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151 Sasapequan Rd, Fairfield
$6,499
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24206823 MLS
Available for Winter/AY Rental September 2027-June 2028. Kayaks and Stand Up Paddle Boards available for lakeside fun! Conveniently located just minutes from the train station, shops, and restaurants and just 3 miles from Fairfield and Sacred Heart Universities. This newly updated waterfront home is located directly on Samp Mortar Reservoir which is the charming centerpiece of the Lake Hills Community. Beautiful homes surround the 47-acre body of water and community members enjoy the waters for boating, fishing, and swimming. With five different beaches on the lake, there is always a sandy shore to relax on. The finished lower level with a fireplace is great for game nights and the brand new terraced patio allows for full use of the yard, while enjoying the sights and sounds of the lake. Sleeps up to 5 adults.

151 Sasapequan Rd, Fairfield

3007 Redding Rd, Fairfield
$2,549,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24205159 MLS
Gorgeous Farmhouse Colonial tucked away on 2+ picturesque acres & minutes to Fairfield & Westport center. Timeless natural beauty, distinctive architecture, exquisite craftsmanship & sophisticated updates combine to create a home that truly stands apart. Featuring 12 rooms flooded w/ brilliant light over 3 levels of living. Enjoy views of a serene fallow field, a gentle stream, wildlife & stunning seasonal changes from vibrant autumn colors to peaceful snow-covered landscapes. The living room fireplace provides a cozy focal point w/ oversize French doors that open to the patio creating an ideal setting for outdoor dining & hosting. The eat-in kitchen offers the dining area, island, pantry & state of the art appliances & guides you to the dining room, office, living room & study. Upstairs the beauty continues w/ 4 large bedrooms including the primary. The lower level expands the living space w/ a new mudroom, rec room, gym & half bath. Updates include a new lower level, flagstone patio, custom pantry w/ wine storage, upgraded laundry room w/ new washer, new window in en-suite & new Rubbermaid track system. Step outside to your patio featuring a built-in Weber BBQ & XL Big Green Egg, perfect for cooking enthusiasts. Exterior has been meticulously maintained w/ repainting, stone-accented walls, Belgium block-lined driveways & ongoing landscaping. A NE bridge adds character. The Patterson Club is a bike ride away. 3007 Redding Road is filled w/ light, space & lasting memories.

3007 Redding Rd, Fairfield

2730 Burr St, Fairfield
$1,200,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24202615 MLS
GREENFIELD HILL COLONIAL - Set in a beautiful Greenfield Hill location, this classic Colonial offers an exceptional blend of privacy, space, and convenience. Nestled on a picturesque 2.09-acre property framed by mature trees, stone walls and sweeping lawns, this 2,588-square-foot home features four bedrooms, two-and-one-half baths, and a very well designed floor plan. A welcoming foyer opens to a sun-filled, front-to-back living room with fireplace and an elegant formal dining room. The inviting family room, also featuring a fireplace, connects to the attached two-car garage and flows seamlessly to a wonderful screened porch-an idyllic spot for morning coffee, al fresco dinners, or quiet relaxation. At the heart of the home, the spacious chef's kitchen provides ample room for gathering with family and friends. The expansive property provides exceptional privacy and a lovely backdrop for enjoying the best of Greenfield Hill. While the setting feels enchantingly secluded, the location is just minutes from Fairfield Center, the Arts & Cultural District, outstanding restaurants, boutique shopping, beautiful beaches, and Metro-North service to New York City. First Floor: Covered Breezeway. Foyer with slate flooring, guest closet, and Powder Room - provides access to all principal rooms. Front to back Living Room with hardwood flooring, and wood-burning fireplace. Elegant Formal Dining Room with hardwood flooring, and Bay Window. PLEASE OPEN ADDENDUM FOR FURTHER DESRIPTION.

2730 Burr St, Fairfield

4672 Congress St, Fairfield
$7,500
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24204484 MLS
Welcome to this newly renovated home located in the heart of Greenfield Hill. Every square inch of this property has been masterfully updated with a focus on modern luxury and flawless craftmanship. The main level welcomes you with bright, airy living spaces, and gleaming refinished hardwood floors. A brand new kitchen, appliances, cabinetry, and quartz countertops, with access to the new raised deck overlooking CT Audubon open space. Upstairs, is a new primary suite with a fully updated bath and ample closet space, along with 3 spacious bedrooms and laundry room. Finished lower level with 3 additional rooms. The home has brand-new exterior siding, roof, windows, mechanicals, including heating and cooling. Don't miss this opportunity!

4672 Congress St, Fairfield

475 Stratfield Rd, Fairfield
$599,900
5 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24202367 MLS
"Stratfield Village" Builders take notice! A wonderful opportunity to Restore or Re-Build this vintage colonial set on beautiful, level, private property in a prime Fairfield neighborhood location. In addition this property offers a town approved main level accessory/in-law apartment. An easy walk to nearby Stratfield Village, with convenient retail & professional services offered. Also, just minutes to Black Rock Turnpike shopping and restaurants along with an abundance of retail options. An ideal location for commuters with just a short drive to the Merritt Parkway & Metro North Train to New York City. Sold As is & Where is. Please note this property is in need of extensive renovation/restoration inside and out. Agents please see "Agent Only Remarks"

475 Stratfield Rd, Fairfield

220 Stonewall Ln, Fairfield
$1,700,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24184245 MLS
Nestled at the end of a peaceful cul-de-sac, in the highly sought-after Greenfield Hill neighborhood, 220 Stonewall Lane offers a rare opportunity to own a beautifully situated home on 2.07 acres. The expansive outdoor setting provides an inviting space perfect for entertaining or relaxing while enjoying the tranquil surroundings. When entering the thoughtfully planned main level, you are drawn to the large open space with a renovated modern eat-in kitchen, a sitting area with a wood-burning pizza oven, a Great Room with cathedral ceilings, a wood-burning fireplace, and an additional family room with views of the in-ground pool and lush landscaped grounds. Natural light flows throughout. Additional highlights include hardwood floors throughout, large decorative tiles, a formal living room with fireplace, a dining room, walk-up bonus room, laundry and access to the two-car garage. Upstairs, five well-appointed bedrooms include a private primary suite, creating a comfortable and functional area. The unfinished basement offers ample space for utilities, storage and possible recreational activities. Ideally located near Fairfield's beaches, Metro-North, recognized restaurants, and the Fairfield Theatre Company, this private property blends lifestyle, location, and appeal in one of Fairfield's most desirable areas.

220 Stonewall Ln, Fairfield

91 Lockwood Rd, Fairfield
$1,448,000
6 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24199718 MLS
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 featuring a heated saltwater gunite pool and spa. Recently refreshed with new plaster and tile, the pool and spa are enhanced by new equipment and a Wi-Fi automation system. Additional highlights include an oversized one-car garage with exceptional storage.

91 Lockwood Rd, Fairfield

612 Black Rock Tpke Unit 612, Fairfield
$3,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24200097 MLS ⋅ The Hemlocks BLDG.
This well-maintained 2-bedroom, 1.5-bath townhouse offers a great combination of space, updates and convenience in Fairfield. The main level features hardwood floors, a spacious living area with plenty of natural light, and an updated kitchen with granite countertops, stainless steel appliances and a gas range. Upstairs you'll find two generously sized bedrooms with hardwood floors and a full bath. Additional highlights include central air, efficient gas heat, in-unit laundry and a one-car garage offering valuable parking and storage space. Conveniently located close to shopping, restaurants, transportation and all that Fairfield has to offer. Comfortable, updated and ready for its next tenant!

612 Black Rock Tpke Unit 612, Fairfield

91 Lockwood Rd, Fairfield
$8,700
6 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24199729 MLS
Beautifully renovated and move-in ready, 91 Lockwood Road offers generous space, flexibility, and comfortable living in Fairfield's desirable Stratfield neighborhood. This unfurnished home features 5 bedrooms plus flexible additional space that can accommodate a sixth bedroom, home office, den, playroom, or guest space, along with 3 full baths and 1 half bath. Gleaming hardwood floors flow throughout the home, creating warmth and continuity. The kitchen features white oak cabinetry, quartz countertops, and a spacious peninsula with seating, adjoining a dining area. The second floor offers a spacious primary suite along with three additional bedrooms, while the main level provides exceptional flexibility for additional living or guest space. The fully fenced private backyard provides a peaceful setting, while the oversized one-car garage offers excellent storage and additional driveway parking. Thoughtfully renovated throughout, the home combines the comfort of a private single-family residence with the convenience of a turnkey rental. Rental Terms: Academic-year rental, short term lease durations ranging from six to 12 months. Tenant is responsible for all utilities, including water, sewer, and garbage, snow removal, and renter's/liability insurance. No pets. Rental application, credit and background required for all applicants 18 years and older. Minimum two-month security deposit required

91 Lockwood Rd, Fairfield

265 Jackman Ave, Fairfield
$689,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24195557 MLS
Situated in the highly desirable Stratfield neighborhood, this character-rich 1918 Craftsman Colonial was fully renovated in 2020 with exceptional care and quality. Just a 2-minute walk from Lincoln Park-a local favorite for kids and families-this home seamlessly combines timeless charm with modern convenience, featuring gas heat and cooking, custom millwork, hardwood floors, shiplap detailing, and a fireplace flanked by cozy window seats. The main level boasts an open, effortless layout. The bright white kitchen features quartz countertops and high-end appliances designed for both everyday meals and effortless entertaining. Flowing directly off the kitchen and mudroom is a large three-season porch with barn-sided walls, a shiplap ceiling, and screened windows-an ideal setting overlooking Stratfield for morning coffee, evening wine, or the ultimate Sunday football setup. Upstairs, you will find generous storage across all three bedrooms and beautifully updated bathrooms. Adding ultimate peace of mind beyond the eye-level finishes, the basement has been fully waterproofed. Outdoors, a detached two-car garage sits behind the home. Homes in the Stratfield section are rare to come by-and this turn-key property is ready for its next owner.

265 Jackman Ave, Fairfield

1 Campfield Dr, Fairfield
$749,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24193952 MLS
Completely renovated and move-in ready, this stunning modern Colonial is located in Fairfield's desirable Tunxis Hill neighborhood. Meticulously remodeled from top to bottom, the home seamlessly blends contemporary style with timeless charm. Featuring two large bedrooms with lots of natural light, two full bathrooms, an additional finished third floor bonus space with lots of potential which could be an additional bedroom or playroom. Also has a flexible office space offering versatile living areas for today's needs. The thoughtfully designed interior showcases a chef's kitchen with high-end finishes, gleaming hardwood floors and an open flow ideal for everyday living and entertaining. The inviting living room is enhanced by a built-in entertainment center with surround sound, creating the perfect space for movie nights, game days, or relaxing with family and friends. Step outside to enjoy the covered porch, patio and beautifully landscaped yard, offering exceptional curb appeal and welcoming outdoor spaces. Thoughtful improvements throughout include durable low maintenance exterior materials reflecting the quality of craftsmanship and attention to detail. A private driveway provides ample off street parking for multiple vehicles. Conveniently located near shopping, dining, parks, schools, and Fairfield's beaches and train stations, this turnkey home offers modern comfort, quality craftsmanship, and an unbeatable location in one of Fairfield's most sought-after neighborhoods.

1 Campfield Dr, Fairfield

344 Fence Row Dr, Fairfield
$3,399,900
5 Beds ⋅ 8 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24194239 MLS
Old-world craftsmanship meets modern indulgence. Set on a peaceful, tree-lined street,this home offers total privacy and timeless curb appeal. Soaring ceilings, hand-finished millwork, and custom detail are evident throughout. This grand 5BR/6.5BA light filled residence pairs classic entertaining spaces - formal LR, formal DR, & a wood-paneled library w/wet bar & full BA-with modern amenities such as a two-story FR w/ stone FP, a stunning windowed sunroom overlooking the beautiful grounds,& an impressive chef's kitchen boasting custom appliances, double sub zero, island, & dual butler's pantries.Thoughtful proportions create a seamless flow, a home as comfortable day-to-day as it is for grand-scale entertaining.The opulent primary suite is a spa retreat onto itself, w/ dual baths, dual walk-in closets,& a private sauna.The second floor offers 3 add'l en-suite BRs w/ built-ins and large closets. The third floor offers a great room w/ custom built-ins, plus an additional BR and full BA . The lower level feat a recently upgraded state-of-the-art movie theater, gym, game room, & workshop for a serious hobbyist. The expansive, landscaped grounds offer true serenity, w/ English gardens framing a resort-caliber pool and spa in a backyard built for entertaining. Timeless elegance, tucked within The Ridge - a gated enclave w/ a staffed gatehouse, clubhouse, pool & tennis courts just minutes to Fairfield and Westport amenities. Truly a special offering w/ultimate privacy& convenience.

344 Fence Row Dr, Fairfield

107 Marne Ave, Fairfield
$4,950
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192658 MLS
New price! Spacious and updated classic colonial set on a picturesque, tree-lined street in sought-after Stratfield Village. This sunny and inviting home offers a wonderful open floor plan with an easy flow for everyday living and entertaining. A welcoming foyer opens to the comfortable living room with fireplace and adjacent dining room. The updated kitchen features crisp white cabinetry, stainless steel appliances and a breakfast area. An additional first-floor room provides flexible space for a playroom, den or large home office. Upstairs are four generously-sized bedrooms, including a private primary suite with sitting room, full bath and multiple built-ins offering lots of storage. The home flows easily to a spacious back deck overlooking a pretty, private backyard framed by mature shade trees and specimen plantings, with the option to create your own vegetable garden. One-car garage plus a full unfinished basement with good ceiling height provides excellent storage and additional functionality. Natural gas heat. Enjoy the wonderful sense of community Stratfield Village is known for-a friendly, welcoming neighborhood with sidewalks and bikeable streets where neighbors connect and it's easy to feel at home.

107 Marne Ave, Fairfield

141 Berwick Ave, Fairfield
$455,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24190885 MLS
Situated on a quiet dead-end street in the desirable town of Fairfield, this well-maintained 3-bedroom, 2 full-bath single-family home offers comfort, efficiency, and convenience. With approximately 1,200 square feet of living space, the home features a functional layout with bright, inviting rooms throughout. The first-floor living room includes a wood-burning stove, creating a warm and welcoming focal point. Recent upgrades include a modern tankless heating system and solar panels, providing energy efficiency and long-term cost savings. The unfinished basement offers excellent storage and future potential. Outside, a small deck provides a comfortable spot to relax or entertain, while the low-traffic dead-end street enhances privacy and tranquility. Conveniently located near Fairfield's beaches, shopping, dining, parks, and Metro-North train stations, this home is ideal for commuters, first-time buyers, or anyone seeking a quiet neighborhood with easy access to all that Fairfield has to offer. Solar panel contract lease to be transferred to new owner which is not included in the price of the home.

141 Berwick Ave, Fairfield

241 Old Stratfield Rd, Fairfield
$725,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24176561 MLS
!!!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 & a 3 bedroom, 1 bath apartment spanning the 2nd & 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. Instant hot water heaters & extensive renovation work offer added efficiency & peace of mind for years to come. Outside, enjoy a covered front porch, multi-level rear decks, & a fully fenced backyard with fire pit area w/cafe lighting. Convenient to schools, shopping, restaurants, parks, Metro-North &major commuting routes. Current rents: $1,925 for the 1BR & $2,725 for the 3BR. Loan assumption subject to servicer approval & buyer qualification. !!!ASSUMABLE 3% VA LOAN - APPROX. $468,000 BALANCE!!!

241 Old Stratfield Rd, Fairfield

11 Judges Hollow Rd, Fairfield
$925,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24176507 MLS
This rare private inholding offers a hilltop property defined by raw beauty and seclusion. The 1930s rustic hunting cabin sits on 1.6 wooded acres at the end of a private drive, surrounded by the 186-acre Brett Woods Conservation Area. The property provides a perfect balance of mature trees, rolling hills, and 18th-century stone walls-all located just eight minutes from Main Street Westport. With trails leading directly from the back door to a secluded pond and hiking paths, it serves as an ideal weekend retreat and a convenient alternative to the Vermont or Connecticut River Valley. Located only 70 minutes from Grand Central via the Westport train station, this home offers easy access to both the Connecticut coastline and deep woods.

11 Judges Hollow Rd, Fairfield

4800 Congress St, Fairfield
$9,975,000
7 Beds ⋅ 10 Baths ⋅ ACTIVE Status ⋅ 24161896 MLS
The former home of Richard Rodgers, composer of The Sound of Music, this 10.92 acre estate with a stunning modern residence was recently fully renovated and expanded, and offers curated one floor living. Generous main rooms are enhanced by lofty ceilings, skylights and walls of glass. A hidden screening room, a stunning Moroccan lounge, and a guest wing allow for A-list entertaining. Separate residential wings include 7 bedrooms and 7 full baths, each with a unique design. All property systems have been upgraded and integrated to work seamlessly .The barn pool house includes a full eat-in kitchen and lounge, bath ,and full gym steps from the pool. An office pavilion is set privately in a quiet garden area. The park like property is surrounded by high stone walls, a nature preserve, open land, a heated paddle tennis court, and an orchard. Live in ultimate style and easy elegance just a quick commute to NYC and airports. This private haven surrounded by a 155 acre nature preserve is minutes to Fairfield, Westport and Greenwich dining and shopping.

4800 Congress St, Fairfield

22 Brett Rd, Fairfield
$1,100,000
ACTIVE Status ⋅ 24166265 MLS
An exceptional opportunity to build your dream home on one of the most desirable and scenic settings in Fairfield. This beautiful, flat 2.65-acre parcel-approved by the Wetlands Com. for a 5-bedroom, 5-bathroom residence with a pool and pool house-offers both privacy and prestige. The property is situated in the estate section of Greenfield Hill. With its driveway access on Brett Road, a designated "Scenic Road," the lot faces the beauty and character of historic Congress Street. The location is unmatched: moments from the 186-acre Brett Woods Conservation Area and the 155-acre Roy and Margot Larsen Wildlife Sanctuary, both featuring miles of walking trails, and equally convenient to the town centers of Fairfield, Westport, and Southport. There are currently no other similarly sized lots available in Greenfield Hill, making this a rare and valuable opportunity. All of this is just one hour from Manhattan, offering an ideal blend of tranquility, convenience, and prestige.

22 Brett Rd, Fairfield

108 New England Ave, Fairfield
$9,750
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24164022 MLS
Brand-new 2026 construction offering over 3,200 square feet of thoughtfully designed living space-an exceptionally rare opportunity to rent a new construction home in Fairfield. This five-bedroom, four-and-a-half-bath residence features a highly functional modern layout with high-end finishes throughout, including hardwood floors, quartz countertops in the kitchen and bathrooms, custom cabinetry, and a gas fireplace. Option for main-level primary bedroom. This alternate primary suite includes an en-suite bath and offers an excellent setup for guests, in-laws, or anyone seeking stair-free living. The main level also features an open-concept kitchen, dining area, and family room with sliding doors to the rear patio, along with a welcoming foyer, mudroom, and half bath. Upstairs are four bedrooms, including a spacious primary suite with a double vanity, oversized shower, and a large walk-in closet with custom shelving. Three additional bedrooms share a hall bath, and a dedicated second-floor laundry room adds everyday convenience. The lower level adds approximately 725 square feet of bright, flexible living space with windows, natural light, sliding doors to the rear yard, and a full bath-creating another opportunity for an in-law or guest setup. Available June 1st, 2027 for a year furnished: $9,750 per month ($8,500 per month un-furnished) Summer 2027 unfurnished: $7,500 per month. 2027-2028 academic year furnished: $12,500, 2027-2028 academic year unfurnished: $11,250

108 New England Ave, Fairfield

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