159 houses for sale in Oakdale Manor, Southbury town New Haven County Connecticut

Privately set back on 3.82 wooded acres, 109 Toddy Hill Road offers a rare combination of flexible living space, outdoor recreation, and exceptional garage and workshop capacity. This spacious Sandy Hook home features four bedrooms, three full bathrooms, a dedicated office, and a separate studio/workshop providing room to spread out, work from home, pursue hobbies, or create a more private guest space. Hardwood floors, generous windows, and a brick fireplace give the main living room a warm, inviting feel. A second fireplace and woodstove add character and comfort throughout the home, while the versatile layout offers potential for a future in-law or multigenerational configuration, subject to applicable approvals. Outside, the home is designed for summer living. A deck connects the house to an in-ground gunite pool, surrounded by mature trees and the privacy of the expansive property. The detached, heated three-bay garage is a standout feature, ideal for a car collection, equipment, s

Welcome to this stunning, highly sought-after condominium in a fantastic in-town location, nestled in a peaceful setting. This beautifully maintained 2-bedroom, 2.5-bath home offers over 1,500 sq. ft. of finished living space. The open-concept floor plan features a remodeled kitchen with modern finishes and ample cabinetry, flowing seamlessly into the spacious living and dining areas. Hardwood floors throughout add warmth and elegance, while a cozy fireplace creates an inviting atmosphere. Upstairs, the primary suite offers a private retreat with an en-suite bath and walk-in closet, and the second bedroom includes its own full bath for added convenience. Step outside to the beautifully appointed wrap-around deck, ideal for relaxing or entertaining. Thoughtfully maintained and move-in ready, this exceptional home combines comfort, style, and low-maintenance living

Opportunity Knocks! Spacious ranch-style home in highly sought after Newtown neighborhood. Set on a lovely.75 acre lot, this home has loads of potential and is just waiting for the next owner to bring their own ideas/style and make this their dream home! Also a great flip or development opportunity! This home also comes equipped with an enormous detached garage which provides ample storage or use as a potential in-law setup. Close proximity to Newtown Community Center, Paugussett State Forest, Aquila's Nest Vineyard, EverWonder Children's Museum, shopping, restaurants and so much more! WILL NOT LAST!

Meticulously maintained custom-built Contemporary Colonial set back from the road, offering privacy, quality craftsmanship, and an exceptional open floor plan designed for both comfortable living and entertaining. Attention to detail is evident throughout, with custom moldings, built-ins, soaring two-story and tray ceilings, and abundant natural light from skylights and newer windows. The spacious first-floor primary suite provides convenience and luxury, featuring a walk-in closet with custom built-ins. The inviting living spaces include gleaming hardwood floors throughout the main level and a cozy gas fireplace as a focal point. The well-appointed kitchen and home systems have been thoughtfully updated with newer appliances and mechanicals for peace of mind. Additional highlights include excellent storage, an attached garage, central vacuum, security system, and a charming three-season porch that extends your living space and overlooks the surrounding property. A rare combination of

Welcome to Old Field, one of Southbury's most sought-after communities! This beautifully maintained end-unit townhome offers the perfect blend of privacy, space, and convenience. Featuring 3 bedrooms, 3.5 bathrooms, and a desirable first-floor primary suite, this home is designed for comfortable everyday living and effortless entertaining. The spacious eat-in kitchen boasts granite countertops, a center island, and ample cabinetry, while the open-concept living and dining area is highlighted by a soaring cathedral ceiling, gas fireplace, elegant moldings, oversized windows, and French doors leading to a private terrace. With three distinct living areas spread throughout the home, there is plenty of flexibility for guests, a home office, hobby space, or multi-generational living. Enjoy the convenience of an attached two-car garage and the peaceful setting of this Nantucket-style community, consisting of just 51 homes nestled on nearly 27 picturesque acres. Residents enjoy access to exce

Welcome home to this beautifully updated raised ranch on a private, picturesque 1.03-acre lot. This move-in-ready home offers 3 bedrooms, 2 bathrooms, and a blend of modern comfort and country tranquility. Inside, enjoy a bright, open floor plan featuring gleaming hardwood floors, fresh paint, crown molding, and abundant natural light. The inviting living room boasts a charming brick fireplace, while the dining area opens to a spacious deck-ideal for entertaining. The fully equipped kitchen combines style and functionality. The finished walk-out lower level includes a generous family room, a convenient laundry area, and direct access to the attached 2-car garage, providing versatile living space for any lifestyle. Outside, the freshly painted deck overlooks a private, expansive yard perfect for recreation and gardening. Conveniently located near schools, shopping, restaurants, and highways, this exceptional property offers an easy commute paired with peaceful living. (Interior Pictures

The Aaron Bronson home is a mid-to-late 18th century Cape built in the Federal style. For many years, the property was associated with the locally prominent Bronson family, early colonial settlers of this region. Aaron was a successful cordwainer (shoemaker) and buttonmaker. The home sits on 2.6 private acres with a rear meadow abutting the Larkin State Bridle Trail. A red multi-level barn serves as a two car garage with an EV charger and storage. In the past, horses and chickens were kept on the grounds in an additional barn. Electricity has been run to both barns. A 19th-century ell extends to the rear and is where the large eat-in kitchen with wood burning fireplace is located. Charm abounds here with exposed hand hewn beams on the ceiling and antique 12 over 8 windows. A second, more modern ell was added in 1987 housing the stunning primary bedroom suite with cathedral ceilings and a wall of French doors opening to a stone terrace overlooking the grounds. Skylights, two walk-in clo

Discover the ultimate rarity: a sprawling 17.89 acre property for sale in Newtown, CT! Vast parcels like this vanish fast in Fairfield County! Just 90 minutes from NYC, this serene haven fuses vintage charm with endless potential in a storybook rural escape. Picture a cozy 1935 cottage with your own private park as your backdrop, primed for expansion into your dream home! The cottage could be used as a sleek office amid development, or a income-generating rental while building anew. Unleash your vision on up to 3 building lots, farming, or equestrian bliss. Saddle up! Direct trails from your land link to Newtown's bridle paths via the Bridle Lands Association for epic horse adventures or peaceful hikes. Subdivide, craft a family compound, or embrace self-sufficient living on this prime canvas of fields and woods. Diligence required to determine how the property could be subdivided. This isn't just land; it's a lifestyle waiting to be realized in one of Connecticut's most charming commu

Welcome to Newtown Village, where comfort and simplicity come together in this well cared for double wide home. From the moment you walk in, you will notice the open layout that makes everyday living feel easy and connected. The living area flows naturally into a spacious kitchen with plenty of cabinet space and room to cook, gather, and enjoy. The primary bedroom offers a private full bath and great closet space, while the second bedroom is perfect for guests, a home office, or whatever fits your lifestyle. A second full bathroom and in unit laundry add to the convenience of true one level living. Outside, there is dedicated parking and just enough yard space to enjoy without the constant upkeep of a traditional home. Pets are welcome, subject to community guidelines. The community is quiet and well maintained, with convenient access to shopping, dining, and major routes. Opportunities to own in Newtown at this price point are extremely limited. If renting has felt like the only optio

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

FINAL OFFERS DUE SUNDAY 7/26 AT 12PM* Tucked beneath a canopy of mature trees along the gentle waters of Lee Brook, this thoughtfully updated retreat offers an intentional way of living-where mornings begin with coffee on the deck to the sound of a babbling brook and weekends are spent kayaking, fishing, or exploring the interconnected waterways of Lake Zoar, Lake Lillinonah, the Pomperaug and Housatonic Rivers. Whether you're searching for a peaceful weekend escape, a low-maintenance full-time residence, an inspiring artist's retreat, or a smart investment opportunity, this home embraces the beauty of living simply. Inside, it has been designed to feel warm, bright, and functional, with skylights that fill the space with natural light, updated luxury vinyl flooring, a cottage-style kitchen, and a recently renovated bathroom. Outside, a cozy detached shed offers flexibility as a workshop, creative office or studio. The wraparound deck, concrete patio, and stone walls become an extensio

Welcome to 335 Luna Trail Extension, a beautiful classic center hall Colonial in the charming town of Southbury, CT. Set on 2.11 peaceful acres, this home offers the perfect blend of comfort and style. Featuring 4 BR's and 2 1/2 baths, there is plenty of room for everyone! Gorgeous eat-in kitchen w/HW flrs, white cabinets, granite counters, center island, stainless appliances, pantry and built-in desk! The DR has HW flrs, chair rail, picture frame molding and a tray ceiling. Formal LR w/HW flrs and french doors open up to the office w/HW flrs and bay window. Enormous family room w/vaulted ceiling is perfect for entertaining w/wood-burning fireplace and cozy window seat to curl up on with a good book! Sliders lead out to oversized deck from both the Kitchen and FR. Separate laundry room on main level. Upstairs, the nice sized primary bedroom has tray ceiling and walk in closet. Primary bath w/vaulted ceiling and skylight, granite vanity w/double sinks, jetted tub and separate shower. 3

Thoughtfully designed and custom built, this farmhouse colonial with a finished attic over 1k additional sq footage serving as a 4th bedroom blends timeless charm with modern amenities and smart home automation. Tucked away at the end of a cul-de-sac and surrounded by conservation land, the property offers exceptional privacy while remaining just minutes from town center and convenient highway access. Inside, you'll find beautiful custom details throughout, including barnwood accents, designer lighting, a dedicated home office, and a finished attic with built-in beds that creates the perfect additional space for guests, sleepovers, or a cozy retreat. The heart of the home is the inviting kitchen, designed for both everyday living and effortless entertaining. Step outside and you'll discover a backyard oasis unlike any other. Whether you're relaxing by the inground saltwater pool, gathering around the fire pit, enjoying the outdoor fireplace, or hosting friends at the built-in grilling

Set in the desirable Purchase area of Southbury is this charming 3 bedroom, 2.5 bath Colonial. The first floor boasts 9 ft ceilings, hardwood floors throughout, and plenty of natural light. The eat-in kitchen with a breakfast bar is ideal for entertaining as it opens up to the living room which includes a cozy gas fireplace. Off of the eat-in kitchen is a deck that overlooks a private, level yard with sunset views. A formal dining room and den complete this level of the home. Upstairs, the spacious primary suite includes two closets (one a large walk-in) and a sizable bathroom with a jetted tub and separate shower. There are also two additional bedrooms, a full bath, and a convenient second-floor laundry room. An additional 500 sq ft of unfinished basement space can be utilized for storage, a home gym, mudroom, etc. Central air and an attached two car garage ensure that this property checks all of the boxes. An excellent location for commuters conveniently located between exits 10 and

Experience the exceptional lifestyle offered at Traditions, an award-winning community designed for comfort and convenience. This beautifully appointed home features an open floor plan complemented by formal living and dining rooms- perfect for both everyday living and entertaining. The spacious kitchen has hardwood flooring, granite countertops, a center island, a pantry, and an expansive dining area. Relax in the inviting family room with a cozy fireplace and sliding doors that open to a deck and a generously sized backyard. Hardwood floors add warmth and elegance throughout the home. Upstairs, you'll find four well-appointed bedrooms, including a stunning primary suite complete with a large full bath and an oversized walk-in closet. Updates in 2025: water heater, updated kitchen cabinets, wine cooler, microwave. Updates in 2024: new oven, remodeled 1/2 bath and full bath, new deck stairs added. Updates in 2020: A/C condenser and refrigerator. Residents of Traditions enjoy outstandin

Welcome to 1489 Geroges Hill Road! A 1900 Historic Farm, style Colonial. This home is tucked away in a peaceful, tranquil road, Enoy a cup of coffee or tea outside by the beautiful brook view step from the door. Rural location, close to the Southbury shopping, dining, and highway. Step inside to this home where lots of love was poured in to make it as beautiful as it is today, kept in great condition, still fairly new. Plenty of space, 4 bedrooms 1 1/2 baths, laundry upstairs by the bathroom. Peace of mind, mechanicals are newer hot water heater new 2024, roof 2018, and newer siding. Photos coming later this week of inside! Set on 1.5 acres of land for endless possibilities!

One of the original model homes, perfectly situated so you can access 2 of the 4 swimming pools, the tennis courts, and most of the activity buildings without having to cross a road. Originally built as a 1.5 bath townhouse, the condo underwent extensive renovations, including new windows and Marvin doors, and the expansion of the main level 1/2 bath to a full bath w/ beautifully tiled shower. When you enter the front door, the public areas are down a short set of steps, while the bedrooms and one full bath are located upstairs. On the main level you'll find a gorgeous gourmet kitchen with easy care Caesarstone counters, dining area with a slider to a private slate patio, a breakfast bar, and a handy pantry/laundry room. The spacious great room where a top of the line Harmon pellet stove provides a cozy supplement to the economical heat pump can be easily configured to suit your lifestyle. The 2 renovated bedrooms w/ ample closet space sit at opposite sides of the condo for max privacy

Welcome to this long-time family home, featuring a Brand-New Furnace and Central Air Conditioning for year-round comfort. This spacious three-bedroom, one-bath home offers an updated kitchen and has been well cared for over the years. The first-floor bedroom currently houses the washer and dryer, a convenient modification made for the previous owners. Upstairs, an office offers the potential to be converted into a second bathroom and laundry area, subject to the buyer's own due diligence. The flexible floor plan allows you to arrange the spaces to best fit your lifestyle. Step outside from the kitchen onto the oversized deck overlooking a flower garden, while the expansive backyard provides plenty of space for gardening, recreation, or other hobbies. Additional updates include a roof that is only five years old, vinyl siding, along with a generator hookup and included generator for added peace of mind. Ideally located near Ballentine Park, you'll enjoy easy access to the town pool, bal