Weston Homes under $1.25 million

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Newest Weston Homes under $1.25 million

$450,000

5 Beds ⋅ 4 Baths ⋅ 24211225 MLS

THANK YOU FOR YOUR STRONG INTEREST. SELLERS WILL REVIEW OFFERS ON TUESDAY 10/13 AT 5;00. Opportunity is knocking! Build your dream home on one of lower Weston's most beloved roads, surrounded by historic homes and storied estates. Set on 3.5 peaceful acres, 205 Good Hill Road offers mature trees and established landscaping, along with an existing gunite pool, newer septic system, and recently re-fracked well-providing a wonderful starting point for creating a truly special property. Offered as-is; buyer to perform their own due diligence. Home is unsafe. For more see below.

205 Good Hill Rd, Weston

$812,000

4 Beds ⋅ 3 Baths ⋅ 24211308 MLS

Built on a private road this 1953 home on 2+ acres of land has a sloped frontyard and has an almost flat large backyard that is accessed by walk out doors from the finished basement segment of the full basement. The other, larger, section of the basement has the potential of further development. Since this is a private road it should be noted that the property extends up the hill on the other side of the road. Solid wood flooring runs throughout the majority of the main floor. Both fireplaces in the house are in working order, one in the living room and one in the finished section of the basement. This property is located 0.4 miles from the Trout Brook Valley Preserve (1009 acres), with its biking and hiking trails etc. Bisceglie-Scribner Park is 4.7 miles away, with its fitness trails, man made swimming pond, playground, and baseball fields. The Weston Historical & Cultural Center is 4 miles away. Known for an outstanding school system, the Weston School Complex is only 5 miles away. Major shopping areas such as Fairfiled/Black Rock (8 miles) and Westport (8 miles) are less that 15 minutes away. Add 5 minutes and you are at the beaches of Sherwood Island State Park and/or Compo Beach in Westport.

3 Trout Brook Ln, Weston

$649,900

3 Beds ⋅ 2 Baths ⋅ 24205703 MLS

Welcome to 38 Ravenwood Drive, a classic Cape Cod-style home set on a private 2-acre parcel in desirable Weston. Offering approximately 1,515 square feet of living space, this 3-bedroom, 2-full-bath residence features a comfortable layout with two fireplaces, central air. A standout feature is the expansive wrap-around deck, offering a wonderful outdoor setting for entertaining, relaxing, and enjoying the surrounding natural landscape. Mature trees and the generous 2-acre lot provide a sense of privacy and tranquility while maintaining convenient access to area schools, shopping, dining, parks, and commuter routes. A great opportunity to bring your vision to this well-located Weston property and create a home tailored to your lifestyle. Some images attached are virtually rendered.

38 Ravenwood Dr, Weston

$599,900

3 Beds ⋅ 2 Baths ⋅ 24205265 MLS

Welcome to an incredible opportunity in the highly desirable town of Weston! Set back from Newtown Turnpike on a secluded, level 1.33 acre lot, this exceptionally well maintained 3 bedroom, 2 full bath ranch offers 1,332 square feet of comfortable single level living with hardwood floors throughout and a detached two car garage. Ideally located near the Saugatuck Reservoir, Merritt Parkway, and Devil's Den Nature Preserve, the property is ready for its next owner's vision. Thoughtful updates could transform the existing home into a beautiful retreat, while the generous lot may offer exciting possibilities for expansion, including a potential second story addition or new construction, subject to town approvals. Surrounded by impressive neighboring homes, the possibilities here are substantial. Whether you're looking to renovate, expand, build new, or simply create your dream home while enjoying convenient single level living, this Weston property offers a rare combination of location, privacy, land, and potential. One of the parties to the LLC has an active real estate license.

261 Newtown Tpke, Weston

$1,249,000

4 Beds ⋅ 4 Baths ⋅ 24201546 MLS

Welcome to 181 Georgetown Road, a timeless Weston antique dating back to 1820 that beautifully blends historic character with modern comfort. Rich in period charm and thoughtfully updated for today's lifestyle, this inviting 4/5-bedroom, 3.5-bath residence offers nearly 3,000 square feet of living space set amidst picturesque grounds designed for year-round enjoyment. Inside, original architectural details and warm, welcoming spaces reflect the home's historic roots, while thoughtful updates provide modern convenience. Three renovated baths seamlessly combine classic style with contemporary finishes, while spacious living and entertaining areas offer flexibility for everyday living, gatherings with friends, and special occasions. Outdoor living is equally impressive. A spectacular solar-heated pool creates a private summer retreat, surrounded by mature landscaping and expansive grounds that enhance the property's peaceful setting. The barn is a standout feature, offering exceptional versatility with two-car garage parking, abundant storage, and exciting future potential for a finished second-floor loft, studio, office, gym, or guest space. Ideally located just minutes from the Cannondale train station for convenient access to New York City, as well as nearby shopping, dining, and local amenities, this special property offers the rare opportunity to enjoy the character and craftsmanship of a historic home while benefiting from updates that support modern living.

181 Georgetown Rd, Weston

$1,000,000

4 Beds ⋅ 3 Baths ⋅ 24188955 MLS

Welcome to this spacious 4-bedroom, 3-bath Colonial offering 2,700+ square feet of versatile living space in Lower Weston. Set on 2.3 private wooded acres, the home features a flexible floor plan with generous living areas, a finished lower level, and a bright four-season room that provides additional year-round living space. The main level has the convenience of first-floor laundry along with an additional room and full bath, creating an ideal setup for guests, or a home office, while the finished lower level adds even more flexibility for a den or entertaining. Enjoy the best of Weston living with award-winning schools, and convenient access to major commuting routes. Here's your opportunity to create your dream home in one of Fairfield County's most desirable communities.

103 Steep Hill Rd, Weston

$1,250,000

6 Beds ⋅ 4 Baths ⋅ 24188962 MLS

Reintroduced & Reimagined! This stylish Contemporary High Ranch at the end of a serene cul-de-sac, has been renovated by Nova Design Build of NYC. Vaulted ceilings and a wall of windows bathe the home with natural light, creating a modern aesthetic with MidCentury warmth. Newly renovated kitchen with skylights, dining area and a double sided woodburning fireplace in the living room. The expansive open floorplan has a living room & dining room which gaze upon an oversized deck & private backyard. Spoil yourself in a Primary suite which features a vaulted ceiling and brand new spa bath (2026). Three additional renovated bathrooms, new roof (2026), solid custom 7.5ft doors, and custom closets elevate the home throughout. Abundant in flexibility, thanks to four bedrooms on the main level plus two more on the lower level. Lower level includes family room with fireplace, gym/5th bedroom, office/6th bedroom, renovated bath, recreation space, and updated laundry and mudroom. Enjoy a bucolic lifestyle with beautiful nature views.

26 Hill Farm Rd, Weston

$549,000

2 Beds ⋅ 1 Baths ⋅ 24181661 MLS

Set in a convenient Weston location, this adorable 2 bedroom ranch offers an inviting opportunity to enjoy one of Fairfield County's most desirable communities. Filled with character and easy living, this home offers a bright and comfortable layout featuring a modern kitchen, lovely living room, 2 bedroom, office nook and a full bath. A dry basement provides excellent storage. Highlights include upgraded electrical, new infrared propane heater, new appliances, new mini splits, new well pressure tank and water filtration system. Perfect for those looking to enjoy a low maintenance lifestyle, this move-in ready home offers a wonderful opportunity to experience all that Weston has to offer. Conveniently located near the Weston Field House, town amenities, and miles of scenic open space trails, you'll love the balance of privacy, recreation, and convenience. Whether you're looking for a full time residence or a weekend retreat, this adorable home is ready to welcome you.

457 Newtown Tpke, Weston

$1,149,000

4 Beds ⋅ 4 Baths ⋅ 24122214 MLS

Reminiscent of an European Estate this 4420 square-foot home features, four bedrooms, two full bathrooms and two half bathrooms on an open acre of land. It's extensive outdoor patio and entertainment areas wrap around the rear of the property, a cobblestone lined driveway, and specimen landscaping are all situated on a cul-de-sac in an easy to get to everything location. The gourmet kitchen features high end appliances, and the house is served by radiant heat as well as central air.

15 Mountain View Dr, Weston

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