Redding, CT Homes for Sale

Exquisite remodel & expansion of accomplished architect's own home, resulting in unmatched perfection both inside & out. In her own words: "As an architect, I saw 171 Cross Highway as an unpolished gem in a beautiful setting...virtually no part of the house was left untouched, and much of the landscape too." This graceful home is set back privately on 2.21 level acres with stone entry pillars;

Laura Ancona William Pitt Sotheby's Int'l

Once a colonial cottage, now a country enclave full of charming spaces and modern conveniences. The heart of the home at 99 Cross Highway is the professional grade kitchen, that is open to a sitting room, gorgeous dining room and sunlit breakfast room. To one side of this central hub you will find a spacious family room with wet bar & another fireplace. On the other, a luxurious guest suite

Karen Hagen Compass Connecticut, LLC

Sparkling jewel box in the center of Redding, the Wakeman Smith House is a masterful blend of historic charm and modern refinement. Originally built in 1780 and expanded in 1840 into a graceful Georgian Revival, this architectural gem sits on 1.4 tranquil, park-like acres surrounded by stone walls, mature trees, and professionally designed perennial gardens; all within one of Redding's most

Holly Hill Higgins Group Greenwich

A long and winding drive leads to this exceptional colonial sited under a grand old oak tree. Upon entering there is an impressive double staircase in foyer with a palladium window and display shelf above door. Perfect for entertaining this open floor plan includes DR, LR w/fpl sunroom with walls of glass, library with fpl and French doors. There is a cook's kitchen, pass thru to large FR. French

Jodi Langford Coldwell Banker Realty

Impeccable attention to detail both inside & out this sprawling country estate, set back privately on 4.57 pastoral acres on scenic Giles Hill, one of Redding's most coveted addresses. This quintessential CT farmhouse is like new in every way, but steeped in New England tradition w/split rail perimeter fencing, over a dozen stone walls, wood shutters w/S hooks, charming front porch, lush rolling

Laura Ancona William Pitt Sotheby's Int'l

Experience the epitome of tranquility in this country retreat, nestled on over 18 acres of paradise.Adjacent to the sprawling 100+ acres of Samuel E. Hill Little River Nature Preserve and Robins Trail, this home is the perfect oasis.As you enter the main level, you immediately feel the rustic charm.The 1st floor includes a cozy bedroom, a sunlit family room, a kitchen, and a dining room.The 4

Marissa Tartaglia William Pitt Sotheby's Int'l

New Price Drop!!! This exceptional luxury home has just been completed and is ready to welcome its first owner. Boasting 5 beds, 4 full baths, and 2 half baths, this residence blends elegance with modern convenience, offering a lifestyle of comfort and sophistication. Step inside to a grand 2-story foyer, setting the stage for the home's expansive open floor plan. The sun-drenched family room

Patrick Capobianco Dave Jones Realty, LLC

This charming 1870 antique home is pure perfection conveniently located in West Redding. The secluded 3+ acre property with rolling landscape and exquisite perennial gardens with old stone walls is a true gem with beautiful period home features, wide-planked floors and 5 working fireplaces. The master suite with fireplace and full bath is conveniently located on the main floor with private access

Bonnie Troy Howard Hanna Rand Realty

Clean, turnkey and ready for immediate occupancy, this antique home is a blend of rustic charm and modern finishes. You'll love the spacious & extremely accommodating living and dining rooms that allow for memorable gatherings. A large room on the main floor with adjoining half bath could be an ideal guest room, office or primary bedroom, allowing this home the possibility to live like a 4

Cher Iravani Redevelopment Realty Group

Welcome to 22 Woods Way, a distinguished freestanding home in the highly sought-after Redding Woods community-an enclave of elegant residences built in. This home offers superb outdoor living, with a private side porch featuring rich mahogany Ipe decking and a rear patio that opens directly from the spacious eat-in kitchen-ideal for seamless indoor-outdoor entertaining. The foyer's limestone

Sandra Juliano Berkshire Hathaway NE Prop.

Fabulous Farview Farms home w/ neighborhood pool & tennis! The gorgeously landscaped 2-acre property, with a circular driveway, classic stone walls & a lush perennial garden, sets the tone for what's inside this beautiful 4BR contemporary. Spacious main level rooms are bathed in natural light from many oversized windows and there is a wonderful flow that makes entertaining a breeze. The stunning

Tim Dent Coldwell Banker Realty

Build Your Dream Home with Breathtaking Lake Views. Imagine waking up each morning to the serene beauty of water and tranquil nature. This is your opportunity to turn that vision into reality on this exquisite lake view property. Offering a rare chance to design and construct your custom sanctuary, this land is the perfect foundation for the home you've always dreamed of. Nestled in a peaceful

Kristi Vaughan William Pitt Sotheby's Int'l

A masterpiece of modern design and natural harmony, this one-of-a-kind new construction home in Redding, CT is unlike anything else on the market. Set on 9.59 private, wooded acres with jaw-dropping sunset views, this architectural gem by Arctic Builders blends sleek sophistication with the serenity of nature. Step inside to soaring ceilings, dramatic walls of glass, and open-concept living

Jennifer Twombly Compass Connecticut, LLC

Privacy, quality, style, and convenience! This four-bedroom colonial, built in 2003, could easily live as a five-bedroom. Designed with attention to detail and comfort, it offers the perfect blend of spaces inside and out for hanging out with close family and friends and entertaining. There are hardwood floors throughout and many windows and french doors that welcome the eastern and western light

Mary Phelps William Pitt Sotheby's Int'l

Welcome to 24 Pine Mountain Rd, where timeless design meets modern versatility in a prime West Redding location. Rebuilt from the foundation in 2012, this expansive 4 bedroom, 4 bathroom home sits on over 2 acres and is the perfect blend of functionality, flexibility, and turnkey living. The open-concept main level features a chef's kitchen with new appliances and large center island flowing into

Brianna Carvalho Compass Connecticut, LLC

Welcome home to this beautiful colonial set on just over two private, level acres in a desirable SE Redding cul-de-sac neighborhood close to Huntington State Park. Enjoy indoor and outdoor living in this spacious, sun-drenched home. On the first floor you will find an oversized family room with fireplace, living room and dining room with hardwood flooring throughout. The light-filled kitchen

Margi Esten Coldwell Banker Realty

If a property located a short drive to conveniences including public transportation, Caraluzzi's market, the Mark Twain library, restaurants, and retail while situated in a quaint New England neighborhood appeals to you then this home is for you. With 4 bedroom's, 2 full bathroom's, this home features a sleek open-concept design, blending living space with effortless functionality. While each

Christopher Maroc Coldwell Banker Realty

Welcome to 11 Ledgewood Road! This fine residence features four bedrooms and three and one-half bathrooms, including, as an added feature, an in-law or au-pair suite. This charming home offers a large kitchen with separate eating area with stainless steel appliances including a five-burner gas cooktop, double wall oven, dishwasher and French door refrigerator. There is a large center island

Mark Travaglini Houlihan Lawrence

STATELY ENGLISH STONE TUDOR sited on 2.65 private acres on a cul de sac with lush lawns, stone walls and gardens. The stone pillared entrance leads to the 4000 square ft. home that blends stucco, stone, and timber to form a fairytale aesthetic. The home captivates with its architectural richness and contemporary interior. As featured in the New York Times, the 35-foot high timbered great room is

Christine Poppy Compass Connecticut, LLC

Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut in Fairfield County. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and

Stacy Young William Raveis Real Estate

Beautifully professionally landscaped, level 2-acre lot on the peaceful end of Newtown Turnpike, this charming 3-bedroom, 2.5-bath Cape combines classic character with modern living. The home has been meticulously maintained and upgraded, offering a perfect retreat in the heart of Redding. Step into the heart of the home: a brand-new custom kitchen featured in the recently added expansion.

Waldde Valdez Waldde Realty Group

Beautifully maintained 4-bedroom, 3-bathroom colonial nestled on a picturesque cul-de-sac in one of Redding's most desirable neighborhoods. A nature lover's dream set on nearly 3 private acres of professionally landscaped grounds. Hardwood floors throughout, large kitchen with granite countertops, and a peaceful sunroom overlooking the private backyard. Upstairs, the primary suite is a luxurious

Alec Nyman Corcoran Centric Realty

Unlock Premier Development Potential in Redding Ridge, Redding, CT! Imagine crafting a stunning 4-5 home luxury subdivision on this expansive 15+ acre parcel of vacant land in prestigious Redding, Connecticut. The property may be subdividable (subject to approvals), offering flexibility and opportunity for a discerning developer to bring custom designs to life. This exceptional land is not

Christine Ricci Keller Williams NY Realty

YOUR SERENE COUNTRY ESCAPE AWAITS. Nestled on a quiet cul-de-sac in central Redding, this gracious Colonial offers an open concept floor plan and the perfect balance of comfort and everyday elegance. With over 4,000 square feet of finished space, including the 1,200 square foot lower level, this home is ideal for both relaxed living and congenial entertaining. Sunlight pours into each room,

Michael McKee William Pitt Sotheby's Int'l

Tucked away on a scenic country road in the heart of Redding, 149 Limekiln Road is a rare blend of historic charm, spacious living, and natural beauty. A thoughtfully designed wing added in 1964 expanded the home's footprint, creating versatile spaces perfect for today's lifestyle. Inside, you'll find original chestnut wide-plank floors, custom built-ins, a gourmet kitchen, and three fireplaces

Chadwick Ciocci Higgins Group Greenwich

Sophisticated mid-century inspired modern deck house in the sought after Umpawaug area of West Redding, set back on 4 private acres with scenic views of the neighboring pond. Light, bright & open floor plan with 36'x16' beamed & vaulted great room featuring walls of windows & sliders to the wrap around deck, hardwood floor, fireplace, & custom built-in book shelves. The expansive main level also

Laura Ancona William Pitt Sotheby's Int'l

Welcome to 4 Ledgewood Rd, where timeless charm meets modern convenience in a prime Redding location. This beautifully updated 4-bed, 2 full and 2 half-bath Colonial is truly turnkey, brimming with character & thoughtful craftsmanship. From the moment you step onto the inviting front porch, you'll feel the warmth and personality that make this home so special. Inside, wide board wood floors,

Brianna Carvalho Compass Connecticut, LLC

Welcome to 2 Meadows Edge-the pinnacle of luxury living in Redding's most exclusive neighborhood. Set on 3.4 of the most coveted, manicured land in the area, this magazine-worthy modern farmhouse is a like-new construction masterpiece-without the wait. Every inch has been reimagined with expert craftsmanship and design precision. The exterior pairs timeless materials with clean, modern lines:

Matthew Nuzie RE/MAX Right Choice

Carefree one-level living awaits! This meticulously maintained and upgraded 3-4 bedroom ranch with 3 full baths is conveniently located in West Redding. Here you'll find a gourmet kitchen to inspire chefs at all levels; a beautiful level and grassy backyard privately set and surrounded by flowering trees and shrubs. And don't miss the full finished walkout lower level complete with full bath -

Kristi Vaughan William Pitt Sotheby's Int'l

Single homesite located in beautiful Redding. This 9.3 acre parcel of meadowland features panoramic views and borders land preserve woodlands. Perfect horse property. Deep & Perc test done in past. Close to Country Club, school.

Ellie Fiorita William Raveis Real Estate

Rare opportunity to own one the areas most treasured Mini Compounds, nestled on 2+ beautiful acres of tranquility. At the heart, is an elegant 1820 Farmhouse meticulously updated offering 1,848 sqft of living space featuring 4 Bdrms & 1.5 Baths - each room is a testament to its architectural heritage, Hardwood Flrs, exposed beams, & exquisite Millwork + a beautifully renovated KIT blending modern

Karla Murtaugh Compass Connecticut, LLC

Top of the line custom home bordering 80 acres of conservation land making this your tranquil, private compound. Sitting on 3 level acres of beautifully landscaped flower gardens this home is ideal for indoor/outdoor entertaining. In the expansive outdoor space, you will find a gunite pool, spa, gazebo, pool house, fireplace and more. Invite your guest inside to your living room with fireplace,

Michael Ferraro Compass Connecticut, LLC

Love life? Love it even more when you arrive home to this exquisite Normandy Chateau with all the special attributes you would expect from a luxurious estate. Set on over 19 acres of lush property, the setting is nothing but idyllic with beautiful gardens, wide open pastures, koi ponds and scenic water views. The best surprise is how inviting & comfortable the home truly is. Of course, there are

Jodi Gutierrez Alliance R.E. Consultants

Exceptional land on scenic Umpawaug Rd. House site overlooks spectacular quartz quarry to the rear with panoramic views to the front. Perfect for breathtaking hideaway in the country. Owner/architect can design and build to suit. Additional land available. Owner/agent

Jodi Langford Coldwell Banker Realty

Glorious interior lot in pine setting on scenic Umpawaug Rd. Owner architect/builder can design and build to suit. See listing #170511696 Owner/agent

Jodi Langford Coldwell Banker Realty

Custom home to be built by Frank Talcott Inc. Website Frank Talcott Inc. Floor plan can be modified to owner's needs. Privately set on almost 9 Ac on picturesque Umpawaug Rd. Home features open floor plan, 9 ft ceilings, lots of glass, custom millwork and state of the art kitchen. Traditional home plans also available. Architect/builder will custom design home to buyer's specifications. See

Jodi Langford Coldwell Banker Realty

This unique property "For Sale" is zoned as RESIDENTIAL as per TOWN records, with USE as '3 Family'. 3 apartments are accessed from Portland Ave from rear of building, driveway/parking area, allowing individual ground level access to 3 apartments. Apart #1 is ground level to LR, KIT, Full Bath and Loft BDRM; #2 unit is ground level Common area, KIT and Full Bath; #3 unit is walk up to LR, KIT,

Jane Tullo Houlihan Lawrence

Wonderful 4BR Colonial/Cape with loads of charm and natural light, just minutes from the shops and restaurants of Georgetown! Located on a fabulous and level piece of property, with an adorable front porch, this home has been lovingly maintained and updated! The main level includes a living room, dining room, newer kitchen and office/den as well as a half bath and the laundry room. The kitchen

Tim Dent Coldwell Banker Realty