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Newest Homes for Sale in Lakeside Woods, CT

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  • /29

    $289,900

    • 2 Beds
    • 1 Bath
    • 1,025 Sq Ft

    225 Willow Springs Unit 225, New Milford, CT 06776

    Welcome to this bright, move-in-ready 2-bedroom, 1-bath ranch-style home, thoughtfully updated and designed for effortless living and entertaining. Inside, an inviting open-concept layout features brand-new flooring throughout, new ceilings, walls and tasteful trim accents. The focal point of the living area is a cozy electric fireplace highlighted by a stylish stone accent wall and a classic

    Mary Ellen Barnett William Pitt Sotheby's Int'l

    225 Willow Springs Unit 225, New Milford, CT 06776
  • /40

    $895,000

    • 5 Beds
    • 2.5 Baths
    • 3,074 Sq Ft

    8 S Main St, New Milford, CT 06776

    Exceptional opportunity to own a piece of New Milford history just steps from the Town Green. Built in 1900 and extensively renovated in 2020, this award-winning 3,038 SF property features hardwood floors, high ceilings, stained-glass windows, a grand staircase, stone fireplace, wraparound porch, central air, walk-up attic, finished ground-level space with a half bath, and 10 off-street parking

    Thomas Consalvo Tower Realty Corp

    8 S Main St, New Milford, CT 06776
  • /2

    $800,000

    • 5 Beds
    • 5 Baths
    • 3,000 Sq Ft

    00 Town Farm Rd, New Milford, CT 06776

    SITUATION: Completely re-built and finished in 2026! It is now a 2k SF High Ranch 5br/3ba home sitting on a flat shy acre. Only 3 miles from Candlewood Lake, docks and beach! BUILDER: Luxury hotel project director built it for his family but moved to a 10 acre property next to Bantam Lake. OPTIONS: Add a 2-3 car garage (20k-60k) Add up to 1k SF above the garage, expanding to 3k SF & 5 bath

    Michael Bachmann HomeSmart Homes and Estates

    00 Town Farm Rd, New Milford, CT 06776
  • /39

    $1,345,000

    • 4 Beds
    • 6 Baths
    • 6,052 Sq Ft

    32 Sail Harbour Dr, New Fairfield, CT 06812

    A New Look! Grand Colonial in Sail Harbour Club, on Candlewood Lake, sits majestically on 1.13 acs offering 4/5 BRS, 6 Baths,4 car garage plus an expansive yard w/seasonal lake views. Spacious rooms, hardwood floors & a center isle kitchen w/coffee bar & breakfast nook topped with new quartz counters. A flex floor plan offers a private living room, w/hardwood can double as an office or library. A

    Barbara Sivba Coldwell Banker Realty

    32 Sail Harbour Dr, New Fairfield, CT 06812
  • /40

    $539,900

    • 3 Beds
    • 2.5 Baths
    • 1,812 Sq Ft

    14 Heather Ct, New Milford, CT 06776

    Joyful living! All-around warm & wonderful, this endearing Colonial captures your eye, heart & spirit! Just right in size & design, it's enhanced by impeccable care, significant updates, and an eye for natural beauty. The uniquely captivating setting offers exceptional privacy, a stunning natural landscape rich in flora & fauna, and colorful perennial gardens. Higher on appeal, lower on

    Carole Sansone William Raveis Real Estate

    14 Heather Ct, New Milford, CT 06776
  • /39

    $3,750,000

    • 5 Beds
    • 3.5 Baths
    • 4,308 Sq Ft

    23 Lake Dr N, New Fairfield, CT 06812

    Rare opportunity to own your family compound in Candlewood Isle. There are 2 residential waterfront homes on one parcel of land. It is set on a premium gently sloping lot with western exposure & 100' of private waterfront on Candlewood Lake. The western exposure will allow sun on your compound all year long with wonderful sunsets. The primary residence is a 3 bedroom 3 bathroom home with 2940

    Roberta Anderson William Pitt Sotheby's Int'l

    23 Lake Dr N, New Fairfield, CT 06812
  • /24

    $250,000

    • 1 Bed
    • 1 Bath
    • 840 Sq Ft

    51 Willow Springs Unit 51, New Milford, CT 06776

    Enjoy easy, one-level living with no stairs in this one bedroom condo at Willow Springs, complete with a peaceful view of the pond and fountain. Inside, you'll find newer flooring, a cozy living room with electric fireplace, separate laundry room, and a spacious bedroom with a walk-in closet. Step outside to the patio overlooking the water-the perfect spot for morning coffee or relaxing at the

    Danielle Valenti Compass Connecticut, LLC

    51 Willow Springs Unit 51, New Milford, CT 06776
  • /40

    $999,900

    • 4 Beds
    • 3.5 Baths
    • 3,744 Sq Ft

    1 Elwell Rd, New Fairfield, CT 06812

    Built just two years ago, this stunning modern farmhouse blends timeless design with thoughtful finishes and quality craftsmanship throughout. A welcoming front porch and custom front door set the tone as you enter into a bright, open interior featuring 9-foot ceilings, abundant natural light, wide-plank oak hardwood floors, matte gold fixtures, and an inviting layout designed for modern living.

    Cory Neumann Houlihan Lawrence

    1 Elwell Rd, New Fairfield, CT 06812
  • /20

    $535,000

    • 3 Beds
    • 1 Bath
    • 1,128 Sq Ft

    22 Caldwell Dr, New Milford, CT 06776

    Welcome to 22 Caldwell Drive! This beautifully updated raised ranch is tucked away on a quiet street in New Milford and offers a wonderful combination of comfort, style, and convenience. Thoughtful updates throughout give the home a fresh, move-in-ready feel, while the finished lower level adds valuable additional living space and flexibility. Step outside onto the rear deck overlooking a level

    Jessica Diaz Coldwell Banker Realty

    22 Caldwell Dr, New Milford, CT 06776
  • /29

    $299,900

    • 1 Bed
    • 1 Bath
    • 1,038 Sq Ft

    178 Willow Springs Unit 178, New Milford, CT 06776

    Welcome to this stylish townhouse-style contemporary condo! The main level features a spacious bedroom with a large walk-in closet, providing plenty of storage. The bright and inviting living room showcases beautiful hardwood floors, a charming electric corner fireplace, and sliders leading to a private balcony deck, creating an ideal space to relax or entertain. Enjoy the convenience of

    Lori Campbell Coldwell Banker Realty

    178 Willow Springs Unit 178, New Milford, CT 06776
  • /35

    $450,000

    $19K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,712 Sq Ft

    54 Taylor Terrace, New Milford, CT 06776

    Welcome to 54 Taylor Terrace, a well-maintained and inviting 3-bedroom, 2-full-bath split-level home in New Milford. From the moment you step inside, you'll appreciate the comfortable feel and open floor plan that creates an easy flow for both everyday living and entertaining. The home offers plenty of space to settle in and make your own, with a layout that feels both functional and welcoming.

    Roman Vladimirsky Keller Williams NY Realty

    54 Taylor Terrace, New Milford, CT 06776
  • /34

    $745,000

    • 4 Beds
    • 2.5 Baths
    • 3,429 Sq Ft

    26 Bayberry Ln, New Milford, CT 06776

    Sitting pretty at the end of a quiet cul-de-sac in one of New Milford's premier neighborhoods! 4 bedroom 2.5 bath Farmhouse Colonial with lots of bells and whistles. Center island leathered granite kitchen with stainless appliances and subway tiled back splash. Front to back family room with fireplace. 2 story foyer. A formal living, formal dining and office/music room with built in bookshelves

    Joe Chemero Coldwell Banker Realty

    26 Bayberry Ln, New Milford, CT 06776
  • /30

    $695,000

    Open Sun 1PM - 3PM
    • 4 Beds
    • 2 Baths
    • 2,160 Sq Ft

    264 Quaker Hill Rd, Pawling, NY 12564

    Situated in the prestigious, historic hamlet of Quaker Hill, this exceptional property offers a rare blend of scale, privacy, & scenic beauty. Set well back from the road at the end of a long, sweeping driveway, the 6.57-acre setting borders the picturesque, rolling pastures of Akindale Thoroughbred Rescue.Offered for the first time in nearly 76 years, this is a rare opportunity to own a

    Gillian Stewart Gillian Stewart Real Estate

    264 Quaker Hill Rd, Pawling, NY 12564
  • /9

    $190,000

    • 1 Bed
    • 1 Bath
    • 625 Sq Ft

    65 West St Unit 404, New Milford, CT 06776

    Welcome to Gaslight Place! This remarkable building, once home to the historic J.S. Halpine Tobacco Warehouse, offers a unique blend of character, charm, and convenient village living. Ideally located within walking distance of the Village Green, where community events are enjoyed throughout the year, you'll be perfectly situated to experience all that this quaint New England town has to offer.

    Patty McManus William Pitt Sotheby's Int'l

    65 West St Unit 404, New Milford, CT 06776
  • /30

    $440,000

    • 3 Beds
    • 2 Baths
    • 1,359 Sq Ft

    40 Valley View Ln, New Milford, CT 06776

    Calling all Candlewood Lake lovers! Enjoy the best of lake life in this well-maintained move in ready Ranch offering private community beach rights and effortless one-level living. From the moment you enter, you're welcomed by hardwood floors and vaulted ceilings with original beam work, complimented by a cozy gas stove perfect for cooler months. French doors lead to a bright and sun-filled great

    Kristin Barese Coldwell Banker Realty

    40 Valley View Ln, New Milford, CT 06776
  • /27

    $625,000

    Open Sun 12PM - 2PM $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,912 Sq Ft

    108 Perry Dr, New Milford, CT 06776

    Move right in and enjoy a home where thoughtful updates, modern comforts, and major improvements have already been taken care of. This 3-bedroom, 3-full-bath home pairs an ideal location with beautifully updated living spaces, including a refreshed kitchen, bathrooms, flooring, and a renovated lower level that adds valuable flexibility. The primary bath and basement were renovated just two years

    Geo Crume Keller Williams Realty

    108 Perry Dr, New Milford, CT 06776
  • /16

    $135,000

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft

    15 Duncan Ln, New Milford, CT 06776

    Sun filled and spacious 2 bedroom home in Candle Hill Community. Generously sized Eat-In-Kitchen with walls of windows facing the open land. Large Living Room featuring wood look vinyl flooring and 2 doors opening to a long private deck. A dining area can be set up in the living room as well as in the kitchen. Down the hall are two bedrooms with a good size full bath and the washer/dryer for

    Agent Photo

    Carrie Barry

    Coldwell Banker Realty

    15 Duncan Ln, New Milford, CT 06776
  • /2

    $50,000

    • Land
    • 8.43 Acres
    • $5,931 per Acre

    0 Park Lane Rd Unit 24203382, New Milford, CT 06776

    This 8.43 acre interior lot being sold with 33 Chestnut Land Rd Listing ID: 24203362. Great Brook does flow through this property. Buyer to do their own due diligence with what can be done with this parcel. The property can be accessed from 33 Chestnut Land Rd. Please park in the driveway and not on Route 109. Subject to probate tax clearance and court approval.

    Agent Photo

    Chris LaCava

    Coldwell Banker Realty

    0 Park Lane Rd Unit 24203382, New Milford, CT 06776
  • /40

    $1,295,000

    • 6 Beds
    • 5.5 Baths
    • 4,258 Sq Ft

    201 Route 37 S, Sherman, CT 06784

    Tucked back from the road behind a privacy screen of mature evergreens on almost an acre and a half of level property, is the c. 1862 Charles A. Briggs House-famously known as the Timber Trails Inn of the early 1900s. This historic Sherman landmark has been thoughtfully modernized to pair 19th-century soul with 21st-century luxury. Antique wide-board floors, authentic exposed beams, and original

    Mary Worstell Real Property Purveyors Inc

    201 Route 37 S, Sherman, CT 06784
  • /39

    $700,000

    • 5 Beds
    • 3 Baths
    • 2,004 Sq Ft

    27 Town Farm Rd, New Milford, CT 06776

    Fully rebuilt in 2026 - Better than New Construction! 5 bed-3 full marble baths w/ New 5Br septic. 3 miles from Candlewood Lake. Home boasts 2 en-suite bedrms & potential for multi-gen living. Main level features solid bamboo floors throughout, stunning NEW Kitchen w/ new cabinets, quartz tops, glass backsplash, S/S LG Signature appliances: dual fuel, double ovens, gas cooktop, French door

    Michael Bachmann HomeSmart Homes and Estates

    27 Town Farm Rd, New Milford, CT 06776
  • /40

    $1,195,000

    • 4 Beds
    • 2.5 Baths
    • 5,353 Sq Ft

    3 Hay Meadow Ln, New Milford, CT 06776

    Set on 2.48 gorgeous, level acres, this spacious 4-bedroom, 3.5-bath center-hall Colonial offers exceptional indoor and outdoor living. Hardwood floors, 9-foot ceilings, neutral finishes and generously sized rooms enhance the main level. The beautifully appointed kitchen features custom white cabinetry, an expansive granite island, tile backsplash, coffee bar, large pantry and casual dining area,

    Kim Kendall Keller Williams Realty

    3 Hay Meadow Ln, New Milford, CT 06776
  • /31

    $599,900

    • 3 Beds
    • 3 Baths
    • 2,724 Sq Ft

    158 Route 39 S, Sherman, CT 06784

    Exceptional Opportunity in Southern Sherman! Tucked away on a scenic 1.84-acre parcel, this spacious 2,700 square foot custom-built home offers incredible upside for end users, builders, and investors alike. Bring your vision to life-all of the major items are already in place. Featuring a newer roof, top-of-the-line European Buderus boiler, hot water heater, Roth double-wall oil tank, and a

    Joe Chemero Coldwell Banker Realty

    158 Route 39 S, Sherman, CT 06784
  • /18

    $399,000

    $1K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,050 Sq Ft

    6 Culvert City Rd, New Milford, CT 06776

    Welcome to 6 Culvert City Rd in New Milford! Located on a nice, quiet dead-end street, this charming home offers a comfortable and functional layout with inviting living spaces and a nice yard perfect for relaxing or entertaining. Conveniently located near New Milford's town center, shopping, restaurants, parks, and major routes. A great opportunity to make this home your own. Schedule your

    Agent Photo

    Javyn Roundtree

    Roundtree Realty LLC

    6 Culvert City Rd, New Milford, CT 06776
  • /11

    $250,000

    New Construction
    • 2 Beds
    • 2.5 Baths
    • 1,217 Sq Ft

    9 Victory Ln, New Milford, CT 06776

    Enjoy this brand new home in our family community. Open floor plane with stainless steel appliances, stainless farmhouse sink and large walk-in closet. The Candle Hill Community is ideally located 3/5 miles from town and only 15 miles from Danbury. You'll enjoy watching the wild life wander through this quiet, wooded, family neighborhood. Explore the natural beauty of the nearby parks and small

    Darice Joerman Garden Homes Management

    9 Victory Ln, New Milford, CT 06776
  • /19

    $299,900

    • 2 Beds
    • 1 Bath
    • 1,025 Sq Ft

    249 Willow Springs, New Milford, CT 06776

    Discover your perfect new home in Willow Springs! This fantastic 2-bedroom, 1-bathroom condo offers easy one-level living, making it super convenient. You'll love the quick access to Route 7, I-84, and Route 202, making commutes a breeze. Plus, with awesome amenities like a pool, playground, and basketball court, there's always something fun to do right outside your door! It's the ideal spot for

    Shaun Klesh William Pitt Sotheby's Int'l

    249 Willow Springs, New Milford, CT 06776
  • /11

    $305,000

    $5K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,937 Sq Ft

    43 Twin Oaks, New Milford, CT 06776

    Tucked away in a quiet location off the main roads, this 2 bedroom townhouse offers privacy, space, and convenience with a private back yard. The large living room features cozy carpeting, a fireplace, and access to a private balcony, overlooking the backyard-perfect for relaxing or entertaining. The galley kitchen opens to a dining room with a ceiling fan, along with a laundry area and a half

    Donna Kuehn Coldwell Banker Realty

    43 Twin Oaks, New Milford, CT 06776
  • /16

    $169,500

    $16K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 710 Sq Ft

    470 Danbury Rd Unit 7, New Milford, CT 06776

    Fresh and clean. Main level unit, recent total bathroom renovation , newer kitchen and flooring. Two in-the wall air conditioners, patio door with morning sun. Heat is included in common charges. owner's highest electric bill has been $32 per month. Southern New Milford, a few minutes to Route 7 connector.

    Jehad Sabbagh William Raveis Real Estate

    470 Danbury Rd Unit 7, New Milford, CT 06776
  • /20

    $229,000

    $50K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    1 Haviland Rd, New Milford, CT 06776

    Come check out this amazing opportunity in the private neighborhood of haviland road. Amazing opportunity for investors, fix and flippers, or DIYers looking for a summer home! This house has deeded lake rights and comes with a boat slip! right across the street from beautiful Candlewood Lake!

    Ian Ross Mia Realty LLC

    1 Haviland Rd, New Milford, CT 06776
  • /21

    $88,000

    $7K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    1 Tallow Ln, New Milford, CT 06776

    Welcome to Candle Hill Community in the heart of New Milford! This beautifully remodeled mobile home has been thoughtfully updated throughout, featuring new windows, an updated kitchen, new flooring, and a propane stove for efficient and cozy heating. The fresh updates create a bright, comfortable, and inviting space that is ready for its next owner. Enjoy the charm and convenience of being close

    Marissa Bolmer Berkshire Hathaway NE Prop.

    1 Tallow Ln, New Milford, CT 06776
  • /37

    $399,999

    • 3 Beds
    • 1.5 Baths
    • 1,776 Sq Ft

    166 Willow Springs Unit 166, New Milford, CT 06776

    Welcome to one of the largest and most distinctive residences in Willow Springs. This beautifully updated three bedroom, one and a half bathroom townhouse offers 1,776 square feet of spacious, light filled living. The dramatic living room features soaring vaulted ceilings, hardwood floors, oversized windows, custom wall molding, and a striking fireplace wall with modern wood slat detailing.

    Luciana Oliveira William Raveis Real Estate

    166 Willow Springs Unit 166, New Milford, CT 06776
  • /25

    $474,000

    • 3 Beds
    • 2 Baths
    • 1,542 Sq Ft

    55 Taylor Terrace, New Milford, CT 06776

    Well maintained 3 bedroom 2 bath split level home on level, private property. Living room with hardwood floors and fireplace. One car garage. Oversized two-tiered deck, great for entertaining. Some newer windows and doors. Newer roof. Shed. Vinyl siding. Low maintenance yard with nice landscaping. City water. Great location with easy access to charming downtown.

    Joe Chemero Coldwell Banker Realty

    55 Taylor Terrace, New Milford, CT 06776
  • /19

    $1,180,000

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 800 Sq Ft

    18 Orchard Beach Rd, Sherman, CT 06784

    DIRECT WATERFRONT, rarely available, LAKEFRONT HOME ON CANDLEWOOD LAKE - SHERMAN, CT Experience the best of lakefront living in this charming 3-bedroom, 1 bath home nestled on a private .43- acre lot. An adjacent .63-acre wooded, sloping lot is included. New kitchen with new appliances and new bathroom. New washer and dryer and hot water tank. Located on a cul-de-sac and next to Orchard Beach.

    Derek Greene Derek Greene

    18 Orchard Beach Rd, Sherman, CT 06784
  • /38

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 1,896 Sq Ft

    8 Pinewood Shores, Sherman, CT 06784

    Beautifully maintained, move-in ready +1890 sf raised ranch with a deeded boat dock and private sandy beach in desirable Pinewood Shores at Squantz Pond! Enjoy the best of water-community living with a gorgeous, level yard surrounded by perennial plantings and a spacious deck perfect for outdoor entertaining, dining alfresco or simply relaxing after a day on the water. Light and bright

    Angelina Valentini Coldwell Banker Realty

    8 Pinewood Shores, Sherman, CT 06784
  • /5

    $1,400,000

    • 4 Beds
    • 2.5 Baths
    • 4,136 Sq Ft

    392 Old Quaker Hill Rd, Pawling, NY 12564

    Set on beautiful grounds next to the Akin Free Library, this one-of-a-kind Colonial offers a rare combination of privacy and charm. The property, including the adjacent BOHA 4 bed parcel, spans 7.48 acres of old-growth trees, a creek, and an open field overlooking Kirby Hill Farm. A gated, tree-lined driveway leads to a home that blends functional living with the timeless character of Quaker Hill.

    Joseph Sala McGrath Realty Inc

    392 Old Quaker Hill Rd, Pawling, NY 12564
  • /6

    $260,000

    • Land
    • 2.25 Acres
    • $115,556 per Acre

    56 Hubbell Mountain Rd, Sherman, CT 06784

    Wooded land.

    John Sniffen William Pitt Sotheby's Int'l

    56 Hubbell Mountain Rd, Sherman, CT 06784
  • /40

    $549,000

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    20 Heacock Crossbrook Rd, New Milford, CT 06776

    Sitting Pretty! 3 bedroom Farmhouse Cape with large composite back deck awesome covered front porch to sit and enjoy the mountain views and privacy. Tiled eat in kitchen. Family room with fireplace. Formal living and dining room. Upstairs has large primary bedroom with full bath and walk in closet plus 2 other large bedrooms. Lots of character. Central Air. Lower level walkout has finished room

    Joe Chemero Coldwell Banker Realty

    20 Heacock Crossbrook Rd, New Milford, CT 06776
  • /39

    $675,000

    • 5 Beds
    • 3 Baths
    • 3,252 Sq Ft

    341 Candlewood Lake Rd N, New Milford, CT 06776

    Set on over 4.5 bucolic acres just minutes from the shores of Candlewood Lake, this spacious five-bedroom ranch offers an abundance of living area and flexibility across two finished levels. The main level features 1,626 square feet, while the substantial fully finished lower level provides a significant additional living area (another 1,626 sq ft!) with potential for additional bedrooms, a home

    Rudy Marciano Keller Williams Realty

    341 Candlewood Lake Rd N, New Milford, CT 06776
  • /48

    $949,000

    • 3 Beds
    • 2.5 Baths
    • 2,268 Sq Ft

    36 Sunset New Fairfield Ct Trail, New Fairfield, NY 06812

    Enjoy year-round resort living at Candlewood Isle, one of Candlewood Lake's most sought-after private lake communities. Perfectly sited to capture year-round breathtaking western exposure and unforgettable sunsets, this move-in ready, one-level-living ranch offers +2,260 square feet of beautifully maintained living space in total with spectacular lake views. The inviting open floor plan is

    Angelina Valentini Coldwell Banker Realty

    36 Sunset New Fairfield Ct Trail, New Fairfield, NY 06812
  • /26

    $429,900

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,496 Sq Ft

    8 Terrace Dr, Sherman, CT 06784

    Welcome to your private retreat nestled on a scenic wooded lot with distant views of Green Pond. Located in a quiet gated community, this charming 3-bedroom, 1-bath ranch offers a peaceful layout designed for relaxed living and effortless indoor-outdoor connection. Step inside to discover a bright, expansive sunroom wrapped in wall-to-wall windows that fill the home with natural light and frame

    Suzann Walsh Walsh Realty Group

    8 Terrace Dr, Sherman, CT 06784
  • /11

    $225,000

    • Land
    • 8.44 Acres
    • $26,659 per Acre

    14 Akindale Rd, Pawling, NY 12564

    Discover the opportunity to build your custom home on this exceptional 8.44-acre homesite in Brady Brook Falls, an established community of estate properties nestled in Pawling's scenic countryside. Offering a beautiful mix of open areas and mature woodlands, the property provides a peaceful setting with plenty of space to create the home you've envisioned. Much of the preparation has already

    Debra Allan BHHS Hudson Valley Properties

    14 Akindale Rd, Pawling, NY 12564

Showing Results 1 - 40, Page 1 of 3

Frequently Asked Questions

What are the most popular zip codes in Lakeside Woods, CT?
The most popular zip codes in Lakeside Woods, CT include 06784, 06776, 06812, 12564 and 12563.
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