527 properties for sale in Oakdale Manor, Southbury town New Haven County Connecticut

Vacation at home and live your best life in this meticulously maintained, energy efficient waterfront cottage. Tucked away on a rustic private road on the scenic shores of Lake Zoar, this light filled home offers a rare opportunity to embrace a peaceful lakeside lifestyle as either a year round residence, or an enchanting weekend getaway. Imagine feeling a million miles away from the fast pace of the world while remaining just minutes away from local shopping, dining, and highway access - all while being less than 90 minutes away from Manhattan. Stepping inside, the open concept main level offers seamless indoor/outdoor living and exceptional craftsmanship with carefully curated features throughout the entire house. The home features designer inspired lighting throughout that uses only 10% of traditional energy consumption. In the cozy living room, fully wired for surround sound, enjoy energy independence with a high efficiency wood stove insert in your fully operational fireplace. Fre

Vacation at home and live your best life in this meticulously maintained, energy efficient waterfront cottage. Tucked away on a rustic private road on the scenic shores of Lake Zoar, this light filled home offers a rare opportunity to embrace a peaceful lakeside lifestyle as either a year round residence, or an enchanting weekend getaway. Imagine feeling a million miles away from the fast pace of the world while remaining just minutes away from local shopping, dining, and highway access - all while being less than 90 minutes away from Manhattan. Stepping inside, the open concept main level offers seamless indoor/outdoor living and exceptional craftsmanship with carefully curated features throughout the entire house. The home features designer inspired lighting throughout that uses only 10% of traditional energy consumption. In the cozy living room, fully wired for surround sound, enjoy energy independence with a high efficiency wood stove insert in your fully operational fireplace. Fre

Welcome home to this beautifully maintained Colonial-style Tudor, offering nearly 3,000 square feet of living space with 3 bedrooms and 3 full baths. Thoughtfully cared for by the same owners for the past 27 years, this inviting home offers a wonderful blend of comfort, character, and functionality for the whole family. The main level offers a spacious layout with formal living room and dining, updated kitchen, and beautifully updated bathroom, creating a comfortable setting for both everyday living and entertaining. The finished basement provides additional living space, complete with a gas fireplace and convenient walkout access to the backyard. Additional room downstairs offers flexibility for a home office, guest room, gym, playroom, or potential fourth bedroom. Set on 1.75 acres, the property boasts a spacious backyard with plenty of room for outdoor enjoyment, gardening, and recreation, while a private pond adds a peaceful, picturesque touch to the natural surroundings. The back

Welcome home to this beautifully maintained Colonial-style Tudor, offering nearly 3,000 square feet of living space with 3 bedrooms and 3 full baths. Thoughtfully cared for by the same owners for the past 27 years, this inviting home offers a wonderful blend of comfort, character, and functionality for the whole family. The main level offers a spacious layout with formal living room and dining, updated kitchen, and beautifully updated bathroom, creating a comfortable setting for both everyday living and entertaining. The finished basement provides additional living space, complete with a gas fireplace and convenient walkout access to the backyard. Additional room downstairs offers flexibility for a home office, guest room, gym, playroom, or potential fourth bedroom. Set on 1.75 acres, the property boasts a spacious backyard with plenty of room for outdoor enjoyment, gardening, and recreation, while a private pond adds a peaceful, picturesque touch to the natural surroundings. The back

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

Nestled on 3.7 private acres in the picturesque hills of Brookfield, 119A Obtuse Hill Road offers an exceptional blend of privacy, space, and timeless New England elegance. This classic Cape Cod-style residence features 3 spacious bedrooms, 3.5 bathrooms, and over 3,300 square feet of thoughtfully designed living space, creating a serene retreat surrounded by nature. With a picturesque lake just moments from the home, the property offers a rare opportunity to embrace the tranquility and beauty of waterfront surroundings. Inside, you'll discover warm, inviting interiors highlighted by beautiful stone fireplaces in both the living room and kitchen, adding character, warmth, and an unmistakable sense of charm to the home's primary gathering spaces. The main-level primary suite serves as a peaceful retreat, while multiple rooms provide endless flexibility for a home office, library, guest accommodations, fitness room, or additional living areas. Spacious room proportions and a seamless lay

Perfectly perched among the rolling hills of Southbury, 132 Lurther Dr. offers the ideal combination of privacy without seclusion, along with more amenities and upgrades than typically found in this price range. This 4-bedroom, 3.5-bath ranch-style home delivers single-level living at its finest with a versatile, flowing floor plan perfect for entertaining, relaxing, working from home, and everyday living. The refreshed eat-in kitchen features abundant cabinet and counter space, stainless steel appliances, and plenty of room for the aspiring chef to create and gather. Spacious living and family rooms provide the perfect setting for hosting friends, watching the big game, or enjoying movie night. The primary suite is a true retreat with an updated spa-inspired bath and generous closet space, while three additional bedrooms are complemented by two updated full baths. Recent improvements include fresh interior paint, updated flooring throughout much of the home, a new front porch, bluesto

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

10.22 acres charming equine farm located right on Newtown bridle lane trail system. House, barn, art studio, running brook, pond, private and secluded with many farm assets included. 1956 very well built 2600 sq.ft cape style home, with 10 rooms, 2 bathrooms, 2 car garage, basement with a bomb shelter. Large 50x50 barn with 5 matted stalls, concrete barn isle, large roof overhang for additional shelter, tack room with sink and many frost free hydrants. Barn loft for hay storage, loft hangout room with pastures overlook, 3 additional walk in stalls, feed room, 6 frost free hydrants. 3 fenced in outdoor paddocks and 2 large fenced pastures. Direct access from property to NBLA horse trail system! Beautiful art studio shack. Large outdoor deck with aluminum gazebo, RV carport pavilion, fenced vegetable garden, pond and a running brook for farm irrigation

Nestled on 3.7 private acres in the picturesque hills of Brookfield, 119A Obtuse Hill Road offers an exceptional blend of privacy, space, and timeless New England elegance. This classic Cape Cod-style residence features 3 spacious bedrooms, 3.5 bathrooms, and over 3,300 square feet of thoughtfully designed living space, creating a serene retreat surrounded by nature. With a picturesque lake just moments from the home, the property offers a rare opportunity to embrace the tranquility and beauty of waterfront surroundings. Inside, you'll discover warm, inviting interiors highlighted by beautiful stone fireplaces in both the living room and kitchen, adding character, warmth, and an unmistakable sense of charm to the home's primary gathering spaces. The main-level primary suite serves as a peaceful retreat, while multiple rooms provide endless flexibility for a home office, library, guest accommodations, fitness room, or additional living areas. Spacious room proportions and a seamless lay

Welcome to 60 Old Field Road! This light-filled Contemporary Cape style home blends timeless charm with modern updates. Featuring hardwood and ceramic tile flooring, beautiful wood trim, solid wood doors, and fully renovated kitchen with granite countertops, recessed lighting, crown molding and ceiling fan. The upstairs bath offers both a Jacuzzi and separate shower. Whole house security system with 2 hard wired outside cameras. Situated on a private, tree-lined.46 ac lot with a fire pit, spacious deck with hot tub. Enjoy the convenience of a short walk to main street, also an ideal commuter location. An added plus there is just one owner of the home, he also built it! In keeping with efficiency the owners designed the home so that the ceiling fans work to circulate the air in the home (both upstairs and down stairs) Warm air when using wood stove and cool air when using the to built in a/c units. 74 Old Field lot also MLS# 24200531

Enjoy easy, low-maintenance living in this well-maintained 2-bedroom, 2-bath home in desirable Heritage Village, a sought-after 55+ community. Conveniently located on the main level with only two steps to the entrance, this unit offers comfortable and accessible living. The updated primary bathroom features a newer sink cabinetry and toilet and updated 2nd bathroom. The hot water tank is only 3 years old, providing added peace of mind. The bright kitchen offers granite countertops, white cabinetry, and a double oven, perfect for everyday living and entertaining. The spacious living and dining area features custom built-ins and a cozy fireplace with a pellet stove insert, creating a warm and inviting atmosphere year-round. Central air keeps the home comfortable during the warmer months, and durable laminate flooring runs throughout for a clean, modern look and easy maintenance. Two walk out patios to enjoy the private back yard space. This move-in ready home is a wonderful opportunity t

Custom-built by its current owner, a professional builder, and meticulously maintained since 1988, this exceptional ranch reflects a level of craftsmanship and structural integrity rarely found today. Substantial construction, thoughtful proportions, and enduring materials speak to a home designed with longevity in mind. Framed by beautiful stone walls and impeccably maintained landscaping, the property is bordered by two town trails, creating a remarkable sense of privacy and tranquility. Inside, the open floor plan features vaulted ceilings, refinished hardwood floors, new windows, and a dramatic floor-to-ceiling stone fireplace that serves as the centerpiece of the living space. Abundant natural light fills the home, while a tiled front room offers a peaceful escape for reading, or relaxing. Three generously sized bedrooms offer ample closet space, including a primary bedroom w/ double sinks and a tiled stall shower. A sprawling new deck wraps along the back and side of the home, ov

10.22 acres charming equine farm located right on Newtown bridle lane trail system. House, barn, art studio, running brook, pond, private and secluded with many farm assets included. 1956 very well built 2600 sq.ft cape style home, with 10 rooms, 2 bathrooms, 2 car garage, basement with a bomb shelter. Large 50x50 barn with 5 matted stalls, concrete barn isle, large roof overhang for additional shelter, tack room with sink and many frost free hydrants. Barn loft for hay storage, loft hangout room with pastures overlook, 3 additional walk in stalls, feed room, 6 frost free hydrants. 3 fenced in outdoor paddocks and 2 large fenced pastures. Direct access from property to NBLA horse trail system! Beautiful art studio shack. Large outdoor deck with aluminum gazebo, RV carport pavilion, fenced vegetable garden, pond and a running brook for farm irrigation

Nantucket inspired design, in-town location with a peaceful setting continue to make Old Field Hill one of the most desirable, non-age-restricted communities in Southbury. Beautiful pool with club house are just the start of what's available for social gatherings in addition to reading clubs, holiday cookie exchange, community newsletter and Thursday night meet-ups. The home has great natural light which promotes good energy, an updated kitchen and is absolutely turn-key!

Welcome to this beautifully updated four-bedroom Colonial, set well back from the road on 2.21 picturesque acres, offering a wonderful combination of privacy, space and modern updates. A welcoming front porch sets the tone before stepping inside, where a classic, comfortable layout has been enhanced by thoughtful improvements. The beautifully renovated kitchen serves as the heart of the home, featuring soft gray cabinetry, stone countertops, stainless steel appliances and a center island. The kitchen flows naturally into the formal dining room, while lots of new flooring and custom millwork add character throughout. The inviting family room is centered around the fireplace, and a convenient main-level laundry room adds everyday functionality. Upstairs, the spacious primary suite features a vaulted ceiling, private full bath and generous walk-in closet with a custom closet system, accompanied by three additional bedrooms. Outside, the setting truly shines. The home sits privately back f

A rare opportunity to own a piece of Southbury history while enjoying a home that lives comfortably for today. The Aaron Bronson House is a beautifully maintained 18th-century Cape set on 2.6 private acres, where character, natural light and a thoughtful floor plan come together. The home flows naturally from room to room, with large windows offering plenty of light and beautiful views of the gardens and backyard. The home features a spacious eat-in kitchen with a wood-burning fireplace, exposed hand-hewn beams and antique windows. Four formal rooms each feature a fireplace, while wideboard floors and original details add warmth throughout. A modern addition provides a main-level living option with cathedral ceilings, skylights, two walk-in closets, a home office and a wall of French doors overlooking the backyard. A stone terrace extends the living space outdoors. Upstairs, another bedroom suite and additional bedroom share a well-appointed full bath. Outside, enjoy established garden

Enjoy the lovely and convenient location at this Sherman style condo on a quiet cul-de-sac in 55+ Heritage Village. Short level walk to the front door from nearby detached garage. Expanded bluestone patio with border fence for your furry friends! Upgraded stone countertops in the kitchen and both bathrooms. New carpet in the primary bedroom. Charming fireplace, lovely gardens and so much more!

Nantucket inspired design, in-town location with a peaceful setting continue to make Old Field Hill one of the most desirable, non-age-restricted communities in Southbury. Beautiful pool with club house are just the start of what's available for social gatherings in addition to reading clubs, holiday cookie exchange, community newsletter and Thursday night meet-ups. The home has great natural light which promotes good energy, an updated kitchen and is absolutely turn-key!

Enjoy the ease of main-level living at Regency at Newtown, a 55+ community, without giving up the space you still want. This 2,352-square-foot townhouse-style condo offers hardwood floors throughout most of the main level. The kitchen opens directly to the family room, where a vaulted ceiling, two skylights and a gas fireplace create a bright and inviting gathering space. Step from the family room onto the deck for an easy connection to the outdoors. The main-level primary suite features a walk-in closet and newer bath with double vanity and curbless shower. The second main-level bedroom has direct access to the full hallway bath. A separate dining room with a tray ceiling and decorative moldings provides a more finished setting for holidays and dinners with family and friends. The main-level laundry room includes a utility sink for added convenience. Upstairs, the 672-square-foot carpeted loft provides flexible living space along with additional storage. And if you're wondering where

HIGHEST and BEST OFFER BY 5 PM WEDNESDAY 9/2/26* Beautifully maintained Raised Ranch nestled on a quiet cul-de-sac with plenty of privacy and the perfect, professionally landscaped, level yard for outdoor enjoyment. This pristine home is in a fantastic commuter location and just minutes away from parks, schools, shopping, restaurants and more. Just move in and relax because this home comes with many updates: a new roof, refrigerator, range/stove, family room wall to wall carpeting, new central air motor, newly stained hardwood flooring, complete interior painting w/beautiful crown molding, newer boiler and gutters. Also, peace of mind comes with a generator hookup in the garage and being close to the fire department and medical facilities. This desirable, 3 bedroom, 1 1/2 bath Raised Ranch has charm inside and out hosting central air for those hot summer days and the comfort of snuggling up around the living room gas fireplace. Windows and garage doors are double paned and insulated. E

Welcome to 94 Moosup Trail, a beautifully reimagined 4-bedroom, 2-bath home in highly sought-after Monroe, where quality homes and available inventory are hard to come by. Completely renovated from top to bottom, this turnkey property combines fresh, modern finishes with major high-cost improvements already taken care of, including a brand-new $36,000 septic system and a new furnace-offering peace of mind for years to come. Step inside to a light, bright, and airy interior featuring spacious one-floor living, a warm and inviting fireplace, and thoughtfully selected high-end finishes throughout. The flexible 4-bedroom layout provides plenty of room for everyday living, guests, or a home office, while both the attic and basement offer valuable additional storage. Outside, enjoy a private backyard with a charming creek that creates a peaceful, natural setting. Current flood insurance is just $278 per year. The property offers a wonderful sense of privacy while still being conveniently loc

What a lovely place to call home. Where stone, wood, and mature Landscaping meet the surrounding harmony of nature's natural beauty! Note the privacy and beautiful stone patio as you walk to the front door. #16 Old Field is a well maintained, hard to find, freshly painted Ranch Styled Condominium. The Living / Dining room is spacious, with high ceilings and natural light. The Fireplace is equipped with natural gas logs. The Kitchen offers ample cabinetry and a gas stove. There are two bedrooms. The Primary is en-suite. A main level laundry adds to the convenient features. Hardwood Floors throughout the main level. The Lower-Level is finished, adding to more usable living space and storage, The attached two car garage has a clean-finished floor and extra storage cabinetry, offering a highly appealing upgrade. New HVAC, newer Hot-water heater and extra blown-in-insulation, ensures year-round comfort. The large architectural window (to the right of the front door) replacement is on order

New Price! Move-In Ready and what a location! Beautiful water view unit at Walnut Tree Village, a highly sought after 55+ Active adult community. This two-bedroom unit has been fully renovated and features new wide-board hardwood flooring in the main living areas and bedrooms, a large kitchen with eat-in area, vaulted ceilings in the living room and primary bedroom suite, full basement with new laminate flooring throughout, perfect setup for recreation areas or finishing for extra space. The entire unit has been professionally painted. The kitchen has new granite countertops and deep sink, a new refrigerator, oven/range, and dishwasher. There is a new hot water heater and full house humidifier. A washer and dryer is included and is conveniently located on the main level. The primary bedroom has a deep walk-in closet and primary bath which features a walk-in rain shower with additional hand-held shower head, a large seat, grab bars, plus a new touch activated medicine cabinet with Anti-

Set on just over 2 acres, 341 Old Zoar Road offers a comfortable Colonial layout with generous living space, thoughtful updates and plenty of flexibility. With approximately 2,400 square feet, four bedrooms and two and a half baths, the home blends traditional spaces with an oversized family room that serves as a natural gathering point on the main level. Vaulted ceilings, hardwood floors and a fireplace give the room character, while direct access to the deck creates an easy connection to the outdoor space. The updated kitchen and bathrooms add meaningful improvements while still leaving room for a new owner to make the home their own. The first floor offers flexible space that can be used as a dining room, home office or additional living area depending on your needs. Upstairs, four generously sized bedrooms provide comfortable separation from the main living areas. The walkout basement adds another layer of potential, with the opportunity to create additional finished living space i

Enjoy easy, low-maintenance living in this well-maintained 2-bedroom, 2-bath home in desirable Heritage Village, a sought-after 55+ community. Conveniently located on the main level with only two steps to the entrance, this unit offers comfortable and accessible living. The updated primary bathroom features a newer sink cabinetry and toilet and updated 2nd bathroom. The hot water tank is only 3 years old, providing added peace of mind. The bright kitchen offers granite countertops, white cabinetry, and a double oven, perfect for everyday living and entertaining. The spacious living and dining area features custom built-ins and a cozy fireplace with a pellet stove insert, creating a warm and inviting atmosphere year-round. Central air keeps the home comfortable during the warmer months, and durable laminate flooring runs throughout for a clean, modern look and easy maintenance. Two walk out patios to enjoy the private back yard space. This move-in ready home is a wonderful opportunity t

Welcome to this beautifully updated four-bedroom Colonial, set well back from the road on 2.21 picturesque acres, offering a wonderful combination of privacy, space and modern updates. A welcoming front porch sets the tone before stepping inside, where a classic, comfortable layout has been enhanced by thoughtful improvements. The beautifully renovated kitchen serves as the heart of the home, featuring soft gray cabinetry, stone countertops, stainless steel appliances and a center island. The kitchen flows naturally into the formal dining room, while lots of new flooring and custom millwork add character throughout. The inviting family room is centered around the fireplace, and a convenient main-level laundry room adds everyday functionality. Upstairs, the spacious primary suite features a vaulted ceiling, private full bath and generous walk-in closet with a custom closet system, accompanied by three additional bedrooms. Outside, the setting truly shines. The home sits privately back f

Welcome to 10 Pearl Street, a spacious and beautifully refreshed Colonial tucked into a desirable Newtown neighborhood just moments from the shops, restaurants and community charm of Sandy Hook Village. Fresh interior paint, new carpeting, updated lighting and new hardware create a bright, polished feel throughout. The main level offers an inviting two-story foyer, two private offices and a comfortable family room centered around a wood-burning fireplace. The kitchen features new appliances, a propane gas range, center island and pantry, with easy access to the deck for outdoor dining and entertaining. A refreshed powder room and laundry room complete the first floor. Upstairs, the spacious primary suite includes a walk-in closet and private bath with double sinks and a tiled shower. Three additional bedrooms, two with Elfa closet systems-share a generously sized hallway bathroom with double sinks. The finished lower level adds valuable flexibility with tile flooring, a freshly painted

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

Spacious 4,148 sq.ft. Colonial, custom built with open floor plan 4 BR, 4 baths, 3 car garage and full farmer's porch, set on 3.74 acres. Stunning first impression with large two-story foyer and french doors to LR and DR. Gourmet kitchen offers cherrywood cabinets, Corian counters, a large breakfast island, double wall ovens, cooktop, and dishwasher, plus a sunlit dining area with bay window and built-in kitchen hutch. The adjoining formal DR has a tray ceiling with inlay lighting. Step-down into the family room with vaulted ceiling, ceiling fan, magnificent floor to ceiling masonry fireplace and french doors that open to the back deck. The office on the first floor has second staircase leading to a large bonus-room with full bath, skylights, large second story window, gas FP with granite surround and granite countertop bar with sink. The primary BR has a vaulted ceiling with ceiling fan, a walk-in closet, and bathroom with skylight, Jacuzzi tub, separate shower, his and her sinks and