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51 Homes For Sale in The Neighborhood Of Greenfield Hill In Fairfield, CT

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$2,150,000Est. Payment
5 Beds | 4 Baths | 5,749 Sqft

799 Verna Hill Road, Fairfield, CT 06824

House For Sale

Verna Hill...Classic New England Colonial perfectly sited on 2.7 level acres on sought after street of similar grand homes steps from Fairfield Country Day School and just over 1 mile to Greenfield Hill Village Center. Designed to take advantage of magnificent vistas each room offers amazing views of the park like grounds. The custom Country Kitchen with fireplace and sunny Breakfast Room is a chef's delight offering spacious island, top of the line appliances and plentiful counter space. Open to the Kitchen is a large Family Room with fireplace, built ins and French Doors to the private Terrace. The formal Living Room with fireplace opens to a striking step down Den with wet bar and French Doors to Terrace. A second floor seating nook perfect for school work, games or bedtime stories resides in the heart of the Bedroom wing. A sunlit hall leads to the Master Bedroom offering a tray ceiling, full Bath, built ins and access to the Bonus Room. The Bonus Room features a separate entrance from the exterior, ideal for a home office entrance. Approximately 3 miles to Fairfield Center & Train Verna Hill is the perfect retreat offering the best of country charm and privacy with convenience to downtown shopping , beaches and transportation.

$1,595,000Est. Payment
4 Beds | 5 Baths | 3,828 Sqft

3590 Congress Street, Fairfield, CT 06824

House For Sale

ELEGANT AND PRIVATE COUNTRY ESTATE - Excellent renovation of a classic 3,828 square foot, 4 Bedroom, 4.5 Bath Colonial on a beautiful and very private 1.6 acre property with sweeping lawns, In-ground gunite Pool, Outdoor Shower, and 2-Car Garage with Loft. Restoration of period architectural detailing, high ceilings and great scale, combined with newer amenities, all blend seamlessly to provide an exquisite balance and symmetry to the original, very elegant, circa 1883 residence. The charming and versatile two-story Guest Cottage or Home Office featuring Great Room with Chef's Kitchen, Sleeping Loft and full Bath offers further enhancement to this extraordinary property. In the heart of Greenfield Hill, this wonderful location is just minutes to Fairfield Center shopping, Zagat rated dining, cultural venues, beaches and recreation, I-95 and Train Service to New York City. First Floor: Expansive Front and Side Porches. Handsome Front Door with leaded lights at Crown and Sides. Center Hall with hardwood flooring. Elegant Living Room with hardwood flooring, and Leaded glass French Doors to Side Porch flanking Fireplace with detailed marble Mantle. Formal Dining Room with hardwood flooring, China Niches flanking decorative Fireplace, wainscoted walls, and Archway to Butler's Pantry with Wine Chiller. Fabulous new Country Kitchen with hardwood flooring, Wood-burning Fireplace, exceptional Quartzite Counter-tops, expansive Center Island with Breakfast Bar, plentiful custom Cabinetry and Pantry Storage, glass tile Backsplash, built-in Desk, and door to Covered Side Porch. Top of the Line Appliances include: Sub-Zero Refrigerator/Freezer, Dishwasher, Wolf Double Wall Ovens, 6-Burner Gas Wolf Cook-top with Hood and Microwave Oven. Family Room with hardwood flooring, built-in Bookcases and Cabinetry. Leaded glass French door to Covered Porch. Powder Room with hardwood flooring and Pedestal Sink. Second Floor: Spacious Master Bedroom with hardwood flooring, Gas Fireplace, Wall of Closets. Master Bath with hardwood flooring, marble-top Vanity, and Window Seat. Separate area with tile flooring, glass enclosed Tub/Shower, and Walk-in Closet. Full Hall Bath with Radiant Heat tile flooring, double free-standing porcelain sink, Built-in Mirrored Medicine Cabinets, and Subway tile Shower. Laundry. Bedroom with hardwood flooring and double Closet. Jack n' Jill Bath with basket-weave tile flooring, porcelain Pedestal Sink, and Tub/Shower. Bedroom with hardwood flooring. Third Floor: Bedroom Suite - Bedroom with, Dressing Area, plentiful Closets. Bath with tile flooring, Vanity Sink, and Shower. Baseboard Heat. Eave Storage and Full Storage Attic. Full Walk-out Basement with Stone Foundation. Wonderful Guest House/Home Office - Great Room with Chef's Kitchen, Sleeping Loft and Full Bath. Garden Shed. Fenced Garden with raised and caged beds. Two-Car Garage with Loft. Cedar Shingle Roof/Copper Gutters and Leaders/2 Septic Systems/City Water/Gas Heat

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(475) 441-6816
$1,275,000Est. Payment
5 Beds | 5 Baths | 5,769 Sqft

1550 Catamount Road, Fairfield, CT 06824

House For Sale

Spectacular, versatile and understated--this house exceeds expectations. Thoughtful architecture blends with a superior site. Inside, dazzling oversized windows, glass sliding doors and skylights bring the outdoors close. Every room is sun-filled with restful landscape views. Neighboring houses are hidden by trees. Interesting angles avoid sharp corners so rooms seem to embrace occupants. Living and family rooms lit by double-height windowed walls, anchored by cozy fireplaces. Exciting dining room stretches upward with interior balcony to skylights above table--experience dining under the stars while indoors! Amazing room flow for entertaining. Chef's kitchen features Wolf 6-burner cooktop, hood and Thermador double wall ovens. Limestone backsplash with decorative inlay. Custom all-wood cabinetry, granite-topped island, counter with bar/beverage fridge/butlers' sink and bar dining area. Front and back staircases. 2-room bedroom suite on main level, ideal for in-law or for home-based business. Oversized glass doors open onto deck from family room and office. Upstairs, master suite has its own wing with office/extra bedroom. 2 additional bedrooms/skylit den have option of separate access. Custom-finished closets. One-bedroom lower level apartment has its own garage, full kitchen/bar, sliding glass doors to merge indoor/outdoor spaces. Enjoy the outdoor beauty of this glorious property. Great location at Westport border, straight line drive to shops and restaurants.

$2,297,000Est. Payment
6 Beds | 8 Baths | 7,775 Sqft

1537 Redding Road, Fairfield, CT 06824

House For Sale

Timeless design and quality craftmanship are evident in this architect designed one owner home.Like new condition and impeccable professionally designed grounds.Classic shingle style with open layout.Soaring ceilings,oversized gourmet kitchen and island with upscale appliances.Great room with stone fireplace opens onto covered porch.Library with built ins and fireplace,Formal dining room with fireplace.Greenhouse potting room and mudroom with storage for the entire family directly off of the garage and access to back yard.Second floor ensuite master bedroom with custom closets and granite bath with his and her sinks,large shower and jetted tub.5 additional bedrooms with ensuite or jack and jill bath.Multi purpose bonus area also on the second floor. Lower level playroom, crafts room, gym area and outstanding new full bath . New bar area with every amenity for entertaining! Have movie night in the large media room. French doors to outside shower area. Extensive heated storage in the walk up attic and in the lower level. Designed landscaped grounds with many specimen trees and stone work. Lush lawns and patio with privacy and room for pool. 3 car heated garage. Specially designed heating and a/c. Gas generator also in place. Absolutely move in ready.

$779,900Est. Payment
5 Beds | 3 Baths | 2,494 Sqft

217 High Point Lane, Fairfield, CT 06824

House For Sale

In the heart of Greenfield Hills sits a true diamond in the rough! 1st time on market since built in 1969. Beautiful level 2 acre lot in very tranquil setting. Center hall styled colonial in its original design. Living and family rooms each with brick fireplace. Formal dining room with pocket door. Good size country kitchen. 5 bedrooms, 3 full baths, hardwood floors throughout except for kitchen and sunroom. 2 car attached garage & generator. Does need updates but a great opportunity at a good price with surrounding homes of great value. All neatly placed on picturesque culdesac locale close to schools, shopping, Fairfield center ,train & Merritt Parkkway. Take advantage of todays low interest rates while they last with great opportunity to build sweat equity! May be subject to probate approval. Property sold as is condition .

$899,900Est. Payment
4 Beds | 4 Baths | 4,913 Sqft

33 Hill Brook Lane, Fairfield, CT 06824

House For Sale

As you cross the stream over a hand-hewn wooden bridge at the foot of the property, you are struck by the stately colonial home on the brow of the hill above, surrounded by a majestic two acres of old-growth deciduous trees and evergreens, scattered throughout and along rolling stone walls. The home is beautifully located in a sought-after neighborhood in lower Greenfield Hill with easy access to all that Fairfield offers. A stunning formal staircase is the centerpiece of a grand entry foyer, leading to an oversized living room including floor to ceiling inlaid mahogany walls, a wood-burning fireplace, and wide floorboards. The formal dining room opens to an all season Florida room framed with oversized floor to ceiling windows to take advantage of the bucolic view. There is ample space to remodel/expand the kitchen for today's lifestyle within the current footprint of the home. The center hall staircase leads to four bedrooms and two full bathrooms. The back staircase offers a bonus/bedroom with a fireplace which could easily be converted into a master suite. The lower level will remind you of a German Rathskeller, a unique space for entertaining! It features slate floors, cypress cabinetry, brick and tile accents, a wood-burning fireplace, a half bath and a wet bar. Originally custom-built, this diamond in the rough is now in need of a facelift driven by its top-notch setting and location. Come see for yourself, it's an opportunity you don't want to miss!

$799,000Est. Payment
4 Beds | 4 Baths | 3,763 Sqft

3040 North Street, Fairfield, CT 06824

House For Sale

Special house, magical setting on secluded country lane. Seductive atmosphere of boho chic with vintage details. Substantial recent updates including all new siding, all new windows, new roof and gutters (2016). New furnace (2018); new venting system and water heater (2019). Upgrades this year include new pool heater, pool filter, pool liner and new winter cover. Many rooms freshly painted. New kitchen backsplash; new upstairs bath vanities. Main level master suite with vaulted ceiling and loft, full bath with steam shower and spa tub. Could be family room or second office. Second master suite upstairs. Intimate dining room. Kitchen with 36" Viking range plus Viking wall/warming ovens and breakfast bar. Sunlight floods rooms thanks to oversized windows extending close to floor level. Almost entire back wall of main level consists of windows or glass doors. Large back deck accessible from family room and office for indoor/outdoor lifestyle. Pool with fieldstone patio is encircled by trees, far enough away from house to allow for lots of lawn space. Complete tranquility and privacy. Desirable estate neighborhood includes horse properties, antique homes. Great walking area!

$1,650,000Est. Payment
6 Beds | 8 Baths | 9,461 Sqft

1100 Banks North Road, Fairfield, CT 06824

House For Sale

Behold A Greenfield masterpiece. Beautifully crafted newer construction in Greenfield Hill with SIGNIFICANT EQUITY. This home sits on 2 acres on a desirable scenic road but still close to Route 15 and local shops, train station and beaches. Step right into a 30 Foyer and you will immediately notice the attention to detail. Kitchen is open concept with a large island formed with quartz and marble finishes, complete with high end stainless steel appliances. Coffered ceilings throughout surrounded by custom molding. Main floor offers, a butler pantry w/wet bar, larger separate pantry, sitting area with gas fireplace. The unique layout will certainly draw your eye. Estate carries over 6900+ sf with an additional 2500+ sf of framed basement complete with plumbing in place, partially tiled with walk-out. Mudroom has 1/2 bath w/doggie shower and laundry area, at the side entrance that connects to a large 3 car garage. Many features include coffered ceilings throughout. The Office/Study has a secret room that you can make your own, w/full bath, scenic deck and a private downstairs (possibilities: cigar room, wine room, etc) with walk out. Upstairs you will find an enviable master suite as well as 4 bedrooms w/full bath of which 2 have a Jack n Jill bath. Au pair ensuite. Large Play/Rec Room 2nd floor above garage. Come see and you will fall in Love! Final touches can be added to make the home your own Visit the 3D Virtual Tour. A must see with significant built in equity!!!

$879,000Est. Payment
5 Beds | 3 Baths | 4,432 Sqft

304 Lancelot Road, Fairfield, CT 06824

House For Sale

2.2 picturesque acres with pool and shed for all pool equipment. Situated in lower Greenfield Hill, on a quiet cul de sac, 304 Lancelot Dr offers a wonderful opportunity to personalize this home to your lifestyle. The owner has taken great care to maintain this home during his ownership. This 3000 sq ft home has 5 bedrooms, 2 and a half baths, is in great condition but needs updating. The solar panels heat one water tank and transfer hot water to the secondary tank. New furnace installed in 2015, upgraded 200 amp electric panel, pool liner and stairs recently replaced.

$899,000Est. Payment
4 Beds | 3 Baths | 3,550 Sqft

485 Wellington Drive, Fairfield, CT 06824

House For Sale

*DON'T MISS THE 3D TOUR!* You deserve a home that inspires you! Welcome to 485 Wellington Drive, a light-filled contemporary ranch nestled among the trees on a beautiful cul de sac street in Greenfield Hill. Seconds from the Westport line, this sought-after neighborhood is convenient to the best of Fairfield, Southport Village, AND Westport amenities including award-winning restaurants, shopping, nightlife, beaches, parks, and the MetroNorth train line for business or travel. The 1970's California Contemporary style was inspired by ecology and a quest for self-expression, and included boundary-pushing shapes, large windows, natural materials and energy-efficient designs. What a perfect complement to the flowering, wooded natural landscape of Greenfield Hill. THE HOME: This sprawling one-level design includes soaring ceilings, multiple wraparound decks (and TiKi Bar!), walls of windows, an open floorplan, and cozy secluded areas to enjoy a good book or work from home. The master suite is spacious, with a built-in makeup vanity, walk-in closet and massive ensuite bath. Looking for even more space to spread out? The unfinished basement nearly doubles the square footage of this home, and would make a perfect fitness center, media room, wine cellar, or workshop (It could even fit all 4 of these!). We can't think of a more serene place to watch the seasons change. Ask for a private showing today!

$1,100,000Est. Payment
5 Beds | 5 Baths | 5,233 Sqft

272 Catamount Road, Fairfield, CT 06824

House For Sale

Welcome to this beautiful Greenfield Hill home! Set on a flat 2.5 acre parcel, this updated contemporary colonial is truly a pleasure to share. Offering a light-filled entry foyer that leads to easy entertaining spaces with an open formal living room with custom fireplace and adjacent formal dining room with coffered ceiling. Meal prep is a pleasure in the chef's kitchen with rich cherry cabinets, center island and wet bar. The breakfast area is surrounded with windows offering views of the gorgeous gardens and private woods. Use the sliders to access the huge no maintenance Trex deck. The family room is just a step away with fabulous stone fireplace. A great space for all to gather! There is also access to a wonderful screen porch with ceiling fan, for 3 season fun! Completing the first floor, when work from home calls, there is a private office tucked out of the way. Upstairs are 4/5 bedrooms, 2 ensuite and an option for bonus room or 5th bedroom--depending on your needs. The main bedroom has access to a balcony, two walk in closets and spacious bath. Heading to the walk-out lower level, there are many options--large open space for gym and playroom with a half bath, as well as workshop and craft space or a second private office. Not to mention tons of storage too. A must see!

$2,395,000Est. Payment
4 Beds | 4 Baths | 4,489 Sqft

194 Ingleside Road, Fairfield, CT 06824

House For Sale

Looking for an equestrian property or seeking a unique quintessentially CT Oasis? 194 Ingleside Rd is YOUR special place to call home! Off the beaten path on the Fairfield/Westport line you will delight to find this SPECTACULAR completely private 5.51 acre sanctuary. Originally owned by the Pepperidge Farm family this equestrian property has a 2 stall Horse Barn w/water electricity loft & several paddocks & its bolstered on 3 sides by open space. Stunning Colonial Farmhouse custom built w/open floor plan & drenched in natural light. 9' ceilings generous millwork hardwood floors & 2 Stone fireplaces accentuate the primary rooms while Kitchen boasts a 10 white pearl granite island custom cabinetry Wolf 6-burner gas stove Subzero & Pantry. French Doors all along the back wall bring the outside in. Step out to enjoy Patios & entertainment GALORE! Upper Level features the Master Suite with its own private Deck 3/4 additional Bedrooms homework/hangout area & 2 full baths plus 3rd Floor Bunk/Bonus Room gives endless possibilities! This home is ready for your active lifestyle - oversized two-car garage now a full GYM generous mudroom Laundry Room unfinished Basement for storage & even a Pickle Ball Court on the driveway! No better place to VOLUNTARILY quarantine & enjoy Resort Style living w/a Huge Home Office Sauna Hot Tub & Cooling Tub. Reduced taxes due to Public Act 490 194 Ingleside Road is a spectacular opportunity for the discerning buyer.

$3,495,000Est. Payment
5 Beds | 8 Baths | 9,246 Sqft

105 Meeting House Lane, Fairfield, CT 06824

House For Sale

Iconic 5BR home overlooking the green in Historic lower Greenfield Hill. Perfect year round retreat, cited on 2.5 beautifully manicured level acres with a stunning main home, gunite saltwater pool & spa, spacious patio with outdoor fireplace, updated barn with legal apartment and so much more. Minutes from downtown Fairfield, Westport, trains, shops and 5 beaches,this is the perfect place to live, relax and entertain. The fully renovated home has a family-friendly flow offering both open and private spaces. With 6000+ sq ft and a massive finished lower level, there is a nook for everyone. Bright and spacious. High ceilings. Home gym. Wine cellar. 2-story family room/playroom. The pulse of the home is the gourmet chefs kitchen with a large eat-in dining area with French doors leading out to the patio and yard. Two home offices offer great options. Enjoy the rare treat of having 5 bedrooms all with their own full baths. Unwind in your spacious master suite with a working fireplaceand spa-like master bath. The home has additional 4 fireplaces and a spacious mud room. A bright and happy bonus/playroomon two floors. In the finished barn there is a detached apt with bedroom, kitchen, laundry, full bath and living room. The 1500 sq ft finished bonus room above the barn with half bath offers space for play, entertaining, etc. 3 car attached garage PLUS 8 car barn bays - all climate controlled. Lots of storage incl a large attic. This is a WOW home for sure!

$4,295,000Est. Payment
6 Beds | 7 Baths | 9,635 Sqft

324 Mine Hill Road, Fairfield, CT 06824

House For Sale

Stone walls and stately specimen trees frame this spectacular 3.3 acre turnkey compound in lower Greenfield Hill. The stunning, custom, 7663 sq ft., 6 BR, 5 BA home effortlessly blends elegance and comfort to create an ideal family sanctuary w/sunny, level lawns, gardens plus authentic barn/guest house/office. Thoughtful details reflect the owners desire to honor the past, yet provide all the essentials for a thoroughly modern lifestyle w/ an open flow, light-filled rooms each with a view to the magnificent gardens, 5 FP's & reclaimed wide board flooring. The spacious LR offers access to the garden, the library provides room for a proper home office. The kitchen-the true heart of the home- is equipped w/ 6 burner gas range, Sub Zero refrigerator/freezers &marble counters. A FR with FP, a separate breakfast rm w/vaulted ceiling & screen porch are adjacent and overlook the bluestone patio & private grounds. The luxurious master bedroom suite offers a sitting room, marble bath & dressing room. There are 3 additional BR's on this floor as well as a finished 3rd floor with play room and 2 BRs + BA. In the finished lower level is a large game room w/room for lounging, a glass fronted 1500 bottle wine cellar, tasting room w/ native stone FP, a gym & large laundry. The barn, built in 2006, offers a fantastic loft/ofc/guest space, 1.5 baths+ party space & 6-car garage. There is an herb, flower and vegetable garden, garden shed and playhouse plus a stone and wood Amish equipment barn.

$1,500,000Est. Payment
4 Beds | 5 Baths | 5,464 Sqft

1345 Fence Row Drive, Fairfield, CT 06824

House For Sale

Here's a rare opportunity to purchase a unique & well cared for contemporary home in The Ridge, Fairfield's only gated community. This 4 bedroom, 3.2 bath home is designed to celebrate the natural surroundings of the property. Soaring ceilings & expansive windows bring the outdoors in at every turn. The marble foyer welcomes you into the home & flows beautifully into the dramatic living room with a wall of windows & sliders to the expansive deck just outside. Adjacent to the living room is an intimate lounge that shares the double sided fireplace w/ the living room and sliders to the deck beyond. A few steps up from the living room is a spacious dining room w/ direct access to the kitchen with sunroom dining area. Located to the left of the entry, the family room is a continuation of soaring ceilings w/easy access to the rear deck. The main floor master suite is conveniently located off the family room & offers a spacious bedroom w/ private outdoor deck, a deluxe full bath and his & her walk-in closets. The laundry is located on the main level as well as two powder rooms. Upstairs you'll find three add'l bedrooms, one en suite, and a full hall bath. An open loft space over looking the living room below as well as a built-in desk area on the upper landing offer flexible work/study/hobby spaces on the upper level. The unfinished walk out lower level offers approx. 3000 sq.ft. of possibilities. Beautifully sited on 2.09 acres, this home offers a very desirable private setting.

$2,539,500Est. Payment
4 Beds | 6 Baths | 6,846 Sqft

174 Hubbell Lane, Fairfield, CT 06824

House For Sale

Beautiful Classic ColonialLocated on one of Lower Greenfield Hill's most desirable streets. The character is evident as you walk through the front door and are greeted by the 2-story entrance foyer and gorgeous spiral staircase. This amazing home features over 5000 squarefeet, 3.23 level acres, 4 bedrooms all ensuite, 5 full baths and 1 half bath, 3 fireplaces, home office, finished walk-out lower level that adds additional living space and an in-ground heated gunite pool.At the heart of the home is the gourmet kitchen and family room, flanked by built-ins and a brick fireplace, French doors lead to the deck and down to the stone patio leading to the beautiful oval in-ground pool. Formal dining room and living room are filled with natural light and perfect for large or intimate gatherings. Spacious Master with remodeled full bath you will never want to leave and an oversized walk-in closet. Just before the master is the sitting room that provides flexible space that could be used as an additional home office. Finishing off the second floor is the three additionallarge bedrooms each with full baths. Not to be missed is the expansive, finished walk-out lower level with stone fireplace, home gym, full bath with dressing room and area for a wine room. All this while being minutes to town, shopping and train. You do not want to miss this amazing home.

$1,475,000Est. Payment
6 Beds | 5 Baths | 7,891 Sqft

2345 Redding Road, Fairfield, CT 06824

House For Sale

This contemporary colonial home sits in the center of two and a half verdant acres in Greenfield Hill. It's Sweeping lawns are in both the front and back yards extending from Redding Road to Banks North Road. A modern Barn with two bays and a fully winterized workshop share the property with the main house. Three garage bays are integral to the house and enjoy room to turn around in addition to a sweeping circular drive. The back of the house offers complete privacy on a sun-lit terrace with a Gunite pool and hot tub. The heated sun porch has views west over the 10th fairway of the Patterson Golf Club. The house has six bedrooms including a ground floor master featuring his and her walk-in closets and a steam shower. One bedroom has served as a nanny's apartment with a separate entrance. A wood-paneled front den enjoys one of two fireplaces. A third floor office/family room enjoys sweeping westward views from one of the area's highest points. With only two owners in its 50 years, this home has proven to be a keeper. It exudes a warm and welcoming feel that provides the backdrop to years of holiday and seasonal entertaining.

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