Middlesex County CT Houses for Sale

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  /24

  $275,000

  • 2,192 Sq Ft

  565 High St, Middletown, CT 06457

  Welcome to 565 High St, Middletown, CT. This unique commercial building is located in the heart of a residential neighborhood. It has operated as a karate dojo since 1998. The space is perfect for a hall, dance studio or open space. With dormered ceilings and a spacious basement this building is a perfect creative space. It has potential for renovations and to be converted for multiple uses. The

  David Tobin William Raveis Real Estate

  565 High St, Middletown, CT 06457
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  /4

  $339,900

  • 4 Beds
  • 2 Baths
  • 1,704 Sq Ft

  42 Saybrook Rd, Middletown, CT 06457

  This is home is located convenient to Shopping center and route 9. First floor main bedroom with full bath Addition three bedrooms on the upper level and a full bath. Builtin hutch in the dinning area. Living room with fireplace. (never used) Hardwood floors under carpeting. Ramp A detached two car garage. Property to be sold in as is condition, Contingent upon probate approval

  Ramona B Gonzalez Berkshire Hathaway NE Prop.

  42 Saybrook Rd, Middletown, CT 06457
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  /40

  $1,695,000

  • 7 Beds
  • 4 Baths
  • 3,705 Sq Ft

  4 Hamburg Rd, East Haddam, CT 06423

  Nestled among the rolling hills of East Haddam and Lyme, Clover Hill Farm at 4 Hamburg Rd., seamlessly blends pre-Revolutionary War charm with 21st-century sophistication. This classic New England antique estate has been thoughtfully updated creating an exceptional retreat that honors tradition while embracing modern updates. Step inside the main residence and discover a blend of historic

  Allyson Cotton William Pitt Sotheby's Int'l

  4 Hamburg Rd, East Haddam, CT 06423
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  /40

  $1,075,000

  • 3 Beds
  • 2.5 Baths
  • 2,467 Sq Ft

  122 Old Post Rd, Old Saybrook, CT 06475

  Did you ever dream of owning two vacation homes, one near the water within walking distance to a beach, and another quiet cabin somewhere in the mountains or woods where you are surrounded by natural beauty? This unique home is both! Tucked away on 2+ private acres in the coveted Indian Town Beach Association, it is a spacious custom-built post and beam timber frame with amenities that rival a

  Susan Malan William Pitt Sotheby's Int'l

  122 Old Post Rd, Old Saybrook, CT 06475
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  /38

  $525,000

  • 3 Beds
  • 1.5 Baths
  • 2,380 Sq Ft

  63 Burr Rd, Higganum, CT 06441

  Spacious 3-bedroom, 1.5-bathroom colonial with an open floor plan and 2,380 sq ft of living space. The main level includes a large living area, dining space, and kitchen with direct flow between rooms. Three well-sized bedrooms and a full bathroom are located on the second floor. Additional areas throughout the layout offer flexible use options such as office, storage, or hobby space. Situated on

  Alyssa Maikowski William Raveis Real Estate

  63 Burr Rd, Higganum, CT 06441
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  /36

  $1,350,000

  • 4 Beds
  • 4 Baths
  • 3,036 Sq Ft

  11 N Main St, Essex, CT 06426

  Welcome to the reimagined John Miner House on North Main Street in the charming Connecticut River Valley Village of Essex. Originally built in 1880 as a residence and tailor shop, this historic property has evolved over the years into a unique investment and lifestyle opportunity. Ideally located in the Heart of the Village, you'll enjoy a short stroll to the Connecticut River, marinas, quaint

  Philip Warner William Pitt Sotheby's Int'l

  11 N Main St, Essex, CT 06426
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  /39

  $500,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 2.5 Baths
  • 2,908 Sq Ft

  183 Aston Ln, Middletown, CT 06457

  This is NOT A DRIVE-BY!!! What you see from the front is not what you will see inside!! As you enter through the side door, you will love the mudroom, for everyones shoes, coats, bag, etc. Then walk in to your large kitchen with vaulted ceilings! The front dining room with fireplace is off the kitchen perfect for gatherings. The sunken family room will WOW you with how much room there is! The

  Brittany O'Hara William Raveis Real Estate

  183 Aston Ln, Middletown, CT 06457
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  /31

  $1,075,000

  • 3 Beds
  • 3 Baths
  • 3,496 Sq Ft

  12 Hill Rd, Old Saybrook, CT 06475

  Welcome to Otter Cove Estates, located in Old Saybrook Ct. Live in the established area of residential homes that offer large lots of 2 acres at the mouth of the Ct River. This home offers 3 bedrooms with Master suite on the first floor with ensuite. Open floor plan large kitchen, built in newer appliances subzero built in fridge, Electrolux double ovens, Bosch dishwasher and newer microwave.

  Paula Stuart Berkshire Hathaway NE Prop.

  12 Hill Rd, Old Saybrook, CT 06475
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  /3

  $619,400 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,276 Sq Ft

  600 Freya Ln, East Hampton, CT 06424

  Lake Overlook Estates - an enclave of 12 homesites with stunning seasonal views of Lake Pocotopaug. Lot 4 - last home site available for Carma, LLC. The Colonial - offering a classic Colonial look. The first floor offers an open floor plan with great room and kitchen located in the entire back of home and a large dining room. The beautiful staircase is set to the side with open railings, a large

  Mark Toledo Berkshire Hathaway NE Prop.

  600 Freya Ln, East Hampton, CT 06424
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  /3

  $617,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,151 Sq Ft

  7 Freya Ln, East Hampton, CT 06424

  Last homesite available with Carma, LLC. Lake Overlook Estates - en enclave of 12 homesites with stunning seasonal views of Lake Pocotopaug. This beautiful Cape offers it all. You will enjoy the classic historic Cape look on the exterior, framed by a brick center chimney. The inside is wow! You walk into an oversized entry boasting an open staircase offering vaulted ceilings in entry and 2 story

  Mark Toledo Berkshire Hathaway NE Prop.

  7 Freya Ln, East Hampton, CT 06424
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  /33

  $325,000

  • 4 Beds
  • 1.5 Baths
  • 2,005 Sq Ft

  175 Lincoln St, Middletown, CT 06457

  Timeless Colonial rich with historic charm, minutes from downtown Middletown, Wesleyan University & Middlesex Hospital, this home offers the perfect blend of convenience & character. Featuring 4 nice sized bedrooms, high ceilings, original woodwork & a warm inviting layout. The detached garage adds extra storage or workshop potential & the walk-up attic offers endless possibilities for expansion

  Michelle Mazzotta eXp Realty

  175 Lincoln St, Middletown, CT 06457
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  /34

  $379,900

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  50 Cedar St, Middletown, CT 06457

  Classic charm meets everyday comfort in this beautifully maintained 3-bedroom, 2 full bathroom Colonial located in Middletown. Step inside to find sun-filled living spaces with warm hardwood floors, timeless built-ins & inviting details throughout. The living room offers a cozy yet elegant setting, perfect for relaxing or entertaining, while the thoughtfully styled kitchen blends character with

  Michelle Mazzotta eXp Realty

  50 Cedar St, Middletown, CT 06457
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  /2

  $649,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,510 Sq Ft

  14 Lakewood Rd, East Hampton, CT 06424

  Final Chance in Lake Overlook Estates.A rare offering in this fully sold-out community - this new colonial will be custom built on a premium elevated .75 acre lot with stately curb appeal, a 3 car garage, and a floor plan curated for both function + luxury.This 3 bedroom colonial (with the option to convert to a 4 bedroom) features a custom-designed layout, oversized kitchen with large center

  Nikki Defrancesco Coldwell Banker Realty

  14 Lakewood Rd, East Hampton, CT 06424
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  /22

  $629,900 New Construction

  • 2 Beds
  • 2 Baths
  • 1,555 Sq Ft

  145 Webster Ln Unit 2-41, Middletown, CT 06457

  Experience Carefree Living at Founders' Ridge - the Premier 55+ Award-Winning Community! Introducing our newest Model Home -the "KIRBY II", now available for early 2026 occupancy! Nestled in the highly desirable Westfield section of Middletown, this thoughtfully designed 1,555 sq. ft. single-level home offers both luxury and ease in one perfect package. Elegant Interior Features include stunning

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  145 Webster Ln Unit 2-41, Middletown, CT 06457
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  /39

  $699,900

  • 4 Beds
  • 3.5 Baths
  • 3,308 Sq Ft

  821 Essex Rd, Westbrook, CT 06498

  Welcome to your dream home nestled on a serene 1.0 acre wooded lot, complete with a tranquil pond in the backyard - perfect for peaceful mornings and relaxing evenings. Home features Expansive kitchen ideal for entertaining and family gatherings, 4 spacious bedrooms including 2 luxurious primary suites, heated floor in 1st level primary bath, double-faced fireplace warming both the cozy living

  Joe Paul Coldwell Banker Realty

  821 Essex Rd, Westbrook, CT 06498
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  /4

  $749,000

  • 4 Beds
  • 2 Baths
  • 1,970 Sq Ft

  62 River St, Deep River, CT 06417

  STEP INSIDE AND PRVIEW THIS UP TO DATE VICTORIAN. Easy to show this remodeled two family HOME, could be converted to single family. move in condition, all new appliances. CLOSE TO TOWN, DRUG STORE, GROCERY AND RESTAURANTS.

  Mim Beardsley Houlihan Lawrence WD

  62 River St, Deep River, CT 06417
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  /29

  $434,900

  • 4 Beds
  • 2 Baths
  • 1,963 Sq Ft

  63 Millbrook Rd, Middletown, CT 06457

  Welcome home to rustic Connecticut charm paired with flexible living space and timeless character. You are greeted by a warm living area featuring exposed wood beams and a beautiful stone fireplace that anchors the space with cozy appeal. Just beyond, your kitchen offers an abundance of cabinetry, giving you ample storage and functionality for everyday living and entertaining. Step outside and

  Krystal Pulley Tier 1 Real Estate

  63 Millbrook Rd, Middletown, CT 06457
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  /13

  $2,800,000

  • 15 Beds
  • 7.5 Baths
  • 10,623 Sq Ft

  153 Wallingford Rd, Durham, CT 06422

  This unique farm complex is comprised of an equestrian area for 40 horses +, 5 residential houses and more. It has been in operation for over 100 years and is ready for new multi-generation owners to take the reins or for a progressive investor. There is nearly 280 acres of outstanding land, a pond, pastureland, rolling hills, stalls for 40+ horses and much more. There is, also, an outstanding

  Gary Dobratz Century 21 AllPoints Realty

  153 Wallingford Rd, Durham, CT 06422
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  /24

  $459,999

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft

  5 Sunrise Ave, Old Saybrook, CT 06475

  Welcome to 5 Sunrise Ave., Old Saybrook on the Connecticut Shoreline nothing to do with this one level ranch. This lovely home has three bedrooms, updated bath, updated kitchen, dining / living room. Hardwood floors, Stainless Steel Appliances, white cabinetry and an island for the inspiring chef to create and perfect their culinary skills. Entertain at home enjoy a lovely backyard with an

  Terry McDonald McDonald Real Estate, LLC

  5 Sunrise Ave, Old Saybrook, CT 06475
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  /39

  $669,000

  • 2 Beds
  • 2 Baths
  • 1,076 Sq Ft

  16 N Main St, Essex, CT 06426

  This Charming Carriage house in the heart of Essex Village provides the perfect blend of historic charm and modern comfort. Enjoy a short stroll to local restaurants, the Connecticut River, Museums, marinas, boutique shopping and the Iconic Griswold Inn. Sunlight fills the space, creating a warm and inviting atmosphere. The living room boasts built-ins and a wood burning fireplace. Tiered gardens

  Alice Trautman William Raveis Real Estate

  16 N Main St, Essex, CT 06426
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  /40

  $529,777

  • 3 Beds
  • 2 Baths
  • 1,608 Sq Ft

  89 Book Hill Rd, Essex, CT 06426

  Welcome to 89 Book Hill Road in the heart of Essex Village. This beautifully updated Cape offers a perfect blend of classic New England charm and modern comfort. Set on a private lot surrounded by mature trees, the home features a spacious and light-filled layout with hardwood floors, two fireplaces, and a flexible floor plan. The kitchen has been tastefully updated with modern finishes, flowing

  Tyler Lynch RE/MAX RISE

  89 Book Hill Rd, Essex, CT 06426
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  /24

  $349,900 Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,050 Sq Ft

  104 Boston Rd, Middletown, CT 06457

  Welcome home to this beautifully updated 3 bedroom, 1 bath ranch style home with 1 car garage that blends comfort, style, and everyday convenience. The recently updated kitchen is the heart of the home, featuring granite countertops, a pantry cabinet for extra storage, and two large windows overlooking the backyard allowing natural sunlight to flow in. The spacious living room is warm and

  Erica Sgroi LAER Realty Partners

  104 Boston Rd, Middletown, CT 06457
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  /40

  $3,750,000

  • 4 Beds
  • 4.5 Baths
  • 3,518 Sq Ft

  175 N Cove Rd, Old Saybrook, CT 06475

  Every home tells a story and the often admired c.1704 Black Horse Tavern in historic North Cove is no exception. Located at the waters edge and offering expansive water views, this stunning private residence is rich in both local history and architectural detail. Meticulously curated to perfection, quality of craftsmanship is evident throughout. A warm and welcoming entry leads to elegant

  Kyle Hinding Coldwell Banker Realty

  175 N Cove Rd, Old Saybrook, CT 06475
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  /38

  $759,900

  • 3 Beds
  • 3 Baths
  • 2,397 Sq Ft

  15r Clark Rd, Durham, CT 06422

  Tucked away on over 6 private acres in Durham, this extraordinary dream home is ready for your finishing touches. A rare opportunity to complete a custom home without the long construction wait, this unique property allows you to personalize the final details and truly make it your own. The thoughtfully designed main level offers 3 bedrooms and 3 bathrooms, all conveniently on one floor.

  Roberta Whalen LAER Realty Partners

  15r Clark Rd, Durham, CT 06422
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  /40

  $1,950,000

  • 3 Beds
  • 3.5 Baths
  • 3,785 Sq Ft

  703 Fox Hopyard Rd, East Haddam, CT 06423

  Just built, finished 1/15/26. Brand new construction with the most gorgeous view. This may just be the very best lot and view in all of Fox Hopyard. Perfectly sited at the end of the road with a sprawling lawn. This Nantucket Style cedar shake home features a dramatic great room with a floor to ceiling stone fireplace, high beamed ceiling with an open spacious loft space above, dining area and is

  Jodi Strycharz William Pitt Sotheby's Int'l

  703 Fox Hopyard Rd, East Haddam, CT 06423
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  /29

  $650,000

  • 4 Beds
  • 2.5 Baths
  • 3,200 Sq Ft

  63 Timber Hill Rd, Cromwell, CT 06416

  Looking for a spacious, move-in-ready traditional Colonial with modern touches on an acre of land? Look no further than 63 Timber Hill Rd. This property is perfect for any occasion, featuring a breakfast bar, formal dining room, and an exterior patio. Greet your guests with a warm welcome by one of two fireplaces, including one in the dining room. The dining area boasts high ceilings, an

  Alexander Pryor Coldwell Banker Realty

  63 Timber Hill Rd, Cromwell, CT 06416
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  /7

  $574,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,761 Sq Ft

  4 Nathan Hale Rd, Middletown, CT 06457

  To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

  Jenna Talbot Coldwell Banker Realty

  4 Nathan Hale Rd, Middletown, CT 06457
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  /7

  $574,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,761 Sq Ft

  3 Nathan Hale Rd, Middletown, CT 06457

  To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

  Jenna Talbot Coldwell Banker Realty

  3 Nathan Hale Rd, Middletown, CT 06457
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  /38

  $525,000

  • 2 Beds
  • 2.5 Baths
  • 1,404 Sq Ft

  9 Pear Orchard Rd, Portland, CT 06480

  Wonderful Bartlett Hill Home set in the best location near the pool and backing up to acres of woods. Step inside to the perfect floorplan with the Living room, dining room, kitchen, laundry and primary bedroom, plus a two car garage, all on the same level! As you walk around the open floorplan, the sunlight flows in and the view of the woods can be seen from everywhere... The efficient chef's

  Wendy Anderson William Pitt Sotheby's International Realty

  9 Pear Orchard Rd, Portland, CT 06480
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  /11

  $329,875

  • 2 Beds
  • 1 Bath
  • 650 Sq Ft

  538 Winthrop Rd, Deep River, CT 06417

  Beautiful 2 bedroom right on Star lake with 50 foot of lake frontage is ready for new owners! This property features natural beauty along with modern living interior finishes. Enjoy your viewing!

  Mikail Naska Eagle Eye Realty PLLC

  538 Winthrop Rd, Deep River, CT 06417
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  /40

  $689,000

  • 5 Beds
  • 2 Baths
  • 2,010 Sq Ft

  58 Middle Haddam Rd, East Hampton, CT 06424

  Dreaming of a stylish country retreat with history? Look no further than the charming Captain Elijah Johnson house, nestled in the bucolic village of Middle Haddam, CT and located just two hours from New York City and Boston. This property blends modern amenities, including a swimming pool, with the carefully restored original features of a house built in 1780 and listed on the National Registry

  Teri Lewis William Pitt Sotheby's Int'l

  58 Middle Haddam Rd, East Hampton, CT 06424
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  /6

  $350,000

  • 2 Beds
  • 1 Bath
  • 573 Sq Ft

  41 Trolley Rd, Westbrook, CT 06498

  Tucked along Trolley Road in Westbrook, this year-round cottage offers a rare opportunity in one of the shoreline's most sought-after locations. The home itself is ready for a new owner's vision and care, but it's the walk-to-town lifestyle that makes this property truly special. Just steps from Christie's, Julie's Cup of Joe, The Turtle Cafe, and the Westbrook train station, you'll enjoy the

  Jennifer Gurnell William Raveis Real Estate

  41 Trolley Rd, Westbrook, CT 06498
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  /15

  $585,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  289 Young St, East Hampton, CT 06424

  Brand new home being constructed now- on great private lot. This home is will be situated on about 2 acres of sprawling space. Colonial style home with over 2500 sq ft of space featuring 4 bedrooms, 3 baths and open bright modern concept. Home features combination kitchen and dining layout with 9' ceilings and center island with large slider to exterior & lightly wooded private yard . Well

  Nikki Defrancesco Coldwell Banker Realty

  289 Young St, East Hampton, CT 06424
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  /5

  $499,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  5 Nathan Hale Rd, Middletown, CT 06457

  This 1,500 sq ft ranch-style home, built by Silvin Homes, offers thoughtfully designed one-level living with an open-concept layout ideal for everyday living and entertaining. The spacious living area flows seamlessly into the kitchen with a center island and ample cabinetry, creating a welcoming gathering space. The private primary suite features a custom full bath and walk-in closet and is set

  Jenna Talbot Coldwell Banker Realty

  5 Nathan Hale Rd, Middletown, CT 06457
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  /11

  $1,895,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 6,517 Sq Ft

  53 Shanaghans Rd, East Haddam, CT 06423

  Experience luxury and privacy in this new construction estate set on 3.24 secluded acres in East Haddam, surrounded by protected open space. Offering over 6,000 sq ft, this custom home combines refined craftsmanship with modern comfort. The layout includes 5 bedrooms, 4.5 baths, and 3 fireplaces, creating warm, inviting spaces perfect for both everyday living and elegant entertaining. A chef's

  Wes Jenks Jenks Realty

  53 Shanaghans Rd, East Haddam, CT 06423
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  /19

  $300,000

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft

  86 Christian Hill Rd, Higganum, CT 06441

  Embrace the charm and character of 86 Christian Hill Road located in the Higganum area. Nestled on nearly 3 acres, this 2-bedroom home offers a perfect blend of seclusion and style. The cedar finishings throughout and multiple picture windows create a warm atmosphere. Step outside to enjoy the fresh air on the front porch or the side deck accessible from the kitchen. The main floor bedroom adds

  Kayla Chasse Compass Connecticut, LLC

  86 Christian Hill Rd, Higganum, CT 06441
• 

  

  /7

  $549,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,761 Sq Ft

  1 Nathan Hale Rd, Middletown, CT 06457

  To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

  Jenna Talbot Coldwell Banker Realty

  1 Nathan Hale Rd, Middletown, CT 06457
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  /31

  $295,000

  • 3 Beds
  • 1 Bath
  • 888 Sq Ft

  18 Lake Blvd, East Hampton, CT 06424

  Great opportunity to own this enchanting 3-bedroom Cape located in a desirable lake community, just a short walk to beautiful Lake Pocotopaug and Sears Park. This warm and inviting home offers a comfortable open floor plan with a seamless flow through the living and dining areas. The beautifully remodeled bathroom brings a fresh, modern touch, while the large eat-in kitchen-featuring new tile

  Gene Pica RE/MAX Alliance

  18 Lake Blvd, East Hampton, CT 06424
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  /40

  $675,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  117 Colchester Ave, East Hampton, CT 06424

  Arguably the Finest New Construction Home in East Hampton, CT Set on over 3 acres of total privacy, this exceptional brand-new Contemporary Colonial defines luxury, craftsmanship, and modern living at the highest level. Thoughtfully designed with 4 spacious bedrooms and 2.5 baths, this home delivers both elegance and functionality in every detail. The open-concept main level impresses immediately

  Kamil Andrukiewicz New Haus Group LLC

  117 Colchester Ave, East Hampton, CT 06424
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  /5

  $650,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,897 Sq Ft

  76 Maple Rd, Portland, CT 06480

  This thoughtfully designed ranch features an inviting open floor plan that balances everyday functionality with easy, natural flow. The main living areas are ideal for modern living and offer seamless access to a rear patio overlooking the expansive, private lot, creating the perfect setting for relaxing or entertaining. The primary suite includes a spacious walk-in closet and a well-appointed

  Nick DeLuca eXp Realty

  76 Maple Rd, Portland, CT 06480

Showing Results 41 - 80, Page 2 of 4