Real Estate Guidance in Ridgefield and Northern Fairfield County

Buyers today often search across several towns before finding the right fit. I regularly help clients navigate Ridgefield, Wilton, Redding, Weston, Bethel, Brookfield, Newtown, New Fairfield, and Danbury — offering local perspective on everything from neighborhood character and commuting options to lifestyle and outdoor amenities.

46 Years Living in the 068 Area

I've lived here long enough to know the difference between what a listing says and what a neighborhood actually feels like. That kind of knowledge — the shortcuts, the hidden gems, the subtle differences between towns — is what I bring to every search. My goal is to help you navigate the region with clarity, confidence, and no surprises.

Where it all began: Ridgefield & Wilton — my stomping ground for over four decades, and where my love of this market truly began.

Branching Out: Redding & Weston — If you want to stretch your legs (and maybe your wallet 😜), these more rural communities offer protected open spaces, an outdoor lifestyle, and a quieter pace without sacrificing convenience

The Greater Danbury Area — Bethel, Brookfield, Newtown, and New Fairfield each have their own personality and their own loyal following — and I know them all well.

 

VIEW MY INTERACTIVE MAPS

Built from scratch — every drive time verified, every train connection accurate, every town stat current. Explore towns, compare data, and stress-test your NYC commute before making the biggest decision of your life. I welcome your feedback!

Town Explorer interactive map of Fairfield County and Westchester

Interactive Map

Town Explorer

Browse every town in Fairfield County and bordering Westchester side by side. Click any town to see population, area, density, and the latest median home sales price — all in one place.

Explore Towns →
Drive to NYC commute times map

Commuter Guide

Drive to NYC

Real commute times from every town in the region, verified on Google Maps at 6:30 AM on a weekday. See best-case, worst-case, and typical ranges before you move.

Check Drive Times →
Metro North guide map to Grand Central

Commuter Guide

Metro North to Grand Central

Find the right station for every town — New Haven, Harlem, Danbury, and New Canaan lines all covered. Includes shuttle info for towns not directly on the line.

View Train Guide →

LATEST AREA LISTINGS

$2,700,000

6 Beds

6 Baths

ACTIVE Status

24198721 MLS

Welcome to 269 West Lane, a beautifully appointed Carriage House built by George G Haven in 1900 and extensively renovated to today's highest standards. Steeped in Ridgefield history and charm, this "grand barn" was originally built for Haven's prize horse Davey and his stablemates, with cost as no object in its construction. Enter the grounds through stone walls and a canopy of mature trees to find a private sanctuary of gardens, terraces and inviting Gunite pool. Formal fenced perenial gardens surround a charming garden cottage. The interior of the home is a wonderland of architectural character. A grand entry foyer boasts soaring ceilings and original brick herringbone flooring. Magnificent double doors lead to the stunning Great Room, with corner raised hearth fireplace and a wall of French doors to the terrace. A chef's kitchen with breakfast bar is accessed through a charming butler's pantry. Step into to a majestic living room, which has also been used as a grand dining room in years past. A first floor ensuite bedroom is perfect for guests or au pair. An artist studio, an added bonus! The rear of the house leads to a spacious inlaw or caretaker apartment, complete with an original horse stall, now a bedroom! Upstairs, the primary bedroom suite with separate sitting room offers a private retreat. Three other bedrooms and two baths complete this level. This special country retreat is located less than a mile from charming Ridgefield center and just 55 miles to NYC!

269 West Ln, Ridgefield

$1,575,000

4 Beds

4 Baths

ACTIVE Status

24203399 MLS

Privacy, craftsmanship, and a nearly new home come together at 105 Sleepy Hollow Road. Constructed in 2021, this distinctive Ridgefield residence offers generous proportions and a polished interior filled with sunlight. The main level was created with connection in mind, bringing the kitchen, gathering areas, and dining spaces together naturally. A substantial center island anchors the kitchen, complemented by extensive prep space and a separate butler's pantry. Nearby, a gas fireplace adds warmth and character. The second floor includes four bedrooms, highlighted by an impressive owner's suite with two walk-in closets and a beautifully finished bathroom with dual sinks, a freestanding soaking tub, and large glass-enclosed shower. Two additional full bathrooms serve the remaining bedrooms. Below, a large unfinished walk-out basement with high ceilings provides exciting possibilities for future finished space, whether envisioned as a gym, media room, recreation area, or additional living space. The property offers multiple outdoor areas, including a deck, patio, and hot tub, all surrounded by established landscaping and a peaceful natural backdrop. A whole-house generator, 2-car garage, mudroom, separate laundry room, and walk-up attic add everyday practicality. Close to Ridgefield's town center and commuter routes, this special property pairs a newer build with space, seclusion, and convenience.

105 Sleepy Hollow Rd, Ridgefield

$995,000

3 Beds

4 Baths

ACTIVE Status

24203939 MLS

You'll love this true nature lover's retreat, just 60 miles from NYC! Bordering 280 acre Topstone Park, this rare gem is a special place to call home. It underwent a total rebuild in 2003, resulting in a home that feels both timeless & entirely current. The professionally landscaped grounds burst with color creating a seamless connection between the indoors & the gorgeous natural landscape.At the heart of the home a chef's kitchen serves as the ultimate gathering spot, flowing into the dining/liv. areas. Here, soaring cathedral ceilings & large windows invite the light in.The charm of this home lies in its "not a cookie-cutter" personality. You'll find delightful nods to its heritage, like original oversized planked floors, exposed brick, paired with the rustic warmth of hand-hewed beams and hardwood floors that run throughout most of the home. With 3-4 beds and 2 fpls, the layout is as functional as it is beautiful. The primary suite on main level with walk-in closet & full bath is ideal. The lower level is a revelation, with high ceilings, a massive fireplace, bath & private entrance offering incredible potential. As a model of modern efficiency, a new roof was installed with a cutting-edge solar power system in 2023 with a prepaid 25-year assumable lease:this system currently generates more energy than the home consumes, providing a massive financial benefit. Having a nature sanctuary bordering your prop. with a beach, trails & boating is the ideal place to call home.

149 Old Redding Rd, Redding

$539,900

1 Beds

2 Baths

ACTIVE Status

24203303 MLS

Glen River BLDG.

YOUR NEXT CHAPER SHOULD START RiGHT HERE IN WILTON! Welcome to Glen River, a premier townhouse community offering an exceptional combination of location, privacy, lifestyle, & value. Aggressively priced, this beautifully maintained 1bed+Den townhouse lives like a 2bed & is ideally positioned in one of the most private settings in the complex, overlooking a peaceful tree-lined backdrop. Walk to everything Wilton Village has to offer, including charming boutiques, restaurants, coffee shops, ice cream, grocery store, library, parks, Metro-North train, & Norwalk River Valley Trail. Inside an open kitchen flows into living/dining room where dramatic floor-to-ceiling stacked stone wood-burning fireplace creates a beautiful focal point. Sliders open to a private patio & bring abundant natural light into the home. Upper-level features spacious primary bedroom w/ vaulted ceilings & large walk-in closet, versatile den, full bath, laundry, and generous storage. The den provides excellent flexibility as a 2nd bedroom, office, guest room, or additional living space. a 1-car garage w/ additional storage adds additional convenience. Enjoy Glen River's beautifully maintained grounds and resort-style in-ground pool w/ lounge chairs, tables, umbrellas and changing area. Located in one of CT's most highly regarded school districts, this is an incredible opportunity to enjoy Wilton living, walkability, and top-rated schools at a very attractive price.

35 Glen Ridge, Unit 35, Wilton

$1,995,000

4 Beds

5 Baths

ACTIVE Status

24202777 MLS

This exceptional modern farmhouse, just five years young, is in pristine condition and showcases refined finishes and thoughtful craftsmanship. A striking double-door entry opens to a stunning living room with soaring 19-foot ceilings, a custom fireplace with marble surround, floating shelves, custom built-ins, and a distinctive Hubbardton Forge chandelier. The open-concept eat-in kitchen features 2 and a quarter inch mitered marble countertops, farmhouse sink, premium JennAir appliances, custom range hood, pot filling faucet, oversized island with microwave/convection oven, reverse osmosis water system, and water softener. A butler's pantry/wet bar w/ wine cooler and custom-built mudroom connect seamlessly to the spacious three-car garage. The main level also offers a private office with glass doors, guest suite with full bath, marble flooring and walk-in shower, plus a stylish powder room with floor-to-ceiling tile. Premium 7-inch white oak flooring extends throughout. Upstairs, the open hallway overlooks the living room. The luxurious primary suite features a custom-built walk-in closet and spa-inspired bath with marble floors, radiant floor heating, double vanity, soaking tub overlooking the private backyard, and oversized walk-in shower. An additional bedroom suite, bedroom, full hall bath, and convenient laundry complete the level. Custom shades and built-in speakers enhance the home throughout.

2 Black Pine Rdg, Ridgefield

$1,100,000

3 Beds

2 Baths

COMING SOON Status

24198647 MLS

Imagine a storybook Cape along a babbling brook, surrounded by overflowing hydrangeas and mature plantings... this inviting lower Weston home feels like a private English country refuge. Pass through the white driveway gates, and you'll admire the classic cottage charm complete with new cedar roof. Inside, abundant natural light streams through multiple skylights, oversized windows, and French doors. The open living room with gas fireplace, dining room and refreshed kitchen flow easily for everyday living and entertaining. A first-floor primary bedroom offers convenient one-level living, with two additional bedrooms and a full bath upstairs. A cozy den offers space to relax, while a bonus room is flexible as a home office or mudroom. Multiple closets and a walk-up attic over the garage provide excellent storage. Outside, a screened porch and secluded, fenced patio framed by mature perennials invite you to relax, dine, and enjoy balmy summer evenings, while the brook adds to the bucolic setting. Set on just under an acre, the home offers a wonderful sense of peace and privacy. Recent updates include a refreshed kitchen and bathrooms, plus exterior paint. Weston offers excellent schools and a location just minutes from Westport's shopping, restaurants and beaches, with the train station to NYC is approximately 15 minutes' drive. Move-in ready with a quick closing available... book your showing and prepare to be charmed!

24 Good Hill Rd, Weston

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.