Beach Homes with Roger Sherman Elementary school

Beach Homes with Roger Sherman Elementary school

Welcome to the picturesque community of Fairfield, Connecticut, where coastal charm meets suburban serenity. Nestled along the beautiful shores of Long Island Sound, the Beach neighborhood is a hidden gem that perfectly combines the allure of seaside living with the conveniences of modern life. With its sandy beaches, vibrant parks, and welcoming atmosphere, this area is ideal for families, retirees, and everyone in between.

One of the standout features of the Beach neighborhood is its proximity to Roger Sherman Elementary School, making it an excellent choice for families with young children. This highly-rated school is known for its dedicated staff, engaging curriculum, and strong sense of community, ensuring that your little ones receive a top-notch education just a stone's throw away from home.

The Beach area boasts a diverse selection of homes, from charming beach cottages to modern single-family residences, all designed to capture the essence of coastal living. Many properties offer stunning views of the water and easy access to local parks, playgrounds, and recreational activities. Imagine spending your weekends strolling along the shoreline, enjoying picnics in the park, or participating in community events that bring neighbors together.

With its friendly atmosphere, excellent school options, and breathtaking natural beauty, the Beach neighborhood in Fairfield, CT, is not just a place to live; it’s a lifestyle. Discover the perfect home for you and your family in this idyllic coastal community, where every day feels like a vacation. Embrace the charm of Beach and create lasting memories in a neighborhood that truly feels like home.

Newest Beach Homes with Roger Sherman Elementary school

121 Old Post Rd, Fairfield
$1,495,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24215183 MLS
Classic charm meets modern living in this beautifully renovated home, completely transformed down to the studs in 2018. Thoughtfully designed with an open, flexible floor plan, stylish finishes, and custom details throughout, this home offers the perfect blend of character and functionality. An inviting foyer welcomes you into the spacious main level, featuring a living room with a gas fireplace and wood shiplap detailing that flows seamlessly into the dining area and stunning kitchen. Highlights include quartz countertops, a breakfast bar, center island with storage, stainless steel KitchenAid appliances, and a custom built-in dining nook. A versatile office/playroom and powder room complete the first floor. Upstairs, you'll find three bedrooms, including a beautiful primary suite with two walk-in closets and a luxurious bathroom featuring an oversized shower. The finished third floor offers flexible space for a fourth bedroom, bonus room, or home office. The lower level provides dedicated laundry and gym areas. Outside, enjoy a private backyard retreat with a paver patio, whole-yard irrigation, and plenty of space for entertaining and relaxation. A wonderful combination of timeless appeal, thoughtful updates, and effortless everyday living!

121 Old Post Rd, Fairfield
126 Dwight St, Fairfield
$1,225,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24209843 MLS
A lifestyle so good, you will have to pinch yourself. Ideally situated at the end of a quiet cul-de-sac in the heart of Fairfield, this oversized .37-acre property offers a rare combination of in-town convenience, privacy & potential. Just minutes from downtown, shopping, beaches, golf, dining & train, you can enjoy effortless access to everything that makes Fairfield such a sought-after place to call home. This center hall Colonial offers a versatile floor plan with endless possibilities to personalize, expand & create your own space. The main level features hardwood floors, abundant windows filling the home with natural light, a first-floor bedroom & full bath, formal living & dining rooms, a kitchen & an amazing great room with cathedral ceilings overlooking the beautifully landscaped, fenced grounds with INGROUND POOL. Upstairs, 3 generously sized bedrooms & 2 full baths provide a comfortable living space with great flow. Additionally, the pull-down attic presents possibility for future expansion, including additional finished space or an area to create a new primary suite. The full, dry basement offers even more flexibility for future finished space & storage. Once outdoors, the fully fenced backyard is a private retreat, with professional landscaping framing the in-ground pool & plenty of additional front & side yard space to enjoy. Owner has plans for primary suite addition on 2nd floor over the existing Great Room. A perfect location walkable to town and beach.

126 Dwight St, Fairfield
67 Craig Ct, Fairfield
$2,300,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24213049 MLS
Welcome to the Fairfield Beach lifestyle, where spectacular sunrises, coastal breezes and days by the water are part of everyday living. Just steps from the beach, this inviting coastal home offers four levels of spacious living, with views of Long Island Sound from three levels. Enjoy morning coffee or leisurely lunches on the covered porch overlooking the water, or spend evenings in the private, fenced backyard with expanded stone patio and low-maintenance landscaping. The main level features an open kitchen with chef-grade appliances, spacious dining area and inviting living room with fireplace and French doors to the porch. The second level offers an expansive primary suite with fireplace, walk-in closet, private deck overlooking the Sound and spa-like bath with soaking tub and separate shower, plus a second ensuite bedroom. The third level features two additional bedrooms and a full bath. A versatile garage space with glass overhead door expands possibilities for entertaining, recreation or fitness. Recent improvements include interior and exterior painting, refinished wood floors and updated lighting. Enjoy nearby South Benson Marina, beachside recreation and easy access to downtown Fairfield's shops, restaurants, Metro-North and more.

67 Craig Ct, Fairfield
11 Oldfield Dr, Fairfield
$1,150,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24209127 MLS
11 Oldfield Drive offers the rare combination of neighborhood charm, a turnkey home, and an exceptional in-town location. Set on a quiet cul-de-sac, this classic Cape features approximately 2,000 square feet of finished living space with four true bedrooms, two full baths, and a finished lower level offering valuable flexibility for a home office, playroom, gym, or additional living space. The bright white kitchen is equipped with Viking appliances and opens to the inviting living room, anchored by a wood-burning fireplace. Outside, the fenced yard is designed for easy everyday living and entertaining, with a dining patio, mature arborvitaes providing privacy, and a classic white picket fence framing the front of the property. Best of all is the location: tucked away on a peaceful street while still within an easy walk of town, the train, and beaches. Move-in ready and ideally situated, 11 Oldfield Drive is a wonderful opportunity to enjoy the best of Fairfield living.

11 Oldfield Dr, Fairfield
1859 Fairfield Beach Rd, Fairfield
$6,499,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24207566 MLS
A rare and extraordinary Long Island Sound waterfront estate, offering over half an acre and nearly 100 feet of direct beach frontage across two parcels (1845 & 1859 Ffld Bch Rd). Set along one of Fairfield's most coveted stretches of shoreline, this exceptional property presents a unique opportunity to create a private coastal compound with an abundance of space, water access, and privacy. The expansive 0.55-acre property features a gracious main residence with an airy second floor offering three bedrooms and a bonus room, along with an additional 748 sq ft on the third floor, creating the potential for sweeping Long Island Sound views. The main residence is complemented by a private in-ground pool and a separate two-car garage. Across the property, a creekside boathouse offers an extraordinary additional dimension, featuring a finished studio apartment, a second two-car garage, and a private dock with creek access. A beautifully manicured, fenced-in grassy lot provides an exceptional sense of privacy and offers generous space for outdoor entertaining, recreation, or exploring future possibilities. With its combination of expansive grounds, direct beach frontage, private dock, pool, two separate two-car garages, and versatile additional living space, this is an exceptionally rare waterfront offering. Buyer to perform their own due diligence with the Town of Fairfield regarding all building, renovation, zoning, and waterfront development possibilities.

1859 Fairfield Beach Rd, Fairfield
738 Rowland Rd, Fairfield
$1,675,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24200231 MLS
Barely a block from Fairfield Beach this stylish beach house offers bright, designer-chic living with year-round marsh views. The open main level features hardwood floors, a light-filled living area, and a Nantucket-style kitchen with a quartz island and stainless steel appliances. The adjacent dining room leads through French doors to an expanded Trex deck overlooking the marsh. Upstairs, the primary suite boasts a walk-in closet, serene views, and a renovated ensuite bath, alongside two additional bedrooms, a updated full bath, and dedicated laundry. A lower-level mudroom connects to the attached two-car garage and a carved out office space. Highlights include a firepit, outdoor shower, and key upgrades like a new roof, windows, and deck-all just minutes from downtown Fairfield's dining, shops, and train. Gated Beach access awaits you just steps from the house.

738 Rowland Rd, Fairfield
415 Old Post Rd, Fairfield
$3,975,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24206348 MLS
Over an acre to yourself. The best of Fairfield within reach. In the heart of downtown Fairfield and the beach area, 415 Old Post Road offers something almost impossible to find: land and privacy to create a generational estate, with the life of a coastal town just beyond your gate. Only a handful of properties in the Sherman School district offer this. Fewer still could tell this story. The family who built this Italianate Victorian stayed for more than a century. Stand beneath its soaring ceilings, admire the craftsmanship, then step onto the screened-in porch. You begin to understand. Trees surround you. Church bells carry through the air. It feels like your own park. Yet the beach, schools, restaurants, shops and train are all within walking distance. For the current owners, that has meant children walking home from school with friends. Thanksgiving dinners for twenty. Additional bedroom options for overnight guests. Winter evenings around the parlor fire. A front porch filled with friends as the Memorial Day parade passes by. There is room here for the life you have imagined. Explore the possibilities for a pool, tennis court and gardens. Create a place where everyone gathers now-and where the next generation will want to return. Historic architecture. Meticulously maintained, thoughtfully updated and in pristine condition. A once-in-a-lifetime opportunity. Come discover what makes this place so hard to leave-and imagine what the next 50 years could look like.

415 Old Post Rd, Fairfield
1149 Fairfield Beach Rd, Fairfield
$4,500,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24200980 MLS
TOES IN THE SAND & SUMMER EVERY DAY. There are waterfront homes-& then there are homes where the water becomes part of everyday life. Welcome to 1149 Fairfield Beach Road, a truly special direct beachfront home appprox 60+/- min from NYC. Thoughtfully designed by a builder for his own family, with an emphasis on capturing the extraordinary waterfront setting. Walls of windows fill the open living spaces w natural light and capture spectacular water views. Directly outside main-level family room w/no steps to the patio, is your own beach. Three of 4 waterfront bedrooms open to a wraparound deck, giving each its own connection to the water while creating private spaces. Wake to sun-filled rooms & end the day to the sound of waves. An impressive Great Room @ the mezzanine level is an inspiring addn'l gathering space that features 12' ceilings w skylights. Kitchen, bathrooms & laundry room updated in 2025. Rare garaged & off street parking for 10 Cars! An unfinished 3rd floor w private balcony offers potential for future 1,000+/- additional SF. Also Includes: Private STUDIO APARTMENT updated(2022) & awesome! Perfect for guests/extended family/home office or summer overflow just steps over @1148. Mins. to Schools, TOWN & TRAIN! ENJOY DIRECT BEACHFRONT living while being minutes from Downtown Fairfield, popular farmers market, outdoor & indoor concerts, restaurants w/ great outdoor seating, shoppes, movies, town events & the best of what Fairfield has to offer

1149 Fairfield Beach Rd, Fairfield
134 Shoreham Village Dr, Fairfield
$935,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194794 MLS
Water Views! Unforgettable sunsets and a front-row seat to Fairfield's Fourth of July fireworks-this is the Fairfield Beach community lifestyle! Designed for everyday living and effortless entertaining, this move-in-ready two-bedroom home offers an inviting flow from the living and dining rooms to the newly renovated sunroom and spacious, newly refurbished AZEK deck. Whether hosting summer gatherings, dining outdoors or simply unwinding by the water, the views provide a spectacular backdrop. The backyard extends the entertaining space with an inviting open-air pea-gravel patio and portable fire pit-perfect for gathering with friends and family on summer evenings. The kitchen features stainless-steel appliances, while the finished lower level provides flexible living space, a full bath, laundry area and direct access to the two-car garage. A recent property survey is available, and the property offers exciting potential for a second-floor expansion and an additional structure, subject to all applicable zoning, building, flood-management and municipal approvals. Enjoy easy access to Fairfield Beaches, Ash Creek Open Space trails, Fairfield Marina, neighborhood restaurants and Whole Foods. Ideally situated between Fairfield's two train stations with convenient access to I-95, this special home brings together water views, entertaining and everyday convenience in one remarkable location.

134 Shoreham Village Dr, Fairfield
110 Judson Rd, Fairfield
$3,695,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24193922 MLS
Nestled on one of Fairfield Beach's most coveted streets, this exceptional new construction blends timeless coastal architecture with sophisticated design in a location that's simply hard to duplicate. Just moments from the beach, town, train, schools, and parks, 110 Judson offers the rare convenience today's buyers seek without sacrificing privacy or tranquility. Thoughtfully positioned at a higher elevation, the home enjoys FEMA compliance with fewer stairs to the main living level than many neighboring properties. Sunlight pours through oversized windows, illuminating beautifully proportioned living spaces designed for both everyday comfort and effortless entertaining. The stunning chef's kitchen opens seamlessly to inviting gathering spaces and out to a private backyard featuring a spacious patio, outdoor fireplace, mature landscaping, and room for a pool. The flexible floor plan lives as four bedrooms, with a private third-floor suite and adjacent full bath offering an ideal extra bedroom, guest retreat, office or bonus space. Thoughtful features, including a full-house generator, provide an added layer of comfort and confidence, allowing the home to perform as beautifully as it lives. Adjacent to the coveted Sunnieholme neighborhood, this is a rare opportunity to own a beautifully crafted home in one of Fairfield's most desirable beachside locations, where coastal living, convenience, and enduring quality come together.

110 Judson Rd, Fairfield
2268 Fairfield Beach Rd, Fairfield
$5,499,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24194198 MLS
Experience the pinnacle of coastal luxury at this extraordinary waterfront builder's own residence on prestigious Fairfield Beach Road. Designed with uncompromising craftsmanship and impeccable attention to detail, this one-of-a-kind modern masterpiece offers the ultimate waterfront lifestyle with a private sandy beach and your own private dock. Showcasing over-the-top custom finishes throughout, featuring soaring ceilings, walls of glass that frame breathtaking water views, and an open, light-filled floor plan designed for both grand entertaining and everyday living. Offering five spacious bedrooms and five beautifully appointed bathrooms. At the heart of the home, the designer kitchen seamlessly flows into expansive living and dining areas, all oriented to capture the stunning waterfront setting. Outdoor living is equally spectacular. A 1,500-square-foot rooftop deck provides an unparalleled entertaining space with panoramic water views, while the resort-style outdoor amenities include a built-in outdoor kitchen, pizza oven, cooling station, and an outdoor shower-perfect after a day on your private beach or out on the water from your dock. This is a rare opportunity to own a truly exceptional waterfront residence where cutting-edge architecture, unrivaled craftsmanship, and an unmatched Fairfield Beach l

2268 Fairfield Beach Rd, Fairfield
372 Rowland Rd, Fairfield
$2,770,000
ACTIVE Status ⋅ 24175450 MLS
A Rare Opportunity in Fairfield's Most Coveted Neighborhood. As rare as a Ferrari Pininfarina Sergio or a Patek Philippe Sky Moon Tourbillon-each valued around $3 million- 372 Rowland Rd is a once-in-lifetime offering in Fairfield's Beach Area, combining unmatched location, size and potential. This exceptional 1.2-acre parcel, which has had only 1 owner, is ideally situated between vibrant Fairfield Town Center and the quiet exclusivity of Rowland Rd's private beach-w/ Penfield Beach just steps away. A pleasurable walk connects you to the train station, town hall, library, marina, shopping, fabulous restaurants, several beaches and Roger Sherman School. Enjoy the simple pleasure of walking to school. Boasting a prime southwestern exposure, this is the largest, fully developable parcel south of the Old Post Rd. This is a setting that could support an extraordinary 7,000+sq. ft. custom home with a separate 4-car garage, pool, pool house, tennis/pickleball court or party barn/studio. A private gated entrance would crown this future estate . For comparison, homes in the Beach Area-one of Fairfield's most desirable neighborhoods have sold in the millions of dollars, typically on 1/4-acre lot with limited flexibility. This property's scale and freedom are virtually unparalleled, an ideal setting for an architectural significant family compound. This is a blank canvas for a world class lifestyle - where design, leisure and privacy converge (continued).

372 Rowland Rd, Fairfield
Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!