Brian Milton

Brian Milton

Licensed Real Estate Salesperson | Licensed in NY & CT

Social Media

Awards

2026 Recipient of "The Thousand" by Wall Street Journal and Real Trends for Transaction Volume Nationwide
#2 Agent in Westchester NY
#14 Agent in NY State
Ranked #107 Nationwide

Associations:
     Hudson Gateway Association of Realtors
     Greenwich Association of Realtors
     Member of the National Association of Realtors
     New York State Association of Realtors

Client Testimonials

Testimonials

Press

August 2026 -- New York Post - 51 Old Stone Hill Rd, Pound Ridge NY

August 2026 - Robb Report - 51 Old Stone Hill Rd, Pound Ridge NY

July 2026 - Cottages and Gardens

February 10, 2025 - CURBED - 9 Tallwoods Road, Armonk, NY

September 10, 2024 - Mansion Global - 9 Cowdray Park Drive





About Brian
BrianMiltonCompass.com  

With more than $1.6 billion in career real estate sales, Brian Milton has established himself as the top luxury real estate agents serving Northern Westchester, New York, and Greenwich, Connecticut. Repeatedly recognized for his accomplishments by The Wall Street Journal and RealTrends, Brian is known for his exceptional market knowledge, strategic approach, and expertise in representing some of the region's most distinguished luxury homes and estates.

Specializing in high-end luxury properties, significant country estates, architecturally important residences, and exceptional multimillion-dollar homes, Brian brings an unparalleled level of dedication and sophisticated market insight to every transaction. His expertise extends throughout Northern Westchester's most desirable communities, including Armonk, Bedford, Chappaqua, Pound Ridge, and Katonah, as well as Greenwich's prestigious neighborhoods, from Backcountry and Mid-Country to Belle Haven, Riverside, and Old Greenwich.

Brian's approach to luxury real estate goes far beyond traditional brokerage. Combining innovative property marketing, strategic pricing, sophisticated negotiation, and an extensive network of relationships, he creates a highly individualized strategy for every property and client. His ability to recognize the distinctive qualities and intrinsic value of extraordinary homes allows him to position properties effectively within the competitive Westchester County and Greenwich luxury real estate markets.


Brian Milton - 2024 Real Trends                 Ranked Top 10 NYS Agent                 #107 Agent Nationwide

Brian Milton’s Listings

$15,000,000 | 51 Old Stone Hill Road, Pound Ridge, NY 10576
1/46
Listed By Compass

$15,000,000

4
Bedrooms
4,485
Square Feet
19.53
Acres
an aerial view of a house with a garden and trees
1/44
Listed By CompassPending

$9,950,000

6
Bedrooms
7,792
Square Feet
0.99
Acres
$5,850,000 | 9 Terrace Circle, Armonk, NY 10504
1/39
Listed By CompassPending

$5,850,000

6
Bedrooms
12,343
Square Feet
2.91
Acres
$5,750,000 | 24 Trails End, Chappaqua, NY 10514
1/41
Listed By Compass

$5,750,000

6
Bedrooms
9,247
Square Feet
9.08
Acres
an aerial view of a house with a yard
1/46
Listed By Compass

$5,400,000

7
Bedrooms
11,521
Square Feet
2.30
Acres
$3,700,000 | 361 Long Hill Road East, Briarcliff Manor, NY 10510
1/45
Listed By Compass

$3,700,000

4
Bedrooms
6,140
Square Feet
1.26
Acres
$3,495,000 | 10 Dogwood Hills Road, Pound Ridge, NY 10576
1/42
Listed By Compass

$3,495,000

5
Bedrooms
7,565
Square Feet
3.09
Acres
a front view of a house with garden
1/13
Listed By CompassPending

$3,350,000

4
Bedrooms
5,712
Square Feet
0.94
Acres
$3,200,000 | 156 Old Stone Hill Road, Pound Ridge, NY 10576
1/38
Listed By CompassPending

$3,200,000

4
Bedrooms
3,771
Square Feet
3.50
Acres
$2,899,900 | 24 Meadow Hill Place, Armonk, NY 10504
1/46
Listed By CompassPending

$2,899,900

5
Bedrooms
7,375
Square Feet
3.43
Acres
a view of a water pond with green landscape
1/7
Listed By Compass

$1,995,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
1.88
Acres

Brian Milton’s Transactions

Past Sales
$20,377,000 | 116 Oneida Drive, Greenwich, CT 06830

$20,377,000

9
Bedrooms
9,781
Square Feet
3.81
Acres
$20,000,000 | 33 Bayberry Road | Armonk, NY 10504

$20,000,000

8
Bedrooms
11
Bathrooms

33 Bayberry Road

Armonk, NY 10504

an aerial view of a house

$17,616,666

7
Bedrooms
14,798
Square Feet
4
Acres
front view of a house with a yard

$14,750,000

7
Bedrooms
13,000
Square Feet
1.4
Acres
https://smartmls-portal.connectmls.com/shared-link/redding-single-family-for-sale-26-giles-hill/6197aaa1-f892-4761-a5c0-236d1e7d6f35

$14,300,000

7
Bedrooms
6
Bathrooms

26 Giles Hill Road

Redding

$14,000,000 | 29 Round Hill Club Road, Greenwich, CT 06831

$14,000,000

7
Bedrooms
11,870
Square Feet
3.93
Acres
a front view of a house with a yard table and chairs

$13,800,000

7
Bedrooms
14,862
Square Feet
10.01
Acres
63 John Street, Greenwich, CT

$13,550,000

8
Bedrooms
10
Bathrooms

63 John Street

Greenwich

$13,550,000 | 617 Croton Lake Road, Bedford Corners, NY 10549

$13,550,000

5
Bedrooms
10,000
Square Feet
26.3
Acres
a front view of a house with a yard

$13,500,000

6
Bedrooms
11,609
Square Feet
5.48
Acres
a view of a house with a yard

$12,500,000

11
Bedrooms
7,500
Square Feet
127.85
Acres
a front view of a house with a garden

$12,250,000

11
Bedrooms
15,150
Square Feet
3.7
Acres
$11,500,000 | 8 Hickory Kingdom Road, Bedford, NY 10506

$11,500,000

7
Bedrooms
10,957
Square Feet
23.29
Acres
$11,300,000 | 9 Cowdray Park Drive, Greenwich, NY 10504

$11,300,000

6
Bedrooms
18,337
Square Feet
10
Acres
a view of a town with barn house in the background

$10,800,000

7
Bedrooms
11,743
Square Feet
1
Acres
$9,850,000 | 12 Meadowcroft Lane

$9,850,000

7
Bedrooms
9
Bathrooms

12 Meadowcroft Lane

$8,700,000 | 4 Ashfields Ln | North Castle

$8,700,000

8
Bedrooms
12
Bathrooms

4 Ashfields Ln

North Castle

-

6
Bedrooms

Listing Courtesy of Coldwell Banker Residential Brok

Past Rentals
a front view of a house with a yard

$80,000

5
Bedrooms
an aerial view of residential houses with outdoor space and trees

$42,500

4
Bedrooms
4,086
Square Feet
19.7
Acres
$40,000 | 8 Rock Gate Farm Road, Bedford Corners, NY 10549

$40,000

4
Bedrooms
4,500
Square Feet
4.1
Acres
a aerial view of a house with yard swimming pool and outdoor seating

$30,000

5
Bedrooms
6,727
Square Feet
13.71
Acres
a view of swimming pool with patio

$30,000

5
Bedrooms
3,909
Square Feet
5.35
Acres
an aerial view of multiple house with a yard

$26,500

5
Bedrooms
6,020
Square Feet
2.51
Acres
a front view of a house with shower

$25,000

6
Bedrooms
5,755
Square Feet
4.29
Acres
$20,000 | 5 Sterling Road North, Armonk, NY 10504

$20,000

4
Bedrooms
6,276
Square Feet
2.00
Acres
$15,750 | 201 Otter Rock Drive, Greenwich, CT 06830

$15,750

7
Bedrooms
6,290
Square Feet
0.8
Acres
$15,000 | 341 Succabone Road, Mount Kisco, NY 10549

$15,000

4
Bedrooms
5,691
Square Feet
4.06
Acres

Listing Courtesy of Brown Harris Stevens

$15,000 | 341 Succabone Road, Bedford Corners, NY 10549

$15,000

4
Bedrooms
5,691
Square Feet
4.06
Acres

Listing Courtesy of Brown Harris Stevens

$15,000 | 111 Mason Street, Unit 2B, Greenwich, CT 06830

$15,000

3
Bedrooms
$10,000 | 777 Armonk Road, Bedford Corners, NY 10549

$10,000

4
Bedrooms
3,888
Square Feet
5.36
Acres
$10,000 | 25 Byram Lake Road, Armonk, NY 10504

$10,000

4
Bedrooms
5,343
Square Feet
8.30
Acres
an aerial view of a house with a yard

$9,000

4
Bedrooms
3,850
Square Feet
4.86
Acres
a view of a garden with a bench

$9,000

5
Bedrooms
6,000
Square Feet
2.65
Acres

Listing Courtesy of Julia B. Fee, LLC

front view of a house with a yard

$8,975

4
Bedrooms
5,601
Square Feet
0.23
Acres
$6,900 | 14 Bayberry Road, Armonk, NY 10504

$6,900

4
Bedrooms
3,804
Square Feet
1.92
Acres

Listing Courtesy of Houlihan Lawrence Inc.