Taft School Homes under $750,000

Welcome to the charming neighborhood of Taft School, nestled in the picturesque town of Watertown, Connecticut. This delightful area is renowned for its serene ambiance, friendly community, and proximity to top-notch educational institutions, including the prestigious Taft School itself. With its rich history and beautiful architecture, Taft School offers a unique blend of classic New England charm and modern living.

As you explore this inviting neighborhood, you'll find a variety of homes under $750,000, making it an attractive option for families, young professionals, and retirees alike. These residences often feature spacious layouts, well-maintained yards, and the kind of character that makes a house feel like home. Whether you’re looking for a cozy bungalow or a charming colonial, Taft School has something to suit every taste and budget.

The surrounding area boasts a wealth of amenities, including parks, shopping centers, and local eateries, ensuring that residents have everything they need within reach. Enjoy leisurely strolls along tree-lined streets, or take advantage of the nearby recreational opportunities, such as hiking trails and community sports facilities.

Education is a cornerstone of this community, with access to highly regarded schools and a vibrant cultural scene. Living in Taft School means embracing a lifestyle that values both tradition and progress, where neighbors become friends and every day offers something new to discover. Come and explore the possibilities that await in this charming neighborhood, where your dream home may be just around the corner!

Newest Taft School Homes under $750,000

$615,000

4 Beds ⋅ 3 Baths ⋅ 24211413 MLS

Custom Craftsmanship, Unparalleled Curbside Appeal, and Pride of ownership to a Majestic Magnitude on full display with this 4 Bedroom 2.5 Bath, 2800sf+ Watertown Colonial. A master class in skilled carpentry abounds immediately upon entry into this open concept, hardwood laden main level living space. The Living room adorns built ins, recessed lighting, and a wood burning masonry fireplace tastefully encased w/ ornate woodwork. Eat-In Kitchen w/ island is equipped with stainless steel appliances, beaming granite countertops, tile flooring and offers slider access to the freshly revitalized Trex decking guiding owners to the lush emerald, green rear grounds, bursting with leisurely potential. The sundrenched formal dining room features bay windows and crown molding. A cavernous family room w/ cathedral ceiling and split system rounds out the main level living space. Upper level features a Capacious primary bedroom suite w/ recently remodeled full bath. Each of the additional 3 spacious bedrooms has ample closet space, plush carpeting and ceiling fans. Brand new, finished lower level w/ walkout adorns engineered wood flooring and a delightful addition of 550+ sf to enjoy. Precision, focus and skillful detail noted upon Every nook of this spectacular home. A highly advantageous solar program, thorough updating, soothing earth tone vibes and a desirable neighborhood further distinguish this estate from all its peers. The time is Now to Capture this Captivating Watertown Jewel.

104 Northwest Dr, Watertown

$599,900

5 Beds ⋅ 4 Baths ⋅ 24208411 MLS

WELCOME to 96 Neill Drive this Beautifully remodeled Colonial with Finished basement, located in one of the area's most sought-after neighborhoods! This home features 5 SPACIOUS bedrooms and 3.5 updated bathrooms with stylish tile flooring. You'll love the open-concept layout that includes a bright family room, an eat-in kitchen with custom solid-wood cabinets, Corian countertops, and a center island - Perfect for Entertaining. The formal dining room opens seamlessly into a large living room, ideal for gatherings. Additional highlights include GLEAMING HARDWOOD FLOORS THROUGHOUT Central air and Central vacuum, Fireplace in the living area French doors leading to a Covered wood deck overlooking a private backyard. Convenient mudroom/laundry room off the garage Remodeled bathrooms with modern finishes The Finished Basement fully remodeled and features its own private entrance (walkout basement), open floor plan, 1 bedroom, and a full bath - perfect for extended family or guests. Located close to the Prestigious Taft School and Watertown Golf Club Whether you're looking for multigenerational living or simply a spacious and updated home in a desirable location, this property has it all. Schedule your private showing today!

96 Neill Dr, Watertown

$365,000

3 Beds ⋅ 2 Baths ⋅ 24199743 MLS

Set in the highly sought-after Taft area, this 3-bedroom, 2-bath Cape offers a spacious 1.97-acre setting with calm stream & large lawn space, classic character, and plenty of opportunity. The park-like yard, small stream, fruit trees, and garden areas create a peaceful backdrop, while the location puts you close to amenities, downtown Watertown, and the Watertown Country Club. Inside, the home offers 1,238 square feet with a refreshed eat-in kitchen featuring granite counters and hardwood floors, a comfortable living room and dining room, and convenient main-level laundry room. The enclosed front porch adds additional flexible relaxation space and could easily become a favorite gathering spot or cozy retreat. Upstairs, the primary bedroom has direct access to it's deck, along with two additional bedrooms and a full bath. The outdoor spaces offer even more to enjoy, including the 2 decks, shed, an outdoor shower, and unique steam room heated by a wood stove which can be refreshed and utilized, or simply used as an extra space for storage. An attached over-sized garage provides valuable room and convenience. The home has had the major cost items done such as the roof & water system, plus a regularly-serviced mechanical system. With its desirable location, generous lot size, and unique features, this property offers a wonderful opportunity to create a home that truly reflects you! Come check it out!

368 Hamilton Ave, Watertown

$399,000

3 Beds ⋅ 2 Baths ⋅ 24204811 MLS

Cute as a button, this expanded Cape is conveniently located near Taft School and within walking distance to downtown Watertown. Hardwood floors run throughout much of the home, where the first floor offers a spacious living room with a pellet stove, dining room, kitchen, and full bath. Just off the kitchen, the sunken family room is a welcome addition, featuring a propane fireplace flanked by built-ins and access to the back deck. Upstairs, the primary suite offers an updated bathroom and generous closet space, along with two additional bedrooms, including one with built-ins. Outside, enjoy the large back deck, a level yard with room to play, and a one-car under-house garage. A charming home in a convenient Watertown location!

286 North St, Watertown

$379,999

3 Beds ⋅ 2 Baths ⋅ 24201695 MLS ⋅ Artillery Hill BLDG.

Welcome to your dream home! This lovely, rarely available ranch-style condo in Watertown, Connecticut, offers the perfect blend of elegant architectural details and modern, worry-free upgrades. From the moment you step inside, you will love the sophisticated craftsmanship, featuring vaulted and coffered ceilings, classic chair rails, and elegant picture frame molding that add timeless character to the space. The heart of the home is a spacious, open-concept kitchen designed for effortless entertaining and daily living. Upgraded for maximum peace of mind, the kitchen features a brand-new dishwasher, stove, microwave and garbage disposal (all new in 2026), along with select newly replaced windows that bring in beautiful natural light. This single-level floor plan offers 3 bedrooms & 2 bathrooms, including a comfortable primary suite. Major mechanical updates have already been taken care for you, including a new furnace and central air system installed in Feb, 2025. Need more space? The massive walkout finished basement provides incredible potential. Framed and ready for your personal touch; all it needs is your choice of flooring to become the ultimate rec room, home office or gym. Perfectly situated within a lovely, highly desirable community, this unit is just steps away from the community pool and tennis courts. Enjoy the convenience of being local to excellent shopping, dining and daily amenities. Turn-key, meticulously maintained, and full of upgrades.

101 Cannon Ridge Dr Unit 101, Watertown

$695,000

4 Beds ⋅ 4 Baths ⋅ 24186419 MLS

Hard to find 1st floor 3 room in-law setup in this 9 room custom built brick split level home on a private and level 1.38 acre lot in a quiet Guernseytown subdivision minutes from town and hand-crafted in 1985 by a builder who intended it to outlast other homes. There is a total of 4 bedrooms and 4 full bathrooms in this unique European style multi level home with an attached 2 car oversize garage, a covered front porch with a balcony above off the 2nd floor and a fabulous rear covered patio all done with a level of architectural detail and craftsmanship that the current market simply does not produce. The main level is organized for real life; a living room with a fireplace, a large dining room with a slider to the patio, a full bathroom, and an eat-in kitchen generous in every dimension with loads of cabinets and counter space & GE Profile appliances. The upper level has 3 good size bedrooms and 2 full bathrooms, one with a steam shower. The ground level 3 room in-law is a proper, fully realized suite - built into the home from the beginning, designed to be lived in with dignity and independence with a full kitchen with appliances and garage access. There is a full basement under the main house for plenty of storage area with an unheated finished rec room. Other amenities include underground utilities, 2 split air conditioning units, an automatic Generac generator, a Vigilant cast-iron stove in the foyer, custom brick work making this an inviting and carefree residence.

190 Charter Oak Dr, Watertown

$345,900

4 Beds ⋅ 2 Baths ⋅ 24184144 MLS

Welcome home to this beautiful two-family property located in the heart of Watertown. Sitting on a spacious .66 acre lot, this home offers a perfect blend of comfort, space, and convenience. The first floor features three bedrooms, a full bathroom, a bright living room, a formal dining room, and a well-appointed kitchen-ideal for everyday living or entertaining. Upstairs, the second unit offers three bedrooms, a full bathroom, a cozy living room, a dining area, and a functional kitchen with a walk-in pantry, providing a great layout for extended family or rental income potential. Located just a short walk from Watertown's vibrant downtown, you'll enjoy easy access to local shops, restaurants, parks, and public transportation. Whether you're looking for an investment opportunity or a place to call home, this property has it all.

87 Woodruff Ave, Watertown

$305,000

2 Beds ⋅ 3 Baths ⋅ 24158069 MLS ⋅ Watertown Old Farms BLDG.

Desirable Watertown Old Farms townhome offering open-concept living, custom stone, natural gas fireplace with built-in shelving, granite kitchen, and a private deck overlooking serene wooded surroundings. The bright living and dining area features warm wood-style flooring, a natural gas fireplace framed by custom stonework and flanked by built-in bookshelves, and a sliding door that leads to a private deck with a retractable awning-perfect for relaxing while enjoying the wooded backdrop. The kitchen includes granite countertops, warm wood cabinetry, tile backsplash, stainless steel refrigerator and stove, and a convenient pass-through to the living and dining area that keeps the space open and connected. The main level also features a powder room with washer/dryer hookups. Upstairs you'll find two generously sized bedrooms with ample closet space, each with its own full bathroom for added comfort and privacy. The home also includes a partially finished lower level offering versatile bonus space along with plenty of storage. Additional highlights include a one-car garage and a short, convenient walk from the parking area to your front door. Ideally located just minutes from two town centers, Route 8, and everything Litchfield County has to offer.

319 Thomaston Rd Unit 13, Watertown

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