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Step into timeless elegance at 39 Overton Road—a residence where sophistication, craftsmanship, and comfort converge across 7, 803 finished square feet of extraordinary living space. Perfectly sited on over 2 acres in one of Windham’s most coveted neighborhoods, this 5-bed, 7-bath estate captures the essence of refined living. A stately stone façade, manicured grounds, and grand entry set the tone for the quality found within. Inside, radiant floor heating, rich hardwood flooring, and custom millwork accent spacious, light-filled rooms designed for both grand entertaining and everyday comfort. The gourmet kitchen serves as the heart of the home, complemented by formal and casual gathering areas and four fireplaces, adding warmth & charm. A richly appointed office provides an inspiring workspace with timeless appeal. The opulent primary suite is a true retreat with a spa-inspired bath, dual walk-in closets, and serene views. Upstairs bedrooms each feature private or en-suite baths, ensuring comfort for family and guests. The walkout lower level expands the living space with areas for recreation or fitness, complete with a convenient ¾ bath. A walk-up third floor provides endless potential for future expansion or storage. Outdoors, enjoy your own private oasis with an in-ground pool, expansive patio, and lush landscaped grounds ideal for entertaining. This remarkable home defines luxury, elegance, and timeless design in Windham.
This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimMLS. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 3/10/2026Our family of companies partner in delivering quality services in a one-stop-shopping environment. Together, we integrate the most comprehensive real estate, mortgage and insurance services available to fulfill your specific real estate needs.
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Our Executive Mortgage Banker:
Our Insurance Division:
$3,295,000
William Raveis Real Estate
Phone: 888.699.8876
Contact@raveis.com
Senior Vice President - Coaching & Strategic
William Raveis Mortgage, LLC
Phone: 203.980.8025
Frank.Kolb@raveis.com
NMLS Mortgage Loan Originator ID 81725
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5/6 (30 Yr) Adjustable Rate Jumbo* |
30 Year Fixed-Rate Jumbo |
15 Year Fixed-Rate Jumbo |
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|---|---|---|---|
| Loan Amount | $2,636,000 | $2,636,000 | $2,636,000 |
| Term | 360 months | 360 months | 180 months |
| Initial Interest Rate** | 5.250% | 5.875% | 5.625% |
| Interest Rate based on Index + Margin | 8.125% | ||
| Annual Percentage Rate | 6.069% | 6.031% | 5.885% |
| Monthly Tax Payment | $2,200 | $2,200 | $2,200 |
| H/O Insurance Payment | $125 | $125 | $125 |
| Initial Principal & Interest Pmt | $14,556 | $15,593 | $21,714 |
| Total Monthly Payment | $16,881 | $17,918 | $24,039 |
* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.
** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.
The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.