About Olive & Wooster Apartments
Welcome to Olive & Wooster, the ultimate living experience nestled in the heart of Wooster Square. Oliver & Wooster offers spacious modern apartments ranging from studios to four bedrooms, featuring all the comforts you desire and lease term options built just for you. Our pet-friendly community provides tastefully designed amenities including a state-of-the-art clubhouse and bar, fitness center, swimming pool, and more. Enjoy our little “slice” of paradise conveniently located near downtown, Yale campus, and the medical district. Discover Olive & Wooster today!
Olive & Wooster Apartments is an apartment located in New Haven County, the 06511 Zip Code, and the Booker T. Washington Academy and St Martin De Porres Academy attendance zone.

Pricing and Floor Plans
Studio
S6
$2,270
Studio, 1 Bath, 606 Sq Ft
https://imagescdn.homes.com/i2/UtbCgkb7uT0jPfC8oQRat6nCdlj1glw95GJTxNNpe4c/116/olive-wooster-apartments-new-haven-ct.jpg?p=1
Unit | Price | Sq Ft | Availability |
---|---|---|---|
561E | $2,270 | 606 | Now |
S4
$2,308
Studio, 1 Bath, 605 Sq Ft
https://imagescdn.homes.com/i2/zUZ29SxzZ41Ic8O2dvdEFQw-Iuf4G74u2q9SHYIxqHU/116/olive-wooster-apartments-new-haven-ct-2.jpg?p=1
Unit | Price | Sq Ft | Availability |
---|---|---|---|
432W | $2,308 | 605 | Now |
S3
$2,360
Studio, 1 Bath, 618 Sq Ft
https://imagescdn.homes.com/i2/ldbmVdfeJg2o6AyGcqYi-ep8LwkR9DY37lgkkaNybDo/116/olive-wooster-apartments-new-haven-ct-21.jpg?t=p&p=1
Unit | Price | Sq Ft | Availability |
---|---|---|---|
655W | $2,360 | 618 | Oct 13 |
1 Bedroom
A1
$2,292 - $2,690
1 Bed, 1 Bath, 631 Sq Ft
https://imagescdn.homes.com/i2/mogymhXNFIXHHkvt6hQzFYOwXbULy7opZ0ao9OMQkJk/116/olive-wooster-apartments-new-haven-ct-4.jpg?t=p&p=1
Unit | Price | Sq Ft | Availability |
---|---|---|---|
269E | $2,435 | 631 | Now |
431W | $2,490 | 631 | Now |
468W | $2,520 | 631 | Now |
631W | $2,590 | 631 | Now |
629W | $2,590 | 631 | Now |
569E | $2,595 | 631 | Now |
516E | $2,620 | 631 | Now |
607E | $2,690 | 631 | Now |
427W | $2,490 | 631 | Aug 22 |
415E | $2,490 | 631 | Aug 24 |
305E | $2,555 | 631 | Aug 24 |
221E | $2,405 | 631 | Aug 25 |
521E | $2,550 | 631 | Aug 26 |
619E | $2,590 | 631 | Aug 30 |
564W | $2,292 | 631 | Sep 8 |
A5
$2,473
1 Bed, 1 Bath, 616 Sq Ft
https://imagescdn.homes.com/i2/shJX1nG4Cp2l5pwyAWQKRXemnTOgxSW2NnGkEP4ABKI/116/olive-wooster-apartments-new-haven-ct-23.jpg?t=p&p=1
Unit | Price | Sq Ft | Availability |
---|---|---|---|
556W | $2,473 | 616 | Dec 8 |
A4
$2,510 - $2,545
1 Bed, 1 Bath, 645 Sq Ft
https://imagescdn.homes.com/i2/mUEoag9W9WvtHB9kCOykdtXzL6jNHWUe5wCpuObCvrs/116/olive-wooster-apartments-new-haven-ct-6.jpg?t=p&p=1
Unit | Price | Sq Ft | Availability |
---|---|---|---|
462W | $2,545 | 645 | Now |
362W | $2,510 | 645 | Oct 8 |
A2
$2,640
1 Bed, 1 Bath, 709 Sq Ft
https://imagescdn.homes.com/i2/bh0h1b0Y-gMaIgjC7QobI61oBxSIWFacEy20Nt7uIYc/116/olive-wooster-apartments-new-haven-ct-7.jpg?t=p&p=1
Unit | Price | Sq Ft | Availability |
---|---|---|---|
459E | $2,640 | 709 | Now |
A1-A
$2,865
1 Bed, 1 Bath, 631 Sq Ft
https://imagescdn.homes.com/i2/djL00EPoZ48EGFIP2q1jH0WpLaceTQu6vBWtMnb87Hw/116/olive-wooster-apartments-new-haven-ct-8.jpg?t=p&p=1
Unit | Price | Sq Ft | Availability |
---|---|---|---|
103W | $2,865 | 631 | Now |
102W | $2,865 | 631 | Now |
2 Bedrooms
B1
$3,305 - $3,440
2 Beds, 2 Baths, 967 Sq Ft
https://imagescdn.homes.com/i2/50NwumR-YzVQwY6MS03fxiRmF3o9vm0DY6WvP6d_SjE/116/olive-wooster-apartments-new-haven-ct-9.jpg?p=1
Unit | Price | Sq Ft | Availability |
---|---|---|---|
233W | $3,305 | 967 | Now |
313E | $3,340 | 967 | Now |
566W | $3,430 | 967 | Now |
617E | $3,440 | 967 | Now |
267E | $3,310 | 967 | Sep 1 |
317E | $3,340 | 967 | Sep 25 |
B2
$3,425
2 Beds, 2 Baths, 998 Sq Ft
https://imagescdn.homes.com/i2/JvVL2K_e_FDOGFxhSCpP1i-Vrfy3Y8Zxw5hE7h7jZgU/116/olive-wooster-apartments-new-haven-ct-11.jpg?p=1
Unit | Price | Sq Ft | Availability |
---|---|---|---|
312E | $3,425 | 998 | Now |
3 Bedrooms
C3
$4,345
3 Beds, 3 Baths, 1,269 Sq Ft
https://imagescdn.homes.com/i2/Kqit_JhuUwriZy1tlR5ladFbI-OpQ7vguQCGSND6Xr4/116/olive-wooster-apartments-new-haven-ct-12.jpg?t=p&p=1
Unit | Price | Sq Ft | Availability |
---|---|---|---|
411E | $4,345 | 1,269 | Now |
C1
$4,385
3 Beds, 3 Baths, 1,314 Sq Ft
https://imagescdn.homes.com/i2/4rc-0LEQI1jjEcuyaOKfRSbCPRKTE3dkBdW9LNGrV18/116/olive-wooster-apartments-new-haven-ct-17.jpg?t=p&p=1
Unit | Price | Sq Ft | Availability |
---|---|---|---|
201E | $4,385 | 1,314 | Sep 8 |
C2 Den
$4,710
3 Beds, 3 Baths, 1,513 Sq Ft
https://imagescdn.homes.com/i2/tuv0f3D-D37ow8vxYWVHt6h3f7Ija-xmSwg45VqzrqE/116/olive-wooster-apartments-new-haven-ct-22.jpg?p=1
Unit | Price | Sq Ft | Availability |
---|---|---|---|
418E | $4,710 | 1,513 | Oct 31 |
C1 Rooftop
$5,465
3 Beds, 3 Baths, 1,314 Sq Ft
https://imagescdn.homes.com/i2/hZBZblE2qR4Qh61vZqABpD9Ues2gRkragAeindStcWQ/116/olive-wooster-apartments-new-haven-ct-19.jpg?p=1
Unit | Price | Sq Ft | Availability |
---|---|---|---|
601E | $5,465 | 1,314 | Sep 16 |
C5 Townhome
$5,935
3 Beds, 2.5 Baths, 1,889 Sq Ft
https://imagescdn.homes.com/i2/LVH--LWwSq4s5lU9UbzFrnE8Wyfm9liNe3Tti_SVKhQ/116/olive-wooster-apartments-new-haven-ct-13.jpg?t=p&p=1
Unit | Price | Sq Ft | Availability |
---|---|---|---|
108E | $5,935 | 1,849 | Now |
4 Bedrooms
D2 Co-Living
$1,104 - $1,179
4 Beds, 4 Baths, 1,523 Sq Ft
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Unit | Price | Sq Ft | Availability |
---|---|---|---|
244W-C | $1,104 | 381 | Now |
644W-B | $1,179 | 381 | Oct 8 |
D1
$5,495
4 Beds, 3 Baths, 1,386 Sq Ft
https://imagescdn.homes.com/i2/MNn1L8LMxYmWE4Gk00UGCYApmCfeeYjZK5DBtllVGEM/116/olive-wooster-apartments-new-haven-ct-16.jpg?p=1
Unit | Price | Sq Ft | Availability |
---|---|---|---|
651W | $5,495 | 1,386 | Now |
Map
- 190 Wooster St Unit 46
- 8 Academy St
- 124 Court St Unit 702
- 124 Court St Unit 805
- 124 Court St Unit 8
- 120 Wooster St Unit V
- 335 Saint John St
- 196 Crown St Unit 3J
- 817 Grand Ave Unit 202
- 95 Audubon St Unit 222 aka 24
- 30 Trumbull St
- 32 Trumbull St
- 31 Liberty St Unit F
- 25 Liberty St Unit E
- 46 Liberty St
- 33 Liberty St Unit M
- 100 York St Unit 10R
- 100 York St Unit 6M
- 100 York St Unit 11-B
- 100 York St Unit 9H
- 630 Chapel St Unit B-319
- 630 Chapel St Unit B-419
- 630 Chapel St Unit B-407
- 630 Chapel St Unit 1B-Model
- 630 Chapel St Unit 2B-Model
- 235 Wooster St Unit 4
- 630-673 Chapel St
- 46 Warren St Unit 2
- 604 Chapel St Unit 6
- 49 Warren St Unit A
- 585 Chapel St Unit 3
- 29-33 Crown St
- 576 Chapel St Unit 4
- 95 Olive St
- 90 Crown St
- 360 State St
- 101 Orange St Unit 240
- 352 Greene St Unit 3
- 804 Chapel St Unit 202
- 116 Court St Unit 407