587 properties for sale in Historic East Side

Opportunity Knocks! Nestled in the heart of the beloved seaside community of Lordship, this 1900's built gem is one of the earliest homes built in the area! As one of just 12 single family homes adjoining the LI Sound on Ocean Avenue, this property boasts unbeatable water views and direct beach access! This charming beach cottage is the ultimate coastal retreat and offers countless possibilities to make it your dream home or design and build new construction. RS-3 zoned and public water/sewer in the street (property is currently on septic). This is an estate sale subject to probate court approval. Close proximity to beaches, highway access, Stratford train station, Short Beach Golf Course, Little Pub, Riley's By The Seawall, Zack's Frozen Yogurt and so much more! Don't miss out on this amazing opportunity to live the beachside lifestyle! WILL NOT LAST!

Incredible curb appeal defines this classic 3-bedroom, 2-bath New England Cape, ideally situated in a premier Stratfield neighborhood. Step inside to a warm and inviting living room anchored by a charming fireplace, perfect for relaxing or entertaining. The home offers a sun-drenched family room/den, a convenient main-level bedroom, and a sunroom/solarium that opens to a spacious deck overlooking a private backyard complete with an above-ground pool. The updated kitchen features sleek gray cabinetry and Corian countertops. Upstairs, you'll find a comfortable primary bedroom, a full bath, and an additional well-sized bedroom. The fully finished lower level provides versatile bonus space, ideal for a home office, recreation room, or additional living area. A detached garage with a striking modern glass garage door has been thoughtfully converted and is currently used as a home gym, adding even more flexibility to the property. Enjoy all that Fairfield, Connecticut has to offer, including

Fabulous BlackRock Remodeled 4 Bedroom main house with Open floor plan. Partially finished basement. New Energy Star Appliances, Solar and beautifully appointed. Detached 2 Car Garage with One bedroom one bath unit above. Close to train, restaurants, St. Mary's by the Sea. Not available until July of 2027

Steps from the restaurants, cafes, and shops of Fairfield Avenue, this beautifully updated Black Rock Dutch Colonial puts one of the coast's most walkable strips right at your doorstep. Inside, gleaming hardwood floors, fresh paint, updated luxury lighting, classic columned archways, and (newly-replaced) oversized windows fill the home with natural light. The open living and dining rooms center on a charming decorative fireplace and flow easily for both everyday living and entertaining. The tastefully upgraded kitchen features white shaker cabinetry, quartz countertops, a blue subway-tile backsplash, and stainless appliances. A standout sunroom wrapped in windows beneath a warm wood-plank ceiling makes the perfect home office, studio, or sun-filled retreat. Upstairs you will find four generous bedrooms, including a bright primary, a newly-renovated full bath, and the rare convenience of a second-floor laundry tucked into the hall. A brand new 1st floor powder room, walk-out basement, d

Welcome to this exceptional 5 bedroom, 4.5 bath home set on a.58 acre cul de sac. Step inside to find spacious rooms throughout. The generous layout creates an inviting atmosphere that feels both open and comfortable, ideal for relaxing and hosting gatherings. At the heart of the home is a newer chef's kitchen, featuring top of the line appliances, quartz counters, and an oversized island. The exceptionally large living room with gas fireplace flows into the dining room. There are wood floors in the living room, dining room, kitchen, hallway, 1 bedroom and underneath the carpet in the soundproof music room. The spacious primary bedroom suite serves as a private retreat, complete with 2 walk in closets. The primary bathroom has a new oversized shower, new counters, walk in closet and wood cabinets. The lower level includes a home theater/family room, with a large walk in closet and 2 bedrooms or one as den/office. Step outside to your private backyard which includes a covered patio next

Are you a golfer? Can you imagine living down the road to D. Fairchild Wheeler Golf Club? You can golf to your hearts content! Do you have a college age student(s) attending, or about to attend, Sacred Heart University? Well, here's your chance to own this 3-bedroom, 2 full bath Cape Cod style home with a partially finished heated basement just down the road from Wheeler and Sacred Heart! Do you own an electric vehicle or thinking about owning one? Guess what. this home already has a charging station in the one car attached garage! Solar panels allow you to save on your electric bill. At the front door, your guests can leave their coats and shoes in the greeting area before walking into the living room. On the first floor there's one bedroom, full bath along with a room currently used as a workout room. Upstairs is the primary bedroom and another bedroom with a shared hallway full bathroom. Enjoy the sunroom right next to the kitchen with lots of natural light and access to your deck a

This Elgin unit at Woodfield Village offers coveted single-level living in a desirable end-unit setting w/ a nearby attached garage. Hardwood floors throughout the main level, featuring a dining room, 2 bedrooms and a vaulted-ceiling family room with sliders to a private deck w/ wooded views. The primary bedroom has a private bath and sliders to the deck. An additional full bath with stall shower and washer/dryer completes the main level. The finished lower level offers 700+ sq ft of versatile living space plus a half bath, perfect for a family room, office or gym. Furnace, hot water heater and central air were recently replaced. Enjoy landscaped grounds, a heated pool, clubhouse, tennis and pickle ball courts. Close to Lake Mohegan and Cascades hiking trails, shopping, dining, Fairchild Wheeler Golf Course, Fairfield beaches, Metro-North and the Merritt Parkway. Enjoy low-maintenance living in one of Fairfield's most desirable condo communities

Your home search ends here! Located on one of Lordship's coveted esplanaded streets, this quintessential Cape Cod home offers the perfect combination of coastal charm, character, and modern updates. Just a short walk to the beach, seawall, and local restaurants, you'll enjoy all the benefits of living in one of Stratford's most desirable seaside communities. Inside, the home is filled with character, including hardwood floors, original solid wood doors, and multiple fireplaces. The heart of the home is the stunning, new kitchen that opens seamlessly to a spacious family room with a fireplace - perfect for everyday living and entertaining. Additional living spaces include a formal living room/dining room with an adorable sunroom filled with natural light. Offering four bedrooms - not the typical three found in many Capes, and three full baths, this home provides exceptional flexibility and space. There is even opportunity for a main level in-law suite. Newer windows throughout add comfo

Some homes you walk through. This one stops you at the door. Step onto your private deck and feel the day go quiet. Treetops in every direction, a wall of woods as your backdrop, and a patch of green just below to make your own yard. That's the welcome you get at Woodfield Village. This move-in ready townhouse sits in a private, tucked-away enclave and lives easy, with low maintenance comfort throughout. Hardwood floors run the length of the main level, where a large living room centered on a wood-burning fireplace flows into a granite kitchen with center island and stainless refrigerator. The adjoining dining and seating area opens through sliders to the deck, where the woods are your only view, with steps down to the lawn below. Upstairs, you'll find a true dual-suite layout. The spacious primary suite offers sliders to its own private upper sitting deck and a full ensuite bath. The second bedroom lives just as well, with its own ensuite bath and stall shower, so everyone enjoys the

Charming 4-bedroom, 2-full-bath cape offering the perfect blend of suburban comfort and town convenience in the Tunxis Hill area of Fairfield. This residence sits on a manageable level lot, making it an incredible opportunity for first-time buyers, downsizers, or anyone looking to establish roots in one of Fairfield County's most sought-after communities. Step inside to a bright open living space. Living Room has a wood fireplace perfect for the cooler months and with the open concept kitchen and dining space attached it allows for entertaining. You can access the backyard from the kitchen sliders enjoy BBQing and there's plenty of room for a garden in the fenced space. With two bedrooms and a full bath on the main level you can have guests stay, make a home office or a yoga room. The second floor has 2 bedrooms and a full bath. Pull into your garage after a long day of commuting and you will enter your finished basement, with laundry and extra storage. Location is everything, and the

Beautifully Maintained Home with walk out lower level, possible in-law - Move-In Ready! Step into this pristine, beautiful home offering an inviting open floor plan designed for comfortable living and effortless entertaining. The main living area features soaring cathedral ceilings, abundant natural light from skylights, recessed lighting, and a cozy wood-burning stove that adds warmth and charm. The kitchen flows seamlessly into the living space and includes a convenient breakfast bar, perfect for casual dining or gathering with family and friends. The enormous fully finished bright lower level offers incredible flexibility, complete with den, bedroom, full bath and sliders leading outside, making it ideal for a possible in-law setup, guest suite, recreation area, or home office. Outside, enjoy a great level yard perfect for relaxing or entertaining, featuring a deck, pool, and storage shed-your own private backyard retreat. Ideally located just a short distance to the beach, restaura

Experience timeless elegance in this beautifully maintained ranch-style home, offering 3 spacious bedrooms, 2 full baths, and an extended driveway for ample parking. The stylish kitchen features gleaming granite countertops and elegant tiled flooring-perfect for both everyday living and entertaining. Step into the inviting family room, where sliding glass doors lead to a charming patio and a serene, private backyard nestled on a pristine 1/2-acre corner lot. With classic design, exceptional comfort, and a layout that flows seamlessly, this home is a rare find in today's market

Welcome to 91 Lockwood Road, where modern farmhouse charm meets timeless comfort in one of Stratfield's most sought-after neighborhoods. Beautifully renovated, this exceptional home offers the perfect blend of style, functionality, and everyday living. Designed for today's lifestyle, the home features 5-6 bedrooms, 3 full baths, and 1 half bath, with bright, versatile living spaces that offer both comfort and versatility. Gleaming hardwood floors flow throughout, creating warmth and continuity. The kitchen features white oak cabinetry, a spacious peninsula island with quartz counters, and an adjoining dining area with direct access to the pool-creating an ideal layout for everyday living and entertaining. The second floor is anchored by a spacious primary suite, along with three additional bedrooms. On the main level, one to two additional bedrooms provide exceptional flexibility for guests, a home office, playroom, or den. Step outside to your private, fully fenced backyard retreat fe

Get the quality of a reimagined home in Fairfield at a pric that's increasingly hard to find. R Renovated and thoughtfully expanded, this move-in-ready 4-bedroom, 2.5-bath home blends classic New England cottage charm with modern comfort. With over 1,300 square feet of new construction, the open floor plan offers exceptional SPACE for everyday living and entertaining. The spacious eat-in kitchen features quartz countertops, a large center island, stainless steel appliances, and a pantry, flowing seamlessly into the dining room. An oversized 25-foot living room provides ample space to gather, while a first-floor bedroom offers flexibility for guests, a home office, or multigenerational living. Upstairs, the roomy primary suite includes a private bath and generous closet space. A finished third-floor bedroom with a bonus room provides versatile space for a media room, playroom, fitness area, office, or guest retreat. Hardwood floors throughout, main-level laundry, Split systems throughou

Welcome to 845 Knapps Highway, a move-in ready 4 Bedroom Cape located in Fairfield's desirable Tunxis Hill neighborhood. Filled with natural light and thoughtfully updated throughout, this home offers a flexible floor plan ideal for both everyday living and entertaining. The oversized eat-in kitchen features granite countertops, stainless steel appliances, large center island, vaulted ceilings and sliders leading to an expansive deck overlooking the fully fenced backyard. Spacious living room with hardwood floors and bay window. Two bedrooms and updated full bathroom complete the main level, while the second floor offers two additional generously sized bedrooms with built-ins and great storage. Finished lower level adds valuable living space with a large family room, full bathroom and separate storage/laundry area. Numerous improvements and upgrades include remodeled and expanded kitchen, remodeled main level bathroom, freshly painted throughout, finished basement with added full bathr

LOCATION! Perfectly situated in one of Stratford's most covenient locations, this 3-bedroom ranch is just minutes from everything. Enjoy being only a 5 minute drive to Short Beach, offering a playground, restaurant, golf course, basketball courts, and recreation area while the Stratford train station (Metro North) is just 5 minutes in the other direction for easy access to New York City. This home offers a fantastic opportunity for buyers looking to add their personal touch. With solid bones and plenty of potential, this property is ready for updates to make it truly your own. Whether spending the day at the beach or taking a quick trip into the city, this unbeatable location offers the perfect balance of convenience and lifestyle

2 Bed 1.5 Bath Townhouse Heat and Hot Water Included in Common Charges! Featuring an open floor plan. Private deck to unwind overlooking the maintained grounds. Two spacious bedrooms with double closets; walk-in cedar closet, and additional attic storage. Washer and dryer in unit and parking in detached garage for your convenience. Close to schools, shopping, dining, and entertainment. Easy to commute with close access to I-95, the Merritt Parkway, The Fairfield Metro Train Station. Complex is investment friendly and has strong HOA financials

Discover this delightful colonial, tucked away on a private, cul-du-sac. The welcoming entry opens to a formal dining room and a flexible living room/office. The heart of the home is the updated Martha Stewart kitchen-featuring a built-in pantry and tile flooring-which flows seamlessly into a spacious family room with a fireplace. Step out to a brand-new deck, perfect for enjoying the lush, mature greenery. Upstairs, the luxurious primary suite boasts vaulted ceilings, hardwood floors, and a spa-like bath with double walk-in closets. Two additional bright bedrooms feature ample storage, one with a charming built-in window seat. The lower level offers an extra 832 sq. ft. of living space, featuring a playroom/exercise room with sliders leading to a private patio. Enjoy ease of entry with the conveniently located 2-car garage right off of the kitchen. This home seamlessly combines traditional charm with open-concept modern living

Location, Location, Location! Great opportunity to live just steps to Seabright Beach on Black Rock Harbor and Long Island Sound. This affordable two bedroom, 1.5 bathroom half duplex with a finished lower level family room is located between Captain's Cove Seaport, Fayerweather Yacht Club, Port 5 Naval Veterans Club, S.S. Norden Club and the Black Rock Yacht Club, a boater's paradise. Enjoy the Black Rock Lifestyle strolling, running and biking around St. Mary's By The Sea, take advantage of all the great community events, waterfront, social and boating clubs and great restaurants, all located within minutes to I-95 and Metro North Train Stations. Professional photos coming soon

Welcome to 175 Grove Street in Stratford's highly desirable Lordship neighborhood, where modern style, quality craftsmanship, and turnkey living come together beautifully. Completely remodeled from top to bottom, this exceptional home has been thoughtfully redesigned with today's buyer in mind, showcasing stylish finishes, contemporary touches and meticulous attention to detail throughout. Simply unpack and enjoy; there is nothing left to do. Offering 3 spacious bedrooms, 2.5 beautifully updated bathrooms, plus a 4 bedroom that can easily serve as a home office, den or playroom; this home fits a variety of lifestyles. At the heart of the home, you'll find bright, open living spaces accented by modern finishes, tasteful fixtures, and a warm, inviting atmosphere perfect for both everyday living and entertaining. The luxurious primary suite serves as your own private retreat, featuring a cozy fireplace and oversized walk-in closet. Love to entertain? The detached two-car garage has been t

Highest and Best offers due by 4:00 pm Sunday 8/2. Large Rock legal two family home with a third floor accessory apartment conveniently located in walking distance to the Black Rock Train Station, Restaurants, Pubs, Music Venues, Waterfront Social Clubs, St. Mary's By The Sea and is minutes to I-95. First and second floor apartments offer large living rooms with fireplaces and dining area, two bedrooms, one of which has access to a 3rd bedroom/nursery or home office. New garage door has been ordered, property sold in As Is condition, fireplaces need liners, exterior needs paint, front and back porches need masonry repair, freezer, washer and dryer in basement included with other listed appliances. 2nd floor photos were taken before current tenant moved in

Brick Cape on quiet Stratfield cul de sac! Enjoy refinished hardwood floors throughout. Living room with fireplace opens to 3 season porch, formal Dining room, sunny white eat in Kitchen, main level bedroom and powder room on main floor. Upper level has 2 Bedrooms - both with generous closets/ storage - and tile Bath. Lower level heated Playroom with new floor, summer Kitchen and wine cellar. Level.25 acre lot with 2+ car garage (with 220V) plus storage above and 3rd garage bay with wood stove. Great opportunity - Estate sale!

Perfectly positioned in Fairfield's sought-after Stratfield neighborhood, 214 Alberta Street offers everyday ease in a quiet neighborhood setting with a strong sense of community and easy access to schools, parks, shops, dining, commuting routes, downtown Fairfield, and the beach. Inside, the home is warm and inviting with hardwood floors, recessed lighting, modern touches, and an open flow designed for daily living and entertaining. A fireplace anchors the living room, which flows seamlessly to the dining area and a classically finished kitchen with stone counters, white shaker cabinetry, stainless appliances, and a breakfast bar. Just off the dining area, access to the deck makes indoor-outdoor dining and entertaining effortless. Upstairs you'll find three bedrooms, including an oversized primary, and a spacious shared full bath. The lower level adds flexibility with a comfortable den for a home office, playroom, or guest space, plus a full bath, laundry, outside access, and a one-ca

101 Soundview Avenue is where location, versatility, and opportunity come together in Fairfield's highly desirable Tunxis Hill neighborhood. This well-maintained Cape offers 4 bedrooms, 2 newly remodeled bathrooms, a spacious eat-in kitchen, fresh interior paint, and finished basement featuring a private office and generous closet, a flexible space for a home gym, media/gaming room, hobby or playroom. An organized laundry area with newer washer/dryer included in sale. Thoughtfully designed for modern living, the home offers a bright, functional layout with warm, inviting spaces that effortlessly accommodate both everyday life and entertaining. Outdoors, enjoy a private backyard with vegetable gardens and newly installed, premium white vinyl fence, detached one-car garage with automatic door and plenty of extra storage. Just off the kitchen, the refinished multi-purpose deck creates a seamless transition for indoor-outdoor dining, relaxing, grilling, and entertaining. Ideally situated w

A MUST SEE. Step inside this oversized quintessential New England home and discover the perfect blend of casual luxury, modern comfort, and unforgettable entertaining space -all enhanced by the convenience and flexibility of TRUE FIRST-FLOOR LIVING. The heart of the home is the expansive open-concept kitchen and dining area featuring custom white and oak shaker cabinetry, quartz countertops, brand-new KitchenAid appliances, and an oversized island with ample seating. Wide-plank oak floors run throughout the first floor, adding warmth and sophistication. The dramatic family room impresses with soaring ceilings, abundant natural light, and a cozy fireplace - perfect for both quiet nights and large gatherings. Stunning sliders open to a beautiful deck overlooking a massive private backyard framed by mature trees. The desirable first-floor primary suite offers dual closets and an updated en suite bath with a large walk-in shower. A flexible space off the dining area works perfectly as an o