1,213 properties for sale in Greenfield Hill

Welcome home to this beautifully updated Colonial close to all Fairfield amenities! This 3 bedroom, 2.5 bath home has been thoughtfully refreshed from top to bottom for effortless move-in-ready living including new central air and roof! Gleaming refinished hardwood floors flow throughout, paired with fresh paint and recessed lighting that brighten every room. The kitchen has been transformed with newly refinished cabinetry, backsplash, quartz countertops, and gas range, ready for cooking and entertaining alike. The kitchen and dining room features open shelving for even more storage. The front living room offers a wood-burning fireplace and spacious layout, flowing into the dining room and kitchen. There is a bonus room on the main floor perfect for a mudroom drop zone and office or play room space. Access to the large deck is from the bonus room and dining room for a great flow. The deck has stairs to the fully-fenced and flat backyard. The second floor offers a spacious primary suite

Finding the perfect location just got easier! Welcome home to this updated raised ranch, ideally situated just minutes from schools, shopping, and town amenities. Step inside to a bright, open-concept living area designed for modern life. The finished lower level adds fantastic flexibility with a cozy family room, full bath, and laundry room. Outside, your private backyard awaits-your own peaceful retreat. Come see it for yourself!

Charming 4-5 bedroom English colonial circa 1932, sited on an over-sized, professionally landscaped property with stone walls, patio and circular driveway. Period details abound with arched doorways, bay windows, French doors, hardwood floors and wide staircase. Chef's eat-in-kitchen with stainless appliances, granite topped island and banquette seating in bay window is the heart of the home. The front-to-back living room features a fireplace and storage cabinets with French doors, providing a special place to display your finest collectibles. Located off the formal living room is a small den which is also perfect for an office or library and provides access to the patio, overlooking the verdant rear grounds. There is also a family room on the main level, located near a full bath, which can be used as a fifth bedroom. Upstairs you will find an enlarged primary suite featuring a walk-in closet, dressing room with French doors, double mirrored closets, marble bath with jetted tub, large

Highest and Best offers due by 4:00 pm Sunday 8/2. Large Rock legal two family home with a third floor accessory apartment conveniently located in walking distance to the Black Rock Train Station, Restaurants, Pubs, Music Venues, Waterfront Social Clubs, St. Mary's By The Sea and is minutes to I-95. First and second floor apartments offer large living rooms with fireplaces and dining area, two bedrooms, one of which has access to a 3rd bedroom/nursery or home office. New garage door has been ordered, property sold in As Is condition, fireplaces need liners, exterior needs paint, front and back porches need masonry repair, freezer, washer and dryer in basement included with other listed appliances. 2nd floor photos were taken before current tenant moved in

Filled with natural light and ideally positioned as a second floor end unit, this inviting ranch style condominium offers a spacious layout in one of Fairfield's most desirable communities. The living room is anchored by a wood burning fireplace and oversized windows, creating a warm and welcoming space that flows into the dining area, perfect for everyday living or entertaining. The eat in kitchen features stainless steel appliances, abundant cabinetry, a pantry, and plenty of room for casual dining. The primary suite offers a walk in closet, a private bath with whirlpool tub and separate shower, and access to a private balcony with pretty views. A generous second bedroom with balcony access provides space for guests, a home office, or both. An in unit laundry area, detached garage just steps away, and a large unfinished lower level offering exceptional storage or future expansion add to the home's appeal. Residents of Woodfield Village enjoy a clubhouse, pool, tennis and pickle ball

Welcome to this beautifully maintained University Area raised ranch, offering four bedrooms and two and a half baths across two well designed levels. The main level features a spacious living room, formal dining room, and newer eat-in kitchen with granite countertops and stainless steel appliances, a primary suite with a full bath and his and her closets, plus exceptional closet space throughout the home, and a full hall bath for the remaining bedrooms. The lower level offers exceptional living space, anchored by a family room with a gas fireplace and built-in bookcases, a half bath, and a mudroom. A standout three-season sunroom off the family room, wrapped in sliders on all sides, overlooks the sparkling in-ground pool, surrounded by a large brick patio, creating a seamless connection between indoor and outdoor living. Set on a corner lot with mature landscaping, slate steps, and a slate walkway leading to the backyard, plus a shed for extra storage, this pristine, move-in ready home

Newly completed, this exceptional modern estate offers approximately 9,200 square feet on 2.1 private acres just minutes from downtown Westport, Compo Beach, and Metro-North. Thoughtfully designed with European craftsmanship, premium finishes, and sophisticated smart-home technology, the home blends timeless design with exceptional functionality. A dramatic floating staircase anchors four finished levels featuring soaring ceilings, custom millwork, and engineered white oak flooring. The chef's kitchen showcases dual quartzite waterfall islands, custom rift white oak cabinetry, a walk-in pantry, and a professional appliance suite. The primary suite offers cathedral ceilings, a fireplace, private balcony, dual dressing rooms, and a spa-inspired bath with heated floors and a soaking tub. Designed for seamless indoor-outdoor living, the nearly 950-square-foot covered terrace features granite flooring, a wood-burning fireplace, outdoor kitchen, heated 20' 40' saltwater pool, 10-person spa,

Finding the perfect location just got easier! Welcome home to this updated raised ranch, ideally situated just minutes from schools, shopping, and town amenities. Step inside to a bright, open-concept living area designed for modern life. The finished lower level adds fantastic flexibility with a cozy family room, full bath, and laundry room. Outside, your private backyard awaits-your own peaceful retreat. Come see it for yourself!

Charming, updated, and full of versatility, this home proves that a well-designed space can offer more than meets the eye. Featuring three bedrooms plus a flexible additional room that can easily serve as a home office, dining room, guest space, playroom, or whatever best fits your needs. The renovated kitchen and two beautifully updated full bathrooms add modern comfort, while the inviting layout gives the home a warm and welcoming feel throughout. Step outside to enjoy a lovely fenced-in backyard with plenty of space to relax, entertain, garden, or let pets play. With thoughtful updates already completed and a flexible floor plan, this home is ready for its next owner to simply move in and enjoy

Amazing opportunity to own this cute-as-a-button 2-family home in the center of Black Rock! Both 1-bedroom apartments have been thoroughly updated over the years, including kitchen and bath cabinets and countertops, plumbing fixtures, appliances, flooring, recessed lighting, HVAC systems, and landscaping/stonework. The property also includes a private driveway with large gravel area in the rear for ample off street parking. Inside, the front porch includes motion overhead lighting and vinyl flooring - the perfect place to enjoy a morning coffee. The first floor apartment has one of the best layouts we've seen in a 1-bedroom unit, including high ceilings, a spacious foyer/office nook, living room, updated eat-in kitchen, bedroom and closet, updated full bathroom, and front and rear entrances. Upstairs, the second floor apartment offers a private front entrance and staircase, and includes a living room, eat-in kitchen, bedroom and full bath. Natural gas heat and hot water, public water a

Filled with natural light and ideally positioned as a second floor end unit, this inviting ranch style condominium offers a spacious layout in one of Fairfield's most desirable communities. The living room is anchored by a wood burning fireplace and oversized windows, creating a warm and welcoming space that flows into the dining area, perfect for everyday living or entertaining. The eat in kitchen features stainless steel appliances, abundant cabinetry, a pantry, and plenty of room for casual dining. The primary suite offers a walk in closet, a private bath with whirlpool tub and separate shower, and access to a private balcony with pretty views. A generous second bedroom with balcony access provides space for guests, a home office, or both. An in unit laundry area, detached garage just steps away, and a large unfinished lower level offering exceptional storage or future expansion add to the home's appeal. Residents of Woodfield Village enjoy a clubhouse, pool, tennis and pickle ball

Located in the desirable Lake Mohegan neighborhood of Fairfield, this expanded ranch is situated on a spacious.50 acre and surrounded by mature greeneries. A flexible floor plan creates many possibilities to fit your lifestyle. Four bedrooms on the main level with a possible Primary suite with full bath, tub and shower. Eat-in kitchen, dining room, living room and another full bath with walk-in shower complete the main level. Upstairs, a large bonus room with abundant closet space and vaulted ceiling with beams that can be used as a bedroom or a recreation room. The finished lower level provides additional space for a playroom and an office and the unfinished space is perfect for storage. Under house one car garage with a huge driveway that can park multiple cars. Enjoy sunsets, BBQs and entertain in the expansive, scenic backyard with patio. Walk to Lake Mohegan for a hike, a swim or a picnic and live like you're on vacation!

WOW! Gorgeous MID CENTURY MODERN nestled on over 300 feet of direct Saugatuck river frontage! Enter to sweeping views of the leafy bucolic scenes of nature through the walls of glass on both levels. Light and bright white kitchen opens to lovely deck for effortless entertaining. The inviting living room has a stunning floor to ceiling fireplace for cozy fall evenings. The primary bedroom suite is complete with a spa like bathroom, walk in closet, laundry and convenient office -ALL with RIVER VIEWS. The lower level is a comfortable relaxing family room, two bedrooms and full bath with direct access to the slate patio-with RIVER VIEWS. Thru a separate entrance in the back there is a newly finished sauna and shower. The cottage has endless possibilities. home office, work out space, separate lounge area. AND of course has gorgeous RIVER VIEWS! Pool permit has been approved; renderings attached just steps from the new sauna/shower. A pool would be a great addition 46 Valley Forge, a stunni

Well maintained side by side two family home in desirable North End of Bridgeport. Each unit consists of large eat-in kitchen, open to living room. Two bedrooms with hardwood flooring. Full basement with washer and dryer hook-ups. Detached two car garage

There's something timeless about coming home to a classic Colonial on a quiet street, especially w/ nearly half an acre of level, fenced-in yard waiting out back. Set on one of Stratfield's most desirable streets, this home offers space to gather, room to grow and a setting tucked away yet close to everything Fairfield has to offer. Wrapped in cedar shake shingles, the home welcomes you w/ a new roof, energy-efficient windows, bluestone steps and two-bay garage. Inside, abundant natural light pours across red oak floors. The living room centers around a wood-burning fireplace and opens through French doors to a window-lined sunroom/office w/ a vaulted ceiling, backyard views and patio access. The eat-in kitchen offers granite counters, stainless appliances and ample cabinetry, flowing naturally into the formal dining room. The family room w/ built-in shelving creates an inviting space for everyday living and entertaining, w/ a slider directly to the patio and yard. A mudroom and powder

Welcome to the Brownstones at 3300 Park Avenue. This beautifully maintained townhouse is move-in ready, offering three spacious stories plus a fully finished basement with additional storage. Ideally located directly across from Fairfield, this condo features a charming private front patio as well as a large private back patio

Incredible curb appeal defines this classic 3-bedroom, 2-bath New England Cape, ideally situated in a premier Stratfield neighborhood. Step inside to a warm and inviting living room anchored by a charming fireplace, perfect for relaxing or entertaining. The home offers a sun-drenched family room/den, a convenient main-level bedroom, a spacious deck overlooking a private backyard complete with an above-ground pool. The updated kitchen features sleek gray cabinetry and Corian countertops. Upstairs, you'll find a comfortable primary bedroom, a full bath, and an additional well-sized bedroom. The fully finished lower level provides versatile bonus space, ideal for a home office, recreation room, or additional living area. A detached garage with a striking modern glass garage door has been thoughtfully converted and is currently used as a home gym, adding even more flexibility to the property. Enjoy all that Fairfield, Connecticut has to offer, including access to award-winning schools and

Hidden along a private lane in Westport's Greens Farms neighborhood, this extraordinary 20-acre waterfront estate unfolds as one of the most remarkable shoreline settings ever offered. For more than 65 years, it has been held and enjoyed by the same family as a place to gather, unwind, and take in the ever-changing views across Sherwood Island Park and Long Island Sound. Surrounded by protected open space with no immediate neighbors, the property offers a rare sense of peace and privacy-reminiscent of the Lowcountry, the Hamptons, or Nantucket, a scale and atmosphere seldom found in Westport. Beautiful in every season, the setting also offers extraordinary birdlife and nature watching. Yet it remains moments to the Post Road, train, and town centers, and just one hour from Manhattan. A collection of residences and outbuildings is thoughtfully positioned across the land, including two circa 1940s three-bedroom guesthouses with sweeping water views, creating a true family compound where

Fabulous BlackRock Remodeled 4 Bedroom main house with Open floor plan. Partially finished basement. New Energy Star Appliances, Solar and beautifully appointed. Detached 2 Car Garage with One bedroom one bath unit above. Close to train, restaurants, St. Mary's by the Sea. Not available until July of 2027

Revive a bygone era in this enchanting circa 1924 estate, idyllically sited on 2.30 extraordinary acres along the scenic Aspetuck River. A classic white picket fence welcomes you to the Main House, surrounded by mature specimen trees, lush gardens, and breathtaking river views. Rich in history and timeless character, the residence showcases original architectural details, gracious living spaces, exposed beams, and inviting fireplaces that evoke the romance of a simpler time. Nearly every room captures tranquil water views and spectacular sunrises, creating a seamless connection to the serene natural landscape. Designed for both relaxed everyday living and memorable entertaining, this distinctive home offers warmth, charm, and endless possibilities. A separate 550-square-foot, three-room Guest Cottage with a fireplace and attached garage provides exceptional flexibility for guests, a studio, home office, or future restoration. The outdoor setting is nothing short of extraordinary. Expan

Located in the desirable Lake Mohegan neighborhood of Fairfield, this expanded ranch is situated on a spacious.50 acre and surrounded by mature greeneries. A flexible floor plan creates many possibilities to fit your lifestyle. Four bedrooms on the main level with a possible Primary suite with full bath, tub and shower. Eat-in kitchen, dining room, living room and another full bath with walk-in shower complete the main level. Upstairs, a large bonus room with abundant closet space and vaulted ceiling with beams that can be used as a bedroom or a recreation room. The finished lower level provides additional space for a playroom and an office and the unfinished space is perfect for storage. Under house one car garage with a huge driveway that can park multiple cars. Enjoy sunsets, BBQs and entertain in the expansive, scenic backyard with patio. Walk to Lake Mohegan for a hike, a swim or a picnic and live like you're on vacation!

Welcome to the Brownstones at 3300 Park Avenue. This beautifully maintained townhouse is move-in ready, offering three spacious stories plus a fully finished basement with additional storage. Ideally located directly across from Fairfield, this condo features a charming private front patio as well as a large private back patio

Brand-NEW construction Home underway in Fairfield's highly sought-after Lake Mohegan neighborhood, crafted by local builders known for exceptional quality and design. There is still time for buyers to personalize select finishes and create the home of their dreams! Offering over 4,000 square feet of thoughtfully designed living space, this stunning residence is situated on a rare, level.89-acre lot with ample room for a future pool and outdoor oasis. Enjoy an unbeatable location just minutes from Lake Mohegan's beach, walking trails, and recreational amenities, while remaining close to Fairfield's beautiful beaches, Metro-North train service to NYC, award-winning schools, shopping, golf courses, and dining. Designed for today's lifestyle, the open-concept floor plan features 5 spacious bedrooms and 4.5 bathrooms including a fabulous Primary suite and spa like bath, and laundry area; providing exceptional flexibility for modern living. The main level includes a spectacular chef's kitche

TOES IN THE SAND and SUMMER EVERY DAY. There are waterfront homes-and then there are homes where the water becomes part of everyday life. Welcome to 1149 Fairfield Beach Road, a truly special direct beachfront home appprox 60+/- min from NYC. Thoughtfully designed by a builder for his own family, with an emphasis on capturing the extraordinary waterfront setting. Walls of windows fill the open living spaces w natural light and capture spectacular water views. Directly outside main-level family room w/no steps to the patio, is your own beach. Three of 4 waterfront bedrooms open to a wraparound deck, giving each its own connection to the water while creating private spaces. Wake to sun-filled rooms and end the day to the sound of waves. An impressive Great Room@the mezzanine level is an inspiring addn'l gathering space that features 12' ceilings w skylights. Kitchen, bathrooms and laundry room updated in 2025. Rare garaged and off street parking for 10 Cars! An unfinished 3rd floor w pri

Opportunity is knocking on this spacious 1 bedroom, 1.5 bath, second floor unit with an open floor plan and balcony, located in the desirable Fayerweather Towers Condominium with doorman and 6th floor community room to relax and enjoy the beautiful views. The property overlooks Black Rock Harbor and Long Island Sound and is located between Captain's Cove Seaport, Fayerweather Yacht Club, Port 5 Naval Veterans Club, S.S. Norden Club and the Black Rock Yacht Club, a boater's paradise. Enjoy the Black Rock Lifestyle strolling, running and biking around St. Mary's By The Sea, take advantage of all the great community events, waterfront, social and boating clubs and great restaurants, all located within minutes to I-95 and Metro North Train Stations

Set on 1.70 private acres in the heart of Greens Farms, this distinctive new construction by Dwell offers a rare combination of timeless design, exceptional privacy, and resort-caliber outdoor living. Offering 8,700+/- sq ft, this exceptional residence features 7 bedrooms, 8 bathrooms, and thoughtfully designed living spaces crafted with an emphasis on enduring design rather than passing trends. The chef's kitchen serves as the heart of the home with an 11-foot waterfall island, Wolf and Sub-Zero appliances, custom cabinetry and millwork, and full scullery kitchen. Designed with both functionality and flexibility in mind, the home features a first-floor guest suite, expansive bonus room over the three-car garage, dual laundry stations, two wet bars, secondary staircase, 4 fireplaces, walkout basement, and ensuite bedroom accommodations on all four finished levels. Outdoor amenities include a heated 20' x 40' pool, covered outdoor living room with vaulted ceiling and wood-burning firepl

Introducing an exceptional new build from Simple Plan Home Builders, multiple HOBI Award winners known for iconic Westport homes. Just a short stroll to Compo Beach, this striking modern coastal retreat is privately set on a coveted cul-de-sac, blending luxury, light, and effortless living. Spanning four levels, this six-bedroom home features an airy layout with refined finishes throughout. The open-concept kitchen flows seamlessly into the main living spaces, highlighted by a statement fireplace. A glass-enclosed office offers privacy, while additional living and dining areas, a stylish scullery, and an oversized mudroom add everyday functionality. A dramatic pivot door opens to a gallery-style entry. Upstairs, the primary suite is a serene retreat with its own fireplace, dual walk-in closets, a dressing area, and a spa-like bath. Four en-suite bedrooms and a laundry room complete the second floor, while the top level offers a private sixth suite, office, and flexible open spaces. The

Sophisticated brownstone living awaits in this beautifully maintained end-unit townhouse offering over 2,700 square feet of thoughtfully designed living space across three finished levels. Featuring three bedrooms plus a spacious flex room that can easily serve as a fourth bedroom, home office, or media room, this exceptional residence combines the spaciousness of a single-family home with the convenience of condominium living. The main level is designed for both everyday living and entertaining, featuring a chef's kitchen with cherry cabinetry, granite countertops, center island, Sub-Zero refrigerator, professional six-burner gas range, and breakfast nook. A formal dining room flows into the sunken living room with a gas fireplace and sliding glass doors leading to a private stone patio. The second level offers the versatile flex room, a spacious primary suite with walk-in closets, a full en-suite bath, and a convenient laundry area. The third level features two generously sized bedro

TOES IN THE SAND and SUMMER EVERY DAY. There are waterfront homes-and then there are homes where the water becomes part of everyday life. Welcome to 1149 Fairfield Beach Road, a truly special direct beachfront home appprox 60+/- min from NYC. Thoughtfully designed by a builder for his own family, with an emphasis on capturing the extraordinary waterfront setting. Walls of windows fill the open living spaces w natural light and capture spectacular water views. Directly outside main-level family room w/no steps to the patio, is your own beach. Three of 4 waterfront bedrooms open to a wraparound deck, giving each its own connection to the water while creating private spaces. Wake to sun-filled rooms and end the day to the sound of waves. An impressive Great Room@the mezzanine level is an inspiring addn'l gathering space that features 12' ceilings w skylights. Kitchen, bathrooms and laundry room updated in 2025. Rare garaged and off street parking for 10 Cars! An unfinished 3rd floor w pri

A RARE property. The 28- year owners lovingly restored their 18th century antique and expanded it to 6,050 SF of modern comfort on its 4 acres including a 11/4 ac. pond. Albeit, the renovation of the property's antique 1,100 SF, 2 BR continually-rented cottage may be the financial coup for 42% marginal tax bracket (Fed+CT) buyers who assume a 6.25%, 80% ($2,080,000 of 2.6M asking) 30 yr. fixed mortgage. The rent, presently $30,000/yr and tax advantaged deductions will contribute funds that amortize $915,000 of the 2.080M. Accordingly, the effective purchase price could be $1,685,000. High-quality finishes aside, consider the setting: brook-fed pond for large-mouth-bass anglers and visiting egrets; stunning fall foliage surrounding the pond; 450 ft. long, bleached-stone, maple tree-lined driveway to the main house; just a 2-minute drive to the Weston Town Center and K-12 school campus; 150 SF of veggie-intensive raised beds along with wild blackberries, and Concord grapes where you mean