest house. Live in one and rent the other, or rent both! Fabulous investment potential and rare opportunity in the heart of Ridgefield! 159 Barry Ave is accessed off of Mary's Lane, providing this special property a peaceful cul-de-sac living while being super convenient to town! Total sf includes 600+sf cottage. Subject to probate court approval.

159 Barry Ave, Ridgefield
$930,000
2 Beds ⋅ 2 Baths ⋅ 24174073 MLS
Sunset Lane is one of Ridgefield's premier 55+ communities. This freshly painted corner unit offers the perfect balance of sophistication, comfort, and effortless in-town living. Thoughtfully designed for those looking to simplify without compromise, the beautifully updated 2-bedroom plus den residence features a bright, open layout with new hardwood floors throughout the main living spaces. The spacious living and dining areas flow seamlessly to a covered private deck overlooking green space, offering a retreat just moments from the heart of town. The kitchen is appointed with white cabinetry, stainless steel appliances, granite countertops, and a breakfast bar for casual dining or morning coffee. A versatile den behind French doors, provides valuable flexibility for a home office, library, media room, or guest overflow space. The generous primary suite includes ample closet space and a well-appointed en-suite bath, while the second bedroom is privately positioned for visiting family and friends. Designed with comfort and accessibility in mind, the residence is both turnkey and handicap accessible. Additional conveniences include in unit laundry, elevator to private storage in the lower-level garage and access to an on-site EV charging station. Residents enjoy a clubhouse, outdoor fire pit, and vibrant social calendar. With complete sidewalk access to dining, boutiques, and cultural attractions, this home offers refined, low-maintenance living in a coveted location.

77 Sunset Ln Unit 215, Ridgefield
$905,000
4 Beds ⋅ 3 Baths ⋅ 24153652 MLS
Tucked on a quaint cul-de-sac, this gleaming colonial is truly move-in ready. This beautifully refreshed 4BR/2.5BA home features newly stained hardwood floors throughout, fresh paint from top to bottom, plus a newer septic system and roof for added peace of mind. The main level offers an easy, functional flow with a generously sized living room with wood-burning fireplace, an eat-in kitchen, formal dining room, and dedicated home office. Just off the kitchen, a wonderful screened porch invites you to relax while enjoying year-round views of the picturesque and private backyard. Upstairs, the primary suite includes an en-suite bath, complemented by three additional bedrooms and a hall bath. The full basement provides a spacious woodshop/work area along with excellent potential for future finished living space. Ideally located with easy access to the Ridgefield Recreation Center, local shops and restaurants, and top-rated schools, 14 Fillmore Lane is a standout opportunity. Don't miss it!

14 Fillmore Ln, Ridgefield

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