The five highest-priced home sales reported in Shoreline & Lower River Valley, Connecticut for the week ending November 1, 2026, totaled $9.89 million. Four of the five were single-family homes and one was a townhouse condominium. Guilford had two of the sales, and Lyme, Old Lyme and Madison had one each, with three in New Haven County and two in New London County.
No. 1 — $4,872,480 · 77 Joshua Lane, Lyme, Connecticut
The week’s top sale sits above the Connecticut River in Lyme, on five acres along a private lane, with the property fenced for privacy. It sold for $4,872,480. The Modern-style main home, built in 2009, has four bedrooms, five bathrooms (four full and one half) and 5,459 square feet, the most living area of the five homes, and its six garage spaces are also the most in the group. The property last sold for $825,000 in 2021.
Walls of floor-to-ceiling windows face the river, and French doors along the back of the home open to decks and outdoor living areas. On the main level, a large dining room opens to both the living room and a family room with a vaulted ceiling. The kitchen is fitted with burl walnut cabinetry. The primary suite has a gas fireplace, a private balcony and a bath with a soaking tub that looks out over the water. Upstairs, two bedrooms with their own baths have river views and access to a screened porch, and a rooftop deck looks up and down the river. The walk-out lower level has a game room with a fireplace, a kitchenette, storage for boating gear and a room with its own bath that can serve as a bedroom or an office.
Outside, stone walls and landscaped grounds give way to stone patios that lead to a private dock with two boat lifts. The two-bedroom guest house has vaulted ceilings, a full bath and a three-car garage beneath it. A two-story post-and-beam barn has a game room under a 20-foot ceiling; its upper level adds open entertaining space, a separate room, a full bath and a kitchenette, while the lower level has room for vehicles, boats and equipment along with a climate-controlled storage room. A utility shed with a workshop and a wood-burning stove, and a separate woodshed, round out the outbuildings.
Jodi Strycharz of William Pitt Sotheby’s Int’l was the listing agent, and Michelle A. Hallamore of Berkshire Hathaway NE Prop. represented the buyer in the sale that ranks first this week.
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No. 2 — $1,599,000 · 539-A Boston Street, Guilford, Connecticut
The newest home of the five was built in 2026 on a 0.93-acre interior lot on Boston Street in Guilford. Its style mixes Colonial and Contemporary, and most of its custom stonework is on the exterior. Jacob’s Beach, the Guilford Yacht Club and the Guilford Marina are about 2.5 miles away, and the Guilford Town Green is about 1.5 miles from the home.
The home has four bedrooms, four bathrooms (three full and one half) and 3,284 square feet, with nine-foot ceilings on both floors. In the great room, a linear gas fireplace is set in a textured marble stone surround, and sliding doors lead out to a stone patio. The kitchen is a pared-down modern design with quartz counters, stainless steel appliances, a marble backsplash and a waterfall island whose quartz top runs down its sides. The primary suite is on the main floor. Upstairs, a bedroom with its own bath sits steps from an outdoor terrace, and two other bedrooms share a Jack-and-Jill bathroom. The home was designed for energy efficiency and has an attached three-car garage, public water and underground utilities.
The home sold for its full asking price, $1,599,000. Anne Marie Straka of Compass Connecticut, LLC was the listing agent, and Nicole L. White of William Raveis Real Estate represented the buyer.
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No. 3 — $1,200,000 · 625 State Street, Guilford, Connecticut
Once a Connecticut Designer Showhouse, the Georgian Revival home at 625 State Street in Guilford stands on a 2.75-acre corner lot overlooking a broad lawn and is approached by a circular driveway. Built in 1974, it sold for $1,200,000. Together with the Boston Street sale, the two Guilford homes sold for a combined $2,799,000. The property last sold for $1.052 million in 2008.
Inside, a grand foyer and staircase lead to generously sized rooms with 10-foot ceilings. The home has five fireplaces, and the one in the office has a mantel salvaged from a Newport mansion. The renovated kitchen has a large center island and a butler’s pantry. The home has four bedrooms, five bathrooms (three full and two half) and 5,267 square feet, and the primary suite includes a renovated bath and a separate dressing room. The Guilford Green and its shops and restaurants are a few minutes away.
Linda Toscano of Coldwell Banker Realty was the listing agent and also represented the buyer, so the same agent was on both sides of the sale.
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No. 4 — $1,120,000 · 17 Oakridge Drive, Old Lyme, Connecticut
On 1.65 acres in Old Lyme, the Colonial at 17 Oakridge Drive looks out to Long Island Sound and is steps from a sandy beach, with the Four Mile River Boat Launch a short distance away. Built in 1963, it is the oldest home in this Top 5. It sold for $1,120,000, and the property last sold for $470,000 in 2019.
Much of the home’s life is lived outdoors. A three-season sunroom opens the day, a large Trex deck surrounds a heated above-ground pool with water views, and there is a heated hot tub for the evenings. Inside, hardwood floors run through an open plan, and the kitchen has an oversized quartz island, an induction stove, a prep sink and a wine refrigerator. The living room and the sitting room each have a propane fireplace. The home has four bedrooms, three bathrooms (two full and one half) and 2,224 square feet; the primary suite has a walk-in closet, and the bathrooms have radiant heat.
The home went under contract five days after it was listed and sold $21,000 above its $1.099 million asking price. Peter Zucco of William Pitt Sotheby’s Int’l and Melissa Pardi of William Pitt Sotheby’s Int’l were the listing agents, and John R. Lepore of Berkshire Hathaway NE Prop. represented the buyer.
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No. 5 — $1,100,000 · 15 Cambridge Drive #15, Madison, Connecticut
In Madison Center, a brick townhouse condominium at the end of Cambridge Drive is within walking distance of town, the beach, the Green and the train. Built in 1985, the two-story home has two bedrooms, three bathrooms (two full and one half), 2,208 square feet and two garage spaces. The main floor centers on a living and dining room with custom cabinetry, an office nook and a bookcase that doubles as a coat closet. The kitchen opens to an everyday dining area, and the family room, with more custom cabinetry, a vaulted ceiling and skylights, looks out on a private patio and an English-style garden. A sunroom and a powder room complete that level. Upstairs are the primary bedroom, with a walk-in closet and a full bath, an oversized guest bedroom, a guest bath, a large laundry room and a cedar closet. The property last sold for $600,000 in 2020.
The townhouse sold for $1,100,000, $20,000 above its $1.08 million asking price. Phoebe V. Finch of William Pitt Sotheby’s Int’l was the listing agent, and Tracy A. Lenz of William Pitt Sotheby’s Int’l represented the buyer. William Pitt Sotheby’s Int’l agents listed three of the week’s five top sales, including the Lyme and Old Lyme homes.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, November 1, 2026. The report may exclude private, off-market, delayed or nondisclosed transactions. Prices, property details and professional representation are reported as available at publication and may be updated following confirmation from transaction participants.
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