This Transitional Colonial exudes timeless elegance and intentional design. The journey begins in a dramatic two-story foyer, leading to a home that breathes with an expansive open floor plan and sophisticated architectural character. The main level features sunken sitting and living areas that create a sense of luxury and scale, anchored by two distinct fireplaces that provide a warm, soulful glow across the living spaces. At the heart of the home, the modern kitchen serves as a high-functioning design statement; polished granite countertops and sprawling prep spaces with an additional sink for the culinary enthusiast, complemented by stainless steel appliances and a curated wall of windows that invite the outside in. The primary suite is a true retreat, defined by soaring cathedral ceilings and a spa-inspired bath featuring a fully tiled glass-enclosed shower and Jacuzzi tub. Versatility is central to the floor plan, highlighted by an oversized flex space with a private full bath and walk-in closet-perfect for guest quarters or a sophisticated home office. The exterior is a serene escape; a level backyard shielded by mature trees ensures absolute seclusion. Complete with a three-car attached garage and an additional two-car detached garage, this estate is a rare gem. This home's elegance, sophistication, and timeless detail can be yours.
Est. $4,079 per month, based on comparable rentals
Sale and tax history for 59 Greenbriar Rd
Sale History
Tax History
Date
Event
Price
Smart MLS #24173679
Jul 7, 2026
Pending
—
Jul 6, 2026
Sold
$869,750
$221/sq ft
May 23, 2026
Contingent
—
May 15, 2026
Listed
$899,000
$229/sq ft
May 12, 2026
Coming Soon
$899,000
$229/sq ft
Smart MLS #170368458
Apr 1, 2021
Sold
$649,900
$165/sq ft
Feb 3, 2021
Contingent
—
Jan 28, 2021
Listed
$649,900
$165/sq ft
*STUNNING!* Over $150,000 in UPDATES/UPGRADES ** Fabulous Col w/5 HEATED garage bays; OPEN FLOOR PLAN, 5th BR BONUS/in-law or guest suite w/full bath (separate stairs off the FR) ** NEW TRIPLE PANE WINDOWS * NEW FLOORING * NEW KITCHEN * NEW BATHS * LANDSCAPING * GARAGE DOORS * NEW A/C * AND MORE! (see attached 3pg update sheets!) Dramatic foyer entry w/new natural stone floors opens to the formal LR w/vaulted ceiling, bay window and access to the formal DR w/HW flrs w/mahogany inlay. Smashing NEW Kitchen w/granite counters, center island, tile backsplash, wall oven, natural stone floors & eating area w/sliders to the deck. Steps down to the family room w/2nd flr to ceiling stone fireplace, new Bamboo HW flrs, wet bar w/granite counter and another set of sliders to the bi-level deck! Main floor office w/HW flrs; main flr laundry w/sink & cabinetry. Master bedroom suite features tray ceiling, new Bamboo HW flrs, walk in closet & luxurious NEW bath w/double sink vanity, tub & separate shower. 3 additional BRs plus BONUS AREA/poss 5th BR/poss in-law with new flooring, new lighting, 2 walk in closets & full bath. Total 5 car heated garages, 3attached (w/new doors)/2 detached! Professionally landscaped with 2 tier deck, pool grade fence, stone walkways, NEW LAWN & playground! Natural light every where you turn! Sec system. ** Enjoy all Oxford has to offer: Minutes away to Jackson Cove w/sandy beach, gazebo, boat launch, great fishing too! And Mintutes to Oxford Greens Golf Course!
Oxford had much to offer! Minutes away to Jackson Cove w/sandy beach, gazebo, boat launch, great fishing too! Bands playing throughout the summer & 4th July fireworks extravaganza! Playground & tennis courts- New middle school; newer High School & library. *BEST ice cream at Rich’s Farm. Quarry Walk w/choice of shops, food, drink, medical buildings/urgent care, hardware store etc. Also, excellent walking & biking trails close by ** NOT TO MENTION HOUSING TAX AMONG LOWEST IN AREA!
Smart MLS #W10171313
Dec 15, 2016
Sold
$450,000
$115/sq ft
Sep 28, 2016
Listed
$489,000
$124/sq ft
STREAMING WITH LIGHT! NEWLY PAINTED interior! Fabulous Col/Cape with 5 garage bays; OPEN FLOOR plan, vaulted ceilings, two floor to ceiling stone fireplaces and 5th BR BONUS/au pair/in-law or guest suite with full bath are some of the special highlights! Other features include dramatic two story foyer, custom kitchen with center island breakfast bar and eating area with sliders to expansive deck. Kitchen has steps down to family room with flr to ceiling stone fireplace and also access to deck. Main floor office; formal dining room w/bow window; Master bedroom suite w/bath w/whirlpool tub & separate shower; three additional bedrooms PLUS 5th bonus area with full bath. Total 5 car garage, 3attached/2 detached! Natural light every where you turn, private deck, open spaces makes you feel like you are away on vacation in this special home!
Exterior Features: Gutters, Lighting, French Doors, Patio, Awnings, Porch, Deck, Covered Deck, Stone Wall
Lot Information
Lot Description: Lightly Wooded, Level Lot
Building Information
Foundation Type: Concrete
Construction Description: Frame
Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3928
Financial
Assessments Information
Assessed Value: $601,090
Utilities
Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Other
Heat Type: Hydro Air
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Energy Features: Generator, Ridge Vents, Thermopane Windows
Location
School Information
High School: Per Board of Ed
Elementary School: Per Board of Ed
Location Information
State: Connecticut
Directions: Route-67 to Christian Street. Take a left onto Christian Street and follow to the intersection of Strongtown Road. Turn right onto Strongtown Road, then take a right onto Greenbriar Road. The property is on the right.
County: New Haven
Public facts
Beds: 4
Baths: 3.5
Sq. Ft.: 3,962
Stories: 2.0
Lot Size: 2.16 acres
Style: Single Family Residential
Year Built: 1989
Year Renovated: —
County: New Haven County
APN: 1309826
Home facts updated by county records on Jul 12, 2023
Other
Documents & Disclosures
Supplement Count Public: 2
Around this home
Schools
Quaker Farms School
Public PreK-2 • Assigned • 2.2mi
Oxford Middle School
Public 6-8 • Assigned • 2.3mi
7/10
Oxford High School
Public 9-12 • Assigned • 4.9mi
6/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
4/10 Heat Factor
7 days above 97° expected this year, 15 days in 30 years
6/10 Wind Factor
27% chance of strong winds in next 30 years
3/10 Air Factor
2 unhealthy days expected this year, 4 days in 30 years
Provided by First Street
Historical weather
Oxford, CT • 06478
Average low and high temperatures (°F)
32
19
35
20
51
32
60
40
67
50
79
59
83
66
79
59
73
56
64
45
52
36
38
24
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
93/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 17% for direct sun exposure in Oxford. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9.8 hrs
6.3 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$833,000 – $1.01M
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