18

Homes for Sale in Middlesex County CT with 5-Bedrooms

Section Image Section Image
  • /37

    $1,350,000

    • 7 Beds
    • 6 Baths
    • 3,787 Sq Ft

    87 Main St, Deep River, CT 06417

    VC Property Group is proud to present a two-parcel assemblage in Deep River, Connecticut, offering stabilized mixed-use income with residential value and land optionality. The assemblage includes: 87 Main Street - a parcel improved with: a Newer Construction Single Family Residence and a 5-unit mixed-use building (four residential apartments and one retail unit) 55 Prospect Street - a contiguous

    Agent Photo

    Anthony Velez

    VC Property Group, LLC

    (860) 579-1057

    87 Main St, Deep River, CT 06417
  • /40

    $3,995,000

    • 6 Beds
    • 4.5 Baths
    • 5,536 Sq Ft

    41 Watrous Point Rd, Old Saybrook, CT 06475

    Discover one of the most coveted vantage points on the lower Connecticut River-a mid-century modern sanctuary perched on a private 2.7-acre waterfront peninsula where land, river, and sky converge in perfect harmony. With an extraordinary 875 feet of water frontage embracing both the Connecticut River and the pristine Turtle Creek nature preserve, this property is a haven for bird enthusiasts and

    Teri Lewis William Pitt Sotheby's Int'l

    41 Watrous Point Rd, Old Saybrook, CT 06475
  • /39

    $2,125,000

    • 5 Beds
    • 4.5 Baths
    • 3,532 Sq Ft

    13 Hemlock Dr, Essex, CT 06426

    A sprawling luxury home offering one level living with stunning views of South Cove and quintessential Essex village beyond. With over 3,500 sf of newly designed and renovated living space including 11 rooms with 5 bedrooms and multiple baths. A soaring two-story sunroom overlooks stunning patio and garden areas complete with an inground pool set on over 1 acre of park-like grounds. Gorgeous

    Pat Park Berkshire Hathaway NE Prop.

    13 Hemlock Dr, Essex, CT 06426
  • /28

    $2,400,000

    • 8 Beds
    • 3 Baths
    • 2,709 Sq Ft

    127 Shore Rd, Clinton, CT 06413

    Three direct beachfront cottages located right on the sand of the Long Island Sound in Clinton, Connecticut offer a rare turnkey coastal investment opportunity. The property includes two well-appointed 2-bedroom cottages and one spacious 4-bedroom cottage, all fully furnished and recently updated for modern comfort. Each cottage provides unobstructed waterfront views, immediate beach access, and

    Sharlene Kieslich LAER Realty Partners

    127 Shore Rd, Clinton, CT 06413
  • /24

    $1,700,000

    • 13 Beds
    • 8 Baths
    • 7,641 Sq Ft

    170 Main St, Deep River, CT 06417

    Exciting investment package in the heart of downtown Deep River! This rare offering includes two nicely renovated multifamily/mixed-use buildings plus a well-established laundromat business, all conveyed together in one sale. 170 Main Street sits on a beautiful corner lot and features a turnkey 5-unit multifamily property with a unit mix of (2) two-bedroom units and (3) one-bedroom units. All

    Amanda Sheehan Oxford Realty

    170 Main St, Deep River, CT 06417
  • /26

    $539,900

    • 5 Beds
    • 2 Baths
    • 1,808 Sq Ft

    296 E Main St, Clinton, CT 06413

    Downtown Two-Family Investment Opportunity! Well-located two-family home close to everything - including shops, restaurants, and nearby beaches. Major updates have already been completed, including the roof, windows, mechanical systems, kitchens, and baths, making this a strong turnkey investment. Enjoy marsh views from the backyard, offering a scenic and relaxing outdoor setting. Owner financing

    Bonnie Fillion Berkshire Hathaway NE Prop.

    296 E Main St, Clinton, CT 06413
  • /39

    $925,000

    • 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
  • /7

    $1,450,000

    • 8 Beds
    • 10 Baths
    • 13,837 Sq Ft

    480 Main St, Middletown, CT 06457

    Welcome to Main St in Middletown! This 10 Unit mixed use brick beauty is anchored by 2 established commercial tenants on the ground level and 8 massive (900+Sq Ft) one-bedroom residential units above- an incredible opportunity for a stabilized asset with additional room for growth in a highly competitive location and market! The long-term ground-floor commercial tenants provide reliable income

    Lindy Hoyt Century 21 AllPoints Realty

    480 Main St, Middletown, CT 06457
  • /40

    $6,500,000

    • 5 Beds
    • 7 Baths
    • 7,697 Sq Ft

    252 River Rd, Deep River, CT 06417

    A WORLD-CLASS PRIVATE ESTATE SET ON 9.31 GATED ACRES. Nestled behind a private gated entry, this extraordinary CT River Valley estate is a rare luxury compound of architectural distinction, solitude, & resort-caliber amenities. Thoughtfully composed across 5 distinct structures, the property blends modern luxury, European influences, & timeless craftsmanship amid curated landscapes, stone

    Kiara Rusconi William Raveis Real Estate

    252 River Rd, Deep River, CT 06417
  • /21

    $724,900

    • 6 Beds
    • 3 Baths
    • 3,152 Sq Ft

    226 W High St, East Hampton, CT 06424

    Discover a rare and exceptional opportunity with this unique property featuring two homes on one lot-a spacious 1,726 sq ft single-family residence paired with a separate three-unit multi-family on a beautiful 2.32 Acre lot with stone walls! 4 car detached garage! Perfect for owner-occupants, investors, multigenerational living, or anyone seeking added income potential, this versatile setup

    Cathyann Schulte Countryside Realty

    226 W High St, East Hampton, CT 06424
  • /28

    $2,500,000

    • 5 Beds
    • 7 Baths
    • 5,768 Sq Ft

    114 Walkley Hill Rd, Haddam, CT 06438

    Be home in time for the holidays A Historic Masterpiece, Reimagined Step into history and luxury with The James C. Walkley Estate, a grand manor originally built circa 1860 and impeccably remodeled in 2022. This extraordinary property epitomizes the pinnacle of country living, offering a seamless blend of timeless elegance and modern convenience. Set on 9.69 breathtaking acres, the estate

    Casey Fisher Houlihan Lawrence WD

    114 Walkley Hill Rd, Haddam, CT 06438
  • /40

    $1,199,999

    • 9 Beds
    • 9 Baths
    • 4,982 Sq Ft

    209 Main St, Deep River, CT 06417

    Experience the timeless beauty of New England living! This meticulously restored 1854 Colonial blends historic charm with modern comfort in the heart of Deep River. Every detail has been thoughtfully preserved or reimagined-from the gleaming pumpkin pine wide-plank floors and custom-milled woodwork to carefully selected reproduction hardware that speaks to its heritage. Six fireplaces grace the

    Diane Devries William Pitt Sotheby's Int'l

    209 Main St, Deep River, CT 06417
  • /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
  • /30

    $749,000

    • 5 Beds
    • 4 Baths
    • 2,648 Sq Ft

    11 Phelps Rd, East Haddam, CT 06423

    Rare opportunity in the Hadlyme section of East Haddam featuring two dwellings on one parcel set in a scenic, natural setting. The main circa 1780 Mill House offers approximately 1,786 sq ft with original hardwood floors, chestnut paneling, two second-floor bedrooms, two additional attic rooms, and a first-floor suite with fireplace and private entrance overlooking a historic spring-fed pond.

    George Agnelli Agnelli Real Estate

    11 Phelps Rd, East Haddam, CT 06423
  • /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
  • /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
  • /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. The exterior blends clean contemporary lines with warm rustic elements, highlighted by a welcoming covered front porch with natural wood columns

    Rob Paskiewicz CT Home Pro, LLC

    25 Silver Springs Dr, Haddam, CT 06441
  • /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
How to Buy a Home How to Finance a Home How to Sell a Home