Greenwich, CT mansion has its own roller hockey rink, golf simulator and 800-square-foot theater

The $6.95 million stone-and-shingle home spreads roughly 11,000 square feet across three levels, with a heated saltwater pool, basketball area and four-car garage outside.

Georgie Mihaila
10 Min Read
Dan Milstein

At 23 Bedford Road in Greenwich, the usual home-gym setup has been taken considerably further.

The newly listed Connecticut estate comes with an indoor roller hockey area, golf simulator, dedicated basketball space and an approximately 800-square-foot private theater — all before getting to the heated saltwater pool and outdoor kitchen.

The stone-and-shingle residence is asking $6.95 million with Megan Sullivan of Douglas Elliman.

Set on roughly two landscaped acres, the five-bedroom home has approximately 8,000 square feet above grade, plus around 3,000 finished square feet on the lower level, bringing the total footprint to roughly 11,000 square feet.

A Hamptons-inspired house on two Greenwich acres

Dan Milstein

The architecture takes its cues from classic Hamptons homes, with a stone-and-shingle exterior and a more traditional interior framework.

Inside, high ceilings, extensive millwork and custom moldings give the main rooms a formal backbone without making the house feel overly rigid.

The grounds are largely level, giving the property plenty of usable outdoor space for the pool, basketball area and entertaining terraces.

Dan Milstein

The kitchen needs two islands to handle the scale

The main kitchen is built for serious volume.

Two oversized islands anchor the room, accompanied by three sinks, three dishwashers and a wine refrigerator.

Dan Milstein

There is also a fireplace, giving the kitchen enough room and warmth to function as a gathering space rather than simply a cooking zone.

Dan Milstein

The unusually extensive cleanup setup — particularly those three dishwashers — makes considerably more sense in a house designed for large groups.

The family room opens directly outside

The kitchen connects to a large family room with its own fireplace.

Both spaces open onto a bluestone patio, creating an easy path between the primary indoor entertaining rooms and the backyard.

Daniel Milstein Photography

That connection becomes especially useful in warmer months, when meals and gatherings can spill directly onto the terrace.

Daniel Milstein Photography

The outdoor kitchen handles full-scale entertaining

The bluestone patio is equipped with a substantial outdoor kitchen rather than a simple grill station.

A large entertaining bar and heated seating area allow the space to remain useful well beyond midsummer.

Dan Milstein

The setup effectively creates another dining and gathering zone outside, positioned within view of the landscaped grounds.

A saltwater pool anchors the backyard

The heated saltwater swimming pool provides the focal point of the outdoor recreation area.

Its placement gives the backyard a more resort-like organization, with the patio, outdoor cooking spaces and recreational zones arranged around it.

Dan Milstein

For a property this close to Greenwich and Manhattan, the roughly two-acre setting creates considerably more breathing room than a typical suburban backyard.

There’s a dedicated basketball area outdoors

Basketball gets its own space rather than sharing pavement with a driveway.

The dedicated court area gives the property another active amenity outside, complementing the much more unusual sports setup downstairs.

Dan Milstein

Between basketball, swimming and the lower-level hockey area, the house was clearly planned around year-round recreation.

The lower level becomes its own sports complex

The roughly 3,000-square-foot finished lower level is where 23 Bedford Road starts to separate itself from a more conventional Greenwich estate.

Instead of using the basement primarily for storage and a media room, a substantial portion has been dedicated to recreation.

Daniel Milstein Photography

There are fitness areas, a golf simulator, roller hockey space and a woodworking studio, creating several very different ways to use the floor.

Roller hockey moves indoors

Perhaps the most unexpected feature is the indoor roller hockey area.

It gives the house a dedicated place to skate and practice regardless of season or weather, a particularly unusual amenity even among large luxury homes.

Daniel Milstein Photography

And because it sits inside the lower level, it can be used independently of the outdoor sports areas.

The golf simulator keeps the swing going year-round

A dedicated golf simulator adds another all-season activity.

Greenwich has numerous golf courses nearby, but the simulator means practice doesn’t have to stop when the weather turns.

Daniel Milstein Photography

It also gives the lower level a completely different kind of recreational space from the faster-paced hockey and fitness zones surrounding it.

An 800-square-foot theater takes movie night seriously

The home theater occupies approximately 800 square feet by itself.

The room is arranged across two tiers and fitted with eight reclining theater chairs.

Sixteen speakers create the audio setup, making the room large and specialized enough to function as a genuine private cinema rather than a converted den.

Daniel Milstein Photography

For major games, it also gives the house another gathering destination away from the primary living rooms.

A woodworking studio adds something unexpected

Not every lower-level feature is about sports or screens.

A dedicated woodworking studio gives the property space for hands-on projects and hobbies that would normally be pushed into the garage.

Daniel Milstein Photography

That kind of purpose-built workspace is relatively unusual in a luxury home and makes the lower floor feel less like a generic amenity level.

The primary suite gets its own balcony and fireplace

Upstairs, the primary bedroom is designed as a quieter counterpoint to the recreation-heavy lower level.

The suite includes a fireplace, private balcony and two dressing rooms.

Daniel Milstein Photography
Daniel Milstein Photography

That gives the owners their own outdoor space apart from the shared backyard and pool areas.

Four additional bedrooms are all en suite

The remaining four bedrooms each have their own bathroom.

That setup provides greater privacy for children, extended family or overnight guests and avoids the need to share hallway baths.

Daniel Milstein Photography

With five bedrooms total, the house keeps the sleeping areas relatively manageable despite its nearly 11,000-square-foot overall footprint.

The four-car garage is heated

The garage accommodates four vehicles and is heated, a useful detail during Connecticut winters.

It also adds practical storage for a house with substantial sports and outdoor equipment requirements.

Daniel Milstein Photography

Given the indoor hockey area, pool, basketball space and golf setup, the extra garage capacity is likely to be useful for considerably more than cars.

Smart-home systems run behind the stately facade

For all its traditional architectural cues, the house includes a considerable amount of modern infrastructure.

Integrated smart-home controls, whole-house audio, a central vacuum system and comprehensive security are built into the residence.

Daniel Milstein Photography

The technology stays largely behind the scenes rather than becoming part of the visual design.

Greenwich feels close, but the property doesn’t

The estate’s location provides quick access to Greenwich’s restaurants, boutiques and everyday services while maintaining the sense of a more secluded country property.

Nearby Armonk adds another dining and shopping option, while Westchester County Airport is also within relatively easy reach.

Daniel Milstein Photography

Manhattan remains accessible enough for the home to function as a full-time residence rather than strictly a weekend escape.

At $6.95M, the amenities do most of the talking

The house certainly has the expected luxury features: landscaped acreage, a large chef’s kitchen, a private primary suite, pool and four-car garage.

But those aren’t what make 23 Bedford Road memorable.

It is the lower level that changes the equation.

Daniel Milstein Photography

An indoor roller hockey area, golf simulator, woodworking studio and 800-square-foot theater give the house the kind of recreation lineup normally spread across multiple buildings — while the pool and basketball area extend it outdoors.

At $6.95 million, the Greenwich estate makes staying home unusually competitive with going anywhere else.

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With a decade-long career as a digital content creator, Georgie started out as a real estate journalist for Multi-Housing News & CPExecutive. She later transitioned into digital marketing, working with leading real estate websites like PropertyShark, RENTCafé and Point2Homes. After a brief but impactful stint in the start-up world, where she led the marketing divisions of fintech company NestReady and media publisher Goalcast, Georgie returned to her first passion, real estate, and founded FancyPantsHomes.com