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$75,000,000
8 Beds 14 Baths 959838 MLS
An extraordinary 268-acre legacy estate spanning the New York-Connecticut border, Hillandale offers unrivaled privacy and timeless grandeur. Once owned by the Sulzberger family of the New York Times, the 15,000+ sq ft, eight-bedroom European-inspired manor has been meticulously restored and features magnificent formal entertaining rooms, 11 fireplaces, two elevators, a paneled library, sun-filled conservatory, billiard room, sauna, gym and an Olympic-sized indoor pool with spa. There is also an outdoor pool with dedicated pool house. Vast, beautifully designed grounds showcase formal gardens, a private lake, woodland trails, a hedge maze and lighted tennis court. Four separate guest houses and a separate garage apartment on the property create a truly unparalleled private compound. This is a once in a generation offering for those seeking exceptional elegance and seclusion. Total Acreage 268+ acres: 173+ in Pound Ridge, New York, 95+ in Stamford, Connecticut

Stamford

$2,000,000
5 Beds 4 Baths 24148148 MLS
Set in Stamford's coveted Shippan Point waterfront community, this renovated home offers a flexible, livable layout. The main level features hardwood floors, a chef-caliber kitchen with high-end appliances and generous prep space, a large dining area, a comfortable living room, and a wraparound deck overlooking a private patio. Three nicely sized bedrooms on the main level include one of two primary suite options, each with a full bath and custom-designed walk-in closet. The lower level adds an office/or 5th bedroom, a spacious family room with exercise equipment, and a private suite, with access to the patio and a top-of-the-line Sundance Maxxus six-person spa. An easy walk to the water and neighborhood beaches, and minutes to Metro-North, Harbor Point, and downtown Stamford. Must see to appreciate.

61 Hobson St, Stamford

$2,175,000
4 Beds 3 Baths 24150725 MLS
A rare opportunity to create a custom modern retreat in one of North Stamford's most serene settings. Located in a prestigious enclave of fine residences on a quiet cul-de-sac, this stunning to-be-built modern home offers a rare combination of luxury, privacy, and natural beauty. Featuring 4 bedrooms plus loft, 3 baths, and 3,782 sq ft of thoughtfully designed living space, the home is sited on 2 scenic acres with peaceful seasonal reservoir views-ideal as a full-time residence or weekend escape. A charming covered front porch leads to a dramatic two-story foyer and expansive Great Room with fireplace, soaring ceilings, and walls of windows overlooking the landscape. The open chef's kitchen boasts an oversized island, exquisite cabinetry, high-end appliances, and walk-in pantry, connecting seamlessly to a wraparound covered porch designed for great outdoor living. The main-level primary suite offers a spa-like bath, dual walk-in closets, and French doors opening to the porch. A 2nd first-floor bedroom with adjacent full bath provides ideal guest or home office space. Mudroom and laundry room complete the 1st level. Upstairs includes 2 bedrooms, full bath, and bright open loft. Optional finished walkout lower level adds up to 2,260 sf, at add'l cost. Conveniently located near fine dining, shopping, theaters, parks, golf, hiking, beaches, and everything the vibrant City of Stamford offers, easy access to train, airport and Hwys! One hour to NYC! Renderings are representational.

6a S Brook Dr, Stamford

$1,050,000
6 Beds 2 Baths 24139373 MLS
Exceptional multi-family with 2 vacant spacious three bed/one bath units that are only a heartbeat away from Stamford's most active beach. The curb appeal of this rare multi-family make it a perfect owner-occupied opportunity where you can live in one unit and potentially halve your mortgage by renting out the other. This well-maintained property also offers additional growth options as an investment property. Both units have the same footprint, which includes three bedrooms, one full bath, separate utilities, spacious eat-in-kitchen, W/D, hardwood floors and open access dining rooms which flow directly into large light-filled living rooms with picture windows. The newly painted 2nd floor, accessed from the front door, boasts an updated bathroom, newer kitchen cabinets, ample attic storage and an enjoyable elevated back deck. Heat and hot water for this unit are supplied by an efficient tankless Navien hot water system. The 1st floor unit has also been newly painted and the hardwood floors throughout have been beautifully refinished. The 1st floor unit also includes a full W/D in the basement, with an oil fueled boiler providing both heat and tankless hot water. The basement is shared, providing extra storage for the 2nd floor unit, interior access for the 1st floor and includes a spacious finished bonus room. Outside is a shared detached 2 car garage, one side for each unit, and a recently expanded parking lot, allowing space for an additional 3 cars. Being sold "as-is."

33 Dora St, Stamford

$1,775,000
3 Beds 3 Baths 24137827 MLS
**Greenwich address with Stamford schools and taxes** GREENWICH'S ''Glass House'' - Almost 4,000 sq.ft. A Waterfront Wonder! Step into a world of magic and light! This dazzling retreat offers shimmering pond views, a private dock for fishing, skating or canoeing for new memories. There is unforgettable architecture that brings nature indoors. Floor-to-ceiling windows flood the space with sunshine and frame spectacular vistas. Enjoy a wraparound deck with three vibrant entertaining zones. Each floor features a bedroom, plus a loft, office, and library. Surrounded by lush landscaping and mature trees, & a vegetable garden. This sun-drenched oasis is a rare gem-peaceful, private, and absolutely stunning.

198 E Middle Patent Rd, Stamford

$525,000
24087971 MLS
Discover a Hidden Gem in North Stamford - South Brook Drive!! Amazing opportunity to build your DREAM HOME! A Nature Lover's Dream! This 2.09 acre parcel is located in a prestigious enclave of fine residences in North Stamford, on a quiet cul-de-sac. Nestled on 2 lush acres offering a bucolic natural setting with picturesque seasonal views of reservoir and plenty of privacy. Conveniently located near fine dining, shopping, theaters, parks, golf, hiking, beaches, and everything the vibrant City of Stamford is known for with easy access to train, airport and Hwys! Enjoy nearby Greenwich and the quaint towns of Pound Ridge/Bedford, NY. Build your perfect year-round home or an fantastic weekend retreat! Less than 1 hour to NYC! Purchaser to do all duediligence. Ask about other great lots available. This lot is also available with a "To Be Built" home with one of our Builder Partners offering various floor plans, built to suit you needs. Currently featuring a gorgeous Passive Home listed on MLS #24084396. Note: Taxes reflect current Forest designation. Seller has Real Estate license.

21 S Brook Dr, Stamford

$4,500,000
10 Beds 10 Baths 24026683 MLS
Enter a world of opulent privacy on nearly twenty-five acres of pristine countryside, boasting five acres of serene lakes, elegant stone bridge, and expansive manicured lawns that cradle an entire valley just 45 miles from NYC! Discover a lavish retreat comprising of four distinct residences: a magnificent five-bedroom, four-bathroom main estate, a charming two-bedroom, two-bathroom guest cottage, a sophisticated two-bedroom, one-bathroom carriage house complete with a heated three-car garage, and a stylish one-bedroom, one-bathroom log cabin pool house overlooking a 20x50 heated saltwater pool. Additionally, luxuriate in a cozy "writers cabin," with a majestic fireplace. The compound also has a versatile storage barn with separate private driveway access, and a dog kennel. The property is artfully situated amidst majestic oak trees and vibrant flowering shrubs, adorned with professionally landscaped stone terraces, walls, and scenic viewpoints, featuring multiple rose and mixed flower gardens, an organic vegetable garden, and a host of other exquisite amenities. Stroll through this picturesque sanctuary of unmatched serenity - a truly enchanting haven of natural beauty and modern comforts.

Stamford

$3,389,000
4 Beds 4 Baths 24084396 MLS
This architectural gem will captivate with its luxurious, modern design and impress with its meticulous, energy-efficient construction. The award-winning CMG BUILDER of New Canaan CT will craft this home to the German Passive House Institute (PHI) standard, resulting in a visually stunning home that's 80 percent more energy efficient than a typical, code-built residence. Thoughtfully designed to fuse form and function, the expansive living spaces, clean lines, and exquisite modern finishes deliver next level sophistication. South-facing walls of glass will bathe the living space in natural light, while framing breathtaking views that shift with the seasons. Designed for superior air quality and wellness, other key features include strategic shading, airtight construction,and an efficient whole-house energy recovery ventilation system. The absence of fossil fuels, along with highly efficient European windows and doors, enhances energy savings and creates a remarkably quiet and serene living environment. Nestled on a private 2-acre lot on a North Stamford cul-de-sac, this idyllic setting offers a peaceful escape that's within reach of urban conveniences. Since this home is "to be built" you have the opportunity to collaborate with the builder to select finishes, ensuring a home that's as extraordinary as you are. Your dream home awaits. Images in this listing may have been created or enhanced using virtual staging software and are intended to represent the home to be built.

21a S Brook Dr, Stamford

$1,250,000
889771 MLS
Welcome to a rare and exciting investment opportunity in the heart of the northern Catskill Mountains — the historic site of the former Catskill Craftsmen manufacturing facility, proudly located in the picturesque Village of Stamford. Spanning two surveyed parcels totaling 11.3+/-; acres, this exceptional commercial property offers around 90,000 sq ft of existing building space, with village water & sewer in place. Whether you’re an investor, developer, or visionary entrepreneur, the possibilities here are truly endless. Originally home to one of the largest butcher block manufacturers in the U.S. dating back to the 1940s, this property boasts a mix of structures, including a modern insulated warehouse built in 2010, measuring approx. 176’ x 64’ with two loading docks. Other buildings on site offer expansive former manufacturing, storage, & packaging areas, office & conference spaces, restrooms, & cafeteria, complete with sprinkler system & ample parking space. This is a prime site for a new housing development, multi-use campus, light industrial, microbrewery or even lodging & hospitality ventures with an excellent location approximately half an hour to I-88 and with proximity to Albany, Binghamton, & Oneonta. With the Catskills continuing to surge in popularity, and a rising demand for housing, workspace, & recreation-focused destinations, this property is your canvas with a mostly level topography that supports ease of development, and a layout that allows for multiple points of entry & exit. The blend of open space & existing infrastructure provides flexibility for phased development or multi-use planning. The property’s adjacency to the Catskill Scenic recreational trails adds potential for tourism-focused projects, while its setting in a vibrant village with amenities like a grocery store, gas stations, eateries, and year-round activity make it ideal for attracting both residents and visitors. The expansive footprint and varied building types offer opportunities for adaptive reuse, from artisan manufacturing to wellness retreats or live-work communities. The property also includes a small home, adding even more flexibility to this incredible opportunity.

15 W End Avenue, Stamford

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