987 properties for sale in Winnipauk Village

Exceptional Four-Unit Investment Opportunity in the Heart of Norwalk! Rarely does a property like this become available. Situated on one parcel with two separate buildings. 32 Catherine Street offers an outstanding opportunity for investors, owner-occupants, or those seeking a multigenerational living arrangement with significant rental income. The front building is a spacious two-family home featuring two oversized 3-bedroom, 1-bath apartments, each offering generous living space and strong rental appeal. Tucked behind the main residence is a separate ranch-style building with two additional units, including a 1-bedroom, 1-bath apartment and a 3-bedroom, 2-bath apartment, creating an ideal mix of unit sizes to maximize occupancy and income potential. With almost 4,000 square feet of living space (buyer to verify), this unique four-unit property provides four separate income streams and the flexibility today's buyers are looking for. Whether you're expanding your real estate portfolio,

Welcome to Winnipauk Village, where comfort meets convenience! This spacious 2-bedroom, 1-bath garden-style condo offers an inviting open floor plan, perfect for everyday living and entertaining. The oversized living room features a cozy fireplace, abundant natural light, and sliding doors leading to a private covered patio overlooking peaceful green space. The thoughtfully designed layout includes a beautifully updated kitchen with white cabinetry, stainless steel appliances, stylish backsplash, and an adjoining dining area. Both bedrooms are generously sized, including a spacious primary with large closets, while the renovated bathroom offers modern finishes. Additional highlights include updated flooring, in-unit laundry, and plenty of storage throughout. The floor plan provides an efficient layout with a large living room, spacious bedrooms, and covered patio. Enjoy resort-style amenities including a pool, fitness center, tennis and pickleball courts, and beautifully maintained gro

Location, Location, Location! Nestled in a beautiful country setting, sits Rolling Ridge Condominium's, one of Norwalk's finest places to live. Amenities that include: inground swimming pool, picturesque pond with fountains, handball/tennis court, and clubhouse with shower facilities. Located in the cul-de-sac is unit 332 featuring 1 bedroom, 1.5 bath with a den. Features include; large bedroom with remolded full bath and his and hers large double closets; a den/office or extra guest room; large living room with large widows; and kitchen with pantry leads to dining area, with sliding doors to patio terrace. Good closet space throughout, great layout and flow makes this unit and complex a place to feel like home!

Welcome to 18 Buttonball Trail. Space, comfort and a backyard made for entertaining. This home features 4 Bedrooms, 3 baths, newly refinished hardwood floors, spacious great room w/custom build-in shelving adding character, functionality with extra storage. The well-appointed galley kitchen features rich wood cabinetry, ample counter space, tiled flooring and double oven. Kitchen is open to dining room and great room that walk out to a huge deck, perfect for entertaining summer cookouts! Beyond the deck is a large, level backyard offering privacy and plenty of room for gardening and outdoor activities. A detached garage, private driveway, attractive landscaping and welcoming paver walkway complete the property. Fully finished basement provides valuable bonus space that can serve as a recreation room, studio, gym, workshop, etc. Basement also has full bathroom. This home truly has it all! Tucked away in a peaceful, private setting while still conveniently located near shops, restaurants

Move-in ready 3-bedroom, 2-bathroom split-level on a quiet cul-de-sac in the Cranbury neighborhood of Norwalk, Connecticut. This well-maintained home features hardwood floors, central air conditioning, sprinklers, and a layout designed for flexible living with separate living room, dining room, and family room. The updated kitchen includes granite countertops and stainless steel appliances. Three bedrooms and two full baths provide comfortable space across the split-level floor plan. There is tons of room for storage in the expansive, clean basement, as well as the pull down attic. The private backyard is fenced with mature flowering landscaping, an above-ground pool, and a deck for outdoor dining and entertaining - a ready-made retreat without leaving home. Located on a cul-de-sac in Cranbury, Norwalk, CT, with convenient access to the Merritt Parkway, I-95, and Norwalk shopping and dining. 9 Junebar, Norwalk, CT 06851

Welcome to Sunrise Hill! This well-loved and beautifully maintained 2-bedroom, 1.5-bath townhouse has been cared for by the same owner for 34 years. One of the first things you'll appreciate is the easy access, with just a few steps to the front door-something that sets this unit apart from many others in the complex. Inside, the main level offers a comfortable, inviting layout with plenty of natural light and a nice flow for everyday living. Upstairs are two generously sized bedrooms with ample closet space and a full hall bath. The finished lower level adds great flexibility, with two additional rooms that could work as a home office, den, exercise space or guest area, along with a half bath and laundry. Sliding doors lead directly to the private, fenced-in backyard-a wonderful extension of the living space for relaxing, gardening or entertaining. Sunrise Hill offers a pool, tennis and pickleball courts and two playgrounds, all in a convenient, commuter-friendly location close to sho

This updated 1BR+Den at Rolling Ridge gives you room to actually use - the den works as a home office, playroom, or guest room, and comes with its own ultra-convenient half bath, right alongside a fully updated Master Bath. The renovated kitchen shines with brand-new appliances, tile, and quartz countertops, while sliders off the dining room open to your own private balcony, a perfect spot to unwind. It's just a short flight of stairs up from the building entrance to your door. As an added bonus it also includes additional storage. Set on park-like grounds with an in-ground pool, paddle courts, and serene pond, Rolling Ridge offers plentiful, undesignated parking so guests always have a spot. Heat and hot water are included in the HOA fee, and the community is professionally managed with an active board. Convenient to local shopping, the train, and major highways. Additional months charge for Special Service Tax District $142.59 Total charges per month $629.62

One bedroom condo in highly desirable Winnipauk Village! One of Norwalks best condo complexes with low common charges. Lower level unit opens to a spacious living room, dining area and open kitchen. One full bath with washer/dryer. Large bedroom with sliders to private deck overlooking the pool. Beautiful grounds, 2 pools, kiddie pool, clubhouse, gym and pickleball courts. Pet friendly complex

Location, Location, Location! Nestled in a beautiful country setting, sits Rolling Ridge Condominium's, one of Norwalk's finest places to live. Amenities that include: inground swimming pool, picturesque pond with fountains, handball/tennis court, and clubhouse with shower facilities. Located in the cul-de-sac is unit 332 featuring 1 bedroom, 1.5 bath with a den. Features include; large bedroom with remolded full bath and his and hers large double closets; a den/office or extra guest room; large living room with large widows; and kitchen with pantry leads to dining area, with sliding doors to patio terrace. Good closet space throughout, great layout and flow makes this unit and complex a place to feel like home!

Welcome to Rolling Ridge, one of Norwalk's most desirable condominium communities. This top-floor 1-bedroom, 1-bath condo offers a bright and functional layout with an updated kitchen, spacious living and dining area, and in-unit laundry. Step outside to your private balcony overlooking mature trees, offering a peaceful setting and added privacy with no neighboring balconies directly beside you. The bedroom features generous closet space, and the well-designed floor plan makes everyday living comfortable. Residents enjoy resort-style amenities including an inground pool, clubhouse, tennis/pickleball courts, dog park, scenic pond with fountains, and walking paths. Conveniently located just minutes from Route 7, I-95, the Merritt Parkway, Merritt 7 train station, shopping, restaurants, and everything Norwalk has to offer

Filled with character and natural light, this spacious 1-bedroom, 1.5-bath loft has a dramatic 25-foot exposed brick wall, soaring two-story windows, and timeless exposed wood beams. The main level has an expansive living and dining area, great for entertaining, along with a freshly renovated kitchen (December 2025) featuring new cabinetry, countertops, flooring, paint, refrigerator, pantry, and closet space. A fully renovated half bath completes the first floor. Upstairs, the loft-style primary bedroom includes an ensuite full bathroom and overlooks the living space below. The carpet in the unit was newly installed in July 2026. Residents enjoy access to a secure building with exceptional amenities, including: - Updated fitness center - Community area with space to work and free WiFi - Common room with a full kitchen for gatherings and events - Two beautifully landscaped interior courtyards - Fenced dog run connected directly to the building Parking is available for up to two permitte

This impeccable and spacious (669 sq. ft.) condo is located at Clocktower Close, an architecturally grand, historic landmark building - formerly used as hat factory. Totally renovated, brand new kitchen with stylish white cabinets, sparkling subway wall tiles, upscale quartz countertops and stainless appliances. This freshly painted studio offers a large open LR/ Dining/Bedroom area with ceiling fan and windows overlooking the greenery. Generous size bathroom with designer tile accents, large shower and stunning high quality shower door ($1700!). New efficient hot water heater, too. Laundry facilities located in the hallway. Two permitted parking spaces are included and underground garage parking may be available at extra cost. Within the last year, the owner invested approximately $25,000 for improvements. Amenities include: well-equipped renovated fitness center with saunas, billiard table with lounge area, conference room with wi-fi and fully equipped kitchen for hosting large gathe

Rare Norwalk opportunity! This first and second floor duplex at 26 Center Ave sits on a tree lined street with convenient sidewalks - offering the perfect house-hack setup: live in one unit and rent the other, or hold both as a turnkey investment. One unit features 1 bedroom with large living room and 1 baths across 742 sq ft of well-designed living space, the second unit is upstairs and has a possible 2 bedrooms on one floor and another on the third floor with over 900 sq ft of living area. Solidly built in 1915, this move-in ready property offers solid quality that's hard to find at this price point. Whether you're an owner-occupant looking to offset your mortgage or an investor seeking cash flow in one of Fairfield County's most desirable towns, 26 Center Ave delivers flexibility, privacy, and long-term value on a peaceful street just minutes from shopping, the train station, and all that downtown Norwalk has to offer. Two homes, endless possibilities - don't miss this one. When sho

Location! Nestled in a beautiful country setting, Rolling Ridge Condominiums is one of Norwalk's finest places to call home. Enjoy wonderful amenities including an in-ground swimming pool, a picturesque pond with fountains, a handball/tennis court, and a clubhouse with shower facilities. Unit 422 features 1 bedroom, 1.5 baths, and a den that's perfect for a home office or guest room. The spacious primary bedroom offers a full bath and large walk in closets. The bright living room features oversized windows that bring in plenty of natural light, while the kitchen opens to the dining area with sliding doors leading to a private patio terrace. With great closet space throughout, an excellent layout, and a wonderful flow, this unit feels like home. If you're looking for peaceful surroundings with great amenities and a convenient Norwalk location, this is one not to be missed. HOA covers heat, hot water, water, sewer, trash, snow removal, and grounds maintenance

Welcome to this charming Cape in a convenient Norwalk location. This inviting home features a renovated kitchen with granite countertops and stainless steel appliances, hardwood floors on the main level, and a flexible layout with two bedrooms upstairs and two on the main level. Enjoy a fenced backyard with a patio and room to grow, plus easy access to shopping, dining, parks, schools, and major commuter routes. Book your showing today!

Move-in ready 3-bedroom, 2-bathroom split-level on a quiet cul-de-sac in the Cranbury neighborhood of Norwalk, Connecticut. This well-maintained home features hardwood floors, central air conditioning, sprinklers, and a layout designed for flexible living with separate living room, dining room, and family room. The updated kitchen includes granite countertops and stainless steel appliances. Three bedrooms and two full baths provide comfortable space across the split-level floor plan. There is tons of room for storage in the expansive, clean basement, as well as the pull down attic. The private backyard is fenced with mature flowering landscaping, an above-ground pool, and a deck for outdoor dining and entertaining - a ready-made retreat without leaving home. Located on a cul-de-sac in Cranbury, Norwalk, CT, with convenient access to the Merritt Parkway, I-95, and Norwalk shopping and dining. 9 Junebar, Norwalk, CT 06851

Welcome to Sunrise Hill! This well-loved and beautifully maintained 2-bedroom, 1.5-bath townhouse has been cared for by the same owner for 34 years. One of the first things you'll appreciate is the easy access, with just a few steps to the front door-something that sets this unit apart from many others in the complex. Inside, the main level offers a comfortable, inviting layout with plenty of natural light and a nice flow for everyday living. Upstairs are two generously sized bedrooms with ample closet space and a full hall bath. The finished lower level adds great flexibility, with two additional rooms that could work as a home office, den, exercise space or guest area, along with a half bath and laundry. Sliding doors lead directly to the private, fenced-in backyard-a wonderful extension of the living space for relaxing, gardening or entertaining. Sunrise Hill offers a pool, tennis and pickleball courts and two playgrounds, all in a convenient, commuter-friendly location close to sho

Welcome to 50 Aiken Street #433, a beautifully renovated 1-bedroom, 1.5-bath condo in Rolling Ridge, one of Norwalk's most well-maintained communities. Step inside to a bright, open-concept living and dining area with a dedicated study space - all flowing seamlessly to a private balcony perfect for morning coffee or evening relaxation. The kitchen has been completely transformed with brand new LG appliances (dishwasher, electric stove/oven, refrigerator), new cabinets, stainless steel faucet, fresh countertop, and vinyl flooring. The primary bedroom features a walk-in closet and shares access to a fully updated bathroom with new toilet, vanity, mirrors, lighting fixtures, and tile flooring. A powder room off the entry provides convenience for guests. Recent upgrades include new carpet, fresh paint throughout, new AC, and updated lighting fixtures - move-in ready and meticulously cared for. In-unit laundry adds everyday convenience. Rolling Ridge offers resort-style amenities including

A rare and unique property with separate legal cottage (accessory apartment) located in the historic and convenient area of Tracey school. This charming home was an original stable and includes stone fireplace and open floor plan. The detached renovated cottage can be used as an apartment, getaway, studio or office. The home is situated on a level parklike.27 acre with mature trees and privacy. The main house includes a first and second floor with 2 bedrooms, 1 full bath, Living room/fireplace, den, and Kitchen. The cottage is a renovated studio with bath and kitchen. Both the main house and cottage have separate utilities but shared water. Main house is 1135 sf and cottage is 336 sf. Add your special touch and TLC to make this a warm New England home! Per Zoning- Field cards confirm the existing cottage is a legal accessory apartment

Welcome to Rolling Ridge, one of Norwalk's most desirable condominium communities. This top-floor 1-bedroom, 1-bath condo offers a bright and functional layout with an updated kitchen, spacious living and dining area, and in-unit laundry. Step outside to your private balcony overlooking mature trees, offering a peaceful setting and added privacy with no neighboring balconies directly beside you. The bedroom features generous closet space, and the well-designed floor plan makes everyday living comfortable. Residents enjoy resort-style amenities including an inground pool, clubhouse, tennis/pickleball courts, dog park, scenic pond with fountains, and walking paths. Conveniently located just minutes from Route 7, I-95, the Merritt Parkway, Merritt 7 train station, shopping, restaurants, and everything Norwalk has to offer

Serenely situated on a quiet cul-de-sac, this detached condo offers an easy sense of privacy and calm. A welcoming foyer leads into a sunlit living room anchored by a wood-burning fireplace. Outside, a wraparound porch invites you to enjoy the surrounding greenery. Prepare meals in the kitchen and gather in the dining room-or take dinner outdoors to the private backyard and patio. The second floor features three bedrooms, including a primary suite with vaulted ceiling and ensuite bathroom, a second full bath, and laundry for everyday convenience. Below, the finished basement provides room for a home gym or office, as well as a half bath and storage. Recent improvements include: New Roof (50 year warranty) - 2025; New Hot Water Heater - 2026; New Heat Pump/AC Condenser/Air Handler for 2nd floor - 2026; New Sliding Glass Door to Patio - 2025; New Front Steps (and newly painted) - 2026; Deck Repainted - 2026

A remarkable opportunity to acquire a mixed-use income property in Norwalk. 263 Main Avenue presents four income-producing units - three residential apartments and a street-level commercial space - all operating on month-to-month tenancies, offering an incoming owner maximum flexibility to optimize rents and reposition the asset. Situated on busy Main Avenue with excellent visibility and foot traffic, this property is ideally suited for the savvy investor seeking immediate cash flow with significant upside potential. Whether you choose to hold, renovate, or restructure, this property delivers day-one income and a clear path to a higher cap-rate. Property is being sold as-is. The current business is not part of the

Nestled in the highly sought-after Sunrise Hill community, this pristine end-unit townhouse offers three spacious levels of move-in-ready living. Hardwood floors span the main level, featuring an eat-in kitchen with stainless steel appliances and a breakfast bar that seamlessly transitions into the dining area. Sliding glass doors open to a private deck and stone patio, perfect for outdoor entertaining. At the heart of the home, a generous living room centered around a cozy fireplace brings warmth and charm. Upstairs, you'll find three comfortably sized bedrooms with ample closet space and a full bath. The finished lower level expands your options with a versatile family room, a dedicated laundry area, and an extra bonus room ideal for a gym or home office. Residents enjoy fantastic amenities including a pool, tennis and pickleball courts, and playgrounds, plus quick access to I-95, the Merritt Parkway, and local shopping. Meticulously maintained, this home is ready for its next chapte

HIGHEST AND BEST OFFERS DUE BY TUESDAY 7/21 at 12:00pm.* This 4-bedroom, 1-bath Cape-style home is ready for its next chapter. An estate being offered AS IS, this property presents a wonderful opportunity to add your own personal touches. Features include newer windows, newer kitchen cabinetry, and an updated bathroom. The flexible floor plan offers two bedrooms on the main level and two additional bedrooms upstairs, along with a living room, dining room, and eat-in kitchen and basement. Situated on a level, fenced backyard with a one-car garage, this home also includes leased solar panels, which transfer with the property. Hardwood Floors under the carpet in living room. Conveniently located within walking distance to shops and restaurants, with easy access to the Merritt Parkway, this is an excellent opportunity for buyers looking to make a home their own. Don't miss it! Solar Panel -The current lease has approximately 10 years remaining with a current monthly payment of $63. The sol

Charming well-maintained 1930 Colonial with 2-car garage on a walkable, tree-lined street in Norwalk. This 3BR/2 Full Bath home offers timeless character on three sun-filled floors. The main level features hardwood floors, an updated kitchen with gas stove, dining room, living room, family room, and a full bath. A spacious over-sized primary bedroom offers room to potentially create your dream ensuite bath and walk-in closet. Enjoy year-round comfort on the enclosed front porch, plus a large rear deck overlooking a spacious yard w/garden. Full height basement ready to be finished for additional living space, home gym, office, or media room. A walk-up attic provides ample extra storage. Convenient to schools, transit, parks and shopping! Perfect for first-time buyers or investors ready to add value in a prime location! Please note the main floor family room can also be used as a bedroom. This is why the tax record says 4 bedrooms. Owner considers the home a 3 BR home. House is being sol

Welcome to 4 Caryns Way, Norwalk, CT Built in 2015 and meticulously maintained, this exceptional home offers the perfect combination of timeless style, thoughtful upgrades, and flexible living space. Featuring 1,800 square feet of above-grade living space plus an additional 774 square feet of beautifully finished lower-level space, this home provides approximately 2,574 square feet of finished living area designed to accommodate today's lifestyle. A bright, open-concept floor plan welcomes you inside, where quality finishes and attention to detail are evident throughout. The updated kitchen is the heart of the home, showcasing new hardwood flooring, Carrara marble countertops, stainless steel appliances, and abundant workspace for both everyday living and entertaining. The adjoining dining and living areas create an inviting atmosphere, highlighted by a gas fireplace that serves as a warm and elegant focal point. Sliding glass doors lead to a private stone patio, creating an ideal outd

HIGHEST AND BEST OFFERS DUE BY TUESDAY 7/21 at 12:00pm.* This 4-bedroom, 1-bath Cape-style home is ready for its next chapter. An estate being offered AS IS, this property presents a wonderful opportunity to add your own personal touches. Features include newer windows, newer kitchen cabinetry, and an updated bathroom. The flexible floor plan offers two bedrooms on the main level and two additional bedrooms upstairs, along with a living room, dining room, and eat-in kitchen and basement. Situated on a level, fenced backyard with a one-car garage, this home also includes leased solar panels, which transfer with the property. Hardwood Floors under the carpet in living room. Conveniently located within walking distance to shops and restaurants, with easy access to the Merritt Parkway, this is an excellent opportunity for buyers looking to make a home their own. Don't miss it! Solar Panel -The current lease has approximately 10 years remaining with a current monthly payment of $63. The sol

Welcome to this freshly painted 3-bedroom, 2.5-bathroom Norwalk home offering approximately 1,936 square feet of space. The main living areas provide a comfortable and functional layout with plenty of room for everyday living and entertaining. The unfinished lower level offers flexible additional space that can accommodate a variety of uses, subject to verification and applicable approvals. Conveniently located in Norwalk with easy access to shopping, dining, transportation, and major commuting routes. Don't miss this opportunity to make this well-located property your own!

Best of both worlds: The privacy of a stand-alone custom modern farmhouse and the low-maintenance of a thoughtfully designed, HOBI Award-winning planned community, The Preserve. Showcasing exceptional craftsmanship, superior quality, and a trend-forward aesthetic, this home was designed and enhanced from the ground up by the owners offing an ideal blend of luxury and modern amenities. A light-filled open floor plan is enhanced by oversized windows that illuminate wide-plank hardwood floors, artisan millwork, and sophisticated designer finishes throughout. At the heart of the home, the chef's kitchen features white inset cabinetry, Quartz countertops, premium stainless steel appliances, and a striking contrasting oak center island with dramatic waterfall Quartz top. The kitchen flows effortlessly into the fireplaced family room and the elegant dining area. Sliding glass doors open to a private patio overlooking one of the community's premier homesites with owner acreage supplemented by

Spacious, sun-filled and designed to live like a single-family home, this 3-bedroom, 2.5-bath end-unit townhouse offers a rare combination of space, privacy and convenience in Norwalk. The open-concept main level features 9-foot ceilings, hardwood floors and a generous kitchen with abundant cabinetry, granite countertops and counter seating, flowing seamlessly into the dining and living areas. A fireplace adds warmth and character, while sliding doors open to a private stone patio-perfect for outdoor dining, entertaining or relaxing. Upstairs, the spacious primary suite includes a private bath, complemented by two additional bedrooms, a full hall bath and conveniently located second-floor laundry. The finished lower level provides valuable flexible space for a home office, gym, media room or playroom. An oversized attached one-car garage adds everyday ease and additional storage. Ideally situated for commuters with convenient access to Metro-North, I-95 and the Merritt Parkway, this sp