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162 Country Road Unit 162, Fairfield
$875,000
4 Beds ⋅ 3 Baths ⋅ 24127479 MLS ⋅ Country Manor Condominium BLDG.
Located in the highly desirable University area of Fairfield, this meticulously maintained half-duplex townhouse offers 4 bedrooms, 2.5 bathrooms, and an open floor plan with hardwood floors throughout and soaring 9-foot ceilings on the first floor. The main level features a spacious living room with beautiful moldings and a cozy fireplace, flowing seamlessly to the dining area and gourmet kitchen with granite countertops and stainless steel appliances. French doors open to the private backyard and patio, perfect for indoor-outdoor entertaining. The second floor includes the primary suite with three closets and a luxurious bath, three additional bedrooms, and a convenient laundry room. Above, a finished walk-up attic provides flexible living space, while the lower level offers the ability to finish and includes a spacious storage area. Thoughtful details include Andersen windows, hydro air gas heat, and abundant natural light throughout. Enjoy easy access to Metro North, shopping, restaurants, movie theater, and local parks. Fairfield is known for its beautiful beaches, and vibrant downtown making this move-in ready home an exceptional opportunity. Schedule your private showing today!

162 Country Road Unit 162, Fairfield

44 Deer Run Rd, Fairfield
$1,107,000
2 Beds ⋅ 3 Baths ⋅ 24139215 MLS
Ideally located in the heart of the University Area, this charming colonial sits on a quiet cul-de-sac just minutes from downtown Fairfield. Step through the front door into a welcoming foyer that opens to a sun-filled living room and a spacious dining room, perfect for entertaining family and friends. The kitchen features generous counter space and flows seamlessly into the breakfast area and family room, offering access to the deck for easy indoor-outdoor living. The family room impresses with soaring ceilings and a cozy wood-burning fireplace. Upstairs, the primary suite includes a full bath and a walk-in closet. A second bedroom, home office, hallway laundry, and a second full bath complete the second level. There's also a large third bedroom that has been framed but not yet finished, providing an excellent opportunity for added living space. The lower level offers over 1,000 square feet with a sliding glass door to the backyard, ready to be finished to suit your needs. Recent updates include fresh interior paint and refinished hardwood floors. Finishing the third bedroom and lower level would significantly increase both square footage and value. This property is part of an estate and being sold "as is." *** Best & Highest offers due by Monday 11/17 at noon ***

44 Deer Run Rd, Fairfield

270 Andrassy Ave, Fairfield
$610,000
3 Beds ⋅ 1 Baths ⋅ 24138925 MLS
Welcome to 270 Andrassy Avenue in Fairfield, CT-where single level living seamlessly blends comfort and convenience. Greeted at the gracious entry with hardwood flooring throughout sets the tone for this three bedroom charmer. The updated eat-in kitchen provides the perfect setting for casual dining and culinary adventures. New tile in the kitchen and bath elevate the expectations of this cottage like ranch style home. The versitale finished lower level offers a flexible space for a playroom, home office, gym and beyond. Outside, enjoy a level fenced-in backyard and deck ideal for gatherings and outdoor activities. The detached garage adds additional storage along with ample off street parking for ease and convenience. The University area location offers ease of access to vibrant downtown where you can take advantage of the local restaurants, shops, beaches and two train stations making this home an ideal spot for those seeking a convenient lifestyle. Come explore the potential of this lovely home and see why it's the perfect spot to create lasting memories!

270 Andrassy Ave, Fairfield

45 Robin Cir, Fairfield
$1,949,000
6 Beds ⋅ 6 Baths ⋅ 24135044 MLS
Award-Winning Luxury in Fairfield! Recipient of the 2025 HOBI Award for Outstanding Fairfield County Spec Home $1-2 Million, 45 Robin Circle showcases timeless design, refined craftsmanship, and effortless livability. The sunlit main level features an open-concept chef's kitchen with professional appliances and an oversized island flowing to an elegant great room with fireplace and custom built-ins. 6 Bedrooms and 5.1 Baths include a serene, hotel-style primary suite with dual walk-ins and a spa bath. Outdoors, a stone patio and landscaped, private yard create an ideal setting for entertaining with room for a pool. Quiet cul-de-sac location close to beaches, downtown, and train. Experience Fairfield luxury officially recognized among Connecticut's best. One year new home warranty.

45 Robin Cir, Fairfield

25 Country Road Unit 25, Fairfield
$849,000
3 Beds ⋅ 3 Baths ⋅ 24137603 MLS
Welcome to 25 Country Road, an extremely well crafted duplex-townhome in one of Fairfield's most convenient locations. Offering the perfect blend of elegance & modern comfort, this 3 Bedroom & 2.5 Bath w/ a bonus 4th on the lower level. Made up of 2,170 SF across the 1st & 2nd floors w/ an additional 580 finished lower level SF for a total of 2,750 SF of living space set on a.21-acre lot: Built in 2006: HOA is $225/month which covers exterior maint. & insurance (shared w/ neighbor @ 27). Step into the grand foyer, where 9-foot ceilings, custom millwork, & rich crown moldings create a sense of spacious sophistication. The sun-filled eat-in kitchen features custom maple cabinetry, granite countertops, & stainless steel appliances, including a new convection oven/air fryer microwave, refrigerator, & gas cooktop. The living room is anchored by a stone-clad fireplace w/ a natural wood mantel, setting the tone for both everyday comfort & elegant entertaining. Upstairs, the primary suite offers a serene escape w/ a large walk-in closet, additional storage, & a spa-inspired ensuite complete w/ Jacuzzi whirlpool tub & custom cabinetry. The finished lower level provides exceptional versatility-perfect for a home gym, studio, pantry, wine storage, or creative space-w/ abundant storage throughout. Two-car garage offers direct entry into the home for added ease & convenience. Natural gas, forced air heat, hot water, & central air conditioning. A home that delivers on all fronts!

25 Country Road Unit 25, Fairfield

180 Oakwood Dr, Fairfield
$699,900
3 Beds ⋅ 2 Baths ⋅ 24138224 MLS
Welcome to this move-in ready split-level home nestled in Fairfield's desirable University area. Thoughtfully updated and impeccably maintained boasting modern updates. Step inside to find beautifully refinished hardwood floors flowing throughout the majority of the home. The updated eat-in kitchen is a true highlight, featuring off-white cabinetry, granite countertops, stainless steel appliances, and a large center island. The kitchen seamlessely opens up to the dining room creating a perfect space for entertaining guests and holiday dinners. Just up a few steps, you'll find a beautifully renovated full bathroom and three spacious bedrooms, each offering natural light and comfort. The finished lower level walkout provides wonderful additional living space, ideal for a family room, rec room, or home office, and includes vinyl flooring and a convenient half bath. Outside, enjoy a flat, private lot-great for outdoor activities. With its prime location close to downtown Fairfield, beaches, parks, and top-rated schools, this property truly has it all. Don't miss the opportunity to make this beautifully maintained, move-in ready home your own!

180 Oakwood Dr, Fairfield

56 Drake Ln, Fairfield
$1,156,000
4 Beds ⋅ 3 Baths ⋅ 24136176 MLS
This well-loved colonial in the Fairfield University neighborhood offers a rare opportunity to own a classic home in a prime location. Cherished by one owner for the past 50 years, it's ready for new memories to be made. Step inside to find a fantastic circular flow, generous room sizes, and timeless updates throughout. The formal living and dining rooms feature built-ins, hardwood floors, a bay window and elegant molding details. An open kitchen with maple cabinetry, granite countertops, and a light-filled sunroom leads out to a bluestone patio and a private, fully fenced yard - perfect for entertaining or relaxing. The cozy family room, complete with vintage wood paneling and a gas fireplace, invites quiet evenings spent streaming your favorite shows or unwinding with a great book. Upstairs, you'll find four well-proportioned bedrooms with well-designed closets and two full baths. The large basement offers endless potential; finish it for a playroom, gym, or additional living space. An attached garage and separate shed provide ample storage. Bordering Greenfield Hill, this property combines charm, convenience, and tranquility in one of Fairfield's most under-the-radar, long standing neighborhoods.

56 Drake Ln, Fairfield

122 Colony St, Fairfield
$411,000
3 Beds ⋅ 1 Baths ⋅ 24136938 MLS
Yes, I am 100 years old and still standing. Yes, I need lots of love and appreciation. Built in 1925 I watched the town grow from a population of about 15,000 people to around 65,000 these days. My town has history. It saw the British troops land on Fairfield Beach near Pine Creek Point. The First World War brought my town out of its agrarian past. The economic boom in Bridgeport fueled prosperity and workers came to Fairfield to build their homes. The turnpike in 1950 brought more development. Today, I stand here offering you an opportunity to enjoy part of the history of this town and make me new again. My small plot of land is .11 acre on "Colony Street" with a 1217 Sq Ft Colonial structure. I am inviting you to bring me back to my glory days and I will once again be part of a new historic era. Property Selling As-Is.

122 Colony St, Fairfield

79 Mayfair Rd, Fairfield
$900,000
3 Beds ⋅ 3 Baths ⋅ 24134172 MLS
Calling for Best and Final Offers by Sunday 11/2 @ 5PM Welcome to 79 Mayfair Road, a wonderful opportunity to own a home that has been lovingly cared for by the same owner for over 40 years. Nestled in one of Fairfield's most loved neighborhoods, this home offers a rare mix of comfort, community, and convenience. Just around the corner from Osborn Hill Elementary School, and close to open space areas for walking, fishing, and enjoying nature, this location is perfect for those who love the outdoors. You'll also find quiet, tree-lined streets ideal for biking or an evening stroll. The spacious, professionally landscaped backyard is a true retreat, beautifully maintained with mature trees, vibrant gardens, and a full irrigation system, creating a tranquil spot to relax or entertain. Commuters will appreciate the easy access to I-95, the Merritt Parkway, and two nearby train stations, while shopping, dining, and everyday conveniences along Black Rock Turnpike are just minutes away. It's one of the few homes available under $1 million in this sought-after neighborhood, where you'll see many homeowners investing in and enhancing their properties. Come see why so many people love calling this part of Fairfield home.

79 Mayfair Rd, Fairfield

1137 Stillson Rd, Fairfield
$1,415,000
3 Beds ⋅ 4 Baths ⋅ 24119004 MLS
A quintessential New England Ranch set behind stone walls and a rounded driveway, this home welcomes you with timeless style and impressive scale. Step inside and be wowed by the spacious, thoughtful layout, bathed in natural light. A chef's kitchen is the heart of the home, with an expansive granite island, Sub-Zero and Viking appliances, and custom cabinetry-perfect for cooking and gathering. The kitchen flows into a sunroom with sliding French doors, three-season porch, and granite patio, creating a natural rhythm of indoor-outdoor living. The private backyard unfolds as a peaceful oasis, bordered by mature trees, stone walls, and enchanting gardens. The main level features a spacious living room with a stone fireplace, dining room framed with wainscoting, and bedroom wing with a serene primary suite, two additional bedrooms, and full hall bath. A versatile office space and laundry room add everyday ease. The lower level becomes a destination of its own, where a stone fireplace and wet bar anchor the recreation area-perfect for game nights or holiday gatherings. A full bath and flexible layout create potential for an auxiliary apartment for guests, an au pair, or multi-generational living. Details reflect quality and care, from hardwood floors and cedar-lined closets to custom millwork and a new roof. In Fairfield's sought-after University area close to Springer Glen, this home offers a unique blend of comfort and flexibility for every lifestyle and life stage.

1137 Stillson Rd, Fairfield

83 Pell Meadow Dr, Fairfield
$895,000
4 Beds ⋅ 3 Baths ⋅ 24131542 MLS
Amazing Opportunity in the University Area in this lovingly maintained 4-bedroom home, cherished by the same owner for many years. Located in a desirable & quiet neighborhood & set on a .22 acre lot this home offers so much. Recent improvements include a newer roof, patio, refrigerator, driveway, front steps, refinished kitchen floors, kitchen window & a freshly painted interior. Step inside & instantly feel the warmth of a home filled w/ love, laughter & tradition. The eat-in kitchen was the home owners favorite place & flows easily into the expansive sunken family room w/ fireplace making entertaining easy. Enjoy the bay window in the front dining room - a favorite feature for seasonal decorations & soaking in natural light. 3 generous sized bedrooms & 1 & a half bath complete the main level. Upstairs you will find a 4th bedroom or bonus room versatile space along w/ an additional full bath - perfect for guests, gym or a home office. W/ generous closet space throughout, you will appreciate the great storage this home provides. The unfinished lower level offers 960 sf that can be used for future living space allowing even more room to grow. Enjoy the 2 car garage, private back yard & patio that is ideal for both relaxing & entertaining. Conveniently located close to town, train, schools, parks, shopping & dining. This home has been the backdrop to countless cherished moments & family holidays & now is ready for new memories to be made. Welcome home to 83 Pell Meadow Drive!

83 Pell Meadow Dr, Fairfield

Fairfield
$593,000
4 Beds ⋅ 2 Baths ⋅ 24094088 MLS
Exceptional investment opportunity in the heart of Fairfield. This rare two-family property offers a great opportunity for investors or owner occupants. Each of the two units offers 2 bedrooms. The first floor family room has a sliding door that leads to a newer private deck that overlooks the large yard with above ground pool. The second floor unit has a walk up attic for additional storage space or possible expansion. This home needs TLC but offers great potential and is located in a prime location near the University. Amazing location for all that Fairfield has to offer such as restaurants, shops, Metro North station, I-95, Route 15, parks and town beaches. This is an estate sale and subject to final probate approval. Contents remaining at closing must be removed by purchaser.

Fairfield

66 Adams Rd, Fairfield
$915,000
4 Beds ⋅ 3 Baths ⋅ 24135832 MLS
BEST AND FINAL OFFERS DUE BY MONDAY, NOV. 3rd, 9AM. First time ever on the market after 58 years with one loving owner. Set on a quiet cul-de-sac backing up to protected open space, this classic New England Colonial offers timeless appeal and remarkable potential in Fairfield's sought-after University area. The traditional layout begins with a welcoming living room anchored by a wood-burning fireplace, leading to a spacious great room with vaulted ceilings - the heart of the home. A large eat-in kitchen and formal dining room create an ideal flow for gatherings, while a flexible main-level bedroom suite with full bath provides an option for first-floor living. Upstairs are four additional bedrooms, including an en suite primary, plus another full bath. The setting is serene and private - a rare retreat just minutes from downtown Fairfield, train, beaches, and schools. With city water, sewer, natural gas heat, and not in a flood zone, it's the perfect canvas to renovate, expand, or build new. Lovingly cared for by current owners for nearly six decades, this is an extraordinary opportunity to reimagine a well-loved Fairfield original. An heirloom property ready for its next story. Home being sold as is.

66 Adams Rd, Fairfield

23 Robert Ct, Fairfield
$1,160,000
4 Beds ⋅ 3 Baths ⋅ 24133896 MLS
Welcome to this beautifully expanded, updated Cape situated within a quiet cul-de-sac in one of Fairfield's most sought-after neighborhoods. Step into the inviting formal living room featuring a cozy fireplace, bay window, refurbished hardwood floors, new lighting, and fresh paint. The eat-in kitchen, with entry to the covered back porch, has granite countertops, SS appliances including a new Miele dishwasher, heated flooring and new light fixtures. In the large family room you'll be struck by the oversized windows with views into the backyard and neighboring pond. The room includes ample storage, built-ins, a French door with direct porch access, new light fixtures, fresh paint and refurbished hardwood floors. A large bedroom and updated full bath round out the main level, offering comfort and flexibility for guests or single-level living. Upstairs you'll find a spacious primary bedroom, a cozy guest bedroom, a versatile 4th guest room/office/nursery, and full bathroom. The finished lower level offers even more living space with endless possibilities such as a media room, home gym, rec room, or office. It also includes a full bath, a laundry area with new Miele appliances, dedicated storage, and direct access to the two-car garage and backyard patio. Enjoy a tranquil, fully fenced, level backyard with a spacious patio and covered porch that is perfect for relaxing or entertaining. Located just minutes from downtown Fairfield's vibrant shops, dining, and beautiful beaches.

23 Robert Ct, Fairfield

125 Mayweed Rd, Fairfield
$1,600,000
4 Beds ⋅ 5 Baths ⋅ 24111965 MLS
Welcome to this exceptional 2015-built Colonial, tucked away on a quiet cul-de-sac in Fairfield's sought-after University area. Offering the perfect blend of style, comfort, and convenience, this home is just minutes from beaches, shopping, dining, and entertainment, with easy access to I-95, Metro North, and Amtrak. Inside, a bright and open layout sets the stage for both everyday living and effortless entertaining. The gourmet kitchen with granite countertops and stainless-steel appliances flows seamlessly into the sun-filled family room with a fireplace. A spacious living room is ideal for game nights or evening relaxation, while the formal dining room creates the perfect backdrop for holidays and celebrations. A mudroom with a half bath adds thoughtful functionality. Upstairs, retreat to the luxurious primary suite featuring a sitting area, two walk-in closets, and a spa-like bath with a soaking tub, walk-in shower, and dual vanities. Three additional bedrooms, two full baths, and a convenient laundry room complete this level. The versatile lower level offers endless options-playroom, gym, home theater, or game room-plus a full bath and generous storage. Outside, a slate patio and landscaped yard invite you to enjoy barbecues, morning coffee, or quiet evening downtime. Move-in ready and beautifully maintained, this home offers the perfect balance of space, style, and location. Don't miss the opportunity to make it yours!

125 Mayweed Rd, Fairfield

42 Green Knolls Ln, Fairfield
$820,000
2 Beds ⋅ 2 Baths ⋅ 24133873 MLS
Storybook stone Cape on a quiet cul-de-sac in sought-after Fairfield University area. Set on over one-third of an acre, this inviting home features a step-down front-to-back living room with wood-burning fireplace and French doors leading to an expansive deck overlooking the large backyard. A kitchen with eat-in island, formal dining room, office/den and full bathroom complete the first floor. The lower level includes a beautifully finished family room with built-ins. A spacious two-car detached garage and whole-house Generac generator add comfort and convenience. Classic custom touches include arched doorways, glass doorknobs and hardwood floors throughout. Agent related to seller. MULTIPLE OFFERS. ALL OFFERS REQUESTED BY 12PM TUESDAY 10/21

42 Green Knolls Ln, Fairfield

61 Dogwood Ln, Fairfield
$975,000
3 Beds ⋅ 2 Baths ⋅ 24128275 MLS
Welcome to 61 Dogwood Lane! Located in the sought-after University neighborhood, this expanded Cape Cod is filled with sunlight, charm, and thoughtful updates. Hardwood floors, French doors, and custom built-ins add warmth and character throughout. The renovated kitchen offers quartz counters, custom cabinetry, an induction range (gas line in place if preferred), new oven, refrigerator, and mini fridge. The spacious dining room with built-in hutch flows seamlessly for gatherings. The living room, centered around a wood-burning fireplace, is the perfect spot to curl up with a good book or host guests. A private family room with custom built-ins and French doors provides a versatile space for movie nights, play, or simply unwinding in comfort. A quiet home office offers privacy for work or study, while an updated powder room and mudroom with backyard access complete the main level. Upstairs, the primary suite features double closets, joined by two more bedrooms and a full bath. The lower level offers endless options for a gym, playroom, or rec space. Outside, enjoy the beautiful level fenced yard, expansive stone patio, new driveway, updated front and back steps, and refreshed landscaping. Recent updates include the kitchen, bathrooms, mudroom, patios, HVAC with central air and mini-splits, and a high-efficiency natural gas furnace/hot water combo. All just steps to Gould Manor Park and minutes to train, town, and beaches.

61 Dogwood Ln, Fairfield

34 Ridgedale Rd, Fairfield
$1,699,000
4 Beds ⋅ 5 Baths ⋅ 24129398 MLS
Welcome to this exquisitely designed and completely rebuilt Colonial, crafted by one of Fairfield's premier builders. From the moment you arrive, the home's exceptional curb appeal and timeless architecture set the tone for what's inside. The bright and open floorplan is perfect for both everyday living and entertaining. The spacious Family Room features a cozy fireplace, custom built-ins, and a stylish entertainment bar complete with cabinetry and a wine cooler. The heart of the home is the beautifully appointed Kitchen, showcasing a large island, high-end finishes and appliances, and a seamless flow into the generous Dining Area. Also on the main level, you'll find a private Office, a walk-in Pantry, a functional Mudroom, and a Powder Room-each thoughtfully designed for comfort and convenience. Upstairs, the Primary Suite is a true retreat, offering a charming bedroom, a walk-in closet, and a luxurious spa-like bath with a tiled shower, soaking tub, and private water closet. The second bedroom features its own en-suite bath, while bedrooms three and four share a Jack and Jill bathroom. The third floor offers beautifully finished space, a full bath, and ample attic storage-ideal for a playroom, guest suite, or home gym. The finished lower level adds even more versatility to this exceptional home. Situated on a level lot in a welcoming family neighborhood, this home combines luxury, functionality, and location. Just minutes from schools, parks, and town amenities,

34 Ridgedale Rd, Fairfield

271 Jeniford Rd, Fairfield
$740,000
3 Beds ⋅ 2 Baths ⋅ 24129388 MLS
Set in Fairfield's sought-after University neighborhood, this 3-bedroom, 2-bath home combines timeless style with modern updates. A circular drive, cedar clapboard siding, and a striking mahogany entry door contribute to its exceptional curb appeal. Inside, hardwood floors span the main level, where oversized windows brighten the living and dining rooms. The eat-in kitchen features granite counters, stainless steel appliances, and a convenient mudroom. A first-floor bedroom adds flexibility. Upstairs, two additional bedrooms share a full bath. The oversized composite deck overlooks the expansive, private backyard-perfect for entertaining or relaxing outdoors. Additional highlights include central air and a partially finished basement for additional space. With easy access to shopping, Metro-North, and highways, this home delivers comfort and a prime location.

271 Jeniford Rd, Fairfield

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