Recently Sold Homes in Middlesex County, CT

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SOLD OCT 27, 2026

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
Welcome to the Sun Community in Killingworth, truly a wonderful and well maintained community! This 2 bedroom, one full bath home has a large eat-in kitchen that is sunny and bright and has been updated. The living room has vaulted ceilings giving it a spacious feel. The primary is large enough for a queen bed and has access to the Jack and Jill bath with walk in shower. The stackable washer and dryer is located nearby and there is a second bedroom perfect for guests or as a hobby room or office. AC/heat/Hot water mechanicals are approximately 9 years old and in good working order. Set on a fairly large lot, gardeners will love the shed and the possibilities here!

$98,500 Last sold price

2 beds1 bath672 sq ft

12 Country Club Trl, Killingworth, CT 06419

SOLD AUG 27, 2026

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
Welcome home to this beautiful 3-bedroom Cape, nestled on 2 picturesque acres in the sought-after shoreline community of Killingworth. Originally built in 1780, this move in ready home has been meticulously renovated from top to bottom, offering the perfect blend of outdoor New England charm and modern day living. Step inside to discover a bright, inviting interior featuring a thoughtfully redesigned floor plan. The main level offers a kitchen, out of sight laundry, dining room, living room, bedroom and a full bath. Upstairs, you will find two additional bedrooms, a second full bathroom, and a flex space that can be used for a home office, playroom or a reading nook. Enjoy the beauty of 2 s

$540,000 Last sold price

3 beds2 baths1,487 sq ft

355 Route 81, Killingworth, CT 06419

SOLD AUG 24, 2026

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
PLEASE SUBMIT OFFERS BY Monday 5/18/26 at 10 am Eastern Time. Beautifully updated home in the desirable Indian Springs neighborhood. The private and tastefully landscaped 2.9 acre property runs down to the Hammonassett River. The spacious renovated kitchen/dining area includes a fireplace. The adjacent cozy family room also features a fireplace. Two other rooms on the first floor offer flexible space for an office, formal living room/dining room etc. Upstairs, the primary bedroom suite runs the full length of the house and offers a sitting area with fireplace and a balcony overlooking the yard and woods. The whole suite is your personal haven, fully renovated. Two other bedrooms and bathroo

$865,000 Last sold price

3 beds2.5 baths2,752 sq ft

54 Bar Gate Trl, Killingworth, CT 06419

SOLD AUG 10, 2026

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
Discover the perfect blend of timeless New England character and thoughtful modern updates in this charming one-owner Dutch Colonial, privately set on nearly 2 acres of mature landscaping and open grounds. Once filled with carefully curated antiques that beautifully complemented the home's historic character, the property now offers updated kitchens and baths that bring modern comfort while preserving its authentic farmhouse charm. Built in 1962, this 4-bedroom, 2.5-bath home features inviting living spaces rich with warmth, character, and architectural detail. The custom country kitchen serves as the heart of the home, showcasing handmade cabinetry, granite countertops, stainless steel app

$733,500 Last sold price

4 beds2.5 baths3,615 sq ft

14 Cow Pen Hill Rd, Killingworth, CT 06419

SOLD SEP 16, 2026

ABOUT THIS HOME
Recently Sold Home in Middlesex County, CT:
Nestled on 3 private acres in the Autumn Ridge subdivision, this 4 bedroom home is a perfect blend of classic charm and modern amenities. A gracious front porch opens to a two story foyer and sunlit 1st floor rooms with 9 foot ceilings and hardwood floors. The living room and family room are divided by french doors allowing for a large gathering when open. The spacious eat-in kitchen with granite counters & a large island is open to the family room with a fireplace and sliders to the deck. Completing the 1st floor is a formal dining room and powder room. The 2nd floor has 4 bedrooms 2 full baths, laundry facilities, and a flexible bonus room with hardwood floor. In the 8 years the sel

$761,200 Last sold price

4 beds2.5 baths2,986 sq ft

12 Lafata Ln, Killingworth, CT 06419

Property at 4 Autumn Rdg, Westbrook, CT 06498, 3 beds, 2.5 baths

$925,000 Last sold price

3 beds2.5 baths2,085 sq ft

4 Autumn Rdg, Westbrook, CT 06498

Property at 9 2nd Ave, Westbrook, CT 06498, 3 beds, 1 bath

$472,000 Last sold price

3 beds1 bath828 sq ft

9 2nd Ave, Westbrook, CT 06498

Property at 3 Mohican Rd, Westbrook, CT 06498, 3 beds, 2 baths

$960,000 Last sold price

3 beds2 baths1,787 sq ft

3 Mohican Rd, Westbrook, CT 06498

Property at 15 Stannard Dr, Westbrook, CT 06498, 3 beds, 2 baths

$850,000 Last sold price

3 beds2 baths1,306 sq ft

15 Stannard Dr, Westbrook, CT 06498

Property at 44 Linden Ave N, Westbrook, CT 06498, 2 beds, 1 bath

$100,000 Last sold price

2 beds1 bath672 sq ft

44 Linden Ave N, Westbrook, CT 06498

Property at 10 Lynne Ave, Westbrook, CT 06498, 2 beds, 2 baths

$843,000 Last sold price

2 beds2 baths1,748 sq ft

10 Lynne Ave, Westbrook, CT 06498

Property at 6 Woodsedge Ln, Westbrook, CT 06498, 2 beds, 2 baths

$60,000 Last sold price

2 beds2 baths854 sq ft

6 Woodsedge Ln, Westbrook, CT 06498

Property at 17 Beach Way, Westbrook, CT 06498, 3 beds, 1 bath

$1,250,000 Last sold price

3 beds1 bath840 sq ft

17 Beach Way, Westbrook, CT 06498

Property at 67 Break Neck Hill Rd, Westbrook, CT 06498, 3 beds, 2 baths

$755,000 Last sold price

3 beds2 baths2,651 sq ft

67 Break Neck Hill Rd, Westbrook, CT 06498

Property at 3 Docs Hill Rd, Westbrook, CT 06498, 3 beds, 2.5 baths

$565,000 Last sold price

3 beds2.5 baths1,856 sq ft

3 Docs Hill Rd, Westbrook, CT 06498

Property at 85 McVeagh Rd, Westbrook, CT 06498, 4 beds, 2.5 baths

$650,000 Last sold price

4 beds2.5 baths2,831 sq ft

85 McVeagh Rd, Westbrook, CT 06498

Property at 67 Winterberry Cir, Westbrook, CT 06498, 3 beds, 3.5 baths

$490,000 Last sold price

3 beds3.5 baths2,445 sq ft

67 Winterberry Cir, Westbrook, CT 06498

Property at 156 Little Stannard Beach Rd, Westbrook, CT 06498, 4 beds, 2 baths

$1,700,000 Last sold price

4 beds2 baths1,677 sq ft

156 Little Stannard Beach Rd, Westbrook, CT 06498

Property at 35 Windy Hill Rd, Westbrook, CT 06498, 3 beds, 1.5 baths

$405,000 Last sold price

3 beds1.5 baths1,339 sq ft

35 Windy Hill Rd, Westbrook, CT 06498

Property at 164 Hammock Rd N #23, Westbrook, CT 06498, 2 beds, 2.5 baths

$557,000 Last sold price

2 beds2.5 baths1,764 sq ft

164 Hammock Rd N #23, Westbrook, CT 06498

Property at 331 Dennison Rd, Westbrook, CT 06498, 3 beds, 2.5 baths

$700,000 Last sold price

3 beds2.5 baths1,961 sq ft

331 Dennison Rd, Westbrook, CT 06498

Property at 27 Gates Rd, Old Saybrook, CT 06475, 4 beds, 1.5 baths

$805,000 Last sold price

4 beds1.5 baths1,088 sq ft

27 Gates Rd, Old Saybrook, CT 06475

Property at 420 Maple Ave, Old Saybrook, CT 06475, 3 beds, 2.5 baths

$2,150,000 Last sold price

3 beds2.5 baths1,900 sq ft

420 Maple Ave, Old Saybrook, CT 06475

Property at 28 Bellaire Dr, Old Saybrook, CT 06475, 3 beds, 2 baths

$982,500 Last sold price

3 beds2 baths1,175 sq ft

28 Bellaire Dr, Old Saybrook, CT 06475

Property at 5 Cove Lndg, Old Saybrook, CT 06475, 3 beds, 2.5 baths

$1,648,000 Last sold price

3 beds2.5 baths2,787 sq ft

5 Cove Lndg, Old Saybrook, CT 06475

Property at 21 Baum Ave, Old Saybrook, CT 06475, 2 beds, 1.5 baths

$600,000 Last sold price

2 beds1.5 baths1,290 sq ft

21 Baum Ave, Old Saybrook, CT 06475

Property at 8 Owaneco Trl, Old Saybrook, CT 06475, 4 beds, 3.5 baths

$1,950,000 Last sold price

4 beds3.5 baths2,881 sq ft

8 Owaneco Trl, Old Saybrook, CT 06475

Property at 25 Sunset Rd #3, Old Saybrook, CT 06475, 2 beds, 2.5 baths

$685,000 Last sold price

2 beds2.5 baths1,565 sq ft

25 Sunset Rd #3, Old Saybrook, CT 06475

Property at 11 Coulter St #7, Old Saybrook, CT 06475, 2 beds, 2 baths

$740,000 Last sold price

2 beds2 baths1,394 sq ft

11 Coulter St #7, Old Saybrook, CT 06475

Property at 32 King St, Old Saybrook, CT 06475, 4 beds, 2 baths

$599,000 Last sold price

4 beds2 baths1,643 sq ft

32 King St, Old Saybrook, CT 06475

Property at 84 Ayers Point Rd, Old Saybrook, CT 06475, 3 beds, 2 baths

$675,000 Last sold price

3 beds2 baths1,788 sq ft

84 Ayers Point Rd, Old Saybrook, CT 06475

Property at 28 Gates Rd, Old Saybrook, CT 06475, 4 beds, 1.5 baths

$960,000 Last sold price

4 beds1.5 baths1,208 sq ft

28 Gates Rd, Old Saybrook, CT 06475

Property at 14 Seagull Rd, Old Saybrook, CT 06475, 4 beds, 2 baths

$715,000 Last sold price

4 beds2 baths1,675 sq ft

14 Seagull Rd, Old Saybrook, CT 06475

Property at 86 Fenwood Dr, Old Saybrook, CT 06475, 2 beds, 3 baths

$825,000 Last sold price

2 beds3 baths2,210 sq ft

86 Fenwood Dr, Old Saybrook, CT 06475

Property at 6 Nutmeg Cir, Old Saybrook, CT 06475, 3 beds, 2.5 baths

$750,000 Last sold price

3 beds2.5 baths2,205 sq ft

6 Nutmeg Cir, Old Saybrook, CT 06475

Property at 2 Half Penny Ln, Old Saybrook, CT 06475, 3 beds, 2 baths

$580,000 Last sold price

3 beds2 baths1,800 sq ft

2 Half Penny Ln, Old Saybrook, CT 06475

Property at 207 School House Rd, Old Saybrook, CT 06475, 4 beds, 2 baths

$615,000 Last sold price

4 beds2 baths2,149 sq ft

207 School House Rd, Old Saybrook, CT 06475

Property at 46 Farview Ave, Old Saybrook, CT 06475, 3 beds, 2 baths

$560,000 Last sold price

3 beds2 baths1,552 sq ft

46 Farview Ave, Old Saybrook, CT 06475

Property at 18 Shepard St, Old Saybrook, CT 06475, 3 beds, 2 baths

$650,000 Last sold price

3 beds2 baths2,114 sq ft

18 Shepard St, Old Saybrook, CT 06475

Property at 41 Gildersleeve Rd, Portland, CT 06480, 3 beds, 3.5 baths

$860,000 Last sold price

3 beds3.5 baths3,355 sq ft

41 Gildersleeve Rd, Portland, CT 06480

Property at 393 Turkey Hill Rd, Haddam, CT 06438, 4 beds, 2 baths

$538,000 Last sold price

4 beds2 baths1,719 sq ft

393 Turkey Hill Rd, Haddam, CT 06438

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Recently Sold Homes in Middlesex County

There are currently 350 recently sold homes for sale in Middlesex County at a median listing price of $500K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Middlesex County stay on the market for 47 days and receive 4 offers. This map is refreshed with the newest listings in Middlesex County every 15 minutes.

In the past month, 196 homes have been sold in Middlesex County. In addition to houses in Middlesex County, there were also 115 condos, 0 townhouses, and 32 multi-family units for sale in Middlesex County last month. Find your dream home in Middlesex County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Middlesex County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Middlesex County. If you're looking to sell your home in the Middlesex County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Middlesex County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Recently Sold Homes in Middlesex County, CT

Recently Sold Homes in Middlesex County

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