luxury houses for sale Greater Bridgeport Planning Region, United States (page 2)

Welcome to this 2 Family Home with a large two car detached garage and ample parking in the private driveway. Offering 2044 square feet of living space. The Main floor and Upper floor units mirror each other, featuring: two bedrooms, 1 full bath, living room and eat-in-kitchen. Current rent is $1600/month. The finished lower level offers approximately 400 square feet of additional living space (including a pool table, which remains with the sale). Both groups of tenants share the lower level, where the common laundry area is located. Excellent opportunity to own an investment property in Bridgeport. Tenants to convey with the sale. Pool Table in Lower Level to remain with sale.

Nestled at the end of a peaceful cul-de-sac, in the highly sought-after Greenfield Hill neighborhood, 220 Stonewall Lane offers a rare opportunity to own a beautifully situated home on 2.07 acres. The expansive outdoor setting provides an inviting space perfect for entertaining or relaxing while enjoying the tranquil surroundings. When entering the thoughtfully planned main level, you are drawn to the large open space with a renovated modern eat-in kitchen, a sitting area with a wood-burning pizza oven, a Great Room with cathedral ceilings, a wood-burning fireplace, and an additional family room with views of the in-ground pool and lush landscaped grounds. Natural light flows throughout. Additional highlights include hardwood floors throughout, large decorative tiles, a formal living room with fireplace, a dining room, walk-up bonus room, laundry and access to the two-car garage. Upstairs, five well-appointed bedrooms include a private primary suite, creating a comfortable and functional area. The unfinished basement offers ample space for utilities, storage and possible recreational activities. Ideally located near Fairfield's beaches, Metro-North, recognized restaurants, and the Fairfield Theatre Company, this private property blends lifestyle, location, and appeal in one of Fairfield's most desirable areas.

The first time on the market, this custom-built Easton Colonial has been lovingly maintained by its original owner and offers approximately 3 private acres, generous living space, and a highly adaptable floor plan designed to suit a variety of lifestyles. With numerous rooms that can easily serve as a home office, playroom, gym, guest quarters, or additional living space, this home offers exceptional flexibility. A standout feature is the first-floor bedroom with its own private entrance, handicap access, and ensuite bath suitable for a wheelchair. This also could be an ideal setup for extended family, an au pair, guests, or anyone seeking the convenience of a private suite. Adding to the home's appeal is a natural-gas-powered whole-house generator, providing year-round peace of mind. Surrounded by nature and adjacent to protected watershed land, the setting offers an exceptional sense of privacy. During the warmer months, enjoy the heated in-ground pool, perfect for relaxing, entertaining, and making the most of your private outdoor retreat. Ideally located with convenient access to Easton, Westport, and Fairfield, this property offers the best of both worlds: a peaceful, private setting with easy access to local schools, shopping, dining, beaches, recreation, and commuter routes. Part of an estate, the property is being sold in its present as-is condition. No seller property disclosures are available. Please note: This is an estate sale. The property is being sold as-is, and no property disclosures are available.

Created by Tanner White and Towle Custom Builders, 203 South Benson is what happens when thoughtful design, exceptional craftsmanship, and a clear point of view come together. Custom built for its owners, every decision was made with real life in mind-from soaring ceilings and oversized windows to an open, loft-like floor plan that feels sophisticated yet remarkably inviting. At its heart, an extraordinary kitchen is anchored by an 88-inch marble island designed as much for gathering as cooking. Friends pull up a chair. Dinner spills into conversation. And when the doors open, life moves naturally outside to the heated pool, turf lawn, and built-in grill. Even the lower level was designed differently, with raised ceilings that make it feel like a true extension of the home. A full room over the garage with a full bath offers the flexibility of a fifth bedroom, guest suite, or office. Direct garage access, a Tesla charger, and front and rear garage doors add everyday ease. And perhaps the greatest luxury: leave the car at home. Walk to Sherman Elementary, the beach, and town. Modern, sophisticated, inviting-and designed around how people really want to live.

A charming covered front porch, with a striking metal roof welcomes you home and offers the perfect spot to relax and enjoy the neighborhood. Upon entering the open floor plan you are instantly attracted to the custom kitchen designed for entertaining and cooking with the center of attention the massive island with quartz countertop. Calming neutral tones soothe the soul. High end Thermador appliances add to the cooking coinsures dream. A walk in pantry to organize all your items and gadgets. The dining area features a stylish dry bar and beverage cooler. Beautiful oak flooring & a gas fireplace compliments the sitting area. Main level also offers a versatile bedroom and beautifully appointed full bath, ideal for guests, a home office, or a possible in-law suite. Upstairs, the spacious primary suite is a true retreat with a spa-inspired bath, soaking tub, and generous walk-in closet. With 5 bedrooms plus a 3rd floor bonus there is flexibility HUGE TV REC SPACE office space, Guest rm. The finished lower level expands the living space with a convenient half bath and room for a recreation area, home gym, media room, or whatever suits your lifestyle. Expansive sliders open to a massive deck overlooking the private backyard-perfect for outdoor dining, entertaining, or simply enjoying the setting. A white privacy fence sounds the property and creates a wonderful sense of seclusion. Your dog will love it ! Included a garden shed and garage with plenty of driveway parkin

As you enter 80 Governors Lane down a private driveway, discover an 8.5-acre estate blending timeless elegance with serene privacy. This circa 1933 farmhouse, designed by architect Jack Franzen and beautifully restored, features wide plank black walnut floors, exposed beams, and a bread oven fireplace. Six spacious bedrooms include a luxurious Primary Suite with vaulted ceilings, carved mantle fireplace, dual walk-in closets, and a private balcony. Five full and two half baths feature tumbled marble flooring and marble vanities for spa-like comfort. Warm living spaces with fireplaces and tall windows create perfect gathering spots, including a Formal Dining Room, a Den with wet bar, and a cozy Family Room. The chef's kitchen boasts custom cabinetry, Jerusalem stone countertops, a copper sink island, banquette dining, and terraces for al fresco meals. A heated breezeway links to a restored Goodspeed Farm barn, plus a one-bedroom apartment and a three-car garage for multi-generational living. The Pool House offers cathedral ceilings, a granite bar, and doors to stone terraces overlooking a heated Gunite pool, spa, and pond. Enjoy privacy with convenient access to top schools, fine dining, cultural venues, beaches, and NYC trains-an extraordinary sanctuary harmonizing nature and refined living.

Set well back from the road on two acres in Greenfield Hill, this remarkable residence is approached by a tree-lined drive of pavers, cobblestone and Belgian block. Completely rebuilt and reimagined with the quality and craftsmanship of new construction, nearly 8,000 square feet unfold across three levels with four bedrooms, six full and two half baths, wide-plank oak floors, expansive windows and tranquil pond views. A sun-filled atrium with soaring 20-foot ceilings introduces gracious living and entertaining spaces accented by multiple fireplaces. The tremendous chef's kitchen features quartzite surfaces, abundant cabinetry, a walk-in pantry and Sub-Zero, Wolf and Miele appliances, including dual refrigeration, ovens and dishwashers. The primary suite features a barrel-vaulted ceiling, fireplace and separate his-and-hers areas, each with a walk-in closet and private marble bath with heated floors. Two additional en suite bedrooms and laundry complete the upper level. The light-filled walkout lower level includes a fireplace, kitchenette, wine room, full bath, exercise room, second laundry and flexible recreation/media space. Terraces with a fire pit and built-in grill overlook the peaceful grounds. Smart-home technology, a generator, all-new systems and a standing-seam metal roof add turnkey ease. The Ridge offers a staffed gated entrance, private roads, mature trees, clubhouse, heated pool, tennis and pickleball.

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 include a built-in outdoor kitchen, pizza oven, cooling station, and an outdoor shower-perfect after a day on your private beach or out on the water from your dock. This is a rare opportunity to own a truly exceptional waterfront residence where cutting-edge architecture, unrivaled craftsmanship, and an unmatched Fairfield Beach l

Experience refined luxury in this custom new construction offering 3,200 sqft. of thoughtfully designed living space, situated on a cul-de-sac just moments from downtown Fairfield, premier dining, boutique shopping & beautiful beaches. Step inside to discover exceptional millwork & upscale finishes. The main level features a spacious dining room complemented by a wet bar, perfect for entertaining. The heart of the home is the spectacular eat-in chef's kitchen boasting Thermador appliances, quartz countertops, white custom cabinetry, a white oak center island & an area for a charming breakfast nook. The kitchen flows seamlessly into the family room highlighted by a gas fireplace & sliders leading to a bluestone patio overlooking the private backyard & potential pool site. A mudroom and powder room complete the 1sr floor. The 2nd level offers four generously sized bedrooms, including a luxurious primary suite featuring a spa-like bathroom with a soaking tub, double-sink vanity & a glass enclosed shower. A secondary bedroom enjoys the convenience of a private en-suite bath, while the 3rd & 4th bedrooms share a Jack-and-Jill bathroom with a double vanity and tub/shower combination. A 2nd floor laundry room adds everyday convenience. Additional highlights include a walk-up third level offering the opportunity to create 850 additional sqft. of future finished living space, a lower level with 9 ft. ceilings providing storage or future finishing potential, and a two-car garage.

Privately sited in the heart of Greenfield Hill, this updated home blends European-inspired architecture with the modern comforts today's luxury buyers value most. Rich in character, it offers soaring ceilings with exposed wood beams and skylights, wide-plank hardwood floors, custom built-ins, antique mantels, and repurposed antique doors throughout. The dramatic family room flows to a private office, wet bar, and chef's kitchen beneath an expansive skylight. The desirable first-floor primary suite has been transformed with a new spa bath, new gas fireplace, and atrium with a private entrance. Upstairs, a second primary suite features an en-suite bath, dressing room, fireplace, and private balcony. A renovated one-bedroom guest residence with new flooring, updated kitchen and bath, washer/dryer, and private entrance is ideal for extended family, guests, an au pair, or home office. Extensive improvements include a generator, water purification system, drainage system, irrigation, security system with cameras, restored and re-stained roof, renovated mudroom/laundry room, gardens with bluestone walkways and raised beds, and new front fencing. Expansive terraces overlook beautifully landscaped grounds with mature specimen trees and perennial gardens. Just minutes from town, beaches, train, restaurants, and Fairfield Country Day School, this exceptional Greenfield Hill property offers timeless character, privacy, and extensive improvements. Ready to enjoy from the day you arrive! Recent Improvements and Capital Investments Interior - Beautifully renovated first-floor primary bathroom New gas fireplace in the first-floor primary suite Completely renovated mudroom and laundry room New flooring in the guest residence Renovated guest kitchen and bathroom Mechanical and Infrastructure - Whole-house water purification system Whole-house generator New drainage system with sump pump New irrigation system New security system with cameras Exterior - Restored and re-stained roof New fenced garden with bluestone walkways and raised planting beds New fencing along the front of the property

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 private balcony offers potential for future 1,000+/- additional SF. Also Includes: Private STUDIO APARTMENT updated(2022) and awesome! Perfect for guests/extended family/home office or summer overflow just a couple of steps over @1148. Mins. to Schools, TOWN and TRAIN! ENJOY DIRECT BEACHFRONT living while being minutes from Downtown Fairfield, popular farmers market, outdoor and indoor concerts, restaurants w/ great outdoor seating, shoppes, movies, town events and the best of what Fairfield has to offer Both 1149 Beachfront Home and 1148 Studio/Guest Home are SOLD TOGETHER. 1149 SF 3682 + 1148 SF 462 = 4142 SF Addn'l SF 3rd level approximately 1000 and crawlspace below 1637 SF. Room total incl. both homes. MLS report contains combined bedrooms/baths/ garages/sf/tax info Homes are listed together per MLS. Ask about transferrable flood insurance

A rare offering, this Gambrel shingle-style estate is a sanctuary on over 15 acres with a lake and separate building lot-ideal for equestrian pursuits or a secluded retreat. Crafted with no expense spared, the residence features steel construction, geothermal energy, cedar roofing and siding, and copper gutters. Inside, an elevator connects all levels, while quarter sawn wide plank hardwood floors, custom window treatments and coffered ceilings elevate the space. At the heart of the home, a stunning marble kitchen outfitted with Subzero and Wolf appliances, a breakfast nook, and butler's pantry opens to a soaring two-story family room as well as formal dining and living rooms for effortless entertaining. A main level bedroom suite is ideal for guests. Two private offices and well appointed mudroom enhance everyday functionality, while four fireplaces add warmth to the home. Upstairs, a spectacular primary suite with balcony, and 3 additional ensuite bedrooms are accompanied by a spacious bonus room with adjoining craft room. Intricate millwork and custom built-ins enrich every inch of this special home, reflecting its master craftsmanship. Wraparound covered patios overlook the saltwater Gunite pool, while an outdoor kitchen and fire pit invites alfresco dining. Pool house with kitchenette, laundry, 2 baths, rec room with balcony is perfect for guests. Five garage bays for the car enthusiast. The property offers unmatched luxury. Quite simply, there is nothing else like it.

A rare offering, this Gambrel shingle-style estate is a sanctuary on over 6 acres on a cul-de-sac, offering a secluded retreat. Crafted with no expense spared, the residence features steel construction, geothermal energy, cedar roofing and siding, and copper gutters. Inside, an elevator connects all levels, while quarter sawn wide plank hardwood floors, custom window treatments and coffered ceilings elevate the space. At the heart of the home, a stunning marble kitchen outfitted with Subzero and Wolf appliances, a breakfast nook, and butler's pantry opens to a soaring two-story family room as well as formal dining and living rooms for effortless entertaining. A main level bedroom suite is ideal for guests. Two private offices and well appointed mudroom enhance everyday functionality, while four fireplaces add warmth to the home. Upstairs, a spectacular primary suite with balcony, and 3 additional ensuite bedrooms are accompanied by a spacious bonus room with adjoining craft room. Intricate millwork and custom built-ins enrich every inch of this special home, reflecting its master craftsmanship. Wraparound covered patios overlook the saltwater Gunite pool, while an outdoor kitchen and fire pit invites alfresco dining. Pool house with kitchenette, laundry, 2 baths, rec room with balcony is perfect for guests. Five garage bays for the car enthusiast. The property offers unmatched luxury. Quite simply, there is nothing else like it.

Nestled on one of Fairfield Beach's most coveted streets, this exceptional new construction blends timeless coastal architecture with sophisticated design in a location that's simply hard to duplicate. Just moments from the beach, town, train, schools, and parks, 110 Judson offers the rare convenience today's buyers seek without sacrificing privacy or tranquility. Thoughtfully positioned at a higher elevation, the home enjoys FEMA compliance with fewer stairs to the main living level than many neighboring properties. Sunlight pours through oversized windows, illuminating beautifully proportioned living spaces designed for both everyday comfort and effortless entertaining. The stunning chef's kitchen opens seamlessly to inviting gathering spaces and out to a private backyard featuring a spacious patio, outdoor fireplace, mature landscaping, and room for a pool. The flexible floor plan lives as four bedrooms, with a private third-floor suite and adjacent full bath offering an ideal extra bedroom, guest retreat, office or bonus space. Thoughtful features, including a full-house generator, provide an added layer of comfort and confidence, allowing the home to perform as beautifully as it lives. Adjacent to the coveted Sunnieholme neighborhood, this is a rare opportunity to own a beautifully crafted home in one of Fairfield's most desirable beachside locations, where coastal living, convenience, and enduring quality come together.