Skylar Smith REALTOR®
Skylar Smith studied Film and Television at Loyola University and has worked over 20 years creating some of the most memorable moments in TV history, even earning an EMMY award. Eight years ago he moved to Fairfield County from Los Angeles with his wife and two daughters and has reveled in the quality of life in the town. In his free time, Skylar loves to golf, fish, and enjoys live music. Grateful for an amazing group of neighborhood friends, Skylar makes it a point to ensure that new residents are welcomed in a way that has become customary in Fairfield.
Skylar has always had a strong interest in Real Estate. Encouraged by friends and family, he recently joined The Higgins Group in Fairfield. The Higgins Group, affiliated with Christie’s International Real Estate, employs a combination of marketing insight, high powered advertising and the industry’s finest technology to assist with all your buying and selling needs.
Whether you are buying or selling or just want to explore your options, contact Skylar. He offers personalized customer care and the technological ability to market your property in new and exciting ways while delivering exceptional service and establishing lifelong relationships. With Skylar’s local expertise, strong work ethic, and the support of Higgins Group Real Estate, you’ll know you’re in good hands!
For Sale Properties
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11 Manitou CourtWestport, CT 06880
$8,995,000
- 7 Beds
- 8 | 1 Baths
- 9,415 Sqft
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24 Edgemarth Hill RoadWestport, CT 06880
$5,825,000
- 5 Beds
- 6 | 1 Baths
- 6,302 Sqft
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20 Sherwood Farm LaneGreenwich, CT 06831
$5,795,000
- 6 Beds
- 6 | 2 Baths
- 7,927 Sqft
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27 Narrow Rocks RoadWestport, CT 06880
$5,550,000
- 6 Beds
- 7 | 2 Baths
- 7,850 Sqft
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87 Red Coat RoadWestport, CT 06880
$5,500,000
- 4 Beds
- 3 | 1 Baths
- 4,636 Sqft
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7 North Ridge RoadWestport, CT 06880
$5,300,000
- 6 Beds
- 6 | 3 Baths
- 11,774 Sqft
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1 Sturges HighwayWestport, CT 06880
$4,995,000
- 5 Beds
- 4 | 2 Baths
- 5,790 Sqft
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70 Clinton AvenueWestport, CT 06880
$4,200,000
- 6 Beds
- 6 | 2 Baths
- 8,166 Sqft
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5 Timber LaneWestport, CT 06880
$3,999,000
- 5 Beds
- 5 | 1 Baths
- 5,273 Sqft
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5 Timber LaneWestport, CT 06880
$3,999,000
- 5 Beds
- 5 | 1 Baths
- 5,273 Sqft
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107 Weed StreetNew Canaan, CT 06840
$3,849,000
- 6 Beds
- 5 | 1 Baths
- 7,952 Sqft
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158 Imperial AvenueWestport, CT 06880
$3,800,000
- 6 Beds
- 6 | 1 Baths
- 6,356 Sqft
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3 Finney Knoll LaneRiverside, CT 06878
$3,295,000
- 4 Beds
- 4 | 1 Baths
- 4,600 Sqft
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4 Partrick LaneWestport, CT 06880
$2,999,000
- 3 Beds
- 4 Baths
- 5,724 Sqft
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15 Sunrise RoadWestport, CT 06880
$2,975,000
- 5 Beds
- 6 | 1 Baths
- 5,407 Sqft
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753 Sasco Hill RoadFairfield, CT 06824
$2,950,000
- 7 Beds
- 5 | 1 Baths
- 5,967 Sqft
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342 Midlock RoadFairfield, CT 06824
$2,875,000
- 5 Beds
- 8 | 1 Baths
- 7,269 Sqft
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443 Riverside AvenueWestport, CT 06880
$2,485,000
- 4 Beds
- 3 Baths
- 2,943 Sqft
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14 Lincoln AvenueGreenwich, CT 06830
$2,450,000
- 5 Beds
- 5 Baths
- 3,214 Sqft
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215 Paddock Hill LaneFairfield, CT 06824
$2,450,000
- 4 Beds
- 4 | 1 Baths
- 5,737 Sqft
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16 Juniper RoadWestport, CT 06880
$2,449,000
- 4 Beds
- 4 | 1 Baths
- 3,933 Sqft
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85 Norton RoadEaston, CT 06612
$2,445,000
- 3 Beds
- 3 | 1 Baths
- 4,394 Sqft
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91 Algonquin RoadFairfield, CT 06825
$2,399,000
- 6 Beds
- 5 | 2 Baths
- 10,000 Sqft
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25 Westfair DriveWestport, CT 06880
$2,297,000
- 5 Beds
- 5 | 1 Baths
- 5,274 Sqft
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898 Cross HighwayFairfield, CT 06824
$2,095,000
- 4 Beds
- 4 | 1 Baths
- 4,020 Sqft
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126 Dudley RoadWilton, CT 06897
$1,650,000
- 5 Beds
- 4 | 2 Baths
- 5,497 Sqft
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71 Reid StreetFairfield, CT 06824
$1,625,000
- 5 Beds
- 3 | 1 Baths
- 4,000 Sqft
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885 Duck Farm RoadFairfield, CT 06824
$1,450,000
- 4 Beds
- 3 | 1 Baths
- 3,482 Sqft
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918 Wheelers Farms RoadMilford, CT 06461
$1,350,000
- 4 Beds
- 3 Baths
- 3,180 Sqft
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181 Longdean RoadFairfield, CT 06824
$1,299,000
- 3 Beds
- 3 Baths
- 1,774 Sqft
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61 Edgewater Commons LaneWestport, CT 06880
$1,299,000
- 4 Beds
- 3 | 1 Baths
- 3,397 Sqft
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198 Woodchuck RoadStamford, CT 06903
$1,199,000
- 4 Beds
- 2 | 1 Baths
- 2,633 Sqft
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18 Sugarloaf DriveWilton, CT 06897
$1,139,000
- 3 Beds
- 3 Baths
- 3,284 Sqft
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1510 Congress StreetFairfield, CT 06825
$1,100,000
- 4 Beds
- 2 | 1 Baths
- 2,588 Sqft
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209 Compo Road SouthWestport, CT 06880
$1,049,000
- 3 Beds
- 1 Baths
- 2,067 Sqft
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575 Leetes Island RoadGuilford, CT 06437
$985,000
- 2 Beds
- 2 Baths
- 3,140 Sqft
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489 Main StreetWestport, CT 06880
$950,000
- 5 Beds
- 4 Baths
- 2,192 Sqft
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171 Henderson RoadFairfield, CT 06824
$799,000
- 4 Beds
- 4 | 1 Baths
- 3,600 Sqft
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88 Knollwood DriveFairfield, CT 06824
$775,000
- 3 Beds
- 2 Baths
- 1,829 Sqft
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14 Doe PlaceShelton, CT 06484
$665,000
- 3 Beds
- 2 | 1 Baths
- 2,725 Sqft
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69 Kyles Way #69Shelton, CT 06484
$600,000
- 2 Beds
- 2 | 1 Baths
- 2,140 Sqft
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12 Strathmore Lane #12Westport, CT 06880
$579,000
- 2 Beds
- 2 | 1 Baths
- 1,519 Sqft
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790 East BroadwayMilford, CT 06460
$569,000
- 3 Beds
- 1 | 1 Baths
- 1,129 Sqft
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292 Meadows End RoadMilford, CT 06460
$540,000
- 3 Beds
- 1 | 1 Baths
- 1,630 Sqft
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65 Rena PlaceFairfield, CT 06825
$520,000
- 4 Beds
- 1 | 1 Baths
- 1,355 Sqft
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558 Davis StreetWatertown, CT 06779
$472,000
- 3 Beds
- 2 Baths
- 1,266 Sqft
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350 Pond Point AvenueMilford, CT 06460
$459,900
- 3 Beds
- 1 | 1 Baths
- 1,808 Sqft
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195 Meadowside RoadMilford, CT 06460
$435,000
- 3 Beds
- 1 Baths
- 1,008 Sqft
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25 Copper Creek Circle #25Newtown, CT 06470
$399,000
- 2 Beds
- 2 | 1 Baths
- 1,576 Sqft
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102 Hawthorne AvenueHamden, CT 06517
$375,000
- 4 Beds
- 2 Baths
- 2,030 Sqft
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7 Shaw DriveSimsbury, CT 06070
$350,000
- 4 Beds
- 2 | 1 Baths
- 2,416 Sqft
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71 Strawberry Hill Avenue #APT 1102Stamford, CT 06902
$295,000
- 2 Beds
- 1 Baths
- 875 Sqft
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181 Melba Street #APT 318Milford, CT 06460
$239,500
- 1 Beds
- 1 Baths
- 832 Sqft
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980 Lindley Street #308HBridgeport, CT 06606
$232,000
- 2 Beds
- 2 Baths
- 935 Sqft
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78 Asylum StreetBridgeport, CT 06610
$215,000
- 2 Beds
- 1 | 1 Baths
- 1,296 Sqft
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60 Plainfield Avenue #25West Haven, CT 06516
$180,000
- 2 Beds
- 1 Baths
- 704 Sqft
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153 Cherry Hill Drive #1BBridgeport, CT 06606
$180,000
- 2 Beds
- 1 Baths
- 850 Sqft
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61 Rowsley Street #2Bridgeport, CT 06605
$172,000
- 1 Beds
- 1 Baths
- 600 Sqft
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262 Belltown RoadStamford, CT 06905
$350,000
- Beds
- Baths
- 0.33 Sqft
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10 Juniper DriveNew Milford, CT 06776
$180,000
- Beds
- Baths
- 2.61 Sqft
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1087 Broad StreetHartford, CT 06106
$1,475,000
- Beds
- Baths
- 13 Sqft
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489 Main StreetWestport, CT 06880
$950,000
- Beds
- Baths
- 2 Sqft
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387 Clinton AvenueBridgeport, CT 06604
$899,000
- Beds
- Baths
- 8 Sqft
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92 Palmer AvenueStamford, CT 06902
$800,000
- Beds
- Baths
- 2 Sqft
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755 1st AvenueWest Haven, CT 06516
$2,450,000
- Beds
- Baths
- 26,714 Sqft
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23 Danbury RoadWilton, CT 06897
$1,950,000
- Beds
- Baths
- 7,061 Sqft
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1698 East Post Road EastWestport, CT 06880
$1,950,000
- Beds
- Baths
- 9,670 Sqft
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UndisclosedStamford, CT 00697
$1,099,000
- Beds
- Baths
- 1,408 Sqft
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1495 Black Rock TurnpikeFairfield, CT 06824
$3,200
- Beds
- Baths
- 15,500 Sqft
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61 Sherman Street #LLFairfield, CT 06824
$2,200
- Beds
- Baths
- 1,569 Sqft
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69 Sherman Street #2nd FloorFairfield, CT 06824
$1,800
- Beds
- Baths
- 677 Sqft
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590 Danbury RoadRidgefield, CT 06877
$900
- Beds
- Baths
- 250 Sqft
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136 Old Post RoadFairfield, CT 06890
$36
- Beds
- Baths
- 9,300 Sqft
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4 Water StreetGuilford, CT 06437
$25
- Beds
- Baths
- 2,200 Sqft
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144 Davenport DriveStamford, CT 06902
$40,000
- 6 Beds
- 5 | 2 Baths
- 8,729 Sqft
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3 Finney Knoll LaneRiverside, CT 06878
$25,000
- 4 Beds
- 4 | 1 Baths
- 4,600 Sqft
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33 Eureka TerraceStamford, CT 06902
$20,000
- 5 Beds
- 4 | 1 Baths
- 4,178 Sqft
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3 Pritchard LaneWestport, CT 06880
$16,999
- 6 Beds
- 5 | 1 Baths
- 4,385 Sqft
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24 Narrow Rocks RoadWestport, CT 06880
$15,000
- 5 Beds
- 4 | 1 Baths
- 4,069 Sqft
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7 Wheeler GateWestport, CT 06880
$13,000
- 4 Beds
- 3 Baths
- 3,855 Sqft
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20 Broad Brook LaneStamford, CT 06907
$8,500
- 4 Beds
- 4 | 1 Baths
- 7,448 Sqft
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9 Cockenoe DriveWestport, CT 06880
$8,200
- 3 Beds
- 2 | 1 Baths
- 1,760 Sqft
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6 Lyon AvenueGreenwich, CT 06830
$8,000
- 3 Beds
- 2 | 1 Baths
- 2,184 Sqft
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5 Church Lane #307Westport, CT 06880
$7,500
- 2 Beds
- 2 Baths
- 1,482 Sqft
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5 Church Lane #306Westport, CT 06880
$6,950
- 2 Beds
- 2 Baths
- 1,439 Sqft
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5 Church Lane #410Westport, CT 06880
$6,750
- 2 Beds
- 2 Baths
- 1,184 Sqft
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153 4th AvenueMilford, CT 06460
$6,500
- 4 Beds
- 2 | 1 Baths
- 1,944 Sqft
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171 Henderson RoadFairfield, CT 06824
$5,700
- 4 Beds
- 3 | 2 Baths
- 3,600 Sqft
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201 Main Street #303Westport, CT 06880
$5,500
- 2 Beds
- 1 | 1 Baths
- 935 Sqft
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26 Greenwood AvenueBethel, CT 06801
$3,950
- 3 Beds
- 2 Baths
- 1,316 Sqft
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33 Elm Street #3Westport, CT 06880
$3,750
- 1 Beds
- 1 Baths
- 802 Sqft
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835 Merritt StreetBridgeport, CT 06606
$3,200
- 4 Beds
- 2 Baths
- 1,364 Sqft
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11 Mohegan AvenueStamford, CT 06902
$2,900
- 2 Beds
- 1 | 1 Baths
- 1,120 Sqft
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150 Texas AvenueBridgeport, CT 06610
$2,675
- 2 Beds
- 1 Baths
- 1,234 Sqft
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259 Edgewood AvenueWaterbury, CT 06706
$2,500
- 4 Beds
- 2 Baths
- 2,205 Sqft
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32 Wakeman StreetBridgeport, CT 06605
$2,500
- 3 Beds
- 1 Baths
- 1,328 Sqft
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34 Wakeman StreetBridgeport, CT 06605
$2,350
- 3 Beds
- 1 Baths
- 900 Sqft
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183 Townsend Avenue #ANew Haven, CT 06512
$1,900
- 1 Beds
- 1 Baths
- 900 Sqft
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371 Nichols StreetBridgeport, CT 06608
$1,875
- 2 Beds
- 1 Baths
- 861 Sqft
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390 Charles Street #115Bridgeport, CT 06606
$1,800
- 2 Beds
- 1 Baths
- 900 Sqft
Sold Properties
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62 Mistywood LaneFairfield, CT 06824
$1,199,000
- 5 Beds
- 3 | 2 Baths
- 4,533 Sqft
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271 James StreetFairfield, CT 06824
$1,050,000
- 4 Beds
- 3 | 1 Baths
- 3,185 Sqft
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5 April DriveEaston, CT 06612
$655,000
- 4 Beds
- 2 | 1 Baths
- 5,076 Sqft
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46 Rampart RoadNorwalk, CT 06854
$499,000
- 4 Beds
- 3 Baths
- 2,136 Sqft
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90 Adelaide StreetFairfield, CT 06825
$312,000
- 3 Beds
- 1 Baths
- 1,172 Sqft
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1189 Post Road #3AFairfield, CT 06824
$3,200
- 2 Beds
- 2 Baths
- 1,300 Sqft
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43 Shoreham TerraceFairfield, CT 06824
$469,000
- 3 Beds
- 1 | 1 Baths
- 1,531 Sqft
ClientReviews
From day one, Skylar made us feel comfortable by walking us through the process of buying our first home. Through his various connections and market knowledge, we were able to secure several showings prior to houses hitting the open market, which eventually led to our offer accepted before the open house. I would recommend Skylar to all those in search of a home in Fairfield County as he will work tirelessly to find the right home for you.
The Robertsons