An 1816 Federal-style house on Liberty Street in Madison sold for $2.20 million, the highest-priced home sale publicly reported in the New Haven, Connecticut metro area for the week ending August 9, 2026. The five leading closings reported across the metro that week combined for $8.28 million in New Haven-area real estate.
The sales span Madison, Indian Cove, Wildermere Beach, Westville and Cheshire, recorded in the municipalities of Madison, Guilford, Milford, New Haven and Cheshire. Build years run from 1816 to 2022, and Long Island Sound frontage figures in more than one of the week’s leading transactions.
No. 1 — $2,200,000 · 137 Liberty Street, Madison, Connecticut
Two buildings sold together at 137 Liberty Street in Madison, where an 1816 Federal-style residence and a newly built detached barn closed on August 6, 2026 for $2,200,000. The record lists five bedrooms, six bathrooms and a reported 5,543 square feet covering house and barn together, of which a reported 3,784 square feet belongs to the main residence and 1,776 to the barn.
Listing materials identify Gulick & Co., a historical design and build firm, as the company that renovated the residence and constructed the barn to a historically styled design. Wide-plank floors, custom millwork and formal parlors carry the older character of the house, while the kitchen is fitted with SubZero and Bosch appliances. A great room holds an integrated home theater, and an enclosed porch has its own fireplace. The primary suite includes bespoke cabinetry, a coffee station, a bar sink and a bath with a freestanding tub and an oversized shower.
Container Store closets, Schlage smart locks, Lutron lighting, a whole-house dehumidifier, a generator and a smart water monitoring system are among the systems installed. The two-story barn holds a private office with a full bath on its upper floor and an accessory apartment below, fitted with a full kitchen, oak floors, reclaimed ceiling beams, an accessible bath and its own septic system, and that space can serve as a studio, guest quarters or an income unit. The property previously changed hands for $860,000 in 2017.
Alison S. Gould of Gould Group LLC was the listing agent. Margaret Muir of William Pitt Sotheby’s Int’l represented the buyer. The $2,200,000 closing put Gould at the listing side of RealtyWire’s highest-priced reported home sale in the New Haven metro area for the week ending August 9, 2026.
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No. 2 — $1,720,000 · 136 Daniel Avenue, Guilford, Connecticut
Waterfront in Indian Cove carried the metro’s No. 2 reported sale. The house at 136 Daniel Avenue in Guilford traded for $1,720,000 in a transaction that closed August 5, 2026, and the record lists one bedroom, three bathrooms and a reported 2,041 square feet in a house built in 2013.
The house, its patios and its landscaping were laid out as a single design. Triple-glazed windows, passive solar orientation and active solar heat and hot water carry the energy load. A great room under high ceilings holds a fireplace and adjoins the kitchen, with a bonus study alongside the single bedroom. Long Island Sound and Indian Cove are in view from inside the house and from a two-tiered patio set into the landscape design.
The property fronts the water directly, allowing swimming and boating from the shoreline, and it carries the use of an association beach about 100 steps away and an association dock nearby. It previously changed hands for $280,000 in 1987, before the current residence was completed in 2013.
Leigh Whiteman of William Raveis Real Estate was the listing agent. Tim Galvin of William Raveis Real Estate represented the buyer. The listing went under contract 3 days after the current listing date and closed $220,000 above its final asking price of $1,500,000, ranking No. 2 in RealtyWire’s New Haven Metro Area Top 5 for the week.
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No. 3 — $1,699,900 · 216 Broadway, Milford, Connecticut
Direct waterfront on Long Island Sound put 216 Broadway in Milford at No. 3. The 1900 house in the Wildermere Beach area sold for $1,699,900, closing on August 4, 2026, with four bedrooms, two bathrooms and a reported 2,046 square feet.
An open floor plan carries water views from nearly every room. The great room has a wall of windows facing the shoreline and French doors that open onto a private sandy beach. The dining room seats 10 to 12, with four more places at the kitchen breakfast bar, and a main-level office adjoins a full bathroom. Four bedrooms, an updated full bathroom and a laundry room occupy the upper floor.
A covered patio sits between the house and the water, with ample on-site parking, and the property carries a rental history. Milford’s downtown, harbor, beaches, restaurants and shopping are close by, as are major highways. The house previously changed hands for $865,000 in 2022.
Marilyn Heffers of Coldwell Banker Realty was the listing agent. Amber G. Blake of Stacy Blake Realty LLC represented the buyer. The house went under contract 14 days after the current listing date and closed at its full asking price, the No. 3 reported sale in RealtyWire’s New Haven Metro Area Top 5 for the week.
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No. 4 — $1,360,000 · 197 McKinley Avenue, New Haven, Connecticut
Westville produced the No. 4 sale. A renovated 1921 colonial at 197 McKinley Avenue in New Haven closed August 6, 2026 at $1,360,000, with five bedrooms, four bathrooms and a reported 3,759 square feet.
The renovation kept the original architectural detail. An entry foyer opens onto a staircase and wide openings into the living and dining rooms, and the living room centers on a fireplace and gives onto a heated sunroom with a stone fireplace and windows on three sides. The dining room opens to a kitchen fitted with white cabinets, marble counters, a large island, two sink areas and Sub-Zero and Wolf appliances.
A second, smaller heated sunroom sits at the top of the stairs. The primary bedroom on the second floor has a full bath and a two-section walk-in closet, with two more bedrooms, another full bath and a laundry area on the same level, and two further rooms and a full bath with a clawfoot tub on the third floor. The house carries new heat and hot water, central air conditioning and updated electrical service, and the yard and patio are professionally landscaped. Yale and Westville Village are close by, and the property previously changed hands for $755,000 in 2025.
Betsy Grauer of Betsy Grauer Realty, Inc was the listing agent. Jia Wu of JJ Homes Real Estate, LLC represented the buyer. The $1,360,000 transaction ranked No. 4 in RealtyWire’s New Haven Metro Area Top 5 home sales for the week ending August 9, 2026.
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No. 5 — $1,300,000 · 5 Melrose Drive, Cheshire, Connecticut
A reported 3,423 square feet fills a 2022-built colonial at 5 Melrose Drive in Cheshire, the week’s No. 5 reported sale. The four-bedroom, four-bathroom house changed hands for $1,300,000, with the transaction recorded August 6, 2026.
Hardwood floors run through the house. A two-story great room with a gas fireplace sits at the center of the plan and opens into an eat-in kitchen with a center island, upgraded appliances, a six-burner gas range and a chimney-style ventilation hood. The main level also holds a formal dining room, a living room, an office or bedroom with an adjacent full bath, a mudroom and a separate laundry room with a slop sink.
Upstairs, a landing separates a double-entry primary suite, which has an attached bonus room and a custom walk-in closet, from three further bedrooms, two of which share a Jack-and-Jill bath. A whole-house Generac generator and an electric-vehicle charger are installed. The house sits on a level lot with a private backyard, full irrigation and a farmer’s porch across the front, and it previously changed hands for $928,665 in 2022.
Iris Meyer of William Raveis Real Estate was the listing agent. Susan Santoro of William Pitt Sotheby’s Int’l represented the buyer. The closing ranked No. 5 in RealtyWire’s New Haven Metro Area Top 5 for the week ending August 9, 2026, and William Raveis Real Estate was the listing brokerage on more than one of the week’s five highest-priced reported sales in the metro.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, August 9, 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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