33

Homes for Sale near Roger Ludlowe Middle School

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  • /26

    $2,400,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 6 Baths
    • 5,540 Sq Ft

    230 Winton Rd, Fairfield, CT 06824

    Located in highly sought-after WINTON PARK, this property features an in-ground POOL, fenced rear yard, stone walls and stone drive flanked by flowering pear trees, culminating in a front courtyard. Winton Park is a private assoc with one-plus acre zoning within walking distance of charming downtown Fairfield. Just a short walk to the train, schools, shopping and dining. Bike to the beach! Built

    Denise Walsh William Raveis Real Estate

    230 Winton Rd, Fairfield, CT 06824
  • /40

    $1,849,000 Open Sun 12PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 2,770 Sq Ft

    430 Edward St, Fairfield, CT 06824

    One block to private beach access! This picture perfect home, located in the heart of the Fairfield beach area is everything you need ~ 9 rooms, 4 bedrooms, 3.5 bathrooms, almost 3000 SF of living space & situated on a .23 acre corner lot. Walk, scooter or bike to beaches, town marina, downtown shops/restaurants, MetroNorth train station, parks, schools! Enter through the large covered porch,

    Christi McEldowney William Raveis Real Estate

    430 Edward St, Fairfield, CT 06824
  • /40

    $1,850,000 Open Sun 12PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 3,164 Sq Ft

    416 Old Mill Rd, Fairfield, CT 06824

    This home is not to be missed! Torn Down & Rebuilt ... in the coveted Sturges Neighborhood...A short walk to Perry's Mill Pond & Mill Hollow Park. Natural light abounds as you enter 416 Old Mill..The Black Pella Windows set against classic White Clapboard siding is simply beautiful, a true design statement.... This upscale home has refined finishes including Character Oak Wood floors throughout

    Jane Broder Camelot Real Estate

    416 Old Mill Rd, Fairfield, CT 06824
  • /40

    $2,299,000

    • 4 Beds
    • 5 Baths
    • 3,031 Sq Ft

    347 Lalley Blvd, Fairfield, CT 06824

    Not your typical beach house! This fresh and sophisticated 4-bedroom, 5-bath, FEMA-compliant home showcases extraordinary craftsmanship and style. From the functional open floor plan to the carefully selected fixtures, this home was designed for those who expect the very best in quality, design, finishes, and lifestyle. The first floor features a stunning custom kitchen and great room with a gas

    Carrie Sakey Coldwell Banker Realty

    347 Lalley Blvd, Fairfield, CT 06824
  • /39

    $1,999,000

    • 5 Beds
    • 3.5 Baths
    • 3,136 Sq Ft

    257 James St, Fairfield, CT 06824

    Amazing opportunity to own a beautiful home in this premier & beloved beachside neighborhood. Natural light flooded throughout & custom finishes all combine to make 257 James Street a rare find! Designed w/ 3 spacious levels of living PLUS a gorgeous loggia, this 5 bedroom, 3.5 bath home is a true standout. The open concept main level is centered around the Chef's eat-in kitchen w/

    Jackie Davis William Raveis Real Estate

    257 James St, Fairfield, CT 06824
  • /37

    $3,800,000 Open Sun 1PM - 4PM

    • 5 Beds
    • 4.5 Baths
    • 4,143 Sq Ft

    411 Birch Rd, Fairfield, CT 06824

    This sophisticated and modern beach home offers breathtaking water views and luxurious amenities just steps from the shore. Designed for ultimate comfort and style, this approximately 4,500 sq. ft. residence features an open floor plan, five spacious bedrooms, four and a half baths, and four fireplaces. An elevator provides seamless access to all four levels, while multiple balconies, a newly

    Karen Cross William Raveis Real Estate

    411 Birch Rd, Fairfield, CT 06824
  • /37

    $3,649,000

    • 6 Beds
    • 5 Baths
    • 3,961 Sq Ft

    320 Pine Creek Ave, Fairfield, CT 06824

    Direct Waterfront Home with Separate 2BR Cottage, LI Sound views, large dock and spectacular sunsets. #320 (Main House) is 3129 sf, 100 percent FEMA compliant and was completely renovated in 2018. This perfect beach home is a light filled 4BR/4Bath, waterfront dream with direct access to both the LI Sound and Pine Creek. Expansive windows and open floor plan allow natural light to flow seamlessly

    Deirdre Andreoli Compass Connecticut, LLC

    320 Pine Creek Ave, Fairfield, CT 06824
  • /40

    $3,450,000 Open Sun 1PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 3,774 Sq Ft

    40 Fairfield Beach Rd, Fairfield, CT 06824

    Gorgeous coastal retreat w/ Long Island Sound views, stunning sunrises & steps to miles of sandy beaches - Welcome Home to 40 Fairfield Beach Road. An incredible location combined w/ a designer home meticulously renovated & completed in 2025. Every detail in this custom home was thoughtfully planned & executed. The homeowner spared no expense in creating a 10 room magazine worthy home. The new

    Jackie Davis William Raveis Real Estate

    40 Fairfield Beach Rd, Fairfield, CT 06824
  • /40

    $1,899,000

    • 4 Beds
    • 3.5 Baths
    • 3,446 Sq Ft

    160 Old Dam Rd, Fairfield, CT 06824

    Rare find: Total privacy and large flat .33 acre in quiet Pine Creek beach area! This spacious colonial has a newly painted and refreshed interior. A generous entry hall welcomes all to a sunny sitting room/library and a large formal DR with gorgeous coffered ceiling, transom windows and French doors. The quartz kitchen forms the heart of the home with its inviting breakfast bar, professional

    Nancy Thorne Berkshire Hathaway NE Prop.

    160 Old Dam Rd, Fairfield, CT 06824
  • /35

    $4,300,000

    • 7 Beds
    • 5 Baths
    • 6,000 Sq Ft

    378 Penfield Rd, Fairfield, CT 06824

    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

    378 Penfield Rd, Fairfield, CT 06824
  • /37

    $4,300,000

    • 7 Beds
    • 5.5 Baths
    • 6,000 Sq Ft

    394 Penfield Rd, Fairfield, CT 06824

    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

    394 Penfield Rd, Fairfield, CT 06824
  • /15

    $1,899,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,521 Sq Ft

    1369 S Pine Creek Rd, Fairfield, CT 06824

    Discover the epitome of coastal living with this stunning, luxury NEW CONSTRUCTION beach home which will be completed in July/Aug 2025. Just 250 feet from a serene neighborhood beach, this FEMA-compliant new home offers peace of mind w/ quality construction & upscale design. Featuring 4 beds, 2.5 baths & an open floor plan, this home is perfect for relaxation & entertaining. Revel in the water

    Veronica Monahan Compass Connecticut, LLC

    1369 S Pine Creek Rd, Fairfield, CT 06824
  • /31

    $1,320,000

    • 3 Beds
    • 2 Baths
    • 1,105 Sq Ft

    1240 Fairfield Beach Rd, Fairfield, CT 06824

    Welcome to Your Renovated Coastal Retreat Step into effortless coastal living in this beautifully renovated beach house, where an open-concept floor plan offers a relaxed and breezy lifestyle. Just off the kitchen, a spacious three-season screened porch addition built in 2023 provides a seamless transition from indoor comfort to outdoor serenity-perfect for entertaining or unwinding after a day

    Helen Cusa Brown Harris Stevens

    1240 Fairfield Beach Rd, Fairfield, CT 06824
  • /39

    $840,000 Open Sun 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft

    41 Ludlowe Rd, Fairfield, CT 06824

    Thank you for your interest in 41 Ludlowe. We are asking for all offers, highest and best by Monday 4/28, 12 noon. WALK TO TRAIN & DOWNTOWN!!!! COMMUTERS DREAM!! (Really! 1 min walk!) Sunny and Bright Colonial in lovely Ludlowe Park Neighborhood, all on a Cul-de-sac, with it's own private green/park. 3 Bedrooms, 2 Full Baths. Front to back Living room with Fireplace. Kitchen with lots or

    Terry Keegan Fairfield County Real Estate

    41 Ludlowe Rd, Fairfield, CT 06824
  • /40

    $1,100,000 Open Sun 12PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 2,874 Sq Ft

    1333 Round Hill Rd, Fairfield, CT 06824

    HIGHEST AND BEST BY MONDAY, 4/28 AT 2PM. Beautifully updated Colonial in a sought-after neighborhood, steps from all that Fairfield offers. From the curb appeal to the quality renovations, this home blends classic charm with modern style, within walking distance to award-winning schools and downtown shopping, dining & train. Discover 3 levels of living, reimagined by the architect-owner with

    Katie Cochran William Raveis Real Estate

    1333 Round Hill Rd, Fairfield, CT 06824
  • /40

    $5,499,000

    • 4 Beds
    • 4.5 Baths
    • 3,603 Sq Ft

    142 Main St, Southport, CT 06890

    A rare opportunity to own a piece of Southport history. Nestled in the heart of Southport Village, the Eleazar Bulkley House, a pristine example of Federal architecture, c.1811. Lovingly restored by its current owner, this stately home embodies the refined tastes of the early 19th century, seamlessly blended with thoughtful, modern luxury. From its symmetrical facade to meticulously restored

    Elizabeth Tritschler William Raveis Real Estate

    142 Main St, Southport, CT 06890
  • /37

    $649,999 Open Sun 1PM - 3PM

    • 2 Beds
    • 1.5 Baths
    • 1,048 Sq Ft

    132 Pequot Ave, Southport, CT 06890

    Location, charm, and lifestyle-all in one! Step into storybook charm in the heart of Southport Village! Perched gracefully atop a hill, this enchanting c.1884 Farmhouse offers rare privacy just steps from the harbor, beach, village shops, restaurants, and Metro-North train-a true commuter's dream. Thoughtfully updated with a new roof and siding, the home effortlessly blends vintage character with

    Nicole Costantino Keller Williams Realty

    132 Pequot Ave, Southport, CT 06890
  • /39

    $495,000

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft

    321 Post Rd, Fairfield, CT 06824

    Charming three bedroom cape in Prime Fairfield Location! Location, location! Take a stroll on the sidewalk and walk to Jennings Beach (less than a mile away!). Need to take the train? You are minutes from Fairfield Metro North Station, how convenient! Meticulously maintained by multiple generations, this home exudes warmth and character. The first floor features beautiful hardwood floors

    Maribeth Lightowler Coldwell Banker Realty

    321 Post Rd, Fairfield, CT 06824
  • /40

    $1,799,000

    • 4 Beds
    • 2.5 Baths
    • 2,576 Sq Ft

    81 Turney Rd, Fairfield, CT 06824

    Prepare to be captivated. Welcome to 81 Turney Road, a true rarity in this sought-after Beach Area neighborhood. This exceptional home is ideally located on a private & expansive hard to find .53 acre lot w/ serene Ash Creek water views & NOT in the flood zone. Brilliantly renovated & expanded just 10 years ago, this 4-bedroom, 2.5-bath Colonial blends timeless details w/ modern elegance. From

    Jackie Davis William Raveis Real Estate

    81 Turney Rd, Fairfield, CT 06824
  • /40

    $25,000,000

    • 6 Beds
    • 11 Baths
    • 19,569 Sq Ft

    1131 Sasco Hill Rd, Fairfield, CT 06824

    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

    1131 Sasco Hill Rd, Fairfield, CT 06824
  • /36

    $1,799,000

    • 4 Beds
    • 3.5 Baths
    • 3,369 Sq Ft

    140 Alden St, Fairfield, CT 06824

    Coastal Home in Prime Fairfield Beach/Town Location - Walk to Shops and Train! Discover the perfect blend of luxury, convenience, and coastal charm in this newer build (2020), located in the heart of Fairfield. Featuring 3369 sq.ft., 4 bedrooms with a 5th bedroom option, 3.5 baths, and an open floor plan, designed for both comfortable living and convenient entertaining. Step inside the bright

    Kim Vartuli Keller Williams Realty

    140 Alden St, Fairfield, CT 06824
  • /28

    $899,000

    • 3 Beds
    • 2 Baths
    • 2,022 Sq Ft

    316 Reef Rd, Fairfield, CT 06824

    Conveniently located - close to town, beach, train, restaurants, and shopping. Short drive to the town's beautiful beaches, perfect for soaking up the sun and enjoying water activities. This three bedroom, two bath Center Hall Colonial is located in a vibrant beach area. Large kitchen. Hardwood Floors in dining room with built-in seating. Main level breezeway off kitchen has small deck - which

    Lisa Fratarcangeli William Raveis Real Estate

    316 Reef Rd, Fairfield, CT 06824
  • /28

    $1,299,000

    • 2 Beds
    • 2 Baths
    • 2,357 Sq Ft

    1007 Fairfield Beach Rd, Fairfield, CT 06824

    Investment Opportunity? ~ Seaside Retreat? The choice is yours at this historic Fairfield Beach property. This charming 2300 square foot beach cottage on Fairfield Beach Road offers a unique blend of history and modern amenities. Originally an ice cream parlor, it retains its original shop counter and stools, along with an additional sink and refrigerator. The cottage features two bedrooms and

    Paul Triantafel William Pitt Sotheby's Int'l

    1007 Fairfield Beach Rd, Fairfield, CT 06824
  • /30

    $1,250,000

    • 4 Beds
    • 2.5 Baths
    • 4,249 Sq Ft

    131 Sasco Hill Rd, Fairfield, CT 06824

    Classic home in Sasco Hill, Southport. Fairfield living at its best! Walk to Sasco Beach, Southport Village, and Southport Harbor. This four-bedroom colonial home offers endless possibilities. Vaulted ceilings with natural light and sun. Limited water views from second floor bedrooms. Kitchen equipped with 6 burner Viking range and wet bar. Formal dining room with fireplace. Finished lower level,

    Ed Pinto The Pinto Group R. E. Services

    131 Sasco Hill Rd, Fairfield, CT 06824
  • /11

    $995,000

    • Land
    • 0.24 Acre
    • $4,145,833 per Acre

    24 Tide Mill Terrace, Fairfield, CT 06824

    Newly approved Southport building lot, prestigious Sasco Hill area. Fairfield living at its best! Walk to Southport Village, Sasco Beach, and Southport Harbor. Conveniently located close to commuting access, via car or train. This building lot is .24 acre and is not in a flood zone, the location offers gas/sewer/water. Ready for a 4,000+ sq. ft home! This building lot includes a pre-existing

    Ed Pinto The Pinto Group R. E. Services

    24 Tide Mill Terrace, Fairfield, CT 06824
  • /20

    $669,000

    • 2 Beds
    • 1 Bath
    • 1,843 Sq Ft

    27 Hulls Hwy, Southport, CT 06890

    Rare opportunity in a highly sought location. Fully remodeled solid brick building commercially zoned on a 0.2 acre flat lot, perfectly suited for a professional occupation (Accountant, Insurance, Real Estate Agent,...Health & Wellness, Beauty occupations, etc). Run your small business upstairs RENT FREE and live downstairs, high visibility, signage possible with permits. Perfect for any

    Faina Melnitsky Iron Gates Realty

    27 Hulls Hwy, Southport, CT 06890
  • /17

    $4,400,000

    • 4 Beds
    • 5 Baths
    • 4,000 Sq Ft

    2117 Fairfield Beach Rd, Fairfield, CT 06824

    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

    2117 Fairfield Beach Rd, Fairfield, CT 06824
  • /9

    $5,988,800

    • 5 Beds
    • 7 Baths
    • 7,798 Sq Ft

    1410 S Pine Creek Rd, Fairfield, CT 06824

    Magnificent private custom built in 2005 Federal Colonial with views of Long Island Sound from every room; 180 degree views to Empire State Building and Freedom Tower; home features quality materials boasting Tiger wood decks with mahogany posts & heavy grade 1/2" thick pressure treated wood and non curling roof shingles; Copper Gutters & Leaders; 5 + BRs and large area with full bath ; 4

    Arnold Peck Property World

    1410 S Pine Creek Rd, Fairfield, CT 06824
  • /29

    $1,799,000 New Construction

    • 4 Beds
    • 6 Baths
    • 4,000 Sq Ft

    345 Reef Rd Unit B6, Fairfield, CT 06824

    A Luxury Townhouse with nearly 4000 square feet offers an exceptional living experience in every detail. With its spacious layout and carefully crafted design, this townhouse boasts a perfect blend of elegance and comfort. Upon entering, you'll immediately notice the thoughtfully designed interior that exudes sophistication. The townhouse features 4-5 generously sized bedrooms. Each bedroom is

    Sara Santos Coldwell Banker Realty

    345 Reef Rd Unit B6, Fairfield, CT 06824
  • /26

    $4,250,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,100 Sq Ft

    1008 Fairfield Beach Rd, Fairfield, CT 06824

    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

    1008 Fairfield Beach Rd, Fairfield, CT 06824
  • /32

    $1,699,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 6 Baths
    • 4,000 Sq Ft

    345 Reef Rd Unit B4, Fairfield, CT 06824

    A Luxury Townhouse with nearly 4000 square feet offers an exceptional living experience in every detail. With its spacious layout and carefully crafted design, this townhouse boasts a perfect blend of elegance and comfort. Upon entering, you'll immediately notice the thoughtfully designed interior that exudes sophistication. The townhouse features 4-5 generously sized bedrooms. Each bedroom is

    Sara Santos Coldwell Banker Realty

    345 Reef Rd Unit B4, Fairfield, CT 06824
  • /40

    $2,695,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 4.5 Baths
    • 3,664 Sq Ft

    160 Judson Rd, Fairfield, CT 06824

    Exquisite Beach-area home on over-sized, beautifully manicured 0.58-acre lot with frontage on Sunnie Holme Drive. Easy entry (no stairs) into this meticulously maintained, 5-bedroom home. Large, inviting Custom Kitchen with generous island, Sub-Zero, Thermador, and Miele appliances, beverage drawers, and spacious dining area. Well-planned Mudroom. Tranquil and elegant First Floor Primary Suite

    Cathy Carrano William Pitt Sotheby's Int'l

    160 Judson Rd, Fairfield, CT 06824
  • /2

    $1,699,999 Coming Soon

    • 5 Beds
    • 3 Baths
    • 2,750 Sq Ft

    879 Riverside Dr, Fairfield, CT 06824

    Experience unparalleled coastal luxury in this newly constructed custom Colonial in the heart of Fairfield Beach. Just steps from the sand, this stunning home features 5 bedrooms, 3 full baths, and a seamless blend of timeless elegance and modern design. The main level boasts soaring 10-foot ceilings and wide-plank white oak floors. A chef's dream, the gourmet kitchen includes quartz

    Michael Puff RE/MAX Town & Country

    879 Riverside Dr, Fairfield, CT 06824
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