Refine Search
Sort by
$1,499,000
5 Beds 5 Baths 24164907 MLS
A perfect blend of historic charm and modern luxury, this exceptional residence seamlessly combines an original 1900 home with a thoughtfully designed 2004 expansion. Offering 5 BR, 4 full and 2 half BA, the home showcases exquisite craftsmanship with timeless architectural elements throughout. However, one of the best features is the space and flexibility that this home allows. There is a potential main level in-law/au pair suite with separate entrance, a three-room set-up above the barn for an ideal home office/studio, and 7 garage bays for the avid car enthusiast! Inside the home, a grand foyer welcomes you, leading to a dramatic family room anchored by a striking stone fireplace that flows into the living room and a spacious kitchen featuring a center island, wine cooler, and Dacor stove/oven- perfect for both everyday living and entertaining. Sliders open to a large deck, extending the living space outdoors. The main level also includes a stunning oak library, formal dining room, convenient mudroom entry, and walk-in pantry. A sun-filled atrium provides a tranquil retreat surrounded by lush greenery, complete with automatic sprinklers- ideal for cultivating an indoor herb or botanical garden. The luxurious primary suite offers a private retreat with a bar area, walk-in closet, stone gas fireplace, a large window overlooking the private backyard, and a Juliet balcony overlooking the sunroom. The spa-like bath features a Jacuzzi tub, walk-in shower, and in-suite laundry.

109 Long Meadow Hill Rd, Brookfield

$2,299,000
5 Beds 5 Baths 24160645 MLS
For those who enjoy entertaining and privacy, this 4.3 acre waterfront estate on the shores of Lake Lillinonah is an idyllic retreat. The land directly across from the property is protected space, ensuring no future builds. A private dock and remote-controlled boat lift provide direct lake access; hot tub, sauna, fire pit, screened porch, & multi-tier deck present a multitude of desirable outdoor settings to choose from. The 5,400 sq ft residence makes an immediate impression with a two-story foyer and a main level that balances openness with defined, functional spaces. The dining room, butler's pantry, and expansive family room connect seamlessly, while a formal living room, private office, and oversized kitchen complete the layout. Upstairs, four bedrooms include a standout primary suite with two walk-in closets, a sitting room, full bath, private deck, and oversized windows capturing the lake. An additional great room offers flexibility as a fifth bedroom, media space, or playroom. The finished walk-out lower level is designed to function as its own destination, featuring a spacious game room, large bar area with sink, full bath, flexible bedroom/office, and abundant storage, all opening directly to the backyard for effortless indoor-outdoor living. Lake Lillinonah offers the best of both worlds: a relaxed, vacation-style lake lifestyle set against the backdrop of large, private parcels with peaceful, natural views. *4 bedroom septic, yet house functions as a 5+ bedroom.

62 Riverford Rd, Brookfield

$1,299,000
3 Beds 2 Baths 24161707 MLS
Candlewood Lake Waterfront! Embrace the beauty of Candlewood Shores lake community in this stunning, sun-filled home featuring private dock, multiple levels of living space, and a seamless indoor-outdoor flow. The main level boasts an open-concept layout with tile floors throughout the living room, kitchen, and dining area, creating a bright and inviting atmosphere. A bedroom and full bathroom on this level provide added convenience and flexibility. Upstairs, the primary suite is a true retreat, complete with an expansive office/sitting area, soaring ceilings, and panoramic lake views. A full bathroom enhances the suite's comfort, while the third bedroom, located across the hall, shares access to the bathroom. The lower level offers even more space to enjoy, featuring a bonus room, wet bar, and laundry room. With walk-out access to the patio and waterfront, it's the perfect setup for entertaining all summer long. MANY big-ticket updates: roof, siding, water tank, central a/c, furnace, oil tank.

38 N Lake Shore Dr, Brookfield

$229,000
1 Beds 1 Baths 24159855 MLS Rollingwood BLDG.
1 bedroom plus den, end-unit Ranch condo with its own private entrance and serene wooded views. This solid unit offers a practical floor plan with living room, private deck, eat-in kitchen with pantry, one bedroom with walk-in closet, den/laundry room, and full bath-all on a single floor. Located in the peaceful Rollingwood community on Federal Road, you'll enjoy a quiet setting surrounded by mature trees, yet remain just steps from shopping, dining, and public transportation. This property awaits your personal vision and updates to unlock its full potential. With some TLC and modern touches, this well-located Ranch offers an excellent opportunity to create your ideal home in a desirable, established complex.

28 Rollingwood Dr Unit 28, Brookfield

$550,000
3 Beds 3 Baths 24157685 MLS
One-of-a-kind raised ranch featuring front and back staircases! Everything you appreciate about a Raised Ranch can be found here: Spacious living areas, an abundance of natural light, and a practical layout. Set in a quiet neighborhood, surrounded by mature trees, this property offers privacy yet is convenient to local amenities. The main level includes an inviting living room with large windows. The comfortable floor plan flows to a dining area with a pass-through to the kitchen, ideal for entertaining and helpful for daily life. A bright & airy kitchen features an eat-in area, hardwood floors, Corian counters, ample workspace & cabinet storage. Sliding doors to the deck create an easy connection to outdoor dining and relaxation. The generously sized primary bedroom has a walk-in closet & full bath. 2 additional bedrooms & a full bath complete this level. Downstairs is a large family room centered around a classic brick fireplace, perfect for cozy gatherings, a home office, or recreation space. This versatile lower level also includes a powder room, laundry, storage, garage access, and generator hook up for peace of mind. Convenient to schools, shopping, and I-84. Behind the property is a lightly used freight rail line with a slow-moving train that passes 1 time per weekday. With no weekend traffic, the setting remains peaceful and predictable.

24 Prospect Dr, Brookfield

$325,000
73447574 MLS
BUILD-READY WATERFRONT PROPERTY WITH APPROVALS ALREADY COMPLETED. Imagine waking up to waterfront views and spending your days immersed in nature’s beauty. This rare opportunity invites you to design and build your custom home on the shores of South Pond in charming Brookfield, Massachusetts. With the former cottage thoughtfully removed, the canvas is clear—ready for your vision to take shape. Land has 115 feet of direct frontage on South Pond ideal for kayaking, fishing, swimming, and year-round recreation. Peaceful setting with stunning sunrise and abundant wildlife. Nestled in a quiet, residential area just minutes from town conveniences and major routes. If you're dreaming of a cozy lakeside cottage, this property offers the perfect blend of privacy, natural beauty, and outdoor adventure. Don’t miss your chance to create something truly special on one of Brookfield’s most belove locations. #Waterfront #SouthPond #Brookfield #c21ne #C21Integra

1 Lane 22, Brookfield

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed. © 2026 State-Wide Multiple Listing Service. All rights reserved. Data Last Updated:

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.