Refine Search
Sort by
$7,900
5 Beds 4 Baths ACTIVE Status 24183952 MLS
Available as a furnished, short-term rental. Move right into this classic colonial home, nestled on over an acre of land on a lovely North Stamford cul-de-sac. This well-maintained 5-bedroom, 3.5 bath home features a formal living room, a spacious eat-in kitchen with pantry closets, stainless steel appliances and granite countertops, a formal dining room and a cozy family room with a fireplace and screened-in deck. The finished lower level has sliders to access the back patio and yard, a large recreation room with fireplace, a wet bar for entertaining and a full bath. Three car attached garage. Whole house generator. Available for flexible furnished rental through beginning August 15, 2026 through May 31, 2027.

58 Heritage Ln, Stamford

$1,299,000
4 Beds 3 Baths ACTIVE UNDER CONTRACT Status 24182613 MLS
Wonderful Lake front contemporary providing for the ultimate in entertaining with spectacular views from the living room, kitchen and family room. The secluded property provides a private sanctuary for the ultimate in privacy. The primary suite has a full bath with tub and separate shower, two walk-in closets a cathedral ceiling and glass sliders to a private deck overlooking the vast lake. The main level has two additional bedrooms. The lower level features an additional bedroom and office/family room with adjacent full bath. The laundry/utility room provides shelving for ample storage. The oversized 2-car garage accommodates two possibly three smaller cars and much storage. Don't miss this opportunity schedule a viewing today.

511 Hunting Ridge Rd, Stamford

$1,325,000
4 Beds 5 Baths ACTIVE UNDER CONTRACT Status 24179600 MLS
Walls of glass, soaring ceilings, skylights & incredible natural light define this stunning North Stamford contemporary, set on a private cul-de-sac in the desirable Briar Woods Assoc. Designed to bring the outside in, this 4 bed/4.5 bath home has a true treehouse feel. The dramatic two-story entry opens to an airy, flexible floor plan w/hardwood floors, multiple fireplaces, vlt'd ceilings & seamless indoor/outdoor living & entertaining. The renovated kitchen features custom wood cabinetry, an oversized island, thoughtful storage & easy flow to the dining area, expansive wraparound deck & mudroom w/half bath. A first-floor bdrm w/adjacent full bath is ideal for guests, office or playroom. Upstairs, the spacious primary suite w/ vlt'd ceilings offers a fireplace, walk-in closet, private balcony & fabulous spa-like bath, while two add'l bdrms, renovated shared bath & open loft complete the 2nd floor. The finished, walkout lower level offers incredible flexibility w/fireplace, rec room, built-in cherry bar, full bath, storage & in-law suite potential. Enjoy morning coffee, summer bbqs or evenings under the stars from the private elevated setting, expansive deck & firepit area. See feature sheet for the many recent upgrades incl generator hookup, refreshed mudroom, remote monitoring & more. All part of a special 12-home association w/ pool, tennis, dining area & cabanas, close to parks, hiking, shopping, restaurants, Merritt Parkway & all North Stamford has to offer.

42 Briar Woods Trl, Stamford

$1,259,000
4 Beds 3 Baths ACTIVE Status 24179936 MLS
Set on one of North Stamford's most sought-after lanes, this beautifully refreshed New England Colonial blends timeless elegance with modern functionality, offering an ideal layout for today's lifestyle. A sun-filled, open floor plan welcomes you with a spacious living room that flows seamlessly into the formal dining room-perfect for both everyday living and entertaining. The eat-in kitchen features all new SS appliances, including a washer and dryer, and opens to a warm and inviting family room complete with custom built-ins and a fireplace. A separate sunroom, framed by French doors, leads to a rear deck and private flagstone patio-creating a perfect indoor-outdoor connection. Flexible spaces throughout the home offer endless possibilities for a home office, sitting room, or playroom. Upstairs, the expansive primary suite provides a true retreat, featuring an en-suite bath, a large exercise or sitting room, multiple closets, vaulted ceilings, and oversized windows that flood the space with natural light. The finished lower level offers additional living space, ideal for a playroom, media room, or private retreat. Ideally located in lower North Stamford, within a mile of The Stamford Museum & Nature Center, Chestnut Hill Park, Tennis Courts, Dog Park plus just minutes from the Merritt Parkway, shopping, top-rated schools, downtown Stamford, and the train station, this move-in-ready home is the perfect blend of comfort, convenience, and style. Offers generator as well.

156 W Haviland Ln, Stamford

$3,400,000
6 Beds 9 Baths ACTIVE Status 24170852 MLS
Rich in history and beautifully reimagined for modern living, this extraordinary North Stamford property began as a c.1780 Saltbox Colonial and has evolved into a gracious country estate. Set on 2.7 bucolic acres, the property artfully blends historic character with contemporary comfort. Expanded in the 1940s and meticulously renovated in 2020, the home honors its architectural heritage while accommodating today's lifestyle with ease and sophistication. Encompassing approximately 7,000 square feet, the main house showcases period details, elegant entertaining spaces, and warm, inviting interiors. Every renovation was thoughtfully executed to maintain authenticity, while introducing refined finishes and modern amenities. The idyllic grounds provide a private retreat, complete with a tranquil pond, heated gunite pool, and historic Lord & Burnham greenhouse. Mature landscaping, expansive level lawns, and serene surroundings create a timeless country setting. Complementing the main residence is a four-car carriage house with a beautifully updated two-bedroom apartment above, ideal for guests or extended family. The charming one-bedroom guest cottage, affectionately known as "The Dollhouse," provides a storybook setting for visitors seeking privacy and comfort. A truly exceptional country compound, this one-of-a-kind estate offers a rare combination of history, beauty, and versatility in one of North Stamford's most coveted locations, less than an hour from New York City.

351 Erskine Rd, Stamford

$23,000
7 Beds 9 Baths ACTIVE Status 24179686 MLS
Spectacular back-country estate on nearly 4 private landscaped acres with a pool and full-sized tennis court. This palatial 7 BR/8.5-BA family home (completely renovated in 2007) is the epitome of tasteful luxury. The beautiful first-floor master bedroom occupies its own wing and boasts 2 walk-in closets, a huge soaking tub and walk-in shower, and a lovely patio overlooking the beautifully landscaped back gardens (the property has two wells, one for residents and one for irrigation). The first level also features a massive living room with a fireplace and a fully-loaded kitchen with stainless steel appliances, limestone countertops, and a breakfast area facing a third fireplace. Hardwood floors and beautiful tilework throughout lend the space a rustic, welcoming warmth. The second floor has 4 bedrooms with en-suite bathrooms plus a nanny suite and an extra laundry area. The basement is fully finished with an exercise room and movie theater. The grounds are meticulously manicured, with a fenced-in pool and tennis court. Back to market after being completely repainted and refreshed. The finished basement has a private screening room and a large sauna. Your personal oasis awaits!

1300 Rock Rimmon Rd, Stamford

$1,000,000
4 Beds 3 Baths ACTIVE Status 24177896 MLS
Part of the Alexandra Subdivision established in 1965, this distinctive North Stamford residence incorporates a c.1850 barn structure, with the majority of the home constructed in 1965 and a dramatic great room addition completed in 2004. Quietly set back from the road on a private, wooded acre, this unique property offers a rare blend of history, architecture, and modern comfort less than an hour from Manhattan. The formal living room is the soul of the home, occupying the original c.1850 barn structure where local history suggests artisans may have gathered for basket weaving. Original hand-hewn beams overhead and sliders opening to the deck and serene pond make it an extraordinary space. The sunken great room commands panoramic views with a vaulted ceiling and abundant natural light, while wide-plank wood floors run throughout. Soaring walls of gallery-worthy space make this a dream for the serious art collector. The kitchen features exceptional-quality wood cabinetry by Executive Kitchens Fine European Cabinetry. Four bedrooms, including two ideally suited as a home office and private studio, 2.5 baths, and an attached two-car garage provide every comfort needed. An intimate loft with built-ins overlooks the living room below, adding a layer of architectural charm, perfect as a reading retreat or creative perch. It feels like a weekend escape. A piece of living history reimagined for modern life, rare, special, and one of a kind.

2596 High Ridge Rd, Stamford

$8,500
5 Beds 3 Baths ACTIVE Status 24168988 MLS
"Perched at the crest of a 2-acre lot and bordering protected conservation land, this single-level estate offers a rare degree of privacy and quiet. Designed for barefoot living, this retreat features radiant-heated stone and hardwood floors, an abundance of skylights and windows that bathe the home in natural light, and a seamless connection to nature. A private circular driveway leads to a detached two-car garage and winding bluestone walkway. The rear of the home features an expansive deck and overlooks a natural rock garden and the conservation forest beyond. The heart of the home is an open-concept living room, featuring an original stone hearth and wood-beamed vaulted ceilings. It flows into a dining room offering views of the surrounding woodland. The kitchen features induction cooking, bar seating for four, and double French doors that lead to an multi-level rear deck-ideal for alfresco entertaining. Located off the living room in a private wing, an inviting multi-purpose space with vaulted ceilings and skylights serves as a home office, private gym, media lounge, or family room, complete with heated wood floors and direct deck access. Beyond this room, the spacious primary suite is a true sanctuary. Wake up to views of the rock garden and conservation forest through floor-to-ceiling windows. A sliding glass door opens to a stone patio, while the spacious layout easily accommodates a sitting area, library, office, or fitness space.

2428 Long Ridge Rd, Stamford

$1,995,000
6 Beds 5 Baths ACTIVE Status 24172613 MLS
Set on 2.77 manicured acres in North Stamford, 223 Jonathan Drive is a stately red brick colonial that seamlessly blends classic elegance with modern updates. Set back from the quiet road, the timeless facade creates a grand first impression, leading to the home's gracious foyer with sweeping staircase. Offering nearly 5000 square feet of living space, this extensively renovated home features 6 bedrooms, 4 full and 1 half baths. The updated kitchen boasts all-new cabinetry and appliances, while the luxurious primary suite includes a spa-like bath with soaking tub, double vanities, glass shower, and walk-in closet. Enjoy the private, resort-like backyard with a beautiful pool - perfect for summer living and entertaining. New landscaping, walkways, and patio enhance the outdoor setting. Also included within the majestic property is a barn with two horse stalls. The basement offers great flex space and a gym. Elegant, updated, and set in a serene North Stamford location, this is a rare offering that combines space, sophistication, and lifestyle.

223 Jonathan Dr, Stamford

$2,225,000
4 Beds 5 Baths ACTIVE Status 24171368 MLS
Beautifully rebuilt in 2006, this custom turn-key retreat offers 4 spacious Bedrooms with the flexibility for a 5th, 3 full & 2 half baths, all set on 2.33 acres of private, picturesque grounds; just 1 hour away from NYC. Arrive to curated landscaping surrounded by mature trees and seasonal blooms, including hydrangeas, geraniums, and climbing mandevilla, complemented by bespoke stonework and hand-crafted stepping stone paths. As you step inside, soaring ceilings and gleaming hardwood floors set the tone for the home's expansive, open-concept, anchored by a striking spiral staircase that makes an unforgettable first impression. Natural light pours through French doors, seamlessly connecting indoor and outdoor living. The living room, perfectly positioned off the grand foyer and family room, is filled with natural light and features a second fireplace crafted from premium natural limestone. The Family room is a true centerpiece, featuring vaulted ceilings & a grand wood-burning fireplace. Both warm and inviting, it's the perfect setting for cozy game nights or relaxing with hot chocolate by the fire while watching the snowfall outside. The Chef's Kitchen is both grand and functional, featuring high-end Viking appliances and designed for effortless entertaining, with seamless flow to the Dining and Living rooms and direct access to the outdoor patio, perfect for al fresco dining on a summer night.

96 Harpsichord Tpke, Stamford

$669,000
4 Beds 3 Baths ACTIVE Status 24170029 MLS
Brook House - your retreat in North Stamford. 3 Bedroom, 3 Full baths. Front and South entrances have Stone Bridges over a calming, babbling Brook. This charming home has hardwood floors throughout adding warmth. Note the Custom tile Risers to the Second Floor. Lush property with gardens, apple and pear trees, Rose of Sharon, Japanese Maple and Mountain Laurel and the Brook. Lounge on the Flagstone, Covered Patio on the South side or the two other brick and stone patios. On the North side is a large deck with Pizza Oven. The sizable 2-car garage is deep providing storage and work areas. The built in workman's counter, and Wood Burning stove which vents to the outside is for the DIY enthusiast. Extra Refrigerator (2-yrs old) in garage. Off the deck, in the rear of the home is a fenced-in dog run. Other things to note: Newer Breaker Box; Newer Washer/Dryer; Gasoline powered Generator; Several Skylights throughout the upper level. The 4th bedroom was used to increase the Primary Bedroom and its closet space and the closet in the 2nd Bedroom. Homeowners share Snow plowing of the road. This year's share was $231. The pictures were taken before the owner moved out. Some TLC required. You think you are choosing a house, but you are choosing a lifestyle.

1566 Long Ridge Rd, Stamford

$3,740,000
ACTIVE Status 24169936 MLS
Set on 31.76 acres and thoughtfully subdivided into three distinct lots, this exceptional offering sits along the border of Greenwich, delivering a rare blend of scale, serenity, and convenience. Each parcel offers its own unique character: Lot 1 captures sweeping vistas and breathtaking sunrise views 6.22, while Lots 2 and 3 feature over 18.82 acres and 6.71 acres of beautifully level land. The property is further enhanced by bordering the protected 900+ acre Mianus River Gorge Preserve, ensuring enduring privacy and a stunning natural backdrop. Whether you envision a private compound, equestrian estate, or a refined country retreat, this is a canvas of remarkable potential. A walk of the land reveals the true scale and beauty an opportunity that must be experienced to be fully appreciate Perfectly positioned just 12 minutes to downtown Greenwich and 20 minutes to Stamford, you'll enjoy effortless access to premier dining, shopping, and Metro-North train service--while returning home to complete tranquility. A rare chance to create something extraordinary in one of Fairfield County's most coveted settings.

June Rd, Stamford

$1,500,000
5 Beds 4 Baths ACTIVE Status 24165055 MLS
Set on a private, wooded property in a prime Stamford location, this residence blends architectural character with exceptional indoor-outdoor living. A dramatic living room with vaulted beamed ceilings and a stone fireplace opens through French doors to a terrace overlooking the front gardens. The grounds are designed for entertaining, featuring an inground pool, outdoor kitchen, and private tennis court. The home offers a distinctive artist's kitchen, breakfast nook with a built-in bench, and a dining room with custom woodwork and French doors. A first-floor office and a well-appointed laundry room with storage add everyday functionality. Upstairs, the primary suite includes a sitting room with fireplace and a conservatory overlooking the gardens and pond. Three additional bedrooms and two full baths complete the space. A detached garage with guest house above provides added flexibility. A peaceful setting with convenient access to Stamford's amenities, dining, and commuting options.

37 Haviland Ct, Stamford

$2,175,000
4 Beds 3 Baths ACTIVE Status 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

$1,775,000
3 Beds 3 Baths ACTIVE Status 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
ACTIVE Status 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

$2,880,000
ACTIVE Status 24118127 MLS
A Truly Rare Find - Over 24 Acres on the Greenwich/Stamford Border Nestled beside more than 900 acres of the Mianus River Gorge Preserve, this spectacular property offers a rare opportunity to own over 24 acres of pristine land on the Greenwich/Stamford border. Comprised of two approved building lots (Lot 1: 6.22 acres | Lot 2: 18.82 acres), the property is a blank canvas for creating your dreams. Whether you envision a private compound, equestrian retreat, or a nature-lover's paradise, the possibilities are endless. Enjoy the best of both worlds-serene, backcountry privacy just minutes from local shopping, and only 20 minutes to downtown Stamford or Greenwich, where you'll find world-class dining, shopping, and everyday essentials.

June Rd Unit LOT 1, Stamford

$4,500,000
10 Beds 10 Baths ACTIVE Status 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 ACTIVE Status 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

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.