Roxbury Real Estate

Recently Sold Listings in Roxbury, CT

Welcome to your dedicated resource for viewing Sold listings in Roxbury, CT. As local Roxbury, CT agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights home values, selling strategies, and options like cash offers. Start exploring the most recent sold properties in Roxbury, CT below, or if you are looking to sell a home in Roxbury, CT contact a local agent to discuss the possibilities.

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All Recently Sold in Roxbury, CT

$2,501,000
5 Beds 6 Baths 24122044 MLS
Exquisite Country Estate in Roxbury Nestled on 42 private acres in the heart of Roxbury, this spectacular shingle-style architectural masterpiece offers an unparalleled blend of sophistication and serene country living. From the moment you meander down the picturesque drive, you'll know you have arrived at your forever home. Designed for both grand entertaining and intimate daily life, the home's beautiful open spaces are bathed in natural light. Every detail has been meticulously crafted to create an atmosphere of refined elegance and comfort. This residence features five spacious bedrooms, six luxurious baths, and four fireplaces, each adding a touch of warmth and classic charm. Outdoor living is elevated to an art form here. The award-winning infinity pool and spa appear to spill into the professionally designed landscape, which seamlessly blends with the natural wooded surroundings, ensuring complete privacy. A grand stone terrace with a fireplace and a sprawling covered porch provide the perfect settings for memorable outdoor gatherings, dining, and relaxation. This estate truly offers the best of both worlds-it feels a world away from the hustle and bustle yet is conveniently located close to everything. The property consists of three separate parcels and benefits from low Roxbury taxes, adding to its appeal. This is more than just a home; it's a lifestyle. We invite you to plan extra time for your private showing to fully appreciate the except

Roxbury

$1,966,500
4 Beds 5 Baths 24085777 MLS
Roxbury dream home with forever views. Tucked away down a gracious drive off a bucolic town road this quintessential Georgian welcomes you home and envelopes you in calm and comfort. Arrival at the motor court provides the first glimpse of a western view that stretches from Roxbury as far as the eye can see, giving an immediate sense of place. The home, unabashedly radiant in its sunny yellow color, was purchased by the current owner in 2021 and underwent an exquisite glow-up by a noted local designer who transformed the residence into something formal, yet intimate; a place that feels so right with rooms that serve purpose. The masterfully appointed chef's kitchen will delight with abundant prep space, oversized range, and a refrigeration wall with dedicated cooling, freezer and wine storage. A sun-filled gathering space is adjacent as well as an informal dining area. A butler's pantry connects the kitchen and the formal dining room. The formal LR is across the foyer, a serene space with one of the home's 3 fireplaces. A den and a media lounge complete the main floor. Upstairs, the primary suite has been reimagined into a luxury space with dressing room and a spa bath. 2 guest BRs and a full bath complete this level. Above the 2 car garage is a guest apartment with living area/gym, BR and BA. Immaculate grounds with mature gardens and multiple outdoor dining spaces. Ready for new memories, this is a gem of a home within a dream of a town.

32 Grassy Hill Rd, Roxbury

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