Middlesex County, CT Homes

/39
$469,900 Pending
- 3 Beds
- 2 Baths
- 1,807 Sq Ft
199 Aston Ln, Middletown, CT 06457

Just steps from Wadsworth State Park and the iconic Wadsworth Mansion, this three-bedroom, two-bath retreat blends comfort, flexibility, and location. Vaulted ceilings in the living room create an airy, welcoming space, while generous windows frame views of the private rear lot, highlighting the home's 1.4 acres of seclusion. The kitchen-featuring custom cabinetry and granite countertops-pairs

Wesley Krombel Real Broker CT, LLC

199 Aston Ln, Middletown, CT 06457
/20
$3,500 per month plus fees
- 3 Beds
- 1.5 Baths
- 1,232 Sq Ft
- Condo for Rent
194 Rising Trail Dr, Middletown, CT 06457

Property Id: 1673500This spacious and stylish 3-bedroom condo is designed for comfort and convenience—perfect for traveling professionals, medical staff, educators, corporate travelers, or families in transition. Whether you're relocating, on assignment, or in town for a semester, this thoughtfully furnished home offers everything you need for an extended stay.Features include a

194 Rising Trail Dr, Middletown, CT 06457
$825,000 Sold Oct 20, 2025
- 1,086 Sq Ft
- $760/SF
- 46 Days On Market
- 2 Beds
- 2 Baths
- Built 1944
6 Indian Trail, Westbrook, CT 06498

Enjoy beautiful sunrises overlooking the water with your morning coffee from the sunroom of this sweet two bedroom, two bath ranch home. A light-filled kitchen and second bedroom also offer water views and glimpses of local wildlife. A spacious living room features a fieldstone fireplace, and leads to the primary bedroom complete with a cathedral ceiling, a finished storage loft with skylights,

Susan Malan William Pitt Sotheby's Int'l

6 Indian Trail, Westbrook, CT 06498

Est $489,143 Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,827 Sq Ft
14 Massasoit Rd, Middlefield, CT 06455

14 Massasoit Rd, Middlefield, CT 06455

/40
$689,900 Pending
- 6 Beds
- 5 Baths
- 4,096 Sq Ft
34 Apple Ln, Middletown, CT 06457

WOW! Do not miss out on this stately home with modern flare. This is a beautiful home. You will be greeted by a dramatic 2-story entry with spectacular, dramatic staircase. Large formal dining room, front office, center classic living room with gas fireplace and an amazing great room with vaulted ceilings with new skylights that boast an oversized family room, dining room and open kitchen concept

Mark Toledo Berkshire Hathaway NE Prop.

34 Apple Ln, Middletown, CT 06457
/23
$2,100 total monthly price
- 1 Bed
- 1 Bath
- 941 Sq Ft
- Apartment for Rent
73 W Main St Unit 5, Clinton, CT 06413

Luxury, sun filled one bedroom unit. High end finishes includes kitchen with granite countertops and stainless steel appliances; hardwood floors; 9' ceilings; washer/dryer hookups; central air; gas heat; 5' walk in showers. Fabulous location only 2 miles to Hammonasset Beach, 1.4 miles to Clinton town beach and 1 mile to I-95. Each apartment has its own entry for extra privacy. Credit check and

Diane Dupont William Pitt Sotheby's Int'l

73 W Main St Unit 5, Clinton, CT 06413
$1,025,000 Sold Oct 20, 2025
- 1,467 Sq Ft
- $699/SF
- 84 Days On Market
- 3 Beds
- 2 Baths
- Built 1958
8 Fenbrook Rd, Old Saybrook, CT 06475

Live the coastal lifestyle in this Knollwood Beach Association gem, just one house from the sand! This charm-filled, tastefully reconstructed home offers 4 bedrooms and 2 full baths with original fir hardwood floors throughout. Enjoy modern comforts including new central air, a newer roof, and a transferable solar system for just $109/month. Relax on the gorgeous rear patio surrounded by

Joel Lucas Coldwell Banker Realty

8 Fenbrook Rd, Old Saybrook, CT 06475

Est $386,821 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,536 Sq Ft
9 Thayer Rd, Higganum, CT 06441

9 Thayer Rd, Higganum, CT 06441

/36
$659,000 Under Contract
- 4 Beds
- 2.5 Baths
- 4,195 Sq Ft
7 Taylor Ridge Rd, Clinton, CT 06413

Welcome to 7 Taylor Ridge Road - a stunning 4-bedroom, 2.5-bath colonial nestled in a desirable Clinton neighborhood. This beautifully maintained home features a charming farmer's porch and offers a classic layout with formal living and dining rooms, perfect for entertaining. The spacious kitchen boasts custom cabinetry, a center island, and double ovens, flowing seamlessly into a sunny breakfast

Anissa Paolillo Redfin Corporation

7 Taylor Ridge Rd, Clinton, CT 06413
/28
$1,400 total monthly price
- 1 Bed
- 1 Bath
- 750 Sq Ft
- Condo for Rent
50 Grand St Unit Lower Level, Middletown, CT 06457

Available Now – Charming 1-Bedroom Apartment!50 Grand Street, Lower Level Don’t miss the opportunity to make this beautiful and well-maintained apartment your new home! Located in a quiet building in a highly convenient area, this unit is perfect for individuals, couples and small families. Property Features:•1 Bedrooms•1 Living Room•Eat-in Kitchen•1 Full

50 Grand St Unit Lower Level, Middletown, CT 06457
$1,017,000 Sold Oct 20, 2025
- 4,341 Sq Ft
- $234/SF
- 53 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1999
95 Cedar Swamp Rd, Chester, CT 06412

Modern Contemporary Cape with Panoramic Water Views in Deep River and Chester. Bordering Connecticut's second-largest forest and surrounded by hundreds of acres of protected land, this striking modern Cape offers the perfect blend of privacy, natural beauty, and upscale living. Perched to take full advantage of stunning views over Shailer Pond, this home brings the outdoors in from every angle.

Rachel Welch William Raveis Real Estate

95 Cedar Swamp Rd, Chester, CT 06412

Est $286,924 Not Listed For Sale
- 4 Beds
- 1 Bath
- 1,240 Sq Ft
11 Omo St, Middletown, CT 06457

11 Omo St, Middletown, CT 06457

/18
$189,497
- Land
- 25.53 Acres
- $7,423 per Acre
0 Hoop Pole Hill Rd Unit 24625958, Chester, CT 06412

Residential - 25.53 ac Lot in Chester, CTPricing Details:Seller Financing: $41,689.34 Down | $3,165.54 per monthHere’s your chance to own a remarkable 25.53-acre property in the heart of Chester, CT, Middlesex County. While the parcel is landlocked with no legal access, it can be reached via the Deep River through state-owned land, and Pine Ledge Road comes close to the

Timothy Ebie Land Fast Offers, LLC

0 Hoop Pole Hill Rd Unit 24625958, Chester, CT 06412
/24
$1,600 total monthly price
- 1 Bed
- 1 Bath
- 900 Sq Ft
- Apartment for Rent
54 Oak St Unit 21, Middletown, CT 06457

Welcome to 54 Oak Street. This lovely 3 room, second floor apartment with a large eat in kitchen, new stainless steel appliances (oven range, range hood, refrigerator & dishwasher), large living room and huge bedroom with generous closets, a full bath & central air is ready to go. Centrally located in a secure building with Intercom, it is within walking distance to Wesleyan University, Middlesex

Barbara Coyle William Raveis Real Estate

54 Oak St Unit 21, Middletown, CT 06457
$673,000 Sold Oct 17, 2025
- 2,432 Sq Ft
- $277/SF
- 4 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2017
29 Talias Trail, Middletown, CT 06457

This exceptional 4-bed Cont. Colonial is perfect for your lifestyle. Built for energy-efficiency it is adorned with premium designer finishes, nestled in a desirable cul-de-sac surrounded by beautiful residences. The bright, open flr plan boasts 9' ceilings and oak floors, striking the perfect balance between quality and warmth. Be creativity in the gourmet eat-in kitchen featuring custom 42"

Jackie Williams Sterling REALTORS

29 Talias Trail, Middletown, CT 06457

Est $187,481 Not Listed For Sale
- 2 Beds
- 1 Bath
- 796 Sq Ft
33 Hillside Ave, Middletown, CT 06457

33 Hillside Ave, Middletown, CT 06457

/23
$475,000 Open Sun 12AM - 3PM
- 3 Beds
- 1.5 Baths
- 1,375 Sq Ft
85 River Rd Unit B7, Essex, CT 06426

Welcome to Heritage Cove and a rare opportunity. Unit B-7 in the desirable B building is on the market. Three story, three-bedroom townhouse has been owned by the same family since the earliest days of Heritage. Bring your renovation ideas to this exceptionally located property. It is very unusual to find a legitimate three-bedroom condominium and even more unusual to find one at Heritage Cove

Patrick Kilty William Raveis Real Estate

85 River Rd Unit B7, Essex, CT 06426
/36
$2,000 total monthly price
- 2 Beds
- 2.5 Baths
- 1,322 Sq Ft
- Condo for Rent
177 Skyview Dr Unit 177 Skyview, Cromwell, CT 06416

The Skyview Association sits high atop a hill, super convenient to everything, yet feeling more removed from the bustle of the Rt. 372 / Rt. 3 area of Cromwell.

177 Skyview Dr Unit 177 Skyview, Cromwell, CT 06416
$575,000 Sold Oct 17, 2025
- 1,613 Sq Ft
- $356/SF
- 37 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1920
50 Dublin Hill Rd, Haddam, CT 06441

Situated more than 500 feet off a quiet country road on 2.34 private acres, this unique residence offers over 1,600 square feet of finished living space, with east-facing living room and upstairs bedrooms walled in windows that frame sweeping Connecticut River vistas and vibrant seasonal foliage. The 32X13 foot sunroom, featuring sliders that open fully, invites summer breezes and winter

Cortney Emshwiller-Swokla Coldwell Banker Realty

50 Dublin Hill Rd, Haddam, CT 06441

Est $1,108,402 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,227 Sq Ft
27 Partridge Hill Ln, Essex, CT 06426

27 Partridge Hill Ln, Essex, CT 06426

/30
$615,000
- 4 Beds
- 2.5 Baths
- 2,740 Sq Ft
15 Oxford Ln, Cromwell, CT 06416

Welcome to your sprawling dream home! This classy COL/Split style layout is in sought after Chelsea Estates. This property has great curb appeal with a side entry garage and a landscaped property line for optimal privacy. The minute you step inside you will be swept away by the abundance of space. This house offers a perfect blend of comfort and timeless elegance spanning 4 bedroom & 2.5 baths.

Holly Keating Agnelli Real Estate

15 Oxford Ln, Cromwell, CT 06416
/37
$9,950 total monthly price
- 5 Beds
- 3 Baths
- 4,088 Sq Ft
- House for Rent
8 Jacob Ln, Killingworth, CT 06419

Prepare to be WOWed by this far-from-typical Colonial! This gorgeous home has been completely reimagined and remodeled with the highest-end finishes throughout, blending timeless design with modern sophistication. The heart of this 4,000+ sqft home is the chef's kitchen, featuring a Sub-Zero refrigerator, Wolf range, and a stunning Carrara marble island-perfect for culinary enthusiasts and

Melanie Scull William Pitt Sotheby's Int'l

8 Jacob Ln, Killingworth, CT 06419
$154,000 Sold Oct 17, 2025
- 644 Sq Ft
- $239/SF
- 50 Days On Market
- 1 Bed
- 1 Bath
- Built 1987
113 Trolley Crossing Ln Unit 113, Middletown, CT 06457

Seller is calling for HIGHEST AND BEST BY 9/16 at 6:30pm Step out onto your private back porch and enjoy tranquil water views-the perfect setting for morning coffee or evening unwinding. This second-floor end unit features one bedroom, a full bathroom, a galley kitchen with ample cabinet space, a comfortable living room, and a dining area. Affordable HOA dues add even more appeal, covering heat,

Ron Stewart Houlihan Lawrence WD

113 Trolley Crossing Ln Unit 113, Middletown, CT 06457

Est $550,328 Not Listed For Sale
- 3 Beds
- 2 Baths
- 3,097 Sq Ft
19 Forest Glen Rd, Killingworth, CT 06419

19 Forest Glen Rd, Killingworth, CT 06419

/39
$897,000
- 4 Beds
- 2.5 Baths
- 2,784 Sq Ft
3 Jorgensen Ln, Old Saybrook, CT 06475

Welcome to this meticulously maintained custom built home offering a blend of elegance and comfort. Step inside to an open floor plan filled with natural light, hardwood floors throughout, gas fireplace, a stunning gourmet kitchen featuring limestone and marble countertops, stainless steel appliances, a gas cooktop, breakfast bar, dry bar and island- a chef's dream perfect for cooking and

Sharon Linder Berkshire Hathaway NE Prop.

3 Jorgensen Ln, Old Saybrook, CT 06475
/41
$1,600 total monthly price
- 1 Bed
- 1 Bath
- 900 Sq Ft
- Condo for Rent
172 Pearl St Unit 2E, Middletown, CT 06457

This 1-bedroom, 1-bathroom apartment at 172 Pearl St offers 900 square feet of living space. The living room provides ample space for relaxation and entertainment, while the bedroom is designed for comfort and privacy. The bathroom includes essential fixtures for convenience. This unit is smoke-free and features an in-unit washer and dryer for added convenience. The exterior of the property is

172 Pearl St Unit 2E, Middletown, CT 06457
$513,500 Sold Oct 17, 2025
- 1,688 Sq Ft
- $304/SF
- 21 Days On Market
- 3 Beds
- 2 Baths
- Built 1992
19 Warwickshire Dr, Killingworth, CT 06419

This beautiful Saltbox-style home is a dream retreat, nestled in a quiet subdivision in the sought-after town of Killingworth. Unlike a typical cookie-cutter house, this residence offers character and warmth with 8 rooms, 3 bedrooms, and 2 full baths. The first floor features an open-concept eat-in kitchen with breakfast bar and nook, a formal dining room with fireplace, and a cathedral-ceiling

Philip Warner William Pitt Sotheby's Int'l

19 Warwickshire Dr, Killingworth, CT 06419

Est $614,085 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,302 Sq Ft
1310 Saybrook Rd, Haddam, CT 06438

1310 Saybrook Rd, Haddam, CT 06438

/40
$710,000
- 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
/18
$1,795 total monthly price
- 2 Beds
- 1 Bath
- 1,092 Sq Ft
- Apartment for Rent
532 High St Unit 2, Middletown, CT 06457

Located in the heart of Middletown this freshly painted and updated 2 bedroom, 2nd floor unit features in unit washer/dryer that are located in the kitchen. The kitchen also has a stainless stove, microwave and refrigerator. This unit also has off street parking, gleaming hardwood floors in both bedrooms and a totally new kitchen including tile flooring and granite! The unit also has two private

Scott Nardozzi Cavanaugh & Company LLC

532 High St Unit 2, Middletown, CT 06457
$953,000 Sold Oct 17, 2025
- 3,440 Sq Ft
- $277/SF
- 3 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2004
14 Halls Rd, Westbrook, CT 06498

Welcome to this 2004 Custom Built Greek Revival Farmhouse, Designed by Am. Classic Homes. A Private Oasis on over 7 acres of land blends Elegant Architecture and Professionally Landscaped Gardens into the beauty of the surroundings woods. The home has 9 ft ceilings throughout. Natural Light filters in through the Living Room Bay window highlighting the Rumford Fireplace. Adjacent is the Dining

Suzanne McConville William Raveis Real Estate

14 Halls Rd, Westbrook, CT 06498

Est $403,663 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,036 Sq Ft
14 Stony Point Rd, Clinton, CT 06413

14 Stony Point Rd, Clinton, CT 06413

/40
$664,500
- 3 Beds
- 3 Baths
- 2,836 Sq Ft
12 Sydney Ln, Cromwell, CT 06416

Awe-inspiring views! No electric bills! Think of energy savings as $80K-$100K off the sales price of the home! 2 separate parcels! A stunning 3BR, 3BA Cape w/2,836 sq ft and 5.30 acres of gated/fenced land. This masterpiece boasts a 26'x15' Family Rm w/soaring cathedral ceiling, 7 skylights, fireplace w/wood stove insert, maple hardwd flr. This room and MBR en-Suite are heated/cooled by mini

Jeff Coleman Hagel & Assoc. Real Estate

12 Sydney Ln, Cromwell, CT 06416
/13
$1,900 total monthly price
- 2 Beds
- 2 Baths
- 866 Sq Ft
- Condo for Rent
239 Carriage Crossing Ln Unit 239, Middletown, CT 06457

2 Bedroom-2 Full Bathroom Condo in a highly desirable carriage crossing complex has a living room with wood burning fireplace, kitchen with stainless appliances and dining area. Units comes with:Full sized washing machine & clothes dryerHuge windows bring that sunshine right indoorsCentral air conditioning Ample parkingOutside locked storage closet Private

239 Carriage Crossing Ln Unit 239, Middletown, CT 06457
$555,000 Sold Oct 17, 2025
- 1,704 Sq Ft
- $326/SF
- 18 Days On Market
- 2 Beds
- 2.5 Baths
- Built 2016
951 Old Clinton Rd Unit 17, Westbrook, CT 06498

Redwood Commons-a boutique community of only 20 units, thoughtfully distributed among 10 architecturally distinct buildings. Unit 17 offers the perfect combination of style, comfort, and convenience in a prime location. This spacious and sun-filled home features two bedrooms and 2.5 baths, including custom-designed bathrooms with upscale fixtures and finishes. The open floor plan is enhanced by

Gigi Giordano Taylor Compass Connecticut, LLC

951 Old Clinton Rd Unit 17, Westbrook, CT 06498

Est $419,266 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,276 Sq Ft
84 Mccormick Ln, Middletown, CT 06457

84 Mccormick Ln, Middletown, CT 06457

/39
$525,000
- 3 Beds
- 4 Baths
- 2,592 Sq Ft
71 Cherry Swamp Rd, Moodus, CT 06469

Set on a beautiful open, rolling lot, this home offers both privacy and comfort. The main level features a welcoming foyer with an open staircase and balcony overlooking the entryway. The open-concept kitchen, dining, and living areas create a warm, inviting space ideal for everyday living and entertaining. Two comfortable bedrooms, a full bath, and a convenient half bath with laundry complete

Carly Luciér Our Home Realty Advisors

71 Cherry Swamp Rd, Moodus, CT 06469
/32
$4,500 total monthly price
- 4 Beds
- 1.5 Baths
- 2,180 Sq Ft
- House for Rent
422 Maple Ave, Old Saybrook, CT 06475

Classic New England year round beach house across the street from the ocean in the private Knollwood beach area. This home has 4 bedrooms, 2 full baths and an outside shower ! Master bedroom has a king bed, 2nd bedroom has a full size bed, 3rd bedroom has a queen size bed and 4th bedroom has a full and twin bed. Stunning views on every side and amazing sunsets ! This is a great location the

Dawn Caso Williams Realty Services

422 Maple Ave, Old Saybrook, CT 06475
$428,000 Sold Oct 17, 2025
- 1,920 Sq Ft
- $223/SF
- 32 Days On Market
- 4 Beds
- 1.5 Baths
- Built 1958
85 Clementel Dr, Durham, CT 06422

Welcome to this beautifully updated single-family home featuring 4 bedrooms, 1.5 baths, and an attached one -car garage. From the moment you arrive, you'll notice the brand-new driveway and undeniable curb appeal. Inside, the home shines with freshly refinished hardwood floors, custom plantation shutters, and all new fixtures and ceiling fans throughout. The light -filled interior has been

Karen MacKenzie Yellowbrick Real Estate LLC

85 Clementel Dr, Durham, CT 06422

Est $309,916 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,282 Sq Ft
92 Ridge Rd, Middletown, CT 06457

92 Ridge Rd, Middletown, CT 06457

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