Redding, CT Homes for Sale with Acreage

Rare opportunity to purchase a meticulously maintained, single-owner colonial set amid the rolling lawns and mature trees of southern Redding, offered below recent comparable sales and representing exceptional value for the size, land, and location. Sited on 2.72 secluded, professionally landscaped acres on a private cul-de-sac in the sought-after Gallows Hill neighborhood, this classic New

Jeffrey Kaplan William Raveis Real Estate

Extraordinary, beautifully updated six-bedroom Colonial, where timeless architecture meets modern luxury. Set on an impressive 2.42-acre estate, this property offers a rare blend of privacy, scale, and refined presence creating a true retreat just moments from everyday conveniences. A sweeping wraparound driveway delivers a grand and memorable arrival, complementing the home's stately facade

Jonathan Gineo Silver and Oak Realty

Imagine a home where the air is fresh & the pace of life slows. This is a true nature lover's retreat, just 60 miles from NYC. This gem underwent a total rebuild in 2003, resulting in a home that feels both timeless & entirely current. The professionally landscaped grounds burst with color and texture, creating a seamless connection between the indoors & the gorgeous natural landscape.At the

Peggy Jorgensen Compass Connecticut, LLC

The Rebecca Denison Homestead, established in 1708 with the present Greek Revival residence built in 1824, is a rare historic offering that beautifully combines architectural significance with modern-day living. Listed with the Connecticut State Historical Commission, this exceptional property is privately situated on 2.37 park-like acres and showcases timeless craftsmanship, meticulous

Nora Ryan Houlihan Lawrence WD

Old Redding charm meets elevated modern living at this exceptional gated Contemporary Colonial offering over 4,700 SF plus approximately 1,800 SF of finished walk-out lower level. Set behind stately iron gates and stone pillars, a private drive leads to a dramatic marble foyer and grand staircase. The custom Clark Construction kitchen, enhanced in 2023, features dual full-size Thermador ovens,

Brianna Carvalho Compass Connecticut, LLC

Private Cul-de-Sac Colonial on 2.95 Acres in Redding! Desirable custom-built Center Hall Colonial privately set at the end of a cul-de-sac abutting protected Green Acres land for exceptional privacy and natural beauty. Professionally landscaped with classic stone walls and mature trees, picturesque views of neighboring horse property and ample space for a pool and tennis court. A dramatic

Ira Stone Coldwell Banker Realty

Commanding a private 2-acre setting in a coveted Redding CUL-DE-SAC, this CUSTOM-BUILT residence blends timeless architecture, exceptional craftsmanship & METICULOUS care. A Belgian block-lined stone drive leads to DOUBLE-DOORS & a 2-story foyer w/CURVED STAIRCASE. The sun-filled OPEN LAYOUT includes a gourmet EIK w/center island, built-in desk & bluestone PATIO access, plus a FORMAL DINING RM

Annmarie Del Franco Blackstone Properties of CT

You will take a deep breath as soon as you drive through the beautiful and tranquil landscape of this part of Redding. As you approach the driveway you are greeted by a large antique barn for storing Animals/Cars/Toys. driving down the driveway you see the large colonial farmhouse with expansive front porch 5 bedroom and 4 full baths. The flexible open floor allows for easy daily life as well as

Margaret Upton-Mirowski Coldwell Banker Realty

Discover the quintessential Redding lifestyle in this charming circa 1898 home, perfectly positioned to enjoy the town's excellent schools, open space, and recreational opportunities like hiking, fishing, and kayaking. This 2/3 bedroom home (3rd bedroom being used as a study) also features and 2 full bathrooms, offering versatile living options, a 3-bedroom septic system, central air, updated

Lisa Pompeo William Pitt Sotheby's Int'l

Exquisite Nantucket-style country estate magnificently sited on seven sprawling acres in Redding, CT's coveted Umpawaug neighborhood. Comprised of three extraordinary residences, this masterfully crafted 2008 HOBI award-winning compound offers 13,904 sf of carefully constructed living space with meticulous architectural details, effortlessly balancing timeless elegance with modern function. The

Lauren Parr Houlihan Lawrence

Exceptional opportunity for today's buyer! Tucked away in a private, yet neighborhood-like setting, the craftsmanship and beauty of this custom colonial reveals itself the moment you walk through the door. Seamless flow, a sprawling primary suite with fireplace, private office with built-ins and French doors that lead to a porch, as well as a finished basement are just a few of the features that

Alexis Bennett Coldwell Banker Realty

Beautiful and serene, this special property has been lovingly maintained by the same family for the past 37 years. Set on 6.18 picturesque acres in a desirable neighborhood surrounded by other expansive properties, the 4 bedroom, 3.5 bath home offers privacy, space, and a wonderful sense of tranquility. Well maintained throughout, the home features thoughtful updates, including a roof that is

Nicole Van Alsytne William Pitt Sotheby's Int'l

Back on the market through no fault of the home! Due to the previous buyers' inability to close, this exceptional property is available once again. Nestled in Wilton's Historic District, this beautifully updated 3-bedroom, 1.5-bath antique Colonial has been featured in The New York Times, Realtor.com, & Homes.com for its distinctive character & timeless appeal. Just a short stroll to Georgetown's

Michele Ferguson Nichols Douglas Elliman of Connecticut

Turn Key completely Renovated down to the studs! This 4-bed, 3.5-bath Cape Cod farm style home has 3400 SqFT.. New Roof, electrical, plumbing, HVAC & more! Entering notice a beautiful open floor plan w/ expansive natural light, w/ new hardwd floors through out. Main attraction.. the beautiful Kitchen! The white quartz countertops, waterfall island w/ plenty of seating, 2 tone color cabinets,

Jay Irvine Serhant Connecticut, LLC

Privately set back from the road on 2.94 wooded acres, this spacious Redding Colonial offers versatile living space, treetop views, and a layout designed for both everyday comfort and entertaining. The light-filled main level features an inviting family room with a gas fireplace, built-ins, and French doors opening to a private deck and backyard. At the heart of the home, the eat-in kitchen

Jeff Neumann Houlihan Lawrence

Stunningly renovated Vintage Antique. Up-to-date and yet still very authentic with beams and wide board floors. Set on over 2 level Acres ringed by trees for privacy; includes a lofted barn with possible potential to convert to a 1 BR guest ctg. The kitchen with new stainless appliances, granite and wood floors steps down to the cozy family rm warmed with a wood burning stove, built-in window

Sharon Hoverman Coldwell Banker Realty

Ideal setting and location! This spacious 12 room split level home tucked away on a country lane in the heart of Redding, offers the perfect blend of privacy, charm, and versatility. Set on 3.64 acres, this unique property features a spacious main residence with an open floor plan providing easy living, hardwood floors, an expansive primary suite, in-ground concrete pool, Ironwood deck, and

Alexis Bennett Coldwell Banker Realty

Don't miss the opportunity to live in this special well cared for 8 room Colonial tucked away on 2.93 very private low maintenance acres on sought after Umpawaug Rd, so convenient to Topstone Park, the NY Metro train, walking distance to New Pond Farm, and close to commuting highways and shopping. The welcoming entry hall opens into the inviting light filled living room with a fireplace

Marilyn Sloper Coldwell Banker Realty

Expansive colonial home on 2.62 private acres in top West Redding location with mature trees & flowers, stone walls, large deck for outdoor enjoyment, & 3 car garage. This light-filled home offers a grand foyer with two story staircase, open to the adjoining living room & dining room for ease of entertaining. The elegant living room features custom millwork including the impressive coffered

Laura Ancona William Pitt Sotheby's Int'l

Designed by acclaimed architect George Van Geldern, this exceptional mid-century modern residence is a rare opportunity to own an architecturally significant home that blends timeless design with its natural surroundings. Tucked away on a quiet cul-de-sac in one of Redding's most picturesque locations, 11 Fire Hill Lane is set on two private, park-like acres, offering the perfect balance of

Blair Hamilton Coldwell Banker Realty

Tucked away on 1.21 acres in desirable Ridgefield, 31 Longview Drive offers the space, comfort, and convenience buyers are looking for. This 3 bedroom, 2 full bath home features central air, a welcoming fireplace, and a 2 car attached garage for easy everyday living. A charming enclosed 3 season porch extends the living space and creates the perfect place to enjoy coffee, dinner, or quiet views

Dylan Longmuir eXp Realty