Brookfield Real Estate

Welcome to Brookfield, Connecticut – a hidden gem nestled in the heart of Fairfield County. This charming town seamlessly blends suburban tranquility with easy access to urban amenities, making it a perfect place for families, professionals, and retirees alike. With its picturesque landscapes, vibrant community, and rich history, Brookfield offers a unique lifestyle that appeals to everyone.

Brookfield is renowned for its stunning natural beauty, featuring lush parks, serene lakes, and scenic trails. The town is home to Candlewood Lake, the largest lake in Connecticut, where residents enjoy a plethora of recreational activities such as boating, fishing, and swimming. The expansive parks, like the popular Brookfield Town Park, provide ample space for picnicking, hiking, and outdoor sports, fostering a strong sense of community among residents.

Education is a top priority in Brookfield, with highly-rated schools that provide exceptional learning environments for children of all ages. The town’s commitment to education ensures that families can feel confident in the future of their children.

In addition to its natural beauty and educational opportunities, Brookfield boasts a charming downtown area filled with local boutiques, restaurants, and cafes. Whether you’re in the mood for a cozy coffee shop or a fine dining experience, you’ll find it all just a stone’s throw away.

With its prime location, Brookfield offers easy access to major highways, making commutes to nearby cities like Danbury and Stamford a breeze. Experience the perfect blend of small-town charm and modern convenience in Brookfield, CT – where your dream home awaits!

Newest Listings in Brookfield

$800,000

24206580 MLS

A Rare Opportunity Overlooking Candlewood Lake An opportunity to create something truly special overlooking Candlewood Lake. Offered at $800,000, the property consists of two lots - approximately .16 acres and .19 acres - offering the flexibility to develop them individually or combine them to create one exceptional homesite. Build two distinctive homes, each taking advantage of the setting and views, or bring the two parcels together and create one extraordinary estate designed around the lake. The views are breathtaking. This is the type of property where the architecture should be designed around what is already there - the elevation, the setting and Candlewood Lake stretching out in front of you. For the right buyer, this isn't simply land. It's an opportunity to create a home that would be difficult to duplicate. Offered at $800,000 Two lots. Two possibilities. Develop individually - or combine them and create something magical overlooking Candlewood Lake.

93-95 N Lake Shore Dr Unit 2, Brookfield

$859,900

3 Beds ⋅ 3 Baths ⋅ 24205672 MLS

Own a Piece of History! This bucolic Brookfield beauty offers a rare combination of history, character, land, and opportunity. Built in 1775, this Antique Colonial has watched over 250 years of history unfold and is ready for its next chapter. Set on nearly 5 usable acres of level former farmland, the property features a spacious, updated interior along with multiple outbuildings and endless possibilities. Inside, you'll find over 3,000 sq. ft. of living space with 3 bedrooms, 2.5 baths, 2 fireplaces, and the warmth and character you expect from a home of this vintage. Outside, 2 barns await your vision, whether for hobbies, storage, animals, or something entirely new. And the opportunity doesn't stop there! Included is #51 across the street, a 1.09-acre parcel currently undergoing approvals as an additional building lot. The 3.72-acre home parcel at #50 is also undergoing approvals for a potential subdivision, creating the possibility of up to 3 lots for the price of one! Imagine a family compound, future development, or simply preserving the acreage and privacy for yourself. Located at the quiet intersection of Merwin Brook Road and Obtuse Road North, you'll feel tucked away in the country while remaining minutes from Brookfield amenities and conveniences, with numerous walking trails nearby, including just a 15-minute walk to lake Lillinonah! History, acreage, flexibility, and opportunity all in one remarkable offering!

50 Obtuse Rd N, Brookfield

$550,000

4 Beds ⋅ 2 Baths ⋅ 24206097 MLS

Fully renovated 4-bedroom, 2-full-bath home offering 1,905 sq. ft. on a private one-acre lot in Brookfield. One of the best features of this home is the flexible layout. The main level includes a spacious bedroom with its own private entrance and a full bath nearby, creating a great opportunity for an in-law setup, multigenerational living, guests, or a private home office. The kitchen has been completely redone with new cabinetry, quartz countertops, tile backsplash and stainless steel appliances. Both bathrooms have been renovated, along with new flooring, lighting, fixtures and fresh paint throughout. The living room features a wood-burning fireplace, and upstairs you'll find generously sized bedrooms plus the convenience of laundry on the same level. Outside, the property has been newly landscaped with defined beds and a large backyard surrounded by mature trees. There's also an oversized paved driveway with plenty of parking and two storage sheds. Newer roof, water heater and heating system (recently serviced). Convenient to Federal Road shopping and dining, Candlewood Lake and I-84.

49 Old Middle Rd, Brookfield

$485,000

4 Beds ⋅ 3 Baths ⋅ 24205881 MLS

Contemporary architecture, flexible living spaces and a strong connection to the outdoors define this four-bedroom home, offering a comfortable foundation for buyers who want to move in now and make updates over time. The main level features hardwood floors, vaulted ceilings, skylights and spacious living and gathering areas centered around the kitchen with two walk-in pantries. The finished lower level expands the layout with a great room and wood stove, home office with built-ins, laundry area and a fourth bedroom/studio with private entrance, kitchenette and full bath, providing flexibility for guests, work or additional living space. A spiral staircase connects the main and lower levels, with secondary stair access for added convenience. Multiple sliders and exterior doors create an easy indoor-outdoor flow to a two-tier deck and patio, with space for dining, relaxing and enjoying the wooded setting. A two-car garage, paved driveway and stone walls complement the property, while an oversized shed with double-door entry provides additional storage for outdoor equipment, recreational gear and seasonal items. Located approximately one mile from I-84 Exit 9, with convenient access to Brookfield amenities and commuting routes. A distinctive Contemporary with adaptable spaces, generous storage and room to personalize over time. Subject to probate approval.

20 High Meadow Ln, Brookfield

$1,395,000

5 Beds ⋅ 7 Baths ⋅ 24200896 MLS

This is a must-see property to truly appreciate its remarkable scale, flexibility, and one-of-a-kind design. A perfect blend of historic charm and modern luxury, this residence seamlessly combines an original 1900 home with a thoughtfully designed 2004 expansion. Offering 5 bedrooms, 4 full and 3 half baths, the home showcases exceptional craftsmanship and distinctive architectural details throughout. A potential main-level in-law or au pair suite with a separate entrance, a versatile three-room space above the barn, and 7 garage bays provide exceptional functionality for multigenerational living, working from home, hobbies, or the avid car enthusiast. A grand foyer welcomes you into a dramatic family room anchored by a striking stone fireplace, flowing seamlessly into the living room and spacious kitchen. The kitchen features a center island, wine cooler, and Dacor stove/oven, while French doors open to a large deck that connects to a screened-in porch, extending the living space outdoors. The main level also features a stunning oak library, formal dining room, convenient mudroom entry, and walk-in pantry. A sun-filled conservatory surrounded by lush greenery offers a tranquil retreat and is equipped with automatic sprinklers, making it an ideal space for gardening enthusiasts.

109 Long Meadow Hill Rd, Brookfield

$625,000

4 Beds ⋅ 3 Baths ⋅ 24201934 MLS

If a beautiful home with a backyard oasis is high on your priority list, this property delivers both! Inside, hardwood floors run throughout much of the main level, including the bright and spacious living room with a shiplap accent wall that adds just the right amount of character. The kitchen offers plenty of cabinetry and counter space, along with a casual dining area for everyday meals, while the adjoining formal dining room provides additional space for entertaining and gatherings. The home features four bedrooms and two beautifully designed full baths. The lower level adds an impressive amount of additional living space, with a large family room centered around a stone fireplace, a charming built-in seating nook, a home office, and an additional room that works perfectly as a bedroom, playroom, gym, or whatever suits your lifestyle. The expansive, level yard offers plenty of room for games, gatherings, pets, or simply enjoying the outdoors. A spacious Trex deck surrounds the above-ground pool, creating a great place to spend summer afternoons and evenings with family and friends. A separate patio and fire pit area adds yet another outdoor space to relax and entertain. Conveniently located in Brookfield with easy access to schools, shopping, restaurants, and I-84.

4 Old Turnpike Rd, Brookfield

$399,900

2 Beds ⋅ 2 Baths ⋅ 24205250 MLS ⋅ Stony Hill Village BLDG.

Welcome to 11 Acorn Lane, located in the desirable Stony Hill Village in Brookfield! This inviting end-unit offers 2 bedrooms and 1.5 bathrooms with a comfortable and functional layout, freshly painted. Featuring new hardwood floors, a spacious living room, dining room, a kitchen equipped with stainless steel appliances and granite counter tops. The end-unit location provides added privacy and natural light. Enjoy the community amenities, including a swimming pool and clubhouse. Conveniently located near shopping, dining, and major routes, this home offers a great combination of comfort, convenience, and community living.

11 Acorn Ln Unit 11, Brookfield

$302,000

1 Beds ⋅ 1 Baths ⋅ 24204856 MLS ⋅ Rollingwood BLDG.

Sometimes the BEST FEATURE is simply ease. 19 Eden Court offers one-level living with a PRIVATE ENTRANCE, NO STAIRS and parking conveniently located near the front door. This corner end-unit is also positioned near the community entrance for convenient access in and out. The open floor plan includes an oversized one-bedroom with a separate den/home office, updated kitchen, newer appliances and walk-in pantry. In-unit laundry features a stackable washer and dryer. A covered ground-level deck extending the living space outdoors with access to the yard and garden. Plus, additional storage available in nearby building. Rollingwood offers a gated in-ground pool and a Brookfield location convenient to shopping, dining, the Greenway Walking Trail, Candlewood Lake, Lake Lillinonah, Route 7 and I-84. Professional photos coming soon.

19 Eden Court, Unit 19, Brookfield

$249,900

1 Beds ⋅ 1 Baths ⋅ 24204575 MLS ⋅ Rollingwood Iii BLDG.

Move right into this beautifully updated upper-level ranch style unit built in 2002 in Sought after Rollingwood. No work needed here! Newer laminate floors in the living room, dining room, kitchen and hallway. Newer carpeting in bedroom. Freshly painted throughout. Updated bath with quartzite countertop, undermount sink & faucet, new tiled floor, brand-new stainless-steel appliances, newer stackable washer and dryer, new lighting fixtures and recessed lights. Balcony off dining room. Heat and hot water included in the common charges. New roof and new front porch on this building September 2026. Storage in basement. Owner is a licensed real estate salesperson in the State of CT.

23 Rollingwood Dr Unit 23, Brookfield

$1,195,000

7 Beds ⋅ 5 Baths ⋅ 24203526 MLS

A rare opportunity to own a unique multi-family estate featuring three separate dwellings on one beautiful and exceptionally private property. Ideal for an investor, multi-generational living, or an owner-occupant looking for additional rental income. The main residence is a spacious four-bedroom Cape-style home offering three full bathrooms, an updated kitchen, and a generously sized living room highlighted by a fireplace. An attached two-car garage, full unfinished basement offering excellent storage and future possibilities, and a private patio overlooking the peaceful yard complete the main home. The second dwelling is a charming two-bedroom, one-bath cottage offering over 1,000 square feet of living space. This Cape Cod-style residence features vinyl siding and a picturesque front porch, creating a warm and inviting setting. The third dwelling is a separate one-bedroom, one-bath cottage that is currently tenant occupied, providing immediate rental income. The main residence and two-bedroom cottage are currently owner occupied. Surrounded by privacy and natural beauty, this distinctive estate offers tremendous flexibility and income potential. Whether you're seeking an investment property, a multi-generational compound, or the opportunity to live on-site while generating rental income, this special property offers possibilities that are increasingly difficult to find.

94 Obtuse Rd S, Brookfield

$650,000

5 Beds ⋅ 3 Baths ⋅ 24202266 MLS

2 White Pine Drive has been owned & lovingly cared for by the same family since it was built in 1970, and is now being offered for sale for the first time. This custom-built home offers 5 bedrooms, including a main-level primary suite, & a spacious, flexible floor plan with room to make it your own. There is so much character throughout this home that you simply don't find anywhere else. Brick accents in the kitchen, wood-paneled walls in the front family room, French doors, vaulted ceilings, & generously sized rooms are just a few of the details that give this home its personality and charm. The main level offers plenty of space for both everyday living and entertaining, with rooms that flow easily from one to the next. Upstairs are 3 additional bedrms, a full hall bath, & an enormous walk-in closet that feels more like another room. The unfinished basement provides even more space for storage, a workshop, or future expansion. The property sits on a perfectly level corner lot in an established neighborhood, and the setting is just as special as the home itself. The yard has been carefully tended for decades, with mature plantings throughout, a large flagstone patio for outdoor dining and relaxing, & a gentle slope along the property that creates natural privacy from neighboring homes. There is plenty of open, usable space to enjoy as it is or create the backyard you've always wanted. After more than 50 years with the same family, 2 White Pine is ready for its next chapter.

2 White Pine Dr, Brookfield

$610,000

3 Beds ⋅ 3 Baths ⋅ 24203204 MLS ⋅ The Willows At Brookfield BLDG.

Make the Madaket Manor your own with this build-to-order opportunity, ideally situated on a peaceful cul-de-sac overlooking beautiful green space. Personalize your interior finishes with selections from Toll Brothers' award-winning Design Studio and create a home that reflects your style. A dramatic two-story foyer opens to a bright, open-concept main level where the spacious great room and casual dining area flow seamlessly into the well-designed kitchen, featuring a large center island with breakfast bar, abundant cabinetry and counter space, generous pantry, and direct access to the rear deck. Enjoy peaceful green-space views from the deck, perfect for relaxing or outdoor dining. Upstairs, the spacious primary suite features a large walk-in closet and private bath with dual vanities and a luxe shower with built-in seating. Secondary bedrooms offer vaulted ceilings and generous closets, with convenient bedroom-level laundry nearby. Additional highlights include a main-level powder room, lower-level everyday entry, abundant storage, nearby visitor parking, and a desirable cul-de-sac setting. An exceptional opportunity to personalize your new home while enjoying luxury, comfort, and low-maintenance living.

26 Bramble Way Unit Homesite #40, Brookfield

Start Your Search

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.