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1123 Round Hill Rd, Fairfield
$2,850,000
5 Beds ⋅ 6 Baths ⋅ 24195451 MLS
There's a certain kind of iconic home that settles over you the moment you step inside, because the craftsmanship was never meant to be temporary. Nine-foot ceilings in the living & dining rooms, 3 wood-burning fireplaces, solid proportions & large windows & glass doors that still frame the light the way they were designed to nearly a century ago. The kind of quiet authority that newer construction spends a fortune trying to approximate. The current owners understood the assignment. They preserved what mattered & refined the rest without ever losing the house's original voice. The original 1929 paneled den with a hidden wet bar. A family room built for actual gathering, complete with Sub-Zero, beverage fridge & kegerator. The gourmet kitchen opens directly onto an oversized patio so the line between inside & outside nearly disappears. 5/6 beds, 5.5 stunning baths, two staircases, a first-floor office, & a walk-out lower level with its own entrance & full bath give the house a flexibility that feels intentional. Outside, 1+ acres sit quietly behind stone walls - already equipped with a grilling station, a built-in fire pit, irrigation, & the soft structure of mature plantings, privacy & play space. You can walk to Fairfield's vibrant downtown, the Metro-North station to NYC, & schools. You border lovely Winton Park. Natural gas, city water, town sewer. Some homes you tour. This one stays with you. A spectacular house with a soul.

1123 Round Hill Rd, Fairfield

1054 Mill Plain Rd, Fairfield
$2,300,000
5 Beds ⋅ 5 Baths ⋅ 24190793 MLS
Welcome to 1054 Mill Plain Road! Exceptional craftsmanship and timeless design define this impressive center hall NEW CONSTRUCTION colonial! This open-concept floor plan is designed for seamless everyday living and effortless entertainment boasting 5,518 sq ft of living space and privately set on a rear lot in the sought-after Fairfield University neighborhood. This home presents 5 bedrooms, 4.5 baths, 9' ceilings, and hwd flrs throughout. Impeccable details include a gourmet designer kitchen with a sprawling quartz island, thermidor appliances, floating shelves, butler's pantry, with an abundance of recessed and natural lighting. An elegant archway flows into a family room with a fieldstone gas fpl with floor to ceiling sliders lending itself to a fenced in backyard, decking and patio for all your outdoor entertainment gatherings. Elegant formal dining room showcases exquisite millwork, intricate trim details, and a distinctive architectural ceiling. The MBR suite features a gas fireplace, lighted tray ceiling, with a beautifully designed spa bath. Two of the bedrooms are jack and jill with an appointed shared full bath. There is a 3rd floor finished area that provides recreational space for versatile usages such as an au pair, gym, studio, office, and/or guest retreat. This home offers a peaceful escape while remaining just minutes from Fairfield's beaches, train stations, vibrant downtown, shopping, dining, and top rated schools. Experience luxury living at its finest

1054 Mill Plain Rd, Fairfield

631 Reid St, Fairfield
$2,225,000
6 Beds ⋅ 6 Baths ⋅ 24165022 MLS
Welcome to this stunning new construction farmhouse colonial in Fairfield's coveted University area, offering modern luxury, timeless design, and a rare backyard oasis complete with a beautiful in-ground pool. Thoughtfully crafted with exceptional attention to detail, this 6-bedroom home delivers the perfect blend of style, comfort, and functionality. Step inside to bright, open concept living spaces ideal for both everyday living and entertaining. The gourmet kitchen features premium appliances, an oversized island, custom cabinetry, and a walk-in pantry, flowing seamlessly into a spacious family room with a gas fireplace and views of the pool and patio. A dedicated first-floor office provides an ideal work-from-home setup, while a large bonus room offers endless versatility-playroom, media room, fitness space, or guest suite. With six generously sized bedrooms, including a serene primary suite with a spa inspired bath, there's room for everyone to live, work, and unwind. Outside, enjoy your own private retreat: a with an in-ground pool, stone patio, and fenced yard perfect for summer gatherings, relaxation, and fun. Perfectly situated close to Fairfield's beaches, vibrant downtown, top-rated schools, and the train, this home offers exceptional convenience while maintaining the charm and community feel that define the University neighborhood.

631 Reid St, Fairfield

218 Lower Farm Rd, Fairfield
$2,150,000
4 Beds ⋅ 4 Baths ⋅ 24149613 MLS
Highest and Best Bid Deadline Sunday, Feb. 1, by 9:00 pm. Offers will be reviewed on Monday, Feb. 2nd. New construction, Light, bright, sunny, pristine 4/5 bedroom, 4 full bath colonial built in 2025 on a beautiful cul-de-sac enclave of 7 new homes meticulously constructed by Sanddollar Development, known for their stellar designs, quality materials and next-level craftsmanship. Luxurious finishes, designer lighting, custom millwork, solid white oak flooring, spacious open-concept layout with great flow for entertaining and everyday living. Fabulously appointed chef's kitchen with separate pantry, wine fridge and large center island. Sliders from living room to covered deck for al fresco meals or relaxing with full view of the fenced backyard. First floor bedroom/office off foyer has full bathroom. Mudroom with storage cubbies and large walk-in coat closet/pantry leads to two car garage. Massive family room over the garage. Sumptuous primary suite with walk-in closet, gorgeous bathroom with double vanity, soaking tub, shower stall, w.c. Two ample bedrooms share large Jack 'n Jill bathroom with double vanities and two linen closets. Fifth large bedroom has ensuite bathroom. Laundry room on second floor. Entire third floor can be finished for future use. Finished lower level has sliders to covered patio and backyard. Professional landscaping, generator, city water, city sewer, natural gas, located close to town and train in the popular University area.

218 Lower Farm Rd, Fairfield

20 Saint Marc Ln, Fairfield
$2,025,000
5 Beds ⋅ 5 Baths ⋅ 24178238 MLS
Set on a cul de sac near Fairfield University, this impeccable, high end almost new construction has brand new exquisite updates, creating a sparkling gem of a home! An expansive tone is set by the jumbo scale of the windows, the 9' ceilings and the 8 1/2' Kitchen Island. Very recent enhancements both practical & chic include Kitchen: New AGA range, light fixtures over island & dining table, cabinet hardware. Mudroom: porcelain cobblestone tile floor, custom cabinets, & closet shelving, Powder Room: vanity, millwork, tile floor, lighting, & wallpaper. Living Room: stunning fireplace mantle & millwork, 2nd floor Laundry Room: flooring. 3rd Floor: 'Bunk Room' created in open area w/built in beds, 5th Bedroom with new custom built in wardrobe, & Bathroom vanity, Office area now separate & private, Storage room fitted w/shelving. Beautiful new window shades and treatments throughout. Spacious unfinished basement has 8' ceiling. Sliders lead to private, sunny yard with bluestone patio. This is a delectable package of high end newer construction very recently customized, very convenient to the delights of Fairfield's award winning cultural town center. All this is just under a mile (20 minute walk) to the Metro North NYC bound platform & into town center for restaurants, theaters & shopping. Penfield Beach is just another mile away; a reasonable stroll via the Old Post historic district.

20 Saint Marc Ln, Fairfield

33 Middlebrook Pl, Fairfield
$2,025,000
4 Beds ⋅ 6 Baths ⋅ 24136476 MLS
Welcome to an EXCEPTIONAL NEW CONSTRUCTION in Fairfield's desirable University area, nestled on a quiet cul-de-sac. Designed with luxury, comfort, and craftsmanship, this stunning home offers 4 (to 6) bedrooms, 5.5 baths, and 9' ceilings for an airy, spacious feel. Impeccable details include 4" white oak hardwoods, custom millwork, coffered ceilings, shiplap accents, crown molding, & elegant archways. The gourmet kitchen is a showpiece with custom soft-close cabinetry, massive quartz island, Thermador appliances, floating shelves, and a butler's pantry. The kitchen opens seamlessly to the family room with fireplace, where floor-to-ceiling sliders lead to a private, fenced backyard with bluestone patio and fire pit perfect for effortless indoor-outdoor living & entertaining. A stylish DR with French doors sets the tone for intimate dinners or holiday gatherings. Upstairs, the luxurious primary suite showcases a gas FP, lighted tray ceiling, oversized walk-in closet, and spa-like bath with soaking tub, large shower, and custom double vanity. Two additional bedrooms share a beautifully appointed Jack & Jill bath, while a 4th bedroom enjoys its own en-suite. The finished 3rd level with full bath offers versatility as a home office, rec room, guest suite, or au pair space. The fully finished LL offers a full bath, ideal for a playroom, gym, or extended living. Blending timeless elegance with modern amenities, minutes to top-rated schools, beaches, restaurants, shopping & train.

33 Middlebrook Pl, 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

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

232 Pell Meadow Dr, Fairfield
$1,947,000
4 Beds ⋅ 4 Baths ⋅ 24121593 MLS
Move right in to this beautiful 4 bedroom, 4 bath Garrett Wilson colonial on a quiet street in Fairfield's desirable University area. Set on a flat landscaped property, this home offers the perfect combination of style, comfort and convenience. Just minutes to town, train and Riverfield school. The spacious white kitchen opens into the family room with quartz countertops, stainless steel appliances, gas range and an island which makes this kitchen a cook's delight. The sun-filled main level features a family room with stone fireplace and access to totally fenced backyard with a fabulous bluestone patio. Step outside to the stunning gunite salt water pool, complete with an electric safety cover-perfect for relaxing and entertaining. The primary bedroom offers a walk in closet, vaulted ceiling, wood floors and a large bathroom with a whirlpool tub, double vanity and private water closet. All other bedrooms are spacious, one with private bathroom and the other two bedrooms share a jack and jill bathroom. The partially finished basement has high end finishes, perfect for a media room, play room, or gym. There is ample storage in the basement.The third floor, a large flex space offers endless options/ ideal as a playroom, office or guest room. New central air system in 2024. This is an exceptional opportunity in one of Fairfield's most sought after neighborhoods.

232 Pell Meadow Dr, Fairfield

93 Millspaugh Dr, Fairfield
$1,940,000
5 Beds ⋅ 5 Baths ⋅ 24127311 MLS
**Open house 10/11-10/12 CANCELLED** Absolutely GORGEOUS new construction, /elegantly crafted, that blends modern sophistication with coastal -charm in this 5-BDR, 5 Full Bath home. The main level offers a -balance of open-concept living and defined spaces, featuring 9' ceilings, white oak floors, custom millwork, and curated designer fixtures. The gourmet kitchen is a showstopper, featuring Thermador Pro appliances, quartz countertops, and a custom white oak island, flowing seamlessly into a sun-drenched family room with a statement custom designed fireplace and 8' sliding doors leading to a private patio and landscaped yard-spacious enough to accommodate a pool. A home office on the main floor offers functionality and flexibility to be converted to a bedroom. Upstairs, the impressive primary suite with designer accent wall, oversized walk-in closet'S', and a spa-like bath with soaking tub, and radiant heated floors.. Add'l BDRS include private or Jack & Jill baths. The finished lower level offers flexibility for a gym, playroom, or media room. Smart home-ready with Leviton smart-capable panel. Low maintenance exterior. Convenient to downtown restaurant row, lakes, beaches, shopping, 2 train stations, and easy access to Merritt; I95.

93 Millspaugh Dr, Fairfield

121 Osborne Hill Rd, Fairfield
$1,925,000
4 Beds ⋅ 4 Baths ⋅ 24188105 MLS
Welcome to 121 Osborne Hill Road, where exceptional quality construction, timeless elegance, & sophisticated open-concept living define this beautifully crafted residence. Designed for today's discerning buyer, this exceptional home offers 4 b/rooms, 3/1 baths, blending refined style with exceptional functionality. At the heart of the home, the chef's kitchen showcases premium appliances, spacious butler's pantry, & a generous center island, seamlessly connecting to the expansive dining area in a bright, open floor plan designed for effortless gathering & everyday luxury. The pub room with wet bar & wine refrigerator, along with the sun-filled family room, both open to the professionally landscaped b/yard, where a stunning paver patio with a built-in f/place creates an exceptional outdoor gathering space. The luxurious primary suite is a private retreat with a spa-inspired bath. A first-floor office or guest bedroom with a full bath offers exceptional flexibility. An additional finished living area on the second level provides endless possibilities for a media room, playroom, home office, fitness space, or other lifestyle needs. Filled with natural light, the home showcases quality craftsmanship, thoughtful design, & abundant storage throughout. Ideally located minutes from Fairfield's beaches, parks, top-rated schools, vibrant town center, shopping, dining, & commuter routes, this exceptional property offers timeless design, modern amenities, & an unparalleled lifestyle.

121 Osborne Hill Rd, Fairfield

210 Pansy Rd, Fairfield
$1,910,000
5 Beds ⋅ 4 Baths ⋅ 24158842 MLS
Welcome to 210 Pansy Road, a stunning new construction home in Fairfield built by respected local builder Kardamis Construction, offering over 3,000 square feet of thoughtfully designed living space with 5 bedrooms and 3.5 baths. What truly sets this property apart is its rare setting backing to 8.5 acres of protected nature preserve, creating a private and peaceful backdrop rarely found in new construction. Inside, the home showcases high-end finishes throughout including white oak flooring, custom cabinetry, soaring 9-foot ceilings, and abundant natural light. The chef's kitchen is equipped with Thermador appliances, quartz countertops, and a large center island designed for both everyday living and entertaining. The dining room features a wet bar, while sliding white oak barn doors connect the living room and expansive family room, offering flexibility for open or private living spaces. Upstairs are five spacious bedrooms and three full baths. One bedroom offers exceptional versatility and can function as a media room, guest suite, second primary, or recreation space, highlighted by cathedral ceilings and striking natural oak beams. Additional features include an attached two-car garage pre-wired for an EV charger, a back patio with natural gas grill hookup, and the opportunity to finish the basement for additional living space. A rare combination of modern luxury, privacy, and natural surroundings in one of Fairfield's most desirable neighborhoods.

210 Pansy Rd, Fairfield

260 Pansy Rd, Fairfield
$1,899,900
5 Beds ⋅ 4 Baths ⋅ 24171436 MLS
Welcome to 260 Pansy Road, the last home available at Pansy Road Farms! Built by a respected local builder, this beautifully crafted, new construction center hall colonial offers over 3,000 square feet of thoughtfully designed living space with 5 bedrooms and 3.5 baths. Set against 8+ acres of protected open space, this home offers a rare combination of privacy, natural beauty, and modern luxury in one of Fairfield's most coveted neighborhoods. Inside you'll find white oak flooring, custom cabinetry, soaring 9-foot ceilings, and abundant natural light throughout. The chef's kitchen features Thermador-Pro appliances, quartz countertops, and a large center island perfect for everyday living and entertaining. A wet bar enhances the dining room, while white oak barn doors connect the living and family rooms. Upstairs offers five spacious bedrooms and three full baths, including a dramatic oversized bedroom with cathedral ceilings and natural oak beams, ideal as a media room, second family room, playroom, or bonus space. The luxurious primary suite features a spa-like bath with double vanity, soaking tub, oversized shower with three shower heads, and the opportunity to customize the primary closet. Outside, the fully sodded property offers a large level backyard, in-ground irrigation system, rear patio with natural gas grill hookup, and natural split rail fencing that complements the scenic surroundings. A rare opportunity to own the final home in this special development

260 Pansy Rd, Fairfield

68 Figlar Ave, Fairfield
$1,855,000
5 Beds ⋅ 4 Baths ⋅ 24152282 MLS
Welcome to 68 Figlar Avenue. This beautifully designed 5 bedroom, 4.5 bath, 11 room home offers 4 levels of living space filled w/ great light & thoughtful details. From the natural white oak flooring to the exquisite millwork & custom built-ins, craftsmanship is evident. The open-concept main level is both elegant & functional, featuring a chef's eat-in kitchen w/ custom cabinetry by a premier cabinet maker, professional-grade Viking appliances, large center island, walk-in pantry w/ Quartz counters & a separate butler's pantry w/ sink & wine chiller. The formal dining room w/ detailed millwork flows seamlessly from the kitchen, while the expansive family room offers built-in bookshelves & gas fireplace. A private home office completes the 1st level. Upstairs, the 2nd level includes a luxurious primary suite w/ a walk-in closet & spa-like bath w/ heated floors, along w/ 3 additional generously sized bedrooms each w/ custom closets, Jack & Jill or ensuite full bath. The 3rd level provides a flexible bonus space that could be an au pair suite/in-law suite w/ a full bath, 5th bedroom & a large walk-in storage room. The finished lower level adds even more living space w/ a versatile recreation room. Outside, enjoy a private backyard w/ plenty of room for a pool, lush yard & patio. Get excited to move right in w/ town, train, parks & schools, close by.

68 Figlar Ave, Fairfield

196 Robin Ln, Fairfield
$1,850,000
4 Beds ⋅ 4 Baths ⋅ 24150513 MLS
**THANK YOU FOR YOUR INTEREST: SELLER REQUESTS HIGHEST & BEST OFFERS BY 5PM MONDAY FEBRUARY 23RD** Welcome to 196 Robin Lane, a meticulously custom-built residence set in Fairfield's coveted University area, where timeless architecture meets elevated modern living. Finished across three levels, this four-bedroom colonial was thoughtfully designed with exceptional craftsmanship, refined finishes, and an effortless flow for both everyday living and entertaining. At the heart of the home is a stunning chef's kitchen, anchored by an oversized statement island with quartz countertops. High-end GE Monogram appliances-including a professional gas range with built-in griddle and dual dishwashers-blend performance with sophisticated design. A custom mudroom with generous storage provides a seamless transition from the garage. The main level offers multiple spaces for gathering, including a sun-filled eat-in off the kitchen, an elegant formal dining room, and a welcoming living room centered around a gas fireplace-warm, inviting, and ideal for relaxed yet refined living. The second level is highlighted by a spacious primary suite with dramatic cathedral ceilings, dual walk-in closets, and a spa-like bath featuring a freestanding soaking tub and oversized glass-enclosed shower. Three additional bedrooms complete the level, including one en-suite and two connected by a Jack-and-Jill bath.

196 Robin Ln, Fairfield

359 Reid St, Fairfield
$1,850,000
5 Beds ⋅ 5 Baths ⋅ 24149556 MLS
Brand new construction (HOME WARRANTY) in highly desired Fairfield University area. Move in tomorrow. Beautiful open floor plan includes large kitchen with high end appliances, center island, 36" gas range with hood, wine chiller, microwave drawer, 9 foot ceiling, hardwood floors. The bright airy family room with gas fireplace and a double slider walk out to large deck that overlooks grassy level yard. (The perfect spot for a barbeque). Private first floor home office with accent wall. Storage cubbies for all your sports equipment in mudroom with easy access to 2 car attached garage. Upstairs the Primary bedroom suite with trey ceiling, accent wall, large walk in closet, and ensuite spa like bath with soaking tub double sink and water closet. All bedrooms have hardwood floors and direct access to a full bathroom. The shared bathroom has a large tub and double sinks. Finished lower level offers great flexibility Large recreation room/exercise room or 5th bedroom with full bath. Great location close to Merritt Parkway, I95 train to New York, shopping, parks and Fairfield's restaurant district.

359 Reid St, Fairfield

242 Valleyview Rd, Fairfield
$1,830,000
4 Beds ⋅ 4 Baths ⋅ 24103040 MLS
This exceptional residence, custom-built by one of Fairfield's premier builders, showcases superior craftsmanship, thoughtful design, and meticulous attention to detail. Step inside to discover 9-foot ceilings on both the first and second floors, creating a spacious and airy ambiance throughout. The main level features a private home office, an elegant dining room, and a stunning custom kitchen equipped with abundant cabinetry, a large center island, and a sunlit dining area. The open-concept family room, complete with a cozy fireplace and sliding doors, seamlessly connects to the beautifully landscaped backyard-perfect for indoor outdoor living. A well-appointed mudroom, conveniently located off the garage, adds everyday functionality. Upstairs, you'll find four generously sized bedrooms, including an en suite, a large hall bath, and a luxurious primary suite retreat featuring two walk-in closets and a spa inspired bath. A spacious laundry room with built-in cabinetry completes this level. The finished third floor with a full bath and the fully finished lower level offer flexible living spaces ideal for a playroom, gym, guest suite, or media room. (Pricing will be adjusted if the third and/or lower levels are not included. Nestled in a quiet and charming neighborhood close to top-rated schools, shopping, dining, the train station, and downtown Fairfield.

242 Valleyview Rd, 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

338 Orchard Hill Ln, Fairfield
$1,750,000
4 Beds ⋅ 3 Baths ⋅ 24139227 MLS
**THANK YOU FOR YOUR INTEREST: SELLER REQUESTS HIGHEST & BEST OFFERS BY 11AM MONDAY NOVEMBER 17TH** Location, lifestyle, and luxury converge in this beautifully updated Transitional Colonial in Fairfield's sought-after University area. Just minutes from downtown & Black Rock shopping, this chic residence offers designer interiors, quality finishes, and a private, manicured backyard. The classic layout is open and airy, with a gracious foyer accented by shiplap, an entertaining-sized DR, & flexible layout that offers a main level office w/built-ins & window seat plus a LR or 2nd office w/French doors. A custom kitchen w/lrg center island, stone counters & Viking, Monogram & Bosch appliances flows into the vaulted ceiling fam rm w/sleek, modern fireplace & access to the expansive deck. The new main floor pantry/laundry is an incredibly functional addition to the home, and a powder room bath completes the main level. Upstairs, a gracious landing leads to the BRs, beginning with the serene primary suite which features a generous walk-in closet and custom bath with fine cabinetry, dual vanities and glass-enclosed shower. Three additional BRs each have unique flair. A tastefully renovated hall bath has excellent quality features. Use the versatile bonus rm for rec/playroom, gym or studio. LL has great storage space, finished 2nd laundry rm & room to create most any vision. A rare blend of sophistication & comfort in a prime location. Nothing to do but move in and enjoy.

338 Orchard Hill Ln, Fairfield

706 Judd St, Fairfield
$1,738,000
5 Beds ⋅ 6 Baths ⋅ 24158696 MLS
Opportunity knocks! Don't miss this fabulous NEW construction home in Fairfield's highly desirable University area, built by established local builders Coppola & Sons. This custom home set upon a perfect flat corner lot with beautiful patio and newly fully fenced yard offers 4,100 sqft+ of designer living space with an open-concept layout, encompassed by gorgeous Marvin windows providing abundant natural light, white oak hardwood floors, exquisite details and luxurious finishes throughout. The gourmet eat-in kitchen features premium stainless steel appliances, abundant storage, and an oversized island perfect for entertaining, flowing seamlessly into the spacious family room with a striking gas fireplace. A versatile living room, office, or dedicated dining area, awaits your personal touches. The finished lower level w/ exterior access & additional bathroom provide flexible space for today's modern lifestyle. The second level offers four spacious ensuite bedrooms, including a luxurious primary suite with soaring ceilings, striking gas fireplace, spa-like bath, and two custom walk-in closets, along with a convenient laundry room. The finished third floor provides a fifth bedroom with full bath, or additional flexible space ideal for a media room/office. Exceptional design and value ideally located in WALKABLE distance to Elementary school, restaurants, shopping, as well as convenient proximity to Fairfield's beloved beaches, Metro stations to NYC, Lake Mohegan, schools & more!

706 Judd St, Fairfield

2580 N Benson Rd, Fairfield
$1,725,000
5 Beds ⋅ 4 Baths ⋅ 24198508 MLS
Featured in Fairfield Magazine, this beautifully restored 1834 Cape Cod farmhouse blends nearly 200 years of history, character & modern luxury in the sought-after Osborn Hill School District. Thoughtfully expanded over 30 years by its owners, including an accomplished NYC designer, this 5BR home retains exposed beams, wide-plank floors, handcrafted millwork & multiple fireplaces. A welcoming front porch leads to a charming parlor w/FP & French doors, 1st-floor office w/built-ins, formal DR w/exposed barnwood & FP, plus a 1st-floor BR w/FP. The chef's kitchen features custom cabinetry, granite counters, oversized island, 6-burner range, wine fridge & premium appliances, opening to a sun-filled family room w/wood-paneled ceiling. 1.5 updated baths & a spacious laundry room complete the main level. Upstairs, the primary suite offers exposed beams, built-ins, WIC & spa bath w/heated floors, soaking tub, dual vanities & oversized shower, plus 2 BRs w/Juliet balconies. The attached barn is an entertainers dream w/soaring ceilings, bamboo floors, barnwood bar & stone gas FP, plus an ensuite guest BR, 2nd office & fitness/flex space. The oversized garage includes an art/craft studio w/cedar closet. Outside, the private landscaped yard invites garden parties & quiet evenings alike, w/stone patio, outdoor LR w/stone FP, dining area, bar, hot tub, outdoor shower & firepit. Minutes to downtown, beaches, Black Rock, Metro-North, shopping & dining. Very special, once-in-a-lifetime home!

2580 N Benson Rd, Fairfield

276 Pemburn Dr, Fairfield
$1,700,000
4 Beds ⋅ 5 Baths ⋅ 24167987 MLS
The kind of home families wait for. Bright, quiet, and intuitively laid out, this is a house that feels right from the start. At the center of the home, the kitchen, breakfast area, and family room connect seamlessly - creating a living space buyers search for, but rarely find executed this well. It's where mornings begin, afternoons unfold, and evenings last a little longer. Outside, the property opens in a way that's increasingly hard to find. A flat, expansive yard with room for a pool - ideal for summer dinners, and the unstructured time families value most. Set within a neighborhood where neighbors gather, and Holland Hill School and nearby playgrounds are just a short walk away. Inside, the balance is just as thoughtful. Formal living and dining spaces are there for holidays and hosting - while the family room remains the center of daily life. Well maintained and upgraded over time, the home offers features that matter: whole-house generator, natural gas conversion, updated appliances, custom built-ins, and an expanded bluestone patio. The location completes the picture - a quiet neighborhood setting, minutes to town, Metro North, and everyday essentials. For those looking for a home that simply works - inside, outside, and over time - 276 Pemburn stands apart.

276 Pemburn Dr, 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

341 Crestwood Rd, Fairfield
$1,682,000
5 Beds ⋅ 5 Baths ⋅ 24151154 MLS
A welcoming street. A connected neighborhood. A home designed to bring people together. Welcome to 341 Crestwood Road, where classic Fairfield charm meets quiet, modern comfort. Set along walkable streets with friendly faces, this is a place where community still matters and home feels truly settled, with easy walks to playgrounds, tennis, pickleball, and basketball courts, Whole Foods, and the train. Inside, light and space move easily from room to room. Sightlines create connection, while defined spaces allow everyone to have their place. There is room to gather, room to retreat, and flexibility for how life unfolds. A quiet office invites focus. A den with a built-in bar sets the stage for relaxed evenings. A private suite above the garage and a finished third floor provide comfort and separation when it's needed. Thoughtful updates support everyday living, including Andersen windows, split-cedar siding, Azek trim, new mechanicals, and updated kitchen and baths throughout. The result is refined, functional, and built to last. Comfort is seamless and considered, with efficient climate control and smart technology offering peace of mind. Outside, the backyard feels calm and private, ideal for quiet mornings on the cedar deck, afternoons at play, evenings under the stars, and room to imagine what comes next. Classic. Calm. Connected.

341 Crestwood Rd, Fairfield

50 University Dr, Fairfield
$1,661,000
4 Beds ⋅ 3 Baths ⋅ 24204891 MLS
Welcome to 50 University Dr, where character, craftsmanship, and comfort come together effortlessly. Tucked into one of the most coveted enclaves near Fairfield University, this colonial-style home was custom built from the foundation up in 2021 with refined finishes and carefully selected upgrades. Outside: cedar shake siding, Azek pergola and trim, Trex decking, oversized Nicolock patio, horseshoe driveway, Marvin windows and doors, and a full-house generator. The landscaped grounds include a "dog proof" fully fenced backyard. Inside, 8" white oak floors run throughout, with high ceilings, modern trim, neutral paint, and brass and aged brass hardware. The kitchen connects to the garage and sits between the family and dining rooms for effortless entertaining. A walk-in pantry doubles as "kitchen overflow" to hide clutter. It's finished with custom cabinetry, Bosch SS appliances, quartz counters, and a large island with hidden storage and seating for 3. The 1st floor also offers a formal living room with custom marble-surround gas fireplace, a full bath, and a bedroom that works as an office or guest room. Upstairs, the primary suite features a tray ceiling, large walk-in closet, and spa-like bath with heated tile floor, double vanity, and glass-door tiled shower with heated seat. 2 more bdrms have vaulted ceilings, ceiling fans, and closet systems, served by a 3rd full bath. Timeless character and lasting quality, ready from day one.

50 University Dr, Fairfield

610 Unquowa Rd, Fairfield
$1,658,000
4 Beds ⋅ 4 Baths ⋅ 24155859 MLS
Gracious Colonial on a Private and Peaceful One Acre Lot, Just a minutes walk to Train, Town and Schools! Bike to the beach! Functional, Flowing Layout that accommodates easy family living as well as great entertaining. New Custom Screened-in Porch overlooking the large and private One Acre Backyard! Family football? croquet? corn hole? host a wedding? Room for all of it! Your own oasis, yet convenient to everything! Hardwood Floors throughout, Two Fireplaces, High End Stainless Steel Appliances, Granite Kitchen Counter Tops, Gas Range, Counter seating, Family Room and Kitchen Open Living Space w/ Built-ins, Large front to back Living Room with Fireplace, Dining Room with Chair Rail, All four bedrooms on 2nd floor with 3 full baths, Primary with Primary Bath, Laundry and Walk-in Closets/Dressing room.

610 Unquowa Rd, Fairfield

10 Pansy Rd, Fairfield
$1,640,000
4 Beds ⋅ 4 Baths ⋅ 24158575 MLS
A fabulous University Colonial w/ 3,700+ SF of beautifully designed living space across 3 levels has hit the market - Welcome to 10 Pansy Road. The homeowner will miss many things about this special home & has spared no expense w/ recent updates; refinished hardwood floors, a newly added staircase in the lower-level w/ private exterior access, new stair runners, a stylish dry bar, a painted interior & the list goes on! This immaculate, designer home offers 4 bedrooms all on 1 level, 2 full & 2 half baths, an open floor plan, sun filled rooms, 9ft+ ceilings & custom millwork. The Chef's eat-in kitchen w/ marble countertops, custom cabinetry, high-end appliances & a walk-in pantry is a dream. The family room & dining area w/ French doors that open up to outdoor living will truly impress. A perfect setting for hosting family & friends awaits in your dining room, while a convenient mudroom & powder room completes the main level. The 2nd level features a gorgeous primary suite w/ 2 walk-in closets & luxurious spa-like bath, 3 additional bedrooms, a hall bath & laundry room. The EXPANSIVE walk-out lower-level w/ 1/2 bath offers flexible living space ideal for a bonus room, playroom, gym, potential in-law/au pair or home office. Additional highlights include a 2-car attached garage, large driveway for plenty of parking & a private backyard w/ new stone patio & mature privacy plantings. Ideally located & minutes to all amenities. This home shows like new & is truly a great find!

10 Pansy Rd, Fairfield

240 Henry St, Fairfield
$1,620,000
5 Beds ⋅ 4 Baths ⋅ 24182585 MLS
Beautifully designed modern farmhouse ideally located in a quiet, highly desirable University area, just minutes to town, train & everyday amenities. A spacious front porch leads into a bright open floor plan w/hardwood floors throughout, designed for both everyday living/entertaining. The designer kitchen features custom navy cabinetry, sleek quartz counter tops,herringbone tile backsplash, Viking appliances & center island.The kitchen opens effortlessly to dining area, creating an inviting space for gatherings. The living rm spans the front to back of the home featuring; gas fireplace, custom built-ins & glass doors leading to patio. Completing the main floor is a beautifully updated powder rm including stylish tile flooring & a mudroom w/custom built ins. Upstairs, the primary suite offers a walk in closet & spa inspired bath w/dual vanities, oversized shower, soaking tub, heated floors. Two addt'l well proportioned bedrms & full hall bath complete second floor, while the third floor provides two spacious bedrms & full bath, perfect for guests/office.The LL includes recreation area, laundry rm & storage closet & large storage rm. Outdoor living is equally impressive w/a 42'x17' patio bordered by stone sitting wall, built in kitchen, fire pit, outdoor shower, irrigation, shed, & beautifully landscaped level yard.Extensively renovated in 2023 w/Hardie Board siding, Anderson windows, roof, new systems, premium finishes throughout. A rare quality custom build!

240 Henry St, Fairfield

105 Charter Oak Rd, Fairfield
$1,600,000
4 Beds ⋅ 3 Baths ⋅ 24132649 MLS
Tucked away at the end of a tranquil cul-de-sac in one of Fairfield's most desirable neighborhoods, this center-hall Colonial exudes timeless elegance with mature landscaping and wonderful curb appeal.On the main floor, you'll discover the heart of the home, a generously proportioned kitchen with custom cabinetry and granite countertops, overlooking peaceful grounds.It opens into the expansive family room with a fireplace, creating a cozy gathering space.Adjacent is the formal dining room, ideal for dinner parties.On the opposite side, a front-to-back living room (once used as a combined office/living room) offers flexibility depending on your needs.The screened-in porch is great for enjoying fresh air, and it's seamlessly connected, offering a serene indoor-outdoor retreat.Completing the main level are a convenient powder room and a laundry area for ease of use.Upstairs, the spacious primary suite, complete with a walk-in closet and a fully remodeled bathroom, awaits.Three additional bright bedrooms share an updated full bath, each with spacious closets.The finished lower level is versatile, suitable as a recreation room, gym, office, or potential in-law suite, with direct access to the attached oversized two-car garage.Outside, a spacious stone patio and lush greenery wait for outdoor enjoyment.All of this, is just 5 minutes from the train to NYC and downtown Fairfield, it's beaches, and within walking distance of schools. Truly move-in ready, just unpack and begin living!

105 Charter Oak Rd, Fairfield

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