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379 Ocean Dr W, Stamford
$14,500,000
6 Beds ⋅ 8 Baths ⋅ PENDING Status ⋅ 24184829 MLS
Completed in 2023 and designed by Michael Smith Architects, this extraordinary six bedroom waterfront residence offers more than 8,700 square feet of luxury living along one of Stamford's most coveted stretches of Ocean Drive West. Built two feet above FEMA flood elevation requirements and featuring sweeping views of Long Island Sound from every principal room, the home combines timeless coastal architecture, exceptional craftsmanship, and modern construction. Thoughtfully designed for both grand entertaining and everyday living, the residence balances expansive gathering spaces with private retreats, all oriented toward the water. A cedar shake exterior, stone detailing, and sunrise to sunset exposure define the home's striking waterfront presence. Across three levels, terraces, balconies, and principal living spaces are carefully positioned to capture panoramic views of Long Island Sound, creating a seamless connection between the interior and the surrounding landscape. The result is a residence equally suited for weekend escapes, year round living, and large scale entertaining. (One of the owners is a licensed real estate agent.)

379 Ocean Dr W, Stamford

Stamford
$4,500,000
10 Beds ⋅ 10 Baths ⋅ PENDING 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

19 Sea Beach Dr, Stamford
$2,995,000
4 Beds ⋅ 5 Baths ⋅ PENDING Status ⋅ 24206300 MLS
Located in Shippan Point on coveted Sea Beach Drive, this exceptional home offers the rare combination of water views, a private deeded beach directly across the street, and the peace of mind of being outside the flood zone with no flood insurance required. The private beach, shared by just 19 homes, creates an extraordinary coastal lifestyle just steps from the front door. Inside, the home is spacious, bright and beautifully designed for both everyday living and entertaining. The expansive family room features a coffered ceiling, fireplace and walls of windows framing views toward the water, while the large eat in kitchen offers abundant cabinetry, an oversized center island and an open connection to the main living spaces. A gracious dining room, separate living room and dedicated home office provide additional space to gather, work or unwind. The impressive primary suite features beautiful water views, a vaulted ceiling with exposed beams, fireplace, two walk in closets and a spacious private bath. The finished lower level offers additional living space with recreation areas, a home gym and wine storage. Outside, a private backyard with pool, patio and gas fireplace creates an inviting setting for outdoor living and entertaining. A full home generator provides added peace of mind. Just five minutes from downtown Stamford and the train station, with express trains to Manhattan in 45 minutes, this is Connecticut coastal living at its finest.

19 Sea Beach Dr, Stamford

150 Wildwood Rd, Stamford
$2,699,999
5 Beds ⋅ 8 Baths ⋅ PENDING Status ⋅ 24199757 MLS
BACK ON THE MARKET. Buyers could not perform. Welcome to 150 Wildwood Road, an exceptional new construction that perfectly blends timeless colonial architecture with modern sophistication. Set on 1.12 private acres in one of Stamford's most private neighborhoods, this 9,000+ sqft masterpiece showcases superior craftsmanship & thoughtful design by respected local builder known for quality & attention to detail. Four fully finished levels of lux living, designed for everyday comfort & entertaining. From the moment you enter, you're greeted by a 2-story foyer, sun-filled open spaces, and exquisite white oak detail trim. The main level features a grand foyer, expansive family room/EIK with custom fireplaces, dining rm, living room w wood burning fireplace. The gourmet chef's kitchen has Thermador appliances, custom cabinetry, & generous center island-all opening to a light-filled breakfast area & spacious fam room lead to a huge deck overlooking backyard. The serene primary suite incl. a walkout balcony, huge walk-in closet, & master bath with massive curbless shower and his/hers sinks. 3 other bedrooms on 2nd floor with private baths. The 2nd fl also offers an office space. Finished 3rd floor offers flex space for a playroom, gym, or guest suite, while the fully finished walkout LL provides endless possibilities includes half bath & fireplace. Irrigation system installed. Potential pool site shown on attached survey

150 Wildwood Rd, Stamford

23 Laurel Rd, Stamford
$2,499,000
4 Beds ⋅ 5 Baths ⋅ PENDING Status ⋅ 24208782 MLS
23 Laurel Road is a fully renovated modern residence set on 1.35 acres in North Stamford. Completed in 2026, the extensive gut renovation updated the home throughout and created approximately 7,321 square feet of finished living space across multiple levels. The property offers four bedrooms, four-and-a-half bathrooms, a three-car garage, and a functional layout designed for both everyday living and entertaining. The main level features oak flooring, spacious living areas, and two fireplaces located in the living room and family room. The kitchen is equipped with Wolf appliances, white shaker cabinetry, dual dishwashers, dual wine coolers, an instant hot water tap, and a walk-in pantry. The layout provides substantial preparation and storage space while maintaining a clean, modern design and a casually elegant overall feel. Each of the four bedrooms includes a private ensuite bathroom. The primary suite features a fireplace, dual walk-in closets, a dedicated makeup area, dual vanities, a dual-head shower, and a separate water closet. Additional finished space is available on both the lower level and third floor. The finished attic includes dedicated office space, while the finished basement provides flexible space for recreation, fitness, storage, or additional living use. Laundry areas are located on both the second floor and lower level for added convenience.

23 Laurel Rd, Stamford

96 Studio Rd, Stamford
$1,999,000
4 Beds ⋅ 5 Baths ⋅ PENDING Status ⋅ 24199627 MLS
Absolutely Stunning, One of a Kind Home, Newly Renovated From Top to Bottom with Exquisite Craftsmanship and Exceptional Attention to Detail Throughout. The Sumptuous Gourmet Kitchen is a True Showpiece Featuring a Quartz Island, an Abundance of Custom Cabinetry and an Impressive 8 Burner Gas Range w/Double Ovens Perfect For the Most Accomplished Home Chef. Beautiful White Oak Flooring Flows Throughout. The Sophisticated Living Room Features a Wet Bar, Beverage Chiller and Stunning Stone Fireplace with Sliders Opening Seamlessly to a Lush Backyard Oasis, The Blue Stone Patio Equipped with Custom Full Outdoor Kitchen and Pizza Oven is an Entertainers Dream. The Thoughtfully Designed Interior Offers an Office or Potential In-law Suite w/Direct Patio Access, 4 Ensuite Bedrooms including a Luxurious Primary Suite w/Spa Like Bath, A Vaulted Family Room w/Another Gorgeous Stone Gas Fireplace, A Spacious Top Level Bonus Great Room Provides Endless Possibilities, While the Lower Level Playroom/Gym or Theatre Room Offers Additional Flexible Living Space. Set on a Breathtaking Property, a Desirable Cul de Sac and Conveniently Located to All Amenities, This Exceptional Property Truly Has it All Luxury, Style, Quality with Functionality and Impeccable Custom Details at Every Turn. Nothing to Do But Move In and Enjoy. A Must See!

96 Studio Rd, Stamford

113 Seaside Ave, Stamford
$1,850,000
12 Beds ⋅ 6 Baths ⋅ PENDING Status ⋅ 24157699 MLS
Desirable Cove Location ! 6 Family Apartment Building 3 Floors. Well maintained property. All apartments are 4 rooms in a railroad configuration. 2 apartments per floor. All 6 apartments are separately metered gas and electric. All tenants are responsible for their heat, hot water and electric. Secure storage room in basement for each tenant. Each apartment is separately metered for electric and gas heat and hot water. 6 Boilers and hot water heaters are newly replaced in the last 7 years. Updated electric meters and fuse panels. Building has sprinkle system in basement and remote controlled smoke and carbon monoxide thru out. As per fire department approval. Off street Parking for approximately 10 cars. Walk to Cove beach. Bus stop across the street. Great property Easy to manage. SEE EXPENSE AND INCOME STATEMENT IN THE DOCUMENT SECTION .

113 Seaside Ave, Stamford

354 Oaklawn Ave, Stamford
$1,799,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24208147 MLS
Welcome to 354 Oaklawn Avenue, a hidden haven where timeless craftsmanship, sophisticated design, exceptional privacy, and elevated outdoor living come together to create a truly remarkable custom-built Colonial. Rebuilt in 2017, this property offers over 6,500 square feet of thoughtfully designed living space, this home delivers the rare combination of grand-scale luxury and everyday comfort. Privately set behind an electric gate and surrounded by meticulously curated grounds, the property offers an extraordinary sense of seclusion while remaining just minutes from Stamford's vibrant shopping, dining, commuter routes, and everyday conveniences. It's the best of both worlds-an beautiful retreat that feels worlds away, yet remarkably connected to everything. Inside, custom millwork, soaring ceilings, designer finishes, and multiple fireplaces create an atmosphere of understated elegance. The chef's kitchen serves as the heart of the home, featuring premium appliances, an oversized island, and seamless flow into both formal and informal living spaces designed for entertaining and everyday living. The upper-level primary suite offers a luxurious private sanctuary complete with spa-inspired amenities, while the fully finished walk-out lower level provides exceptional flexibility for recreation, fitness, work, or extended living needs.

354 Oaklawn Ave, Stamford

58 Skymeadow Dr, Stamford
$1,795,000
3 Beds ⋅ 3 Baths ⋅ PENDING Status ⋅ 24205256 MLS
Historic character meets modern comfort on 1.11 acres at this special 1870 home. Listed as a 3-bedroom, but it easily lives like a 5. Original woodwork blends with a light-filled, open floor plan. The living room features a wood-burning fireplace, while the family room offers a decorative fireplace, new built-in bar, and abundant natural light. There's space for formal dining, a breakfast room, and that first-floor study conveniently located by a full bath. The chef's kitchen boasts a Lacanche range, Sub-Zero fridge, 2 islands, 2 sinks, Cambria quartz counters, and breakfast/coffee bars. A 3-season room with kitchenette, ideal for game nights or poolside relaxing, includes a pass-through window to the pool for easy entertaining. Upstairs, the primary suite has a tray ceiling, windows overlooking the property, and a large bath with radiant heated floors and a soaking tub. Two more spacious bedrooms one with an en-suite, plus the bunk room ideal as a home office or additional sleeping space and a full hall bath complete this level. Outdoors, romantic patios, lush gardens, and thoughtful landscaping create a private, peaceful setting. Just 5 minutes from the Merritt, restaurants, and shopping, a rare chance to own a home rich in history, character, privacy, and convenience.

58 Skymeadow Dr, Stamford

79 Cross Country Trl, Stamford
$1,725,000
4 Beds ⋅ 5 Baths ⋅ PENDING Status ⋅ 24202591 MLS
This majestic Colonial, part of a fine homes cul-de-sac neighb'hd, offers grand stylish space & brilliant design for living life to the fullest! Enjoy 5002sf of bright open living space w generous-sized rms, high ceilings, refined details, front & back stairs + finished walkout lower...set on a lush acre w/greenhouse, enclosed garden, charming playhouse/studio, invisible dog fence & unrivaled deck enhanced w/custom gazebo for fabulous indoor / outdoor living & entertaining. Dramatic entrance foyer w/2-story ceiling & sweeping main staircase welcomes you. Gracious step-down Living rm w/one of the homes' 3-marble fpls is open to holiday-size formal Dining rm, while versatile Den/Office is across the hall. They introduce the homes' deep windows, detailed crown moldings & rich hardwood floors. Splendid EIK boasts lg island, abundant cabinetry, quartz countertops, stainless applcs, great workspace, coffee/wine bar area & lg casual dining area w/French doors to the amazing deck. EIK is open to fantastic 2-story Family rm w fpl & family staircase to BR level. Pvtly set Primary suite boasts stunning BR w/fpl, 2-very lg WI closets & deluxe marble bath w vltd ceiling, shower & jetted tub. 3-distinctive lg BRs, one w/bath en suite, 1-w/bonus rm & 2 sharing Jack 'n Jill bath + conv laundry rm finish 2nd flr. Expansive walkout LL has playrm that's currently used as cabaret(!), exercise rm, lg shelved rm & powder rm. Filled w/amenities+upgrades-see feature sheet. Welcome to YOUR DREAM HOM

79 Cross Country Trl, Stamford

13 Lakeside Dr, Stamford
$1,595,000
4 Beds ⋅ 5 Baths ⋅ PENDING Status ⋅ 24214293 MLS
A Timeless English Manor Estate Dating to 1900, "Single Oak" is a gracious gated English manor estate nestled in an exceptionally private, enchanting setting. Rich in architectural character and timeless elegance, this extraordinary property evokes the romance of the English countryside with magnificent gardens, stone terraces and beautifully landscaped grounds. A welcoming foyer leads to an impressive Tudor-style library featuring a soaring vaulted ceiling and magnificent stone fireplace. The expansive living room, with walls of windows, a fireplace and elegant built-ins, overlooks a picturesque stone patio. The dramatic dining room is a true showpiece, featuring black-and-white checkerboard marble floors, a vaulted ceiling, fireplace and walls of glass that bring the outdoors in. The inviting eat-in kitchen, designed for the culinary enthusiast, features a charming built-in dining nook and flows seamlessly into a sun-filled family room with solarium-style windows. A balcony overlooking the sweeping gardens and lawn provides another idyllic setting to relax and enjoy the views. A guest bedroom with full bath completes the main level. An original curved staircase, enhanced by a beautiful mural, leads to the second floor. The serene primary suite features a spa-inspired bath, oversized walk-in closet and French doors opening to a private balcony. Two additional bedrooms, a full bath and laundry room complete this level. The walkout lower level offers a spacious

13 Lakeside Dr, Stamford

460 Cascade Rd, Stamford
$1,595,000
3 Beds ⋅ 5 Baths ⋅ PENDING Status ⋅ 24206792 MLS
Meticulously updated Colonial ideally situated along the Stamford-New Canaan border, offering a thoughtful blend of classic character and modern updates throughout. A welcoming entry opens to a comfortable family room featuring a gas fireplace, while a versatile front room provides the perfect setting for a home office, library, or additional sitting area. The beautifully appointed kitchen showcases transitional modern finishes and fixtures and flows seamlessly into the main living space, where high ceilings and abundant natural light create a bright and inviting atmosphere. Upstairs, the spacious primary suite is a true retreat, featuring high ceilings, a generously sized en-suite bathroom, and a boutique-inspired walk-in closet. An additional en-suite bedroom is enhanced by custom built-in cabinetry and a desk, creating an ideal dedicated workspace or study area. The third bedroom is conveniently situated adjacent to the beautifully appointed guest bathroom. Additional living space can be found in the finished lower level, offering endless flexibility for a home gym, playroom, media room, or recreation space, with convenient direct access to the two-car garage. Just off the kitchen, a newly added screened-in porch creates a seamless extension of the home and the perfect setting for dining, entertaining, or relaxing while enjoying New England's changing seasons.

460 Cascade Rd, Stamford

172 Fifth St, Stamford
$1,495,000
3 Beds ⋅ 4 Baths ⋅ PENDING Status ⋅ 24203796 MLS
Perched on an incline overlooking downtown Stamford sits this wooden clad classical Georgian home on an oversized lot in the heart of town. The home features 3 bedrooms, 2 full and 2 half baths, spacious living room with fireplace, formal dining room with a side windowed porch, eat -in kitchen, and a spacious first floor office that can be turned into a primary bedroom suite. While the home requires updating it features a classical entry way & staircase. The property also has a detached 2 car garage with ample storage. In addition the house has an attic for expansion purposes and is sited on a generous .65 acre lot providing a buyer with not only a spacious front yard but also a private large back yard complete with its own grape arbor. In short this is a rare opportunity near Tully Center and convenient to downtown.

172 Fifth St, Stamford

57 Revonah Ave, Stamford
$1,445,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24195879 MLS
Timeless elegance meets modern luxury in this meticulously restored vintage Colonial, Ideally situated in the highly sought after Revonah neighborhood just a short walk to everything downtown Stamford has to offer. Rich in architectural character, this exceptional home showcases coffered 9' ceilings, classic wainscoting, custom millwork, built-ins, handsome hardwood floors, and gracious sun-filled living spaces that beautifully preserve its historic charm while embracing today's lifestyle. Thoughtfully renovated throughout, the heart of the home is a gourmet chef's kitchen featuring premium appliances, custom cabinetry, & stone countertops, flowing seamlessly into inviting gathering spaces & the outdoor entertaining area. Luxuriously renovated marble baths offer timeless sophistication, while the versatile third-floor suite provides two additional rooms and a full bath ideal for guests, a home office, playroom, or au pair. Extensive improvements include Andersen windows & doors, blending classic beauty with modern efficiency. Outdoors, enjoy a private backyard hideaway featuring a spacious stone patio, professionally landscaped grounds+outdoor cooking station perfect for entertaining or quiet evenings at home. Rarely does a home so successfully preserve its original character while offering the quality, comfort, & amenities of modern living. A truly turnkey opportunity in one of Stamford's premier walk-to-everything neighborhoods.

57 Revonah Ave, Stamford

501 Woodbine Rd, Stamford
$1,398,000
4 Beds ⋅ 5 Baths ⋅ PENDING Status ⋅ 24138517 MLS
NEW YORK CITY : Time to Move/Flee? Stamford has been named the safest city in Connecticut. The Quality of Life is far superior to Manhattan, and the average price of a home is about 1/5 the cost. A newer residence In Manhattan is about $2,000 per square foot. In Stamford, it's about $388 per square foot. Two Million Dollars will get you about 1,000 square ft 2 bedroom condo in Manhattan versus about 5,100 square feet in Stamford.It is the center of The Gold Coast and is surrounded by Three of the Richest Towns in AMERICA: Greenwich, Darien and New Canaan and only 35 miles away. Total Area:7,568 sq. ft.* Main Living Space: 5,285 sq. ft., Walk-Out Finished Basement: 2,283 sq. ft. with high ceilings, Bedrooms/Baths: 5+ spacious bedrooms, 5 marble-finished bathrooms, Oversized 3-car garage (30' x 15') with epoxy-coated floors, Corner of Woodbine Road & Reservoir Lane, steps from the scenic Laurel Reservoir, Grand two-story foyer with double curved staircases, Brick front with cedar siding and a new roof (5 years old) Dedicated in-law/nanny suite with private entrance on the main level, Expansive deck and huge storage shed, Three wood-burning fireplaces/stove, Hydro-Air Heating and A/C, Summer kitchen in the lower level - perfect for entertaining or large gatherings, Whole-house generator, Integrated security system (Oil Tank encapsulated in vault=leakproof), Lightning arrestor and whole-house water filtration system, LED lighting throughout . Agent Owned

501 Woodbine Rd, Stamford

97 Meadowpark Ave N, Stamford
$1,395,000
4 Beds ⋅ 3 Baths ⋅ PENDING Status ⋅ 24207674 MLS
Set in Stamford's Mid-Ridges neighborhood, this fully renovated and updated home features hardwood floors throughout and an inviting layout designed for comfortable living and entertaining. The main level welcomes you with a grand foyer that opens to an open-concept living and dining room flowing into the eat-in kitchen, complete with an island, stainless steel appliances, quartz countertops and custom cabinetry. Just off the kitchen, the family room features a wood-burning fireplace, built-in speakers and a wet bar, providing a warm and inviting space for relaxing or entertaining. A powder room and mudroom with convenient access to the attached garage complete the main level. Upstairs, the spacious primary suite features dual walk-in closets and a private bathroom with a double vanity and oversized shower. Three additional bedrooms, a full bathroom and a conveniently located laundry room complete the upper level. The lower level offers a large rec room, cedar closet and flexible rooms ideal for a home gym, office or additional storage. Conveniently located near parks, shopping, local restaurants and Stamford's many amenities.

97 Meadowpark Ave N, Stamford

1 Broad St Unit PH 33A, Stamford
$1,299,014
3 Beds ⋅ 4 Baths ⋅ PENDING Status ⋅ 24212330 MLS ⋅ Park Tower BLDG.
Step into Stamford, Connecticut's most luxurious condo-owned building in the heart of Downtown Stamford. Offered in an extensive full renovation state as a corner A-unit-the most desirable layout featuring 10-foot ceilings and floor-to-ceiling windows showcasing Long Island Sound and NYC skyline views-Penthouse 33A at Park Tower has since been transformed with renowned designer. Today, this elevated 3 bedroom, 3.5 bath residence seamlessly blends contemporary luxury and privacy. The updated interiors feature high-end finishes including quartz waterfall countertops, custom cabinetry, wide California oak floors, heated bathroom floors, Fully automated shades, Nest AI thermostat controls, with top of line Viking appliances, a brand new Bosch dishwasher, and a custom dry bar. Beyond the residence, Park Tower delivers world-class amenities including a 24-hour concierge and security, a year-round indoor pool, a state-of-the-art fitness center, resident lounge and entertainment spaces, a party room, a rooftop terrace, and complimentary shuttle service to the Stamford Transportation Center-placing Mill River Park, top dining, and Metro-North trains just steps away. Complimentary EV charging stations available for residents. Unit comes with a deeded storage unit in the building basement.

1 Broad St Unit PH 33A, Stamford

46 Mill Rd, Stamford
$1,250,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24213786 MLS
Discover an exceptional blend of elegance, comfort, and contemporary style in this beautiful 4-bedroom, 2.5-bath Colonial, thoughtfully designed for both everyday living and effortless entertaining. Set against a picturesque backdrop of mature trees, natural rock formations, and beautifully landscaped grounds, this inviting residence offers an impressive combination of architectural character, spacious interiors, and peaceful outdoor retreats. A dramatic two-story entry foyer welcomes you with abundant natural light, gleaming hardwood floors, and an elegant staircase overlooking the main level. The thoughtfully designed floor plan flows seamlessly into a gracious living room with a gas fireplace and a spacious formal dining room, creating the perfect setting for memorable gatherings. At the heart of the home, the beautifully appointed kitchen features rich wood cabinetry, granite countertops, designer stainless steel appliances, a professional-style range, generous prep space, and an oversized peninsula with seating. An adjoining breakfast area provides a comfortable setting for casual dining, while the impressive family room showcases a vaulted ceiling, custom built-ins, and a wood burning fireplace, creating a warm and inviting space to relax or entertain. A dedicated first-floor home office offers a quiet and comfortable workspace, while a convenient powder room and separate laundry room add everyday functionality.

46 Mill Rd, Stamford

29 Verplank Ave, Stamford
$1,250,000
5 Beds ⋅ 4 Baths ⋅ PENDING Status ⋅ 24206760 MLS
Location, opportunity, and endless potential in the heart of Shippan Point. Just a short stroll from Long Island Sound, this 2,600 square foot home sits on a 0.36 acre lot and is ready for its next chapter. Featuring a welcoming front porch, hardwood floors, and a detached two car garage, this is a wonderful opportunity to renovate and create the home you have always wanted in one of Stamford's most sought after waterfront neighborhoods. Enjoy the best of Shippan Point while remaining just minutes from the train station, downtown Stamford, and local shopping. Bring your vision and make it your own. Home is an estate sale and is being sold as is. Please submit highest and best offers by noon on Tuesday the 22nd.

29 Verplank Ave, Stamford

109 Sweet Briar Rd, Stamford
$1,249,000
3 Beds ⋅ 3 Baths ⋅ PENDING Status ⋅ 24213814 MLS
A Front-Row Seat to Sterling Farms Golf Course. Enjoy a rare opportunity to live along the picturesque fairways of Sterling Farms Golf Course, one of Stamford's most beloved public golf destinations. Perfectly positioned overlooking the 1st green and 2nd tee box, 109 Sweet Briar Road offers a unique setting where manicured greens, scenic surroundings, and the beauty of the game become part of your everyday backdrop. Nestled in Stamford's desirable Newfield neighborhood, this 3-bedroom, 2.5-bath residence offers a wonderful blend of comfort, convenience, and lifestyle. A fully finished lower level provides additional versatile living space, ideal for a recreation room, home office, fitness area, or entertaining. Beyond its exceptional golf course setting, the location is equally compelling. Enjoy close proximity to the New Canaan border, the Merritt Parkway, an array of restaurants and shops, houses of worship, and highly regarded public and private schools throughout the area. Whether you're an avid golfer or simply appreciate the beauty and tranquility of an expansive, professionally maintained landscape, 109 Sweet Briar Road offers a distinctive opportunity to enjoy golf course living in one of Stamford's most convenient residential neighborhoods. Best & Final due Wednesday Oct 21st @ 12:00PM

109 Sweet Briar Rd, Stamford

231 Skymeadow Dr, Stamford
$1,225,000
4 Beds ⋅ 4 Baths ⋅ PENDING Status ⋅ 24205130 MLS
Welcome to 231 Skymeadow Drive, a lovely and beautifully maintained ranch-style home offering a flexible 4-bedroom floor plan, including a finished lower level with a private entrance, kitchen, living area, bedroom and bath, all set on 1.11 picturesque acres in North Stamford.Blending style, comfort, and easy one-level living, this inviting home showcases light-filled interiors, generously sized rooms, and a versatile layout ideal for today's lifestyle. The main level features spacious living and entertaining areas, an expansive updated kitchen with breakfast area, 3 bedrooms, and office perfect for working from home. The primary suite features a beautiful new bathroom addition with radiant heated floors, while a bonus TV/playroom above the garage provides additional space to relax, work, or play. A standout feature is the walk-out lower level, which includes a complete accessory dwelling with its own kitchen, living room, bedroom, full bath, and private entrance. Ideal for extended family, guests, an au pair, or multigenerational living, this thoughtfully designed space provides privacy and independence. The expansive property provides a peaceful setting with a 24' x 24' patio for outdoor dining & entertaining. Ideally located near Scofieldtown Park with tennis/pickleball courts, a dog park, & walking path, and also just minutes from the Stamford Nature Center & Bartlett Arboretum. Thoughtfully updated, beautifully cared for, & move-in ready, this special home combines excep

231 Skymeadow Dr, Stamford

82-84 Harbor Dr, Stamford
$1,200,000
6 Beds ⋅ 4 Baths ⋅ PENDING Status ⋅ 24203969 MLS
WATERFRONT LOCATION | TWO-FAMILY INVESTMENT OPPORTUNITY. Discover an exceptional opportunity at 82-84 Harbor Drive, a two-family property offering an attractive combination of lifestyle and investment potential in one of Stamford's sought-after coastal areas. Ideally located near the water, this property provides convenient access to Stamford's public beaches, parks, waterfront recreation, dining, shopping, and the vibrant Harbor Point district. Enjoy the best of coastal living with nearby access to West Beach and Cummings Park, where residents can take advantage of sandy beaches, Long Island Sound views, waterfront walks, recreational facilities, and outdoor activities. The surrounding neighborhood offers a blend of established residential streets and an evolving waterfront lifestyle, creating strong appeal for both residents and investors. Whether you're looking to expand a real estate portfolio, live in one unit while generating rental income from the other, or secure a property in a desirable waterfront market, 82-84 Harbor Drive presents a compelling opportunity. While remaining a short drive to downtown Stamford shops, restaurants, and the Metro-North station for commuting to New York City. Ideal location for enjoying waterfront living, outdoor recreation, and neighborhood convenience.

82-84 Harbor Dr, Stamford

80 Coolidge Ave, Stamford
$1,190,000
7 Beds ⋅ 3 Baths ⋅ PENDING Status ⋅ 24210047 MLS
Beautifully renovated legal two-family home in a convenient location. Unit 1 features 4 bedrooms and 2 full bathrooms across two levels, including a finished walkout lower level with private entrance. Unit 2 offers 3 bedrooms and 1 full bathroom. Extensive exterior improvements include new vinyl siding, a new roof, thermopane windows, a newly paved driveway, deck, and professional landscaping. Interior updates feature modern kitchens with quartz countertops and stainless steel appliances, fully renovated bathrooms, recessed lighting, refinished hardwood floors, and new moldings, trim, and paint throughout. Both units benefit from newly installed central air conditioning. An excellent opportunity for investors or owner-occupants seeking a move-in-ready property with strong income potential.

80 Coolidge Ave, Stamford

23 Mill Stream Rd, Stamford
$1,180,000
3 Beds ⋅ 3 Baths ⋅ PENDING Status ⋅ 24199925 MLS
Set along the Mianus River, this distinctive three-bedroom country ranch offers a rare sense of privacy and connection to nature on a beautifully landscaped acre. Elevated high above the river, the home does not require flood insurance, offering added peace of mind while still enjoying its remarkable waterfront setting. Expansive windows throughout frame the surrounding greenery, while a light-filled sunroom opens directly to an impressive stone terrace - an exceptional setting for outdoor dining, entertaining or simply enjoying the sights and sounds of the river. Inside, generous living spaces feature hardwood floors, architectural detailing and abundant natural light. The house is an ELAN Smart Home, and the updated kitchen features a Wolf induction cooktop and two ovens, Sub-Zero refrigerator, Miele dishwasher and recently refinished floors. Beautifully updated baths, flexible office/gym space and three bedrooms provide comfort and versatility. Pella windows and doors, an integrated sound system and Generac generator add to the home's thoughtful amenities. Tucked away on a quiet association cul-de-sac, just steps from the entrance to the hiking trails through the Helen Altschul Preserve, this peaceful retreat is defined by its beautiful grounds, inviting indoor-outdoor flow and remarkable Mianus River setting.

23 Mill Stream Rd, Stamford

48 Chestnut Hill Ln, Stamford
$1,175,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24205834 MLS
Stunning, meticulously maintained Lower North Stamford Colonial on a sought-after cul-de-sac. A lovely front porch opens to an inviting foyer. Beautiful Red Oak hardwood flows throughout the living space, protected beneath carpet in Living Room and one upstairs bedroom. Spacious Living Room offers a cozy fireplace, and elegant Dining Room features picture windows overlooking the gorgeous yard. Well-Appointed Eat-in Kitchen features a Wolf gas cooktop with an electric oven, a pot filler, and a granite island. Charming breakfast nook with a window seat, stainless appliances, and convenient laundry complete the space. Just off the kitchen, terracotta-tiled Three-Season Room is lined with full sliders. Fabulous Family Room boasts high ceilings, a second fireplace, and gorgeous built-ins. Airy hallway and Powder Room complete the main level. Upstairs, Primary Bedroom offers built-in closets and a Full Bath with a jetted tub and walk-in steam shower. Three additional Bedrooms and a double-vanity Full Hall Bath complete the upper level. Finished lower level provides wonderful bonus space with a Rec/Playroom with audio system, ample closets, storage room, and a mudroom connecting to the attached 2-car garage. Step outside to the stone patio and private, irrigated yard backing the Stamford Land Conservation Trust. Complete with central air and a whole-house generator, this home is minutes to Chestnut Hill Park, the Merritt Parkway, shopping, and Downtown.

48 Chestnut Hill Ln, Stamford

21 Tyler Dr, Stamford
$1,150,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24208139 MLS
Welcome to 21 Tyler Drive, a charming North Stamford ranch set on 1.39 acres, offering classic character and comfortable living. This inviting three-bedroom, three-bath home features a thoughtful layout, hardwood floors and natural light. The updated kitchen features quartz countertops, a generous center island, ample cabinetry and stainless steel appliances, ideal for everyday living and entertaining. The dining room features newer windows and a new sliding door, bringing in natural light and creating a bright connection to the outdoors. Spacious living areas offer room to gather, while a fireplace adds warmth. Improvements include newer mechanical systems, four-zone heating, central air conditioning, a newer water heater, oil tank and well equipment. Recently updated fireplace doors and newer gutters add to its appeal. The ranch-style layout offers convenient one-level living, with three bedrooms providing flexibility for family, guests or a home office. A screened porch extends the living space and offers a peaceful spot to enjoy the private setting. A large two-car garage offers storage, while the walk-out lower level provides approximately 1,700 square feet of versatile space, including a workshop and additional bathroom-ideal for recreation, hobbies or a home gym, subject to applicable approvals. Enjoy the privacy of North Stamford with the convenience of ranch-style living and the comfort of a thoughtfully updated home.

21 Tyler Dr, Stamford

15 Hillhurst St, Stamford
$1,150,000
8 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24203789 MLS
Excellent investment opportunity at 15 Hillhurst Street in Stamford's desirable Stillwater neighborhood, conveniently located directly behind the Stamford Hospital parking area and within walking distance of Stamford Hospital, Downtown Stamford, UConn Stamford, restaurants, shopping, public transportation and other area amenities. This well-located three-family property was extensively renovated in 2010, when the interior was gutted and rebuilt, including new plumbing and electrical systems. All three units are currently occupied, providing immediate rental income with significant potential for future growth. The first unit offers 2 bedrooms and currently rents for $1,700/month. The second unit features 3 bedrooms and currently rents for $3,200/month . The third unit also offers 3 bedrooms and currently rents for $2,200/month. Current rents are believed to be below prevailing market levels, particularly the first and third units. Estimated market rents are approximately $2,400/month for the 2-bedroom unit and $3,300/month for each 3-bedroom unit, offering an attractive opportunity to increase future rental income subject to existing leases, applicable regulations and market conditions. An excellent opportunity for an investor or owner-occupant seeking a multifamily property in a highly convenient Stamford location with strong rental demand.

15 Hillhurst St, Stamford

91 Hope St Unit 19, Stamford
$1,125,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24201640 MLS ⋅ The Residences At 91 Hope BLDG.
Introducing 91 Hope - an exclusive boutique collection of 26 residences in the Glenbrook area of Stamford. Designed for modern living, each home features open layouts, high ceilings, and modern finishes. Gourmet kitchens fit with quartz countertops, bespoke cabinetry, premium stainless-steel appliances and large center islands. Spacious bedrooms with ample closet space, designer baths, and private outdoor spaces complete with a two-car garage. Just a short distance from downtown Stamford, Metro-North, and premier dining and shopping, 91 Hope offers an unparalleled blend of elegance, comfort, and convenience. This project is under construction and all showing is through the listing broker with expected completion this fall. Agents and potential buyers are not permitted on the premises unaccompanied without listing agent. Professional photographs of the completed property will be added as construction progresses and the home becomes photo-ready. Images currently shown are architectural renderings intended to illustrate the proposed finished design and may not reflect all final finishes, materials, or features. Listing broker is a licensed Connecticut real estate broker and has an ownership interest in the LLC that owns the property.

91 Hope St Unit 19, Stamford

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