Homes for Sale near Roger Ludlowe Middle School

Situated on 2 manicured acres in Southport and surrounded by multi-million-dollar estates, this gated, European-inspired country home blends timeless charm with modern elegance. A white-pebble drive, stone walls, and sweeping lawns with mature trees create a private estate feel. Inside, the home balances warmth with sophistication. Offering 3 bedrooms on the main level and a 4th bedroom option in

Ken Banks William Raveis Real Estate

An incredible waterside opportunity awaits! Not one, but TWO fantastic beach area homes are offered! With their direct waterfront locations (1235 - beachfront/LI Sound; 1236 - canal side), both homes have amazing water views, beach access and a convenient, fantastic location all in one! Both homes also offer excellent investment/rental opportunities. #1235 is rented for the 2025-'26 & '26-'27

John Foran Compass Connecticut, LLC

Tucked away on a serene street in the heart of Southport, this 4-bedroom, 4-bath Colonial invites you to experience the perfect balance of elegance, comfort, and privacy. From the moment you arrive, the home's setting feels special - an expansive property framed by mature trees, offering a sense of peace and seclusion. Step inside, and natural light floods the main level, where formal living and

Elizabeth Tritschler William Raveis Real Estate

Under construction now!!!Enjoy the beach life year round at this perfect walk everywhere location .. just steps to Jennings Beach, Sand Castle Park and the Fairfield Marina. Located on a quiet cul-de-sac with privacy. 2400 sq feet on 3 levels, 3 bedrooms on 2nd level, plus additional bonus room/bedroom on 3rd level and deck. Additional sq footage in the loggia area underneath structure and room

Bette Gigliotti William Raveis Real Estate

Welcome to the pinnacle of luxury coastal living at 1008 Fairfield Beach Road- where modern luxury meets coastal elegance. Presented by one of Fairfield County's premier celebrity developers, this extraordinary new construction beach home offers an unparalleled lifestyle with panoramic, unobstructed views of the Long Island Sound with jaw-dropping sunsets. Stand out in the neighborhood with one

Valerie Alvarez Higgins Group Real Estate

Welcome to Turning Point at Pine Creek, where the coastline bends to a point creating some of the most magnificent side-to-side sweeping views the Gold Coast has to offer. This very special beachfront site will offer Connecticut Home's latest architectural masterpiece. A 4000sf state of the art custom build with ultra high-end finishes which will no doubt be one of CT's most remarkable coastline

Basil Amso RE/MAX Right Choice

Cast one's eyes upon this special setting and you're instantly reminded of Mark Twain's quote... "Buy land, they're not making it anymore!" Picture perfect, sanctuary view, expansive level lawn, located in the heart of Fairfield. Magnificent new home built by one of the towns most prominent tradesman. Architecturally stunning turreted and stone enhanced Colonial design. Gracious open floor plan

Tom Preston Keller Williams Realty

Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

Andrew Whiteley Brown Harris Stevens

Approximately 4,000 square feet townhouse feels like a single family home with thoughtfully designed living space and featuring four bedrooms, four en-suite bathrooms, and two half baths, and private elevator. This residence offers ample room to accommodate a variety of household needs. The primary suite boasts a luxurious en-suite bathroom with a dual vanity, walk-in shower, soaking tub, and

Sara Santos Coldwell Banker Realty

Beautiful, Move-In Ready 3-Level Townhome in the Heart of Downtown Fairfield. Discover a rare opportunity to own a sun-filled, impeccably maintained townhome in one of Fairfield's most desirable downtown locations-just moments from the train, shops, restaurants, beaches, and top-rated schools. With low HOA fees and low-maintenance living, this home blends convenience, comfort, and style. The main

David Harmuth Coldwell Banker Realty

In the heart of Greenfield Hill proper at the top of Bronson Road, this special and truly unique estate offers a rare opportunity in one of Fairfield's most coveted locations. Set on more than two acres of beautifully landscaped grounds with distant views of Long Island Sound, the property reflects timeless elegance and a sense of place that is hard to replicate today. Across from a distinguished

Tara Hawley Coldwell Banker Realty

Fantastic in-town opportunity for builders and investors! On a tree lined street with the French bakery on the corner, this 2-family home is just 2 blocks to downtown Fairfield and the train and close to all 5 beaches! This 2-family home has been brought down to the studs inside and offers a blank canvas to bring your ideas to life. Currently setup as a 2-family, there are options to keep it a

Carrie Sakey Coldwell Banker Realty

Luxury end-unit 3 bedroom / 3.5 bath townhouse in downtown Fairfield! This home offers a private 4-story in-unit elevator, attached 2-car garage, 2 primary suite options, 9+ foot ceilings, walk-in closets, abundant natural light, and more. The main level features a chef's kitchen with island seating, quartz countertops, Thermador appliances, and a pantry. The kitchen opens to a spacious great

Carrie Sakey Coldwell Banker Realty

This new Construction exceptional coastal residence offers a rare blend of timeless design and modern finishes, just moments from the beach. Located in one of Fairfield's most sought-after neighborhoods, this home provides the perfect balance of style, comfort, and convenience. Featuring four spacious bedrooms and three-and-a-half bathrooms, the thoughtfully designed layout is ideal for everyday

Jason Saphire www.HomeZu.com

Newly Renovated Colonial in Prime Southport Location. Beautifully updated colonial offering modern comfort and timeless style. Featuring a stunning new custom kitchen with a large center island, professional Thermador appliances, and separate butlers pantry, this home is perfect for both everyday living and entertaining. The open floor plan is filled with natural light and has 9ft ceilings

Basil Amso RE/MAX Right Choice

This luxury End unit new construction townhouse with over 4,400 square feet offers an exceptional living experience with a spacious and thoughtfully designed layout. Undeniably the best location in the entire complex with a private patio and yard. Upon entering, you'll notice the 7" white oak flooring, wide hallways, and modern fixtures. The home features four generously sized bedrooms, An

Sara Santos Coldwell Banker Realty

Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7 bedrooms, 5 baths, library with

Helene Salerno Preoh, LLC

Imagine starting each day with breathtaking sunrises over the water, the salty breeze on your face, and your toes in the sand. This magnificent custom-built waterfront estate offers 126 feet of direct beachfront along Fairfield's highly sought-after South Pine Creek Beach Area. Perfectly situated on nearly an acre of property, this stately Federal Colonial was custom built in 2005 and showcases

Melissa Montagno Higgins Group Real Estate

Nestled in a serene, beautifully landscaped community, this gracious townhouse at Pine Ridge offers the perfect blend of privacy and lifestyle. Set around a center green and gazebo, it creates a tranquil and inviting atmosphere. Located within a short walk to the beach, par 3 golf and tennis center. The bright and spacious living room, perfect for entertaining, has nine foot ceilings, a

Harriet Stone William Pitt Sotheby's Int'l

Welcome to 260 Willow Street-where timeless design meets modern luxury. Thoughtfully reimagined and meticulously executed, this exceptional Southport Village residence embodies architectural refinement and effortless elegance. Renowned architect Christopher Pagliaro's philosophy of "addition by subtraction" is evident throughout, resulting in a home that is both sophisticated and serene. Every

Elizabeth Tritschler William Raveis Real Estate

OPPORTUNITY KNOCKS TWICE - A unique investment awaits with the only two-family home on the Fairfield Beach Road Peninsula featuring private beach access. This fully furnished property offers excellent rental income during the academic season and serves as a relaxing summer retreat for owners-or an additional rental opportunity. Unit 2142 is a spacious four-bedroom residence, each room furnished

Michael Menillo Collage Realty

This is the iconic property everyone is talking about! Introducing an extraordinary new custom residence set in the beloved estate area of Upper Southport near private equestrian facilities and public trails, beaches, restaurants, train, and shopping. Masterfully designed and customized to YOUR every whim with exquisite main house, separate party barn and/or guest house, pool with spa, tennis

Jaclyn Picarillo Higgins Group Bedford Square

Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7 bedrooms, 5 baths, library with

Helene Salerno Preoh, LLC

New Construction! Beautiful Beach area home to be built on a double cul de sac by one of Fairfield's premier builders. Just over 3000 sq ft on three levels with 4 bedrooms, 4.5 bathrooms and a finished 3rd floor. Open concept kitchen and family room as well as a formal dining room and living room to finish off the first floor. Exceptional finishes and fine craftsmanship throughout the house.

Dawn Gitman William Raveis Real Estate

Extremely rare opportunity to own a side-by-side, Colonial style duplex with over 4400sqft in total and 10 bedrooms-in the heart of the Fairfield beach area. The home is currently rented each academic year through May 2028. Cap spreadsheet is in attachments, illustrating the very positive income flow. Academic rental $19,000-$21,000 per month for entire house. Converting to a 10-month lease after

Jessica Walsh William Raveis Real Estate

Welcome to 783 Reef Road, a beautifully crafted home in the highly desirable Penfield Beach area of Fairfield. This elegant residence combines refined design with modern comfort, offering four bedrooms, four and a half bathrooms, and approximately 3,620 square feet of interior living space and an additional nearly 1,400 square feet of basement storage space. Inside, the foyer opens to a layout

Daniel Durante Criterion Real Estate LLC

The house that dreams are made of-nestled in a walkable community near beach, quaint town center and train. Brand-new construction set for completion this year offers a seamless blend of understated elegance & coastal vibe. Fabulous 1st floor open floor plan features 9' ceilings and all generous size rooms: an inviting foyer, private mudroom, gourmet kitchen with 8' Quartz Island for

Alice Dizenzo Berkshire Hathaway NE Prop.

Nestled on a level lot at the end of a peaceful cul-de-sac, this exceptional 5-bedroom, 5-bathroom home offers three levels of thoughtfully designed luxury living. With high-end finishes throughout, this residence perfectly balances modern elegance with everyday comfort. Step inside to discover a first floor featuring a spacious bedroom/offcie and full bath ideal for guests or multigenerational

Anthony Fabrizio Coldwell Banker Realty

Beautiful, Move-In Ready 3-Level Townhome in the Heart of Downtown Fairfield. Discover a rare opportunity to own a sun-filled, impeccably maintained townhome in one of Fairfield's most desirable downtown locations-just moments from the train, shops, restaurants, beaches, and top-rated schools. With low HOA fees and low-maintenance living, this home blends convenience, comfort, and style. The main

David Harmuth Coldwell Banker Realty