Middlesex County CT Homes for Sale with Acreage

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  $914,900

  • 4 Beds
  • 3.5 Baths
  • 4,393 Sq Ft

  12 Copper Beech Dr, Middletown, CT 06457

  Welcome to a luxury home that delivers elegance, comfort, privacy, and lifestyle in every detail. From the dramatic two-story foyer to the expansive open floor plan, this meticulously maintained residence immediately makes a statement. Soaring ceilings, gleaming hardwood floors, custom crown molding, built-ins, a propane gas fireplace, and spectacular floor-to-ceiling windows fill the home with

  

  Rob Rosa

  Berkshire Hathaway NE Prop.

  (860) 773-0971

  12 Copper Beech Dr, Middletown, CT 06457
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  /40

  $1,795,000

  $100K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 5,610 Sq Ft

  108 Westbrook Rd, Essex, CT 06426

  Amazing custom built Nantucket style Cape situated on sprawling grounds, terraced high above a picturesque great yard & overseen by natural highlands. The setting is nothing but breathtaking! Inclusive is an inground pool engulfed by the primary hardscape which walks-out from the lower level & is situated high above the great yard. A magnificent carriage house featuring a 4 bay garage &

  

  Kevin Geysen

  William Pitt Sotheby's Int'l

  (860) 321-5635

  108 Westbrook Rd, Essex, CT 06426
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  /37

  $550,000

  Open Sat 11AM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,583 Sq Ft

  43 Flynn Ln, Middletown, CT 06457

  Located in the desirable Westfield section of Middletown, this well cared for home offers one of the lowest fire taxes in town and sits on a beautiful 1.25 acre lot. Lovingly owned since 2004, the Seller has raised their family here, creating a warm and inviting home ready for its next chapter. The main level features hardwood floors and a dramatic cathedral ceiling in the living room with an

  

  Linda O'Hara

  William Raveis Real Estate

  (860) 864-4128

  43 Flynn Ln, Middletown, CT 06457
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  /38

  $1,195,000

  $105K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,728 Sq Ft

  448 Grove Beach Rd N, Westbrook, CT 06498

  There is a lot to enjoy here. A drive by of this property does not show the whole picture. This is an exceptional 3+ acre waterfront property on the Menunketesuck River. This package deal includes the well maintained Cerca 1745 Antique main home that is beautifully kept and appreciated, it shows beautifully. A fully equipped guest house is also included and has many options. A huge detached

  

  Al Chiarito

  Chiarito Real Estate LLC

  (860) 854-2784

  448 Grove Beach Rd N, Westbrook, CT 06498
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  /40

  $1,099,999

  • 4 Beds
  • 5 Baths
  • 5,572 Sq Ft

  279 Middle Haddam Rd, Portland, CT 06480

  Set in one of Portland's most picturesque locations with sweeping Connecticut River views, this beautiful expanded Cape Cod tells a story of timeless craftsmanship, thoughtful updates, and distinctive lifestyle amenities. The custom kitchen showcases custom cabinetry with bright quartz countertops and an expansive island designed for gathering and entertaining. Warmth and character carry

  

  Amy Rio

  Better Homes and Gardens Real Estate Executive Real Estate

  (860) 932-8090

  279 Middle Haddam Rd, Portland, CT 06480
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  /40

  $949,000

  • 6 Beds
  • 4.5 Baths
  • 2,772 Sq Ft

  7 Orchard Heights Rd, Essex, CT 06426

  Set on a picturesque street in the charming town of Essex, 7 Orchard Heights Road offers classic New England living with spacious interiors and inviting outdoor spaces designed for everyday comfort and entertaining. This well maintained Colonial features a generously sized kitchen with ample cabinetry and workspace, flowing seamlessly into the main living areas for easy gatherings and relaxed

  

  Tammy Tinnerello

  William Pitt Sotheby's Int'l

  (860) 431-2021

  7 Orchard Heights Rd, Essex, CT 06426
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  /40

  $1,195,000

  • 4 Beds
  • 3 Baths
  • 2,728 Sq Ft

  448 A - B Grove Beach Rd N, Westbrook, CT 06498

  Back on the market after a long snowy winter: This exceptional property includes two residences on 3.2 acres of the beautiful tidal flowing Menunketusuck River. The impeccably maintained primary antique main house offers 3+ bedrooms and 2 full baths. There are 3 fireplaces, one in the living room, the den, and the dining room. The four-season enclosed porch is the length of the home with walls of

  

  Al Chiarito

  Chiarito Real Estate LLC

  (860) 831-4967

  448 A - B Grove Beach Rd N, Westbrook, CT 06498
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  /40

  $580,000

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,598 Sq Ft

  89 Culver Ln, Portland, CT 06480

  Meticulously maintained 4-bedroom, 2.5-bath home set on 1.29 picturesque acres offering the perfect blend of comfort, style, and country living. This inviting open-concept layout features a gorgeous eat-in kitchen with granite countertops and stainless-steel appliances, dining area, and spacious living room highlighted by hardwood floors, vaulted ceiling, and a stunning two-sided fireplace. The

  

  Cheryl Zalewski

  eXp Realty

  (860) 532-1699

  89 Culver Ln, Portland, CT 06480
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  /27

  $569,000

  • 3 Beds
  • 3 Baths
  • 2,343 Sq Ft

  181 N Chestnut Hill Rd, Killingworth, CT 06419

  Beautifull 4-bedroom, 3-bath Colonial set on a peaceful dead-end street, offering both privacy and a welcoming neighborhood feel. This home features a bright, open-concept kitchen with seamless access to a walk-out deck, perfect for entertaining or enjoying your morning coffee while overlooking the serene backyard, complete with a soothing waterfall feature. The exterior is finished with

  

  Eric Bergers

  William Raveis Real Estate

  (860) 407-6206

  181 N Chestnut Hill Rd, Killingworth, CT 06419
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  /2

  $759,900

  New Construction $30K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,521 Sq Ft

  62 Cornwall St, Portland, CT 06480

  Come custom build the Home of your dreams. With a wide selection of plans, and possible Options and upgrades, this is something you do not want to wait for!

  

  Amy Rio

  Better Homes and Gardens Real Estate Executive Real Estate

  (860) 943-4408

  62 Cornwall St, Portland, CT 06480
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  /34

  $675,000

  Open Sun 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,152 Sq Ft

  60 Watch Hill Dr, Middletown, CT 06457

  Welcome to the peaceful and charming Watch Hill Estates community, where elevated living meets timeless elegance. Perched high atop a scenic hill, this stunning Colonial offers sweeping panoramic views stretching across Middletown and Durham, creating a truly breathtaking everyday backdrop. Meticulously maintained and completely turnkey, this exceptional residence blends refined comfort with

  Stephanie Liriano Redfin Corporation

  60 Watch Hill Dr, Middletown, CT 06457
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  /39

  $1,200,000

  • 4 Beds
  • 3.5 Baths
  • 4,176 Sq Ft

  21 & 23 Olmstead Rd, East Haddam, CT 06423

  Sophisticated Colonial Retreat with Resort-Style Backyard. Just one mile from East Haddam Town Beach and moments from the Connecticut River, Goodspeed Opera House, and scenic trails, this exceptional 4-bedroom, 3.5-bath Dutch Colonial offers over 4,000 square feet of refined living space. A dramatic two-story foyer with custom millwork is flanked by a formal dining room and private office with

  Tina Rupp William Pitt Sotheby's Int'l

  21 & 23 Olmstead Rd, East Haddam, CT 06423
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  /40

  $699,000

  • 3 Beds
  • 4 Baths
  • 2,859 Sq Ft

  235 Middle Haddam Rd, Portland, CT 06480

  Set on a scenic rise known as "Taylor Hill," this architect-designed home offers a rare blend of history, privacy, and natural beauty. Originally built in 1979 and expanded over time, the residence incorporates a distinctive early 20th-century guesthouse and thoughtful modern additions, creating a unique and flexible layout. Surrounded on three sides by permanently protected conservation land

  Carl Guild Carl Guild & Associates

  235 Middle Haddam Rd, Portland, CT 06480
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  /4

  $695,000

  $300K PRICE DROP

  • Land
  • 1.25 Acres
  • $556,000 per Acre

  1333A Boston Post Rd, Old Saybrook, CT 06475

  An exceptional opportunity - Nestled on 1.25 acres of vacant land with public water access, this prime property is located in the sought-after Gateway Business B-4 District In an area of national tenants, boasting a daily traffic count of 15,900. This versatile lot is zoned for a variety of uses such as retail stores, professional offices, medical clinics, theaters, and more. Its strategic

  Ron Lyman Lyman Real Estate Brokerage & Development

  1333A Boston Post Rd, Old Saybrook, CT 06475
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  /40

  $869,000

  $56K PRICE DROP

  • 6 Beds
  • 3.5 Baths
  • 5,599 Sq Ft

  44 Chamberlain Hill Rd, Middletown, CT 06457

  Experience over 5,500 square feet of beautifully updated living space in this fully remodeled 6+ bedroom, 3.5-bath residence, perfectly situated on a quiet and expansive 8+ acre lot. Every detail has been thoughtfully upgraded, creating a truly move-in-ready home offering exceptional flexibility and design versatility. The expansive kitchen is the heart of the home, featuring elegant quartz

  Gary Peacock Berkshire Hathaway NE Prop.

  44 Chamberlain Hill Rd, Middletown, CT 06457
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  /40

  $995,000

  • 4 Beds
  • 3 Baths
  • 3,343 Sq Ft

  136 Goose Hill Rd, Chester, CT 06412

  Welcome to 136 Goose Hill Rd. This home has been tastefully redesigned inside and out with no expense spared. Featuring 4 bedroom, 3 full bathroom, over 3,300 sq ft of beautifully finished living space sitting on just over 2 acres. Step inside to discover all-new hardwood flooring throughout the main level and a thoughtfully designed open-concept layout ideal for both everyday living and

  Chris Torrez RE/MAX One

  136 Goose Hill Rd, Chester, CT 06412
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  /39

  $1,325,000

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 3,456 Sq Ft

  145 Monarca Dr, Middletown, CT 06457

  A one-of-a-kind custom-built new construction home that must be experienced in person to be appreciated. This modern contemporary farmhouse-style ranch sits on 2.38 acres of private land, positioned at the end of a cul-de-sac on a private road. From the moment you arrive, the exterior makes a lasting impression. Stone walls frame the driveway, guiding you past a thoughtfully designed approach w/a

  Lauren Freedman Coldwell Banker Realty

  145 Monarca Dr, Middletown, CT 06457
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  /40

  $879,000

  • 5 Beds
  • 4 Baths
  • 2,820 Sq Ft

  408 Stage Coach Rd, Durham, CT 06422

  Set on over 20 breathtaking, wooded acres, this property offers a rare blend of privacy, natural beauty, and flexible living. This contemporary split-level home is filled with natural light and thoughtfully positioned to capture sweeping hillside views from nearly every angle. With five bedrooms and 3.5 baths, including a private in-law suite with its own entrance, the home provides exceptional

  Mark McElrath William Pitt Sotheby's Int'l

  408 Stage Coach Rd, Durham, CT 06422
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  /40

  $1,250,000

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

  45 Falls River Dr, Ivoryton, CT 06442

  Embrace the waterfront lifestyle at 45 Falls River Drive, located on a designated scenic road in the charming village of Ivoryton within the Town of Essex. Launch your kayak from your own backyard, sip your morning coffee on the dock, and unwind on the expansive deck while herons glide by. Adjacent to the protected Falls River Preserve, this property offers access to scenic trails, kayaking, and

  Nora Porcelli William Raveis Real Estate

  45 Falls River Dr, Ivoryton, CT 06442
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  /40

  $899,000

  • 3 Beds
  • 2.5 Baths
  • 2,152 Sq Ft

  29 Spencer Rd, Higganum, CT 06441

  Nestled on 7.5 picturesque acres in Higganum, 29 Spencer Road is a truly exceptional country property that seamlessly blends historic character with refined rural beauty. Rich in local heritage, the home reflects the timeless craftsmanship and architectural significance that define many of the area's historic residences, offering a rare connection to Higganum's past while providing the comforts

  Lori Vogel William Raveis Real Estate

  29 Spencer Rd, Higganum, CT 06441
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  /40

  $1,100,000

  $100K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,637 Sq Ft

  59 Hidden Lake Rd, Higganum, CT 06441

  MAGNIFICENT GARDENS ... FABULOUS 18th CENTURY BARN & RESTORED 18th CENTURY CAPE (1 and one half story Center Chimney) !!! The Gardens at Hidden Lake are being offered to you. Tucked away in Higganum, CT ... this charming historic property has unlimited possibilities.Complete with breathtaking gardens and rustic allure the vibrant gardens, trellis-covered patios, and a beautifully restored barn,

  Barbara Coyle William Raveis Real Estate

  59 Hidden Lake Rd, Higganum, CT 06441
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  /31

  $850,000

  $150K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft

  559 Route 81, Killingworth, CT 06419

  Contractors and hobbyists take note of this incredible opportunity in Killingworth! This adorable, gabled Cape is set back on a spectacular 2.3 acre lot and features two large accessory barns offering unparalleled storage, workshop, or home business possibilities. The wood-sided main home boasts 3 bedrooms, 2.5 baths, and an attached 2-car garage. Inside, this freshly painted, delightful 1937

  Tina Rupp William Pitt Sotheby's Int'l

  559 Route 81, Killingworth, CT 06419
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  /40

  $1,250,000

  New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,689 Sq Ft

  25 Silver Springs Dr, Haddam, CT 06441

  Modern farmhouse design meets refined craftsmanship in this to-be-built home set within the highly desirable Chatham Lake neighborhood, an established community of upscale homes on spacious lots, offering a peaceful setting surrounded by natural beauty. Positioned atop a gentle rise, the property captures beautiful ridgeline views and stunning sunset exposures from the front of the home, creating

  Rob Paskiewicz CT Home Pro, LLC

  25 Silver Springs Dr, Haddam, CT 06441
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  /12

  $899,900

  New Construction $10K PRICE INCREASE

  • 3 Beds
  • 3.5 Baths
  • 2,164 Sq Ft

  48A Ironworks Rd, Clinton, CT 06413

  Welcome to "The River Wood" a 3-bedroom custom home, nestled on a sprawling 4.81-acre parcel boasting an impressive 624 feet of riverfront along the scenic Menunketesuck River. This architectural gem is a seamless blend of luxurious living spaces, natural beauty, and tranquil surroundings. Upon entering, you'll be greeted by an inviting double door that leads into the heart of the home. The first

  Gigi Giordano Taylor Compass Connecticut, LLC

  48A Ironworks Rd, Clinton, CT 06413
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  /40

  $799,900

  $25K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,560 Sq Ft

  66 Sachem Dr, Middletown, CT 06457

  STUNNING 5-bedroom, 4.5-bath Colonial set on almost 2 private acres in a peaceful cul-de-sac setting. Enter into an elegant dining space with a sun-filled bay window, which flows into a phenomenal, fully remodeled kitchen with shaker-style cabinetry, quartz countertops, an impressive 9-foot island, and plenty of space for casual dining or a cozy sitting area. The kitchen opens to a large family

  Tracey Precourt Century 21 Clemens Group

  66 Sachem Dr, Middletown, CT 06457
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  /2

  $875,000

  Coming Soon

  • 5 Beds
  • 3.5 Baths
  • 3,452 Sq Ft

  29 Copper Beech Dr, Middletown, CT 06457

  Tucked away on a quiet, highly desirable cul-de-sac of only 7 homes in the sought-after South Farms district, this beautifully crafted 5-bedroom, 3.5-bathroom colonial features a stunning brick-front facade and exceptional curb appeal. Boasting a coveted 3-car attached garage, the home greets you with an abundance of natural light and gleaming hardwood floors flowing seamlessly throughout the

  Stefania Bramato Berkshire Hathaway NE Prop.

  29 Copper Beech Dr, Middletown, CT 06457
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  /40

  $823,999

  • 3 Beds
  • 2.5 Baths
  • 2,433 Sq Ft

  257 W Elm St, Deep River, CT 06417

  Tucked away on 4.4 acres of rolling countryside with direct frontage on a tranquil reservoir, this custom-built farmhouse Cape is a rare find. Thoughtfully constructed in 2002 and lovingly maintained by its original owner, the home offers three bedrooms, two and a half baths, and a first-floor primary suite with a generous walk-in closet and en suite bath. Hardwood floors, a wood-burning

  John Izzo William Raveis Real Estate

  257 W Elm St, Deep River, CT 06417
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  /36

  $924,000

  • 4 Beds
  • 2.5 Baths
  • 2,774 Sq Ft

  15 Pent Rd, Deep River, CT 06417

  Welcome to 15 Pent Rd in Deep River, a truly captivating property that feels like a private retreat from the moment you arrive. Set in a peaceful, natural setting surrounded by trees and scenic outdoor views, this home offers a rare blend of charm, character, and everyday comfort. This home features 4 bedrooms and a finished attic for added living space. Inside, the home is warm, bright, and full

  Nadia Martinez Ki Property Group

  15 Pent Rd, Deep River, CT 06417
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  /39

  $899,000

  • 4 Beds
  • 3.5 Baths
  • 3,544 Sq Ft

  9 Barley Hill Rd, Old Saybrook, CT 06475

  This beautifully maintained home offers the perfect blend of luxury and comfort! The main level offers exceptional versatility with an open floor plan, hardwood floors, a luxurious primary bedroom suite, along with a living room, family room, gourmet kitchen and formal dining room designed for both relaxed living and elegant gatherings. The first floor primary bedroom suite features California

  Sharon Linder Berkshire Hathaway NE Prop.

  9 Barley Hill Rd, Old Saybrook, CT 06475
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  /12

  $124,900

  • Land
  • 4.15 Acres
  • $30,096 per Acre

  426 Cox Rd Unit 4, Portland, CT 06480

  NEW PORTLAND SUBDIVISION - KELSEYS POND ESTATES. Custom Homes by Lepore and Sons LLC. New land lots with views of Kelseys Pond across the road! Short distance to Meshomasic State Forest and the walking trails. Quarry Ridge Golf Course nearby. Minutes to all the amenities in Portland, Middletown and Glastonbury. Perfectly situated near Routes 2 & 9. Other lots available. One or more of this

  Steven Lepore West Wind Realty, LLC

  426 Cox Rd Unit 4, Portland, CT 06480
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  /38

  $340,000

  • 4 Beds
  • 1 Bath
  • 1,756 Sq Ft

  30 Chestnut Hill Rd, Killingworth, CT 06419

  ** A Unique Opportunity at 30 Chestnut Hill Road, Killingworth** Step into a piece of history with this charming antique home, circa 1820-now available from a seasoned preservationist and architect with decades of experience restoring historic homes and barns. This property has already undergone critical structural repairs and has a watertight roof, setting the stage for the next phase of

  Nutan Pawar DreamHomes Realty LLC

  30 Chestnut Hill Rd, Killingworth, CT 06419
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  /12

  $785,000

  • 2 Beds
  • 2 Baths
  • 1,386 Sq Ft

  511 Route 81, Killingworth, CT 06419

  Have you ever wanted to own your own Connecticut farm that dates back to the 1850s? For the very first time in over 170 years, this beautiful property is being offered to the market. Passed down through generations, this remarkable 35+ acre property has been in the same family since the mid-1800s. A true piece of New England history waiting to be brought back to life. Picture yourself stepping

  Adam Bronko RE/MAX Right Choice

  511 Route 81, Killingworth, CT 06419
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  /4

  $1,500,000

  • Land
  • 84.9 Acres
  • $17,668 per Acre

  0 Bunker Hill Rd, Killingworth, CT 06419

  Rare opportunity to own over 84 acres on Bunker Hill Rd in Killingworth offering privacy, potential, and endless possibilities. Whether you're looking to build your dream home, invest, or explore development options, this parcel of land offers a desirable location with convenient access to local amenities. Buyer to perform due diligence regarding building and land use possibilities.

  Mark Mermelstein eXp Realty

  0 Bunker Hill Rd, Killingworth, CT 06419
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  /11

  $1,999,000

  • 7 Beds
  • 2.5 Baths
  • 3,308 Sq Ft

  148 Wallingford Rd, Durham, CT 06422

  The Greenbacker's Brookfield Farm located midway between Hartford and New Haven in Durham Connecticut has two houses, dairy barn and many other outbuildings. There is approximately 140 acres and approximately 100 acres are least to other farmers for growing crop, etc.. The investor may generate income from the farm's rentals 1. Dairy barn, 2, growing crops (92 acres of cropland leased,

  Gary Dobratz Century 21 AllPoints Realty

  148 Wallingford Rd, Durham, CT 06422
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  /6

  $950,000

  • Land
  • 4.1 Acres
  • $231,707 per Acre

  0 Scovill Rd, Middletown, CT 06457

  This property abuts 35 acres of mixed conservation land and offers views of the Connecticut River and two nearby state parks, ensuring the scenery will remain protected and undeveloped. The spectacular, lightly wooded parcel is the result of combining three approved lots within the River Park Subdivision to create one exceptional private homesite with breathtaking river views. Underground

  Tony Persaud KW Legacy Partners

  0 Scovill Rd, Middletown, CT 06457
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  /2

  $190,000

  • Land
  • 2.41 Acres
  • $78,838 per Acre

  0 Cedar Swamp Rd, Deep River, CT 06417

  This is a great location to build your dream home or just use it as the current owners have for a horse pasture. Multiple options for driveway with lots of road frontage and very little, if any rock. Worth a look, the real estate sign goes up next week but you can find the property on GIS as follows:

  Rick Allen William Raveis Real Estate

  0 Cedar Swamp Rd, Deep River, CT 06417
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  /4

  $425,000

  • Land
  • 6.6 Acres
  • $64,394 per Acre

  1143 & 1145 Saybrook Rd, Haddam, CT 06438

  Discover the potential of this remarkable 6.6-acre parcel tucked into the natural landscape of Haddam. Thoughtfully improved and ready for development, the property features an existing access drive leading to a spacious open building area with approvals supporting two separate home sites. Whether you are seeking the perfect location for a private estate, multi-generational living arrangement,

  Erica Stone iHeart Homes Real Estate LLC

  1143 & 1145 Saybrook Rd, Haddam, CT 06438
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  /3

  $495,000

  • Land
  • 57.41 Acres
  • $8,622 per Acre

  0 S Dish Mill Rd Unit 24082788, Haddam, CT 06441

  Over 57+ Acres of land with distant views of the CT River from various points. Great for a private retreat, family compound, or residential development. Possible Owner Financing Available.

  Craig Milton Re/Max Valley Shore

  0 S Dish Mill Rd Unit 24082788, Haddam, CT 06441
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  /39

  $625,000

  $24K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,550 Sq Ft

  22 Ebony Ln, Ivoryton, CT 06442

  Welcome to this beautifully maintained Colonial at 22 Ebony Lane in Ivoryton, offering a thoughtful layout, quality updates, and comfortable living spaces ideal for today's lifestyle. A welcoming foyer with a sitting area sets the tone as you enter the home, leading into a warm and inviting interior enhanced by new Harvey windows, a new roof, and a whole-house generator for comfort and peace of

  Gigi Giordano Taylor Compass Connecticut, LLC

  22 Ebony Ln, Ivoryton, CT 06442
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  /6

  $757,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,860 Sq Ft

  505 Freya Ln, East Hampton, CT 06424

  The awaited Phase II is now available for Lake Overlook Estates. 2 beautiful homesites with views of Lake Pocotopaug. Lot 16 is 1.22 acres and Lot 20 is 2.21 acres. The Magnolia. Fantastic architectural exterior detailing includes covered porch with columns, 2 large bay extensions with hip roofs, one in dining room and one in office, and multiple gables and roof lines. Truly a grand exterior!

  Mark Toledo Berkshire Hathaway NE Prop.

  505 Freya Ln, East Hampton, CT 06424

Showing Results 1 - 40, Page 1 of 4