573 properties for sale in Historic East Side

Welcome to 44 Washington Parkway, a beautifully appointed home in Stratford's sought-after Lordship neighborhood, where spectacular views of Long Island Sound, the beach access and the Seawall enhance everyday living. This 4-bedroom, 3-bath home has been thoughtfully designed to capture the beauty of its surroundings while offering comfortable spaces for both everyday living and entertaining. The open-concept main living area seamlessly connects the bright and airy living room, dining area, and kitchen with expansive windows that frame panoramic views of the Sound The sparkling updated kitchen boasts quartz countertops, a breakfast bar, stainless steel appliances with a slider to a spacious deck overlooking the shoreline and private backyard. Also on the main level is a bedroom, a full bath and convenient laundry area. The upper level showcases 3 bedrooms, 2 full baths and hardwood flooring throughout. The 1st bedroom has a private balcony with water views, while the 2nd bedroom has a

Life at the beach is a year round vacation in the coveted community of Lordship. A charming yet spacious home has been part of one family's history for generations. This lovingly maintained and carefully updated home has almost 3200 SF and is considered to be 7 BRS by the town w/ 3.5 Baths. The perfect home for family and friends to gather! Upon entering this home you experience the best of beach living w/ the inviting LR w/ FP which leads into the DR both w/ bay windows flooding the rooms w/ natural sunlight. The kitchen w/ ample work areas, S/S appliances and granite countertops is adjacent to a sunroom which is perfect for enjoying casual dining w/ sliders overlooking the deck, gardens and inground pool. There is a spacious FR w/ sliders and direct access to the deck, pool and a conveniently located 1st floor laundry. An office/bedroom, full hall bath and a bedroom w/half bath completes the main level. The upper level has 4 spacious bedrooms and hall bath w/the 2nd laundry hook-up.

Filled with natural light and ideally positioned as a second floor end unit, this inviting ranch style condominium offers a spacious layout in one of Fairfield's most desirable communities. The living room is anchored by a wood burning fireplace and oversized windows, creating a warm and welcoming space that flows into the dining area, perfect for everyday living or entertaining. The eat in kitchen features stainless steel appliances, abundant cabinetry, a pantry, and plenty of room for casual dining. The primary suite offers a walk in closet, a private bath with whirlpool tub and separate shower, and access to a private balcony with pretty views. A generous second bedroom with balcony access provides space for guests, a home office, or both. An in unit laundry area, detached garage just steps away, and a large unfinished lower level offering exceptional storage or future expansion add to the home's appeal. Residents of Woodfield Village enjoy a clubhouse, pool, tennis and pickle ball

Don't miss out on this spacious 2 bedroom, 1.5 bath condo in Glenwood! This well-maintained home features a bright and spacious living room and dining area with sliders leading to a private patio. The eat-in kitchen offers new appliances, flooring and plenty of space for everyday dining. Upstairs, you'll find 2 generously sized bedrooms, including a primary bedroom with a walk-in closet. New carpeting and fresh paint throughout the unit provide a clean, move-in-ready feel. The basement offers endless possibilities for additional living space, a home office, gym, or storage. Major updates include a newer heating and air conditioning system installed in 2020 and all new electrical outlets and switches in 2026. Conveniently located with easy access to Sikorsky, Milford's shopping, dining, beaches, train station, and major highways, this condo combines comfort, space, and convenience in a desirable location

Rich with history, warmth, and timeless craftsmanship, this beautifully updated 1927 Tudor captures the heart from the moment you arrive. Bathed in natural light, every room tells a story, where graceful arched doorways, high ceilings, and thoughtful architectural details blend seamlessly with modern updates designed for today's lifestyle. Life unfolds effortlessly here. The eat-in kitchen, complete with a charming butler's pantry, is bright and spacious. Mornings begin with coffee in the sunroom. Friends gather around the wood-burning fireplace as conversations linger long into the evening. Dinners are enjoyed in the elegant dining room, while a seamless flow from room to room makes everyday moments feel just as special in spaces designed to connect, comfort, and inspire. Four gracious bedrooms, 2.5 updated baths and flexible living areas provide room to grow, work from home, entertain, and simply enjoy life's quieter moments. Step outside to a landscaped, fully fenced backyard where

Beautifully updated and impeccably maintained townhome in sought-after Woodfield Village. Hardwood floors throughout, an updated kitchen, and a cozy fireplace create warm and inviting living spaces, while beautiful seasonal sunrise and sunset views add to the home's appeal. Enjoy a private deck off the family room and a private balcony off the primary suite. Both bedrooms feature walk-in closets and updated ensuite baths, offering comfort and privacy. An attached two-car garage provides exceptional convenience. Woodfield Village residents enjoy beautifully landscaped grounds, a heated pool, clubhouse, tennis and pickleball courts, all just minutes from 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 condominium communities. NOTE: Back on market due solely to buyer's financial circumstances

Welcome to this custom 3 Bedroom, 3 Bath home offering exceptional living space, flexible accommodations, and a convenient location close to sandy beaches, Metro-North/New York City train service, and all major highways. The impressive open-concept is designed for both everyday living and entertaining. A dramatic Great Room with soaring cathedral ceilings serves as the heart of the home and features a spacious Living Room with fireplace, a generously sized Dining Room with French doors leading to a deck, and a seamless flow into the expansive Kitchen. The chef-friendly Kitchen is highlighted by granite countertops, stainless steel appliances, abundant cabinetry, and an oversized center island perfect for gatherings. Three main-level Bedrooms include an inviting Primary Suite with a private Full Bath and custom tile shower. A second beautifully appointed Full Bath features a jetted soaking tub, creating the perfect place to relax and unwind. Gleaming wood floors add warmth and character

Welcome to this charming Cape in Milford's desirable Rivercliff neighborhood! This move-in-ready home has the updates today's buyers are looking for. Recent improvements include central air, thermopane windows, 200-amp electrical service, a brand-new bathroom, and extensive landscaping that gives the property beautiful curb appeal. Inside, you'll find an open layout with a spacious living room, an updated kitchen, and a first-floor master bedroom. The partially finished lower level offers extra space for a home office, gym, playroom, or media room, plus plenty of storage. Enjoy one of the larger lots in the neighborhood, featuring a fully fenced backyard, fire pit, deck, and plenty of room to entertain, garden, or simply relax. Located just minutes from Milford's beaches, downtown shops and restaurants, the train station, parks, and major commuter routes, this home offers the perfect combination of comfort, convenience, and location. If you've been searching for an updated Cape with mo

247 Harborview Avenue, is quintesential Blaack Rock living. The home is exceptionally well-maintained in one of Black Rock's most desirable locations. Situated just steps from Harborview Market and minutes from St. Mary's By The Sea, Fairfield Avenue's restaurants, shops, this home offers the best of Black Rock living. The first floor features a warm and inviting open layout with hardwood floors, over 8-foot ceilings, abundant natural light, and plenty of original character. The house has a mix of old world character with stained glass windows and true craftsman millwork. Recent updates include the bathroom, recess lights, and new deck, and stone front walkway. In addition to three bedrooms on the second floor, a bonus room on the main level offers the flexibility to serve as a fourth bedroom, guest room, home office, or additional family room. A full bath on the main level adds to the home's versatility, with a second full bath located upstairs. The private backyard is ideal for relax

Incredible opportunity in the heart of Devon! This multi-family home offers two units in an unbeatable location. Close to restaurants, grocery stores, shopping and fitness centers, with easy access to I-95 and the beach. Both units feature gas ranges, in-unit washer/dryer, and neutral, move-in ready finishes that make this a standout for owners and tenants alike. Plus a detached two-car garage provides extra storage or parking. House hack by living in one unit while renting the other, or add this gem to your portfolio. Don't wait, schedule your showing today!

Welcome home to this lovely, sunny ranch located in the heart of Fairfield! A couple of minutes to the Merritt Parkway, you're on your way to NYC or New Haven. Close to Trumbull Mall, Black Rock Turnpike for all your shopping needs, golf course, parks, Lake Mohegan and Fairfield beaches are minutes away. This 4 bedrooms, 2 recently renovated bathrooms ranch is what you've been waiting for. Newer water heater and burner, newer granite countertops, stainless steel appliances in kitchen, recently painted walls, gleaming hardwood floors and more! Unfinished full basement waiting for your touch. Come see for yourself!

Discover exceptional space and everyday convenience in this expanded bungalow located in Milford's desirable Naugatuck Gardens neighborhood. Thoughtfully designed for comfortable living, this home offers four bedrooms, two full baths, and flexible spaces to fit a variety of lifestyles. The welcoming main level features a bright living area with an attached sun room, an impressive eat-in kitchen with all-new cabinetry and appliances, a first-floor bedroom, dedicated laundry room, and a full bath for added convenience. Upstairs, you'll find three spacious bedrooms with attractive new bamboo flooring and a second full bath featuring a luxurious jetted massage tub. Outside, enjoy a private backyard with a patio for entertaining or relaxing, along with the convenience of an attached garage. Ideally situated just minutes from I-95, shopping, restaurants, parks, and Milford's shoreline, this home combines generous living space, and a location that makes everyday commuting and recreation a bre

THANK YOU FOR YOUR STRONG INTEREST. PLEASE SUBMIT YOUR BEST OFFER BY MONDAY 7/13@2PM. Beautifully updated, this magazine-worthy Colonial showcases hardwood floors throughout and a thoughtfully designed layout ideal for both everyday living and entertaining. The well-appointed kitchen features stainless steel appliances and flows seamlessly into the dining room with a cozy fireplace, inviting living room, and chic den/home office. Upstairs, the spacious primary suite boasts a recently renovated ensuite bathroom, while three additional generously sized bedrooms offer ample closet space and flexibility for family or guests. The recently finished lower level adds valuable living space and includes a convenient half bath and wet bar, making it perfect for a recreation room, home gym, or media room. Step outside to your own private backyard oasis, thoughtfully redesigned with a custom patio featuring integrated lighting, a new hot tub (2026), privacy fence, irrigation system, and storage she

A beautifully refreshed home with classic New England charm that meets thoughtful modern upgrades. The moment you arrive, you're greeted by curated yard plantings, a freshly seeded, level, fenced backyard that invites everything from weekend gatherings to quiet mornings outdoors. Inside, the first floor opens up into a bright, open floor plan layout designed for how you actually live-connecting spaces seamlessly for both entertaining and daily comfort. Freshly painted throughout, the home feels crisp and move-in ready, while the updated kitchen shines with all new appliances and cabinetry. The living area is warm and welcoming, anchored by a cozy fireplace and complemented by a wet bar that makes hosting feel effortless. Upstairs, the primary suite offers a true retreat, featuring a spacious bathroom with a corner hot tub-your own private place to unwind at the end of the day. A beautifully newly refinished full bathroom on the main level adds both style and functionality for guests an

!ASSUMABLE 3% VA LOAN - APPROX. $468,000 BALANCE! A rare opportunity to secure a substantial portion of your financing at just 3% on this fully renovated Fairfield two-family! Current rents total $4,650/month and are believed to be below market, creating a compelling opportunity for owner-occupants and investors alike. Live in one unit and let the other help offset your housing costs or add a turnkey income-producing property to your portfolio. Completely renovated and thoughtfully updated from top to bottom, the home features a 1 bedroom, 1 bath first-floor apartment and a 3 bedroom, 1 bath apartment spanning the 2nd and 3rd floors. Both units offer updated kitchens with quartz countertops, custom white cabinetry, stainless steel appliances and designer tile backsplashes, along with renovated baths, crown molding, recessed lighting, updated flooring and neutral contemporary finishes. The upper unit includes flexible living space, a dedicated office/flex room and walk-in closet. Instan

Welcome home to this sunny end-unit condo offering the perfect blend of space, comfort, and convenience! This one-bedroom condo features a spacious living room, dining area, generously sized bedroom, Full Bathroom and an efficient kitchen designed for everyday living. Enjoy the convenience of an in-unit washer and dryer (approximately 3.5 years old) and a newer HVAC system (approximately 1.5 year old). Located in a pet-friendly community with a dog-walking path, this home is just minutes from Milford Center, beaches, restaurants, cafes, shopping, and offers easy access to I-95 and the Merritt Parkway-making commuting and enjoying the shoreline lifestyle effortless

HIGHEST and BEST OFFERS DUE WEDS, JULY 15@12PM. At 1146 Valley Rd, you can experience a picture-perfect lifestyle most people dream of. Positioned across from Horse Tavern Brook and the historic stone bridge, you'll feel transported to a storybook setting where nature surrounds you, yet shopping, dining and everyday conveniences are minutes away. High-end fixtures, energy-efficient upgrades create a move-in ready home that is both smart and stylish. In the kitchen, SS appliances complement the quartzite countertops and full backsplash, a unique feature not found in many homes; it also features farmhouse sink, custom cabinetry, 6-burner Thermador range, oversized island and bev cooler. The living room, anchored by a fireplace, dining room, sunroom, mudroom and half bath are steps away. On the second floor, the primary bedroom is stunning and cozy with a walk-in closet, shoe closet, and luxurious bath dressed in marble. 2 additional bedrooms and a full bath complete the second floor. The

Lovingly cared for 3 bedroom 1 and 1/2 bath split-level home. Vaulted ceilings throughout the main level. Livingroom with brick fireplace. Just a few steps up you will find 3 bedrooms also with hardwood floors and a full bath. The walkout lower level that leads to a screened porch and fenced in yard consists of an additional 2 finished rooms, half bath and laundry. Well planned landscaping with mature plantings and shed storage. The house is cooled by a 5-unit ductless CAC system. Hot water heater and furnace new in 2023. The roof was new in 2014

Welcome to 529 Burroughs Road! Situated on a spacious, level lot in a desirable Fairfield location, this well-maintained ranch offers the perfect blend of comfort, functionality, and flexible living space. The main level features three bedrooms, a full bathroom, hardwood floors, an oversized family room filled with natural light, a welcoming living room, and an updated eat-in kitchen with rich wood cabinetry, ample counter space, and stainless-steel appliances. Cooling throughout the house. The finished lower level expands the home's versatility with a fourth bedroom, a second full bathroom, a large recreation room ideal for a playroom, gym, media room, or additional living space, plus a separate office and abundant storage. A two-car garage provides convenience and additional functionality. Step outside to enjoy the large deck overlooking the expansive backyard-perfect for entertaining, outdoor dining, or simply relaxing in your private outdoor space. Complete with central air conditi

Welcome to this charming Cape in Fairfield's desirable Stratfield neighborhood, offering wonderful curb appeal and a convenient location close to everything Fairfield has to offer. The bright eat-in kitchen features granite countertops, stainless steel appliances, and ample cabinet space. The inviting living room showcases gleaming hardwood floors, a cozy fireplace, and crown moldings. The main level includes a spacious primary bedroom, a full bath with a tub and shower accented by white Carrara marble floors, and a second bedroom perfect for guests, a home office, or a den. The upper level features two generously sized bedrooms and a convenient half bath. The unfinished lower level offers excellent storage, a laundry area, and has been fully waterproofed by Connecticut Basement Systems with an integrated dehumidifier. Additional highlights include central air conditioning on the main level and a detached garage/shed ideal for storage, a workshop, hobbies, or a home gym. This is a fant

A refined coastal retreat in the heart of Lordship-just steps from the shoreline and moments from the beach. Built in 2006 and thoughtfully designed for both elegance and ease, this 2,300 sq ft Colonial offers a light-filled interior with timeless finishes and elevated comfort throughout. Sun-drenched living spaces are complemented by rich hardwood floors and a classic fireplace, creating a warm yet sophisticated atmosphere ideal for both everyday living and entertaining. The home features three generously scaled bedrooms, including a spacious primary suite, along with 2.5 beautifully appointed baths. Each room is designed to maximize space, light, and flow-delivering a sense of openness rarely found in coastal properties. Set on a professionally landscaped lot, the property is complete with a two-car attached garage and curated outdoor space that invites relaxation just moments from the water. Experience the luxury of coastal living in one of Stratford's most desirable waterfront encl

Welcome to this exceptional fully reimagined home at 101 Applegate Road, perfectly set on a quiet, walkable horseshoe street just off Fairfield Woods Road in one of Fairfield's most desirable neighborhoods. This thoughtfully designed 4-bedroom, 3 full and 1 half bath home blends timeless style with modern functionality, offering the ideal layout for today's lifestyle. Step inside to a bright, open floor plan featuring gleaming hardwood floors and high-end finishes throughout. The heart of the home is a stunning, designer kitchen with premium appliances, custom cabinetry, and a spacious island-perfect for everyday living and effortless entertaining. The kitchen flows seamlessly into the main living and dining areas, creating a warm and inviting atmosphere. Upstairs, the primary suite offers a private retreat with a beautifully appointed bath and generous closet space, while three additional bedrooms provide flexibility for family, guests, or a home office. Every detail has been carefull

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