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$2,550,000
4 Beds 4 Baths 24176603 MLS
Wrapped in the natural beauty of Lake Mamanasco, this architecturally charming Cape-style residence commands 270 feet of direct waterfront with dock - a rare offering in Ridgefield! Extensively renovated and expanded, it seamlessly blends modern comfort with charm and character. This is a home that feels both polished and comfortably livable. Inside, the lake follows you everywhere. Windows frame the water from nearly every room. The stone fireplace anchors a living room made for slow mornings and long weekends. The kitchen is built for serious cooking with fabulous top-tier appliances. The open family room and dining area w/fireplace is ideal for both everyday living and festive gatherings. If you work from home, the private office is the perfect retreat... the commute is ten steps - the view is priceless. The main-floor primary suite is a pure sanctuary w/spa bath. Upstairs adds a rec room for serious fun and a bedroom/full bath. Entertaining flows naturally from room to room to the outside where meticulously landscaped grounds showcase a stunning multi-level stone patio, cascading waterfall, expansive stone walls, and stairs leading to the lake. The bonus? A storybook 660 sqft cottage tucked on the property with its own special lake views - guest quarters, artist's studio, or simply a place to disappear. The dock invites fishing, swimming, kayaking, and casual gatherings. This is a home that wraps its arms around you like a warm embrace and makes leaving feel impossible.

25 Pond Rd, Ridgefield

$1,800,000
4 Beds 3 Baths 24164633 MLS
The Pierrepont Carriage House: A Stone & Slate Masterpiece Discover a rare piece of Ridgefield history in this once-in-a-lifetime estate. Originally the Carriage House for the prestigious Pierrepont Estate, this iconic stone-and-slate residence has been meticulously preserved and thoughtfully updated for the modern connoisseur. The home's storied past-once housing the carriages and motorcars of a bygone era-is felt in every architectural detail. Outside, the current stewards have curated lush perennial gardens that envelop the property, offering a vibrant tapestry of flowering plants and specimen trees designed to capture the beauty of all four seasons.Inside, the home retains much of the original character with thick walls, clinker brick and hardwood floors, a beautifully appointed kitchen with eating area and large open living spaces. The centerpiece of the home is the stone fireplace with a wood-burning stove and a custom copper hood that can heat most of the home on a cold winter's day. Upstairs there are four sizable bedrooms, a marble hall bath, laundry room and the primary suite which has a stunning bathroom. French doors lead to a terrace with a hot tub and views of the stunning gardens from every window. The 2.1-acre estate is a rare find, comprising two distinct lots bordering 350 acres of the protected Seth Low Pierrepont State Park Preserve. This direct access to nature ensures a lifetime of privacy and serenity.

4 Old Barlow Mountain 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

$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

$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

$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

$1,400,000
4 Beds 4 Baths 24175411 MLS
Classic Center Hall Colonial beautifully sited in one of Ridgefield's most sought-after subdivisions offering exceptional amenities - pool, tennis, clubhouse, recreation fields + volleyball. Timeless architecture + beautifully scaled rooms define this pristine residence designed for comfortable everyday living. A gracious Foyer introduces refined interiors highlighted by handsome HW floors, detailed millwork & abundant natural light. Spacious Chef's Eat-In KIT serves as the heart of the home w/custom cabinetry, quality appliances, generous prep space. Stunning 4 Season SunRm is perfect for morning coffee. Nearby Family Rm w/FP offers warmth & architectural character, while Living & Dining Rms provide the ideal backdrop for gatherings. Rounding out this level is a spacious Home Office & newer Half Upper Level features a luxurious Primary Suite w/spa-inspired Bath + walk-in closet, 3 Spacious BR's + beautifully updated Bath. Finished Lower Level features a very comfortable Bedroom Suite or add'l flex space, Full Bath, Mud Rm and more than ample storage. Outdoor living is equally impressive w/expansive entertaining areas, mature specimen plantings & beautifully manicured grounds creating a private retreat-like setting. Enjoy an exceptional lifestyle minutes to top restaurants, shopping - Whole Foods, Danbury Mall etc. Close to schools & Ridgefield Golf Course. Easy access to vibrant downtown Ridgefield. Excellent North/South commute + nearby Metro North train for NYC access.

284 Keeler Dr, Ridgefield

$1,350,000
4 Beds 4 Baths 24173280 MLS
Set beyond a stone pillar entrance and private driveway, this beautifully expansive Cape offers a thoughtfully designed layout with exceptional space, flexibility, and natural light throughout. Designed for both everyday living and entertaining, the open-concept floor plan seamlessly connects the main living spaces with direct access to the expansive deck and backyard through sliding glass doors. At the center of the home, the well-appointed chef's kitchen features quartz countertops, a center island with bar seating, pantry, and a dedicated breakfast or coffee station. The kitchen flows effortlessly into the living and dining areas, anchored by a fireplace that creates a warm and inviting atmosphere. Designed with versatility in mind, the layout includes two primary suites, including one conveniently located on the main level complete with a walk-in closet and full bath, ideal for a variety of living arrangements. Upstairs offers two spacious bedrooms, a full hall bath, and an additional primary suite featuring a walk-in closet, spa-inspired bath with double vanity, soaking tub, and frameless glass shower, plus a private sitting room or office area providing exceptional comfort and privacy. The finished lower level further expands the home's functionality with recreation and family room space ideal for movie nights, fitness, hobbies, or casual entertaining.

9 Maplewood Rd, Ridgefield

$1,250,480
6 Beds 6 Baths 24168249 MLS
Motivated sellers! Please present all offers. Gracefully set at the end of a quiet cul-de-sac on 1.7 lush acres, this custom-built 6-bedroom Colonial Saltbox offers an exceptional blend of timeless elegance, warmth, and modern comfort. Ideally located near Ridgefield Golf Course with deeded rights to Pleasant View Recreation Area, this home is designed for both relaxed living and effortless entertaining.The main level showcases a beautifully updated kitchen with granite countertops, high-end stainless steel appliances, and a spacious dining area that flows into a stunning family room with soaring cathedral ceilings, skylights, and a custom stone fireplace. Formal living and dining rooms, a private study, and a second sunlit family room with a built-in bar and fireplace provide versatile spaces for gatherings. Additional highlights include two powder rooms, expansive decks, a 4-car garage, and a full-house generator.Upstairs, the luxurious primary suite features a tray ceiling, dual closets, and a spa-like bath with jacuzzi and double vanities. Multiple bedroom wings offer flexibility, including an in-law or nanny suite with private living space. A walk-up attic and recent upgrades such as new roof, new boiler and water heater, new a/c condenser, new well, new half bath in basement, new washer/dryer and induction stove top just to name a few. Waiting for your personal touches.

35 Aarons Ct, Ridgefield

$1,250,000
3 Beds 3 Baths 24120117 MLS
Welcome Home! Beautifully maintained and filled with pride of ownership, this charming Colonial Cape Cod-style home is set on stunning property in Northern Ridgefield's sought-after Two Pence and Sarah Bishop neighborhood. Approached by a private driveway and surrounded by mature trees and plantings, the private setting is picturesque with smashing gardens and expansive lawn, and is fully fenced in, plus irrigation. Inside, hardwood floors and abundant natural light enhance a gracious floorplan designed for comfortable living and easy entertaining. The main level features formal living and dining rooms, an office, and a kitchen with stainless steel appliances, granite counters, and a pantry. A dramatic great room with cathedral ceiling and gas fireplace is the perfect gathering space, while the sunroom (heat and AC) overlooks the breathtaking grounds, offering year-round enjoyment. Retreat upstairs to the primary bedroom with ensuite bath, and two additional bedrooms that share another full bath. The backyard deck captures the beauty of the landscape and provides access to a rear patio and lawn area, ideal for relaxing or hosting. Conveniently located near golf, parks, lakes and top-rated schools, and just 11 minutes to Ridgefield's vibrant town center with dining, boutique shopping, library, Ballard Park, Prospector Theater, ACT of CT and Ridgefield Playhouse, plus easy access to major commute routes and trains to NYC. A special home in an exceptional setting. Welcome Home!

15 Two Pence Rd, Ridgefield

$1,200,000
4 Beds 4 Baths 24147545 MLS
HIGHEST AND BEST BY TUESDAY AT 5pm An Iconic Carriage Barn Conversion like this seldom comes on the market. This is only the second owner since the original Carriage Barn was thoughtfully converted, preserving the distinctive architecture of the early 1900s while reimagining the space in 1977 Step inside the light-filled, two-story foyer with soaring 21-foot beamed ceilings and a charming balcony. The gracious family room, anchored by a wood-burning fireplace, showcases panoramic views of the grounds and opens to an expansive deck complete with a fieldstone BBQ. The kitchen flows seamlessly into the dining and family rooms, featuring a clever pass-through for effortless entertaining. The front-to-back living room provides generous space for gatherings. Upstairs, the primary suite sets the tone with a cozy fireplace, a large walk-in closet, private bath, and a stylish study nook tucked into an alcove. Step out onto the private deck to savor western views and breathtaking sunsets. Three additional bedrooms and a full bath complete the second floor. Nestled on 3 lush acres abutting deeded conservation land, this property guarantees privacy and includes a detached three-car garage. A true retreat-your own piece of Shangri-La j. Set well back from the road, this residence offers the perfect blend of privacy and convenience-just minutes from the village, shopping, and fine dining.

355 North St, Ridgefield

$975,000
4 Beds 3 Baths 24182769 MLS
Nestled on a private 1-acre lot in the highly desirable Twixt Hills neighborhood, this beautifully updated home offers the perfect combination of privacy, natural beauty, and modern upgrades. This exceptional residence offers approximately 2,400 SqFt of thoughtfully designed living space, with southern exposure filling the home with natural light year-round. At the heart of the home is a stunning fully renovated kitchen featuring premium finishes, stone counters, custom cabinetry, and expansive windows framing panoramic valley views. Seamlessly connected to the dining and family rooms, this space was designed for everyday living and effortless entertaining. Outdoor living is equally impressive, highlighted by an expansive 40'x25' deck that extends from the family room and four-season sunroom, creating an ideal setting for gatherings. The deck connects to the above-ground pool with newer filtration system and overlooks beautifully landscaped grounds with mature plantings and a wildflower garden. Enjoy the opportunity to be part of the sought-after Twixt Hills community, offering access to Pierrepont Lake for swimming, kayaking, fishing, or relaxing at the residents-only beach. Just moments away, a state park provides over 700 acres of protected land and scenic hiking trails. Located on a quiet neighborhood circle, yet minutes from Ridgefield's award-winning schools, vibrant downtown, and commuting routes, this home offers a rare balance of privacy, lifestyle, and convenience.

52 Seth Low Mountain Rd, Ridgefield

$875,000
3 Beds 2 Baths 24160946 MLS
Imagine waking to sunrise over the water, sipping coffee on your private deck, and spending lazy afternoons kayaking, swimming, or lounging on your private dock. This 3-bedroom, 2-bath Cape Cod-style lakefront home makes that dream a reality. Lovingly maintained by one family for 35 years, this home offers the perfect blend of classic charm and modern comfort. The updated kitchen features marble countertops, a Viking gas range, and a Sub-Zero refrigerator. The living and dining area's wall of sliders frames breathtaking lake views and opens to an expansive screened porch. Multi-level decking leads to the water's edge, where endless summer fun awaits-canoe, paddleboard, kayak, fish, or swim right from your backyard. The main level includes a guest bedroom and an updated full bath. Upstairs, the primary suite is a true retreat with vaulted ceilings, a spa bath, walls of windows, and a private deck for morning coffee or stargazing. Modern conveniences include central air, a Generac generator, and a storage shed. An additional lot across the street provides privacy, and residents have access to two association beaches. Move-in ready and waiting for you. Don't miss this lakefront treasure, located on beautiful Rainbow Lake.

159 Mountain Rd, Ridgefield

$850,000
3 Beds 2 Baths 24155696 MLS
Welcome Home to this welcoming split-level property where privacy, comfort and everyday charm come together in a setting that instantly feels like 'home'. Tucked at the end of a private paved driveway and surrounded by mature trees and thoughtful plantings, this pride-of-ownership residence offers a peaceful retreat with a warm, welcoming layout designed for relaxed living. Sunlight pours through a large picture window, illuminating hardwood floors throughout the main and upper levels and enhancing the seamless flow between the living, dining, and kitchen spaces. The open concept design creates an easy gathering space, while the spacious kitchen with breakfast bar seating on two sides invites connection. Well-proportioned bedrooms provide restful retreats and are complemented by a beautifully updated full bathroom. The lower level adds versatility with a cozy family room with fireplace, powder room with laundry, and a den ideal for a home office, exercise room or playroom. Outdoors, a generous Trex deck overlooks the level, usable yard framed by stone outcroppings and mature trees--perfect for enjoying every season. Additional features include central air conditioning, a generator for peace of mind during pesky weather happenings, a shared private water system monitored by Aquarion, and a detached two-car garage with ample storage space. Close to Lake Pierrepont, preserves, commuting routes and less than 10 minutes to the town village. Welcome Home!

153 Bob Hill Rd, Ridgefield

$790,000
3 Beds 3 Baths 24179279 MLS
Welcome to 252 Bennetts Farm Road, where peace & privacy converge in a beautiful natural setting. Tucked back from the road, this retreat instantly delivers a wonderful sense of serenity & calm. A unique architectural flair defines this special home, particularly on the open-concept main level, which is dramatic with high cathedral ceilings & expansive flow between the living, dining, & kitchen areas. The spacious living room is a sanctuary, featuring large windows that overlook the private wooded surroundings & maximize natural light. The aesthetic blends the natural & updated: rustic beams & wide plank wood floors are warmed by a cozy wood-burning stove, while the adjacent kitchen is bright with sleek white cabinetry, a farm sink, marble & butcher block counters, & stainless steel appliances. The main level provides convenience with two ensuite bedrooms. The private upper-level master bedroom suite includes an ensuite bath, walk-in closet & an attached loft area perfect for a dedicated office or sitting space. The lower walk-out level is highly functional, offering a custom mudroom, a spacious office/playroom, & a laundry/storage area with a charming barn door. This home is bordered by over 25 acres of Ridgefield Open Space to the west & over 300 acres of Seth Low Pierrepont State Park behind the house. Come enjoy this truly magical, private setting, complete with two decks perfect for relaxation or entertaining, while just 9 minutes from downtown Ridgefield.

252 Bennetts Farm Rd, Ridgefield

$715,000
3 Beds 2 Baths 24152444 MLS
Take advantage of a $5,000 closing cost credit and move right into this stylish, turnkey 3-bedroom split-level ranch in Ridgefield, Connecticut, ideally located on a private 1-acre corner lot. Offering the perfect balance of modern updates, comfort, and convenience, this home is just minutes from top-rated Ridgefield schools, shopping, dining, walking trails, and commuter routes. The bright updated kitchen features granite countertops, stainless steel appliances, and a skylight that floods the space with natural light. A spacious vaulted-ceiling family room provides exceptional flexibility-ideal for a home office, creative studio, or bonus living space. Hardwood floors span all three finished levels, including a walk-out lower level with a cozy wood-burning fireplace, perfect for relaxing or entertaining. Additional highlights include two updated bathrooms, generously sized bedrooms with ample closet space, generator wiring, a one-car garage, and a freshly painted interior. Stylish, functional, and truly move-in ready, this Ridgefield home offers an exceptional lifestyle in a highly desirable location with top-rated schools. Close proximity to dining, entertainment, shopping and recreation activities. Don't miss this opportunity to own a beautifully updated home with privacy, space, and everyday convenience.

8 Summit Ln, Ridgefield

$520,000
3 Beds 1 Baths 24152516 MLS
Welcome to easy, single-level living in the highly sought-after Rainbow Lake community of Ridgefield. This charming ranch feels like the kind of place where life slows down just enough to be enjoyed. Whether you're buying your first home or looking to downsize without giving anything up, this one simply makes sense. Inside, the home offers thoughtful updates for accessibility, including extra-wide doorways and a walk-in shower with grab bars, making everyday living comfortable and convenient for all stages of life. The layout is practical yet inviting, with a dining area that opens through sliding doors to a spacious deck-perfect for summer BBQs, relaxed dinners outside, or sipping your morning coffee while the day begins. You'll stay cool with central air during warm summer months (especially after a day at the lake), and cozy up in winter beside the wood-burning fireplace, the heart of the home on chilly evenings. A detached two-car garage keeps your vehicles protected year-round and adds extra storage space. Just minutes away, Rainbow Lake offers sandy beaches, swimming, fishing, and boating-turning weekends into mini vacations and everyday life into something a little more special. This is more than a house; it's a lifestyle rooted in comfort, community, and simple joys. What more could you ask for?

411 Bennetts Farm Rd, Ridgefield

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