1,213 properties for sale in Greenfield Hill

Rich with history, warmth, and timeless craftsmanship, this beautifully updated 1927 Tudor captures the heart from the moment you arrive. Bathed in natural light, every room tells a story, where graceful arched doorways, high ceilings, and thoughtful architectural details blend seamlessly with modern updates designed for today's lifestyle. Life unfolds effortlessly here. The eat-in kitchen, complete with a charming butler's pantry, is bright and spacious. Mornings begin with coffee in the sunroom. Friends gather around the wood-burning fireplace as conversations linger long into the evening. Dinners are enjoyed in the elegant dining room, while a seamless flow from room to room makes everyday moments feel just as special in spaces designed to connect, comfort, and inspire. Four gracious bedrooms, 2.5 updated baths and flexible living areas provide room to grow, work from home, entertain, and simply enjoy life's quieter moments. Step outside to a landscaped, fully fenced backyard where

Tucked away at the end of a private drive in Fairfield's sought-after Stratfield Village neighborhood, this classic Colonial offers exceptional privacy on over 0.6 acres. The backyard is a true retreat, featuring a beautiful heated in-ground pool, stone patio, lush landscaping, and a charming pool house with covered patio-ideal for entertaining or relaxing all summer long. A spacious foyer welcomes you into a home with hardwood floors throughout most of the main level. The living room features a wood-burning fireplace, while the family room offers a classic brick fireplace. Sliders from the dining room open to a full-length deck, creating seamless indoor-outdoor living. The kitchen includes a pantry, adjacent laundry area, and half bath. Upstairs are four generously sized bedrooms, including a spacious primary suite with a remodeled ensuite bath and walk-in closet. A remodeled full bath serves the remaining bedrooms. The unfinished walk-out lower level offers excellent potential for fu

LOFT LIVING IN THE HEART OF DOWNTOWN, where historic character meets convenient city living. This loft-style residence puts you right in the center of Downtown Bridgeport, with restaurants, coffee shops, entertainment, shopping, public transportation, and commuter routes all close by. Inside, enjoy the appeal of open-concept living, high ceilings, and large south-facing windows. The updated kitchen features granite countertops, stainless steel appliances and large island. The kitchen flows into the main living area, creating an inviting space for entertaining and everyday living. The bedroom offers a comfortable retreat with warm hardwood flooring and multiple windows that bring in abundant natural light. The beautifully appointed bathroom adds another layer of character with a custom walk-in shower featuring tiled walls and pebble floor. Tucked just outside of the bathroom is the laundry. While extensive, a few of the nearby amenities and attractions include, Housatonic Community Coll

This North End gem has been lovingly maintained, cherished, and cared for by the same family for approximately 64 years. Filled with light, charm, and character, this Cape offers a wonderful opportunity for homeowners, investors, or buyers looking to create a property with excellent income potential. The main level features a spacious living room with hardwood floors, an inviting eat-in kitchen that opens to a comfortable family room / den, and a formal dining room perfect for entertaining. A 1st floor bedroom and full bath add convenience and flexibility, making one-level living possible. Upstairs, you'll find 2 additional generously sized bedrooms and a 2nd full bath. Energy efficient with C/A and newer windows. The lower level offers plenty of additional storage and could easily be utilized as a home office / rec room. Outside, enjoy a private backyard and a detached two-car garage providing ample parking and storage. With some creative ideas and thoughtful updates, this home offers

Exceptional, one of a kind property, with direct beach frontage, panoramic views, inground pool, elevator, and a magnificent 2-story elliptical staircase to resemble a seashell. Best of all this home is better than new and FEMA compliant. The elevator extends from the garage to 3 floors more. The residence has 7 outdoor decks to enjoy breathtaking sunrises, sunsets, LI ferry and Penfield Lighthouse. Take long walks, enjoy the sandy beach, or sit and listen to the sound of the waves. The inground pool has a magnificent limestone decking. Highest quality craftmanship and woodworking throughout. The quartzite kitchen is exceptionally spacious to accommodate large gatherings with Subzero and Wolf double oven. A second galley kitchen has an extra DW, dbl sink, fridge/freezer, and custom cabinetry that includes a banquet with direct water dining views. The covered porch overlooks the pool and beach and has a glass fence surround. The 1st floor has an office/study. The 2nd floor features 3 BR

Colonial house in the North End of Bridgeport, with 3 Bedrooms, Living room, Dining room and extra room that can be used as an office. Kitchen fully equipped with stainless steel appliances, quartz countertops and an island. Dining room leads out to a large deck. Private Backyard with deck great for entertaining, family gatherings or just a quiet place to unwind. Selling as is. New lower price! Schedule your private showing today!

Completely reimagined, this 1920 charmer pairs century-old character with a brand-new 2026 renovation. A welcoming covered front porch opens to a sun-drenched living space with wide-plank waterproof laminate wood flooring, recessed lighting, sleek black triple-pane windows, and a stone-accented fireplace. The showstopper kitchen features custom sage green cabinetry with brushed gold hardware and glass-front uppers, quartz counters, gas cooktop with stainless hood, wall oven, built-in microwave, dishwasher, and a Samsung smart refrigerator - plus an oversized picture window frame above the sink. The spa-inspired full bath is wrapped in marble tile with a frameless glass shower. Three bedrooms include a main-level primary and two upstairs with charming angled ceilings; upper-level laundry adds convenience. Outside, nearly half an acre of level lawn surrounds the home, with a long private driveway, two-car detached garage, and a private backyard. Basement offers abundant storage City wate

Extensively renovated and move-in ready, this side-by-side two-family property offers an outstanding opportunity for both investors and owner-occupants. The interiors have been beautifully updated with hardwood floors throughout, brand-new kitchens featuring new appliances, and renovated bathrooms. One spacious unit offers 4 bedrooms and 2.5 baths, while the second unit features 2 bedrooms and 1 full bath, providing flexible living arrangements for rental income, multigenerational living, or an in-law setup. The property features updated mechanicals, separate utilities, and a clean unfinished basement ideal for storage. A brand-new roof installed just two months ago adds peace of mind for years to come. Outside, you'll find a private driveway with off-street parking and a level backyard that is perfect for relaxing, entertaining, or enjoying the outdoors. Conveniently located just 7 minutes from Sacred Heart University, with easy access to shopping, restaurants, major highways, public

Welcome to this inviting home in north end of Bridgeport. This home layout features three bedrooms with a full bathroom upstairs, on the main floor there is an office/bedroom, a den another full bathroom and a spacious living room with a wood burning fireplace. This flexible layout makes this property ideal for a growing families, investment opportunities, or anyone looking for additional living space. Enjoy the convenience of being close to shopping, restaurants, schools, public transportation, major highways, and everyday amenities. This property will be selling AS IS. Don't wait come book your appointment today! More pictures are coming soon!

Welcome to this charming and completely updated Compo Beach cottage. Ideally located along prestigious Compo Road South, readily accessible to everything Westport has to offer - walk or bike to the train, Longshore Country Club, or Compo Beach. Inside this unexpectedly spacious home, you'll find three finished levels of living space. A vestibule with coat closet welcomes you into the large ground-level family room, complete with built-in cabinetry and a wood-burning stove. A laundry room with storage completes this floor. Upstairs, the main level offers a sun-filled living room and a sitting room/office overlooking the front lawn. A dining room with built-ins leads to an updated kitchen with new appliances and direct access to the backyard. The primary bedroom, renovated, full bath, and sitting/dressing room round out this level, featuring refinished hardwood floors and high ceilings. A second staircase leads to two additional bedrooms with closet/storage space and continued hardwood f

Welcome to 3 Laurel Lane, a stunning new construction nestled in the heart of Westport, Connecticut. Discover the epitome of elegance and sophistication. This modern masterpiece is set on a.21 acre lot. The stunning new luxury construction is designed by renowned Coastal Luxury Homes. Known for their architectural brilliance and unparalleled craftsmanship, Coastal Luxury Homes are a testament to innovative design and meticulous attention to detail. The rich architecture features flowing lines, glass elements, and harmonious blend of natural materials, create a stunning visual impact. The interior showcases an open-concept layout that is as functional as it is beautiful. Every corner will showcase high-end finishes, from cabinetry to the designer fixtures. The rich hardwood floors guide you into the Living Room. Adjacent to the living area, the gourmet Kitchen awaits, boasting ample storage and a generous island that invites culinary creativity. The Kitchen is a chef's paradise, equippe

Experience the pinnacle of coastal luxury at this extraordinary waterfront builder's own residence on prestigious Fairfield Beach Road. Designed with uncompromising craftsmanship and impeccable attention to detail, this one-of-a-kind modern masterpiece offers the ultimate waterfront lifestyle with a private sandy beach and your own private dock. Showcasing over-the-top custom finishes throughout, featuring soaring ceilings, walls of glass that frame breathtaking water views, and an open, light-filled floor plan designed for both grand entertaining and everyday living. Offering five spacious bedrooms and five beautifully appointed bathrooms. At the heart of the home, the designer kitchen seamlessly flows into expansive living and dining areas, all oriented to capture the stunning waterfront setting. Outdoor living is equally spectacular. A 1,500-square-foot rooftop deck provides an unparalleled entertaining space with panoramic water views, while the resort-style outdoor amenities inclu

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

Rich with history, warmth, and timeless craftsmanship, this beautifully updated 1927 Tudor captures the heart from the moment you arrive. Bathed in natural light, every room tells a story, where graceful arched doorways, high ceilings, and thoughtful architectural details blend seamlessly with modern updates designed for today's lifestyle. Life unfolds effortlessly here. The eat-in kitchen, complete with a charming butler's pantry, is bright and spacious. Mornings begin with coffee in the sunroom. Friends gather around the wood-burning fireplace as conversations linger long into the evening. Dinners are enjoyed in the elegant dining room, while a seamless flow from room to room makes everyday moments feel just as special in spaces designed to connect, comfort, and inspire. Four gracious bedrooms, 2.5 updated baths and flexible living areas provide room to grow, work from home, entertain, and simply enjoy life's quieter moments. Step outside to a landscaped, fully fenced backyard where

Exceptional, one of a kind property, with direct beach frontage, panoramic views, inground pool, elevator, and a magnificent 2-story elliptical staircase to resemble a seashell. Best of all this home is better than new and FEMA compliant. The elevator extends from the garage to 3 floors more. The residence has 7 outdoor decks to enjoy breathtaking sunrises, sunsets, LI ferry and Penfield Lighthouse. Take long walks, enjoy the sandy beach, or sit and listen to the sound of the waves. The inground pool has a magnificent limestone decking. Highest quality craftmanship and woodworking throughout. The quartzite kitchen is exceptionally spacious to accommodate large gatherings with Subzero and Wolf double oven. A second galley kitchen has an extra DW, dbl sink, fridge/freezer, and custom cabinetry that includes a banquet with direct water dining views. The covered porch overlooks the pool and beach and has a glass fence surround. The 1st floor has an office/study. The 2nd floor features 3 BR

Experience timeless elegance in this beautifully maintained ranch-style home, offering 3 spacious bedrooms, 2 full baths, and an extended driveway for ample parking. The stylish kitchen features gleaming granite countertops and elegant tiled flooring-perfect for both everyday living and entertaining. Step into the inviting family room, where sliding glass doors lead to a charming patio and a serene, private backyard nestled on a pristine 1/2-acre corner lot. With classic design, exceptional comfort, and a layout that flows seamlessly, this home is a rare find in today's market

Welcome to Inwood South, a prestigious gated high-rise community in Bridgeport's highly desirable North End. This bright and airy 3-bedroom, 2.5-bath residence offers approximately 2,355 square feet of well-designed living space and features the convenience of a private elevator that opens directly into your private hall and exterior door. The expansive living and dining area is perfect for entertaining, while the eat-in kitchen boasts granite countertops, stainless steel appliances, a dining area, and a slider leading to a private balcony with peaceful, therapeutic views. A washer and dryer are conveniently located within the unit, along with a private trash chute for added convenience. All three bedrooms are generously sized with large closets, including an impressive primary suite featuring a full bath and an enormous California-style walk-in closet. All bathrooms are appointed with elegant granite countertops. Enjoy the security and convenience of a 24-hour doorman who accepts deli

NEW NEW NEW! Great opportunity to purchase this newly totally reconstructed Cape Cod at an affordable price! The main level features an open kitchen/family area, dining room which leads to the relaxing covered front porch and the primary bedroom with full bathroom. The upper level has two additional bedrooms, office area and a full bathroom. The home offers hardwood floors throughout, custom kitchen with stainless appliances, quartz countertops and island, carrier heating and central air, Rheem tankless water heater, two car garage. This home is conveniently located near all your shopping needs, schools, I-95, train stations, town center and beaches. Taxes will be assessed after the CO

Meticulously maintained and move-in ready, this charming Cape Cod-style home is a true testament to pride of ownership. Offering 3 bedrooms and 1.5 bathrooms, this inviting residence seamlessly blends classic character with thoughtful updates. Recent improvements include a new roof, siding, trim, windows back and front door with new storm doors providing both exceptional curb appeal and peace of mind for years to come. Inside, you'll find warm, sun-filled living spaces and a functional floor plan designed for comfortable everyday living. Every room reflects the care and attention this home has received throughout the years. Step outside to the private deck, an ideal space for outdoor dining, entertaining, or simply relaxing with family and friends. Whether you're looking for your first home or your forever home, this property offers the perfect combination of comfort, quality, and convenience. Ideally located near schools, shopping, dining, parks, and major commuter routes, this beauti

Just 383 steps from the sands of Compo Beach, this storied 1920s residence claims one of Westport's most sought-after addresses. Approximately 3,255 square feet hold five bedrooms and four baths. An open, updated kitchen with top-tier appliances flows into the living and gathering areas. The primary suite is a generous retreat with vaulted ceilings, a spa bath, and a walk-in closet. Four additional bedrooms are ample in scale - one en-suite, with a Jack-and-Jill bath connecting two others - while a full bath and a dedicated office complete the first level. Outdoors, an expansive terrace invites al fresco dining and entertaining above a manicured, secluded yard set on a coveted corner lot. Beyond the door: sunrise strolls to the water, sunsets over the boardwalk, Longshore Club, downtown shops, dining, and the library, plus a straightforward Manhattan commute via Saugatuck Metro-North. Homes in this enclave seldom surface

Welcome to this spacious 3-bedroom, 2nd-floor condo offering the privacy and convenience of a separate entrance and its own individual address-all without a monthly HOA! THE EXTERIOR CEDAR SHAKE SIDING HAS BEEN ADDRESSED, providing added peace of mind for the next owner. Step inside to a bright and inviting living room featuring soaring vaulted ceilings and beautiful French doors leading to a nice-sized deck, with an included gas grill for easy summer gatherings. Features You'll Love: Separate entrance with individual address, 2nd-floor condo, 3 bedrooms, NO monthly HOA, Vaulted ceiling in the living room, French doors leading to a nice-sized deck with Gas grill included. With only two units sharing the property, the shared expenses are straightforward and manageable. Lawn care: $30/unit every other week, May through September. Fall cleanup: $100-$150/unit, once a year. Condo insurance: $404.13/unit, quarterly. Garage electricity: Approximately $7-$11/unit monthly. This is a rare oppor

Don't miss this charming two-family on tree-lined, dead end street in highly sought after Black Rock. Perfect location for commuters within walking distance to the Fairfield Metro North Train Station and one block from proposed Fox Street pedestrian bridge right to train station. Bright First floor has large eat-in kitchen with center island, dishwasher, hardwood floors, and washer and dryer in basement. Second floor has one bedroom + office nook, sun room, skylight, range, washer and dryer in basement. Off Street parking with one car garage and backyard. Blocks from scenic Ash Creek, St. Mary's by the Sea Walkway, Harborview Market, and many local shops, restaurants and more. Great opportunity for investor owner!

Stunning modern transitional home built by Compo Luxury Homes in 2024 and ideally located just minutes to downtown Westport, Compo Beach, and the train. Set on.65 acres with city water, sewer, and natural gas, this beautifully designed residence offers over 8,000 square feet across four finished levels with 6 bedrooms, 6 full and 2 half baths. The open floor plan features a chef's kitchen with high-end appliances, spacious living and entertaining areas, and a luxurious primary suite. The walk-out lower level includes a full gym with natural light and additional flexible space for recreation or guests, while the finished third floor offers ideal space for an office( or guest room), bonus room and full bath. Outdoor living includes a covered porch, stone patio, an outdoor shower, and a 16' x 32' heated gunite pool with automatic cover. Additional highlights include wide-plank floors, custom millwork, a whole-house generator, EV chargers, and a three-car garage, all in the sought-after We

Completely reimagined, this 1920 charmer pairs century-old character with a brand-new 2026 renovation. A welcoming covered front porch opens to a sun-drenched living space with wide-plank waterproof laminate wood flooring, recessed lighting, sleek black triple-pane windows, and a stone-accented fireplace. The showstopper kitchen features custom sage green cabinetry with brushed gold hardware and glass-front uppers, quartz counters, gas cooktop with stainless hood, wall oven, built-in microwave, dishwasher, and a Samsung smart refrigerator - plus an oversized picture window frame above the sink. The spa-inspired full bath is wrapped in marble tile with a frameless glass shower. Three bedrooms include a main-level primary and two upstairs with charming angled ceilings; upper-level laundry adds convenience. Outside, nearly half an acre of level lawn surrounds the home, with a long private driveway, two-car detached garage, and a private backyard. Basement offers abundant storage City wate

Move right into this beautifully renovated Colonial in the highly desirable Brooklawn neighborhood! This move-in ready home features a bright, open-concept first floor with an exposed beam, gleaming hardwood floors, and abundant natural light. The stunning kitchen offers marble countertops, quality stainless steel appliances, a natural gas range with downdraft ventilation, and plenty of space for cooking and entertaining. The flexible floor plan includes a spacious front-to-back first-floor bedroom or home office, plus three additional bedrooms on the second floor. A walk-up attic provides excellent storage potential, while the unfinished basement offers additional space and direct garage access. Enjoy year-round comfort and energy efficiency with a newer natural gas heating system. Additional updates include thermopane windows, architectural shingle roof, vinyl siding, quality lighting fixtures, and an attractive stone walkway and front steps that create exceptional curb appeal. Step

Custom built colonial designed by owner with in law suite level 2.99 acre lot 3 car garage

WELCOME TO THIS BEAUTIFULLY UPDATED BRICK RANCH OFFERING THE PERFECT BLEND OF CLASSIC CHARM AND MODERN UPDATES! SITUATED ON A SPACIOUS CORNER LOT, THIS HOME FEATURES 3 GENEROUS BEDROOMS, GLEAMING HARDWOOD FLOORS, FRESH PAINT, RECESSED LIGHTING, AND AN INVITING FLOOR PLAN FILLED WITH NATURAL LIGHT. THE OVERSIZED LIVING ROOM WITH FIREPLACE PROVIDES A WARM AND COMFORTABLE SPACE FOR RELAXING OR ENTERTAINING, WHILE THE WELL-MAINTAINED INTERIOR IS READY FOR ITS NEXT OWNER TO MOVE RIGHT IN. OUTSIDE, ENJOY A LARGE PAVED DRIVEWAY LEADING TO A DETACHED TWO-CAR GARAGE, ATTRACTIVE CURB APPEAL, AND A LEVEL YARD WITH PLENTY OF ROOM FOR OUTDOOR ENJOYMENT. CONVENIENTLY LOCATED NEAR SHOPPING, RESTAURANTS, PARKWAYS, SCHOOLS, AND PUBLIC TRANSPORTATION, THIS HOME OFFERS BOTH COMFORT AND ACCESSIBILITY. THIS IS AN OPPORTUNITY YOU WILL NOT WANT TO MISS! WELCOME TO THIS BEAUTIFULLY UPDATED BRICK RANCH OFFERING THE PERFECT BLEND OF CLASSIC CHARM AND MODERN UPDATES! SITUATED ON A SPACIOUS CORNER LOT, THIS HOME

Located just minutes from the rapidly growing Sacred Heart University, this fully leased investment property presents an outstanding opportunity to add a cash-flowing asset to your portfolio. The home offers 4 generously sized bedrooms and 2 full bathrooms. The main level features two bedrooms, a full bathroom, a spacious living room, kitchen, and a versatile bonus room that provides additional living or study space. Upstairs, you'll find two additional bedrooms and a second full bathroom. The full unfinished basement offers ample storage and future potential, while the level backyard provides plenty of outdoor space for tenants to enjoy. With the local rental market experiencing significant growth over the past several years and consistent demand driven by Sacred Heart University, this is an excellent opportunity for investors seeking immediate income with long-term upside

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

Three family mainly occupied as the third floor was recently renovated. Owners are ready to pass the baton to the next owner. Take a look and present your best offer. AS IS