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1482 Bronson Rd, Fairfield
$1,275,000
4 Beds ⋅ 3 Baths ⋅ 24167893 MLS
This sweet home is located on a desirable, convenient street nestled between Southport and Greenfield Hill. Enjoy an open first floor with a chef's kitchen featuring premium stainless-steel appliances, a waterfall quartz countertop, and a spacious eat-in area. A separate den/flex space behind a half wall provides a perfect spot for work or play, distinct from the living area. The first floor also includes a large dining area, cozy seating, and a gas fireplace. Two access points lead to an expansive deck and patio, ideal for outdoor entertaining. Upstairs, there are four bedrooms (one without a closet, so the tax card lists it as a three-bed), all with hardwood floors. The primary bedroom boasts a vaulted ceiling, a large picture window, a walk-in closet with custom built-ins, and a spa-like bath with a whirlpool tub and separate shower. The other bedrooms share an updated full bath. The finished third level offers versatile space for a workout room or office. The lower level houses the laundry and ample storage. An unfinished area above the two-car garage could become an art studio or guest suite. The private, level yard includes an irrigation system and a peaceful brook behind the fence. Conveniently located near shopping, schools, and commuting routes. Great walking options including an arboretum steps away. New assessment/taxes not reflected until July 2026.

1482 Bronson Rd, Fairfield

127 S Gate Ln, Fairfield
$1,700,000
4 Beds ⋅ 3 Baths ⋅ 24160009 MLS
Nestled along the picturesque Connecticut coastline, 127 South Gate Lane places you in the heart of Southport's Harbor & Beach area-a storybook setting where classic New England charm meets coastal elegance. Imagine a historic harbor adorned with graceful sailboats gliding on tranquil waters, framed by stately colonial homes and streets shaded by towering trees. It's the kind of place where every stroll feels like stepping into a postcard. Stroll to Southport's charming boutiques, sip coffee at a cozy cafe, or savor a meal crafted from the finest local ingredients at one of the celebrated restaurants nearby. At first glance, you may see a traditional colonial, but this is not just a classic home; it's located in one of the most sought-after areas of Connecticut. Just a short walk to the Beach and Southport Harbor shops & restaurants, the Equinox health club, Pequot Yacht Club, and Metro North Train Station to NYC. This lovely classic center hall colonial features 4 bedrooms, 2.5 bathrooms, a spacious living room with great symmetry and a wood burning fireplace, large dining room with wet bar and built ins, family room with built ins, first floor laundry & mudroom room, eat in kitchen with new appliances, refinished light hardwood floors, a large two car garage, and a lovely porch with screens and glass for three season enjoyment. Sited on a cul-de-sac with significant homes, move right in or renovate when you are ready. Serviced by natural gas & city water.

127 S Gate Ln, Fairfield

15 Barton Rd, Fairfield
$1,800,000
6 Beds ⋅ 5 Baths ⋅ 24171149 MLS
HIGHEST & BEST: PLEASE SUBMIT HIGHEST AND BEST OFFERS BY 5PM MONDAY 5/4. Built by award-winning local reputable builder DeLaurentis Developments, not all new construction is created equal-especially in a neighborhood like this. Set behind a classic white picket fence in Fairfield's coveted University area, this thoughtfully crafted custom home offers more than beautiful design-it offers a true community lifestyle. Sidewalk-lined streets invite evening strolls, bike rides, & neighborly conversations. Just moments away, Gould Manor Park becomes an extension of your backyard-perfect for playground time, tennis/pickleball, & weekend gatherings. Block parties & neighborhood traditions create a sense of connection that's increasingly rare. Living here means effortless convenience: a quick Whole Foods run, coffee downtown, or catch the train less than a mile away for an easy NYC commute. Beaches, shops, restaurants, & schools are all w/in minutes, blending coastal charm w/ everyday practicality. Inside, the home balances warmth & modern function w/ sun-filled spaces & seamless flow. A custom chef's kitchen w/ full Thermador suite, statement Venetian-plastered range hood, oversized island, & walk-in pantry anchors the main level. The adjacent family room-w/ its cozy fireplace-opens to a fenced yard w/ a thermal stone patio, designed for entertaining, play, pets, and more.

15 Barton Rd, Fairfield

178 Crest Ter, Fairfield
$1,135,000
4 Beds ⋅ 3 Baths ⋅ 24169245 MLS
Turnkey multi-level 4-Bedroom, 2 1/2 Bath Home located on a tree-lined street in the quiet North Stratfield Neighborhood. Entertaining is a breeze welcoming guests into a spacious living room with wood burning fireplace, separate dining room and a powder room on main level. Completely remodeled kitchen (2020) with quartz countertops and stainless-steel appliances. Sunny and bright with large window overlooking a sprawling yard on .3 acres. Four sizable bedrooms -including a primary bedroom en suite just a few steps up give privacy from your day to day - and is equipped 2 full bathrooms. Just a few steps down from main level is a family room with separate laundry/mudroom and access to a 2-car garage. Private yard is a beautiful, lush oasis surrounded by arborvitaes, mature greeneries, meticulous landscaping and a wildlife fence. Entertain three - even all four seasons round with new deck, built-in fire pit, outdoor landscaping lights, and outdoor speakers. Extra Basement Space offers Entertainment/TV Room, Office, PLUS 2 Storage Closets and separate utility closet, sump pump, CT Basement System (2012) - Lifetime Warranty. INCLUSIONS: Lighting Fixtures, Curtains & Shades. MECHANICALS: Boiler 5yrs, HVAV 5yrs, Oil Tank ~10yrs. NOTABLE UPGRADES: Alarm System, Sprinkler System, Nest Thermostats, CT Basement System, Sani Dry Dehumidifier, Outside landscape lighting and outdoor speakers.

178 Crest Ter, Fairfield

146 Warde Ter, Fairfield
$730,000
4 Beds ⋅ 2 Baths ⋅ 24166825 MLS
This expanded Fairfield Woods Cape with a full rear dormer offers 4 bedrooms and 2 full baths and is set on a quiet street. This original-owner home has been lovingly maintained and is ready for its new owners to make it their own. The classic layout includes a formal living room and dining room, plus a welcoming family room featuring a wood-burning fireplace with direct access to the rear deck, perfect for relaxing or entertaining while overlooking the fabulous, level .46-acre property. The updated kitchen, thermopane windows, natural gas heat, vinyl siding, and three split A/C units add everyday comfort and efficiency. Hardwood floors run beneath most carpeting (excluding the family room) and offer buyers a great opportunity to refinish and personalize. The second floor features three bedrooms, including a spacious primary with a walk-in closet. A full basement offers excellent storage and potential for future finished space. Enjoy a lifestyle location with direct access to the rear entrance of Andrew Warde High School, just a few homes away, and proximity to award-winning Jennings Elementary School and Fairfield Woods Middle School. Ideally positioned between the Merritt Parkway and I-95, this home combines convenience with a peaceful setting. Just minutes to Lake Mohegan and all five Fairfield beaches, this is a location buyers will love.

146 Warde Ter, Fairfield

70 Allen Rd, Fairfield
$985,000
3 Beds ⋅ 2 Baths ⋅ 24164722 MLS
HIGHEST AND BEST DUE MONDAY AT 5PM. Tucked away on a quiet cul-de-sac in Fairfield's highly sought after University area, this meticulously maintained home offers an exceptional blend of privacy, prime location, and everyday comfort. From the moment you arrive, the home's striking curb appeal and inviting front porch welcomes you. Designed to capture seamless indoor-outdoor living, the main level features a sun drenched living room with soaring cathedral ceilings and a cozy gas fireplace. The recently updated kitchen showcases crisp white cabinetry, stainless steel appliances and quartz countertops, flowing effortlessly into the dining area. Step outside to a maintenance free Timber-tech deck overlooking your own private retreat. The backyard is a true standout, offering a beautifully designed oasis complete with a bluestone patio, stone outdoor fireplace, privacy cedar fencing, and professionally landscaped mature trees and shrubs, all enhanced by a full irrigation system for easy maintenance. Upstairs, 3 spacious bedrooms provide comfortable accommodations, while the lower levels offer exceptional flexibility for a home office, playroom, or gym. With major updates already completed including a brand new central air system, newer gas furnace, and newer roof, this home delivers complete peace of mind. You're just a short walk to schools and minutes from the train and beaches. This is a rare opportunity to own a truly turnkey home in one of the area's most desirable locations.

70 Allen Rd, Fairfield

360 Duck Farm Rd, Fairfield
$2,299,000
5 Beds ⋅ 7 Baths ⋅ 24165339 MLS
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 incorporating the finest in craftsmanship, integrity, modern amenity and high grade building components. Special features include a Family Rm w/ FP, adjoining Den and dedicated Home Office, Chef's Kitchen w/ all the trimmings, and a luxurious Primary Bedroom Suite w/ Sitting Rm. A finished attic or Third Floor provides a large Bonus Rm, Full Bath, and optional 5th & 6th Bedrooms. The full unfinished basement offers convenient exterior access, ample storage, and potential for more living space. Fairfield is a thriving community enjoying top ranked schools, miles of sandy beaches, and an array of shopping, dining, cultural and recreational resources. The town is proximate to all major employment centers and enjoys easy access to commuter services & major transportation routes. Come discover your perfect lifestyle match!

360 Duck Farm Rd, Fairfield

130 Brentwood Ave, Fairfield
$608,000
3 Beds ⋅ 3 Baths ⋅ 24161311 MLS ⋅ Brentwood Avenue Duplex (Pending Verification) BLDG.
Imagine condo-living, but without an HOA?! It exists and you've found it! 130 Brentwood Ave is a 2008 build that's spacious, updated, and within walking distance to Fairfield amenities, close to the highway for easy commuting and is under a mile to the Fairfield-Black Rock train station! This townhome's open floor plan has 9ft ceilings on the main floor and is so bright with natural light and perfect for entertaining. The home features hardwood flooring throughout, an updated kitchen with stunning creamy white solid-wood cabinetry, granite countertops, a peninsula with stools for easy conversation and all-new appliances. The kitchen is open to the dining room and family room, plus a dedicated office space (or playroom or living room option) along with a powder room complete the main level. There's easy access to the deck and backyard. The second floor has 3 spacious bedrooms, including a primary ensuite with vaulted ceiling, walk-in closet and updated full bathroom. The hall bathroom is also updated and boasts a dedicated laundry space and multiple closets for storage. An awesome bonus: a THREE car attached garage and stunning mudroom entry with even more storage space! This gorgeous home has everything you'd desire in Fairfield, and for the right price.

130 Brentwood Ave, Fairfield

118 Harvester Rd, Fairfield
$599,000
3 Beds ⋅ 1 Baths ⋅ 24162240 MLS
Incredible opportunity to build in North Stratfield where new construction is commanding $1.6M-$1.8M. Set on a lot that can support approximately 3,200 sq ft. The property backs up to mature woodlands which offer both natural beauty and privacy. Just a short stroll to Lake Mohegan and its beloved hiking trails and splash park. Bring your builder and design the custom home you've always envisioned. Whether you're a seasoned developer or a discerning buyer ready to invest in your forever home opportunities at such an approachable price point don't come around often. Walk to North Stratfield Elementary. Minutes to the Merritt, grocery stores, playgrounds, golf courses, biking & running trails. Harvester is an ideal hub for all of life's everyday conveniences. The property & house are being sold in AS-IS condition. Seller makes no representations about coverage, buyers and agents must do their own due diligence. General information is available in the attached Town of Fairfield Zoning Requirements.

118 Harvester Rd, Fairfield

2683 Bronson Rd, Fairfield
$3,100,000
5 Beds ⋅ 7 Baths ⋅ 24158967 MLS
In the heart of Greenfield Hill proper at the top of Bronson Road, this special and truly unique estate presents a rare opportunity in one of Fairfield's most coveted locations. Set on just over two acres of beautifully landscaped, professionally photographed grounds, the property reflects a timeless elegance that would be costly to replicate today. Across from a distinguished equestrian family compound and abutting the Greenfield Hill Historic District, the setting offers both distinction and privacy. This historic home has been thoughtfully expanded, restored, and renovated over the years, blending irreplaceable old world craftsmanship with modern comfort. High ceilings, wide plank floors, intricate moldings, arched entries, and abundant natural light create a refined yet inviting atmosphere. Notable spaces include a cherry library, formal dining room, gracious family and living rooms anchored by two brick chimneys and five fireplaces, an expansive kitchen, and elegant entertaining areas throughout. Outdoors, enjoy a bluestone patio with pergola, ideal for al fresco dining and relaxed gatherings. Adding to the property's uniqueness is a recently rebuilt pool house featuring a kitchenette, family room, recreation room, art studio, home office, and 1.5 baths. The romantic keyhole shaped gunite pool is framed by stone walls and lush gardens, creating a private retreat.

2683 Bronson Rd, Fairfield

10 Millspaugh Dr, Fairfield
$1,010,000
4 Beds ⋅ 2 Baths ⋅ 24166888 MLS
Welcome to one of the most charming Homes in Fairfield located in a prime University location. This 4 Bedroom home is set on a beautiful property designed for making the most of all seasons-whether you're cooling off in the pool, hosting dinners on the deck under the pergola, enjoying quiet mornings on the front porch or getting cozy in front of the wood-burning fireplace. Inside, the home offers a wonderful blend of comfort and character. The spacious living room is perfect for gathering, while the cozy family room with fireplace and built-ins invites you to slow down and unwind. The kitchen, featuring stainless steel appliances, opens to a cheery sunroom-an ideal spot for breakfast where your plants can thrive all while offering views of the lush private backyard. A first-floor bedroom adds flexibility for guests or easy one-level living with a full bathroom nearby. Upstairs, the primary bedroom and two additional bedrooms provide peaceful retreats, all complemented by an updated bath. The lower level offers even more space for a playroom, home office, or movie nights. And there's more...a studio with heating and cooling (former garage) is a versatile space for work, exercise or creating. Thoughtfully updated and meticulously maintained, with recent improvements including the roof, central air, deck, porch and more. This home has been loved and is truly move-in ready. From sun-soaked afternoons to warm evening gatherings, this is a place where memories are made.

10 Millspaugh Dr, Fairfield

211 Lloyd Dr, Fairfield
$1,660,000
4 Beds ⋅ 3 Baths ⋅ 24169115 MLS
Welcome to 211 Lloyd Drive, a 2016 built craftsman style inspired home nestled in a charming neighborhood near Lake Mohegan. This home blends timeless architecture with refined, modern living. Designed with intention, it offers a bright, open layout. Step in to the foyer which is flanked by a formal living room & dining room. The chef's kitchen is anchored by the large island with marble counters. There are stainless steel appliances plus a walk-in pantry. The kitchen flows effortlessly into a sophisticated family room with a gas fireplace-creating a seamless setting for both everyday living and elevated entertaining. A well-designed mudroom off the 2 car garage adds function for ease of daily living. The rich hardwood floors, and custom millwork throughout set this home apart. Upstairs, the primary suite is a true retreat, offering generous proportions, dual walk-in closets, and a spa-inspired bath designed for comfort and quiet luxury. There are 3 additional bedrooms, a full hall bath and laundry room with sink on the upper level. A newly finished lower level adds additional space for recreation room or home gym. Outdoors, a private patio with a dedicated gas line sets the stage for effortless al fresco dining and entertaining. The property is ideally positioned on a quiet street with a private yard, just moments from N. Stratfield School and Lake Mohegan with walking trails, beach & sprinkler park. Enjoy all that Fairfield has to offer in this special home!

211 Lloyd Dr, Fairfield

22 Knollwood Dr, Fairfield
$1,275,000
4 Beds ⋅ 4 Baths ⋅ 24160734 MLS
Warm and inviting Colonial located in the highly sought-after University neighborhood of Fairfield. This 4-bedroom, 3.5-bath home offers exceptional flexibility with a fully finished walk-out basement featuring a full bathroom and separate entrance, ideal for multigenerational living or a potential in-law setup. From the moment you arrive, the home's beautiful exterior, attractive color palette, and upgraded garage doors create standout curb appeal. Inside, enjoy a spacious and functional layout with room to grow, including a beautiful bonus room inside the Primary Suite. Step outside to a backyard oasis complete with two full-size decks, a hot tub, and impressive stonework, perfect for entertaining or relaxing. This property also boasts a flat, fenced-in backyard. A rare opportunity to own in one of Fairfield's most desirable neighborhoods-schedule your showing today before it's gone.

22 Knollwood Dr, Fairfield

208 Wildflower Ln, Fairfield
$977,000
3 Beds ⋅ 2 Baths ⋅ 24167637 MLS
RESPECTFULLY; PLEASE SUBMIT HIGHEST AND BEST BY MONDAY 27TH @ 6 PM. Everything Retouched | 2+ Acres | Expansion Opportunity Located in desirable Greenfield Hill, this fully remodeled single-level ranch offers estate-style living with exceptional expansion potential. Set on over 2 level acres-the smallest home on a street of significantly larger residences-this property presents a rare opportunity to build equity and expand. The usable yard features stone walls, classic New England charm, and privacy, with inland wetlands toward the rear. Ample space for outdoor living or a future pool, plus a chicken coop and storage barn/shed for added versatility. Exterior features include a newer roof, gutter guards, new cedar shingles, cable railing, cedar tongue-and-groove deck ceiling, and high-end materials throughout. Take note of the incredible screened-in back deck, composite front porch, new windows, attached 2-car garage, and storage shed. Above-and-beyond mechanicals include propane heat fueled home w/ two, 100 gallon tanks, Trane HVAC central air, Takagi tankless hot water, fully fenced backyard, and Generac generator. Freshly painted interior with hardwood floors, updated kitchen with extensive cabinetry, quartz island, coffee bar, pantry, and abundant storage. Additional highlights include an ensuite primary bedroom, fireplaced living room, ceiling fans, full unfinished basement spanning the home, and smart home Lutron Caseta system. See full list of highlights and features.

208 Wildflower Ln, Fairfield

65 Mason St, Fairfield
$840,000
6 Beds ⋅ 3 Baths ⋅ 24161170 MLS
Excellent investment opportunity at the end of a quiet cul-de-sac! This well-maintained 2-family property offers strong rental potential and a highly desirable location with convenient access to transportation, Route 1 shopping, and I-95. First Floor Unit: This 3-bedroom, 1-bath unit features hardwood floors, a bright white kitchen with stainless steel appliances, full-size washer and dryer, and an updated modern bathroom - an attractive layout for reliable tenant occupancy. Second & Third Floor Unit: This newer construction, townhouse-style unit spans two levels and offers 3 bedrooms and 2 full baths. Features include hardwood floors, a modern white kitchen with stainless steel appliances, in-unit laundry, and a private balcony - highly appealing for premium rental income. Separate living spaces, desirable layouts, and updated finishes make this property ideal for maximizing rental returns. Whether you're looking to expand your portfolio or live in one unit while generating income from the other, this is a versatile and income-producing asset in a strong commuter location.

65 Mason St, Fairfield

570 Unquowa Rd, Fairfield
$1,975,000
4 Beds ⋅ 5 Baths ⋅ 24157177 MLS
Rare newer construction in one of Fairfield's most desirable walk-to-town neighborhoods. Built in 2012, this exceptional 4 bedroom, 4.5 bath Colonial offers a thoughtfully designed open layout, beautiful millwork, & a spectacular, newly completed luxury lower level designed for recreation & entertaining. The main level features hardwood floors throughout & comfortable, well-proportioned living spaces. The kitchen with eat-in dining area flows naturally into the family room w/ custom built-ins & a gas fireplace, creating an inviting setting for daily living & entertaining. A formal living room, dining room & private home office w/ coffered ceilings provide flexible space for work or relaxation. A powder room & direct access to the two-car garage complete the first floor. Upstairs, the primary suite includes a gas fireplace, en-suite bath, expansive walk in closet & an adjoining bonus room that may serve as a nursery, home office, or potential 5th bedroom. Three additional bedrooms include one en suite, while the other two share a hall bath. A second-floor laundry room adds convenience to everyday living. The exceptional newly finished lower level by Domus Construction is designed as a true lifestyle retreat. Features include a spacious great room w/ a custom walnut entertainment wall, a wet bar w/ marble countertops & custom cabinetry, a dedicated golf simulator room, a gym w/ sauna, & a full bath.

570 Unquowa Rd, Fairfield

4025 Park Ave Unit 4025, Fairfield
$485,000
2 Beds ⋅ 4 Baths ⋅ 24160790 MLS ⋅ Park North BLDG.
Impeccably maintained, updated 3 bedroom, 3 1/2 half bath townhouse in desirable Park North Complex. This 2,246 sq ft unit comprises three finished levels and lives like a house, minus the maintenance. The first floor features a renovated eat-in chef's kitchen with custom cabinets, stainless appliances and granite counters which opens to a dining area and living room featuring new flooring and a wall of sliding glass doors leading to a private deck, perfect for outdoor enjoyment. A powder room completes this level. The second floor includes a spacious primary suite with double closets, wall to wall carpet and luxe bath with custom cabinets, granite counters, great storage and a new shower with frameless glass door, multiple shower heads and seat. A second bedroom and updated full bath complete this level. A finished lower level includes a large recreation room, bedroom/office, full bath, laundry area and storage. Many updates include paint, ceiling fans, vinyl replacement windows, shades, luxury vinyl plank flooring, 6" base molding on first floor and waterproofing system. One reserved parking space in front (#3) and a one car detached garage (#3). Summer fun abounds at Park North's heated pool and club house as well as Fairfield's 4 beaches and lake. Conveniently located near highways, universities, mall, houses of worship, Discovery Museum and golf. Make this your home today and enjoy Fairfield's amenities, good schools and proximity to NYC and New Haven.

4025 Park Ave Unit 4025, Fairfield

621 Shrub Oak Ln, Fairfield
$1,820,000
5 Beds ⋅ 3 Baths ⋅ 24168500 MLS
Welcome to 621 Shrub Oak Lane, a classic Colonial set on two private acres in Greenfield Hill. Tucked away on a quiet cul-de-sac in a highly desirable neighborhood, this five-bedroom home blends timeless charm with modern comfort for today's lifestyle. The main level features formal living and dining rooms, perfect for gathering and entertaining, along with an updated kitchen with granite countertops, Wolf and Sub-Zero appliances. The inviting family room, anchored by a stunning stone fireplace, opens to an expansive deck-creating seamless indoor-outdoor living. A main-level bedroom can also serve as a private home office, offering a flexible living space. Upstairs, the oversized primary suite includes a sitting area, updated bath with marble countertops, makeup vanity, and walk-in closet. Three additional bedrooms and a renovated bath complete the second level. An unfinished basement offers a blank canvas to create additional living space, a home gym, or media room. The outdoor setting is designed for both relaxation and recreation, featuring a large, flat fenced yard with an in-ground pool and spacious deck with awning-ideal for entertaining or unwinding poolside. The property extends beyond the fenced yard to include additional wooded acreage, offering added privacy and a serene natural setting. Conveniently located near shopping, schools, and the Merritt Parkway, this exceptional property captures the best of Connecticut living.

621 Shrub Oak Ln, Fairfield

133 Marlborough Ter, Fairfield
$520,000
4 Beds ⋅ 2 Baths ⋅ 24164618 MLS
Welcome to this bright and beautifully expanded Cape Cod home, where natural light pours through generous windows and skylights, and gleaming hardwood and tile floors create an inviting flow throughout. The back of the house features an open floor plan, and an atrium door lets you step outside to the spacious two-tiered deck which overlooks a fully fenced backyard-ideal for pets, play, gardening or hosting unforgettable gatherings. As spring arrives, the blooming garden bulbs set the scene for relaxed afternoons and effortless outdoor entertaining. A backyard shed provides convenient storage for bikes, tools, and gardening essentials. Inside, the home offers 2 first floor BRs and a full main level bath, providing flexible living for every lifestyle. The second floor features generous closet and eave storage, giving you plenty of room to stay organized. The lower level adds even more versatility with space, perfect for an office, gym, media room, or creative hobby. A built-in workbench is ready for your next DIY project or even a giftwrapping station! A hatchway door leads from substantial basement storage directly to the backyard, making seasonal storage a breeze. Thoughtful improvements include a newer roof, a Bock water heater, central air, and a 200amp electrical system-comfort and peace of mind for years to come. Warm, welcoming, and wonderfully functional, this home truly has space for everyone and is a home for all seasons!

133 Marlborough Ter, Fairfield

3810 Congress St, Fairfield
$1,753,000
4 Beds ⋅ 3 Baths ⋅ 24165368 MLS
Greenfield Hill Court - A Legacy Reimagined Nestled amid the tranquil woodlands of Fairfield's coveted Greenfield Hill, this timeless residence blends historic charm with contemporary luxury. The home's lineage of love and craftsmanship endures through every detail - now beautifully renewed for the next generation. A brandnew chef's kitchen anchors the heart of the home, complemented by updated bathrooms that marry classic design with modern comfort. Outdoors, the property unfolds into a private retreat: an expansive Pickleball court, basketball area, and lush, manicured gardens that invite play and peace in equal measure. Evenings gather around the stone fire pit, where laughter and stories rise beneath the stars. The twocar garage offers not only secure parking but also a bonus storage area for lawn and garden tools - a thoughtful touch for those who cherish both beauty and practicality. Free from historical restrictions yet rich in heritage, Greenfield Hill Court stands as a rare opportunity: a home with a past worth preserving and a future ready to be lived.

3810 Congress St, Fairfield

575 Church Hill Rd, Fairfield
$750,000
3 Beds ⋅ 2 Baths ⋅ 24163901 MLS
AS WE HAVE RECEIVED MULTIPLE OFFERS, WE ARE SETTING A HIGHEST AND BEST DEADLINE. PLEASE SUBMIT ALL OFFERS BY THURSDAY, APRIL 9, 2026 AT 5 PM. THANK YOU ALL VERY MUCH FOR THE STRONG INTEREST, AND GOOD LUCK! Welcome to 575 Church Hill Road in desirable Fairfield-a charming and well-maintained ranch offering comfort, functionality, and inviting living spaces throughout. This 3-bedroom, 2 full bathroom home spans 1,689 square feet and features a thoughtfully designed single-level layout ideal for both everyday living and entertaining. The spacious living area is highlighted by a cozy fireplace, creating the perfect atmosphere for relaxing evenings. The kitchen flows seamlessly to a deck just outside, making outdoor dining effortless during warm weather. Overlooking a pleasant backyard, this space is ideal for gatherings, gardening, or simply enjoying the outdoors. A den area adds flexibility to the home-perfect for a home office, playroom, or additional lounge space. The primary suite includes a newly renovated bathroom, offering a fresh, modern retreat. Additional features include a two-car garage and a large unfinished basement located under the home for convenience and storage, as well as a newly paved driveway that enhances both curb appeal and practicality. With its inviting layout, recent updates, and desirable location, this home presents a wonderful opportunity to enjoy the benefits of living in Fairfield.

575 Church Hill Rd, Fairfield

494 Pequot Ave, Fairfield
$1,750,000
2 Beds ⋅ 3 Baths ⋅ 24158567 MLS
Charming Pied-a-terre in Connecticut's alluring Southport Village! Whether you're looking for a permanent residence or your home away from home, this is a perfect vacation home or condo alternative. Leave without a care or immerse yourself in this historic maritime enclave. A rare find in the heart of the Village, this home is steps from the neighborhood eateries, shops, metro, pub, bakery, post office, Equinox, Southport Harbor, and Southport Beach. -All an hour from NYC! Cherished outdoor spaces are part of what makes this home so special. From the covered front porch, to the hidden garden terrace beneath, and the enchanting rear stone patio among lush gardens, there's always a picturesque and private retreat to enjoy. Inside, elegant interiors unfold. An inviting Living Room with hardwood floors, hidden TV, and a gas fireplace opens to the Dining Area. The renovated Chef's Kitchen features a Caesarstone island, stainless appliances, and a light-filled eating area with built-ins and a banquette overlooking the garden. Upstairs, is a serene Primary Suite and stunning spa bath, hardwood floors, and 9-foot ceiling. A Guest Bedroom, hall bath, laundry, and access to Attic Storage complete the 2nd floor. The Walk-out Lower Level offers another charming room with a second gas fireplace. It connects to a project area with a porcelain sink, storage, & separate entrance, offering guest-suite potential. Character, convenience, and privacy in a cherished seaside village!

494 Pequot Ave, Fairfield

200 Jackman Ave, Fairfield
$1,365,000
4 Beds ⋅ 3 Baths ⋅ 24159785 MLS
ALL OFFERS DUE BY 5PM MONDAY APRIL 13. This enchanting, home exudes charm from the moment you arrive. Wisteria, boxwood, climbing hydrangea...the beautifully curated landscaping will draw you in and invite you to explore. Inside, the rooms are elegant yet comfortable, with unique architectural details throughout - from the striking fireplace mantel acquired from a Park Slope brownstone, to intricate hand-carved wall paneling brought over from Paris, and exquisite detail on the family room ceiling. The chef's kitchen with Wolf and Viking appliances features a separate Breakfast Room, along w/ access to the back patio for morning coffee. The adjacent light-filled Family Room could be a formal Dining Room if desired. The Library is the ideal office or potential 1st fl. bedroom with connected Full Bath. A spacious Living Room currently doubles as a Dining Room and lovely entertaining space. Up the curved staircase to the 2nd floor, the luxurious Primary BR with walk-in closet and marble ensuite is a restful retreat. 2-3 Additional Bedrooms and a Full Bath, plus a bonus playroom/workspace offers flexibility. Finished Den and Laundry Room in the Lower Level. The covered veranda, set in a lovely garden, is perfect for morning yoga or relaxed evenings surrounded by nature. Dine al fresco on the elevated stone terrace, or wander up the stone steps to a level grassy area, perfect for a swingset or game of badminton. Walk to Lincoln Park/Playground. Don't miss this magical home

200 Jackman Ave, Fairfield

260 Range Rd, Fairfield
$2,400,000
4 Beds ⋅ 4 Baths ⋅ 24161505 MLS
260 Range Road is a home that feels instantly timeless. An elegant Connecticut Colonial w/stately, time-softened brick exterior, set back at the end of a quiet cul-de-sac in one of Southport's most coveted neighborhoods. Peaceful & private yet minutes to downtown Fairfield, Westport, Metro North & everyday conveniences this home offers both serenity & connection. In a neighborhood where neighbors still ride bikes in the street, the home offers a rare sense of calm & community. Inside, soaring ceilings, oversized windows & abundant natural light define the interiors. Each room is generously proportioned w/9-foot ceilings & classic craftsmanship throughout. The main level balances elegance & comfort w/formal living & dining rooms, a handsome office & dramatic great room w/soaring double-height ceilings & wood-burning fireplace. The kitchen is both refined & inviting, featuring rich stone countertops, premium appliances, center island, sunny breakfast area w/door to expansive bluestone patio. Upstairs the primary suite offers a true retreat w/sitting area, office/nursery, 3 walk-in closets & en-suite bath. 3 additional bedrooms are generously sized, offering comfort & flexibility for family & guests. The finished walk-out lower level adds exceptional versatility w/space for a playroom, gym, media room or guest room all leading to a gorgeous flat lawn and backyard oasis. Laundry room, attached 3-car garage, abundant storage, gas, sewer. A rare Southport offering.

260 Range Rd, Fairfield

91 Algonquin Rd, Fairfield
$2,600,000
6 Beds ⋅ 7 Baths ⋅ 24161480 MLS
Iconic Georgian Manor. A rare offering of architectural significance, this distinguished 1922 Georgian Colonial is set on 1.88 acres of level, park-like grounds in a desirable Fairfield enclave. Encompassing over 10,000 square feet, this 6-bedroom estate seamlessly blends historic grandeur with elevated, modern living. A stately presence is immediately felt through classic Georgian symmetry, framed by elegant columns and enhanced by exquisite millwork, intricate moldings, and timeless architectural detailing throughout. Inside, a series of beautifully scaled rooms unfold, each more impressive than the next, including a refined library, private office, sun-drenched solarium, and multiple formal and informal living spaces anchored by seven fireplaces, creating warmth and character at every turn. At the heart of the home, a true chef's kitchen is designed for both everyday living and elevated entertaining, seamlessly connecting to expansive interior and exterior gathering spaces. The grounds are nothing short of resort-caliber, featuring an oversized pool, tennis court, and sweeping lawns that create a sense of total privacy and escape. A fully equipped guest house with gym and sauna offers exceptional flexibility, ideal for extended stays, a wellness retreat, or a private art or music studio. Offered fully furnished, the home is further elevated by beautifully curated furnishings that complement its architectural character and refined aesthetic, creating a seamless

91 Algonquin Rd, Fairfield

385 Samp Mortar Dr, Fairfield
$834,000
4 Beds ⋅ 2 Baths ⋅ 24158402 MLS
This beautifully maintained home offers comfort, functionality, and inviting spaces throughout. The main level features an ideal flow for everyday living and entertaining, with a well-designed kitchen, dedicated dining room, and a spacious living room with a cozy fireplace. A first-floor bedroom with adjacent full bath provides flexibility for guests or multi-generational living. The finished lower level includes a playroom, plenty of storage space and access to the one car garage. Outside, enjoy established gardens with seasonal blooms including roses, lilacs, Japanese Cherry Tree, azaleas, and rhododendrons, along with a flat upper yard perfect for outdoor activities. A covered awning and expansive back porch create exceptional outdoor living and entertaining spaces. Additional highlights include soothing sounds from a nearby waterfall, partial views Samp Mortar lake from the front bedroom, and stunning sunsets from the living room. The elevated primary bedroom offers a peaceful retreat with gentle summer breezes. Membership to the Lake Hills Association and all the amenities it has to offer including swimming, kayaking, playground, and community events. The property is convenient to the Merritt, I95, and both the Metro and Fairfield Center train Stations and nearby to Trader Joe's, ShopRite, CVS, and A&S Italian Deli to name a few shops. A wonderful place to call home...a super value!

385 Samp Mortar Dr, Fairfield

205 Winnepoge Dr, Fairfield
$865,000
3 Beds ⋅ 2 Baths ⋅ 24159318 MLS
Located in the desirable Lake Hills section of Fairfield, this charming three-bedroom Cape offers comfort, character, and an ideal setting. Walking through the front door, you are welcomed into the center hall and immediately feel the warmth and charm of the home. The main level features an open-concept living space with a spacious living room with fireplace that flows seamlessly into the dining area and kitchen-perfect for everyday living and entertaining. The kitchen offers plenty of counter space and storage. Through the sliding glass door, step out onto the rear deck and enjoy beautiful views of the grounds and river. Also on the main level is a generously sized bedroom with a walk-in closet and convenient access to the full bath. The second floor offers a large primary bedroom with ample closet space, an additional bedroom, and a full bath. The finished lower level provides additional living space with a family room, office, and laundry room. Membership in the Lake Hills Association provides access to the lake and private beaches, offering wonderful opportunities for swimming, kayaking, and enjoying the outdoors. Completing the home is a two-car garage. Move right in and enjoy everything this special home and Lake Hills lifestyle have to offer. Click the link for the virtual tour and to view floor plans.

205 Winnepoge Dr, Fairfield

3674 Congress St, Fairfield
$1,600,000
3 Beds ⋅ 3 Baths ⋅ 24151463 MLS
HIGHEST & BEST DUE BY SUNDAY 2/22 9PM. Discover this charming home, originally built in 1945, in the heart of Greenfield Hill, boasting 3 spacious bedrooms and 2.5 baths with large rooms throughout for comfortable living. The inviting updated, eat-in kitchen features a central island, modern appliances, and plenty of storage. Three wood-burning fireplaces on the first floor with beautiful hearths add warmth and ambiance, while gleaming hardwood floors flow seamlessly across the entire home, complemented by an oversized living room and dining room ideal for entertaining. The kitchen, as well as the family room, complete with custom built-ins and a dedicated gaming area, opens directly to the beautiful and durable Ipe deck for seamless indoor-outdoor living. The property features a cedar roof on the main house; and an asphalt roof on the large two-car garage. Ideally situated just a short stroll to "the shadow of the steeple," site of the cherished annual Dogwood Festival each May, and conveniently close to a charming local farm, adjacent open space, and highly rated schools. Only minutes from the vibrant downtowns of Fairfield and Westport. Enjoy peaceful walks, jogs, or bike rides along quiet, tree-lined streets, embracing the serene New England countryside charm. Commuting is effortless, with the Metro North train station to NYC, downtown shops, restaurants, the YMCA & the main library all just a quick 5-7 minute drive away. Natural gas &city water utilities.

3674 Congress St, Fairfield

485 Westway Rd Unit 485, Fairfield
$1,925,000
3 Beds ⋅ 4 Baths ⋅ 24150618 MLS ⋅ Village At Southport BLDG.
Welcome to Village at Southport, a 16-home gated enclave of luxurious, turn-key homes right in "The Village." Pure easy living in this 3800+ square foot, three level townhome with every amenity desired. Just a few minutes to the gorgeous beach & harbor, library, restaurants & shops, ideally located close to commute & downtown living, yet quiet & private. This end unit is ideally set abutting the 6-acres of open space, with a secluded backyard amidst the 11-acre property. Enter the main level to a versatile space that can be utilized as an office, great room, bedroom, flex space with a full bathroom, outdoor patio access & mudroom, with entry to the 2-car garage. On the main level, enjoy an open concept, with a gas-fireplaced living room with beautiful built-ins & coffered ceilings, a sizable dining room open to the high-end kitchen & oversized Quartz island with seating. The bright, white kitchen features a Sub-Zero & Viking with dishwasher, microwave & pantry with access to the back deck, half-bath & private office. The upper level boasts an enviable primary suite with huge walk-in closet & lavish en-suite bath with walk-in shower & double sinks topped with Quartz. The laundry room features storage, hanging racks & a sink for convenience. Completing this level is a Jack-and-Jill bathroom connecting two guest rooms, both with walk-in closets. Elevator ready! Just think of how lovely of a way of life, enjoying one of the most desirable & beautiful spots in Fairfield County.

485 Westway Rd Unit 485, Fairfield

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