Welcome to 222 Sunnie Holme Drive, a stunning residence nestled in the highly sought-after Fairfield community. Rebuilt with an eye to all original period details and nuances. This beautifully maintained home offers spacious and inviting living areas filled with natural light, perfect for both entertaining and comfortable everyday living. Enjoy modern amenities combined with classic charm, featuring an updated kitchen, elegant finishes, and generous bedrooms. Step outside to a private backyard oasis and custom pool ideal for relaxation and outdoor gatherings. This home provides the perfect blend of suburban tranquility and urban accessibility. Don't miss the opportunity to make this exceptional property your new home!

Step into history in the heart of Southport Village, where this location doesn't get any better! On Pequot Ave, and just a short stroll to the beach, harbor, village shops, dining, library, and train to New York City, this beautifully restored 1853 Colonial was once home to Miss Augusta Smith's Seaside Seminary. The residence has been reimagined for today with warmth, elegance, and every modern comfort. Behind its gracious front porch and classic lines, over 4,300 sf unfold with light-filled rooms, hardwood floors, and three wood-burning fireplaces that invite gathering. The home offers six bedrooms, including two primary suites--one on the first floor and one upstairs--each a private retreat with spa-like baths. A country kitchen with its own fireplace, banquette dining, and French doors to the terrace becomes the heart of the home, perfect for everyday living and entertaining. Outdoors, stone walls and sweeping lawns frame a terrace where privacy abounds, and that looks over the guest cottage, playhouse, and charming red barn. The 1,100 sf cottage, complete with living room, kitchen, and bedroom suite, is ideal for visitors or extended stays. This one-of-a-kind gem of a property blends history, charm, and convenience... an opportunity to live in one of Connecticut's most cherished seaside villages!

Live the ultimate coastal lifestyle in this sensational 5-6 bedroom, 4.5 bathroom Nantucket-style Colonial w/brand new Gunite pool. Set on an oversized, wide lot, this home was recently reimagined by one of Fairfield County's most acclaimed interior designers. Sun-flooded w/9' ceilings & a breezy beach-inspired layout, every detail feels custom & elevated: coffered ceilings, transom doorways, panel moldings, oversized windows, French doors & beautiful built-ins throughout. Gorgeous formal living room & dining rooms. Designer kitchen w/quartz island, top of the line appliances & walk-in pantry. Expansive great room w/gas fireplace & casual dining area w/French doors. Stunning primary suite w/vaulted ceilings, dual walk-in-closets & en-suite bath. Additional bedrooms all graciously sized w/California closets w/both Jack and Jill and en-suite configurations. 3rd floor w/5th/6th bedroom, full bath & additional separate office area. Paradise awaits in the backyard: a show-stopping custom Gunite pool w/auto-close cover & extra-wide bluestone coping, surrounded by multiple bluestone patio areas, specimen trees & plantings, lush lawn, irrigation system & exquisite masonry--creating a truly private, resort-like oasis. Walk to downtown Fairfield restaurants, music venues, public library, Penfield & Jennings Beach, Sherman School playground & fields. Attached 2 car garage, gas, sewer, public water, tons of storage, FEMA compliant. A rare blend of luxury, lifestyle & location:this is it.

Timeless Charm Meets Modern Living in Prestigious Greenfield Hill. Thoughtfully designed for both luxurious living and everyday comfort, this residence offers serenity, privacy, gardens and stunning natural beauty at every turn. Nestled on a beautifully landscaped 3-acre property in the heart of Fairfield's coveted Greenfield Hill, this 1941 Classic Colonial offers the perfect blend of traditional elegance and modern comfort. With 5 spacious bedrooms and 4 and 1/2 updated bathrooms, this home is thoughtfully designed for both relaxed living and effortless entertaining. Family Room and Dining areas both have fireplaces and built-ins, while oversized windows invite the outdoors in. Den with fireplace and built-ins and separate office offers more intimate spaces. There is a lovely bar that flows in from the den.The streamlined kitchen offers space for separate table, high end stainless steel appliances, breakfast island and well hidden storage. The mudroom is adjacent. Step outside to your private backyard retreat, complete with a sparkling pool, newer pool house, generous bluestone patio out back and one off the kitchen and plenty of room to roam with garden's galore. Whether hosting summer gatherings or enjoying quiet mornings, the setting offers rare privacy-yet you're just minutes from town, shopping, and top-rated schools. A rare gem that offers the best of both worlds: classic New England charm with all the conveniences of modern living.

We have multiple offers and are asking for all offers by 5:00 Sunday March 30th. Welcome to your dream home in Greenfield Hill! This exquisitely renovated Colonial is much more than meets the eye. Thoughtfully enlarged & transformed, blending timeless elegance with modern comfort. A traditional & balanced floor plan includes a sun drenched Living Room with fireplace, a sophisticated Dining Room for every occasion, the Family Room & large flexible Den/Playroom/Gym with an additional wood burning stove that overlooks the lush backyard & private property. Indoor & outdoor entertaining is a breeze! The large Eat-In-Kitchen seamlessly connects to a magnificent elevated bluestone patio, ideal for alfresco dining & enjoying serene outdoor moments. This is an inviting atmosphere for relaxation. Retreat to the luxurious Primary Bedroom Suite, a wonderfully private sanctuary that promises restful nights. The brand new Primary Bath is a spa-like escape, just completed & designed to indulge your senses. Three additional Bedrooms & two more Full Baths complete the upstairs. The walkout Lower Level is a perfect combination of additional functional living space, a private Office, & easy access to loads of storage & the mechanicals. 2101 Burr Street is more than just a house, it's a place where cherished memories will be created. This stunning property offers everything you've been searching for. Don't miss the chance to make this exceptional home your own. Sc

Welcome Home to 761 Round Hill Rd! Quintessential 1940 Colonial treasure is a unique combination of charm & sophistication AND a coveted 1.24ac Winton Park setting. Inviting & well maintained 4 Bdrm, 3.5 Ba home w/just under 4,000sq ft is a delight & a wonderful place to entertain in every season. Traditional features such as hardwood floors, custom built-ins & generous moldings accent well proportioned rooms to offer a gracious & warm appeal throughout. The Living Rm is architecturally bold w/a wood burning fpl, bookshelves & natural light pouring in the bow window. Enjoy holiday celebrations or intimate dinners in the Dining Rm or the E-I-K complete w/generous cabinetry, Wet Bar & a view of the picturesque property. Finishing off the Main Level is the Den, a quiet place to work from home or enjoy a movie night. Relax w/your morning coffee in the Sunroom or continue out to the stone patio & feel your blood pressure drop as you soak in the spectacular greenery & gardens. The 2nd floor offers the Primary Suite w/generous his & hers closets & a private Balcony overlooking the Patio & Gardens. 3 addt'l Bdrms are generously sized w/2 Full Ba. LL Rec/Playrm combines beautifully w/Laundry Rm, Mudrm & loads of closet space to handle your active lifestyle. 5 ways to access the outdoor Patio, Decks, Garage & backyd not to mention the "Man Cave" or "She Shed" of your dreams! Minutes to everything downtown Fairfield has to offer.

Located in one of Greenfield Hill's premier locations on a private cul-de-sac, this 1920's 10RM,5BR,3/1BTH COL combines Classic architecture with Spacious Living! Hdwd Floors accent FOYER opening to LR w/fplc & DR w/Blt-ins. Lg KIT w/granite c-tops & French drs lead to FAMRM w/vlt Ceiling, fplc & sliders to 4-Season SUNROOM overlooking spectacular prvt yard, stone Patio & Pool. A quiet DEN features fplc, blt-ins & wet bar. Stunning Primary Suite w/Fplc, adjoining RM-Size Closet, LG Primary BTH & 1st flr Laundry complete MAIN Level. Upstairs has 4BRS including Guest Suite w/prvt bth, MAIN BATH, Cedar closet & 3 add'l BRs w/hdwd flrs thru-out. This gracious Lower Greenfield Hill COL sited on a park-like setting has space for Everyone! Welcome Home!

Beautiful Sunnieholme has a wonderful offering for a new owner to either renovate or build a new home. This is one of the most coveted streets in town as it once was the gardens of Anna B. Jennings. Private and Peaceful as a cul de sac should be, the property runs up to Mariners Way for another entrance to the grounds. Bring your builders/contractors to see this great opportunity. Walk to town, train, shops, restaurants and the Beach. Home is being sold “as is”.

Meticulously restored, this one-of-a-kind property masterfully blends timeless character with luxurious modern updates. The home's main floor is open and inviting, featuring restored wide-plank floors, original wood beams, and designer lighting throughout. The heart of the home is the stunning kitchen with crisp white brick, full-paneled refrigerator and freezer, hidden pantry, oversized island and a centerpiece AGA range-all opening to a cozy seating area and a spacious dining room that feels both connected and distinct, ideal for entertaining. Every room feels thoughtfully curated, from the light-filled den with wood-burning fireplace to the living room with barn doors that cleverly conceal the TV, blending function with charm. The main level also includes a flexible office/bedroom, a full bath, half bath, and a large walk-in pantry. Upstairs, the primary suite is a serene retreat with dramatic vaulted ceilings, exposed beams, multiple walk-in closets, and a spa-like bath with soaking tub, oversized shower, and double vanity. A walk-in laundry room, two additional bedrooms and full bathroom surround a spacious landing with a built-in bookcase, perfect for quiet moments or reading nooks. A finished walk-up attic is perfect for additional storage space or a quiet home office, creative studio, or cozy retreat. Step outside to experience resort-style living: stone patios extend from both the front and rear of the home, with a welcoming front porch fireplace and a

Welcome to 175 Wellington Drive where an active lifestyle awaits! Nestled in a sought-after Greenfield Hill cul-de-sac, this sprawling 2.67-acre property invites you to enjoy the great outdoors & a wonderful community. Imagine yourself thriving in an award-winning school district, exploring nearby nature trails, & creating lifelong memories. Step through the gracious front porch into this vibrant colonial gem, bursting with love & positive energy. With 5 generously sized bedrooms & 3.5 baths & 4,000+ square feet of living space, there's plenty of room for everyone to unwind & reboot. You will be delighted by the creative bunk beds & desk built-ins, creating spaces for both play & productivity. After a busy day, retreat to the balcony off of the primary suite, where you can relax & savor the beauty of your backyard & gardens. The enormous walk-out LL is ready for movie nights & entertaining. Embrace your green thumb in the fenced-in raised vegetable garden, & explore the playful backyard path & playhouse. Seasonal fun unfolds with opportunities for skating & fishing right in your own backyard. Picture hosting lively summer picnics on the spacious deck or two inviting patios, where laughter & warmth fill the air. With the remarkable and talented homeowner as the visionary behind this home's transformation, you'll find a unique blend of charm & creativity waiting for you. Don't miss the chance to make this enchanting oasis your own-where every day is an adventure