33

Homes for Sale in 06896

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  • /22

    $439,000

    Open Sat 1PM - 3PM
    • 2 Beds
    • 1 Bath
    • 1,044 Sq Ft

    37 Highland Ave, Redding, CT 06896

    Charming two-bedroom cottage set on a beautifully level property, offering a private retreat surrounded by a peaceful, bucolic setting. This home is full of potential-bring your vision and transform it into your perfect escape or year-round residence. Enjoy the ease of convenience of a prime location, just minutes to shopping, dining and major commuting routes. A rare opportunity to create

    Agent Photo

    Kateryna Ulerio

    Houlihan Lawrence

    (475) 255-7478

    37 Highland Ave, Redding, CT 06896
  • /38

    $1,325,000

    Open Sun 2PM - 4PM
    • 4 Beds
    • 5 Baths
    • 4,414 Sq Ft

    10 Chapman Place, Redding, CT 06896

    Private Luxury Meets Modern Sophistication in Redding! Discover the perfect blend of classic New England charm and cutting-edge convenience. This pristine 4,414 SF Colonial is situated on 2.67 acres at the end of a peaceful cul-de-sac. Inside, you are welcomed through a stately foyer with marble flooring, a sweeping staircase, and soaring ceilings. Gleaming hardwood floors guide you through a

    Agent Photo

    Mary Phelps

    William Pitt Sotheby's Int'l

    (475) 264-9866

    10 Chapman Place, Redding, CT 06896
  • /40

    $7,400,000

    $1M PRICE DROP
    • 7 Beds
    • 6.5 Baths
    • 9,420 Sq Ft

    63 Turney Rd, Redding, CT 06896

    Another Day in Paradise! Timeless grandeur, architectural mastery, and opportunity define this exceptional plantation-style colonial set on 39.23 acres bordered by 100+ acres of protected forestland-a rare opportunity for stately country living in a singular setting.For the sportsman, pristine woodlands and abundant wildlife offer boundless opportunities for hunting, hiking, and connecting with

    Agent Photo

    Roni Agress

    William Pitt Sotheby's Int'l

    (203) 717-5061

    63 Turney Rd, Redding, CT 06896
  • /40

    $1,649,900

    $100K PRICE DROP
    • 6 Beds
    • 5 Baths
    • 4,033 Sq Ft

    12 Werf Dr, Redding, CT 06896

    Welcome to this expansive and beautifully updated six-bedroom Colonial, offering three full and two half baths and thoughtfully positioned on a sprawling 2.42-acre lot that provides both privacy and presence. A grand wraparound driveway creates a striking approach to the home, offering ample parking in addition to a two-car attached garage ideal for guests, entertaining, and everyday convenience.

    Jonathan Gineo Silver and Oak Realty

    12 Werf Dr, Redding, CT 06896
  • /26

    $1,795,000

    Open Sun 12PM - 3PM
    • 4 Beds
    • 4.5 Baths
    • 6,259 Sq Ft

    2 Longwood Dr, Redding, CT 06896

    Newly Priced at $1,795,000 *** Exceptional Luxury Value in Redding's Limited Inventory Market. In today's market, where luxury inventory in Redding remains extremely limited, 2 Longwood Drive presents a rare opportunity to own a meticulously maintained custom estate offering exceptional square footage, privacy, flexibility, and long term value in one of Connecticut's most desirable communities.

    Jeffrey Kaplan William Raveis Real Estate

    2 Longwood Dr, Redding, CT 06896
  • /35

    $1,450,000

    Open Sat 1PM - 3PM $45K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 4,716 Sq Ft

    74 Black Rock Turnpike, Redding, CT 06896

    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

    74 Black Rock Turnpike, Redding, CT 06896
  • /40

    $1,500,000

    Open Sat 12PM - 2PM
    • 5 Beds
    • 4 Baths
    • 4,728 Sq Ft

    28 Goodridge Rd, Redding, CT 06896

    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

    28 Goodridge Rd, Redding, CT 06896
  • /39

    $1,349,000

    Open Sat 1PM - 3PM $136K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 6,170 Sq Ft

    281 Newtown Turnpike, Redding, CT 06896

    Set back off a private driveway, this exceptional custom-built 5-bedroom, 5-bathroom colonial is a "must-see" home. The seamless flow of the first floor, sprawling primary suite, private office with porch, and finished basement are just a few of the features that make this home truly exceptional. Showcasing generously proportioned rooms throughout over 6,000 sq ft of finished living space you

    Alexis Bennett Coldwell Banker Realty

    281 Newtown Turnpike, Redding, CT 06896
  • /40

    $1,595,000

    • 4 Beds
    • 3.5 Baths
    • 3,854 Sq Ft

    42 Topstone Rd, Redding, CT 06896

    Nestled on three private acres in highly sought-after Redding, Connecticut, with a private backyard gate entering directly into Topstone Park, this exceptional property offers a lifestyle defined by tranquility, privacy, and space. Surrounded by mature trees and drenched in natural light, the home embodies the timeless charm that has earned Redding its reputation as the 'Vermont of Connecticut".

    Giuseppe 'Joe' Melillo William Raveis Real Estate

    42 Topstone Rd, Redding, CT 06896
  • /40

    $1,645,000

    $50K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 4,786 Sq Ft

    74 George Hull Hill Rd, Redding, CT 06896

    Nestled on three picturesque acres and surrounded by open space, this beautiful country retreat offers privacy, comfort, and exceptional outdoor living. The expansive patio is perfect for entertaining, featuring a full outdoor kitchen, fireplace, TV, and integrated audio system. A large level yard provides plenty of space for recreation and the potential for a pool. Inside, the home showcases

    Tyler Toren Compass Connecticut, LLC

    74 George Hull Hill Rd, Redding, CT 06896
  • /40

    $1,100,000

    • 5 Beds
    • 3.5 Baths
    • 4,614 Sq Ft

    121 Picketts Ridge Rd, Redding, CT 06896

    Welcome to 121 Picketts Ridge Road in beautiful West Redding/ Picketts Ridge! This custom built home is the perfect family compound, sitting on massive 2.38 park-like acres. Enjoy level side-by-side, single level living with this Ranch separated by the 3 car garage. The sprawling family room and 2nd level bonus space loft can be used for either unit or as shared space for big/ multigenerational

    Brian Appel Higgins Group Real Estate

    121 Picketts Ridge Rd, Redding, CT 06896
  • /33

    $1,299,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 3 Baths
    • 4,316 Sq Ft

    16 Shady Ln, Redding, CT 06896

    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

    16 Shady Ln, Redding, CT 06896
  • /36

    $1,250,000

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,713 Sq Ft

    98 Hopewell Woods Rd, Redding, CT 06896

    Custom-built in 2004 and meticulously maintained, this 2.18-acre home offers a true escape from the everyday. Surrounded by perennial gardens, stone walls, and specimen trees, the grounds are anchored by a stunning stone patio-your own private sanctuary for quiet mornings or lively entertaining. Inside, discover 3,669 square feet of sun-drenched living space featuring 11 rooms, 4 bedrooms, and

    Paul Gervais William Pitt Sotheby's Int'l

    98 Hopewell Woods Rd, Redding, CT 06896
  • /40

    $949,000

    $30K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,234 Sq Ft

    299 Redding Rd, Redding, CT 06896

    Experience modern luxury in this beautifully renovated Colonial. A grand double-door entry opens to a bright foyer. The all-new gourmet chef's kitchen boasts a massive waterfall quartz island, high-end appliances, and pot filler. The open-concept main level flows into a spacious living room with brick fireplace, while a secondary family room features a dramatic floor-to-ceiling stone fireplace

    Natalia Rathbauer William Pitt Sotheby's Int'l

    299 Redding Rd, Redding, CT 06896
  • /31

    $885,000

    Open Sun 1PM - 3PM
    • 4 Beds
    • 2.5 Baths
    • 3,260 Sq Ft

    76 Pocahontas Rd, Redding, CT 06896

    This distinct 4-bedroom Colonial offers a rare blend of charm and modern luxury. Originally built as a ranch in 1962, the home was completely transformed in 2000 with a full second-floor addition, resulting in a unique, airy open floor plan. A stunning 2-sided brick fireplace serves as the heart of the home, artfully dividing the living spaces while maintaining a seamless flow. The chef's kitchen

    Lisa Pompeo William Pitt Sotheby's Int'l

    76 Pocahontas Rd, Redding, CT 06896
  • /27

    $499,000

    • 3 Beds
    • 1.5 Baths
    • 1,234 Sq Ft

    219 Redding Rd, Redding, CT 06896

    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 bedroom. Original beams throughout the home not only

    Cher Iravani Redevelopment Realty Group

    219 Redding Rd, Redding, CT 06896
  • /2

    $499,000

    • Land
    • 8.89 Acres
    • $56,130 per Acre

    65 Umpawaug Rd, Redding, CT 06896

    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

    65 Umpawaug Rd, Redding, CT 06896
  • /40

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 2,912 Sq Ft

    35 Deer Spring Rd, Redding, CT 06896

    Classic New England colonial with 3 car garage and 2.05 sprawling level acres with in-ground pool. This home has been lovingly cared for by the same owners for over 30 years. Traditional center hall layout with welcoming entry foyer that leads to the formal living room with hardwood floor, fireplace, and sliders to the rear terrace flanked by floor to ceiling built-in bookshelves; plus elegant

    Laura Ancona William Pitt Sotheby's Int'l

    35 Deer Spring Rd, Redding, CT 06896
  • /30

    $1,395,000

    • 4 Beds
    • 5 Baths
    • 5,282 Sq Ft

    4 Long Ridge Rd, Redding, CT 06896

    This unique property offers the perfect blend of living, working and investing in a picturesque and convenient setting. For 15 years, the current owner has enjoyed a seamless "work from home" lifestyle, with a spacious upstairs apartment above the main building and store. The property also includes a separate retail cottage, ideal for generating rental income or expanding your business

    Christine Poppy Compass Connecticut, LLC

    4 Long Ridge Rd, Redding, CT 06896
  • /36

    $825,000

    Open Sat 1PM - 3PM
    • 3 Beds
    • 2.5 Baths
    • 1,774 Sq Ft

    471 Newtown Turnpike, Redding, CT 06896

    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 Modern Day Real Estate

    471 Newtown Turnpike, Redding, CT 06896
  • /7

    $900,000

    • Land
    • 15.27 Acres
    • $58,939 per Acre

    67 Umpawaug Rd, Redding, CT 06896

    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

    67 Umpawaug Rd, Redding, CT 06896
  • /38

    $639,000

    Open Sat 3PM - 5PM $51K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,920 Sq Ft

    70 Dayton Rd, Redding, CT 06896

    Welcome to your dream home located just steps from Devil's Den Park Trail. This beautifully updated property offers comfort, space, and privacy on nearly one acre of land. The home features a new roof and new siding, along with freshly painted interiors and hardwood floors throughout. There are new light fixtures that add a clean and modern feel to every room. The kitchen has been fully updated

    Nikolina Kajtazovic Coldwell Banker Realty

    70 Dayton Rd, Redding, CT 06896
  • /39

    $799,000

    Open Sat 12PM - 2PM
    • 4 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    37 Lamppost Dr, Redding, CT 06896

    Nestled on a quiet cul-de-sac in desirable West Redding, this inviting 4 bedroom, 2.5 bath home offers the perfect blend of comfort, space, sustainability, and commuter convenience. Located in a town affectionately known as the "Vermont of Connecticut," Redding is cherished for its scenic wooded landscapes, top ranked schools, and peaceful atmosphere. Inside, a thoughtfully designed floor plan

    Terri Tournas Coldwell Banker Realty

    37 Lamppost Dr, Redding, CT 06896
  • /40

    $7,725,000

    • 7 Beds
    • 13 Baths
    • 13,094 Sq Ft

    206 Umpawaug Rd, Redding, CT 06896

    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

    206 Umpawaug Rd, Redding, CT 06896
  • /37

    $929,000

    Open Sun 1:30PM - 3:30PM
    • 3 Beds
    • 3 Baths
    • 2,788 Sq Ft

    33 Topledge Rd, Redding, CT 06896

    Welcome to this well maintained 3-bedroom, 3-bath Colonial ideally situated on a quiet cul-de-sac with stunning front yard views and a peaceful setting. This spacious home offers an inviting layout designed for both comfortable living and entertaining. The sun-filled living room flows seamlessly into the formal dining room featuring a bay window overlooking the picturesque front yard. The custom

    Lynne Murphy Berkshire Hathaway NE Prop.

    33 Topledge Rd, Redding, CT 06896
  • /36

    $850,000

    Open Sun 2PM - 4PM
    • 4 Beds
    • 2.5 Baths
    • 2,329 Sq Ft

    86 Fire Hill Rd, Redding, CT 06896

    Nestled on a peaceful cul-de-sac at the highest point in Redding, this meticulously cared-for 4-bedroom, 2.5-bath home offers the perfect blend of privacy, space, and charm on 2+ gorgeous acres. Surrounded by mature trees and natural beauty, the property provides a serene retreat while remaining conveniently close to local amenities, schools, and commuter route. Inside, spacious living areas are

    Laura Brodie Coldwell Banker Realty

    86 Fire Hill Rd, Redding, CT 06896
  • /39

    $1,695,000

    Open Sat 12PM - 3PM
    • 5 Beds
    • 5.5 Baths
    • 5,308 Sq Ft

    110 Sport Hill Rd, Redding, CT 06896

    A rare blend of scale, privacy and value, this beautifully maintained Redding retreat offers over 6,000 square feet of flexible living space. From the gracious front entry, the home unfolds with purpose and ease. To the right, a private library/home office creates a quiet place to work. Straight ahead, the living room frames peaceful views of the pool and grounds, while the formal dining room

    Tara Hawley Coldwell Banker Realty

    110 Sport Hill Rd, Redding, CT 06896
  • /40

    $995,000

    • 4 Beds
    • 3.5 Baths
    • 2,819 Sq Ft

    Unlisted Address

    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

    Unlisted Address
  • /22

    $499,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 2 Baths
    • 842 Sq Ft

    57 Olmstead Rd, Redding, CT 06896

    An outstanding chance to own a piece of paradise on a secluded street in Redding Connecticut. When pulling down the quiet street you'll immediately recognize the pleasant curb appeal with its brand new siding, bold stone retaining walls that support the well-maintained landscaping in the front yard. Pull into your oversized driveway where there's plenty of parking for friends and family members

    Maxwell Erni The Bridge Realty Inc.

    57 Olmstead Rd, Redding, CT 06896
  • /8

    $615,000

    • Land
    • 8.24 Acres
    • $74,636 per Acre

    24 Costa Ln, Redding, CT 06896

    Beautiful, subdividable building lot in highly sought West Redding. Peaceful cul-de-sac lined with well-maintained single family homes. Highly desirable area. Centrally located, minutes from Redding Elementary School, Redding Country Club, Community Center, Town Hall and Emergency Services. Newly surveyed with fresh markers. Number of lots subject to Town Approval. Additional Land available.

    Tania Stergue William Raveis Real Estate

    24 Costa Ln, Redding, CT 06896
  • /30

    $749,000

    $100K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,922 Sq Ft

    268 Umpawaug Rd, Redding, CT 06896

    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

    268 Umpawaug Rd, Redding, CT 06896
  • /34

    $7,495,000

    • 6 Beds
    • 11 Baths
    • 7,528 Sq Ft

    229 Umpawaug Rd, Redding, CT 06896

    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

    229 Umpawaug Rd, Redding, CT 06896
  • /38

    $1,699,000

    $139K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 5,385 Sq Ft

    7 Long Meadow Ln, Redding, CT 06896

    Sweeping meadow views, privacy & sunsets from an elevated setting 7 Long Meadow Lane is a distinctive property defined by its scale, setting, and versatile layout, offering generous proportions and an architectural presence that supports a wide range of lifestyles. Sited on an elevated, scenic 4.39 acres with exceptional privacy and open meadow outlooks, the home enjoys a peaceful setting

    Linda Sweeny William Raveis Real Estate

    7 Long Meadow Ln, Redding, CT 06896
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