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Fairfield Real Estate, Homes and Condos for sale

All Fairfield homes currently listed for sale in Fairfield as of 08/23/2019 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Fairfield homes for sale or other Fairfield real estate, please contact us and one of our knowledgeable Fairfield REALTORS® would be pleased to assist you.


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$29,500,000
1143-1155 Sasco Hill Road, Fairfield CT 06824
10
BEDS
15
BATHS
17,000
SQFT
$1,735
$/SQFT
20.06
ACRES
1923
BUILT
"THE MOST MAGNIFICENT WATERFRONT ESTATE ON THE CONNECTICUT GOLD COAST - SPECTACULAR SASCO POINT - Comprised of twenty breathtakingly beautiful acres, Sasco Point is one of the most outstanding and important water-front estates on the Connecticut Gold Coast; kept grand and splendid for almost 100 years. Located directly on Long Island Sound, providing 1850 feet of water-frontage, the property includes a six-bedroom Victorian Gate House at entrance, an exquisite and architecturally incomparable, 17,000+/- square foot, Elizabethan Renaissance Manor House with Tudor Gothic Revival wing discreetly providing every 21st century amenity, Carriage House with Two Bedroom Staff Apartment and Six-Car Garage, quintessentially romantic, Tudor Gothic Revival brick Boat House with Grotto-style stone staircase leading to Sandy Beach, five-bedroom Guest House with detached Garage, excellent Post and Beam Recreational Barn with two Stables and Five-Car Garage, built 2006, stunning Pool and Terrace, luxurious Pool Pavilion, Gazebo and Tennis Court. Originally designed by noted New York City Architect, Henry C. Pelton, 1867-1935, famed for the design of Riverside Church and The Cloisters."
* LISTED OVER 120 DAYS 
$28,500,000
640 Sasco Hill Road, Fairfield CT 06824
10
BEDS
18
BATHS
17,735
SQFT
$1,607
$/SQFT
2.50
ACRES
1990
BUILT
"This magnificent estate was designed by renowned architect Roger Ferris and boasts 6 levels of living with spectacular water vistas of Southport Harbor. Entry to the main level is through an imposing 2 story limestone portico into the embrace of a soaring space that is the Gallery with its mesmerizing marmalade marble floor and stunning floating wrought iron circular staircase. From this point, all major rooms on the floor emanate in a logical clockwise progression: Living Room, Library, Family Room, Eat in Kitchen and Dining Room. Fabulous floor to ceiling windows and French doors open to take full advantage of Southport Village & Harbor, Country Club of Fairfield, Long Island Sound and the Manhattan skyline. The gracious Master Bedroom Suite has a sitting room with fireplace, his & hers full baths, dressing areas and private studies. Below the Master Suite are 6 en-suite bathrooms and media/playroom area. Below the main level is a Cabana Room with kitchenette, elaborate bath complex, sauna, exercise room, office and wine cellar which leads to an outdoor pool and limestone patio. Progressing down, the next level brings you to the indoor sports facility including a squash/basketball court and dance studio. The lowest level of this home has a 75 foot long Italian marble lined indoor pool with a glass skylight roof. Included on this stunning property is an outdoor heated gunite pool with spa. The Guest House has a Living Room, Kitchen, 2 Bedrooms, 2 Full Baths & 2 Bay Garage."
$19,500,000
340 Willow Street, Fairfield CT 06890
6
BEDS
9
BATHS
15,777
SQFT
$1,236
$/SQFT
5.56
ACRES
2004
BUILT
"Gold Coast living at it s best. The property consists of 4 subdivided lots to create a total of 5.56 acres with 350 feet of direct waterfront, representing one of the largest estates of it s kind in Connecticut. The 15,000+ square foot home which was completed in 2005, captures what the property is all about the water and views. Located at the mouth of Southport Harbor, this shingle-style home champions luxury and comfort while honoring New England tradition and respecting the site. The spaces inside are grand in scale yet are all comfortable and usable. The list of features is extensive; 4 season solarium, wood paneled library, fitness center, cathedral ceiling family room, wine cellar, golf simulator loft, infinity pool, pool cabana, private beach, tennis court and so much more. The jewel on the water s edge of the property is the 1930 s boat house which was remodeled to include a full kitchen, living room, bathroom and bath. Additionally, a 195 pier jets out into the harbor which could never be replicated today. A truly unforgettable, unmatched offering. NOTE-This listing is comprised of 4 separate lots; 340 Willow St, 1091 Pequot Ave, 1009 Pequot Ave, 298 Willow St totaling 5.56 acres."
$16,500,000
1125&1111 Pequot Avenue, Fairfield CT 06890
7
BEDS
11
BATHS
11,760
SQFT
$1,403
$/SQFT
3.44
ACRES
2015
BUILT
"Considered the most significant new custom waterfront estate on New England s coastline, The Nest was skillfully and artfully designed by acclaimed architect Mark Finlay, in collaboration with noted landscape architect Doyle Herman Design, to capture sweeping, ever-changing water views and the pure serenity of its setting. Just a short walk from Southport Village, you re embraced by a sense of calm and transported to a quieter time from the moment you arrive at the gated entry. Architectural landscaping melds to the spectacular backdrop and an all e of historic trees leads to the majestic home on over three private acres at the edge of Long Island Sound. Bask in vistas of sprawling green lawns and crisp blue waters from the infinity pool, pool pavilion with fireplace, and spa all overlooking your private beach. Beneath soaring ceilings, thoughtfully planned living spaces invite natural beauty and sunlight into every room. Gracious European elegance is tempered by clean Scandinavian minimalism and natural California style to create a custom paradise. The master suite commands brilliant sunsets and a rooftop observation deck offers a bird s eye view of the Sound. The Nest is perfection with state of the art smart home technology, geothermal, elevator, and finely-curated materials including reclaimed antique stone floors. The subdivided acreage offers the opportunity to add an additional residence and tennis court. Once in a lifetime home! Taxes for 1111 Pequot Ave are $15,909"
$11,000,000
1227 Pequot Avenue, Fairfield CT 06890
9
BEDS
9
BATHS
9,730
SQFT
$1,131
$/SQFT
1.37
ACRES
1908
BUILT
"SENSATIONAL SOUTHPORT BEACHFRONT - With a stunning Southport location directly on Long Island Sound, this spectacular 1.37 acre water-front estate is graced with a glorious 200 wide private, sandy Beach, stunning heated In-ground Pool with Spa & Terrace & free-standing stone-and-shingle style Carriage House with Garage & full second story Loft. While retaining circa 1908 architectural elements, this 8880 SF American Shingle Style house has been thoughtfully & beautifully expanded to include 9 bedrooms, 8.5 Baths & 7 Fireplaces. Truly an oasis of understated modernity, within walking distance of Southport Village & a very easy commute to New York City. First Floor: Entrance Hall with hardwood flooring & Guest Closet. Guest Powder room with hardwood flooring, rock crystal sink & wood, inlaid mosaic cherry blossom walls. Living Room with hardwood flooring, built-in daybed, window seats flanking handsome, wood-burning Fireplace, solid mahogany door to Sun Terrace. Cherry paneled, oval Dining Room with hardwood flooring, gas Fireplace, built-in cabinetry & opalescent Venetian Plaster ceiling. Family Room/Great Room with hardwood flooring, gas fieldstone Fireplace, coffered wooden ceiling, cabinetry, Wet Bar & Beverage Refrigerator, expansive windows & French doors to Terrace. Stunning designer Kitchen with porcelain tile flooring, plentiful cabinetry, 2.5 Quartzite Center Island, Quartzite back-splash, 2 Farm Sinks, brick Pizza Oven & 2 Walk-in Pantries. Appliances include:"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $12,000,000 TO $11,000,000 
$6,150,000
702 Sasco Hill Road, Fairfield CT 06824
5
BEDS
8
BATHS
8,066
SQFT
$762
$/SQFT
2.00
ACRES
2013
BUILT
"The best of all worlds...Sited at the highest point of Sasco Hill - this newly constructed home offers unrivaled sweeping views of Long Island Sound, Southport Harbor and borders the Country Club of Fairfield (Currently ranked among the Top 200 golf course in the US). The custom home was newly built in 2013 and designed by Mark Finlay. The former home on the site was razed and a new foundation was poured away from Sasco Hill to maximize views. The concept was to maintain a traditional facade while offering a modern floor plan preferred by many of todays buyers. Large, open public rooms with 10 foot ceilings on the first floor all enjoy oversized doors and windows facing the western sky. Full home sound system. Outside is large terrace with outdoor fireplace from which you can see the Manhattan skyline. The walkways have radiant heating for winter. Upstairs, all the ensuite bedrooms have superb views as well. No need to choose your favorite child or relative... On the finished lower level there are also 10+ foot ceilings, fireplace, game room with bar, bedroom and full bath and ample storage. The state of the art mechanicals provide for maximum efficiency. Full house generator with natural gas and sewer connected. Over the 3 car garage is a complete separate apartment with bedroom, full bath, and living room. If you are looking for the best combination of new construction coupled with the one of the most captivating views in New England - look no further than 702 Sasco Hill."
$5,875,000
668 Sasco Hill Road Unit T.B.B., Fairfield CT 06824
6
BEDS
8
BATHS
7,200
SQFT
$816
$/SQFT
1.80
ACRES
2020
BUILT
"Coastal Construction will work with you to create your dream home on Sasco Hill. This magnificent site calls out for a special design engineered to take maximum advantage of the one of the most unique and enthralling views in Connecticut. Look out towards the Manhattan skyline in the distance and the Country Club of Fairfield, Southport Harbor and Long Island Sound in the foreground. The only remaining blank canvas land opportunity on Sasco Hill to create your own lifestyle among many of the most coveted homes in Fairfield County. The lot is orientated East to West to catch the morning and afternoon light and enjoy amazing sunsets over Southport Village. Minutes to the train, Sasco Beach, and Southport and Fairfield town centers. The photos represent other homes built by Coastal and are meant to stimulate your imagination. Also available as a Land listing."
$5,750,000
402 Sasco Hill Road, Fairfield CT 06824
7
BEDS
10
BATHS
7,956
SQFT
$723
$/SQFT
3.15
ACRES
1934
BUILT
"Sasco Hill Waterfront - This elegant and meticulously maintained Regency style home was originally designed by Cameron Clark in 1934. It has undergone extensive updates and renovations over the years - the most recent by Jack Franzen that included the addition of a charming 1,100 square foot guest house. The 3+ acre property is situated high on Sasco Hill Road to best take advantage of the expansive views of Southport Harbor and Village. One of only a few direct waterfront homes on the street, there is an opportunity for a private dock. The magnificent Agnes Clark designed gardens and pool are reminiscent of the French Riviera. If you are seeking a chic and sophisticated residence in which to live full time or a vacation home alternative to the Hamptons - look no further."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $6,500,000 TO $5,750,000 
$5,395,000
768 Sasco Hill Road, Fairfield CT 06824
5
BEDS
5
BATHS
5,412
SQFT
$997
$/SQFT
1.60
ACRES
1929
BUILT
"Commanding circa 1929 Sasco Hill Road residence with sweeping views across the Country Club of Fairfield golf course, Southport Harbor, and Long Island Sound. Gracious and elegant - this is one of the most lovely homes in Town. Inside, the 6 bedroom and 4.5 bathroom home offers 6,000 sq. feet of living and entertaining space on three floors. Outside there is expansive lawn down to the pool and rose covered pergola and from the terrace you can see the skyline of Manhattan on clear days and nights. Convenient to town, Southport Village and the train- its a short walk down to the beach. Sasco Hill living at its very best."
* LISTED OVER 120 DAYS 
$5,250,000
734 Sasco Hill Road, Fairfield CT 06824
6
BEDS
9
BATHS
6,950
SQFT
$755
$/SQFT
1.60
ACRES
1929
BUILT
"Stately quarried stone pillars mark the entrance to the tree-lined driveway that wends its way to the red brick forecourt of your own private oasis at 734 Sasco Hill Road. Come inside -a lavish lifestyle of modern-day living & entertaining on an intimate or a grand scale awaits! This timeless, meticulously maintained 1929 classic Federalist-style brick colonial home blends the grandeur of days gone by seamlessly with the luxuries of 21st century living. Elegant traditional rooms boast sophisticated molding & millwork, casual spaces are comfortable & inviting, & no detail has been spared in the 4 finished floors of living space. Almost every room enjoys water views including the fantastic master suite featuring a sitting room with fireplace & two luxurious marble baths. Watch the scene unfold on nature s canvas outside! The bluestone patio overlooking the pool provides an exquisite venue for entertaining & relaxation, & a front row seat for stunning sunsets, 4th of July fireworks, & the parade of boats during Southport s annual Blessing of the Fleet each June. Soak in the breathtaking panoramic views of Southport Harbor, Long Island Sound, Pequot Yacht Club, & The Country Club of Fairfield golf course from your weekend retreat or full time residence. Convenient to town, Southport Village & train stations, & just steps to Sasco Beach, at home at 734 Sasco Hill Road you will celebrate the beauty of a classic 1929 home & revel in an enviable Southport lifestyle."
* LISTED OVER 120 DAYS 
$4,250,000
506 Sasco Hill Road, Fairfield CT 06824
5
BEDS
7
BATHS
6,333
SQFT
$671
$/SQFT
0.80
ACRES
2010
BUILT
"Some people choose a place to live by the house that fits their design aesthetic and lifestyle. Then there are others whose decision is motivated strictly by the setting. Such was the decision made by current owners who designed and built this HOBI award winning house to take maximum advantage of its unique location on a quiet private road off prestigious Sasco Hill. The home has appeared in numerous magazine touting the open floor plan, extensive venues for outdoor living and entertaining, and its overall concept of bringing the outdoors inside. Magnificent views abound and offer ever-changing panoramas over the Country Club of Fairfield golf course, Southport Harbor and Southport Village. An award winning and turn key home set in an idyllic setting - what more could you want? Coastal Living Perfected on Sasco Hill! Hobi Award winning design 2011 Best Custom Home, 180 degree views from most every room, harbor, course and sound! Extraordinary attention to detail thru out. Open floor plan, abundant use of windows and terraces on two levels blends interior and outdoor spaces. Spectacular setting on private section of Sasco Hill Rd. Minutes to Southport Village, Beaches, Commuting and all Fairfield amenities. Sq. foot includes finished lower level. See Addendum."
* LISTED OVER 120 DAYS 
$4,100,000
1410 South Pine Creek Road, Fairfield CT 06824
5
BEDS
7
BATHS
7,900
SQFT
$519
$/SQFT
0.96
ACRES
2005
BUILT
"Magnificent Federal Colonial custom blt in 2005; layout of rms is such that there are views of LIS from every rm; at least 180 degree views & to the Freedom Tower & Empire State Bldg; incredible privacy, unlike along Ffld Beach Rd; top quality materials such as Tiger wood decks with mahogany posts & heavy grade 1/2 thick pressure treated wood roof shngls that will not curl; 5 BRs + Lg area w/ full bth can be in-law ste; 4 fplcs incl. 1 in lwr level wlk out that can be further finished 2600 sq ft; no damage in storms X Flood Zone, No insurance required, owner has ann ins. $417;TAXES REDUCED!!! OWNER APPEALED ASSESSMENT AND WAS SUCCESSFUL!!! NEW ASSESSMENT LOWERED !!!"
* LISTED OVER 120 DAYS 
$3,870,000
5060/5010 Congress Street, Fairfield CT 06824
6
BEDS
9
BATHS
12,540
SQFT
$309
$/SQFT
6.44
ACRES
1941
BUILT
"A gracious tree-lined drive leads to this stunning 2004 transformation of a classic 40's colonial on 4.32 level, sun-washed acres with pool, pool house & gardens. Character is evident throughout the newly reimagined interior while maintaining all of the integrity of the original residence. 10' ceilings & light-filled rooms create an easy flow for entertaining for large or intimate gatherings. A chef's kitchen is equipped with a 2-tier, 9 1/2' center island, custom cabinetry & top appliances. A luxe master suite provides sitting area with fp, 2 dressing rms and sep baths. 4 additional br suites on second fl have architectural detail, walk-in closets & marble counters. Finished third floor has room for overflow guests, activities & crafts, plus lots of storage. The finished ll houses a wine cellar, tasting rm, gym & media/play rm. Lifestyle amenities continue outside w/ a glamorous old world pool house w/ kit, bath & changing rm. A peaceful, priv. garden surrounds pool and a stone garden house draped w/ perennial trumpet vine provides a striking backdrop for boxwood, peonies and Russian sage. A newly erected barn has electricity & can accommodate up to 6 cars. 155 acres of walking trails surround the property via the Larsen Preserve, adjacent to the back yard w/ an additional 2.12 ac w/ septic in place for 5 BR home-ready to create the perfect family compound. Minutes from vibrant downtown Ffld & all transportation. Also avail. on 4.32 ac listing #170204350."
$3,800,000
1 Hubbell Lane, Fairfield CT 06824
6
BEDS
8
BATHS
10,824
SQFT
$351
$/SQFT
2.00
ACRES
2008
BUILT
"2 homes in ONE! Amazing MINE HILL location created and lovingly built for family. Many thoughtful 2018 updates w/SMART HOME Technology make this BETTER than NEW! Luxury home builder & interior designer, a great team w/impeccable attention to detail. 1st time on the market. MAIN HOME: read a great book in your 2 story library; relax in the sauna after a swim in the most beautiful pool; entertain around the extra large granite island upstairs OR downstairs (2 kitchens, you choose); watch a movie in the theatre room & bring both grand pianos, perfect for family room or MBR. LUX GUEST HOME: 2k SF & ready for permanent visitors! Entertain in the poolroom; sit by the fire in 1 of 3 living rooms; formal dining room turns into main level MBR, so NO STAIRS! ask us how......Both homes have separate garages! All in sought after LOWER Greenfield Hill 10 mins to NYC train platform & town. Perfect blend of comfort & luxury, privacy & convenience! Customized 10K+SF of quality beyond compare. 2 manicured acres & outdoor living spaces. Plenty of ROOM FOR 2 families w/ separate spaces, quiet street A truly magical setting! Award winning Dwight School District & the BUS STOPS right @ your front door!"
* LISTED OVER 120 DAYS 
$3,600,000
4480 Congress Street, Fairfield CT 06824
8
BEDS
9
BATHS
9,578
SQFT
$376
$/SQFT
9.55
ACRES
1935
BUILT
"Within the gates of this country estate in New York City's backyard, retreat to nearly ten private acres and enjoy multi-generational resort like living. Minutes to train and town, just over an hour from the city yet tucked away with supreme privacy in coveted Greenfield Hill. Multi level stone patios and pathways lead you to enjoy the property's robust amenities including pool, pond, courts for the tennis pros, billiard room, fitness room, two bedroom guest cottage and twelve car garage for the car connoisseur. Nestled into the expansive acreage of nature's beauty you will find the original 1930s Colonial home renovated and expanded with places and spaces throughout for all to enjoy. Formal rooms for gathering and intimate areas for a quiet repose offered on four finished levels of roughly 8000 square feet and approximately 1500 additional in the guest house. A grand master suite boasts a spa sized bath which opens to a dressing room and walk in closet while the enjoyment of the grounds unfold with views from the master deck. Five more spacious bedrooms grace the second and third floors offering additional common rooms throughout. Formal or playful, the use of spaces suit everyone's needs from the quiet library to the bright and airy sunroom to the garden level bar to the walkout gym- each has their place to claim as favorite! Make this estate your personal Hamptons alternative."
$3,499,000
279 Morehouse Lane, Fairfield CT 06890
6
BEDS
8
BATHS
7,969
SQFT
$439
$/SQFT
1.00
ACRES
2015
BUILT
"Sleek, modern, smart home completed in 2015 w/ over 10,000 sq.ft. of living & patio space on prestigious street surrounded by 6 acres of land trust on the Westport/Southport border is truly like a piece of art. The open concept floor plan w/ 10 ft. ceilings is an entertainer s dream w/ the highest level of finishes & architectural features in the living room, dining room, chef s kitchen, & butler s pantry w/ complete home surround system. Almost every room offers incredible views of the backyard and pool through the wall of windows. On the 2nd level, you will find a luxurious master suite w/ a spa like bathroom & a glass railing deck overlooking the property creating a truly remarkable vista. The 2nd level is complete w/ an additional 4beds, 3baths, living room, home office, & laundry room w/ double washers & dryers. The lower level has 9ft.. ceilings, an exercise room, sauna, a large media/entertainment space, & bedroom w/ full bath. The tranquil backyard features lush gardens, a gunite pool & spa w/ automatic pool cover & security code, a covered blue stone patio w/ fireplace, & a two story pool house w/ a 1/2 bath & an optional guest bedroom. Southport/Fairfield is a noted growing community rich with art, theater, restaurants, top rated public schools, country clubs, equestrian facilities, Equinox, an incredible Sportsplex, 2 train stations, 3 beaches & a lake w/ its own dog beach all less than 10 min. away. A magical oasis that feels far away, yet close to everything!"
$3,495,000
375 Sasco Hill Road, Fairfield CT 06824
6
BEDS
9
BATHS
8,273
SQFT
$422
$/SQFT
2.00
ACRES
1850
BUILT
"375 Sasco Hill Road is a magnificent home and level, landscaped 2 acre property that is ideal for the buyer who is searching for a full time or weekend/summer residence in pristine, move - in condition. All of the renovations, amenities and recreational features have been well thought out, optimally placed and meticulously maintained. This stately center hall colonial has been completely renovated and offers a spacious, living room, dining room, kitchen, den, library, sitting room, playroom, 6 bedrooms (all ensuite), 7 full baths, 2 half baths, 2 possible guest/in-law/au pair suites, 4 fireplaces, 9 and 11 foot ceilings, multiple zone central A/C, hardwood floors, gunite pool, tennis court/sport court, covered and open patios and fire pit. Sasco Hill Road is one of the finest streets in Fairfield and runs along Southport Harbor. It is close to town, train, shopping, restaurants, and Southport and Fairfield beaches."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $3,695,000 TO $3,495,000 
$3,295,000
187 Westway Road, Fairfield CT 06890
7
BEDS
9
BATHS
7,177
SQFT
$459
$/SQFT
1.23
ACRES
1790
BUILT
"As you enter the horse shoe pebble stone driveway in the center of coveted Southport Village...the magic unfolds with magnificent trees, professionally landscaped level grounds and welcoming covered entryways. Just a few features include a flexible floor plan, spacious gourmet kitchen & pantry, a secondary master and bonus room offering in-law options, elevator for convenience, exquisite custom millwork throughout by renowned Franzen Architects, oversized mud room, custom sports closet...and so much more! 1.23 breathtaking acres with a 3-car garage and room for pool/tennis is a VERY rare find in this perfect Southport Village location! Steps to the Southport Train with service to NYC, Pequot Yacht Club, Ye Yacht Yard, Pequot Library, picturesque Southport Harbor, restaurants, and shops."
$3,199,000
272 Fairfield Beach Road, Fairfield CT 06824
5
BEDS
5
BATHS
4,771
SQFT
$671
$/SQFT
0.30
ACRES
2019
BUILT
"Water views from every room in this stunning new construction in prime location on Fairfield Beach Road. Unparalleled design & quality of construction is evident throughout 3 levels of living w/ elevator. 1st floor enjoys an open concept design; breathtaking kitchen opens to both family room w/fireplace and living room/dining room with a wall of sliders seamlessly bringing in the beach atmosphere. Step onto the balcony that spans the front of the home, wired for tv and sound, creating the perfect atmosphere for lounging, entertaining and dining. Sun filled rooms continue on the 2nd floor. Wide hallways lead to all 4 bedrooms, each w/balcony access with views of Penfield Reef Lighthouse. Master suite with Waterworks bath has heated marble floors, views from all windows and large balcony, two walk in closets. 3 additional spacious bedrooms, 2 baths and laundry room complete 2nd floor. The 3rd floor is the perfect spot to host 4th of July w/balcony large enough for a party w/ wet bar & beverage fridge, second family room/office, 5th BR and full bath. Completion date October 2019. Still time to customize floor/wall color and countertops. Boral siding, 9 ceilings, 6 white oak flooring on 1st floor, 4 on upper floors, Jeldwyn windows/doors, interior doors 1 3/4 solid core, over 1140 SF of balcony, homeowners association $20/year offering deeded access to beach directly across the street. 18x18 bluestone patio, approved pool site,generator. 1 mile to train,town & restaurants."
$3,100,000
319 Harbor Road, Fairfield CT 06890
5
BEDS
5
BATHS
3,580
SQFT
$866
$/SQFT
0.99
ACRES
1918
BUILT
"SOUTHPORT HARBOR WATERFRONT ENCLAVE WITH DOCK - An idyllic Southport Harbor waterfront enclave on a glorious .99 Acre property presents a charming 3580 square foot main residence with 5 Bedrooms and 5 Baths enjoying sweeping views over Southport Harbor, the Country Club of Fairfield Golf Course, and Long Island Sound, a 600 square foot, one Bedroom Cottage with slate Terrace offering lovely water views, and a fabulous 1000 square foot water-front Cottage with two stone Fireplaces and slate Terrace with an incredible perch at Harbor's edge. The well-tended property provides mature plantings, well established perennials, three large rose beds, and the highly coveted and enviable amenity of a Private Dock. Historic District."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $3,495,000 TO $3,100,000 
$2,999,000
1987 Fairfield Beach Road, Fairfield CT 06824
6
BEDS
4
BATHS
4,800
SQFT
$625
$/SQFT
0.26
ACRES
2020
BUILT
"Direct Beach Front New Construction with rare oversized Private Beach 160 ft by 50 ft and RARE 0.26 acre lot peacefully settled in a tranquil and family section of the Penfield Beach. The property includes a legal and approved dock for your boats. This home features 5-6 bedrooms, an office, a library, a playroom, 4 full baths, security and audio system. A Gordon Blue and marble countered kitchen anchors the beautiful open floor plan on the first floor and flows into a grand family room with incredible water views. The yard is fully landscaped, fenced and very private which offers a fantastic setting for entertaining.Parking is private with eight cars capacity and garage.This ideal Beach Lifestyle is yours. Enjoy the fun of the Beach and Creek side living. Enjoy water sports, tubing, kayaking or boating down the river and picnicking at the Beach. Living at the Beach is nonpareil and just awesome! Options : elevator, wine room, pool, river dock. Owner agent."
$2,997,000
289 Fair Oak Drive, Fairfield CT 06824
6
BEDS
7
BATHS
6,862
SQFT
$437
$/SQFT
2.16
ACRES
2007
BUILT
"Extraordinary custom designed Nantucket style wood and stone home located on a private cul de sac in lower Greenfield Hill. A most serene setting overlooking stone walls, a breathtaking horse farm & adjacent to 6 acres of unbuildable Aspectuck Land Trust property. Attention to detail abound in every inch of this amazing home...coffered ceilings, custom stone fireplaces, awe-inspiring eat in kitchen w/ island & breakfast bar, built-in banquette & top of the line appliances, fabulous formal dining room, billiard room, surround sound & so much more! Multiple options for main floor in-law accommodations: the smaller family room w/ en suite bath & 2nd laundry or the existing main floor bedroom with en suite bath. Upstairs, the amazing master suite features a spacious sitting area w/ french doors to an upper deck, his/her walk-in closets & a luxurious bath featuring Calcutta Borghini tile, a spacious shower stall, and Bain Ultra air jet tub. 2 add'l spacious bedrooms w/ en suite baths, a gym and deluxe laundry room complete this level. The 3rd floor home office/6th BR w/full bath offers privacy and options for au pair suite. Lower Level is framed for an easy finish but not to miss is the wine cellar! Outdoor entertaining is truly a bonus on custom limestone loggia featuring a stone fireplace for casual dining/lounging. Level lots w/ no wetlands! Existing sportcourt for those who play and plenty of room for a pool! Don't miss the enclosed organic garden! Truly a home not to miss!"
$2,995,000
437 Hulls Farm Road, Fairfield CT 06890
5
BEDS
5
BATHS
4,814
SQFT
$622
$/SQFT
6.20
ACRES
1822
BUILT
"Perfectly sited on 6.2 sunny acres in Southport, this beautifully updated home retains the character of original details, hardwood floors and fireplaces with a reverence for the past while offering light-filled rooms, an open flow and thoroughly modern conveniences. The chef's kitchen is equipped with Viking range, Sub Zero fridge antique beams & a 10' center island opening to the family room w/ built-ins, a 6' FP overlooking the private back yard and pool. The dining room has built-in glass front cabinets & charming bay window and is serviced by a full wet bar w/ wine chiller. A sunroom reimagined as a study and 1st floor bedroom w/ full bath complete the first floor. Upstairs, the sun-splashed master BR has a spa bath, marble counters and romantic balcony w/ a view of the lawn and gardens plus 3 additional bedrooms w/ ample closet space and 2nd floor laundry. The third floor game room has a beamed, vaulted ceiling plus small gym w/ sauna. A separate 2-br guest house accommodates short or long-term guests w/ a newly renovated kitchen & updated bath plus a 3-car garage. 6-car collector's barn is currently being used as a fantastic party barn with Euro split system heat/cool. Spend idyllic days by the pool or invite friends to play a game of tennis. Relax in the shade in the pool house, read a book or practice yoga in the studio. All buildings except guest house converted to gas heat and city water, new roofs, 2019. Minutes to shops, restaurants and all transportation."
$2,995,000
5060 Congress Street, Fairfield CT 06824
6
BEDS
9
BATHS
12,540
SQFT
$239
$/SQFT
4.32
ACRES
1941
BUILT
"A gracious tree-lined drive leads to this stunning 2004 transformation of a classic 40's colonial on 4.32 level, sun-washed acres with pool, pool house & gardens. Character is evident throughout the newly reimagined interior while maintaining all of the integrity of the original residence. 10' ceilings & light-filled rooms create an easy flow for entertaining for large or intimate gatherings. A chef's kitchen is equipped with a 2-tier, 9 1/2' center island, custom cabinetry & top appliances. A luxurious master suite provides sitting area with fireplace, 2 dressing rooms and separate baths. 4 additional bedroom suites on the second floor have architectural detail, walk-in closets and marble counters. The finished third floor has room for overflow guests, activities and crafts, plus lots of storage. The finished lower level houses a wine cellar, tasting room, gym and media/play room. Lifestyle amenities continue outside with a glamorous old world pool house with kitchenette, bath and changing room. A peaceful, private garden surrounds pool and a stone garden house draped with perennial trumpet vine provides a striking backdrop for boxwood, peonies and Russian sage. A newly erected barn has electricity and can accommodate up to 6 cars. 155 acres of walking trails surround the property via the Larsen Preserve, adjacent to the back yard with additional land available, ready to create the perfect family compound. Only minutes from vibrant downtown Fairfield and all transportation!"
 
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